1314:, it will turn pink immediately upon addition of the peroxide, because of the generation of phenolphthalein. A positive test indicates the sample contains hemoglobin and, therefore, is likely blood. A false positive can result from the presence of substances with catalytic activity similar to hemoglobin. This test is not destructive to the sample; it can be kept and used in further tests. This test has the same reaction with blood from any animal whose blood contains hemoglobin, including almost all vertebrates; further testing would be required to determine whether it originated from a human.
1061:
1040:
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1007:
1131:
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45:
1021:
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54:
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1431:
627:
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623:
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628:
674:
1766:
1279:
To develop the hair and "magic" graphical patterns, the ink is sprayed with a solution of hydroxide, which leads to the appearance of the hidden graphics by the same mechanism described above for color change in alkaline solution. The pattern will eventually disappear again because of the reaction
1406:
The discovery of phenolphthalein's laxative effect was due to an attempt by the
Hungarian government to label genuine local white wine with the substance in 1900. Phenolphthalein did not change the taste of the wine and would change color when a base is added, making it a good label in principle.
1189:
reacts with water. As the concrete reacts with carbon dioxide in the atmosphere, pH decreases to 8.5–9. When a 1% phenolphthalein solution is applied to normal concrete, it turns bright pink. However, if it remains colorless, it shows that the concrete has undergone
937:
Phenolphthalein adopts different forms in aqueous solution depending on the pH of the solution. Inconsistency exists in the literature about hydrated forms of the compounds and the color of sulfuric acid. Wittke reported in 1983 that it exists in protonated form
1902:
Tice, R. R.; Furedi-Machacek, M.; Satterfield, D.; Udumudi, A.; Vasquez, M.; Dunnick, J. K. (1998). "Measurement of
Micronucleated Erythrocytes and DNA Damage during Chronic Ingestion of Phenolphthalein in Transgenic Female Mice Heterozygous for the p53 Gene".
957:
form of phenol) gives the familiar pink color. In strongly basic solutions, phenolphthalein is converted to its In(OH) form, and its pink color undergoes a rather slow fading reaction and becomes completely colorless when pH is greater than 13.
552:
524:
1198:
used to repair holes in drywall contains phenolphthalein. When applied, the basic spackling material retains a pink color; when the spackling has cured by reaction with atmospheric carbon dioxide, the pink color fades.
1718:
Rathod, Balraj B.; Murthy, Sahana; Bandyopadhyay, Subhajit (20 February 2019). "Is this
Solution Pink Enough? A Smartphone Tutor to Resolve the Eternal Question in Phenolphthalein-Based Titration".
644:
1984:
2102:
Dobrydneva, Y.; Wilson, E.; Abelt, C. J.; Blackmore, P. F. (2009). "Phenolphthalein as a
Prototype Drug for a Group of Structurally Related Calcium Channel Blockers in Human Platelets".
1811:
Spiller, H. A.; Winter, M. L.; Weber, J. A.; Krenzelok, E. P.; Anderson, D. L.; Ryan, M. L. (May 2003). "Skin
Breakdown and Blisters from Senna-Containing Laxatives in Young Children".
134:
1407:
However, it was found that ingestion of the substance led to diarrhea. Max Kiss, a
Hungarian-born pharmacist residing in New York, heard about the news and launched Ex-Lax in 1906.
499:
687:
2854:
2738:
1372:
Phenolphthalein is described as a stimulant laxative. In addition, it has been found to inhibit human cellular calcium influx via store-operated calcium entry (SOCE, see
1155:
629:
1227:, which reacts with carbon dioxide in the air. This reaction leads to the pH falling below the color change threshold as hydrogen ions are released by the reaction:
1207:
In a highly basic solution, phenolphthalein's slow change from pink to colorless as it is converted to its Ph(OH) form is used in chemistry classes for the study of
637:
1302:
A reduced form of phenolphthalein, phenolphthalin, which is colorless, is used in a test to identify substances thought to contain blood, commonly known as the
844:. It is a weak acid, which can lose H ions in solution. The nonionized phenolphthalein molecule is colorless and the double deprotonated phenolphthalein ion is
361:
1538:"Spectrophotometric Analysis of the Relationship between Dissociation and Coloration, and of the Structural Formulas of Phenolphthalein in Aqueous Solution"
1764:, Ronald D. Kurp, "Ready to use spackle/repair product containing dryness indicator", published 2003-03-11, assigned to Dap Products Inc.
2153:
2847:
1976:
4027:
1340:. Laxative products formerly containing phenolphthalein have often been reformulated with alternative active ingredients: Feen-a-Mint switched to
1306:. A dry sample is collected with a swab or filter paper. A few drops of alcohol, then a few drops of phenolphthalein, and finally a few drops of
651:
942:
In) under strongly acidic conditions, providing an orange coloration. However, a later paper suggested that this color is due to sulfonation to
2958:
4388:
4310:
4247:
1878:
476:
2840:
2390:
2312:
1637:
Abdel-Hamid, Refat (1 September 1998). "The
Adsorption Behavior of Phenolphthalein at a Mercury Electrode in Water-Ethanol Solutions".
4798:
3210:
3190:
1361:
Despite concerns regarding its carcinogenicity based on rodent studies, the use of phenolphthalein as a laxative is unlikely to cause
1507:
1569:
1373:
762:
326:
1916:
4363:
1219:
Phenolphthalein is used in toys, for example as a component of disappearing inks, or disappearing dye on the "Hollywood Hair"
1396:
3912:
3482:
3892:
4052:
4042:
4017:
1787:
953:
In) is colorless between strongly acidic and slightly basic conditions. The doubly deprotonated (In) phenolate form (the
694:
4788:
4758:
3857:
3852:
2963:
588:
269:
4167:
543:
4783:
4022:
3922:
848:. Further proton loss in higher pH occurs slowly and leads to a colorless form. Phenolphthalein ion in concentrated
290:
4012:
2939:
3649:
971:
values of phenolphthalein were found to be 9.05, 9.50 and 12 while those of phenolsulfonphthalein are 1.2 and 7.70.
4230:
4067:
3867:
3467:
3120:
2700:
1954:
1675:
Kunimoto, Ko-Ki (February 2001). "Molecular structure and vibrational spectra of phenolphthalein and its dianion".
1060:
1039:
1154:
1046:
1392:
4260:
3472:
2278:
2236:
2043:
1181:
Phenolphthalein's pH sensitivity is exploited in other applications: concrete has naturally high pH due to the
4122:
3897:
3654:
1006:
814:
4663:
4613:
4032:
3462:
3052:
2982:
2874:
2383:
2145:
1130:
602:
212:
4778:
4673:
4638:
4623:
4471:
4092:
3907:
3507:
3477:
3425:
3180:
3065:
2997:
2695:
2554:
2368:
2178:
918:
Phenolphthalein's common use is as an indicator in acid-base titrations. It also serves as a component of
335:
InChI=1S/C20H14O4/c21-15-9-5-13(6-10-15)20(14-7-11-16(22)12-8-14)18-4-2-1-3-17(18)19(23)24-20/h1-12,21-22H
4693:
3937:
1303:
345:
InChI=1/C20H14O4/c21-15-9-5-13(6-10-15)20(14-7-11-16(22)12-8-14)18-4-2-1-3-17(18)19(23)24-20/h1-12,21-22H
4718:
4688:
4668:
4648:
4618:
3917:
3887:
3497:
3457:
2977:
2880:
2521:
1333:
1053:
1027:
943:
566:
536:
154:
3877:
3447:
1020:
1013:
44:
3442:
1761:
4728:
4698:
4643:
4513:
4187:
4037:
3942:
3819:
3797:
3766:
3537:
3125:
3115:
1727:
1684:
1603:
66:
2907:
2363:
4803:
4723:
4212:
4087:
4007:
3814:
3607:
3492:
3017:
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2705:
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2632:
2602:
2592:
1475:
919:
837:
580:
307:
100:
53:
4082:
4077:
3902:
3719:
3664:
3522:
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3185:
3070:
2948:
4808:
4236:
3761:
3592:
3587:
3420:
3095:
3090:
3085:
3080:
3012:
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2922:
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2732:
2612:
2483:
2435:
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2127:
2035:
1928:
1855:
1836:
1743:
1654:
1416:
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3380:
3032:
2987:
3992:
3952:
3872:
3744:
3644:
3532:
4565:
4285:
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4270:
4182:
4152:
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4137:
4132:
4127:
4002:
3997:
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3977:
3972:
3967:
3962:
3957:
3809:
3791:
3684:
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3577:
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3557:
3527:
3390:
3335:
3280:
3275:
3265:
3260:
3195:
3170:
3047:
3042:
3037:
2720:
2617:
2597:
2453:
2300:
2119:
2084:
2027:
1920:
1870:
1828:
1700:
1619:
1307:
1297:
1208:
1182:
772:
598:
4290:
4102:
3330:
3325:
1856:"Phenolphthalein Exposure Causes Multiple Carcinogenic Effects in Experimental Model Systems"
471:
Insoluble in benzene and hexane; very soluble in ethanol and ether; slightly soluble in DMSO
4793:
4432:
4421:
4162:
4157:
4057:
3987:
3709:
3704:
3699:
3694:
3689:
3634:
3627:
3597:
3552:
3512:
3320:
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3160:
3110:
2758:
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2516:
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2228:
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2111:
2074:
2019:
1912:
1820:
1735:
1692:
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1549:
1455:
1443:
1424:
1224:
927:
822:
776:
712:
454:
384:
4097:
4062:
3776:
3739:
3669:
3487:
3002:
1503:
1430:
278:
30:
This article is about
Phenolphthalein. For other related dyes in the phthalein family, see
4378:
3786:
3781:
3754:
3300:
3240:
2863:
2652:
2627:
2607:
2478:
1351:
1345:
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845:
174:
1577:
1731:
1688:
1607:
1139:
311:
216:
110:
4465:
4368:
4328:
3290:
3245:
2796:
2647:
2468:
2417:
2079:
1362:
1281:
1240:
826:
665:
594:
1696:
4772:
4455:
3612:
3370:
3305:
3135:
2536:
2501:
2073:. Vol. 76. International Agency for Research on Cancer. 2000. pp. 345–486.
1747:
1465:
1439:
1400:
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443:
205:
31:
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2039:
1932:
1840:
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572:
4738:
4678:
4575:
4560:
4555:
4534:
4482:
4460:
4373:
4343:
4300:
3841:
3375:
3285:
3230:
3220:
2806:
2791:
2408:
1594:
Wittke, Georg (1 March 1983). "Reactions of phenolphthalein at various pH values".
1470:
1385:
1366:
877:
510:
505:
2115:
258:
4550:
4507:
4450:
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4323:
4207:
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3714:
3405:
3385:
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3350:
3345:
3295:
3165:
3145:
3075:
3060:
2891:
2801:
2786:
2763:
2559:
2068:
1739:
1288:
is used for the same purpose and in the same way, when a blue color is desired.
1191:
931:
853:
1780:
4570:
4529:
4502:
4487:
4477:
4333:
4295:
4202:
3932:
3724:
3639:
3517:
3410:
3395:
3255:
3215:
3200:
3130:
3100:
3027:
2821:
2753:
2458:
2348:
2334:
1337:
1323:
1311:
923:
841:
465:
412:
165:
17:
2832:
2274:
2232:
1623:
4658:
4608:
4524:
4492:
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4275:
4265:
4177:
4117:
4107:
3927:
3882:
3679:
3452:
3360:
3355:
3340:
3225:
3175:
3150:
3022:
2972:
2927:
2816:
2811:
2768:
2748:
2743:
2675:
2587:
2582:
2526:
2448:
2443:
2404:
1341:
1252:
1231:
1195:
2123:
2088:
2031:
1977:"3 Versions of Ex-Lax Are Recalled After F.D.A. Proposes Ban on Ingredient"
1832:
1704:
1554:
1537:
1924:
1874:
813:" in shorthand notation. Phenolphthalein is often used as an indicator in
4633:
4628:
4519:
4192:
3749:
3270:
3250:
3155:
2992:
2728:
2710:
2685:
2657:
2636:
2622:
2577:
2546:
2511:
2506:
2493:
2425:
2400:
1381:
1329:
785:
650:
643:
636:
609:
185:
1946:
194:
4742:
4713:
4683:
4653:
4603:
4353:
4338:
4197:
3947:
3826:
3804:
3602:
3140:
2912:
2895:
2680:
2463:
1650:
1235:
433:
245:
1824:
1615:
4708:
4703:
4415:
3622:
3617:
3582:
3310:
2198:"Phenolphthalein - Molecule of the Month - March 2022 (HTML version)"
2008:"Ovarian Cancer Risk and Use of Phenolphthalein-Containing Laxatives"
1917:
10.1002/(SICI)1098-2280(1998)31:2<113::AID-EM3>3.0.CO;2-N
1460:
1420:
1355:
1269:
1220:
791:
779:
145:
2258:
2216:
2023:
2007:
664:
Except where otherwise noted, data are given for materials in their
1388:, two activators of SOCE that increase intracellular free calcium.
233:
4172:
3734:
3674:
2667:
2531:
1429:
954:
833:
133:
123:
2364:
Page on different titration indicators, including phenolphthalein
2070:
IARC monographs on the evaluation of carcinogenic risks to humans
3831:
3542:
3235:
3205:
818:
576:
224:
2836:
2372:
2690:
1247:
962:
751:
4389:
4311:
4248:
742:
295:
745:
718:
727:
621:
2006:
Cooper, G. S.; Longnecker, M. P.; Peters, R. K. (2004).
1403:
list for substances "possibly carcinogenic to humans".
682:
1423:
under acidic conditions. It was discovered in 1871 by
1415:
Phenolphthalein can be synthesized by condensation of
1328:
Phenolphthalein has been used for over a century as a
1162:
An animation of the pH-dependent reaction mechanism: H
763:
754:
736:
724:
715:
1310:
are dripped onto the sample. If the sample contains
825:
solutions. It belongs to the class of dyes known as
748:
730:
4593:
4543:
4431:
4414:
4387:
4309:
4246:
4229:
3840:
3419:
3404:
2921:
2890:
2873:
2779:
2719:
2666:
2568:
2545:
2492:
2434:
2416:
1438:The reaction can also be catalyzed by a mixture of
721:
2959:4'-O-β-D-Glucosyl-9-O-(6''-deoxysaccharosyl)olivil
1374:Calcium release activated channel § Structure
448:258–263 °C (496–505 °F; 531–536 K)
369:O=C1OC(C2=C1C=CC=C2)(C3=CC=C(C=C3)O)C4=CC=C(C=C4)O
2146:"Phenolphthalein - Substance Information - ECHA"
257:
1365:. Some studies suggest a weak association with
625:
109:
3426:
2263:Berichte der Deutschen Chemischen Gesellschaft
2221:Berichte der Deutschen Chemischen Gesellschaft
1670:
1668:
817:. For this application, it turns colorless in
27:pH indicator that turns pink in basic solution
4394:Tooltip Plasma membrane monoamine transporter
4316:Tooltip Equilibrative nucleoside transporters
4253:Tooltip Concentrative nucleoside transporters
2848:
2384:
8:
1589:
1587:
1574:ISCID Encyclopedia of Science and Philosophy
1531:
1529:
1527:
1525:
4428:
4243:
3416:
2887:
2855:
2841:
2833:
2391:
2377:
2369:
868:
310:
215:
173:
36:
2078:
1639:Monatshefte für Chemie - Chemical Monthly
1553:
277:
84:3,3-Bis(4-hydroxyphenyl)isobenzofuran-1(3
71:3,3-Bis(4-hydroxyphenyl)-2-benzofuran-1(3
4433:
2217:"Ueber eine neue Klasse von Farbstoffen"
1975:Stolberg, Sheryl Gay (August 30, 1997).
1149:
973:
2062:
2060:
1905:Environmental and Molecular Mutagenesis
1498:
1496:
1494:
1492:
1490:
1486:
832:Phenolphthalein is slightly soluble in
366:
331:
306:
193:
2603:Magnesium hydroxide (milk of magnesia)
2104:Journal of Cardiovascular Pharmacology
1854:Dunnick, J. K.; Hailey, J. R. (1996).
1391:Phenolphthalein has been added to the
206:
2172:
2170:
1380:. This is effected by its inhibiting
438:1.277 g/cm (32 °C (90 °F))
338:Key: KJFMBFZCATUALV-UHFFFAOYSA-N
153:
7:
2012:Pharmacoepidemiology and Drug Safety
1510:from the original on 8 November 2015
509:
1223:hair. In the ink, it is mixed with
348:Key: KJFMBFZCATUALV-UHFFFAOYAH
248:
232:
3815:Tetramethylpyrazine (ligustrazine)
25:
1369:, while others show none at all.
1194:. In a similar application, some
2067:"Other pharmaceutical agents.".
1987:from the original on May 7, 2021
1354:is a related laxative made from
1332:, but is now being removed from
1153:
1138:
1129:
1059:
1052:
1045:
1038:
1026:
1019:
1012:
1005:
711:
672:
542:
396:
52:
43:
2315:from the original on 2021-10-11
2281:from the original on 2021-10-11
2239:from the original on 2021-02-14
2156:from the original on 2018-06-12
2046:from the original on 2022-01-26
1957:from the original on 2020-08-06
1884:from the original on 2022-02-17
1793:from the original on 2021-07-02
1536:Tamura, Zenzo (December 1996).
1344:, and Ex-Lax was switched to a
668:(at 25 °C , 100 kPa).
3431:Tooltip Adenosine triphosphate
1397:substance of very high concern
402:
390:
1:
4759:Receptor/signaling modulators
3121:8-Phenyl-1,3-dipropylxanthine
1813:The Annals of Pharmacotherapy
1720:Journal of Chemical Education
1697:10.1016/S1386-1425(00)00371-1
1596:Journal of Chemical Education
2301:"Ueber die Phenolfarbstoffe"
2259:"Ueber die Phenolfarbstoffe"
2116:10.1097/FJC.0b013e31819b5494
1434:Synthesis of phenolphthalein
836:and usually is dissolved in
1740:10.1021/acs.jchemed.8b00708
1336:laxatives over concerns of
4825:
4261:6-Hydroxy-7-methoxyflavone
2968:-ethylcarboxamidoadenosine
2701:Sodium lauryl sulfoacetate
1677:Spectrochimica Acta Part A
1321:
1295:
29:
4799:IARC Group 2B carcinogens
4752:
2177:Arney, Kat (2018-10-25).
1393:European Chemicals Agency
871:
797:and is often written as "
662:
523:
518:
492:
377:
357:
322:
93:
81:
65:
60:
51:
42:
4438:Tooltip Xanthine oxidase
2399:Drugs for constipation (
2275:10.1002/cber.18710040247
2233:10.1002/cber.18710040209
1419:with two equivalents of
589:Precautionary statements
4028:UDP-N-acetylglucosamine
2305:Polytechnisches Journal
1177:Carbonation of concrete
4472:Cinnamomum osmophloeum
3181:Choline theophyllinate
2494:Bulk-forming laxatives
1580:on September 25, 2006.
1555:10.2116/analsci.12.927
1435:
1395:'s candidate list for
1098:acidic or near-neutral
821:solutions and pink in
632:
3715:Opiranserin (VVZ-149)
3056:-Cyclopentyladenosine
2522:Polycarbophil calcium
2349:U.S. patent 2,522,939
2335:U.S. patent 2,192,485
1570:"Universal Indicator"
1433:
1399:(SVHC). It is on the
944:phenolsulfonphthalein
852:is orange red due to
631:
4514:Pistacia integerrima
3820:Ligusticum wallichii
3798:Ligusticum wallichii
3126:8-Phenyltheophylline
3116:8-Chlorotheophylline
3066:Neladenoson dalanate
2696:Sodium laurilsulfate
2338:(1940 to Ex Lax Inc)
815:acid–base titrations
614:(fire diamond)
67:Preferred IUPAC name
4789:Triarylmethane dyes
2633:Polyethylene glycol
2593:Magnesium carbonate
2547:Lubricant laxatives
2436:Stimulant laxatives
2299:Baeyer, A. (1871).
2257:Baeyer, A. (1871).
2215:Baeyer, A. (1871).
1732:2019JChEd..96..486R
1689:2001AcSpA..57..265K
1608:1983JChEd..60..239W
1542:Analytical Sciences
1476:Universal indicator
949:The lactone form (H
920:universal indicator
455:Solubility in water
420: g·mol
39:
4784:1871 introductions
2733:Oxycodone/naloxone
2721:Opioid antagonists
2613:Magnesium peroxide
2484:Sodium picosulfate
2202:www.chm.bris.ac.uk
1981:The New York Times
1651:10.1007/PL00013491
1436:
1417:phthalic anhydride
1292:Detection of blood
695:Infobox references
633:
468:in other solvents
37:
4766:
4765:
4589:
4588:
4566:Mycophenolic acid
4425:
4410:
4409:
4240:
4225:
4224:
4221:
4220:
3792:Angelica sinensis
2884:
2830:
2829:
2618:Magnesium sulfate
2598:Magnesium citrate
2570:Osmotic laxatives
2179:"Phenolphthalein"
1947:"Phenolphthalein"
1869:(21): 4922–4926.
1825:10.1345/aph.1C439
1616:10.1021/ed060p239
1504:"Phenolphthalein"
1308:hydrogen peroxide
1304:Kastle–Meyer test
1298:Kastle-Meyer test
1209:reaction kinetics
1183:calcium hydroxide
1174:
1173:
1170:In → In → In(OH)
1148:
1147:
916:
915:
773:chemical compound
703:Chemical compound
701:
700:
567:Hazard statements
291:CompTox Dashboard
135:Interactive image
16:(Redirected from
4816:
4439:
4435:
4429:
4419:
4395:
4391:
4317:
4313:
4254:
4250:
4244:
4234:
3628:Rheum officinale
3432:
3428:
3417:
3161:Caffeine citrate
3111:7-Methylxanthine
2944:-methyladenosine
2888:
2878:
2857:
2850:
2843:
2834:
2759:Methylnaltrexone
2706:Sodium phosphate
2643:Sodium phosphate
2479:Senna glycosides
2393:
2386:
2379:
2370:
2352:
2351:
2345:
2339:
2337:
2330:
2324:
2323:
2321:
2320:
2296:
2290:
2289:
2287:
2286:
2254:
2248:
2247:
2245:
2244:
2212:
2206:
2205:
2193:
2187:
2186:
2174:
2165:
2164:
2162:
2161:
2142:
2136:
2135:
2099:
2093:
2092:
2082:
2064:
2055:
2054:
2052:
2051:
2003:
1997:
1996:
1994:
1992:
1972:
1966:
1965:
1963:
1962:
1943:
1937:
1936:
1899:
1893:
1892:
1890:
1889:
1883:
1860:
1851:
1845:
1844:
1808:
1802:
1801:
1799:
1798:
1792:
1785:
1777:
1771:
1770:
1769:
1765:
1758:
1752:
1751:
1715:
1709:
1708:
1672:
1663:
1662:
1634:
1628:
1627:
1591:
1582:
1581:
1576:. Archived from
1566:
1560:
1559:
1557:
1533:
1520:
1519:
1517:
1515:
1500:
1456:Bromothymol blue
1444:thionyl chloride
1425:Adolf von Baeyer
1334:over-the-counter
1263:
1262:
1261:
1225:sodium hydroxide
1157:
1150:
1142:
1133:
1063:
1056:
1049:
1042:
1030:
1023:
1016:
1009:
974:
928:bromothymol blue
922:, together with
881:
869:
767:
761:
760:
757:
756:
753:
750:
747:
744:
739:
738:
733:
732:
729:
726:
723:
720:
717:
685:
679:
676:
675:
653:
646:
639:
624:
604:
600:
596:
582:
578:
574:
546:
513:
419:
404:
398:
392:
385:Chemical formula
315:
314:
299:
297:
281:
261:
250:
236:
219:
208:
197:
177:
157:
137:
113:
56:
47:
40:
38:Phenolphthalein
21:
4824:
4823:
4819:
4818:
4817:
4815:
4814:
4813:
4769:
4768:
4767:
4762:
4748:
4585:
4539:
4437:
4418:
4406:
4393:
4383:
4379:Propentofylline
4329:Benzodiazepines
4315:
4305:
4252:
4233:
4217:
3836:
3787:Sodium ferulate
3755:Radix puerariae
3730:Phenolphthalein
3430:
3423:
3408:
3400:
3301:Propentofylline
3241:Isovaleric acid
2925:
2917:
2877:
2869:
2864:Purine receptor
2861:
2831:
2826:
2775:
2715:
2662:
2653:Sodium tartrate
2628:Pentaerythritol
2608:Magnesium oxide
2564:
2555:Liquid paraffin
2541:
2517:Methylcellulose
2488:
2474:Phenolphthalein
2430:
2418:Stool softeners
2412:
2397:
2360:
2355:
2347:
2346:
2342:
2333:
2331:
2327:
2318:
2316:
2311:(89): 358–362.
2298:
2297:
2293:
2284:
2282:
2256:
2255:
2251:
2242:
2240:
2214:
2213:
2209:
2195:
2194:
2190:
2183:Chemistry World
2176:
2175:
2168:
2159:
2157:
2144:
2143:
2139:
2101:
2100:
2096:
2066:
2065:
2058:
2049:
2047:
2024:10.1002/pds.824
2005:
2004:
2000:
1990:
1988:
1974:
1973:
1969:
1960:
1958:
1945:
1944:
1940:
1901:
1900:
1896:
1887:
1885:
1881:
1863:Cancer Research
1858:
1853:
1852:
1848:
1810:
1809:
1805:
1796:
1794:
1790:
1783:
1779:
1778:
1774:
1767:
1760:
1759:
1755:
1717:
1716:
1712:
1674:
1673:
1666:
1636:
1635:
1631:
1593:
1592:
1585:
1568:
1567:
1563:
1535:
1534:
1523:
1513:
1511:
1502:
1501:
1488:
1484:
1452:
1413:
1352:Thymolphthalein
1338:carcinogenicity
1326:
1320:
1300:
1294:
1286:Thymolphthalein
1274:
1267:
1260:
1257:
1256:
1255:
1253:
1250:
1244:
1238:
1217:
1205:
1187:Portland cement
1179:
1169:
1165:
1118:pink to fuchsia
1104:strongly basic
1095:strongly acidic
1078:
1074:
990:
983:
969:
952:
941:
875:
873:Phenolphthalein
867:
862:
796:
790:
784:
765:
741:
735:
714:
710:
707:Phenolphthalein
704:
697:
692:
691:
690: ?)
681:
677:
673:
669:
658:
657:
656:
655:
648:
641:
634:
630:
622:
591:
569:
555:
539:
502:
487:
482:
457:
417:
407:
401:
395:
387:
373:
370:
365:
364:
353:
350:
349:
346:
340:
339:
336:
330:
329:
318:
300:
293:
284:
264:
251:
239:
200:
180:
160:
140:
127:
116:
103:
89:
77:
76:
35:
28:
23:
22:
15:
12:
11:
5:
4822:
4820:
4812:
4811:
4806:
4801:
4796:
4791:
4786:
4781:
4771:
4770:
4764:
4763:
4753:
4750:
4749:
4747:
4746:
4732:
4731:
4726:
4721:
4716:
4711:
4706:
4701:
4696:
4691:
4686:
4681:
4676:
4671:
4666:
4661:
4656:
4651:
4646:
4641:
4636:
4631:
4626:
4621:
4616:
4611:
4606:
4597:
4595:
4591:
4590:
4587:
4586:
4584:
4583:
4578:
4573:
4568:
4563:
4558:
4553:
4547:
4545:
4541:
4540:
4538:
4537:
4532:
4527:
4522:
4517:
4510:
4505:
4500:
4495:
4490:
4485:
4480:
4475:
4468:
4466:Cinnamaldehyde
4463:
4458:
4453:
4448:
4442:
4440:
4426:
4412:
4411:
4408:
4407:
4405:
4404:
4398:
4396:
4385:
4384:
4382:
4381:
4376:
4371:
4369:Pentoxifylline
4366:
4361:
4356:
4351:
4346:
4341:
4336:
4331:
4326:
4320:
4318:
4307:
4306:
4304:
4303:
4298:
4293:
4288:
4283:
4278:
4273:
4268:
4263:
4257:
4255:
4241:
4227:
4226:
4223:
4222:
4219:
4218:
4216:
4215:
4210:
4205:
4200:
4195:
4190:
4185:
4180:
4175:
4170:
4165:
4160:
4155:
4150:
4145:
4140:
4135:
4130:
4125:
4120:
4115:
4110:
4105:
4100:
4095:
4090:
4085:
4080:
4075:
4070:
4065:
4060:
4055:
4046:
4045:
4040:
4035:
4030:
4025:
4020:
4015:
4010:
4005:
4000:
3995:
3990:
3985:
3980:
3975:
3970:
3965:
3960:
3955:
3950:
3945:
3940:
3935:
3930:
3925:
3920:
3915:
3910:
3905:
3900:
3895:
3890:
3885:
3880:
3875:
3870:
3865:
3860:
3855:
3846:
3844:
3838:
3837:
3835:
3834:
3829:
3824:
3812:
3807:
3802:
3784:
3779:
3774:
3769:
3764:
3759:
3747:
3742:
3737:
3732:
3727:
3722:
3717:
3712:
3707:
3702:
3697:
3692:
3687:
3682:
3677:
3672:
3667:
3662:
3657:
3652:
3647:
3642:
3637:
3632:
3620:
3615:
3610:
3605:
3600:
3595:
3590:
3585:
3580:
3575:
3570:
3565:
3560:
3555:
3546:
3545:
3540:
3535:
3530:
3525:
3520:
3515:
3510:
3505:
3500:
3495:
3490:
3485:
3480:
3475:
3470:
3465:
3460:
3455:
3450:
3445:
3436:
3434:
3414:
3402:
3401:
3399:
3398:
3393:
3388:
3383:
3378:
3373:
3368:
3363:
3358:
3353:
3348:
3343:
3338:
3333:
3328:
3323:
3318:
3313:
3308:
3303:
3298:
3293:
3291:Pentoxifylline
3288:
3283:
3278:
3273:
3268:
3263:
3258:
3253:
3248:
3246:Istradefylline
3243:
3238:
3233:
3228:
3223:
3218:
3213:
3208:
3203:
3198:
3193:
3188:
3183:
3178:
3173:
3168:
3163:
3158:
3153:
3148:
3143:
3138:
3133:
3128:
3123:
3118:
3113:
3104:
3103:
3098:
3093:
3088:
3083:
3078:
3073:
3068:
3063:
3058:
3050:
3045:
3040:
3035:
3030:
3025:
3020:
3015:
3010:
3005:
3000:
2995:
2990:
2985:
2980:
2975:
2970:
2961:
2956:
2951:
2946:
2940:2-(1-Hexynyl)-
2933:
2931:
2919:
2918:
2916:
2915:
2910:
2908:8-Aminoadenine
2901:
2899:
2885:
2871:
2870:
2862:
2860:
2859:
2852:
2845:
2837:
2828:
2827:
2825:
2824:
2819:
2814:
2809:
2804:
2799:
2797:Oxyphenisatine
2794:
2789:
2783:
2781:
2777:
2776:
2774:
2773:
2772:
2771:
2766:
2761:
2756:
2751:
2746:
2736:
2725:
2723:
2717:
2716:
2714:
2713:
2708:
2703:
2698:
2693:
2688:
2683:
2678:
2672:
2670:
2664:
2663:
2661:
2660:
2655:
2650:
2648:Sodium sulfate
2645:
2640:
2630:
2625:
2620:
2615:
2610:
2605:
2600:
2595:
2590:
2585:
2580:
2574:
2572:
2566:
2565:
2563:
2562:
2557:
2551:
2549:
2543:
2542:
2540:
2539:
2534:
2529:
2524:
2519:
2514:
2509:
2504:
2498:
2496:
2490:
2489:
2487:
2486:
2481:
2476:
2471:
2469:Oxyphenisatine
2466:
2461:
2456:
2451:
2446:
2440:
2438:
2432:
2431:
2429:
2428:
2422:
2420:
2414:
2413:
2398:
2396:
2395:
2388:
2381:
2373:
2367:
2366:
2359:
2358:External links
2356:
2354:
2353:
2340:
2332:Max Hubacher,
2325:
2291:
2269:(2): 658–665.
2249:
2227:(2): 555–558.
2207:
2188:
2166:
2150:echa.europa.eu
2137:
2110:(3): 231–240.
2094:
2056:
1998:
1967:
1938:
1911:(2): 113–124.
1894:
1846:
1819:(5): 636–639.
1803:
1772:
1753:
1726:(3): 486–494.
1710:
1683:(2): 265–271.
1664:
1645:(8): 817–826.
1629:
1583:
1561:
1548:(6): 927–930.
1521:
1485:
1483:
1480:
1479:
1478:
1473:
1468:
1463:
1458:
1451:
1448:
1412:
1409:
1363:ovarian cancer
1319:
1316:
1296:Main article:
1293:
1290:
1282:carbon dioxide
1277:
1276:
1272:
1265:
1258:
1246:
1242:
1234:
1216:
1213:
1204:
1201:
1178:
1175:
1172:
1171:
1167:
1163:
1159:
1158:
1146:
1145:
1143:
1136:
1134:
1127:
1123:
1122:
1119:
1116:
1113:
1110:
1106:
1105:
1102:
1099:
1096:
1093:
1089:
1088:
1085:
1082:
1079:
1076:
1072:
1069:
1065:
1064:
1057:
1050:
1043:
1036:
1032:
1031:
1024:
1017:
1010:
1003:
999:
998:
995:
992:
988:
985:
981:
978:
967:
950:
939:
914:
913:
908:
903:
897:
896:
891:
889:
883:
882:
866:
863:
861:
858:
827:phthalein dyes
794:
788:
782:
702:
699:
698:
693:
671:
670:
666:standard state
663:
660:
659:
649:
642:
635:
620:
619:
618:
617:
615:
606:
605:
592:
587:
584:
583:
570:
565:
562:
561:
556:
551:
548:
547:
540:
535:
532:
531:
521:
520:
516:
515:
503:
498:
495:
494:
490:
489:
484:
480:
473:
472:
469:
462:
461:
458:
453:
450:
449:
446:
440:
439:
436:
430:
429:
426:
422:
421:
415:
409:
408:
405:
399:
393:
388:
383:
380:
379:
375:
374:
372:
371:
368:
360:
359:
358:
355:
354:
352:
351:
347:
344:
343:
341:
337:
334:
333:
325:
324:
323:
320:
319:
317:
316:
303:
301:
289:
286:
285:
283:
282:
274:
272:
266:
265:
263:
262:
254:
252:
244:
241:
240:
238:
237:
229:
227:
221:
220:
210:
202:
201:
199:
198:
190:
188:
182:
181:
179:
178:
170:
168:
162:
161:
159:
158:
150:
148:
142:
141:
139:
138:
130:
128:
121:
118:
117:
115:
114:
106:
104:
99:
96:
95:
91:
90:
83:
79:
78:
70:
69:
63:
62:
58:
57:
49:
48:
26:
24:
18:Phenolphtalein
14:
13:
10:
9:
6:
4:
3:
2:
4821:
4810:
4807:
4805:
4802:
4800:
4797:
4795:
4792:
4790:
4787:
4785:
4782:
4780:
4779:PH indicators
4777:
4776:
4774:
4761:
4760:
4757:
4751:
4744:
4740:
4737:
4734:
4733:
4730:
4727:
4725:
4722:
4720:
4717:
4715:
4712:
4710:
4707:
4705:
4702:
4700:
4697:
4695:
4692:
4690:
4687:
4685:
4682:
4680:
4677:
4675:
4672:
4670:
4667:
4665:
4662:
4660:
4657:
4655:
4652:
4650:
4647:
4645:
4642:
4640:
4637:
4635:
4632:
4630:
4627:
4625:
4622:
4620:
4617:
4615:
4612:
4610:
4607:
4605:
4602:
4599:
4598:
4596:
4592:
4582:
4579:
4577:
4574:
4572:
4569:
4567:
4564:
4562:
4559:
4557:
4554:
4552:
4549:
4548:
4546:
4542:
4536:
4533:
4531:
4528:
4526:
4523:
4521:
4518:
4516:
4515:
4511:
4509:
4506:
4504:
4501:
4499:
4496:
4494:
4491:
4489:
4486:
4484:
4481:
4479:
4476:
4474:
4473:
4469:
4467:
4464:
4462:
4459:
4457:
4456:Benzbromarone
4454:
4452:
4449:
4447:
4444:
4443:
4441:
4436:
4430:
4427:
4423:
4417:
4413:
4403:
4400:
4399:
4397:
4392:
4386:
4380:
4377:
4375:
4372:
4370:
4367:
4365:
4362:
4360:
4357:
4355:
4352:
4350:
4347:
4345:
4342:
4340:
4337:
4335:
4332:
4330:
4327:
4325:
4322:
4321:
4319:
4314:
4308:
4302:
4299:
4297:
4294:
4292:
4289:
4287:
4284:
4282:
4279:
4277:
4274:
4272:
4269:
4267:
4264:
4262:
4259:
4258:
4256:
4251:
4245:
4242:
4238:
4232:
4228:
4214:
4211:
4209:
4206:
4204:
4201:
4199:
4196:
4194:
4191:
4189:
4186:
4184:
4181:
4179:
4176:
4174:
4171:
4169:
4166:
4164:
4161:
4159:
4156:
4154:
4151:
4149:
4146:
4144:
4141:
4139:
4136:
4134:
4131:
4129:
4126:
4124:
4121:
4119:
4116:
4114:
4111:
4109:
4106:
4104:
4101:
4099:
4096:
4094:
4091:
4089:
4088:AR-C 118925XX
4086:
4084:
4081:
4079:
4076:
4074:
4071:
4069:
4066:
4064:
4061:
4059:
4056:
4054:
4051:
4048:
4047:
4044:
4041:
4039:
4036:
4034:
4031:
4029:
4026:
4024:
4021:
4019:
4018:UDP-galactose
4016:
4014:
4011:
4009:
4006:
4004:
4001:
3999:
3996:
3994:
3991:
3989:
3986:
3984:
3981:
3979:
3976:
3974:
3971:
3969:
3966:
3964:
3961:
3959:
3956:
3954:
3951:
3949:
3946:
3944:
3941:
3939:
3936:
3934:
3931:
3929:
3926:
3924:
3921:
3919:
3916:
3914:
3911:
3909:
3906:
3904:
3901:
3899:
3896:
3894:
3891:
3889:
3886:
3884:
3881:
3879:
3876:
3874:
3871:
3869:
3866:
3864:
3861:
3859:
3856:
3854:
3851:
3848:
3847:
3845:
3843:
3839:
3833:
3830:
3828:
3825:
3822:
3821:
3816:
3813:
3811:
3808:
3806:
3803:
3800:
3799:
3794:
3793:
3788:
3785:
3783:
3780:
3778:
3775:
3773:
3770:
3768:
3765:
3763:
3760:
3757:
3756:
3751:
3748:
3746:
3743:
3741:
3738:
3736:
3733:
3731:
3728:
3726:
3723:
3721:
3718:
3716:
3713:
3711:
3708:
3706:
3703:
3701:
3698:
3696:
3693:
3691:
3688:
3686:
3683:
3681:
3678:
3676:
3673:
3671:
3668:
3666:
3663:
3661:
3658:
3656:
3653:
3651:
3648:
3646:
3643:
3641:
3638:
3636:
3633:
3630:
3629:
3624:
3621:
3619:
3616:
3614:
3613:Chelerythrine
3611:
3609:
3608:Calmidazolium
3606:
3604:
3601:
3599:
3596:
3594:
3591:
3589:
3586:
3584:
3581:
3579:
3576:
3574:
3571:
3569:
3566:
3564:
3561:
3559:
3556:
3554:
3551:
3548:
3547:
3544:
3541:
3539:
3536:
3534:
3531:
3529:
3526:
3524:
3521:
3519:
3516:
3514:
3511:
3509:
3506:
3504:
3501:
3499:
3496:
3494:
3493:Cibacron blue
3491:
3489:
3486:
3484:
3481:
3479:
3476:
3474:
3471:
3469:
3466:
3464:
3461:
3459:
3456:
3454:
3451:
3449:
3446:
3444:
3441:
3438:
3437:
3435:
3429:
3422:
3418:
3415:
3412:
3407:
3403:
3397:
3394:
3392:
3389:
3387:
3384:
3382:
3379:
3377:
3374:
3372:
3371:Theodrenaline
3369:
3367:
3364:
3362:
3359:
3357:
3354:
3352:
3349:
3347:
3344:
3342:
3339:
3337:
3334:
3332:
3329:
3327:
3324:
3322:
3319:
3317:
3314:
3312:
3309:
3307:
3306:Proxyphylline
3304:
3302:
3299:
3297:
3294:
3292:
3289:
3287:
3284:
3282:
3279:
3277:
3274:
3272:
3269:
3267:
3264:
3262:
3259:
3257:
3254:
3252:
3249:
3247:
3244:
3242:
3239:
3237:
3234:
3232:
3229:
3227:
3224:
3222:
3219:
3217:
3214:
3212:
3209:
3207:
3204:
3202:
3199:
3197:
3194:
3192:
3189:
3187:
3184:
3182:
3179:
3177:
3174:
3172:
3169:
3167:
3164:
3162:
3159:
3157:
3154:
3152:
3149:
3147:
3144:
3142:
3139:
3137:
3136:Aminophylline
3134:
3132:
3129:
3127:
3124:
3122:
3119:
3117:
3114:
3112:
3109:
3106:
3105:
3102:
3099:
3097:
3094:
3092:
3089:
3087:
3084:
3082:
3079:
3077:
3074:
3072:
3069:
3067:
3064:
3062:
3059:
3057:
3055:
3051:
3049:
3046:
3044:
3041:
3039:
3036:
3034:
3031:
3029:
3026:
3024:
3021:
3019:
3016:
3014:
3011:
3009:
3006:
3004:
3001:
2999:
2996:
2994:
2991:
2989:
2986:
2984:
2981:
2979:
2976:
2974:
2971:
2969:
2967:
2962:
2960:
2957:
2955:
2952:
2950:
2947:
2945:
2943:
2938:
2935:
2934:
2932:
2929:
2924:
2920:
2914:
2911:
2909:
2906:
2903:
2902:
2900:
2897:
2893:
2889:
2886:
2882:
2876:
2872:
2868:
2865:
2858:
2853:
2851:
2846:
2844:
2839:
2838:
2835:
2823:
2820:
2818:
2815:
2813:
2810:
2808:
2805:
2803:
2800:
2798:
2795:
2793:
2790:
2788:
2785:
2784:
2782:
2778:
2770:
2767:
2765:
2762:
2760:
2757:
2755:
2752:
2750:
2747:
2745:
2742:
2741:
2740:
2737:
2734:
2730:
2727:
2726:
2724:
2722:
2718:
2712:
2709:
2707:
2704:
2702:
2699:
2697:
2694:
2692:
2689:
2687:
2684:
2682:
2679:
2677:
2674:
2673:
2671:
2669:
2665:
2659:
2656:
2654:
2651:
2649:
2646:
2644:
2641:
2638:
2634:
2631:
2629:
2626:
2624:
2621:
2619:
2616:
2614:
2611:
2609:
2606:
2604:
2601:
2599:
2596:
2594:
2591:
2589:
2586:
2584:
2581:
2579:
2576:
2575:
2573:
2571:
2567:
2561:
2558:
2556:
2553:
2552:
2550:
2548:
2544:
2538:
2537:Syrup of figs
2535:
2533:
2530:
2528:
2525:
2523:
2520:
2518:
2515:
2513:
2510:
2508:
2505:
2503:
2502:Dietary fiber
2500:
2499:
2497:
2495:
2491:
2485:
2482:
2480:
2477:
2475:
2472:
2470:
2467:
2465:
2462:
2460:
2457:
2455:
2452:
2450:
2447:
2445:
2442:
2441:
2439:
2437:
2433:
2427:
2424:
2423:
2421:
2419:
2415:
2410:
2406:
2402:
2394:
2389:
2387:
2382:
2380:
2375:
2374:
2371:
2365:
2362:
2361:
2357:
2350:
2344:
2341:
2336:
2329:
2326:
2314:
2310:
2306:
2302:
2295:
2292:
2280:
2276:
2272:
2268:
2264:
2260:
2253:
2250:
2238:
2234:
2230:
2226:
2222:
2218:
2211:
2208:
2203:
2199:
2192:
2189:
2184:
2180:
2173:
2171:
2167:
2155:
2151:
2147:
2141:
2138:
2133:
2129:
2125:
2121:
2117:
2113:
2109:
2105:
2098:
2095:
2090:
2086:
2081:
2076:
2072:
2071:
2063:
2061:
2057:
2045:
2041:
2037:
2033:
2029:
2025:
2021:
2017:
2013:
2009:
2002:
1999:
1986:
1982:
1978:
1971:
1968:
1956:
1952:
1948:
1942:
1939:
1934:
1930:
1926:
1922:
1918:
1914:
1910:
1906:
1898:
1895:
1880:
1876:
1872:
1868:
1864:
1857:
1850:
1847:
1842:
1838:
1834:
1830:
1826:
1822:
1818:
1814:
1807:
1804:
1789:
1782:
1776:
1773:
1763:
1757:
1754:
1749:
1745:
1741:
1737:
1733:
1729:
1725:
1721:
1714:
1711:
1706:
1702:
1698:
1694:
1690:
1686:
1682:
1678:
1671:
1669:
1665:
1660:
1656:
1652:
1648:
1644:
1640:
1633:
1630:
1625:
1621:
1617:
1613:
1609:
1605:
1601:
1597:
1590:
1588:
1584:
1579:
1575:
1571:
1565:
1562:
1556:
1551:
1547:
1543:
1539:
1532:
1530:
1528:
1526:
1522:
1509:
1505:
1499:
1497:
1495:
1493:
1491:
1487:
1481:
1477:
1474:
1472:
1469:
1467:
1466:Methyl orange
1464:
1462:
1459:
1457:
1454:
1453:
1449:
1447:
1445:
1441:
1440:zinc chloride
1432:
1428:
1426:
1422:
1418:
1410:
1408:
1404:
1402:
1401:IARC group 2B
1398:
1394:
1389:
1387:
1383:
1379:
1375:
1370:
1368:
1364:
1359:
1357:
1353:
1349:
1347:
1346:senna extract
1343:
1339:
1335:
1331:
1325:
1317:
1315:
1313:
1309:
1305:
1299:
1291:
1289:
1287:
1283:
1271:
1264:
1249:
1245:
1237:
1233:
1230:
1229:
1228:
1226:
1222:
1215:Entertainment
1214:
1212:
1210:
1202:
1200:
1197:
1193:
1188:
1184:
1176:
1161:
1160:
1156:
1152:
1151:
1144:
1141:
1137:
1135:
1132:
1128:
1125:
1124:
1120:
1117:
1114:
1111:
1108:
1107:
1103:
1100:
1097:
1094:
1091:
1090:
1086:
1083:
1080:
1070:
1067:
1066:
1062:
1058:
1055:
1051:
1048:
1044:
1041:
1037:
1034:
1033:
1029:
1025:
1022:
1018:
1015:
1011:
1008:
1004:
1001:
1000:
996:
993:
986:
979:
976:
975:
972:
970:
966:
959:
956:
947:
945:
935:
933:
929:
925:
921:
912:
909:
907:
904:
902:
899:
898:
895:
894:above pH 10.0
892:
890:
888:
885:
884:
879:
874:
870:
864:
859:
857:
855:
851:
850:sulfuric acid
847:
843:
839:
835:
830:
828:
824:
820:
816:
812:
809:" or simply "
808:
804:
800:
793:
787:
781:
778:
774:
770:
769:
759:
708:
696:
689:
684:
667:
661:
654:
647:
640:
616:
613:
612:
608:
607:
593:
590:
586:
585:
571:
568:
564:
563:
560:
557:
554:
550:
549:
545:
541:
538:
534:
533:
529:
527:
522:
517:
512:
507:
504:
501:
497:
496:
493:Pharmacology
491:
488:374 nm (2nd)
485:
478:
475:
474:
470:
467:
464:
463:
459:
456:
452:
451:
447:
445:
444:Melting point
442:
441:
437:
435:
432:
431:
428:White powder
427:
424:
423:
416:
414:
411:
410:
389:
386:
382:
381:
376:
367:
363:
356:
342:
332:
328:
321:
313:
309:
308:DTXSID0021125
305:
304:
302:
292:
288:
287:
280:
276:
275:
273:
271:
268:
267:
260:
256:
255:
253:
247:
243:
242:
235:
231:
230:
228:
226:
223:
222:
218:
214:
211:
209:
207:ECHA InfoCard
204:
203:
196:
192:
191:
189:
187:
184:
183:
176:
172:
171:
169:
167:
164:
163:
156:
152:
151:
149:
147:
144:
143:
136:
132:
131:
129:
125:
120:
119:
112:
108:
107:
105:
102:
98:
97:
92:
87:
80:
74:
68:
64:
59:
55:
50:
46:
41:
33:
32:Phthalein dye
19:
4755:
4754:
4739:Chrysophanol
4735:
4679:Hypoxanthine
4600:
4580:
4576:Pralatrexate
4561:Methotrexate
4556:Azathioprine
4535:Topiroxostat
4512:
4483:Myo-inositol
4470:
4461:Caffeic acid
4374:Progesterone
4344:Dipyridamole
4324:Barbiturates
4301:Progesterone
4083:AR-C 69931MX
4078:AR-C 67085MX
4050:Antagonists:
4049:
3903:AR-C 67085MX
3849:
3818:
3796:
3790:
3753:
3729:
3720:Oxidized-ATP
3665:JNJ-47965567
3626:
3550:Antagonists:
3549:
3523:L-β,γ-Me-ATP
3503:D-β,γ-Me-ATP
3439:
3376:Theophylline
3286:Paraxanthine
3231:Fenethylline
3221:Enprofylline
3186:Ciforadenant
3108:Antagonists:
3107:
3071:Piclidenoson
3053:
2965:
2949:2-Cl-IB-MECA
2941:
2936:
2904:
2807:Prucalopride
2792:Lubiprostone
2473:
2343:
2328:
2317:. Retrieved
2308:
2304:
2294:
2283:. Retrieved
2266:
2262:
2252:
2241:. Retrieved
2224:
2220:
2210:
2201:
2191:
2182:
2158:. Retrieved
2149:
2140:
2107:
2103:
2097:
2069:
2048:. Retrieved
2018:(1): 35–39.
2015:
2011:
2001:
1989:. Retrieved
1980:
1970:
1959:. Retrieved
1950:
1941:
1908:
1904:
1897:
1886:. Retrieved
1866:
1862:
1849:
1816:
1812:
1806:
1795:. Retrieved
1775:
1756:
1723:
1719:
1713:
1680:
1676:
1642:
1638:
1632:
1599:
1595:
1578:the original
1573:
1564:
1545:
1541:
1512:. Retrieved
1471:pH indicator
1437:
1414:
1405:
1390:
1386:thapsigargin
1377:
1371:
1367:colon cancer
1360:
1350:
1327:
1301:
1278:
1218:
1206:
1185:formed when
1180:
964:
960:
948:
936:
917:
910:
905:
900:
893:
887:below pH 8.3
886:
878:pH indicator
872:
865:pH indicator
831:
810:
806:
802:
798:
706:
705:
610:
558:
525:
486:552 nm (1st)
94:Identifiers
85:
82:Other names
72:
4601:Precursors:
4581:Many others
4551:Aminopterin
4508:Phytic acid
4451:Amflutizole
4446:Allopurinol
4402:Decynium-22
4359:Hexobendine
4231:Transporter
4208:Ticlopidine
4113:Clopidogrel
4023:UDP-glucose
3762:Purotoxin 1
3593:AZ-11645373
3588:AZ-10606120
3386:Tracazolate
3366:Theobromine
3351:SCH-442,416
3346:Rolofylline
3296:Preladenant
3166:Cartazolate
3146:Bamifylline
3096:Tecadenoson
3091:Sonedenoson
3086:Selodenoson
3081:SDZ WAG 994
3076:Regadenoson
3061:Namodenoson
3013:Capadenoson
3008:Binodenoson
3003:BAY 60–6583
2802:Plecanatide
2787:Linaclotide
2764:Naldemedine
2560:Mineral oil
2196:May, Paul.
1192:carbonation
1092:Conditions
1071:<−1 in H
932:thymol blue
854:sulfonation
842:experiments
553:Signal word
425:Appearance
378:Properties
213:100.000.914
155:ChEMBL63857
4804:Phthalides
4773:Categories
4571:Pemetrexed
4530:Tisopurine
4503:Oxipurinol
4498:Niraxostat
4488:Kaempferol
4478:Febuxostat
4422:inhibitors
4334:Cilostazol
4296:Phloridzin
4203:Ticagrelor
4073:AR-C 66096
3933:Diquafosol
3878:α,β-Me-ATP
3863:2-Thio-UTP
3772:Ro 0437626
3725:Phenol Red
3640:Gefapixant
3635:Evans blue
3518:Ivermectin
3448:α,β-Me-ATP
3411:nucleotide
3396:ZM-241,385
3381:Tozadenant
3256:MRE3008F20
3216:Dyphylline
3201:Dimethazan
3131:Acefylline
3101:UK-432,097
3033:Evodenoson
3028:CP-532,903
2988:Apadenoson
2867:modulators
2822:Ulimorelin
2754:Bevenopran
2459:Castor oil
2405:cathartics
2319:2022-02-22
2285:2019-06-26
2243:2020-09-02
2160:2017-11-06
2050:2019-06-26
1961:2020-04-25
1888:2022-02-22
1797:2022-02-22
1781:"Toystore"
1762:US 6531528
1602:(3): 239.
1482:References
1324:Phenol red
1322:See also:
1312:hemoglobin
1121:colorless
1002:Structure
924:methyl red
537:Pictograms
466:Solubility
413:Molar mass
279:6QK969R2IF
166:ChemSpider
122:3D model (
101:CAS Number
4809:Laxatives
4756:See also:
4659:Guanosine
4609:Adenosine
4525:Quercetin
4493:Myricetin
4349:Estradiol
4276:Estradiol
4266:Adenosine
4178:Prasugrel
4118:Elinogrel
4108:Cangrelor
4053:2-Me-SAMP
3993:PAPET-ATP
3953:INS-37217
3928:Denufosol
3883:Adenosine
3873:5-OMe-UDP
3858:2-Me-SATP
3853:2-Me-SADP
3850:Agonists:
3745:PSB-12062
3680:Magnesium
3645:GW-791343
3533:PAPET-ATP
3453:Adenosine
3443:2-Me-SATP
3440:Agonists:
3361:Theacrine
3356:SCH-58261
3341:Reversine
3226:Etazolate
3176:CGS-15943
3151:Cafedrine
3023:CGS-21680
2973:Adenosine
2954:2'-MeCCPA
2937:Agonists:
2928:adenosine
2905:Agonists:
2817:Tenapanor
2812:Tegaserod
2769:Naloxegol
2749:Axelopran
2744:Alvimopan
2676:Bisacodyl
2588:Laminarid
2583:Lactulose
2527:Sterculia
2512:Ispaghula
2449:Bisoxatin
2444:Bisacodyl
2401:laxatives
1991:April 25,
1748:104475433
1624:0021-9584
1514:7 October
1411:Synthesis
1342:bisacodyl
1203:Education
1196:spackling
1115:colorless
775:with the
768:-thə-leen
603:P308+P313
528:labelling
460:400 mg/l
4634:Cytidine
4629:Cytosine
4520:Propolis
4286:KGO-2173
4281:KGO-2142
4271:dMeThPmR
4237:blockers
4193:Regrelor
4183:PSB-0739
4153:MRS-2578
4148:MRS-2500
4143:MRS-2395
4138:MRS-2279
4133:MRS-2211
4128:MRS-2179
4003:PSB-1114
3998:PSB-0474
3983:MRS-4062
3978:MRS-2957
3973:MRS-2768
3968:MRS-2693
3963:MRS-2690
3958:MRS-2365
3868:5-Br-UDP
3810:TC-P 262
3750:Puerarin
3685:MRS-2159
3660:isoPPADS
3578:A-839977
3573:A-804598
3568:A-740003
3563:A-438079
3558:A-317491
3528:MRS-2219
3391:VUF-5574
3336:PSB-1115
3281:MRS-3777
3276:MRS-1754
3271:MRS-1706
3266:MRS-1334
3261:MRS-1220
3251:KF-26777
3196:CVT-6883
3171:CGH-2466
3156:Caffeine
3048:LUF-5845
3043:LUF-5835
3038:GR 79236
2993:ATL-146e
2875:Receptor
2729:Naloxone
2711:Sorbitol
2686:Glycerol
2658:Sorbitol
2637:macrogol
2623:Mannitol
2578:Lactitol
2532:Triticum
2507:Ethulose
2426:Docusate
2313:Archived
2279:Archived
2237:Archived
2154:Archived
2132:21833487
2124:19247192
2089:11000977
2044:Archived
2040:24783082
2032:14971121
1985:Archived
1955:Archived
1951:DrugBank
1933:36550267
1879:Archived
1841:31837142
1833:12708936
1788:Archived
1705:11206560
1659:92339258
1508:Archived
1450:See also
1382:thrombin
1330:laxative
1318:Laxative
1084:8.3–10.0
977:Species
838:alcohols
611:NFPA 704
519:Hazards
514:)
500:ATC code
186:DrugBank
4794:Phenols
4743:rhubarb
4736:Others:
4714:Uridine
4684:Inosine
4654:Guanine
4604:Adenine
4354:Ethanol
4339:Dilazep
4291:MeThPmR
4198:Suramin
4103:C1330-7
3948:INS-365
3827:TNP-ATP
3805:Suramin
3603:Calcium
3331:PSB-788
3326:PSB-603
3141:ATL-444
2913:Adenine
2896:adenine
2881:ligands
2739:PAMORAs
2681:Dantron
2464:Dantron
2454:Cascara
2080:7196975
1925:9544189
1875:8895745
1728:Bibcode
1685:Bibcode
1604:Bibcode
1378:in vivo
1087:>12
997:In(OH)
846:fuchsia
777:formula
771:) is a
688:what is
686: (
508: (
506:A06AB04
434:Density
418:318.328
246:PubChem
195:DB04824
111:77-09-8
4709:Uracil
4704:Ribose
4594:Others
4544:Others
4416:Enzyme
4163:NF-340
4158:NF-157
4058:A3P5PS
3988:NF-546
3710:NF-449
3705:NF-279
3700:NF-157
3695:NF-110
3690:NF-023
3623:Emodin
3618:Copper
3583:AF-353
3553:5-BDBD
3513:HT-AMP
3321:PSB-36
3316:PSB-11
3311:PSB-10
2780:Others
2668:Enemas
2130:
2122:
2087:
2077:
2038:
2030:
1931:
1923:
1873:
1839:
1831:
1768:
1746:
1703:
1657:
1622:
1461:Litmus
1421:phenol
1356:thymol
1221:Barbie
1166:In → H
1126:Image
1112:orange
1109:Color
1035:Model
930:, and
819:acidic
766:NOL(F)
683:verify
680:
559:Danger
477:UV-vis
362:SMILES
234:D05456
146:ChEMBL
61:Names
4364:NBMPR
4173:PPADS
4098:BzATP
4063:AMPαS
4043:UTPγS
4013:UDPβS
3913:ATPγS
3893:ADPβS
3777:Ro 51
3740:PPNDS
3735:PPADS
3675:KN-62
3670:KN-04
3488:BzATP
3483:ATPγS
3211:DPCPX
2128:S2CID
2036:S2CID
1929:S2CID
1882:(PDF)
1859:(PDF)
1837:S2CID
1791:(PDF)
1784:(PDF)
1744:S2CID
1655:S2CID
1280:with
1101:basic
1081:0–8.3
955:anion
834:water
823:basic
327:InChI
124:JSmol
88:)-one
75:)-one
4390:PMAT
4312:ENTs
4249:CNTs
4188:RB-2
4123:Ip5I
4068:Ap4A
4033:Up3U
3923:dATP
3898:Ap3A
3832:Zinc
3782:RO-3
3767:RB-2
3655:Ip5I
3543:Zinc
3473:Ap5A
3468:Ap4A
3236:IBMX
3206:DMPX
3018:CCPA
2403:and
2120:PMID
2085:PMID
2028:PMID
1993:2020
1921:PMID
1871:PMID
1829:PMID
1701:PMID
1620:ISSN
1516:2014
1442:and
1384:and
1273:(aq)
1266:(aq)
1236:(aq)
961:The
911:10.0
860:Uses
807:phph
805:", "
801:", "
764:feh-
599:P281
595:P201
581:H361
577:H350
573:H341
270:UNII
259:4764
225:KEGG
175:4600
4729:UTP
4724:UDP
4719:UMP
4699:ITP
4694:IDP
4689:IMP
4674:GTP
4669:GDP
4664:GMP
4649:CTP
4644:CDP
4639:CMP
4624:ATP
4619:ADP
4614:AMP
4213:UDP
4168:PIT
4093:ATP
4038:UTP
4008:UDP
3943:ITP
3938:IDP
3918:CTP
3908:ATP
3888:ADP
3842:P2Y
3650:HMA
3598:BBG
3538:UTP
3508:GTP
3498:CTP
3478:ATP
3463:AMP
3458:ADP
3427:ATP
3421:P2X
3191:CPX
2998:ATP
2983:AMP
2978:ADP
2964:5'-
2691:Oil
2409:A06
2407:) (
2309:201
2271:doi
2229:doi
2112:doi
2075:PMC
2020:doi
1913:doi
1821:doi
1736:doi
1693:doi
1647:doi
1643:129
1612:doi
1550:doi
1248:(g)
1068:pH
901:8.3
840:in
803:HPh
799:HIn
526:GHS
511:WHO
481:max
296:EPA
249:CID
4775::
4434:XO
3795:,
3406:P2
2923:P1
2892:P0
2307:.
2303:.
2277:.
2265:.
2261:.
2235:.
2223:.
2219:.
2200:.
2181:.
2169:^
2152:.
2148:.
2126:.
2118:.
2108:53
2106:.
2083:.
2059:^
2042:.
2034:.
2026:.
2016:13
2014:.
2010:.
1983:.
1979:.
1953:.
1949:.
1927:.
1919:.
1909:31
1907:.
1877:.
1867:56
1865:.
1861:.
1835:.
1827:.
1817:37
1815:.
1786:.
1742:.
1734:.
1724:96
1722:.
1699:.
1691:.
1681:57
1679:.
1667:^
1653:.
1641:.
1618:.
1610:.
1600:60
1598:.
1586:^
1572:.
1546:12
1544:.
1540:.
1524:^
1506:.
1489:^
1446:.
1427:.
1376:)
1358:.
1348:.
1284:.
1268:+
1254:CO
1251:→
1241:CO
1239:+
1232:OH
1211:.
1075:SO
994:In
991:In
984:In
946:.
938:(H
934:.
926:,
856:.
829:.
811:Ph
789:14
783:20
752:iː
601:,
597:,
579:,
575:,
530::
483:)
479:(λ
400:14
394:20
4745:)
4741:(
4424:)
4420:(
4239:)
4235:(
3823:)
3817:(
3801:)
3789:(
3758:)
3752:(
3631:)
3625:(
3433:)
3424:(
3413:)
3409:(
3054:N
2966:N
2942:N
2930:)
2926:(
2898:)
2894:(
2883:)
2879:(
2856:e
2849:t
2842:v
2735:)
2731:(
2639:)
2635:(
2411:)
2392:e
2385:t
2378:v
2322:.
2288:.
2273::
2267:4
2246:.
2231::
2225:4
2204:.
2185:.
2163:.
2134:.
2114::
2091:.
2053:.
2022::
1995:.
1964:.
1935:.
1915::
1891:.
1843:.
1823::
1800:.
1750:.
1738::
1730::
1707:.
1695::
1687::
1661:.
1649::
1626:.
1614::
1606::
1558:.
1552::
1518:.
1275:.
1270:H
1259:3
1243:2
1168:2
1164:3
1077:4
1073:2
989:2
987:H
982:3
980:H
968:a
965:K
963:p
951:2
940:3
906:⇌
880:)
876:(
795:4
792:O
786:H
780:C
758:/
755:n
749:l
746:ə
743:θ
740:)
737:f
734:(
731:l
728:ɒ
725:n
722:ˈ
719:ɛ
716:f
713:/
709:(
678:N
652:0
645:3
638:2
406:4
403:O
397:H
391:C
298:)
294:(
126:)
86:H
73:H
34:.
20:)
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