Knowledge (XXG)

Phosmet

Source 📝

285: 190: 36: 606: 685:
organism. There also seems to be a relationship between the dose given to an organism and the excretion of the compound as well the radioactivity; in live animal studies it is observed that at a higher dose, excretion of the compound is significantly slower than at lower doses. Inversely, there is a higher reported radioactivity with acute exposure rather than repeated exposure.
27: 602:-chloromethylphthalimide with dimethyldithiophosphoric acid. The former, in turn, can be prepared by the reaction of phthalimide with formaldehyde and hydrogen chloride. Phosmet can also be obtained through the condensation of phthalimide with formaldehyde and conversion of the product to chloride which is reacted with sodium dimethylphosphorodithioate. 495: 846:
Research on phosmet's (and other organophosphate/chlorine insecticides) effect on the placenta indicate that phosmet has been found to enter the placenta and carryover to the fetus. In addition, the compound has been shown to decrease PI 4-kinase activity in the nucleus, but has no effect on membrane
734:
An epidemiologic study on farmers which assessed their exposure from insecticides showed that farmers who applied phosmet to animals had measurable exposures, but the levels were lower than what had been seen in other pesticide applications. Inhalation exposures were insignificant when compared with
666:
The absorption of phosmet in the body is rapid, based on live rat studies, with almost complete absorption (84.4%) within 24 hours of administering dose. At 0.5 hours after dosing, it was observed that the peak concentration of blood and plasma concentrations are observed. The elimination of phosmet
726:
Organophosphorus insecticides are the most widely used and are most frequently involved in fatal human poisonings. They may be absorbed through the skin, and there have been accidental poisoning cases arising from such exposure. Accidental contamination of food with insecticides is also possible.
684:
The primary excretory pathway for phosmet is through the urine or feces, with greater than 70% of the compound being excreted through the former and about 4.5% to 9.9% being excreted in the latter; by 12 hours, more than 50% of the radioactivity can be seen to have been eliminated from an animal
675:
The distribution of the compound can be observed and analyzed at every dosage in a variety of tissues. The areas that display the highest level of activity can be found in the liver and the whole blood as this is where the major metabolic process takes place. The lowest level of activity for the
789:
Using the Margin of Exposure (MOE) approach to assess the risk of phosmet, the EPA deemed that there is little to no concern of phosmet having an MOE at or above 100. The primary toxicological endpoint of concern to the EPA is cholinesterase inhibition; a common toxic effect of organophosphate
766:
can be administered to regenerate the acetylcholinesterase. It acts in place of the serine hydroxyl group in the enzyme and forming a complex with the organophosphorus moiety. It must be administered quickly after the poisoning. In addition, the physiological effects of the accumulation of
667:
takes place in two phases. The first phase corresponds with the distribution of the compound to tissues and has an observed half life of 0.2 to 6 hours. The second phase corresponds with the direct elimination of the compound and has a significantly longer half life of 41 to 1543 hours.
573:
such as the codling moth, leafrollers, and others. It has also been registered for use on cattle, swine, and dogs for treatment of lice, fleas, and ticks. It can also be used domestically for trees, bushes, and shrubs by homeowners. Phosmet is being used all over the world.
1393:
Guiñazú, Natalia; Rena, Viviana; Genti-Raimondi, Susana; Rivero, Virginia; Magnarelli, Gladis (April 2012). "Effects of the organophosphate insecticides phosmet and chlorpyrifos on trophoblast JEG-3 cell death, proliferation and inflammatory molecule production".
785:
Phosmet does not cause reproductive toxicity and it is not likely to cause teratogenic effects, but the available data is not sufficient to draw a firm conclusion about the carcinogenicity of phosmet. The primary target organ for Phosmet is the nervous system.
717:
study using rat liver microsomes, for which C-phosmet is incubated with said microsomes, and confirming metabolization of compound. The resulting compound to the metabolism along with U3 and U6 metabolites, is the Phosmet oxygen analogue Phosmet-oxon.
847:
PI 4-kinase. Affecting PI 4-kinase activity suggests detrimental effects on different processes regulated by 4-phosphoinositides. However, more research is needed on the consequences of phosmet and other organophosphates on placenta physiopathology.
793:
There is not a lot of data on the effect of phosmet in humans, but in rats the chemical was found to have an LD50 of 113 to 160 mg/kg through oral exposure, and an LD50 of 3160 to 4640 mg/kg through skin exposure. The table below shows the
730:
The adverse effect of phosmet are caused by the inhibition of cholinesterases. Acute poisoning leads to uncontrollable muscle movement. Which can in severe cases lead to convulsions, respiratory depression and possible death if left untreated.
626:(AChE), preventing hydrolysis and inactivation of acetylcholine. Its inhibitory effects on the AChE enzyme leads to a pathological excess of acetylcholine in the body. Acetylcholine accumulates at nerve junctions, causing malfunction of the 748:
Nicotinic symptoms result from the accumulation of acetylcholine at motor nerve endings in skeletal muscle and ganglia. Thus, there is fatigue, involuntary twitching, and muscular weakness, which may affect the muscles of respiration.
903:
The US EPA had no concern for acute dietary risk through food or water. There are however concerns for workers who are in contact with Phosmet through mixing, handling and loading who are at risk for inhalation or dermal exposure.
2730: 713:(U6). In addition, analysis of both rat and cockroach faeces and urine in live animal studies showed that phosmet is metabolized in the liver, oxidizing the compound into phosmet-oxon. This is further validated through an 1437:
K Al Rawas, Hisham; Al Mawla, Reem; Pham, Thi Yen Nhi; Truong, Dinh Hieu; Nguyen, Thi Le Anh; Taamalli, Sonia; Ribaucour, Marc; El Bakali, Abderrahman; Černušák, Ivan; Dao, Duy Quang; Louis, Florent (2023-12-13).
1341:
Souza, María S.; Magnarelli de Potas, Gladis; Pechén de D'Angelo, Ana M. (2004). "Organophosphorous and organochlorine pesticides affect human placental phosphoinositides metabolism and PI-4 kinase activity".
2723: 3164: 3210: 2716: 705:-methylation, hydrolysis of the phtalamide ring to the respective phtalamide acid. The process ends with the sulfoxidation, via an FAD-containing monooxygenase, of the sulfur into either 642:. Clinical signs of cholinergic excess can develop. The mechanism of inhibition consists of phosmet blocking the active site of the enzyme that binds the ester portion of acetylcholine. 907:
Phosmet was recently banned in the European Union in 2022 the reason cited being its harmful effects however its true effects on environmental degradation are still being analyzed
4398: 454: 508: 4403: 745:, and constriction of the pupils. Salivation, lacrimation, and sweating are all increased, and peristalsis is also increased, leading to nausea, vomiting, and diarrhea. 774:
Should atropine and pralidoxime be used in conjunction with one another, the result is a synergistic effect that is greater than if either were to be used separately.
752:
Accumulation of acetylcholine in the CNS leads to a variety of signs and symptoms, including tension, anxiety, ataxia, convulsions, restlessness, insomnia and coma.
334: 1252: 4424: 3355: 2825: 1518: 886: 738:
The accumulation of acetylcholine leads to symptoms that mimic the muscarinic, nicotinic, and central nervous system actions of acetylcholine.
701:-methylsulfonylmethyl)-phthalamic acid (U6). The compound undergoes a series of various chemical reactions include thiophosphoryl hydrolysis, 4429: 924: 799: 4277: 4190: 4246: 3050: 1011: 735:
dermal exposures, which came primarily from the hands. Clothing, particularly gloves, provided substantial protection from exposures.
127: 1131: 1068: 299: 2835: 1440:"New insight into environmental oxidation of phosmet insecticide initiated by HO˙ radicals in gas and water - a theoretical study" 3330: 1864: 866:
Phosmet has been found to give positive results in aromatase inhibition assays, indicating phosmet decreases aromatase activity.
795: 590:
ester, with two methyl groups. The structure is a benzene ring connected to an imide, which is connected to the dithiophosphate.
2869: 1859: 874:
Phosmet gives positive results in androgen receptor binding assays, this indicates that phosmet binds to androgen receptors.
631: 2795: 3545: 2845: 515: 4439: 4393: 4132: 2746: 565:
The first registered use of phosmet was in the United States in 1966, where it was used on a variety of crops including
242: 2830: 3340: 2012: 263: 2840: 1097: 4025: 4003: 2506: 1819: 1511: 890: 627: 2805: 2790: 2774: 2691: 1939: 1834: 1650: 1582: 877:
More research is needed to find the physiological effects of aromatase inhibition and androgen receptor binding.
635: 2810: 4220: 3873: 3770: 3495: 2800: 2684: 2642: 1695: 693:
In the metabolism of phosmet, there are two major metabolites that are produced and excreted in the urine,
185: 4444: 2663: 2623: 1675: 639: 1162: 4434: 4138: 4059: 2677: 1504: 1179: 4303: 4299: 4295: 4291: 4268: 4264: 3988: 3335: 2855: 2815: 1824: 760:
Poisoning by organophosphorus compounds can be treated and acute symptoms are able to be alleviated.
623: 619: 48: 2708: 4149: 4115: 4049: 3978: 3795: 3745: 3270: 3070: 2928: 2656: 2386: 1982: 1844: 1839: 1655: 1640: 545:, though it is also used on a wide range of fruit crops, ornamentals, and vines for the control of 280: 93: 3855: 3851: 3847: 3843: 3080: 3037: 2988: 3866: 3570: 3465: 3042: 2908: 2749: 2649: 2635: 2531: 2332: 2062: 1854: 1849: 1670: 1632: 1375: 3023: 2923: 2467: 1685: 1597: 928: 4034: 3715: 3700: 3690: 3685: 3680: 3675: 3670: 3665: 3660: 3199: 3139: 3129: 2993: 2893: 2512: 1104:. U.S. National Library of Medicine, National Institutes of Health, Health & Human Services 4322: 4318: 4260: 4237: 4226: 3780: 3765: 3640: 3590: 3540: 3420: 3220: 2406: 2192: 2187: 2152: 2112: 1660: 1467: 1459: 1419: 1411: 1367: 1359: 1323: 1315: 1234: 1226: 1137: 1127: 1074: 1064: 1007: 3525: 3013: 1027: 4352: 4333: 4029: 3830: 3825: 3820: 3815: 3810: 3805: 3800: 3720: 3605: 3485: 3475: 3305: 2763: 2391: 2122: 1992: 1451: 1403: 1351: 1305: 1216: 999: 357: 3480: 308:
InChI=1S/C11H12NO4PS2/c1-15-17(18,16-2)19-7-12-10(13)8-5-3-4-6-9(8)11(12)14/h3-6H,7H2,1-2H3
251: 167: 4287: 4256: 4170: 4165: 3973: 3260: 3250: 3230: 2670: 2589: 1972: 1957: 587: 570: 535: 475: 465: 318:
InChI=1/C11H12NO4PS2/c1-15-17(18,16-2)19-7-12-10(13)8-5-3-4-6-9(8)11(12)14/h3-6H,7H2,1-2H3
103: 1489: 853:
studies have shown phosmet induces apoptosis in trophoblasts, through oxidative stress.
284: 189: 147: 3888: 3580: 3500: 3255: 3225: 3065: 2487: 1967: 1806: 486: 4418: 3958: 3790: 3565: 3530: 3405: 3060: 2739: 2571: 2452: 2396: 2368: 2275: 2265: 2097: 2077: 1743: 1708: 554: 438: 428: 178: 1379: 1310: 1293: 4314: 4105: 3998: 3953: 3918: 3908: 3903: 3750: 3630: 3535: 3440: 3265: 3075: 2958: 2943: 2614: 2556: 2551: 2457: 2432: 2363: 2358: 2328: 2300: 2255: 2250: 2245: 2230: 2177: 2082: 2052: 1977: 1952: 1914: 1796: 1786: 1771: 1766: 1756: 1733: 1713: 1562: 1527: 1292:
Waliszewski, S. M.; Aguirre, A. A.; Infanzón, R. M.; Siliceo, J. (September 2000).
542: 470: 460: 1003: 231: 569:(apple, pear, peach) and nut trees (almonds, walnuts) as a treatment for various 4342: 4180: 4100: 4044: 3938: 3883: 3785: 3550: 3450: 3325: 3280: 3124: 3119: 3114: 3047: 3008: 2953: 2938: 2918: 2903: 2629: 2546: 2447: 2437: 2348: 2324: 2315: 2295: 2290: 2280: 2240: 2215: 2197: 2007: 1791: 1761: 1751: 1703: 1680: 1587: 1577: 1531: 763: 742: 650: 605: 583: 538: 531: 741:
Muscarinic signs and symptoms are tightness of the chest, bronchoconstriction,
35: 4367: 4363: 4095: 4085: 4080: 3993: 3968: 3928: 3923: 3913: 3898: 3839: 3834: 3645: 3505: 3490: 3460: 3435: 3410: 3365: 3360: 3350: 3320: 3290: 3154: 3144: 3089: 3084: 3055: 3032: 2998: 2963: 2948: 2913: 2888: 2742: 2581: 2561: 2492: 2482: 2472: 2462: 2442: 2422: 2353: 2343: 2310: 2305: 2285: 2270: 2260: 2235: 2225: 2220: 2207: 2157: 2127: 2067: 2047: 2032: 2027: 2022: 2002: 1924: 1899: 1889: 1781: 1776: 1728: 1718: 1645: 1592: 1572: 1557: 1407: 1294:"Carry-over of persistent organochlorine pesticides through placenta to fetus" 1203:
Stewart, P. A.; Fears, T.; Kross, B.; Ogilvie, L.; Blair, A. (February 1999).
566: 397: 158: 1496: 1463: 1415: 1363: 1319: 1230: 1141: 1078: 4206: 4090: 4039: 3948: 3943: 3933: 3775: 3710: 3705: 3695: 3650: 3620: 3615: 3600: 3585: 3555: 3520: 3510: 3415: 3295: 3285: 3275: 3245: 3240: 3235: 3159: 3134: 3099: 3028: 3003: 2973: 2933: 2883: 2527: 2522: 2517: 2502: 2401: 2338: 2320: 2137: 2117: 2107: 2087: 2072: 1987: 1962: 1929: 1829: 1723: 1617: 1607: 1552: 1539: 1439: 956: 706: 541:
used on plants and animals. It is mainly used on apple trees for control of
1471: 1423: 1371: 1327: 1238: 994:
Müller, Franz; Streibert, Hans Peter; Farooq, Saleem (2009). "Acaricides".
782:
Phosmet is a moderately toxic compound, falling in EPA toxicity class II.
4373: 4075: 4008: 3963: 3893: 3861: 3760: 3740: 3730: 3595: 3515: 3445: 3430: 3315: 3310: 3215: 3149: 3094: 3018: 2968: 2898: 2878: 2697: 2599: 2594: 2566: 2541: 2497: 2477: 2182: 2167: 2057: 2042: 1997: 1947: 1884: 1665: 1622: 1602: 1567: 1547: 768: 646: 1282:
Washington, D.C.: Office of Prevention, Pesticides, and Toxic Substances
984:
Washington, D.C.: Office of Prevention, Pesticides, and Toxic Substances
4110: 4018: 3983: 3755: 3655: 3610: 3560: 3455: 3400: 3395: 3390: 3385: 3380: 3375: 3370: 3345: 3300: 3194: 3189: 3109: 3104: 2978: 2535: 2427: 2378: 2172: 2162: 2132: 2092: 2017: 1909: 1879: 1455: 710: 418: 218: 1355: 1221: 1204: 3635: 3425: 3184: 3179: 3174: 3169: 2983: 2757: 2147: 2037: 1904: 1894: 1814: 1612: 485:
Except where otherwise noted, data are given for materials in their
206: 26: 4013: 3735: 3725: 3575: 3470: 2820: 2102: 1919: 604: 546: 138: 126: 116: 2604: 1874: 676:
compound can be observed in the bone and fat of the individual.
550: 197: 2712: 1500: 1869: 3165:
Octamethylene-bis(5-dimethylcarbamoxyisoquinolinium bromide)
1280:
Reregistration Decisions on Nine Phosmet “Time-Limited” Uses
268: 4278: 4191: 3211:
2-Ethoxycarbonyl-1-methylvinyl cyclohexyl methylphosphonate
4247: 1124:
Sittig's handbook of pesticides and agricultural chemicals
767:
acetylcholine can be antagonized by the administration of
503: 1209:
Scandinavian Journal of Work, Environment & Health
618:
As an organophosphate, phosmet competitively inhibits
1205:"Exposure of farmers to phosmet, a swine insecticide" 4332: 4236: 4219: 4189: 4148: 4131: 4058: 2854: 2773: 2756: 2613: 2580: 2415: 2377: 2206: 1938: 1805: 1742: 1694: 1631: 1538: 1028:"Frequently Asked Questions About Organophosphates" 645:If signs of cholinesterase inhibition are present, 2775: 802:(LOAEL) of short and long-term exposure in rats. 697:-(methylsulfinylmethyl)-phthalamic acid (U3) and 230: 1344:Journal of Biochemical and Molecular Toxicology 982:Reregistration Eligibility Decision for Phosmet 582:Phosmet is an organophosphate, consisting of a 102: 4120:Many of the other AChE inhibitors listed above 1444:Environmental Science: Processes & Impacts 1063:(4th ed.). New York: Informa Healthcare. 996:Ullmann's Encyclopedia of Industrial Chemistry 4060: 2724: 1512: 8: 4399:Muscarinic acetylcholine receptor modulators 2856: 951: 949: 947: 945: 4404:Nicotinic acetylcholine receptor modulators 4283:Tooltip Vesicle-associated membrane protein 4196:Tooltip Vesicular acetylcholine transporter 4150: 1493:in the Pesticide Properties DataBase (PPDB) 474: 464: 4252:Tooltip Synaptosomal-associated protein 25 4233: 4145: 2770: 2731: 2717: 2709: 1519: 1505: 1497: 283: 188: 166: 18: 1309: 1278:Environmental Protection Agency. (2007). 1220: 980:Environmental Protection Agency. (2006). 653:are antidotal and may be coadministered. 250: 1032:National Center for Environmental Health 885:Phosmet is on the US Emergency Planning 804: 16:Organophosphate non-systemic insecticide 3356:Dimethyl 4-(methylthio)phenyl phosphate 916: 339: 304: 279: 887:List of Extremely Hazardous Substances 179: 3546:Methylfluorophosphonylcholine (MFPCh) 2796:2-(α-Naphthoyl)ethyltrimethylammonium 1274: 1272: 900:if inhaled or absorbed through skin. 433:72 °C (162 °F; 345 K) 311:Key: LMNZTLDVJIUSHT-UHFFFAOYSA-N 146: 7: 1157: 1155: 1153: 1151: 1092: 1090: 1088: 1061:Principles of biochemical toxicology 1054: 1052: 1050: 1048: 800:lowest observed adverse effect level 4343: 2846:N,N-Dimethylaminoethylchloroacetate 1126:(2nd ed.). Norwich, New York. 598:Phosmet is produced by reaction of 321:Key: LMNZTLDVJIUSHT-UHFFFAOYAV 221: 205: 384: 14: 2780:Tooltip Choline acetyltransferase 3840:Fasciculins (green mamba toxins) 3331:Dicyclohexyl phosphorofluoridate 796:no observed adverse effect level 493: 375: 369: 342:O=C2c1ccccc1C(=O)N2CSP(=S)(OC)OC 34: 25: 4425:Acetylcholinesterase inhibitors 3771:Tetraethyl pyrophosphate (TEPP) 3496:Hexaethyl tetraphosphate (HETP) 1311:10.1590/s0036-36342000000500003 489:(at 25 °C , 100 kPa). 2841:N,N-Dimethylaminoethylacrylate 387: 378: 363: 1: 4394:Receptor/signaling modulators 4166:Hemicholinium-3 (hemicholine) 4065:Tooltip Butyrylcholinesterase 1004:10.1002/14356007.a01_017.pub2 4430:Organophosphate insecticides 2861:Tooltip Acetylcholinesterase 413:White to off-white crystals 4155:Tooltip Choline transporter 4101:Profenamine (ethopropazine) 3341:Diisopropyl fluorophosphate 2806:4-(1-Naphthylvinyl)pyridine 2791:1-(-Benzoylethyl)pyridinium 2013:Diisopropyl fluorophosphate 1180:"Cholinesterase Inhibition" 998:. American Cancer Society. 4461: 4004:Dimethylcarbamoyl fluoride 2811:Acetylseco hemicholinium-3 1059:Timbrell, John A. (2009). 64:-dimethyl phosphorothioate 4386: 2692:Purpureocillium lilacinum 1651:Chromated copper arsenate 1583:m-Cumenyl methylcarbamate 1408:10.1016/j.tiv.2012.01.003 483: 447: 443:Decomposes at >100 °C 350: 330: 295: 86: 70: 47: 42: 33: 24: 3874:Methanesulfonyl fluoride 1696:Insect growth regulators 1253:"EXTOXNET PIP - PHOSMET" 1163:"CHL Report For Phosmet" 638:systems and some of the 578:Structure and reactivity 534:-derived, non-systemic, 3051:+glycopyrronium bromide 2685:Paenibacillus popilliae 1298:Salud Publica de Mexico 2801:3-Chloro-4-stillbazole 2664:Metarhizium anisopliae 2643:Beauveria brongniartii 2624:Bacillus thuringiensis 1676:Lead hydrogen arsenate 640:central nervous system 610: 2678:Lecanicillium lecanii 1122:Pohanish, Richard P. 925:"Phosmet Safety Card" 608: 4362:Atracotoxins (e.g., 3989:Tetrahydrocannabinol 3336:Diisopropylphosphate 1825:Carbon tetrachloride 1184:pmep.cce.cornell.edu 891:highly toxic to bees 824:22.5 mg/kg/day 624:acetylcholinesterase 620:pseudocholinesterase 614:Mechanisms of action 49:Preferred IUPAC name 4440:Phosphorodithioates 4348:Tooltip Latrophilin 4050:Trimedoxime bromide 3979:Stercuronium iodide 3796:Tricresyl phosphate 3271:Chlorpyrifos-methyl 2657:Metarhizium acridum 2387:Chlorantraniliprole 1983:Chlorpyrifos-methyl 1656:Copper(II) arsenate 1641:Aluminium phosphide 1633:Inorganic compounds 1396:Toxicology in Vitro 835:1.8 mg/kg/day 832:1.1 mg/kg/day 405: g·mol 21: 3867:Onchidella binneyi 3209:Organophosphates: 2650:Isaria fumosorosea 2636:Beauveria bassiana 2532:Piperonyl butoxide 2333:chrysanthemic acid 1671:Diatomaceous earth 1456:10.1039/d3em00325f 821:15 mg/kg/day 636:peripheral nervous 611: 516:Infobox references 19: 4412: 4411: 4382: 4381: 4230: 4215: 4214: 4142: 4127: 4126: 3766:Tetrachlorvinphos 3641:Pirimiphos-methyl 3591:Oxydemeton-methyl 3541:Methyl phenkapton 2767: 2706: 2705: 2507:+milbemycin oxime 2188:Tetrachlorvinphos 2153:Pirimiphos-methyl 2113:Oxydemeton-methyl 1661:Copper(I) cyanide 1450:(12): 2042–2056. 1356:10.1002/jbt.20003 1257:extoxnet.orst.edu 1222:10.5271/sjweh.380 839: 838: 657:Biotransformation 609:Phosmet synthesis 524:Chemical compound 522: 521: 264:CompTox Dashboard 128:Interactive image 4452: 4349: 4345: 4284: 4280: 4253: 4249: 4234: 4224: 4197: 4193: 4156: 4152: 4146: 4136: 4066: 4062: 4030:Asoxime chloride 3606:Parathion-methyl 3306:Demeton-S-methyl 2862: 2858: 2781: 2777: 2771: 2761: 2733: 2726: 2719: 2710: 2392:Cyantraniliprole 2123:Parathion-methyl 1993:Demeton-S-methyl 1940:Organophosphorus 1521: 1514: 1507: 1498: 1476: 1475: 1434: 1428: 1427: 1390: 1384: 1383: 1338: 1332: 1331: 1313: 1289: 1283: 1276: 1267: 1266: 1264: 1263: 1249: 1243: 1242: 1224: 1200: 1194: 1193: 1191: 1190: 1176: 1170: 1169: 1167: 1159: 1146: 1145: 1119: 1113: 1112: 1110: 1109: 1094: 1083: 1082: 1056: 1043: 1042: 1040: 1039: 1024: 1018: 1017: 991: 985: 978: 972: 971: 969: 968: 953: 940: 939: 937: 936: 927:. Archived from 921: 857:Endocrine system 805: 506: 500: 497: 496: 478: 468: 404: 389: 386: 380: 377: 371: 365: 358:Chemical formula 288: 287: 272: 270: 254: 234: 223: 209: 192: 181: 170: 150: 130: 106: 38: 29: 22: 4460: 4459: 4455: 4454: 4453: 4451: 4450: 4449: 4415: 4414: 4413: 4408: 4378: 4347: 4328: 4288:Botulinum toxin 4282: 4257:Botulinum toxin 4251: 4223: 4211: 4195: 4185: 4171:Triethylcholine 4154: 4135: 4123: 4064: 4054: 3974:Rosmarinic acid 3741:Sulfotep (TEDP) 3411:Ethylsarin (GE) 3291:Cyclosarin (GF) 3261:Chlorfenvinphos 3251:Carbophenothion 3231:Azinphos-methyl 2860: 2850: 2816:Acryloylcholine 2779: 2760: 2752: 2737: 2707: 2702: 2671:Nomuraea rileyi 2609: 2576: 2416:Other chemicals 2411: 2373: 2202: 1973:Chlorfenvinphos 1958:Azinphos-methyl 1934: 1807:Organochlorides 1801: 1738: 1690: 1686:Scheele's Green 1627: 1534: 1525: 1485: 1480: 1479: 1436: 1435: 1431: 1392: 1391: 1387: 1340: 1339: 1335: 1291: 1290: 1286: 1277: 1270: 1261: 1259: 1251: 1250: 1246: 1202: 1201: 1197: 1188: 1186: 1178: 1177: 1173: 1165: 1161: 1160: 1149: 1134: 1121: 1120: 1116: 1107: 1105: 1098:"HSDB: PHOSMET" 1096: 1095: 1086: 1071: 1058: 1057: 1046: 1037: 1035: 1026: 1025: 1021: 1014: 993: 992: 988: 979: 975: 966: 964: 955: 954: 943: 934: 932: 923: 922: 918: 913: 883: 872: 864: 859: 844: 780: 758: 724: 691: 682: 673: 664: 659: 632:parasympathetic 616: 596: 588:dithiophosphate 580: 563: 536:organophosphate 525: 518: 513: 512: 511:  ?) 502: 498: 494: 490: 457: 402: 392: 383: 374: 368: 360: 346: 343: 338: 337: 326: 323: 322: 319: 313: 312: 309: 303: 302: 291: 273: 266: 257: 237: 224: 212: 173: 153: 133: 120: 109: 96: 82: 80: 78: 76: 74: 66: 65: 17: 12: 11: 5: 4458: 4456: 4448: 4447: 4442: 4437: 4432: 4427: 4417: 4416: 4410: 4409: 4407: 4406: 4401: 4396: 4391: 4387: 4384: 4383: 4380: 4379: 4377: 4376: 4371: 4356: 4355: 4338: 4336: 4330: 4329: 4327: 4326: 4323:γ-bungarotoxin 4319:β-bungarotoxin 4308: 4307: 4273: 4272: 4242: 4240: 4231: 4217: 4216: 4213: 4212: 4210: 4209: 4200: 4198: 4187: 4186: 4184: 4183: 4174: 4173: 4168: 4159: 4157: 4143: 4129: 4128: 4125: 4124: 4122: 4121: 4118: 4113: 4108: 4103: 4098: 4093: 4088: 4083: 4078: 4069: 4067: 4056: 4055: 4053: 4052: 4047: 4042: 4037: 4032: 4022: 4021: 4016: 4011: 4006: 4001: 3996: 3991: 3986: 3981: 3976: 3971: 3966: 3961: 3956: 3951: 3946: 3941: 3936: 3931: 3926: 3921: 3916: 3911: 3906: 3901: 3896: 3891: 3886: 3877: 3876: 3871: 3859: 3837: 3828: 3823: 3818: 3813: 3808: 3803: 3798: 3793: 3788: 3783: 3778: 3773: 3768: 3763: 3758: 3753: 3748: 3743: 3738: 3733: 3728: 3723: 3718: 3713: 3708: 3703: 3698: 3693: 3688: 3683: 3678: 3673: 3668: 3663: 3658: 3653: 3648: 3643: 3638: 3633: 3628: 3623: 3618: 3613: 3608: 3603: 3598: 3593: 3588: 3583: 3581:Novichok agent 3578: 3573: 3568: 3563: 3558: 3553: 3548: 3543: 3538: 3533: 3528: 3523: 3518: 3513: 3508: 3503: 3501:Isofluorophate 3498: 3493: 3488: 3483: 3478: 3473: 3468: 3463: 3458: 3453: 3448: 3443: 3438: 3433: 3428: 3423: 3418: 3413: 3408: 3403: 3398: 3393: 3388: 3383: 3378: 3373: 3368: 3363: 3358: 3353: 3348: 3343: 3338: 3333: 3328: 3323: 3318: 3313: 3308: 3303: 3298: 3293: 3288: 3283: 3278: 3273: 3268: 3263: 3258: 3256:Chlorethoxyfos 3253: 3248: 3243: 3238: 3233: 3228: 3226:Azinphos-ethyl 3223: 3218: 3213: 3203: 3202: 3197: 3192: 3187: 3182: 3177: 3172: 3167: 3162: 3157: 3152: 3147: 3142: 3137: 3132: 3127: 3122: 3117: 3112: 3107: 3102: 3097: 3092: 3087: 3078: 3073: 3068: 3066:Pyridostigmine 3063: 3058: 3053: 3045: 3040: 3035: 3026: 3021: 3016: 3011: 3006: 3001: 2996: 2991: 2986: 2981: 2976: 2971: 2966: 2961: 2956: 2951: 2946: 2941: 2936: 2931: 2926: 2921: 2916: 2911: 2906: 2901: 2896: 2891: 2886: 2881: 2865: 2863: 2852: 2851: 2849: 2848: 2843: 2838: 2833: 2828: 2823: 2818: 2813: 2808: 2803: 2798: 2793: 2784: 2782: 2768: 2754: 2753: 2738: 2736: 2735: 2728: 2721: 2713: 2704: 2703: 2701: 2700: 2695: 2688: 2681: 2674: 2667: 2660: 2653: 2646: 2639: 2632: 2627: 2619: 2617: 2611: 2610: 2608: 2607: 2602: 2597: 2592: 2586: 2584: 2578: 2577: 2575: 2574: 2569: 2564: 2559: 2554: 2549: 2544: 2539: 2525: 2520: 2515: 2510: 2500: 2495: 2490: 2488:Hydramethylnon 2485: 2480: 2475: 2470: 2465: 2460: 2455: 2450: 2445: 2440: 2435: 2430: 2425: 2419: 2417: 2413: 2412: 2410: 2409: 2404: 2399: 2394: 2389: 2383: 2381: 2375: 2374: 2372: 2371: 2366: 2361: 2356: 2351: 2346: 2341: 2336: 2318: 2313: 2308: 2303: 2298: 2293: 2288: 2283: 2278: 2273: 2268: 2263: 2258: 2253: 2248: 2243: 2238: 2233: 2228: 2223: 2218: 2212: 2210: 2204: 2203: 2201: 2200: 2195: 2190: 2185: 2180: 2175: 2170: 2165: 2160: 2155: 2150: 2145: 2140: 2135: 2130: 2125: 2120: 2115: 2110: 2105: 2100: 2095: 2090: 2085: 2080: 2075: 2070: 2065: 2060: 2055: 2050: 2045: 2040: 2035: 2030: 2025: 2020: 2015: 2010: 2005: 2000: 1995: 1990: 1985: 1980: 1975: 1970: 1968:Chlorethoxyfos 1965: 1960: 1955: 1950: 1944: 1942: 1936: 1935: 1933: 1932: 1927: 1922: 1917: 1912: 1907: 1902: 1897: 1892: 1887: 1882: 1877: 1872: 1867: 1862: 1857: 1852: 1847: 1842: 1837: 1832: 1827: 1822: 1817: 1811: 1809: 1803: 1802: 1800: 1799: 1794: 1789: 1784: 1779: 1774: 1769: 1764: 1759: 1754: 1748: 1746: 1744:Neonicotinoids 1740: 1739: 1737: 1736: 1731: 1726: 1721: 1716: 1711: 1706: 1700: 1698: 1692: 1691: 1689: 1688: 1683: 1678: 1673: 1668: 1663: 1658: 1653: 1648: 1643: 1637: 1635: 1629: 1628: 1626: 1625: 1620: 1615: 1610: 1605: 1600: 1595: 1590: 1585: 1580: 1575: 1570: 1565: 1560: 1555: 1550: 1544: 1542: 1536: 1535: 1526: 1524: 1523: 1516: 1509: 1501: 1495: 1494: 1484: 1483:External links 1481: 1478: 1477: 1429: 1402:(3): 406–413. 1385: 1333: 1304:(5): 384–390. 1284: 1268: 1244: 1195: 1171: 1147: 1132: 1114: 1084: 1069: 1044: 1019: 1013:978-3527306732 1012: 986: 973: 941: 915: 914: 912: 909: 882: 879: 871: 868: 863: 860: 858: 855: 843: 840: 837: 836: 833: 830: 826: 825: 822: 819: 815: 814: 811: 808: 779: 776: 757: 754: 723: 720: 690: 687: 681: 678: 672: 669: 663: 660: 658: 655: 615: 612: 595: 592: 579: 576: 562: 559: 523: 520: 519: 514: 492: 491: 487:standard state 484: 481: 480: 458: 453: 450: 449: 445: 444: 441: 435: 434: 431: 425: 424: 421: 415: 414: 411: 407: 406: 400: 394: 393: 390: 381: 372: 366: 361: 356: 353: 352: 348: 347: 345: 344: 341: 333: 332: 331: 328: 327: 325: 324: 320: 317: 316: 314: 310: 307: 306: 298: 297: 296: 293: 292: 290: 289: 276: 274: 262: 259: 258: 256: 255: 247: 245: 239: 238: 236: 235: 227: 225: 217: 214: 213: 211: 210: 202: 200: 194: 193: 183: 175: 174: 172: 171: 163: 161: 155: 154: 152: 151: 143: 141: 135: 134: 132: 131: 123: 121: 114: 111: 110: 108: 107: 99: 97: 92: 89: 88: 84: 83: 72: 68: 67: 52: 51: 45: 44: 40: 39: 31: 30: 15: 13: 10: 9: 6: 4: 3: 2: 4457: 4446: 4445:Methyl esters 4443: 4441: 4438: 4436: 4433: 4431: 4428: 4426: 4423: 4422: 4420: 4405: 4402: 4400: 4397: 4395: 4392: 4389: 4388: 4385: 4375: 4372: 4369: 4365: 4361: 4358: 4357: 4354: 4351: 4346: 4340: 4339: 4337: 4335: 4331: 4324: 4320: 4316: 4315:Bungarotoxins 4313: 4310: 4309: 4305: 4301: 4297: 4293: 4289: 4286: 4285:inactivators: 4281: 4275: 4274: 4270: 4266: 4262: 4258: 4255: 4254:inactivators: 4250: 4244: 4243: 4241: 4239: 4235: 4232: 4228: 4222: 4218: 4208: 4205: 4202: 4201: 4199: 4194: 4188: 4182: 4179: 4176: 4175: 4172: 4169: 4167: 4164: 4161: 4160: 4158: 4153: 4147: 4144: 4140: 4134: 4130: 4119: 4117: 4116:ZINC-12613047 4114: 4112: 4109: 4107: 4104: 4102: 4099: 4097: 4094: 4092: 4089: 4087: 4084: 4082: 4079: 4077: 4074: 4071: 4070: 4068: 4063: 4057: 4051: 4048: 4046: 4043: 4041: 4038: 4036: 4033: 4031: 4027: 4024: 4023: 4020: 4017: 4015: 4012: 4010: 4007: 4005: 4002: 4000: 3997: 3995: 3992: 3990: 3987: 3985: 3982: 3980: 3977: 3975: 3972: 3970: 3967: 3965: 3962: 3960: 3959:Lactucopicrin 3957: 3955: 3952: 3950: 3947: 3945: 3942: 3940: 3937: 3935: 3932: 3930: 3927: 3925: 3922: 3920: 3917: 3915: 3912: 3910: 3907: 3905: 3902: 3900: 3897: 3895: 3892: 3890: 3887: 3885: 3882: 3879: 3878: 3875: 3872: 3869: 3868: 3863: 3860: 3857: 3853: 3849: 3845: 3841: 3838: 3836: 3832: 3829: 3827: 3824: 3822: 3819: 3817: 3814: 3812: 3809: 3807: 3804: 3802: 3799: 3797: 3794: 3792: 3791:Trichloronate 3789: 3787: 3784: 3782: 3779: 3777: 3774: 3772: 3769: 3767: 3764: 3762: 3759: 3757: 3754: 3752: 3749: 3747: 3744: 3742: 3739: 3737: 3734: 3732: 3729: 3727: 3724: 3722: 3719: 3717: 3714: 3712: 3709: 3707: 3704: 3702: 3699: 3697: 3694: 3692: 3689: 3687: 3684: 3682: 3679: 3677: 3674: 3672: 3669: 3667: 3664: 3662: 3659: 3657: 3654: 3652: 3649: 3647: 3644: 3642: 3639: 3637: 3634: 3632: 3629: 3627: 3624: 3622: 3619: 3617: 3614: 3612: 3609: 3607: 3604: 3602: 3599: 3597: 3594: 3592: 3589: 3587: 3584: 3582: 3579: 3577: 3574: 3572: 3569: 3567: 3566:Monocrotophos 3564: 3562: 3559: 3557: 3554: 3552: 3549: 3547: 3544: 3542: 3539: 3537: 3534: 3532: 3531:Methamidophos 3529: 3527: 3524: 3522: 3519: 3517: 3514: 3512: 3509: 3507: 3504: 3502: 3499: 3497: 3494: 3492: 3489: 3487: 3484: 3482: 3479: 3477: 3474: 3472: 3469: 3467: 3464: 3462: 3459: 3457: 3454: 3452: 3449: 3447: 3444: 3442: 3439: 3437: 3434: 3432: 3429: 3427: 3424: 3422: 3419: 3417: 3414: 3412: 3409: 3407: 3406:Echothiophate 3404: 3402: 3399: 3397: 3394: 3392: 3389: 3387: 3384: 3382: 3379: 3377: 3374: 3372: 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: 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: 3208: 3207:Irreversible: 3205: 3204: 3201: 3198: 3196: 3193: 3191: 3188: 3186: 3183: 3181: 3178: 3176: 3173: 3171: 3168: 3166: 3163: 3161: 3158: 3156: 3153: 3151: 3148: 3146: 3143: 3141: 3138: 3136: 3133: 3131: 3128: 3126: 3123: 3121: 3118: 3116: 3113: 3111: 3108: 3106: 3103: 3101: 3098: 3096: 3093: 3091: 3088: 3086: 3082: 3079: 3077: 3074: 3072: 3071:Quilostigmine 3069: 3067: 3064: 3062: 3061:Physostigmine 3059: 3057: 3054: 3052: 3049: 3046: 3044: 3041: 3039: 3036: 3034: 3031:; Stigmines: 3030: 3027: 3025: 3022: 3020: 3017: 3015: 3012: 3010: 3007: 3005: 3002: 3000: 2997: 2995: 2992: 2990: 2987: 2985: 2982: 2980: 2977: 2975: 2972: 2970: 2967: 2965: 2962: 2960: 2957: 2955: 2952: 2950: 2947: 2945: 2942: 2940: 2937: 2935: 2932: 2930: 2929:Chloropropham 2927: 2925: 2922: 2920: 2917: 2915: 2912: 2910: 2907: 2905: 2902: 2900: 2897: 2895: 2892: 2890: 2887: 2885: 2882: 2880: 2876: 2873: 2871: 2867: 2866: 2864: 2859: 2853: 2847: 2844: 2842: 2839: 2837: 2834: 2832: 2829: 2827: 2824: 2822: 2819: 2817: 2814: 2812: 2809: 2807: 2804: 2802: 2799: 2797: 2794: 2792: 2789: 2786: 2785: 2783: 2778: 2772: 2769: 2765: 2759: 2755: 2751: 2748: 2744: 2741: 2740:Acetylcholine 2734: 2729: 2727: 2722: 2720: 2715: 2714: 2711: 2699: 2696: 2694: 2693: 2689: 2687: 2686: 2682: 2680: 2679: 2675: 2673: 2672: 2668: 2666: 2665: 2661: 2659: 2658: 2654: 2652: 2651: 2647: 2645: 2644: 2640: 2638: 2637: 2633: 2631: 2628: 2626: 2625: 2621: 2620: 2618: 2616: 2615:Biopesticides 2612: 2606: 2603: 2601: 2598: 2596: 2593: 2591: 2588: 2587: 2585: 2583: 2579: 2573: 2572:Metaflumizone 2570: 2568: 2565: 2563: 2560: 2558: 2555: 2553: 2550: 2548: 2545: 2543: 2540: 2537: 2533: 2529: 2526: 2524: 2521: 2519: 2516: 2514: 2511: 2508: 2504: 2501: 2499: 2496: 2494: 2491: 2489: 2486: 2484: 2481: 2479: 2476: 2474: 2471: 2469: 2466: 2464: 2461: 2459: 2456: 2454: 2453:Chlordimeform 2451: 2449: 2446: 2444: 2441: 2439: 2436: 2434: 2431: 2429: 2426: 2424: 2421: 2420: 2418: 2414: 2408: 2405: 2403: 2400: 2398: 2397:Flubendiamide 2395: 2393: 2390: 2388: 2385: 2384: 2382: 2380: 2376: 2370: 2369:Transfluthrin 2367: 2365: 2362: 2360: 2357: 2355: 2352: 2350: 2347: 2345: 2342: 2340: 2337: 2334: 2330: 2326: 2322: 2319: 2317: 2314: 2312: 2309: 2307: 2304: 2302: 2299: 2297: 2294: 2292: 2289: 2287: 2284: 2282: 2279: 2277: 2276:Fenpropathrin 2274: 2272: 2269: 2267: 2266:Esfenvalerate 2264: 2262: 2259: 2257: 2254: 2252: 2249: 2247: 2244: 2242: 2239: 2237: 2234: 2232: 2229: 2227: 2224: 2222: 2219: 2217: 2214: 2213: 2211: 2209: 2205: 2199: 2196: 2194: 2191: 2189: 2186: 2184: 2181: 2179: 2176: 2174: 2171: 2169: 2166: 2164: 2161: 2159: 2156: 2154: 2151: 2149: 2146: 2144: 2141: 2139: 2136: 2134: 2131: 2129: 2126: 2124: 2121: 2119: 2116: 2114: 2111: 2109: 2106: 2104: 2101: 2099: 2098:Monocrotophos 2096: 2094: 2091: 2089: 2086: 2084: 2081: 2079: 2078:Methamidophos 2076: 2074: 2071: 2069: 2066: 2064: 2061: 2059: 2056: 2054: 2051: 2049: 2046: 2044: 2041: 2039: 2036: 2034: 2031: 2029: 2026: 2024: 2021: 2019: 2016: 2014: 2011: 2009: 2006: 2004: 2001: 1999: 1996: 1994: 1991: 1989: 1986: 1984: 1981: 1979: 1976: 1974: 1971: 1969: 1966: 1964: 1961: 1959: 1956: 1954: 1951: 1949: 1946: 1945: 1943: 1941: 1937: 1931: 1928: 1926: 1923: 1921: 1918: 1916: 1913: 1911: 1908: 1906: 1903: 1901: 1898: 1896: 1893: 1891: 1888: 1886: 1883: 1881: 1878: 1876: 1873: 1871: 1868: 1866: 1863: 1861: 1858: 1856: 1853: 1851: 1848: 1846: 1843: 1841: 1838: 1836: 1833: 1831: 1828: 1826: 1823: 1821: 1818: 1816: 1813: 1812: 1810: 1808: 1804: 1798: 1795: 1793: 1790: 1788: 1785: 1783: 1780: 1778: 1775: 1773: 1770: 1768: 1765: 1763: 1760: 1758: 1755: 1753: 1750: 1749: 1747: 1745: 1741: 1735: 1732: 1730: 1727: 1725: 1722: 1720: 1717: 1715: 1712: 1710: 1709:Diflubenzuron 1707: 1705: 1702: 1701: 1699: 1697: 1693: 1687: 1684: 1682: 1679: 1677: 1674: 1672: 1669: 1667: 1664: 1662: 1659: 1657: 1654: 1652: 1649: 1647: 1644: 1642: 1639: 1638: 1636: 1634: 1630: 1624: 1621: 1619: 1616: 1614: 1611: 1609: 1606: 1604: 1601: 1599: 1596: 1594: 1591: 1589: 1586: 1584: 1581: 1579: 1576: 1574: 1571: 1569: 1566: 1564: 1561: 1559: 1556: 1554: 1551: 1549: 1546: 1545: 1543: 1541: 1537: 1533: 1529: 1522: 1517: 1515: 1510: 1508: 1503: 1502: 1499: 1492: 1491: 1487: 1486: 1482: 1473: 1469: 1465: 1461: 1457: 1453: 1449: 1445: 1441: 1433: 1430: 1425: 1421: 1417: 1413: 1409: 1405: 1401: 1397: 1389: 1386: 1381: 1377: 1373: 1369: 1365: 1361: 1357: 1353: 1349: 1345: 1337: 1334: 1329: 1325: 1321: 1317: 1312: 1307: 1303: 1299: 1295: 1288: 1285: 1281: 1275: 1273: 1269: 1258: 1254: 1248: 1245: 1240: 1236: 1232: 1228: 1223: 1218: 1214: 1210: 1206: 1199: 1196: 1185: 1181: 1175: 1172: 1164: 1158: 1156: 1154: 1152: 1148: 1143: 1139: 1135: 1133:9781455731480 1129: 1125: 1118: 1115: 1103: 1099: 1093: 1091: 1089: 1085: 1080: 1076: 1072: 1070:9780849373022 1066: 1062: 1055: 1053: 1051: 1049: 1045: 1033: 1029: 1023: 1020: 1015: 1009: 1005: 1001: 997: 990: 987: 983: 977: 974: 962: 958: 952: 950: 948: 946: 942: 931:on 2006-09-24 930: 926: 920: 917: 910: 908: 905: 901: 899: 894: 892: 888: 880: 878: 875: 869: 867: 861: 856: 854: 852: 848: 841: 834: 831: 828: 827: 823: 820: 817: 816: 812: 809: 807: 806: 803: 801: 797: 791: 787: 783: 777: 775: 772: 770: 765: 761: 755: 753: 750: 746: 744: 739: 736: 732: 728: 721: 719: 716: 712: 708: 704: 700: 696: 688: 686: 679: 677: 670: 668: 661: 656: 654: 652: 648: 643: 641: 637: 633: 629: 625: 621: 613: 607: 603: 601: 593: 591: 589: 585: 577: 575: 572: 568: 560: 558: 556: 552: 548: 544: 540: 537: 533: 529: 517: 510: 505: 488: 482: 477: 472: 467: 462: 459: 456: 452: 451: 448:Pharmacology 446: 442: 440: 439:Boiling point 437: 436: 432: 430: 429:Melting point 427: 426: 422: 420: 417: 416: 412: 409: 408: 401: 399: 396: 395: 362: 359: 355: 354: 349: 340: 336: 329: 315: 305: 301: 294: 286: 282: 281:DTXSID5024261 278: 277: 275: 265: 261: 260: 253: 249: 248: 246: 244: 241: 240: 233: 229: 228: 226: 220: 216: 215: 208: 204: 203: 201: 199: 196: 195: 191: 187: 184: 182: 180:ECHA InfoCard 177: 176: 169: 165: 164: 162: 160: 157: 156: 149: 145: 144: 142: 140: 137: 136: 129: 125: 124: 122: 118: 113: 112: 105: 101: 100: 98: 95: 91: 90: 85: 69: 63: 59: 55: 50: 46: 41: 37: 32: 28: 23: 4435:Phthalimides 4359: 4353:α-Latrotoxin 4341: 4311: 4276: 4245: 4203: 4177: 4162: 4106:Rivastigmine 4072: 4026:Reactivators 3999:Ungiminorine 3954:Kobophenol A 3919:Coronaridine 3909:Bulbocapnine 3904:Arisugacin A 3880: 3865: 3751:Tebupirimfos 3631:Phosphamidon 3625: 3536:Methidathion 3441:Fenitrothion 3266:Chlorpyrifos 3206: 3081:Terestigmine 3076:Rivastigmine 3038:Eptastigmine 2989:Phenmedipham 2959:Formparanate 2944:Ethiofencarb 2877:Carbamates: 2874: 2868: 2787: 2690: 2683: 2676: 2669: 2662: 2655: 2648: 2641: 2634: 2622: 2557:Tebufenpyrad 2552:Tebufenozide 2458:Chlorfenapyr 2433:Azadirachtin 2364:Tralomethrin 2359:Tetramethrin 2301:Metofluthrin 2256:Deltamethrin 2251:Cyphenothrin 2246:Cypermethrin 2231:Bioallethrin 2178:Tebupirimfos 2142: 2083:Methidathion 2053:Fenitrothion 1978:Chlorpyrifos 1953:Azamethiphos 1915:Methoxychlor 1797:Thiamethoxam 1787:Paichongding 1772:Imidaclothiz 1767:Imidacloprid 1757:Clothianidin 1734:Pyriproxyfen 1714:Flufenoxuron 1704:Benzoylureas 1563:Butocarboxim 1532:Insecticides 1528:Pest control 1488: 1447: 1443: 1432: 1399: 1395: 1388: 1350:(1): 30–36. 1347: 1343: 1336: 1301: 1297: 1287: 1279: 1260:. Retrieved 1256: 1247: 1215:(1): 33–38. 1212: 1208: 1198: 1187:. Retrieved 1183: 1174: 1123: 1117: 1106:. Retrieved 1101: 1060: 1036:. Retrieved 1031: 1022: 995: 989: 981: 976: 965:. Retrieved 960: 933:. Retrieved 929:the original 919: 906: 902: 897: 895: 884: 876: 873: 865: 850: 849: 845: 842:Fetal health 798:(NOAEL) and 792: 788: 784: 781: 773: 762: 759: 751: 747: 740: 737: 733: 729: 725: 722:Side effects 714: 702: 698: 694: 692: 683: 674: 671:Distribution 665: 644: 617: 599: 597: 581: 564: 543:codling moth 527: 526: 87:Identifiers 71:Other names 61: 57: 53: 4204:Inhibitors: 4181:Coluracetam 4163:Inhibitors: 4133:Transporter 4073:Inhibitors: 4045:Pralidoxime 3939:Cyclanoline 3889:α-Viniferin 3786:Trichlorfon 3551:Metrifonate 3466:Fosthiazate 3451:Fluorotabun 3326:Dicrotophos 3281:Crotylsarin 3125:Huperzine A 3120:Galantamine 3115:Edrophonium 3048:Neostigmine 3043:Ganstigmine 3009:Propamocarb 2954:Formetanate 2939:Ethienocarb 2919:Carbosulfan 2909:Carbetamide 2904:Carbendazim 2875:Reversible: 2788:Inhibitors: 2630:Baculovirus 2582:Metabolites 2547:Sulfluramid 2349:Silafluofen 2316:Prallethrin 2296:Imiprothrin 2291:Fluvalinate 2281:Fenvalerate 2241:Cyhalothrin 2216:Acrinathrin 2208:Pyrethroids 2198:Trichlorfon 2063:Fosthiazate 2008:Dicrotophos 1792:Thiacloprid 1762:Dinotefuran 1752:Acetamiprid 1681:Paris Green 1588:Ethienocarb 1578:Carbosulfan 818:Short-term 790:poisoning. 764:Pralidoxime 743:bradycardia 651:pralidoxime 628:sympathetic 584:phthalimide 567:fruit trees 555:fruit flies 549:, suckers, 539:insecticide 532:phthalimide 455:ATCvet code 410:Appearance 351:Properties 186:100.010.899 148:CHEBI:38786 81:Phthalophos 4419:Categories 4368:versutoxin 4364:robustoxin 4238:Inhibitors 4227:modulators 4178:Enhancers: 4139:modulators 4096:Ladostigil 4086:Conodurine 4081:Affinisine 3994:Ungeremine 3969:Phosacetim 3929:Corynoline 3924:Corydaline 3914:Conodurine 3899:Affinisine 3835:Demecarium 3833:; Others: 3746:Tabun (GA) 3736:Soman (GD) 3726:Sarin (GB) 3646:Profenofos 3506:Isoxathion 3491:Guanitoxin 3461:Formothion 3436:Fenamiphos 3366:Disulfoton 3361:Dioxathion 3351:Dimethoate 3321:Dichlorvos 3155:Ladostigil 3145:Ipidacrine 3090:Ambenonium 3085:Acotiamide 3083:; Others: 3056:Phenserine 3033:Distigmine 3024:Thiodicarb 2999:Pirimicarb 2964:Methiocarb 2949:Fenobucarb 2924:Chlorbufam 2914:Carbofuran 2889:Bendiocarb 2870:Inhibitors 2764:modulators 2750:modulators 2743:metabolism 2562:Veracevine 2493:Indoxacarb 2483:Fluralaner 2473:Fenoxycarb 2468:Fenazaquin 2463:Cyromazine 2443:Buprofezin 2423:Afoxolaner 2354:Tefluthrin 2344:Resmethrin 2311:Phenothrin 2306:Permethrin 2286:Flumethrin 2271:Etofenprox 2261:Empenthrin 2236:Cyfluthrin 2226:Bifenthrin 2221:Allethrins 2158:Quinalphos 2128:Phenthoate 2068:Isoxathion 2048:Fenamiphos 2033:Disulfoton 2028:Dioxathion 2023:Dimethoate 2003:Dichlorvos 1925:Tetradifon 1900:Heptachlor 1890:Endosulfan 1835:Cyclodiene 1782:Nithiazine 1777:Nitenpyram 1729:Methoprene 1719:Hydroprene 1646:Boric acid 1598:Isoprocarb 1593:Fenobucarb 1573:Carbofuran 1558:Bendiocarb 1540:Carbamates 1262:2024-03-14 1189:2018-03-23 1108:2018-03-28 1038:2018-03-23 967:2006-08-06 935:2006-08-06 911:References 829:Long-term 689:Metabolism 662:Absorption 423:1.03 g/cm 398:Molar mass 252:VN04LI540Y 159:ChemSpider 115:3D model ( 94:CAS Number 77:Imidathion 75:Decemthion 4350:agonists: 4334:Enhancers 4207:Vesamicol 4091:Cymserine 4040:Obidoxime 4035:Methoxime 3949:Harmaline 3944:Cymserine 3934:Crimidine 3881:Unsorted: 3776:Triazofos 3716:Ro 3-0433 3711:Ro 3-0422 3706:Ro 3-0419 3701:Ro 3-0417 3696:Ro 3-0412 3691:Ro 3-0411 3686:Ro 3-0397 3681:Ro 3-0352 3676:Ro 3-0351 3671:Ro 3-0347 3666:Ro 3-0346 3661:Ro 3-0340 3651:Prothoate 3621:Phosfolan 3616:Phosalone 3601:Parathion 3586:Omethoate 3556:Mevinphos 3521:Malathion 3511:Leptophos 3416:Endothion 3296:Demephion 3286:Cyanophos 3276:Coumaphos 3246:Cadusafos 3241:Bensulide 3236:BAY-29952 3200:Zanapezil 3160:Minaprine 3140:Huprine Y 3135:Huprine X 3130:Huprine W 3100:Donepezil 3029:Thiofanox 3004:Promecarb 2994:Pinmicarb 2974:Metolcarb 2934:Dimetilan 2894:Bufencarb 2884:Aminocarb 2836:CM-54,903 2747:transport 2528:Adjuvants 2523:Sarolaner 2518:Pyriprole 2513:Pyridaben 2503:Lotilaner 2438:Bensultap 2402:Ryanodine 2339:Pyrethrum 2321:Pyrethrin 2138:Phosalone 2118:Parathion 2108:Omethoate 2088:Mevinphos 2073:Malathion 1988:Coumaphos 1963:Bensulide 1930:Toxaphene 1830:Chlordane 1724:Lufenuron 1618:Promecarb 1608:Metolcarb 1553:Aminocarb 1464:2050-7895 1416:1879-3177 1364:1095-6670 1320:0036-3634 1231:0355-3140 1142:893680450 1079:243818515 957:"Phosmet" 889:. It is 870:Androgens 862:Estrogens 756:Treatment 707:sulfoxide 680:Excretion 594:Synthesis 4390:See also 4374:Crotoxin 4076:Affinine 4009:BW284C51 3964:Lycorine 3894:Affinine 3884:α-Pinene 3862:Onchidal 3781:Tribufos 3761:Terbufos 3731:Schradan 3596:Paraoxon 3516:Malaoxon 3446:Fenthion 3431:Ethoprop 3316:Diazinon 3311:Dialifor 3216:Acephate 3150:Itopride 3095:Caffeine 3019:Propoxur 2969:Methomyl 2899:Carbaryl 2879:Aldicarb 2698:Spinosad 2600:Paraoxon 2595:Malaoxon 2567:Xanthone 2542:Spinosad 2498:Limonene 2478:Fipronil 2407:Ryanodol 2379:Ryanoids 2193:Tribufos 2183:Terbufos 2168:Schradan 2058:Fenthion 2043:Ethoprop 1998:Diazinon 1948:Acephate 1885:Dieldrin 1820:Beta-HCH 1666:Cryolite 1623:Propoxur 1603:Methomyl 1568:Carbaryl 1548:Aldicarb 1472:37850503 1424:22265773 1380:43310772 1372:14994277 1328:11125622 1239:10204668 961:EXTOXNET 851:In vitro 778:Toxicity 769:atropine 715:in vitro 709:(U3) or 647:atropine 471:QP53BB03 461:QP53AF06 104:732-11-6 20:Phosmet 4360:Others: 4312:Others: 4248:SNAP-25 4221:Release 4111:Tacrine 4019:3152 CT 3984:Taspine 3756:Temefos 3656:R-16661 3626:Phosmet 3611:Phorate 3561:Mipafox 3526:Mazidox 3456:Fonofos 3401:EA-4352 3396:EA-3148 3391:EA-2613 3386:EA-2192 3381:EA-2098 3376:EA-2054 3371:EA-2012 3346:Dimefox 3301:Demeton 3195:Tacrine 3190:TL-1238 3110:EA-4056 3105:EA-3990 3014:Propham 2979:Miotine 2536:Sesamex 2428:Amitraz 2173:Temefos 2163:R-16661 2143:Phosmet 2133:Phorate 2093:Mipafox 2018:Dimefox 1910:Lindane 1880:Dicofol 1855:1,2-DCE 1850:1,1-DCE 1845:1,4-DCB 1840:1,2-DCB 1490:Phosmet 896:May be 711:sulfone 561:History 528:Phosmet 509:what is 507: ( 473: ( 469:) 463: ( 419:Density 219:PubChem 3721:Ronnel 3636:Phoxim 3426:Ethion 3221:Armine 3185:TL-599 3180:T-1194 3175:T-1152 3170:T-1123 2984:Oxamyl 2758:Enzyme 2448:Cartap 2148:Phoxim 2038:Ethion 1905:Kepone 1895:Endrin 1815:Aldrin 1613:Oxamyl 1470:  1462:  1422:  1414:  1378:  1370:  1362:  1326:  1318:  1237:  1229:  1140:  1130:  1102:TOXNET 1077:  1067:  1010:  963:. 1996 881:Safety 813:LOAEL 810:NOAEL 634:, and 586:and a 553:, and 547:aphids 504:verify 501:  403:317.31 335:SMILES 207:C18756 79:Imidan 73:Fosmet 43:Names 4192:VAChT 4014:TMTFA 3576:Naled 3481:GT-45 3471:GD-42 2821:AF64A 2103:Naled 1920:Mirex 1376:S2CID 1166:(PDF) 1034:. CDC 898:fatal 571:pests 551:mites 530:is a 300:InChI 232:12901 168:12367 139:ChEBI 117:JSmol 4344:LPHN 4279:VAMP 4061:BChE 3571:MSPI 2857:AChE 2831:BETA 2826:B115 2776:ChAT 2745:and 2605:TCPy 2590:Oxon 1875:DFDT 1468:PMID 1460:ISSN 1420:PMID 1412:ISSN 1368:PMID 1360:ISSN 1324:PMID 1316:ISSN 1235:PMID 1227:ISSN 1138:OCLC 1128:ISBN 1075:OCLC 1065:ISBN 1008:ISBN 649:and 622:and 243:UNII 198:KEGG 4151:CHT 3421:EPN 1870:DDT 1865:DDE 1860:DDD 1452:doi 1404:doi 1352:doi 1306:doi 1217:doi 1000:doi 476:WHO 466:WHO 269:EPA 222:CID 4421:: 4366:, 4321:, 4302:, 4298:, 4294:, 4267:, 4263:, 4028:: 3854:, 3850:, 3846:, 3831:VX 3826:VR 3821:VS 3816:VP 3811:VM 3806:VG 3801:VE 3486:GV 3476:GH 2534:, 2331:; 2329:II 2327:, 1530:: 1466:. 1458:. 1448:25 1446:. 1442:. 1418:. 1410:. 1400:26 1398:. 1374:. 1366:. 1358:. 1348:18 1346:. 1322:. 1314:. 1302:42 1300:. 1296:. 1271:^ 1255:. 1233:. 1225:. 1213:25 1211:. 1207:. 1182:. 1150:^ 1136:. 1100:. 1087:^ 1073:. 1047:^ 1030:. 1006:. 959:. 944:^ 893:. 771:. 630:, 557:. 479:) 373:12 367:11 56:- 4370:) 4325:) 4317:( 4306:) 4304:G 4300:F 4296:D 4292:B 4290:( 4271:) 4269:E 4265:C 4261:A 4259:( 4229:) 4225:( 4141:) 4137:( 3870:) 3864:( 3858:) 3856:4 3852:3 3848:2 3844:1 3842:( 2872:: 2766:) 2762:( 2732:e 2725:t 2718:v 2538:) 2530:( 2509:) 2505:( 2335:) 2325:I 2323:( 1520:e 1513:t 1506:v 1474:. 1454:: 1426:. 1406:: 1382:. 1354:: 1330:. 1308:: 1265:. 1241:. 1219:: 1192:. 1168:. 1144:. 1111:. 1081:. 1041:. 1016:. 1002:: 970:. 938:. 703:S 699:N 695:N 600:N 499:Y 391:2 388:S 385:P 382:4 379:O 376:N 370:H 364:C 271:) 267:( 119:) 62:O 60:, 58:O 54:S

Index

Skeletal formula
Ball-and-stick model
Preferred IUPAC name
CAS Number
732-11-6
JSmol
Interactive image
ChEBI
CHEBI:38786
ChemSpider
12367
ECHA InfoCard
100.010.899
Edit this at Wikidata
KEGG
C18756
PubChem
12901
UNII
VN04LI540Y
CompTox Dashboard
DTXSID5024261
Edit this at Wikidata
InChI
SMILES
Chemical formula
Molar mass
Density
Melting point
Boiling point

Text is available under the Creative Commons Attribution-ShareAlike License. Additional terms may apply.