979:. However, across the spectrum of dosage of amoxicillin-clavulanate combination, the dose of clavulanate is constant at 125 mg, whereas the dose of amoxicillin varies at 250 mg, 500 mg and 875 mg. Thus the use of low dose amoxicillin-clavulanate in combination with meropenem may be used in part of treatment regime for drug resistant TB and this has been demonstrated in a clinical setting also. Its efficacy is attributed not to the amoxicillin component, but to the protective action of clavulanic acid over meropenem against
447:
42:
4339:
1036:) has been associated with amoxicillin/clavulanic acid. The reaction may occur up to several weeks after treatment has stopped, and usually takes weeks to resolve. It is more frequent in men, older people, and those who have taken long courses of treatment; the estimated overall incidence is one in 100,000 exposures. In the United Kingdom, co-amoxiclav carries a warning from the
4367:
2285:
2137:
573:
Key:1S/C16H19N3O5S.C8H9NO5.K/c1-16(2)11(15(23)24)19-13(22)10(14(19)25-16)18-12(21)9(17)7-3-5-8(20)6-4-7;10-2-1-4-7(8(12)13)9-5(11)3-6(9)14-4;/h3-6,9-11,14,20H,17H2,1-2H3,(H,18,21)(H,23,24);1,6-7,10H,2-3H2,(H,12,13);/q;;+1/p-1/b;4-1-;/t9-,10-,11+,14-;6-,7-;/m11./s1
706:. The World Health Organization classifies amoxicillin/clavulanic-acid as critically important for human medicine. It is available as a generic medication. In 2022, it was the 96th most commonly prescribed medication in the United States, with more than 6
526:
1792:
Knottnerus BJ, Grigoryan L, Geerlings SE, Moll van
Charante EP, Verheij TJ, Kessels AG, et al. (December 2012). "Comparative effectiveness of antibiotics for uncomplicated urinary tract infections: network meta-analysis of randomized trials".
1176:
Dogs: Skin and soft tissue infections such as wounds, abscesses, cellulitis, superficial/juvenile and deep pyoderma due to susceptible strains of the following organisms: β-lactamase-producing
Staphylococcus aureus, non-β-lactamase-producing
944:. However, selection of an empirical antibiotic should be based on local or regional susceptibility data. Additionally, selection of the most appropriate and narrowest effective antibiotic is recommended to help limit increased
1349:
935:
of antibiotics for uncomplicated UTIs found that it was less effective than all other assessed agents, including trimethoprim/sulfamethoxazole, nitrofurantoin, fosfomycin, fluoroquinolones (ciprofloxacin, norfloxacin, and
1886:
262:
2329:
2152:
2270:
2193:
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1341:
3343:
207:
1998:
Ochoa-Aguilar A, Ventura-Martinez R, Sotomayor-Sobrino MA, GĂłmez C, Morales-Espinoza MR (2016). "Review of
Antibiotic and Non-Antibiotic Properties of Beta-lactam Molecules".
1864:
584:
1379:
1198:
Cats: Skin and soft tissue infections such as wounds, abscesses, and cellulitis/dermatitis due to susceptible strains of the following organisms: β-lactamase-producing
4276:
2322:
1143:
Many branded products indicate their strengths as the quantity of amoxicillin. Augmentin 250, for example, contains 250 mg of amoxicillin and 125 mg of
101:
1754:
Bader MS, Loeb M, Leto D, Brooks AA (April 2020). "Treatment of urinary tract infections in the era of antimicrobial resistance and new antimicrobial agents".
540:
1420:
2315:
3744:
4269:
866:
2164:
2262:
3568:
1679:
703:
2186:
2033:
Milenkovic U, Campbell J, Roussel E, Albersen M (December 2018). "An update on emerging drugs for the treatment of erectile dysfunction".
4402:
3886:
3659:
1959:
Balcazar-Ochoa LG, Ventura-MartĂnez R, Ăngeles-LĂłpez GE, GĂłmez-Acevedo C, Carrasco OF, Sampieri-Cabrera R, et al. (January 2024).
1702:
Grigoryan L, Trautner BW, Gupta K (2014). "Diagnosis and management of urinary tract infections in the outpatient setting: a review".
2301:
Federation of
Veterinarians in Europe Position Paper: "Antibiotic Resistance & Prudent Use of Antibiotics in Veterinary Medicine"
4283:
1847:
1569:
1325:
1280:
1133:
560:
152:
4392:
4290:
2212:"Pharmacokinetics of amoxycillin and clavulanic acid in haemodialysis patients following intravenous administration of Augmentin"
2133:
1444:"Common harms from amoxicillin: a systematic review and meta-analysis of randomized placebo-controlled trials for any indication"
1114:
1037:
1017:
4307:
4216:
2490:
2430:
2419:
920:
women, early and late clinical cure rates were 79% and 58%, respectively. Amoxicillin/clavulanic acid reaches a relatively low
247:
133:
3487:
4262:
3373:
1593:
1371:
1012:
3624:
971:
that is resistant to other treatments. The World Health
Organization recommends giving amoxicillin-clavulanate along with
881:
1048:
2539:
801:
718:
Amoxicillin/clavulanic acid is widely used to treat or prevent many infections caused by susceptible bacteria, such as:
1164:
of amoxicillin/clavulanic acid are available for use in children. They must be refrigerated to maintain effectiveness.
3585:
3398:
2445:
2379:
976:
913:
727:
426:
4357:
1648:
1052:
2307:
4417:
3981:
3323:
2450:
1672:
Kucers' the Use of
Antibiotics: a Clinical Review of Antibacterial, Antifungal, Antiparasitic and Antiviral Drugs
1547:
1519:
1491:
1303:
949:
645:
4397:
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4318:
4211:
3985:
3868:
3754:
3654:
2346:
1022:
657:
71:
3764:
3252:
1075:
637:
1416:
111:
3749:
3573:
3388:
3348:
2455:
2363:
880:
of antibiotics for UTIs, respective early clinical cure and early bacterial cure rates were 91% and 91% for
796:
722:
692:
189:
1865:"First Successful Use of Low Dose Amoxicillin-Clavulanic Acid in Management of Drug Resistant Tuberculosis"
4035:
3824:
3794:
3412:
3363:
3353:
1161:
1090:
845:
840:
629:
415:
4407:
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3739:
3393:
3378:
3358:
1235:
1137:
1102:
945:
932:
813:
633:
2129:
4412:
3664:
3477:
3383:
3328:
1155:
1098:
857:
825:
621:
1442:
Gillies M, Ranakusuma A, Hoffmann T, Thorning S, McGuire T, Glasziou P, et al. (January 2015).
702:
Amoxicillin/clavulanic acid was approved for medical use in the United States in 1984. It is on the
442:
3709:
3368:
3338:
3187:
3149:
1239:
851:
770:
665:
314:
200:
196:
41:
1670:
Gordon D (2010). "AmoxicillinâClavulanic Acid (Co-Amoxiclav)". In
Grayson ML, et al. (eds.).
2132:, Crowley PJ, "Pharmaceutical compositsions", published 1982-05-26, assigned to
696:
684:
163:
1193:; and periodontal infections due to susceptible strains of both aerobic and anaerobic bacteria.
4068:
3617:
2903:
2609:
2384:
2241:
2085:
2050:
2015:
1980:
1941:
1843:
1810:
1771:
1719:
1675:
1615:
1565:
1473:
1342:"Prescription medicines: registration of new generic medicines and biosimilar medicines, 2017"
1321:
1276:
877:
831:
752:
299:
286:
274:
83:
375:
4342:
4167:
4055:
3491:
2642:
2440:
2231:
2223:
2077:
2042:
2007:
1972:
1931:
1921:
1876:
1833:
1802:
1763:
1711:
1555:
1527:
1499:
1463:
1455:
1311:
1121:), filed for patent protection for the drug combination in 1977, which was granted in 1982.
819:
758:
738:
463:
33:
330:
323:
4371:
4195:
4157:
4152:
3819:
3674:
3279:
2723:
2550:
1372:"Regulatory Decision Summary - Amoxicillin Sodium And Potassium Clavulanate For Injection"
1144:
1118:
1094:
1079:
1071:
1044:
924:
concentration, which might be involved in its lower effectiveness than other antibiotics.
893:
230:
66:
446:
4231:
4177:
4142:
3976:
3579:
2509:
2236:
2227:
2211:
1936:
1909:
1468:
1443:
1033:
980:
885:
870:
862:
836:
732:
17:
2011:
1881:
4381:
4226:
4147:
3814:
3809:
3714:
3473:
3332:
3141:
3108:
2973:
2947:
2880:
2792:
2775:
2687:
2681:
2627:
2623:
2593:
2588:
2583:
2578:
2568:
2504:
2475:
2465:
2289:
1961:"Clavulanic Acid and its Potential Therapeutic Effects on the Central Nervous System"
1960:
1172:
Amoxicillin/clavulanic acid is used in numerous animals for a variety of conditions:
941:
897:
125:
2068:
Connolly KR, Thase ME (March 2012). "Emerging drugs for major depressive disorder".
1011:. These do not usually require medical attention. As with all antimicrobial agents,
355:
4236:
4221:
4172:
3941:
3610:
3242:
3159:
3002:
2860:
2845:
2651:
2480:
2354:
2350:
2103:
984:
968:
937:
779:
676:
661:
641:
548:
CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=C(C=C3)O)N)C(=O)O)C.C1C2N(C1=O)C(C(=CCO)O2)C(=O).
225:
220:
215:
2046:
1767:
1585:
2081:
1976:
959:
can further enhance its activity against certain resistant UTI-causing bacteria.
4185:
4162:
3834:
3554:
3532:
3501:
3495:
3421:
3301:
3291:
3177:
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3033:
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3018:
2997:
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2835:
2783:
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2500:
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2338:
1250:
1063:
1029:
1004:
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3537:
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653:
617:
502:
366:
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1524:
World Health
Organization model list of essential medicines: 22nd list (2021)
4324:
4108:
4088:
4045:
4040:
4020:
4015:
3956:
3926:
3906:
3859:
3844:
3829:
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3435:
3286:
3264:
3237:
3232:
3227:
3205:
3195:
3126:
3097:
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3058:
3013:
2937:
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2893:
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2840:
2830:
2815:
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2800:
2760:
2755:
2748:
2737:
2727:
2718:
2599:
2520:
2515:
2342:
1806:
1715:
1616:"Amoxicillin; Clavulanate Drug Usage Statistics, United States, 2013 - 2022"
972:
956:
649:
105:
2089:
2054:
2019:
1984:
1945:
1926:
1814:
1775:
1723:
1496:
World Health
Organization model list of essential medicines: 21st list 2019
1477:
1242:. Amoxicillin/clavulanic acid is reported to be effective against clinical
1150:
An intravenous preparation has been available in the UK since 1985, but no
927:
Amoxicillin/clavulanic acid is less effective in the treatment of UTI than
2245:
4093:
4083:
4078:
4073:
4030:
3966:
3961:
3936:
3916:
3901:
3896:
3799:
3525:
3116:
3092:
3078:
3053:
3008:
2981:
2942:
2888:
2743:
2732:
1083:
996:
680:
147:
3429:
Insert into bacterial cell wall causing perforation and depolarization:
1838:
1560:
1532:
1504:
1459:
987:. Therefore, the minimum dosage of amoxicillin (250 mg) is recommended.
4063:
4025:
4007:
3971:
3931:
3911:
3891:
3759:
3734:
3729:
3724:
3633:
1316:
1222:
spp; urinary tract infections (cystitis) due to susceptible strains of
1025:âmay occur during or after treatment with amoxicillin/clavulanic acid.
928:
792:
341:
2210:
Davies BE, Boon R, Horton R, Reubi FC, Descoeudres CE (October 1988).
4103:
3951:
3946:
3921:
3689:
3669:
3275:
2771:
1830:
WHO treatment guidelines for drug-resistant tuberculosis, 2016 update
1000:
406:
1787:
1785:
395:
3260:
2709:
2409:
921:
525:
516:
2288:
This article incorporates text from this source, which is in the
1089:
In addition to its β-lactamase inhibition, clavulanic acid shows
4113:
1008:
386:
280:
3606:
2311:
869:(CRE). It is not recommended in the empiric treatment of acute
293:
142:
1154:
preparation is available in the US; the nearest equivalent is
1697:
1695:
1693:
1691:
1554:(6th revision ed.). Geneva: World Health Organization.
431:
256:
174:
1273:
1910:"Toxic epidermal necrolysis and Stevens-Johnson syndrome"
1508:. WHO/MVP/EMP/IAU/2019.06. License: CC BY-NC-SA 3.0 IGO.
269:
704:
World Health Organization's List of Essential Medicines
591:
3602:
1552:
Critically important antimicrobials for human medicine
1032:(also referred to as cholestatic hepatitis, a form of
695:. It is not recommended in people with a history of a
4355:
3344:
Benzathine benzylpenicillin/procaine benzylpenicillin
1419:. The American Society of Health-System Pharmacists.
1749:
1747:
1745:
1743:
1741:
1739:
1737:
1735:
1733:
4300:
4254:
4204:
4133:
4126:
4000:
3879:
3787:
3780:
3773:
3700:
3684:
3647:
3640:
3515:
3465:
3444:
3420:
3411:
3311:
3251:
3218:
3186:
3168:
3140:
3107:
2972:
2879:
2791:
2770:
2704:
2670:
2641:
2608:
2549:
2538:
2489:
2429:
2418:
2404:
2362:
1674:. London: Hodder Arnold/ASM Press. pp. 193â4.
835:. It is a definitive treatment against susceptible
514:
501:
462:
457:
425:
405:
385:
365:
340:
313:
308:
246:
241:
206:
188:
162:
132:
118:
100:
92:
82:
77:
65:
53:
48:
699:. It is relatively safe for use during pregnancy.
620:medication used for the treatment of a number of
2257:
2255:
354:
4277:GlaxoSmithKline Services Unlimited v Commission
1306:(2009). Stuart MC, Kouimtzi M, Hill SR (eds.).
865:- and ESBL-producing Gram-negative bacteria or
329:
322:
769:Infected human bites (including uncomplicated
4423:World Health Organization essential medicines
3618:
2323:
1275:. Jones & Bartlett Learning. p. 97.
916:of amoxicillin/clavulanic acid for UTI in 370
8:
1124:It was sold under the brand name Augmentin.
799:(UTIs). It is active against UTIs caused by
151:
32:
1869:Journal of Clinical and Diagnostic Research
1248:infections, but is not efficacious against
955:Combining amoxicillin/clavulanic acid with
229:
4130:
3784:
3777:
3644:
3625:
3611:
3603:
3417:
2788:
2546:
2426:
2415:
2401:
2330:
2316:
2308:
1411:
1409:
1407:
1405:
1403:
1401:
1399:
1397:
1310:. World Health Organization. p. 102.
1055:, although these reactions are very rare.
771:"clenched-fist" or "reverse-bite" injuries
445:
374:
40:
3451:Inhibits PG elongation and crosslinking:
2235:
1935:
1925:
1880:
1837:
1665:
1663:
1661:
1659:
1559:
1531:
1503:
1467:
1315:
1298:
1296:
1294:
1292:
2216:British Journal of Clinical Pharmacology
2153:"Still going strong at 30: co-amoxiclav"
4362:
4270:Christopher v. SmithKline Beecham Corp.
2000:Antiinflamm Antiallergy Agents Med Chem
1417:"Amoxicillin and Clavulanate Potassium"
1263:
1047:, amoxicillin has been associated with
867:carbapenem-resistant enterobacteriaceae
565:
545:
441:
124:
2199:from the original on 20 December 2013.
2187:"Augmentin -- Prescribing Information"
1642:
1640:
1638:
1636:
1346:Therapeutic Goods Administration (TGA)
1097:in the potential treatment of various
31:
3745:Recherche et Industrie ThĂŠrapeutiques
1526:. Geneva: World Health Organization.
1498:. Geneva: World Health Organization.
1423:from the original on 29 November 2016
975:as one of the therapeutic options in
414:
110:
7:
843:. The drug is not effective against
624:. It is a combination consisting of
219:
88:Augmentin, Clavulin, Amoclan, others
3660:GlaxoSmithKline Pharmaceuticals Ltd
1908:Harr T, French LE (December 2010).
1596:from the original on 30 August 2024
1132:Amoxicillin/clavulanic acid is the
394:
345:
2228:10.1111/j.1365-2125.1988.tb03395.x
1828:World Health Organization (2016).
795:in the treatment of uncomplicated
25:
4284:United States v. Glaxo Group Ltd.
3476:subunit synthesis and transport:
2273:from the original on 5 April 2024
2267:U.S. Food and Drug Administration
2012:10.2174/1871523015666160517114027
1914:Orphanet Journal of Rare Diseases
1134:International Nonproprietary Name
908:(amoxicillin/clavulanic acid and
791:Amoxicillin/clavulanic acid is a
568:InChI=DWHGNUUWCJZQHO-ZVDZYBSKSA-M
480:
27:Combination antibiotic medication
4365:
4338:
4337:
4291:United States v. GlaxoSmithKline
2283:
1382:from the original on 5 June 2022
1352:from the original on 6 July 2023
1038:Committee on Safety of Medicines
687:. It also increases the risk of
483:
474:
4308:Drug Industry Documents Archive
1889:from the original on 7 May 2021
1021:infectionâsometimes leading to
4263:Canada v. GlaxoSmithKline Inc.
3374:Imipenem/cilastatin/relebactam
2263:"Recent Animal Drug Approvals"
1136:(INN) and co-amoxiclav is the
1113:British scientists working at
1013:antibiotic-associated diarrhea
995:Possible side effects include
640:. It is specifically used for
495:
489:
468:
1:
2047:10.1080/14728214.2018.1552938
1882:10.7860/JCDR/2018/37279.12145
1863:Mishra G, Caminero J (2018).
1832:. World Health Organization.
1768:10.1080/00325481.2019.1680052
882:trimethoprim/sulfamethoxazole
837:extended-spectrum β-lactamase
2082:10.1517/14728214.2012.660146
1977:10.1016/j.arcmed.2023.102916
1652:(57th ed.). March 2009.
1202:, non-β-lactamase-producing
802:Staphylococcus saprophyticus
753:bacterial flora of the mouth
728:Respiratory tract infections
612:, sold under the brand name
3399:Ticarcillin/clavulanic acid
3319:Amoxicillin/clavulanic acid
2456:Phenoxymethylpenicillin (V)
2446:Benzathine benzylpenicillin
977:drug resistant tuberculosis
931:used to treat UTIs. A 2012
914:randomized controlled trial
912:). In a large high-quality
873:or hospital-acquired UTIs.
602:Amoxicillin/clavulanic acid
34:Amoxicillin/clavulanic acid
4439:
4403:Drugs developed by GSK plc
2157:The Pharmaceutical Journal
1649:British National Formulary
1536:. WHO/MHP/HPS/EML/2021.02.
1082:of amoxicillin by certain
1053:toxic epidermal necrolysis
950:broad-spectrum antibiotics
735:and soft tissue infections
458:Chemical and physical data
4333:
3765:Smith, Kline & French
3563:
3324:Ampicillin/flucloxacillin
2451:Procaine benzylpenicillin
1548:World Health Organization
1520:World Health Organization
1492:World Health Organization
1304:World Health Organization
751:Infections caused by the
646:streptococcal pharyngitis
581:
556:
536:
39:
3755:S. E. Massengill Company
3655:GlaxoSmithKline Pakistan
2151:Bryan J (23 June 2011).
1308:WHO Model Formulary 2008
1238:is a growing problem in
1093:actions and effects and
1049:StevensâJohnson syndrome
1023:pseudomembranous colitis
876:As determined by a 2014
797:urinary tract infections
787:Urinary tract infections
723:Urinary tract infections
658:urinary tract infections
72:Beta-lactamase inhibitor
4393:Combination antibiotics
3750:Reliant Pharmaceuticals
3389:Piperacillin/tazobactam
3349:Cefepime/enmetazobactam
2070:Expert Opin Emerg Drugs
2035:Expert Opin Emerg Drugs
1716:10.1001/jama.2014.12842
904:), and 86% and 81% for
710:million prescriptions.
693:blood clotting problems
153:Amoxicillin clavulanate
96:Co-amoxiclav; Amox-clav
18:Amoxicillin-clavulanate
3480:synthesis inhibition (
3364:Ceftolozane/tazobactam
3354:Cefoperazone/sulbactam
3253:β-lactamase inhibitors
1927:10.1186/1750-1172-5-39
1103:neurological disorders
1091:central nervous system
846:Pseudomonas aeruginosa
841:Gram-negative bacteria
616:, among others, is an
4313:GlaxoSmithKline Prize
3740:Human Genome Sciences
3394:Sulbactam/durlobactam
3379:Meropenem/vaborbactam
3359:Ceftazidime/avibactam
2491:β-lactamase resistant
2431:β-lactamase sensitive
2163:: 762. Archived from
1807:10.1093/fampra/cms029
1586:"The Top 300 of 2022"
1236:antibiotic resistance
1204:Staphylococcus aureus
1200:Staphylococcus aureus
1179:Staphylococcus aureus
1138:British Approved Name
1076:β-lactamase inhibitor
1018:Clostridium difficile
946:antibiotic resistance
933:network meta-analysis
814:Enterococcus faecalis
670:injection into a vein
638:β-lactamase inhibitor
634:potassium clavulanate
60:Penicillin antibiotic
3710:Allen & Hanburys
3665:Stiefel Laboratories
3384:Panipenem/betamipron
3329:Ampicillin/sulbactam
2441:Benzylpenicillin (G)
2375:cell wall by binding
1230:Bacterial resistance
1156:ampicillin/sulbactam
1074:is a non-antibiotic
1030:cholestatic jaundice
967:It is also used for
929:first-line therapies
858:Providencia stuartii
826:Klebsiella pneumonia
778:Treatment-resistant
622:bacterial infections
3369:Imipenem/cilastatin
3339:Aztreonam/avibactam
3150:Ceftaroline fosamil
1460:10.1503/cmaj.140848
1378:. 23 October 2014.
1271:Hamilton R (2015).
1240:veterinary medicine
852:Morganella morganii
793:second-line therapy
630:β-lactam antibiotic
289:(Prescription only)
265:(Prescription only)
36:
4217:Silas M. Burroughs
3760:SmithKline Beecham
3725:Burroughs Wellcome
3590:Never to phase III
3522:Hydrolyze NAM-NAG
2610:Carboxypenicillins
2373:layer of bacterial
2369:(inhibit synthesis
2134:Beecham Group Ltd.
2110:. 29 December 2021
892:, 90% and 91% for
888:, 91% and 83% for
884:, 92% and 87% for
697:penicillin allergy
685:allergic reactions
4353:
4352:
4250:
4249:
4122:
4121:
3996:
3995:
3696:
3695:
3600:
3599:
3461:
3460:
3407:
3406:
3214:
3213:
2996:Antipseudomonal (
2904:Cefuroxime axetil
2700:
2699:
2696:
2695:
2643:Ureidopenicillins
2534:
2533:
2398:
2391:
2387:
2377:to and inhibiting
2269:. 15 March 2024.
2192:. December 2006.
2167:on 22 August 2017
2104:"Clavulanic acid"
1875:(10): OD08âOD10.
1710:(16): 1677â1684.
1681:978-0-340-92767-0
878:literature review
839:(ESBL)-producing
832:Proteus mirabilis
759:Dental infections
691:, headaches, and
599:
598:
527:Interactive image
427:CompTox Dashboard
297:
284:
272:
260:
178:
145:
16:(Redirected from
4430:
4418:Veterinary drugs
4370:
4369:
4368:
4361:
4341:
4340:
4168:Patrick Vallance
4131:
3860:Wellbutrin/Zyban
3785:
3778:
3645:
3627:
3620:
3613:
3604:
3418:
2789:
2645:(4th generation)
2612:(4th generation)
2553:(3rd generation)
2551:Aminopenicillins
2547:
2494:(2nd generation)
2434:(1st generation)
2427:
2416:
2402:
2397:
2389:
2385:
2371:of peptidoglycan
2367:
2332:
2325:
2318:
2309:
2302:
2299:
2293:
2287:
2286:
2282:
2280:
2278:
2259:
2250:
2249:
2239:
2207:
2201:
2200:
2198:
2191:
2183:
2177:
2176:
2174:
2172:
2148:
2142:
2141:
2140:
2136:
2126:
2120:
2119:
2117:
2115:
2100:
2094:
2093:
2065:
2059:
2058:
2030:
2024:
2023:
1995:
1989:
1988:
1956:
1950:
1949:
1939:
1929:
1905:
1899:
1898:
1896:
1894:
1884:
1860:
1854:
1853:
1841:
1825:
1819:
1818:
1789:
1780:
1779:
1751:
1728:
1727:
1699:
1686:
1685:
1667:
1654:
1653:
1644:
1631:
1630:
1628:
1626:
1612:
1606:
1605:
1603:
1601:
1582:
1576:
1575:
1563:
1544:
1538:
1537:
1535:
1516:
1510:
1509:
1507:
1488:
1482:
1481:
1471:
1439:
1433:
1432:
1430:
1428:
1413:
1392:
1391:
1389:
1387:
1368:
1362:
1361:
1359:
1357:
1348:. 21 June 2022.
1338:
1332:
1331:
1319:
1300:
1287:
1286:
1268:
1095:has been studied
1045:aminopenicillins
1040:to this effect.
983:produced by the
919:
894:fluoroquinolones
863:AmpC β-lactamase
820:Escherichia coli
739:Sinus infections
709:
689:yeast infections
683:, vomiting, and
604:, also known as
595:
594:
587:
529:
509:
497:
491:
485:
482:
476:
470:
450:
449:
435:
433:
418:
398:
378:
358:
348:
347:
333:
326:
295:
292:
282:
279:
271:
268:
258:
255:
233:
223:
176:
173:
155:
144:
141:
128:
114:
44:
37:
35:
21:
4438:
4437:
4433:
4432:
4431:
4429:
4428:
4427:
4398:Dog medications
4388:Cat medications
4378:
4377:
4376:
4366:
4364:
4356:
4354:
4349:
4329:
4296:
4246:
4200:
4196:Laurie Glimcher
4163:Manvinder Banga
4158:Roy M. Anderson
4153:Simon Dingemans
4135:
4118:
3992:
3875:
3769:
3702:
3692:
3680:
3675:ViiV Healthcare
3636:
3631:
3601:
3596:
3595:
3580:Clinical trials
3559:
3511:
3457:
3440:
3403:
3307:
3280:Clavulanic acid
3247:
3210:
3182:
3164:
3136:
3103:
2968:
2875:
2782:
2778:
2774:
2766:
2724:Antipseudomonal
2692:
2666:
2637:
2604:
2541:
2530:
2493:
2485:
2433:
2421:
2394:transpeptidases
2393:
2383:
2378:
2376:
2374:
2372:
2370:
2368:
2366:
2358:
2336:
2306:
2305:
2300:
2296:
2284:
2276:
2274:
2261:
2260:
2253:
2209:
2208:
2204:
2196:
2189:
2185:
2184:
2180:
2170:
2168:
2150:
2149:
2145:
2138:
2128:
2127:
2123:
2113:
2111:
2102:
2101:
2097:
2067:
2066:
2062:
2032:
2031:
2027:
1997:
1996:
1992:
1958:
1957:
1953:
1907:
1906:
1902:
1892:
1890:
1862:
1861:
1857:
1850:
1827:
1826:
1822:
1791:
1790:
1783:
1753:
1752:
1731:
1701:
1700:
1689:
1682:
1669:
1668:
1657:
1646:
1645:
1634:
1624:
1622:
1614:
1613:
1609:
1599:
1597:
1584:
1583:
1579:
1572:
1546:
1545:
1541:
1518:
1517:
1513:
1490:
1489:
1485:
1441:
1440:
1436:
1426:
1424:
1415:
1414:
1395:
1385:
1383:
1370:
1369:
1365:
1355:
1353:
1340:
1339:
1335:
1328:
1302:
1301:
1290:
1283:
1270:
1269:
1265:
1260:
1232:
1170:
1145:clavulanic acid
1130:
1119:GlaxoSmithKline
1111:
1078:which prevents
1072:clavulanic acid
1061:
993:
991:Adverse effects
965:
917:
789:
716:
707:
590:
588:
585:(what is this?)
582:
577:
574:
569:
564:
563:
552:
549:
544:
543:
532:
507:
494:
488:
479:
473:
453:
429:
421:
401:
381:
361:
344:
336:
304:
237:
191:
184:
165:
158:
67:Clavulanic acid
28:
23:
22:
15:
12:
11:
5:
4436:
4434:
4426:
4425:
4420:
4415:
4410:
4405:
4400:
4395:
4390:
4380:
4379:
4375:
4374:
4351:
4350:
4348:
4347:
4334:
4331:
4330:
4328:
4327:
4322:
4315:
4310:
4304:
4302:
4298:
4297:
4295:
4294:
4287:
4280:
4273:
4266:
4258:
4256:
4252:
4251:
4248:
4247:
4245:
4244:
4239:
4234:
4232:Henry Wellcome
4229:
4224:
4219:
4214:
4212:Thomas Beecham
4208:
4206:
4202:
4201:
4199:
4198:
4193:
4188:
4183:
4180:
4178:Lynn Elsenhans
4175:
4170:
4165:
4160:
4155:
4150:
4145:
4143:Philip Hampton
4139:
4137:
4128:
4124:
4123:
4120:
4119:
4117:
4116:
4111:
4106:
4101:
4096:
4091:
4086:
4081:
4076:
4071:
4069:Goody's Powder
4066:
4061:
4058:
4053:
4048:
4043:
4038:
4033:
4028:
4023:
4018:
4013:
4010:
4004:
4002:
3998:
3997:
3994:
3993:
3991:
3990:
3979:
3974:
3969:
3964:
3959:
3954:
3949:
3944:
3939:
3934:
3929:
3924:
3919:
3914:
3909:
3904:
3899:
3894:
3889:
3883:
3881:
3877:
3876:
3874:
3873:
3862:
3857:
3852:
3847:
3842:
3837:
3832:
3827:
3822:
3817:
3812:
3807:
3802:
3797:
3791:
3789:
3782:
3775:
3771:
3770:
3768:
3767:
3762:
3757:
3752:
3747:
3742:
3737:
3735:Glaxo Wellcome
3732:
3727:
3722:
3717:
3712:
3706:
3704:
3698:
3697:
3694:
3693:
3688:
3686:
3682:
3681:
3679:
3678:
3672:
3667:
3662:
3657:
3651:
3649:
3642:
3638:
3637:
3632:
3630:
3629:
3622:
3615:
3607:
3598:
3597:
3594:
3593:
3592:
3591:
3588:
3577:
3571:
3565:
3564:
3561:
3560:
3558:
3557:
3552:
3547:
3546:
3545:
3540:
3530:
3529:
3528:
3519:
3517:
3513:
3512:
3510:
3509:
3499:
3485:
3469:
3467:
3463:
3462:
3459:
3458:
3456:
3455:
3448:
3446:
3442:
3441:
3439:
3438:
3433:
3426:
3424:
3415:
3409:
3408:
3405:
3404:
3402:
3401:
3396:
3391:
3386:
3381:
3376:
3371:
3366:
3361:
3356:
3351:
3346:
3341:
3336:
3326:
3321:
3315:
3313:
3309:
3308:
3306:
3305:
3299:
3294:
3289:
3285:non-β-lactam (
3283:
3273:
3267:
3257:
3255:
3249:
3248:
3246:
3245:
3240:
3235:
3230:
3224:
3222:
3216:
3215:
3212:
3211:
3209:
3208:
3203:
3198:
3192:
3190:
3184:
3183:
3181:
3180:
3174:
3172:
3166:
3165:
3163:
3162:
3157:
3152:
3146:
3144:
3142:5th generation
3138:
3137:
3135:
3134:
3129:
3124:
3119:
3113:
3111:
3109:4th generation
3105:
3104:
3102:
3101:
3095:
3086:
3081:
3076:
3071:
3066:
3061:
3056:
3051:
3046:
3041:
3036:
3031:
3026:
3021:
3016:
3011:
3006:
3000:
2994:
2989:
2984:
2978:
2976:
2974:3rd generation
2970:
2969:
2967:
2966:
2956:
2950:
2945:
2940:
2935:
2926:
2921:
2916:
2911:
2906:
2901:
2896:
2891:
2885:
2883:
2881:2nd generation
2877:
2876:
2874:
2873:
2868:
2863:
2858:
2853:
2848:
2843:
2838:
2833:
2828:
2823:
2818:
2813:
2808:
2803:
2797:
2795:
2793:1st generation
2786:
2776:Cephalosporins
2768:
2767:
2765:
2764:
2758:
2752:
2746:
2741:
2735:
2730:
2721:
2714:
2712:
2702:
2701:
2698:
2697:
2694:
2693:
2691:
2690:
2685:
2674:
2672:
2668:
2667:
2665:
2664:
2659:
2654:
2648:
2646:
2639:
2638:
2636:
2635:
2630:
2621:
2615:
2613:
2606:
2605:
2603:
2602:
2597:
2591:
2586:
2581:
2576:
2571:
2562:
2556:
2554:
2544:
2536:
2535:
2532:
2531:
2529:
2528:
2523:
2518:
2513:
2510:Flucloxacillin
2507:
2497:
2495:
2487:
2486:
2484:
2483:
2478:
2473:
2468:
2463:
2458:
2453:
2448:
2443:
2437:
2435:
2424:
2413:
2399:
2360:
2359:
2341:active on the
2339:Antibacterials
2337:
2335:
2334:
2327:
2320:
2312:
2304:
2303:
2294:
2251:
2222:(4): 385â390.
2202:
2178:
2143:
2121:
2095:
2076:(1): 105â126.
2060:
2041:(4): 319â330.
2025:
1990:
1951:
1900:
1855:
1848:
1820:
1801:(6): 659â670.
1781:
1762:(3): 234â250.
1729:
1687:
1680:
1655:
1632:
1607:
1577:
1570:
1539:
1511:
1483:
1454:(1): E21âE31.
1434:
1393:
1363:
1333:
1326:
1288:
1281:
1262:
1261:
1259:
1256:
1231:
1228:
1227:
1226:
1208:Staphylococcus
1195:
1194:
1183:Staphylococcus
1169:
1168:Veterinary use
1166:
1129:
1126:
1110:
1107:
1060:
1057:
1034:liver toxicity
992:
989:
981:beta-lactamase
964:
961:
886:nitrofurantoin
871:pyelonephritis
861:, nor against
788:
785:
784:
783:
776:
775:
774:
767:
761:
749:
746:
741:
736:
730:
725:
715:
712:
664:. It is taken
597:
596:
579:
578:
576:
575:
572:
570:
567:
559:
558:
557:
554:
553:
551:
550:
547:
539:
538:
537:
534:
533:
531:
530:
522:
520:
512:
511:
505:
499:
498:
492:
486:
477:
471:
466:
460:
459:
455:
454:
452:
451:
443:DTXSID40225477
438:
436:
423:
422:
420:
419:
411:
409:
403:
402:
400:
399:
391:
389:
383:
382:
380:
379:
371:
369:
363:
362:
360:
359:
351:
349:
338:
337:
335:
334:
327:
319:
317:
311:
310:
306:
305:
303:
302:
290:
277:
266:
252:
250:
244:
243:
239:
238:
236:
235:
212:
210:
204:
203:
194:
192:administration
186:
185:
183:
182:
180:
170:
168:
160:
159:
157:
156:
138:
136:
130:
129:
122:
116:
115:
108:
98:
97:
94:
90:
89:
86:
80:
79:
75:
74:
69:
63:
62:
57:
51:
50:
49:Combination of
46:
45:
26:
24:
14:
13:
10:
9:
6:
4:
3:
2:
4435:
4424:
4421:
4419:
4416:
4414:
4411:
4409:
4406:
4404:
4401:
4399:
4396:
4394:
4391:
4389:
4386:
4385:
4383:
4373:
4363:
4359:
4346:
4345:
4336:
4335:
4332:
4326:
4323:
4321:
4320:
4316:
4314:
4311:
4309:
4306:
4305:
4303:
4299:
4293:
4292:
4288:
4286:
4285:
4281:
4279:
4278:
4274:
4272:
4271:
4267:
4265:
4264:
4260:
4259:
4257:
4253:
4243:
4240:
4238:
4235:
4233:
4230:
4228:
4227:John K. Smith
4225:
4223:
4220:
4218:
4215:
4213:
4210:
4209:
4207:
4203:
4197:
4194:
4192:
4189:
4187:
4184:
4182:Jesse Goodman
4181:
4179:
4176:
4174:
4171:
4169:
4166:
4164:
4161:
4159:
4156:
4154:
4151:
4149:
4148:Emma Walmsley
4146:
4144:
4141:
4140:
4138:
4132:
4129:
4125:
4115:
4112:
4110:
4107:
4105:
4102:
4100:
4097:
4095:
4092:
4090:
4087:
4085:
4082:
4080:
4077:
4075:
4072:
4070:
4067:
4065:
4062:
4059:
4057:
4054:
4052:
4049:
4047:
4044:
4042:
4039:
4037:
4034:
4032:
4029:
4027:
4024:
4022:
4019:
4017:
4014:
4011:
4009:
4006:
4005:
4003:
3999:
3989:
3988:
3983:
3980:
3978:
3975:
3973:
3970:
3968:
3965:
3963:
3960:
3958:
3955:
3953:
3950:
3948:
3945:
3943:
3940:
3938:
3935:
3933:
3930:
3928:
3925:
3923:
3920:
3918:
3915:
3913:
3910:
3908:
3905:
3903:
3900:
3898:
3895:
3893:
3890:
3888:
3885:
3884:
3882:
3878:
3872:
3871:
3866:
3863:
3861:
3858:
3856:
3853:
3851:
3848:
3846:
3843:
3841:
3840:Paxil/Seroxat
3838:
3836:
3833:
3831:
3828:
3826:
3823:
3821:
3818:
3816:
3813:
3811:
3808:
3806:
3803:
3801:
3798:
3796:
3793:
3792:
3790:
3786:
3783:
3779:
3776:
3772:
3766:
3763:
3761:
3758:
3756:
3753:
3751:
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2682:Pivmecillinam
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2624:Carbenicillin
2622:
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2614:
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2594:Talampicillin
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2587:
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2579:Bacampicillin
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2291:
2290:public domain
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2247:
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1209:
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1180:
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960:
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951:
947:
943:
942:pivmecillinam
939:
934:
930:
925:
923:
915:
911:
907:
903:
899:
898:ciprofloxacin
895:
891:
887:
883:
879:
874:
872:
868:
864:
860:
859:
854:
853:
848:
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766:
762:
760:
757:
756:
754:
750:
748:Cat scratches
747:
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742:
740:
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734:
731:
729:
726:
724:
721:
720:
719:
713:
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694:
690:
686:
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673:
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639:
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627:
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615:
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603:
593:
586:
580:
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566:
562:
555:
546:
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506:
504:
500:
467:
465:
461:
456:
448:
444:
440:
439:
437:
428:
424:
417:
416:ChEMBL1697738
413:
412:
410:
408:
404:
397:
393:
392:
390:
388:
384:
377:
373:
372:
370:
368:
364:
357:
353:
352:
350:
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339:
332:
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321:
320:
318:
316:
312:
307:
301:
291:
288:
278:
276:
267:
264:
254:
253:
251:
249:
245:
240:
232:
227:
222:
217:
214:
213:
211:
209:
205:
202:
198:
195:
193:
187:
181:
172:
171:
169:
167:
161:
154:
149:
140:
139:
137:
135:
131:
127:
123:
121:
117:
113:
109:
107:
103:
99:
95:
91:
87:
85:
81:
78:Clinical data
76:
73:
70:
68:
64:
61:
58:
56:
52:
47:
43:
38:
30:
19:
4408:Hepatotoxins
4343:
4319:Side Effects
4317:
4289:
4282:
4275:
4268:
4261:
4237:Andrew Witty
4222:Mahlon Kline
4173:Vivienne Cox
3986:
3942:H5N1 vaccine
3869:
3804:
3703:acquisitions
3641:Subsidiaries
3504:inhibitors (
3494:inhibitors (
3422:Lipopeptides
3413:Polypeptides
3318:
3312:Combinations
3243:Nocardicin A
3160:Ceftobiprole
3003:Cefoperazone
2861:Cefaloridine
2846:Cefaloglycin
2784:Carbacephems
2652:Piperacillin
2481:Penamecillin
2382:, a group of
2297:
2275:. Retrieved
2266:
2219:
2215:
2205:
2181:
2169:. Retrieved
2165:the original
2160:
2156:
2146:
2124:
2114:27 September
2112:. Retrieved
2107:
2098:
2073:
2069:
2063:
2038:
2034:
2028:
2003:
1999:
1993:
1968:
1965:Arch Med Res
1964:
1954:
1917:
1913:
1903:
1891:. Retrieved
1872:
1868:
1858:
1839:10665/250125
1829:
1823:
1798:
1794:
1759:
1756:Postgrad Med
1755:
1707:
1703:
1671:
1647:
1623:. Retrieved
1619:
1610:
1598:. Retrieved
1589:
1580:
1561:10665/312266
1551:
1542:
1533:10665/345533
1523:
1514:
1505:10665/325771
1495:
1486:
1451:
1447:
1437:
1425:. Retrieved
1384:. Retrieved
1375:
1366:
1354:. Retrieved
1345:
1336:
1307:
1272:
1266:
1254:infections.
1249:
1243:
1233:
1223:
1219:
1215:
1211:
1207:
1203:
1199:
1190:
1186:
1182:
1178:
1171:
1160:
1149:
1142:
1131:
1128:Preparations
1123:
1112:
1088:
1062:
1059:Pharmacology
1042:
1027:
1016:
999:, vomiting,
994:
985:mycobacteria
969:tuberculosis
966:
963:Tuberculosis
954:
938:gatifloxacin
926:
875:
856:
850:
844:
830:
824:
818:
812:
806:
800:
790:
780:tuberculosis
765:animal bites
717:
714:Medical uses
701:
677:side effects
674:
662:animal bites
642:otitis media
613:
609:
606:co-amoxiclav
605:
601:
600:
589:
583:
248:Legal status
242:Legal status
134:License data
29:
4413:Penicillins
4186:Judy Lewent
3576:from market
3555:Teixobactin
3533:Tyrothricin
3502:bactoprenol
3496:Cycloserine
3302:Vaborbactam
3292:Durlobactam
3220:Monobactams
3178:Cefiderocol
3170:Siderophore
3155:Ceftolozane
3069:Cefpimizole
3039:Cefpodoxime
3034:Cefpiramide
3029:Cefmenoxime
3024:Ceftizoxime
3019:Cefdaloxime
2998:Ceftazidime
2987:Ceftriaxone
2959:Carbacephem
2953:Cefmetazole
2909:Cefamandole
2871:Cefatrizine
2851:Cefacetrile
2836:Cefroxadine
2780:Cephamycins
2706:Carbapenems
2662:Mezlocillin
2619:Ticarcillin
2560:Amoxicillin
2526:Methicillin
2501:Cloxacillin
2471:Azidocillin
2461:Propicillin
2406:Penicillins
2171:20 December
2108:AdisInsight
2006:(1): 3â14.
1317:10665/44053
1251:Pseudomonas
1220:Pasteurella
1162:Suspensions
1099:psychiatric
1064:Amoxicillin
1007:, and skin
910:cefpodoxime
902:norfloxacin
808:Enterococci
782:(see below)
755:, such as:
744:Tonsillitis
626:amoxicillin
510: g¡mol
309:Identifiers
201:intravenous
120:MedlinePlus
93:Other names
84:Trade names
55:Amoxicillin
4382:Categories
4255:Litigation
4242:Chris Gent
4191:Urs Rohner
4099:Parodontax
3907:Engerix-B
3720:Block Drug
3543:Tyrocidine
3538:Gramicidin
3506:Bacitracin
3482:Fosfomycin
3453:Ramoplanin
3431:Daptomycin
3297:Relebactam
3270:Tazobactam
3201:Cefquinome
3188:Veterinary
3132:Cefquinome
3122:Cefozopran
3084:Ceftiolene
3074:Cefsulodin
3064:Cefodizime
3049:Cefditoren
3044:Ceftibuten
2992:Cefotaxime
2963:Loracarbef
2929:Cephamycin
2919:Ceforanide
2899:Cefuroxime
2856:Cefalonium
2826:Cefazaflur
2821:Cefazedone
2811:Cefadroxil
2678:Mecillinam
2657:Azlocillin
2633:Temocillin
2574:Hetacillin
2565:Ampicillin
2130:GB 2005538
1427:8 December
1258:References
1245:Klebsiella
1234:Bacterial
1189:spp., and
1152:parenteral
1080:metabolism
1068:antibiotic
890:fosfomycin
654:cellulitis
618:antibiotic
515:3D model (
503:Molar mass
367:ChemSpider
331:74428-36-7
324:74469-00-4
315:CAS Number
4325:Study 329
4136:Directors
4134:Board of
4109:Sensodyne
4089:Nicorette
4046:Emergen-C
4041:ChapStick
4021:BC Powder
4016:Aquafresh
3957:Pandemrix
3927:Hepatyrix
3825:Flixonase
3805:Augmentin
3586:Phase III
3574:Withdrawn
3550:Isoniazid
3436:Surfactin
3287:Avibactam
3265:Sulbactam
3238:Carumonam
3233:Tigemonam
3228:Aztreonam
3206:Cefovecin
3196:Ceftiofur
3127:Cefpirome
3098:Latamoxef
3089:Oxacephem
3059:Cefetamet
3014:Cefcapene
2938:Cefotetan
2933:Cefoxitin
2924:Cefuzonam
2914:Cefonicid
2894:Cefprozil
2866:Cefalotin
2841:Ceftezole
2831:Cefradine
2816:Cefapirin
2806:Cefalexin
2801:Cefazolin
2761:Ritipenem
2756:Faropenem
2749:Panipenem
2738:Meropenem
2728:Doripenem
2719:Ertapenem
2600:Epicillin
2521:Nafcillin
2516:Oxacillin
2364:β-lactams
2343:cell wall
1795:Fam Pract
1625:30 August
1600:30 August
973:meropenem
957:aztreonam
906:β-lactams
763:Infected
650:pneumonia
614:Augmentin
610:amox-clav
190:Routes of
164:Pregnancy
112:Monograph
106:Drugs.com
4372:Medicine
4344:Category
4094:NiQuitin
4084:Nicoderm
4079:Lucozade
4074:Horlicks
4056:Excedrin
4031:Caltrate
3977:Shingrix
3967:Rabavert
3962:Pediarix
3937:Infanrix
3917:FluLaval
3902:Cervarix
3897:Boostrix
3880:Vaccines
3855:Ventolin
3845:Serlipet
3835:Lamictal
3830:Hycamtin
3815:Beconase
3774:Products
3526:lysozyme
3472:Inhibit
3117:Cefepime
3093:Flomoxef
3079:Cefteram
3054:Cefotiam
3009:Cefdinir
2982:Cefixime
2943:Cefminox
2889:Cefaclor
2754:Penems (
2744:Biapenem
2733:Imipenem
2542:spectrum
2540:Extended
2422:spectrum
2392:-alanine
2388:-alanyl-
2347:envelope
2271:Archived
2194:Archived
2090:22339643
2055:30507329
2020:27185396
1985:38039802
1946:21162721
1887:Archived
1815:22516128
1776:31608743
1724:25335150
1620:ClinCalc
1594:Archived
1590:ClinCalc
1550:(2019).
1522:(2021).
1494:(2019).
1478:25404399
1421:Archived
1380:Archived
1356:30 March
1350:Archived
1224:E. coli.
1084:bacteria
1028:Rarely,
997:diarrhea
681:diarrhea
679:include
666:by mouth
592:(verify)
226:QJ01CR02
208:ATC code
197:By mouth
179: B1
166:category
148:DailyMed
4064:Geritol
4060:Flonase
4036:Centrum
4026:Biotene
4008:Actifed
3982:Twinrix
3972:Rotarix
3932:Hiberix
3912:Fluarix
3892:Bexsero
3850:Tagamet
3810:Avandia
3781:Current
3648:Current
2772:Cephems
2277:5 April
2246:3190988
2237:1386558
1937:3018455
1469:4284189
1216:E. coli
1191:E. coli
1140:(BAN).
1115:Beecham
1109:History
1043:As all
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940:), and
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3865:Zantac
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3795:Advair
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2671:Other
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1834:hdl
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1764:doi
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