Drug Information

Drug General Information
Drug ID
D06YHL
Former ID
DAP000448
Drug Name
Cefamandole
Synonyms
Cefadole; Cefamandolum; Cefamandole (USAN/INN); (6R,7R)-7-(R)-Mandelamido-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-carboxylic acid; (6R,7R)-7-[[(2R)-2-hydroxy-2-phenylacetyl]amino]-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; (6R,7R)-7-{[(2R)-2-hydroxy-2-phenylacetyl]amino}-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; (6R,7R)-7-{[(2R)-2-hydroxy-2-phenylacetyl]amino}-3-{[(1-methyl-1H-tetrazol-5-yl)thio]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; 7beta-[(2R)-2-hydroxy-2-phenylacetamido]-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}ceph-3-em-4-carboxylic acid
Drug Type
Small molecular drug
Indication Infections by susceptible microorganisms [ICD10:A00-B99] Approved [551871]
Therapeutic Class
Antibiotics
Company
Eli Lilly
Structure
Download
2D MOL

3D MOL
Formula
C18H18N6O5S2
Canonical SMILES
CN1C(=NN=N1)SCC2=C(N3C(C(C3=O)NC(=O)C(C4=CC=CC=C4)O)SC2<br />)C(=O)O
InChI
1S/C18H18N6O5S2/c1-23-18(20-21-22-23)31-8-10-7-30-16-11(15(27)24(16)12(10)17(28)29)19-14(26)13(25)9-5-3-2-4-6-9/h2-6,11,13,16,25H,7-8H2,1H3,(H,19,26)(H,28,29)/t11-,13-,16-/m1/s1
InChIKey
OLVCFLKTBJRLHI-AXAPSJFSSA-N
CAS Number
CAS 34444-01-4
PubChem Compound ID
456255
PubChem Substance ID
9096, 602882, 7849403, 7978872, 10302112, 11466775, 11467895, 11486409, 14833916, 15331577, 46508882, 47349540, 47795225, 48019109, 48318624, 48415710, 57405452, 77400779, 81044354, 85788971, 87322628, 92719034, 93575875, 103023094, 103331360, 104133790, 109719094, 124766405, 126621136, 126657633, 134223450, 134337744, 134999140, 135883952, 136357154, 137003418, 142043553, 160964623, 175268221, 175442895, 179150349, 184546701, 223668260, 226423119, 250133947, 252347133
SuperDrug ATC ID
J01DC03
SuperDrug CAS ID
cas=034444014
Target and Pathway
Target(s) DNA Target Info Binder [538071]
References
Ref 551871Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services. 2015
Ref 538071The impact of penicillinase on cefamandole treatment and prophylaxis of experimental endocarditis due to methicillin-resistant Staphylococcus aureus. J Infect Dis. 1998 Jan;177(1):146-54.

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