Therapeutic Targets Database
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TTD Drug ID: DAP000459

Drug Information
NameImipenem
Synonyms64221-86-9; Tienamycin; CHEBI:471744; DB01598; CID104838; CHEMBL373477; AR-1A6479; KST-1A7214; Prestwick_844; imipenem; Imipenem anhydrous; Prestwick0_000519; HMS1569H19; N-Formimidoylthienamycin; Imipemide; BPBio1_000525; Prestwick3_000519; Ambap64221-86-9; D04515; BIDD:GT0686; NCGC00167958-03; CPD-9231; (5R,6S)-6-[(1R)-1-hydroxyethyl]-3-({2-[(iminomethyl)amino]ethyl}thio)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid; 1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid, 6-[(1R)-1-hydroxyethyl]-3-[[2-[(iminomethyl)amino]ethyl]thio]-7-oxo-, (5R,6S)-; [5R-[5.alpha.,6.alpha.(R*)]]-6-(1-Hydroxyethyl)-3-[[2- [(iminomethyl)amino]ethyl]thio]-7-oxo-1-azabicyclo[3.2.0]hept-2- ene-2-carboxylic acid monohydrate; (5R,6S)-3-[2-(aminomethylideneamino)ethylsulfanyl]-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid; HMS2090A15; Imipenem (INN); (5R,6S)-3-(2-Formimidoylamino-ethylsulfanyl)-6-((R)-1-hydroxy-ethyl)-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid; CHEMBL148; NCGC00167958-01; Prestwick2_000519; 6623-14-9; Imipenem, N-Formimidoyl thienamycin; 74431-23-5; NCGC00167958-02; SPBio_002398; Prestwick1_000519; AC1L2XLB; AC-528; NSC717864; (5R,6S)-6-((R)-1-Hydroxyethyl)-3-(2-(iminomethylamino)ethylthio)-7-oxo-1-azabicyclo(3.2.0)hept-2-ene-2-carbonsaeure; BSPBio_000477; C06665; CHEBI:143934
Trade NamePrimaxin
CompanyMerck & Co
IndicationBacterial infections
[ICD9: 001-009, 010-018, 020-027, 030-041, 080-088, 090-099, 100-104   ICD10: A00-A09, A15-A19, A20-A28, A30-A49, A65-A69, A70-A74, A75-A79]
Approved    [1]
Structure

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InChI1S/C12H17N3O4S/c1-6(16)9-7-4-8(20-3-2-14-5-13)10(12(18)19)15(7)11
(9)17/h5-7,9,16H,2-4H2,1H3,(H2,13,14)(H,18,19)/t6-,7-,9-/m1/s1
InChIKeyZSKVGTPCRGIANV-ZXFLCMHBSA-N
Canonical SMILESCC(C1C2CC(=C(N2C1=O)C(=O)O)SCCN=CN)O    
Isomeric SMILESC[C@H]([C@@H]1[C@H]2CC(=C(N2C1=O)C(=O)O)SCCN=CN)O
Therapeutic ClassAnti-Bacterial Agents
CAS NumberCAS 74431-23-5
FormulaC12H17N3O4S
PubChem Compound IDCID 104838.
PubChem Substance IDSID 8890.
ChEBI51799;
SuperDrug ATC IDJ01DH51
TargetPenicillin binding protein 2Binder[2][3]
Ref 1How many modes of action should an antibiotic have? Curr Opin Pharmacol. 2008 Oct;8(5):564-73. Epub 2008 Jul 30. To Reference
Ref 2A comparative trial of imipenem versus ceftazidime in the release of endotoxin and cytokine generation in patients with gram-negative urosepsis. Urosepsis Study Group. J Endotoxin Res. 2000;6(1):25-31. To Reference
Ref 3Laboratory data which differentiate meropenem and imipenem. Scand J Infect Dis Suppl. 1995;96:5-10. To Reference



 

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