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Substance Name: Imipenem [USAN:USP:INN:BAN:JAN]
RN: 74431-23-5
UNII: 71OTZ9ZE0A
InChIKey: GSOSVVULSKVSLQ-JJVRHELESA-N

Note

  • Semisynthetic thienamycin that has a wide spectrum of antibacterial activity against gram-negative and gram-positive aerobic and anaerobic bacteria, including many multiresistant strains. It is stable to beta-lactamases. Clinical studies have demonstrated high efficacy in the treatment of infections of various body systems. Its effectiveness is enhanced when it is administered in combination with CILASTATIN, a renal dipeptidase inhibitor.

Molecular Formula

  • C12-H17-N3-O4-S.H2-O

Molecular Weight

  • 317.3641
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antibacterial
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Names and Synonyms

Name of Substance

  • Imipenem
  • Imipenem [USAN:USP:INN:BAN:JAN]

MeSH Heading

  • Imipenem

Synonyms

  • (5R,6S)-3-((2-(Formimidoylamino)ethyl)thio)-6-((R)-1-hydroxyethyl)-7-oxo-1-azabicyclo(3.2.0)hept-2-ene-2-carboxylic acid monohydrate
  • 1-Azabicyclo(3.2.0)hept-2-ene-2-carboxylic acid, 6-(1-hydroxyethyl)-3-((2-((iminomethyl)amino)ethyl)thio)-7-oxo-, monohydrate, (5R-(5alpha,6alpha(R*)))-
  • Imipenem
  • Imipenem hydrate
  • Imipenem-1-wasser
  • MK-0787
  • NSC 759901
  • UNII-71OTZ9ZE0A
  • Zienam

Systematic Name

  • 1-Azabicyclo(3.2.0)hept-2-ene-2-carboxylic acid, 6-(1-hydroxyethyl)-3-((2-((iminomethyl)amino)ethyl)thio)-7-oxo-, monohydrate, (5R-(5alpha,6alpha(R*)))-

Mixture Name

  • Primaxin

Registry Numbers

CAS Registry Number

  • 74431-23-5

FDA UNII

  • 71OTZ9ZE0A

System Generated Number

  • 0074431235

Molecular Formulas

Molecular Formula

  • C12-H17-N3-O4-S.H2-O

Molecular Formula Fragments

  • C12-H17-N3-O4-S
  • COMPONENT
  • H2-O

Structure Descriptors

InChI

InChI=1S/C12H17N3O4S.H2O/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);1H2/t6-,7-,9-;/m1./s1

InChIKey

GSOSVVULSKVSLQ-JJVRHELESA-N

Smiles

O.C[C@@H](O)[C@@H]1[C@H]2CC(=C(N2C1=O)C(=O)O)SCCNC=N

Physical Properties

Physical Property Value Units Temp (deg C) Source
pKa Dissociation Constant 3.2 (none)   EXP
log P (octanol-water) -0.770 (none)   EST
Water Solubility 1.00E+04 mg/L   EXP
Atmospheric OH Rate Constant 1.76E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.