Imipenem

Molecule SVG Image

Properties Simple | Detailed

Formula C12H17N3O4S
IUPAC Name (5r,6s)-3-[2-[(e)-aminomethyleneamino]ethylsulfanyl]-6-[(1r)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
Molecular Mass 299.346 g·mol−1
Heat of Formation -474.7 ± 16.7 kJ·mol−1
Dipole Moment 4.42 ± 1.08 D
Volume 342.28 Å 3
Surface Area 310.35 Å 2
HOMO Energy -8.64 ± 0.55 eV
LUMO Energy 2.24 ± eV
Point Group Symmetry C1
Synonyms
  • (5r,6s)-3-[2-(aminomethyleneamino)ethylsulfanyl]-6-(1-hydroxyethyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
  • (5r,6s)-3-[2-(aminomethyleneamino)ethylthio]-6-(1-hydroxyethyl)-7-keto-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
  • (5r,6s)-3-[2-(aminomethyleneamino)ethylthio]-6-(1-hydroxyethyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
  • (5r,6s)-3-[2-(aminomethylideneamino)ethylsulfanyl]-6-(1-hydroxyethyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
  • (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)-
  • 64221-86-9 (anhydrous)
  • 74431-23-5 (monohydrate)
  • [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
  • bpbio1_000525
  • imipenem anhydrous
  • imipenem, n-formimidoyl thienamycin
CAS Number(s)
  • 64221-86-9
InChIKey ZSKVGTPCRGIANV-ZXFLCMHBSA-N
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