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Substance Name: Panipenem [INN:JAN]
RN: 87726-17-8
UNII: W9769W09JF
InChIKey: TYMABNNERDVXID-DLYFRVTGSA-N

Note

  • Synthetic cpd.

Classification Code

  • Drug / Therapeutic Agent

Molecular Formula

  • C15-H21-N3-O4-S

Molecular Weight

  • 339.4139
 
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Names and Synonyms

Name of Substance

  • Panipenem
  • Panipenem [INN:JAN]

Synonyms

  • (+)-(5R,6S)-3-(((S)-1-acetimidoyl-3-pyrrolidinyl)thio)-6-((R)-1-hydroxyethyl)-7-oxo-1-azabicyclo(3.2.0)hept-2-ene-2-carboxylic acid
  • 6-(1-Hydroxyethyl)-2-(1-acetimidoylpyrrolidin-3-ylthio)-1-carbaren-2-em-3-carboxylic acid
  • Carbapenem RS-533
  • CS 533
  • Panipenem
  • Panipenemum
  • Panipenemum [INN-Latin]
  • RS 533
  • UNII-W9769W09JF

Systematic Names

  • (+)-(5R,6S)-3-(((S)-1-acetimidoyl-3-pyrrolidinyl)thio)-6-((R)-1-hydroxyethyl)-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-(1-hydroxyethyl)-3-((1-(1-iminoethyl)-3-pyrrolidinyl)thio)-7-oxo-, (5R-(3(S*),5-alpha,6-alpha(R*)))-

Registry Numbers

CAS Registry Number

  • 87726-17-8

FDA UNII

  • W9769W09JF

System Generated Number

  • 0087726178

Structure Descriptors

InChI

1S/C15H21N3O4S/c1-7(19)12-10-5-11(13(15(21)22)18(10)14(12)20)23-9-3-4-17(6-9)8(2)16/h7,9-10,12,16,19H,3-6H2,1-2H3,(H,21,22)/t7-,9+,10-,12-/m1/s1

InChIKey

TYMABNNERDVXID-DLYFRVTGSA-N

Smiles

C[C@H]([C@@H]1[C@H]2CC(=C(N2C1=O)C(=O)O)S[C@H]3CCN(C3)C(=N)C)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 1632ug/kg (1.632mg/kg)   Journal of Antibiotics. Vol. 48, Pg. 408, 1995.
rat LD50 intravenous 1300mg/kg (1300mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

LUNGS, THORAX, OR RESPIRATION: CYANOSIS
Chemotherapy Vol. 39(Suppl,