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Substance Name: Cilastatin sodium [USAN:USP:JAN]
RN: 81129-83-1
UNII: 5428WXZ74M
InChIKey: QXPBTTUOVWMPJN-QBNHLFMHSA-M

Note

  • A renal dehydropeptidase-I and leukotriene D4 dipeptidase inhibitor. Since the antibiotic, IMIPENEM, is hydrolyzed by dehydropeptidase-I, which resides in the brush border of the renal tubule, cilastatin is administered with imipenem to increase its effectiveness. The drug also inhibits the metabolism of leukotriene D4 to leukotriene E4.

Molecular Formula

  • C16-H26-N2-O5-S.Na

Molecular Weight

  • 380.4385
 

Classification Codes

  • Drug / Therapeutic Agent
  • Enzyme Inhibitor
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Names and Synonyms

Name of Substance

  • Cilastatin sodium [USAN:USP:JAN]

Synonyms

  • Cilastatin natrium
  • Cilastatin sodium
  • EINECS 279-694-4
  • L 642957
  • MK 0791
  • MK 791
  • MK-791
  • Sodium (Z)-7-(((R)-2-amino-2-carboxyethyl)thio)-2-((S)-2,2-dimethylcyclopropanecarboxamido)-2-heptenoate
  • UNII-5428WXZ74M

Systematic Names

  • 2-Heptenoic acid, 7-((2-amino-2-carboxyethyl)thio)-2-(((2,2-dimethylcyclopropyl)carbonyl)amino)-, monosodium salt, (R-(R*,S*-(Z)))-
  • Sodium hydrogen (R-(R*,S*-(Z)))-7-((2-amino-2-carboxylatoethyl)thio)-2-(((2,2-dimethylcyclopropyl)carbonyl)amino)hept-2-enoate

Mixture Name

  • Primaxin

Registry Numbers

CAS Registry Number

  • 81129-83-1

FDA UNII

  • 5428WXZ74M

Other Registry Number

  • 85875-53-2

Related Registry Number

  • 82009-34-5 (Parent)

System Generated Number

  • 0081129831

Molecular Formulas

Molecular Formula

  • C16-H26-N2-O5-S.Na

Molecular Formula Fragments

  • C16-H26-N2-O5-S
  • COMPONENT
  • Na

Structure Descriptors

InChI

1S/C16H26N2O5S.Na/c1-16(2)8-10(16)13(19)18-12(15(22)23)6-4-3-5-7-24-9-11(17)14(20)21;/h6,10-11H,3-5,7-9,17H2,1-2H3,(H,18,19)(H,20,21)(H,22,23);/q;+1/p-1/b12-6-;/t10-,11+;/m1./s1

InChIKey

QXPBTTUOVWMPJN-QBNHLFMHSA-M

Smiles

[C@H]1(C(C1)(C)C)C(=O)N/C(=C\CCCCSC[C@@H](C(=O)[O-])N)C(=O)O.[Na+]

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 6786mg/kg (6786mg/kg)   Chemotherapy Vol. 33(Suppl,
mouse LD50 oral > 10gm/kg (10000mg/kg)   Chemotherapy Vol. 33(Suppl,
mouse LD50 subcutaneous > 10gm/kg (10000mg/kg) LUNGS, THORAX, OR RESPIRATION: PLEURAL THICKENING

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Chemotherapy Vol. 33(Suppl,
rat LD50 intravenous 5027mg/kg (5027mg/kg)   Chemotherapy Vol. 33(Suppl,
rat LD50 oral > 10gm/kg (10000mg/kg)   Chemotherapy Vol. 33(Suppl,
rat LD50 subcutaneous > 10gm/kg (10000mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: PLEURAL THICKENING
Chemotherapy Vol. 33(Suppl,