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Substance Name: Carbenicillin disodium [USAN:USP]
RN: 4800-94-6
UNII: 9TS4B3H261
InChIKey: RTYJTGSCYUUYAL-YCAHSCEMSA-L

Note

  • Broad-spectrum semisynthetic penicillin derivative used parenterally. It is susceptible to gastric juice and penicillinase and may damage platelet function.

Molecular Formulas

  • C17-H16-N2-Na2-O6-S
  • C17-H16-N2-O6-S.2Na
  • C17-H18-N2-O6-S.2Na

Molecular Weight

  • 422.367
 

Classification Codes

  • Antibacterial
  • Drug / Therapeutic Agent
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Names and Synonyms

Name of Substance

  • Carbenicillin disodium [USAN:USP]

Synonyms

  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-((carboxyphenylacetyl)amino)-3,3-dimethyl-7-oxo, disodium salt, (2S-(2alpha,5alpha,6beta))-
  • alpha-Carboxybenzylpenicillin disodium salt
  • alpha-Carboxybenzylpenicillin sodium salt
  • Anabactyl
  • BRL 2064
  • BRL-2064
  • Carbecin
  • Carbenicillin disodium
  • Carbenicillin disodium salt
  • Carbenicillin sodium
  • Carbenicilline disodium
  • Carboxybenzylpenicillin sodium
  • Carindapen
  • CP 15639-2
  • CP-15-639-2
  • Disodium alpha-carboxybenzylpenicillin
  • Disodium carbenicillin
  • EINECS 225-360-8
  • Fugacillin
  • Geopen
  • Gripenin
  • GS 3159 disodium salt
  • Hyoper
  • Microcillin
  • N-(2-Carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)-hept-6-yl)-2-phenylmalonamic acid disodium salt
  • NSC 111071
  • NSC-111071
  • Piopen
  • Pyocianil
  • Pyoclox
  • Pyopen
  • Sodium carbenicillin
  • UNII-9TS4B3H261
  • Unipen

Systematic Names

  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-((carboxyphenylacetyl)amino)-3,3-dimethyl-7-oxo, disodium salt, (6S-(2alpha,5alpha,6beta))-
  • Disodium (2S-(2alpha,5alpha,6beta))-6-(carboxylatophenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate
  • Malonamic acid, N-(2-carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)hept-6-yl)-2-phenyl-, disodium salt

Registry Numbers

CAS Registry Number

  • 4800-94-6

FDA UNII

  • 9TS4B3H261

Related Registry Number

  • 4697-36-3 (Parent)

System Generated Number

  • 0004800946

Molecular Formulas

Molecular Formulas

  • C17-H16-N2-Na2-O6-S
  • C17-H16-N2-O6-S.2Na
  • C17-H18-N2-O6-S.2Na

Molecular Formula Fragments

  • C17-H16-N2-O6-S
  • C17-H18-N2-O6-S
  • COMPONENT
  • Na

Structure Descriptors

InChI

1S/C17H18N2O6S.2Na/c1-17(2)11(16(24)25)19-13(21)10(14(19)26-17)18-12(20)9(15(22)23)8-6-4-3-5-7-8;;/h3-7,9-11,14H,1-2H3,(H,18,20)(H,22,23)(H,24,25);;/q;2*+1/p-2/t9?,10-,11+,14-;;/m1../s1

InChIKey

RTYJTGSCYUUYAL-YCAHSCEMSA-L

Smiles

[Na+].C1(N2[C@@H]([C@@H]1NC([C@@H](C([O-])=O)c1ccccc1)=O)SC(C)([C@@H]2C(=O)[O-])C)=O.[Na+]

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous > 4gm/kg (4000mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 11, Pg. 1589, 1969.
dog LD50 subcutaneous > 4gm/kg (4000mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 11, Pg. 1589, 1969.
monkey LD50 intravenous 9800mg/kg (9800mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE
Takeda Kenkyusho Ho. Journal of the Takeda Research Laboratories. Vol. 34, Pg. 405, 1975.
mouse LD50 intracrebral 95500ug/kg (95.5mg/kg)   Chemotherapy Vol. 17, Pg. 1111, 1969.
mouse LD50 intraperitoneal 7600mg/kg (7600mg/kg)   Drugs in Japan Vol. 6, Pg. 187, 1982.
mouse LD50 intravenous 4500mg/kg (4500mg/kg)   Chemotherapy Vol. 23, Pg. 572, 1975.
mouse LD50 oral > 12gm/kg (12000mg/kg)   Chemotherapy Vol. 23, Pg. 572, 1975.
mouse LD50 subcutaneous 9gm/kg (9000mg/kg)   Drugs in Japan Vol. 6, Pg. 187, 1982.
rabbit LD50 intravenous > 4gm/kg (4000mg/kg) SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 11, Pg. 1589, 1969.
rabbit LD50 subcutaneous > 4gm/kg (4000mg/kg) SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 11, Pg. 1589, 1969.
rat LD50 intraperitoneal 10gm/kg (10000mg/kg)   Drugs in Japan Vol. 6, Pg. 187, 1982.
rat LD50 intravenous 6800mg/kg (6800mg/kg)   Drugs in Japan Vol. 6, Pg. 187, 1982.
rat LD50 oral > 10gm/kg (10000mg/kg)   Drugs in Japan Vol. 6, Pg. 187, 1982.
rat LD50 subcutaneous > 10gm/kg (10000mg/kg)   Drugs in Japan Vol. 6, Pg. 187, 1982.