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Substance Name: Carbenicillin [INN:BAN]
RN: 4697-36-3
UNII: G42ZU72N5G
InChIKey: FPPNZSSZRUTDAP-UWFZAAFLSA-N

Note

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

Molecular Formula

  • C17-H18-N2-O6-S

Molecular Weight

  • 378.4032
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Drug / Therapeutic Agent
  • Mutation Data

Names and Synonyms

Name of Substance

  • Carbenicillin
  • Carbenicillin [INN:BAN]

MeSH Heading

  • Carbenicillin

Synonyms

  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-((carboxyphenylacetyl)amino)-3,3-dimethyl-7-oxo-, (2S-(2alpha,5alpha,6beta))-
  • 6-(alpha-Carboxyphenylacetamido)penicillanic acid
  • alpha-Carboxybenzylpencillin
  • alpha-Phenyl(carboxymethylpenicillin)
  • Carbenicilina
  • Carbenicilina [INN-Spanish]
  • Carbenicillin
  • Carbenicillina
  • Carbenicillina [DCIT]
  • Carbenicilline
  • Carbenicilline [INN-French]
  • Carbenicillinum
  • Carbenicillinum [INN-Latin]
  • Carboxybenzylpenicillin
  • Carboxybenzylpenicillin acid
  • EINECS 225-171-0
  • HSDB 3020
  • Malonamic acid, N-(2-carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)hept-6-yl)-2-phenyl-
  • N-(2-Carboxy-3,3-dimethyl-7-oxo-4-thia-azabicyclo(3.2.0)hept-6-yl)-2-phenylmalonamic acid
  • UNII-G42ZU72N5G

Systematic Names

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

Registry Numbers

CAS Registry Number

  • 4697-36-3

FDA UNII

  • G42ZU72N5G

Related Registry Number

  • 4800-94-6 (di-hydrochloride salt)

System Generated Number

  • 0004697363

Structure Descriptors

InChI

1S/C17H18N2O6S/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)/t9?,10-,11+,14-/m1/s1

InChIKey

FPPNZSSZRUTDAP-UWFZAAFLSA-N

Smiles

CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)C(c3ccccc3)C(=O)O)C(=O)O)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 2363mg/kg (2363mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Antibiotiki. Vol. 29, Pg. 361, 1984.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 1.13 (none)   EXP
Water Solubility 451 mg/L 25 EST
Vapor Pressure 1.00E-14 mm Hg 25 EST
Henry's Law Constant 8.66E-20 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 7.04E-11 cm3/molecule-sec 25 EST

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