Skip Navigation
ChemIDplus A TOXNET DATABASE LiteBrowseAdvanced

Substance Name: Carbenicillin Phenyl Sodium [USAN]
RN: 21649-57-0
UNII: 18N5JP36GY
InChIKey: JXSBZDNBNJTHBJ-JPZUGYNPSA-M

Note

  • The phenyl ester of CARBENICILLIN that, upon oral administration, is broken down in the intestinal mucosa to the active antibacterial. It is used for urinary tract infections.

Molecular Formulas

  • C23-H21-N2-Na-O6-S
  • C23-H21-N2-O6-S.Na
  • C23-H22-N2-O6-S.Na

Molecular Weight

  • 476.4829
 

Classification Codes

  • Antibacterial
  • Drug / Therapeutic Agent
* denotes mobile formatted website

Links to Resources


Search for this InChIKey on the Web

Names and Synonyms

Name of Substance

  • Carbenicillin Phenyl Sodium [USAN]

Synonyms

  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-((1,3-dioxo-3-phenoxy-2-phenylpropyl)amino)-3,3-dimethyl-7-oxo-, monosodium salt, (2S-(2alpha,5alpha,6beta))
  • BRL 3475
  • BRL-3475
  • Carbenicillin phenyl sodium
  • Carboxybenzylpenicillin phenyl ester sodium salt
  • Carfecilina sodica
  • Carfecilina sodica [Spanish]
  • Carfecillin sodium
  • Carfecillin Sodium [JAN]
  • Carfexil
  • EINECS 244-496-9
  • N-(2-Carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)hept-6-yl)-2-phenylmalonamic acid 1-phenyl ester sodium salt
  • Pencina
  • Pionin
  • Purapen
  • Sodium-alpha-phenoxycarbonylbenzylpenicillin
  • UNII-18N5JP36GY
  • Uticillin

Systematic Names

  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-((1,3-dioxo-3-phenoxy-2-phenylpropyl)amino)-3,3-dimethyl-7-oxo-, monosodium salt, (2S-(2alpha,5alpha,6beta))-
  • Malonamic acid, N-(2-carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo-(3.2.0)hept-6-yl)-2-phenyl-, 1-phenyl ester, sodium salt
  • Sodium (2S-(2alpha,5alpha,6beta))-6-((1,3-dioxo-3-phenoxy-2-phenylpropyl)amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate

Registry Numbers

CAS Registry Number

  • 21649-57-0

FDA UNII

  • 18N5JP36GY

Related Registry Number

  • 27025-49-6 (Parent)

System Generated Number

  • 0021649570

Molecular Formulas

Molecular Formulas

  • C23-H21-N2-Na-O6-S
  • C23-H21-N2-O6-S.Na
  • C23-H22-N2-O6-S.Na

Molecular Formula Fragments

  • C23-H21-N2-O6-S
  • C23-H22-N2-O6-S
  • COMPONENT
  • Na

Structure Descriptors

InChI

1S/C23H22N2O6S.Na/c1-23(2)17(21(28)29)25-19(27)16(20(25)32-23)24-18(26)15(13-9-5-3-6-10-13)22(30)31-14-11-7-4-8-12-14;/h3-12,15-17,20H,1-2H3,(H,24,26)(H,28,29);/q;+1/p-1/t15?,16-,17+,20-;/m1./s1

InChIKey

JXSBZDNBNJTHBJ-JPZUGYNPSA-M

Smiles

CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)C(c3ccccc3)C(=O)Oc4ccccc4)C(=O)[O-])C.[Na+]

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous 625mg/kg (625mg/kg)   Drugs in Japan Vol. 6, Pg. 186, 1982.
dog LD50 oral > 4gm/kg (4000mg/kg)   Drugs in Japan Vol. 6, Pg. 186, 1982.
guinea pig LD50 intraperitoneal 1120mg/kg (1120mg/kg)   Antibiotiki. Vol. 23, Pg. 450, 1978.
mouse LD50 intraperitoneal 942mg/kg (942mg/kg)   Drugs in Japan Vol. 6, Pg. 186, 1982.
mouse LD50 intravenous 717mg/kg (717mg/kg)   Drugs in Japan Vol. 6, Pg. 186, 1982.
mouse LD50 oral 3040mg/kg (3040mg/kg)   Antibiotiki. Vol. 23, Pg. 450, 1978.
mouse LD50 subcutaneous 2010mg/kg (2010mg/kg)   Drugs in Japan Vol. 6, Pg. 186, 1982.
rabbit LD50 intravenous 625mg/kg (625mg/kg)   Drugs in Japan Vol. 6, Pg. 186, 1982.
rabbit LD50 oral 10gm/kg (10000mg/kg)   Drugs in Japan Vol. 6, Pg. 186, 1982.
rat LD50 intraperitoneal 572mg/kg (572mg/kg)   Drugs in Japan Vol. 6, Pg. 186, 1982.
rat LD50 intravenous 710mg/kg (710mg/kg)   Drugs in Japan Vol. 6, Pg. 186, 1982.
rat LD50 oral 10gm/kg (10000mg/kg)   Medicamentos de Actualidad. Vol. 11, Pg. 135, 1975.
rat LD50 subcutaneous 4530mg/kg (4530mg/kg)   Drugs in Japan Vol. 6, Pg. 186, 1982.