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Substance Name: Carbenicillin indanyl sodium [USAN:USP]
RN: 26605-69-6
UNII: 4OUL81K2RT
InChIKey: QFWPXOXWAUAYAB-XZVIDJSISA-M

Note

  • Acid stable indanyl ester of carbenicillin for oral use; same side-effects as carbenicillin.

Molecular Formulas

  • C26-H25-N2-Na-O6-S
  • C26-H25-N2-O6-S.Na
  • C26-H26-N2-O6-S.Na

Molecular Weight

  • 516.5475
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antibacterial
  • Drug / Therapeutic Agent
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Carbenicillin indanyl
  • Carbenicillin indanyl sodium [USAN:USP]

Synonyms

  • 1-(5-Indanyl)(2S,5R,6R)-N-(2-carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)hept-6-yl)-2-phenylmalonamate monosodium salt
  • Carbenicillin indanyl sodium
  • Carindacillin sodium
  • Carindacillin Sodium [JAN]
  • Carindapen
  • CP 15464-2
  • CP-15,464-2
  • EINECS 247-845-3
  • Geocillin
  • Geopen
  • GU-Pen
  • I-CBPC
  • Indanyl carbenicillin sodium salt
  • Sodium 5-indanylcarbenicillin
  • UNII-4OUL81K2RT
  • Unipen
  • Urobac

Systematic Names

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

Registry Numbers

CAS Registry Number

  • 26605-69-6

FDA UNII

  • 4OUL81K2RT

System Generated Number

  • 0026605696

Molecular Formulas

Molecular Formulas

  • C26-H25-N2-Na-O6-S
  • C26-H25-N2-O6-S.Na
  • C26-H26-N2-O6-S.Na

Molecular Formula Fragments

  • C26-H25-N2-O6-S
  • C26-H26-N2-O6-S
  • COMPONENT
  • Na

Structure Descriptors

InChI

1S/C26H26N2O6S.Na/c1-26(2)20(24(31)32)28-22(30)19(23(28)35-26)27-21(29)18(15-7-4-3-5-8-15)25(33)34-17-12-11-14-9-6-10-16(14)13-17;/h3-5,7-8,11-13,18-20,23H,6,9-10H2,1-2H3,(H,27,29)(H,31,32);/q;+1/p-1/t18?,19-,20+,23-;/m1./s1

InChIKey

QFWPXOXWAUAYAB-XZVIDJSISA-M

Smiles

N12[C@@H]([C@@H](NC([C@@H](c3ccccc3)C(Oc3cc4c(CCC4)cc3)=O)=O)C2=O)SC(C)(C)[C@@H]1C(=O)[O-].[Na+]

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LD50 oral > 500mg/kg (500mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING Chemotherapy Vol. 23, Pg. 572, 1975.
dog LD50 oral > 1500mg/kg (1500mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING Chemotherapy Vol. 23, Pg. 572, 1975.
mouse LD50 intravenous 210mg/kg (210mg/kg)   Chemotherapy Vol. 23, Pg. 572, 1975.
mouse LD50 oral 4400mg/kg (4400mg/kg)   Chemotherapy Vol. 23, Pg. 572, 1975.
mouse LD50 oral 4400mg/kg (4400mg/kg) AUTONOMIC NERVOUS SYSTEM: "SMOOTH MUSCLE RELAXANT (MECHANISM UNDEFINED, SPASMOLYTIC)"

LUNGS, THORAX, OR RESPIRATION: CYANOSIS
Chemotherapy Vol. 23, Pg. 572, 1975.
mouse LD50 subcutaneous 1510mg/kg (1510mg/kg)   Chemotherapy Vol. 23, Pg. 572, 1975.
rabbit LD50 oral 3378mg/kg (3378mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

AUTONOMIC NERVOUS SYSTEM: "SMOOTH MUSCLE RELAXANT (MECHANISM UNDEFINED, SPASMOLYTIC)"
Chemotherapy Vol. 23, Pg. 572, 1975.
rat LD50 intravenous 295mg/kg (295mg/kg)   Chemotherapy Vol. 23, Pg. 572, 1975.
rat LD50 oral 4450mg/kg (4450mg/kg) LUNGS, THORAX, OR RESPIRATION: CYANOSIS

AUTONOMIC NERVOUS SYSTEM: "SMOOTH MUSCLE RELAXANT (MECHANISM UNDEFINED, SPASMOLYTIC)"
Chemotherapy Vol. 23, Pg. 572, 1975.
rat LD50 subcutaneous 2360mg/kg (2360mg/kg)   Chemotherapy Vol. 23, Pg. 572, 1975.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 0.16 (none)   EXP
Water Solubility 20 mg/L 25 EST
Vapor Pressure 1.13E-22 mm Hg 25 EST
Atmospheric OH Rate Constant 7.44E-11 cm3/molecule-sec 25 EST

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