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Details

Stereochemistry EPIMERIC
Molecular Formula C26H25N2O6S.K
Molecular Weight 532.65
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CARBENICILLIN INDANYL POTASSIUM

SMILES

[K+].[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C(C(=O)OC3=CC=C4CCCC4=C3)C5=CC=CC=C5)C([O-])=O

InChI

InChIKey=IEPIKZNVLDLQSH-XZVIDJSISA-M
InChI=1S/C26H26N2O6S.K/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

HIDE SMILES / InChI

Molecular Formula K
Molecular Weight 39.0983
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C26H25N2O6S
Molecular Weight 493.552
Charge -1
Count
Stereochemistry EPIMERIC
Additional Stereochemistry No
Defined Stereocenters 3 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Geocillin (carbenicillin indanyl sodium) is indicated in the treatment of acute and chronic infections of the upper and lower urinary tract and in asymptomatic bacteriuria. Geocillin is also indicated in the treatment of prostatitis due to susceptible strains of the following organisms: Escherichia coli Enterococcus (S. faecalis) Proteus mirabilis Enterobacter sp. Geocillin is acid stable, and rapidly absorbed from the small intestine following oral administration. It provides relatively low plasma concentrations of antibiotic and is primarily excreted in the urine. The antibacterial activity of Geocillin is due to its rapid conversion to carbenicillin by hydrolysis after absorption. Carbenicillin binds to penicillin-binding protein from corresponding bacteria. In April 2008, Pfizer has decided to discontinue the manufacturing of Geocillin (carbenicillin indanyl sodium). There are no other currently FDA approved manufacturers for carbenicillin tablets.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
GEOCILLIN

Approved Use

Geocillin (carbenicillin indanyl sodium) is indicated in the treatment of acute and chronic infections of the upper and lower urinary tract and in asymptomatic bacteriuria due to susceptible strains of the following organisms: Escherichia coli Proteus mirabilis Morganella morganii (formerly Proteus morganii) Providencia rettgeri (formerly Proteus rettgeri) Proteus vulgaris Pseudomonas Enterobacter Enterococci Geocillin is also indicated in the treatment of prostatitis due to susceptible strains of the following organisms: Escherichia coli Enterococcus (S. faecalis) Proteus mirabilis Enterobacter sp. WHEN HIGH AND RAPID BLOOD AND URINE LEVELS OF ANTIBIOTIC ARE INDICATED, THERAPY WITH GEOPEN (CARBENICILLIN DISODIUM) SHOULD BE INITIATED BY PARENTERAL ADMINISTRATION FOLLOWED, AT THE PHYSICIAN’S DISCRETION, BY ORAL THERAPY
Curative
GEOCILLIN

Approved Use

Geocillin (carbenicillin indanyl sodium) is indicated in the treatment of acute and chronic infections of the upper and lower urinary tract and in asymptomatic bacteriuria due to susceptible strains of the following organisms: Escherichia coli Proteus mirabilis Morganella morganii (formerly Proteus morganii) Providencia rettgeri (formerly Proteus rettgeri) Proteus vulgaris Pseudomonas Enterobacter Enterococci Geocillin is also indicated in the treatment of prostatitis due to susceptible strains of the following organisms: Escherichia coli Enterococcus (S. faecalis) Proteus mirabilis Enterobacter sp. WHEN HIGH AND RAPID BLOOD AND URINE LEVELS OF ANTIBIOTIC ARE INDICATED, THERAPY WITH GEOPEN (CARBENICILLIN DISODIUM) SHOULD BE INITIATED BY PARENTERAL ADMINISTRATION FOLLOWED, AT THE PHYSICIAN’S DISCRETION, BY ORAL THERAPY
PubMed

PubMed

TitleDatePubMed
Carbenicillin indanyl sodium, an orally active derivative of carbenicillin.
1972 Mar
Role of the monocarboxylic acid transport system in the intestinal absorption of an orally active beta-lactam prodrug: carindacillin as a model.
1999 Nov 30
Patents

Patents

Sample Use Guides

URINARY TRACT INFECTIONS: Escherichia coli, Proteus species, and Enterobacter: 1–2 tablets 4 times daily; Pseudomonas and Enterococcus: 2 tablets 4 times daily PROSTATITIS: Escherichia coli, Proteus mirabilis, Enterobacter and Enterococcus: 2 tablets 4 times daily
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:31:31 UTC 2023
Edited
by admin
on Fri Dec 15 15:31:31 UTC 2023
Record UNII
EOC135P2WA
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CARBENICILLIN INDANYL POTASSIUM
Common Name English
Code System Code Type Description
PUBCHEM
71587087
Created by admin on Fri Dec 15 15:31:31 UTC 2023 , Edited by admin on Fri Dec 15 15:31:31 UTC 2023
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EPA CompTox
DTXSID60181162
Created by admin on Fri Dec 15 15:31:31 UTC 2023 , Edited by admin on Fri Dec 15 15:31:31 UTC 2023
PRIMARY
FDA UNII
EOC135P2WA
Created by admin on Fri Dec 15 15:31:31 UTC 2023 , Edited by admin on Fri Dec 15 15:31:31 UTC 2023
PRIMARY
CAS
26607-86-3
Created by admin on Fri Dec 15 15:31:31 UTC 2023 , Edited by admin on Fri Dec 15 15:31:31 UTC 2023
PRIMARY