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Carindacillin

Carindacillin structure

Carindacillin 

structure
  • CAS No:

    35531-88-5

  • Formula:

    C26H26N2O6S

  • Chemical Name:

    Carindacillin

  • Synonyms:

    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-,(2S,5R,6R)-;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-,[2S-(2α,5α,6β)]-;(2S,5R,6R)-6-[[3-[(2,3-Dihydro-1H-inden-5-yl)oxy]-1,3-dioxo-2-phenylpropyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;Indanyl carbenicillin;CP 15464;Carindacillin;6-[2-Phenyl-2-(5-indanyloxycarbonyl)acetamido]penicillanic acid;α-(5-Indanyloxycarbonyl)benzylpenicillin;Carbenicillin indanyl;Cardinacillin;Carbenicillin indanyl ester

Description

Carindacillin is a penicillin. It is a conjugate acid of a carindacillin(1-).|Carindacillin or Carbenicillin isdanyl was an oral penicillin prodrug of [carbenicillin] marketed by Pfizer as Geocillin. It is no longer marketed in the United States.|Carbenicillin Indanyl is the indanyl ester of carbenicillin, a broad-spectrum, semisynthetic penicillin derivative with antibacterial activity. Following absorption, carbenicillin indanyl is rapidly hydrolyzed to the active carbenicillin, which binds to and inactivates penicillin-binding proteins (PBPs) located on the inner membrane of the bacterial cell wall, thereby preventing the cross-linkage of peptidoglycans, which are critical components of the bacterial cell wall. This leads to a weakening of the bacterial cell wall, eventually causing bacterial cell lysis.

Carindacillin Basic Attributes

494.565

494.56

247-845-3

5V278481KE

DTXSID6048705

C76219

J - Antiinfectives for systemic use

Characteristics

138

3.8

1.44g/cm3

812.5ºC at 760mmHg

445.2ºC

1.68

Drug Information

For the treatment of acute and chronic infections of the upper and lower urinary tract and in asymptomatic bacteriuria (due to susceptible strains Escherichia coli, Proteus mirabilis, Morganella morganii, Providencia rettgeri, Proteus vulgaris, Pseudomonas, Enterobacter, and Enterococci.). Also indicated in the treatment of prostatitis (due to susceptible strains Escherichia coli Enterococcus (S. faecalis), Proteus mirabilis Enterobacter sp.).|FDA Label

Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)

carbenicillin indanyl

Carindacillin Use and Manufacturing

Antibacterial.

Computed Properties

Molecular Weight:494.6
XLogP3:3.8
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:7
Exact Mass:494.15115773
Monoisotopic Mass:494.15115773
Topological Polar Surface Area:138
Heavy Atom Count:35
Complexity:887
Defined Atom Stereocenter Count:3
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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