 Home > Encyclopedia > Carfecillin

Carfecillin

Carfecillin structure

CAS No:
27025-49-6
Formula:
C23H22N2O6S
Chemical Name:
Carfecillin
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-,(2S,5R,6R)-;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;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-,[2S-(2α,5α,6β)]-;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,6-(2-carboxy-2-phenylacetamido)-3,3-dimethyl-7-oxo-,6-phenyl ester;(2S,5R,6R)-6-[(1,3-Dioxo-3-phenoxy-2-phenylpropyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;Carfecillin;Carbenicillin phenyl ester;Carbenicillin phenyl;47659-51-8
Categories:
Active Pharmaceutical Ingredients > Antibiotics

Description

Carfecillin is a penicillin. It derives from a carbenicillin. It is a conjugate acid of a carfecillin(1-).|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.

Carfecillin Basic Attributes

Molecular Weight：

476.48

Exact Mass：

454.50

EC Number：

248-171-2

ATC Code：

G - Genito urinary system and sex hormones

Characteristics

PSA：

141.80000

XLogP3：

2.78570

Density：

1.44g/cm3

Boiling Point：

770.9ºC at 760mmHg

Flash Point：

420ºC

Refractive Index：

1.672

Vapor Pressure：

5.33E-25mmHg at 25°C

Toxicity：

Peritoneal-rat LD50: 980 mg/kg; oral-mouse LD50: 3924 mg/kg

Flammability characteristics：

Thermal decomposition emits toxic nitrogen oxides and sulfur oxide fumes

Safety Information

Storage features：

The warehouse is low-temperature, ventilated and dry

Toxicity

Toxicity class：

moderately toxic

Drug Information

MeSH：

Substances capable of killing agents causing urinary tract infections or of preventing them from spreading. (See all compounds classified as Anti-Infective Agents, Urinary.)|Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)

MeSH Entry Terms：

BRL 3475

Carfecillin Use and Manufacturing

Antibacterial.

Computed Properties

Molecular Weight:454.5
XLogP3:3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:7
Exact Mass:454.11985760
Monoisotopic Mass:454.11985760
Topological Polar Surface Area:138
Heavy Atom Count:32
Complexity:774
Defined Atom Stereocenter Count:3
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes