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Home > Encyclopedia > 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-, sodium salt (1:1), (2S,5R,6R)-

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-, sodium salt (1:1), (2S,5R,6R)-

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-, sodium salt (1:1), (2S,5R,6R)- structure

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-, sodium salt (1:1), (2S,5R,6R)- 

structure
  • CAS No:

    21649-57-0

  • Formula:

    C23H22N2O6S.Na

  • Chemical Name:

    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-, sodium salt (1:1), (2S,5R,6R)-

  • 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-,sodium salt (1:1),(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,monosodium salt;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-(2α,5α,6β)]-;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,5R,6R)-;Carbenicillin phenyl sodium;Carfecillin sodium;Uticillin;Carfecillin sodium salt;Sodium carfecillin;BRL 3475;Urocarf;Gripenin O

Description

Carfecillin sodium is an organic sodium salt. It contains a carfecillin(1-).|Carbenicillin Phenyl Sodium is the sodium salt of the phenyl ester of carbenicillin, a broad-spectrum, semisynthetic penicillin derivative with antibacterial activity. Following absorption, carbenicillin phenyl sodium 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.|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.

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-, sodium salt (1:1), (2S,5R,6R)- Basic Attributes

476.47700

476.10180185

244-496-9

18N5JP36GY

DTXSID40176036

C79421

Characteristics

141.14000

1.00160

779ºC

420ºC

Drug Information

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

BRL 3475

Computed Properties

Molecular Weight:476.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:7
Exact Mass:476.10180185
Monoisotopic Mass:476.10180185
Topological Polar Surface Area:141
Heavy Atom Count:33
Complexity:781
Defined Atom Stereocenter Count:3
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes

Guide of 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-, sodium salt (1:1), (2S,5R,6R)-

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