CAS 4800-94-6: Carbenicillin disodium
Description:Carbenicillin disodium is a semisynthetic penicillin antibiotic that is primarily used to treat infections caused by certain Gram-negative bacteria. It is characterized by its ability to inhibit bacterial cell wall synthesis, which is a crucial mechanism for its antibacterial activity. The disodium salt form enhances its solubility in water, making it suitable for intravenous administration. Carbenicillin is particularly effective against Pseudomonas aeruginosa and some strains of Escherichia coli, among other pathogens. Its chemical structure includes a beta-lactam ring, which is essential for its antibacterial properties, and a carboxyl group that contributes to its spectrum of activity. However, like other beta-lactam antibiotics, carbenicillin is susceptible to hydrolysis by beta-lactamases produced by resistant bacteria. Common side effects may include allergic reactions, gastrointestinal disturbances, and potential disruption of normal flora. Due to the emergence of resistant strains, its use has become more limited, and it is often reserved for specific clinical situations where other antibiotics may not be effective.
Formula:C17H18N2O6S·2Na
InChI:InChI=1S/C17H18N2O6S.2Na/c1-17(2)11(16(24)25)19-13(21)10(14(19)26-17)18-12(20)9(15(22)23)8-6-4-3-5-7-8;;/h3-7,9-11,14H,1-2H3,(H,18,20)(H,22,23)(H,24,25);;/t9?,10-,11+,14-;;/m1../s1
InChI key:InChIKey=MYWJHWLQHFVZCY-YCAHSCEMSA-N
SMILES:[Na].O=C(O)C(C(=O)NC1C(=O)N2C1SC(C)(C)C2C(=O)O)C=3C=CC=CC3
- Synonyms:
- 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[(2-carboxy-2-phenylacetyl)amino]-3,3-dimethyl-7-oxo-, sodium salt (1:2), (2S,5R,6R)-
- 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[(carboxyphenylacetyl)amino]-3,3-dimethyl-7-oxo-, disodium salt, (2S,5R,6R)-
- 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[(carboxyphenylacetyl)amino]-3,3-dimethyl-7-oxo-, disodium salt, [2S-(2α,5α,6β)]-
- Anabactyl
- Brl 2064
- Carbapen
- Carbecin
- Carbenicillin Disodium
- Carbenicillin Sodium
- Carbenicilline disodium
- See more synonyms
- Carboxybenzylpenicillin sodium
- Cp 15639-2
- Disodium (α-carboxybenzyl)penicillin
- Disodium 6-{[Carboxylato(Phenyl)Acetyl]Amino}-3,3-Dimethyl-7-Oxo-4-Thia-1-Azabicyclo[3.2.0]Heptane-2-Carboxylate
- Disodium [2S-(2Alpha,5Alpha,6Beta)]-6-(Carboxylatophenylacetamido)-3,3-Dimethyl-7-Oxo-4-Thia-1-Azabicyclo[3.2.0]Heptane-2-Carboxylate
- Disodium carbenicillin
- Fugacillin
- Geocillin
- Geopen
- Gripenin
- Hyoper
- Malonamic acid, N-(2-carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-6-yl)-2-phenyl-, disodium salt
- Microcillin
- NSC 111071
- Piopen
- Pyopen
- Pyopene
- Sodium carbenicillin
- disodium (2S,5R,6R)-6-{[carboxylato(phenyl)acetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
- α-Carboxybenzylpenicillin disodium salt
- α-Carboxybenzylpenicillin sodium salt