Name: sodium [2S-(2alpha,5alpha,6beta)]-6-[(1,3-dioxo-3-phenoxy-2-phenylpropyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
SKU: 21649-57-0

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Basic Information

Molecular Structure:
CAS No.:	21649-57-0
Name:	sodium [2S-(2alpha,5alpha,6beta)]-6-[(1,3-dioxo-3-phenoxy-2-phenylpropyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

Formula:	C23H22 N2 O6 S . Na
Molecular Weight:	476.485
Synonyms:	4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid, 6-[(1,3-dioxo-3-phenoxy-2-phenylpropyl)amino]-3,3-dimethyl-7-oxo-,monosodium salt, (2S,5R,6R)- (9CI);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-, monosodiumsalt, [2S-(2a,5a,6b)]-; 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 (8CI); BRL 3475; Carbenicillin phenyl sodium;Carfecillin sodium; Carfecillin sodium salt; Gripenin O; Sodium carfecillin;Urocarf; Uticillin
Density:	g/cm³
Boiling Point:	770.9°Cat760mmHg
Flash Point:	420°C
Safety:	Moderately toxic by ingestion, subcutaneous, intravenous, and intraperitoneal routes. When heated to decomposition it emits very toxic fumes of NO_x, Na₂O, and SO_x. See also ESTERS and other penicillin entries.
PSA:	141.14000
LogP:	1.00160

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Chemistry

Molecular Formula: C₂₃H₂₁N₂NaO₆S
Molecular Weight: 476.51
Boiling Point: 770.9°C at 760mmHg
Flash Point: 420°C
Properties: crystals from EtOH
Freely Rotating Bonds: 7
Polar Surface Area: 129.52 Å²
Enthalpy of Vaporization: 117.73 kJ/mol
Vapour Pressure: 5.33E-25 mmHg at 25°C
The Cas Register Number of Carbenicillin phenyl sodium is 21649-57-0.The chemical synonyms of Carbenicillin phenyl sodium (CAS NO.21649-57-0) are sodium [2S-(2alpha,5alpha,6beta)]-6-[(1,3-dioxo-3-phenoxy-2-phenylpropyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate ; Carfecillin Sodium ; Carfecillinsodiumsalt ; sodium [2S-(2alpha,5alpha,6beta)]-6-[(1,3-dioxo-3-phenoxy-2-phenylpropyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate ; (6R)-6-(2-Phenoxycarbonyl-2-phenylacetylamino)penicillanic acid sodium salt ; BRL-3475;N-[(2S,5R,6R)-2-Sodiooxycarbonyl-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptan-6-yl]-2-phenylmalonamidic acid phenyl ester ; Uticillin .The molecular structure of Carbenicillin phenyl sodium (CAS NO.21649-57-0) is.

Uses

Carbenicillin phenyl sodium (CAS NO.21649-57-0) is used as pharmaceuticals.

Toxicity Data With Reference

1.	ipr-rat LD50:572 mg/kg	NIIRDN “Drugs in Japan. Ethical Drugs, 6th Edition 1982” Edited by Japan Pharmaceutical Information Center. 6 (1982),186.
2.	scu-rat LD50:4530 mg/kg	NIIRDN “Drugs in Japan. Ethical Drugs, 6th Edition 1982” Edited by Japan Pharmaceutical Information Center. 6 (1982),186.
3.	ivn-rat LD50:710 mg/kg	NIIRDN “Drugs in Japan. Ethical Drugs, 6th Edition 1982” Edited by Japan Pharmaceutical Information Center. 6 (1982),186.
4.	orl-mus LD50:3040 mg/kg	ANTBAL Antibiotiki. 23 (5)(1978),450.
5.	ipr-mus LD50:942 mg/kg	NIIRDN “Drugs in Japan. Ethical Drugs, 6th Edition 1982” Edited by Japan Pharmaceutical Information Center. 6 (1982),186.
6.	scu-mus LD50:2010 mg/kg	NIIRDN “Drugs in Japan. Ethical Drugs, 6th Edition 1982” Edited by Japan Pharmaceutical Information Center. 6 (1982),186.
7.	ivn-mus LD50:717 mg/kg	NIIRDN “Drugs in Japan. Ethical Drugs, 6th Edition 1982” Edited by Japan Pharmaceutical Information Center. 6 (1982),186.
8.	ivn-dog LD50:625 mg/kg	NIIRDN “Drugs in Japan. Ethical Drugs, 6th Edition 1982” Edited by Japan Pharmaceutical Information Center. 6 (1982),186.
9.	orl-rbt LD50:10 g/kg

Safety Profile

Moderately toxic by ingestion, subcutaneous, intravenous, and intraperitoneal routes. When heated to decomposition it emits very toxic fumes of NO_x, Na₂O, and SO_x. See also ESTERS and other penicillin entries.

Specification

Its extinguishing agent are water, carbon dioxide, dry powder, foam. Carbenicillin phenyl sodium (CAS NO.21649-57-0) in aqueous solution at 35 degrees and at 0.5 ionic strength were investigated. The reactions were followed by spectrophotometric assay , reversed-phase high-pressure liquid chromatography, and colorimetric assay . The degradation pathways were established, and the rate-pH profiles for ester and beta-lactam cleavage reactions are given for pH 1-11. Below pH 3, the beta-lactam degradation of the prodrugs proceeded exclusively. Above pH 7, the degradation was superseded by the ester hydrolysis to carbenicillin , beta-Lactams of both prodrugs are around three times more stable than carbenicillin disodium at pH 1, six times at PH 2, and 17 times at pH 3. The half-lives for carbenicillin production were predicted to be 17 hr for Carbenicillin phenyl sodium (CAS NO.21649-57-0) and 8.5 hr for carbenicillin phenyl sodium at pH 7.0 and 37 degrees.