References of 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid, 3,3-dimethyl-7-oxo-6-[(1-oxo-2-phenoxybutyl)amino]-, (2S,5R,6R)-
Title: Propicillin
CAS Registry Number: 551-27-9
CAS Name: (2
S,5
R,6
R)-3,3-Dimethyl-7-oxo-6-[(1-oxo-2-phenoxybutyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Synonyms: 6-(a-phenoxybutyramido)penicillanic acid; a-phenoxypropylpenicillin; levopropylcillin
Molecular Formula: C18H22N2O5S
Molecular Weight: 378.44
Percent Composition: C 57.13%, H 5.86%, N 7.40%, O 21.14%, S 8.47%
Literature References: Semi-synthetic antibiotic related to penicillin. Prepn from 6-aminopenicillanic acid:
GB 877120 (1961 to Beecham); of salts: Perron
et al., J. Am. Chem. Soc. 82, 3934 (1960); Glombitza,
Ann. 673, 166 (1964). Metabolism in humans: M. Cole
et al., Antimicrob. Agents Chemother. 3, 463 (1973). TLC determn: S. Hendrickx
et al., J. Chromatogr. 291, 211 (1984).
Derivative Type: Potassium salt
CAS Registry Number: 1245-44-9
Manufacturers' Codes: BRL-284; PA-248
Trademarks: Baycillin (Bayer); Brocillin; Cetacillin; Oricillin (Grñenthal); Trescillin; Ultrapen
Molecular Formula: C18H21KN2O5S
Molecular Weight: 416.53
Percent Composition: C 51.90%, H 5.08%, K 9.39%, N 6.73%, O 19.21%, S 7.70%
Properties: Crystals, dec 195-197°. Soluble at 20° in 1.2 parts water, 23 parts 95% (w/v) alcohol. pH of 1% w/v soln: 5-7.5.
Therap-Cat: Antibacterial.
Keywords: Antibacterial (Antibiotics); ?Lactams; Penicillins.