Title: Penethamate Hydriodide
CAS Registry Number: 808-71-9
CAS Name: (2S,5R,6R)-3,3-Dimethyl-7-oxo-6-[(phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 2-(diethylamino)ethyl ester monohydriodide
Additional Names: penicillin G 2-diethylaminoethyl ester hydriodide; benzylpenicillin b-diethylaminoethyl ester hydriodide; b-diethylaminoethyl benzylpenicillinate hydriodide; ephicillin hydriodide; penethecillin
Trademarks: Bronchocillin (Bellon); Estopen; Leocillin (Leo Pharm); Mamyzin (Boehringer, Ing.); Neo-Penil
Molecular Formula: C22H32IN3O4S
Molecular Weight: 561.48
Percent Composition: C 47.06%, H 5.74%, I 22.60%, N 7.48%, O 11.40%, S 5.71%
Literature References: Prepn: K. A. Jensen et al., Ugeskr. Laeg. 112, 1043, 1075 (1950); E. K. Frederiksen, E. J. Nielsen, US 2694061; A. B. A. Jansen, J. C. Hamlet, US 2880203 (1954, 1959 both to Lövens). Selective concentration in lung: A. G. S. Heathcote, E. Nassau, Lancet 260, 1255 (1951). Properties: W. A. Woodard, J. Pharm. Pharmacol. 4, 1009 (1952). Veterinary trial in cows: G. Ziv, M. Storper, J. Vet. Pharmacol. Ther. 8, 276 (1985).
Properties: Crystals, mp 178-179°. Slightly soluble in water (0.96% at 20°). pH of satd aq soln 4.5-5.2. Aq solns are unstable, the ester is hydrolyzed to free penicillin and diethylaminoethanol, the velocity of the reaction increasing with rise in temperature and pH.
Melting point: mp 178-179°
Therap-Cat: Antibacterial.
Therap-Cat-Vet: Antibacterial.
Keywords: Antibacterial (Antibiotics); ?Lactams; Penicillins. |