Title: Penicillin G Benzathine
CAS Registry Number: 1538-09-6
CAS Name: (2S,5R,6R)-3,3-Dimethyl-7-oxo-6-[(phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid compd with N,N¢-bis(phenylmethyl)-1,2-ethanediamine (2:1)
Additional Names: penicillin G N,N¢-dibenzylethylenediamine salt; N,N¢-dibenzylethylenediamine bis[benzylpenicillin]; dibenzylethylenediamine dipenicillin G; benzethacil; benzathine penicillin G; DBED-penicillin
Trademarks: Beacillin (EGYT); Bicillin L-A (Wyeth-Ayerst); Cepacilina (CEPA); Extencilline (RPR); Lentopenil (Grossman); Megacillin (susp.) (Frosst); Penidural (Am. Home); Permapen (Roerig); Tardocillin (Bayer)
Molecular Formula: C48H56N6O8S2
Molecular Weight: 909.12
Percent Composition: C 63.41%, H 6.21%, N 9.24%, O 14.08%, S 7.05%
Literature References: Repository form of penicillin. Prepn: J. L. Szabo et al., Antibiot. Chemother. 1, 499 (1951); J. L. Szabo, W. F. Bruce, US 2627491 (1953 to Wyeth). Comprehensive description: F. Kreuzig, Anal. Profiles Drug Subs. 11, 463-482 (1982). Review of clinical efficacy in syphilis: E. W. Hook, III, Rev. Infect. Dis. 11, Suppl. 6, S1511-S1517 (1989); in prophylaxis of rheumatic fever: B. J. Currie, Pediatrics 97, 989 (1996).
Properties: Crystals from formamide, mp 123-124°. [a]D25 +206° (c = 0.105 in formamide). Soly at 23° (mg/ml): water 0.15; benzene 0.38; alc 5.2; acetone 1.5; formamide 28.0. pH of satd aq soln about 6. Solubilities determined by Weiss et al., Antibiot. Chemother. 7, 374 (1957) in mg/ml: water 0.315; methanol 16.9; ethanol 15.4.
Melting point: mp 123-124°
Optical Rotation: [a]D25 +206° (c = 0.105 in formamide)
Therap-Cat: Antibacterial.
Therap-Cat-Vet: Antibacterial.
Keywords: Antibacterial (Antibiotics); ?Lactams; Penicillins. |