Nomenclature
CAS number: 1538-09-6
(2
S,5
R,6
R)-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); penicillin G
N,N′-dibenzylethylenediamine salt;
N,N′-dibenzylethylenediamine bis[benzylpenicillin]; dibenzylethylenediamine dipenicillin G; benzethacil; benzathine penicillin G; DBED-penicillin; Beacillin (EGYT); Bicillin L-A (Wyeth-Ayerst); Cepacilina (CEPA); Extencilline (RPR); Lentopenil (Grossman); Megacillin (susp.) (Frosst); Penidural (Am. Home); Permapen (Roerig); Tardocillin (Bayer).
C
48H
56N
6O
8S
2; mol wt 909.12.
C 63.41%, H 6.21%, N 9.24%, O 14.08%, S 7.05%.
Description and 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°. [α]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.Therapeutic Category
Antibacterial.
Therapeutic Category (Veterinary)
Antibacterial.
Keywords
Antibacterial (Antibiotics); β-Lactams; Penicillins