12-07224. Penicillin G Hydrabamine [Archived]

Nomenclature

CAS number: 3344-16-9
N,N′-Bis(dehydroabietyl)ethylenediamine dipenicillin G; benzylpenicillinic acid N,N′-bis(dehydroabietyl)ethylenediamine double salt; hydrabamine penicillin G.
C74H100N6O8S2; mol wt 1265.75.
C 70.22%, H 7.96%, N 6.64%, O 10.11%, S 5.07%.

Description and references

Semi-synthetic antibiotic. Prepn: L. C. Cheney, US 2812325 (1957). Pharmacology: D. W. MacCorquodale et al., Antibiot. Annu. 1954-1955, 133; M. H. Lepper, H. W. Spies, ibid. 137; A. F. DeRose et al., Antibiot. Chemother. 5, 315, 324 (1955). Purification: A. F. DeRose, US 2812326 (1957 to Abbott).

Properties

Tasteless crystals from dil methanol, dec 171-173°. [α]D25 +115.3° (c = 10 in chloroform). Solubilities determined by P. J. Weiss et al., Antibiot. Chemother. 7, 374 (1957) in mg/ml at about 28°: Water 0.075; methanol 7.3; ethanol 5.2; isopropanol 1.7; isoamyl alcohol 3.1; cyclohexane 0.115; benzene 0.60; toluene 0.39; petr ether 0.0; isooctane 0.055; carbon tetrachloride 0.50; ethyl acetate 1.65; isoamyl acetate 1.4; acetone 3.4; methyl ethyl ketone 3.65; ether 0.70.

Therapeutic Category

Antibacterial.

Keywords

Antibacterial (Antibiotics); β-Lactams; Penicillins

Status

This monograph has been retired and is no longer subject to revision or update.