7398. Picloxydine

Nomenclature

CAS number: 5636-92-0
N,N″-Bis[[(4-chlorophenyl)amino]iminomethyl]-1,4-piperazine dicarboximidamide; N,N″-bis[(p-chlorophenyl)amidino]-1,4-piperazinedicarboxamidine; 1,4-bis(N4′-p-chlorophenylamidinoamidinyl)piperazine; 1,1′-[1,4-piperazinediylbis(imidocarbonyl)]bis[3-(p-chlorophenyl)guanidine].
C20H24Cl2N10; mol wt 475.38.
C 50.53%, H 5.09%, Cl 14.92%, N 29.46%.

Description and references

Heterocyclic biguanide with antibacterial activity. Prepn: J. W. James, L. F. Wiggins, GB 855017; eidem, US 3101336 (1960, 1963 both to Aspro-Nicholas). Prepn and antibacterial spectrum: J. W. James et al., J. Med. Chem. 11, 942 (1968). Bactericidal effect in disinfectant formulations: A. M. Gordon, J. Clin. Pathol. 22, 496 (1969). Mode of action study: B. D. Rawal, J. V. Hardy, Microbios 14, 135 (1974). In vitro activity vs Chlamydia trachomatis: D. Thomas et al., Pathol. Biol. 32, 544 (1984).

Chemical structure

Derivative

Dihydrochloride.

Nomenclature

CAS number: 19803-62-4
Vitabact (Faure).
C20H24Cl2N10.2HCl; mol wt 548.30.
C 43.81%, H 4.78%, Cl 25.86%, N 25.55%.

Properties

Crystals from water, mp 274°. LD50 in mice (mg/kg): 150 i.p. (James).

Therapeutic Category

Antibacterial (topical).

Keywords

Antiseptic/Disinfectant; Guanidines