8052. Quinapyramine

Nomenclature

CAS number: 20493-41-8
4-Amino-6-[(2-amino-1,6-dimethyl-4(1H)-pyrimidinylidene)amino]-1,2-dimethylquinolinium conjugate monoacid; 4-amino-6-[(2-amino-6-methyl-4-pyrimidinyl)amino]-1-methylquinaldinium methosalts; 4-amino-6-[(2-amino-1,6-dimethyl-4-pyrimidinyl)amino]-1,2-dimethylquinoline salts; 4-amino-6-(2-amino-6-methyl-4-pyrimidylamino)quinaldine-1,1′-dimethosalts; M-7555; Antrycide.

Description and references

Prepn: F. H. S. Curd, D. G. Davey, Br. J. Pharmacol. 5, 25 (1950); Curd, US 2585917 (1952 to I.C.I.); Ainley et al., J. Chem. Soc. 1953, 59.

Chemical structure

Derivative

Dimethosulfate.
C19H28N6O8S2; mol wt 532.59.
C 42.85%, H 5.30%, N 15.78%, O 24.03%, S 12.04%.

Properties

Creamy white crystals from aq methanol, mp 265-266°. Freely sol in water. LD50 i.v. in mice: 10-15 mg/kg (Curd, Davey).

Derivative

Diiodide.

Properties

Pale cream needles, mp 312-313° (dec). Sparingly sol in water.

Derivative

Dichloride.

Properties

Crystals from water, mp 316-317° (dec). Sparingly sol in water. LD50 i.v. in mice: 10-15 mg/kg (Curd, Davey).

Therapeutic Category

Antiprotozoal (Trypanosoma).

Keywords

Antiprotozoal (Trypanosoma)