7001. Pamaquine

Nomenclature

CAS number: 491-92-9
N1,N1-Diethyl-N4-(6-methoxy-8-quinolinyl)-1,4-pentanediamine; 8-[[4-(diethylamino)-1-methylbutyl]amino]-6-methoxyquinoline.
C19H29N3O; mol wt 315.45.
C 72.34%, H 9.27%, N 13.32%, O 5.07%.

Description and references

Prepn: GB 295656 (1927 to I. G. Farbenind); K. H. Slotta, Grundriss der modernen Arzneistoff-Synthese (Stuttgart, 1931); Elderfield et al., J. Am. Chem. Soc. 70, 40 (1948). Review: Cooper, Public Health Rep. 64, 717 (1949). HPLC determn in plasma: Y. S. Endoh et al., J. Chromatogr. 579, 123 (1992). Historical review: D. Greenwood, J. Antimicrob. Chemother. 36, 857-872 (1995).

Chemical structure

Properties

Dark yellow oil. bp0.3 175-180°; bp1 182-194°.

Derivative

Pamoate.

Nomenclature

CAS number: 635-05-2
Pamaquine embonate; pamaquine naphthoate; Aminoquin; Plasmochin; Plasmoquine; Praequine.
C19H29N3O.C23H16O6; mol wt 703.82.
C 71.67%, H 6.44%, N 5.97%, O 15.91%.

Properties

Yellow to orange-yellow odorless, almost tasteless powder. Numbs the tongue. Insol in water. Sol in alcohol, acetone. Protect from light.

Therapeutic Category

Antimalarial.

Keywords

Antimalarial