8005. Pyronaridine

Nomenclature

CAS number: 74847-35-1
4-[(7-Chloro-2-methoxybenzo[b]-1,5-naphthyridin-10-yl)amino]-2,6-bis(1-pyrrolidinylmethyl)phenol; malaridine.
C29H32ClN5O2; mol wt 518.05.
C 67.23%, H 6.23%, Cl 6.84%, N 13.52%, O 6.18%.

Description and references

Prepn: X.-Y. Zheng et al., Yao Hsueh Hsueh Pao 14, 736 (1979), C.A. 93, 132397 (1980). HPLC determn in blood and urine: S. A. Wages et al., J. Chromatogr. 527, 115 (1990). In vitro activity vs drug resistant malaria: E. I. Elueze et al., J. Antimicrob. Chemother. 37, 511 (1996). Clinical trial: P. Ringwald et al., Lancet 347, 24 (1996). Reviews: B. Shao, Chin. Med. J. 103, 428-434 (1990); C. Chang et al., Trans. R. Soc. Trop. Med. Hyg. 86, 7-10 (1992).

Chemical structure

Derivative

Tetraphosphate.

Nomenclature

CAS number: 76748-86-2
C29H32ClN5O2.4H3PO4; mol wt 910.03.
C 38.27%, H 4.87%, Cl 3.90%, N 7.70%, O 31.65%, P 13.61%.

Properties

Hygroscopic, yellow needles, mp 233-236° (dec). Odorless; slightly bitter taste. Sol in water; very sparingly sol in ethanol. Insol in choroform, ether, and other organic solvents. LD50 in mice (mg/kg): 251 ±33 i.m.; 1368 ±239 orally (Shao).

Therapeutic Category

Antimalarial.

Keywords

Antimalarial