Description
Artesunate is a derivative of the natural product artemisinin which effectively kills the malarial parasites P. falciparum and P. vivax. It also kills trematodes of the species Schistosoma, providing protection against schistosomiasis.
Synonyms
Succinyl dihydroartemisinin; Dihydroartemisinine-12-alpha-succinate; Artesunate (superseded RN); Artesunate; Armax 200; SM-804; WR-256283; HSDB-7458; SM804; WR256283; HSDB7458; SM 804; WR 256283; HSDB 7458
IUPAC Name
4-oxo-4-[[(1R,4S,5R,8S,9R,10S,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-yl]oxy]butanoic acid
Molecular Formula
C19H28O8
Canonical SMILES
CC1CCC2C(C(OC3C24C1CCC(O3)(OO4)C)OC(=O)CCC(=O)O)C
InChI
InChI=1S/C19H28O8/c1-10-4-5-13-11(2)16(23-15(22)7-6-14(20)21)24-17-19(13)12(10)8-9-18(3,25-17)26-27-19/h10-13,16-17H,4-9H2,1-3H3,(H,20,21)/t10-,11-,12+,13+,16+,17-,18?,19-/m1/s1
InChIKey
FIHJKUPKCHIPAT-JQXDXKTESA-N
Boiling Point
507.1±50.0 °C at 760 mmHg
Flash Point
175.6±23.6 °C
Solubility
Soluble in DMSO (25 mg/ml), and ethanol (25 mg/ml)
Shelf Life
Artesunate is the sodium salt of the hemisuccinate ester of artemisinin. It is soluble in water but has poor stability in aqueous solutions at neutral or acid pH. In the injectable form, artesunic acid is drawn up in sodium bicarbonate to form sodium artesunate immediately before injection.
Storage
Store at +4 °C, in dark place.
Vapor Pressure
3.2X10-9 mm Hg at 25 °C (est)