Structural Formula Vector Image
Title: Artemether
CAS Registry Number: 71963-77-4
CAS Name: (3R,5aS,6R,8aS,9R,10S,12R,12aR)-Decahydro-10-methoxy-3,6,9-trimethyl-3,12-epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin
Additional Names: dihydroartemisinin methyl ether; dihydroqinghaosu methyl ether; o-methyldihydroartemisinin
Manufacturers' Codes: SM-224
Trademarks: Paluther (RPR)
Molecular Formula: C16H26O5
Molecular Weight: 298.37
Percent Composition: C 64.41%, H 8.78%, O 26.81%
Literature References: Derivative of artemisinin, q.v. Prepn: Y. Li et al., K'o Hsueh T'ung Pao 24, 667 (1979), C.A. 91, 211376u (1979); eidem, Acta Pharm. Sin. 16, 429 (1981). Absolute configuration: X.-D. Luo et al., Helv. Chim. Acta 67, 1515 (1984). NMR spectral study: F. S. El-Feraly et al., Spectrosc. Lett. 18, 843 (1985). Inhibition of protein synthesis: H. M. Gu et al., Biochem. Pharmacol. 32, 2463 (1983). Antimalarial activity: S. Thaithong, G. H. Beale, Bull. WHO 63, 617 (1985). Series of articles on chemistry, pharmacology and antimalarial efficacy: China Cooperative Research Group on Qinghaosu, J. Tradit. Chin. Med. 2, 3-50 (1982). Toxicity data: eidem, ibid. 31. Clinical trial in cerebral malaria in children: M. B. van Hensbroek et al., N. Engl. J. Med. 335, 69 (1996). Review: R. N. Price, Expert Opin. Invest. Drugs 9, 1815-1827 (2000).
Properties: Crystals, mp 86-88°. [a]D19.5 +171° (c = 2.59 in CHCl3). LD50 i.m. in mice: 263 mg/kg (China Cooperative Research Group on Qinghaosu).
Melting point: mp 86-88°
Optical Rotation: [a]D19.5 +171° (c = 2.59 in CHCl3)
Toxicity data: LD50 i.m. in mice: 263 mg/kg (China Cooperative Research Group on Qinghaosu)
Therap-Cat: Antimalarial.
Keywords: Antimalarial.

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