Artesunate

Title: Artesunate
CAS Registry Number: 88495-63-0
CAS Name: Butanedioic acid mono[(3R,5aS,6R,8aS,9R,10R,12R,12aR)-decahydro-3,6,9-trimethyl-3,12-epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin-10-yl] ester
Additional Names: artesunic acid; dihydroqinghaosu hemisuccinate
Molecular Formula: C19H28O8
Molecular Weight: 384.42
Percent Composition: C 59.36%, H 7.34%, O 33.30%
Literature References: Derivative of artemisinin, q.v. Prepn: China Cooperative Research Group on Qinghaosu, J. Tradit. Chin. Med. 2, 9 (1982). Absolute configuration: X.-D. Luo et al., Helv. Chim. Acta 67, 1515 (1984). GC/MS determn.: A. D. Theoharides et al., Anal. Chem. 60, 115 (1988); HPLC determn in plasma: H. Naik et al., J. Chromatogr. B 816, 233 (2005). Pharmacology: Y. Zhao, J. Trop. Med. Hyg. 88, 391 (1985). Antimalarial activity: W. Peters et al., Ann. Trop. Med. Parasitol. 80, 483 (1986); A. J. Lin et al., J. Med. Chem. 30, 2147 (1987). Inhibition of cytochrome oxidase: Y. Zhao et al., J. Nat. Prod. 49, 139 (1986). Toxicology: China Cooperative Research Group on Qinghaosu, J. Tradit. Chin. Med. 2, 31 (1982). Series of articles on chemistry, pharmacology, and antimalarial efficacy: ibid. 3-50. Clinical trial as add-on therapy in pediatric malaria: L. von Seidlein et al., Lancet 355, 352 (2000). Review: R. N. Price, Expert Opin. Invest. Drugs 9, 1815-1827 (2000).
Properties: Fine white crystalline powder.
Derivative Type: Sodium salt
Manufacturers' Codes: SM-804
Molecular Formula: C19H27NaO8
Molecular Weight: 406.40
Percent Composition: C 56.15%, H 6.70%, Na 5.66%, O 31.49%
Properties: Poor stability in aqueous solutions. LD50 in mice (mg/kg): 520 i.v.; 475 i.m. (China Cooperative Research Group); also reported as 699 ± 58.5 i.v. (Zhao, 1985).
Toxicity data: LD50 in mice (mg/kg): 520 i.v.; 475 i.m. (China Cooperative Research Group); also reported as 699 ± 58.5 i.v. (Zhao, 1985)
Therap-Cat: Antimalarial.
Keywords: Antimalarial.
ar-Turmerone Arylsulfatase B Arzoxifene Asaprol Asarones

Artesunate
Artesunate.svg
Clinical data
AHFS/Drugs.com International Drug Names
Legal status Not licensed in UK or US
Routes oral, IV, IM
Identifiers
CAS number 88495-63-0 N
80155-81-3 (sodium salt)
ATC code P01BE03
PubChem CID 5464098
ChemSpider 16735675 YesY
UNII 60W3249T9M YesY
ChEMBL CHEMBL258608 N
NIAID ChemDB 112081
Chemical data
Formula C19H28O8 
Mol. mass 384.421 g/mol
 N (what is this?)  (verify)

Artesunate (INN) is part of the artemisinin group of drugs that treat malaria. It is a semi-synthetic derivative of artemisinin that is water-soluble and may therefore be given by injection. It is sometimes abbreviated AS.