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Substance Name: Artemether [USAN:INN:BAN]
RN: 71963-77-4
UNII: C7D6T3H22J
InChIKey: SXYIRMFQILZOAM-HVNFFKDJSA-N

Note

  • Quinghaosu derivative.

Molecular Formula

  • C16-H26-O5

Molecular Weight

  • 298.376
 

Classification Codes

  • Anthelmintics
  • Anti-Infective Agents
  • Antifungal Agents
  • Antimalarial
  • Antimalarials
  • Antiparasitic Agents
  • Antiplatyhelmintic Agents
  • Antiprotozoal Agents
  • Coccidiostats
  • Reproductive Effect
  • Schistosomicides

Names and Synonyms

Name of Substance

  • Artemether
  • Artemether [USAN:INN:BAN]

Synonyms

  • (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
  • Artemetero
  • Artemetero [INN-Spanish]
  • Artemether
  • Artemetherum
  • Artemetherum [INN-Latin]
  • Artemisininelactol methyl ether
  • beta-Artemether
  • beta-Dihydroartemisinin methyl ether
  • Dihydroartemisinin methyl ether
  • Dihydroquinghaosu methyl ether
  • HSDB 7456
  • Methyl-dihydroartemisinine
  • NSC 665970
  • SM 224
  • UNII-C7D6T3H22J

Systematic Names

  • (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
  • 3,12-Epoxy-12H-pyrano(4,3-j)-1,2-benzodioxepin, decahydro-10-methoxy-3,6,9-trimethyl-, (3-alpha,5a-beta,6-beta,8a-beta,9-alpha,12-beta,12aR)-, (+)-

Mixture Name

  • Coartem

Registry Numbers

CAS Registry Number

  • 71963-77-4

FDA UNII

  • C7D6T3H22J

Other Registry Number

  • 159573-83-8

System Generated Number

  • 0071963774

Structure Descriptors

InChI

1S/C16H26O5/c1-9-5-6-12-10(2)13(17-4)18-14-16(12)11(9)7-8-15(3,19-14)20-21-16/h9-14H,5-8H2,1-4H3/t9-,10-,11+,12+,13+,14-,15-,16-/m1/s1

InChIKey

SXYIRMFQILZOAM-HVNFFKDJSA-N

Smiles

O1[C@@H]([C@@H]([C@@H]2CC[C@H](C)[C@@H]3CC[C@@]4(O[C@H]1[C@@]23OO4)C)C)OC

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intramuscular 263mg/kg (263mg/kg) BEHAVIORAL: FOOD INTAKE (ANIMAL)

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Zhongguo Yaoli Xuebao. Acta Pharmacologica Sinica. Chinese Journal of Pharmacology. Vol. 2, Pg. 138, 1981.
mouse LD50 oral 1gm/kg (1000mg/kg)   Zhongguo Yaoli Xuebao. Acta Pharmacologica Sinica. Chinese Journal of Pharmacology. Vol. D13, Pg. 280, 1992.
mouse LD50 subcutaneous 390mg/kg (390mg/kg)   Zhongguo Yaoli Xuebao. Acta Pharmacologica Sinica. Chinese Journal of Pharmacology. Vol. D13, Pg. 280, 1992.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 3.53 (none)   EXP
Water Solubility 12.1 mg/L 25 EST
Vapor Pressure 4.02E-05 mm Hg 25 EST
Henry's Law Constant 1.88E-09 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 4.05E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.