Artemether CAS 71963-77-4

Introduction:Basic information about Artemether CAS 71963-77-4, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Artemether Basic information

Product Name:Artemether
Synonyms:methyl-dihydroartemisinine;[3r-(3r,5as,6s,8as,9r,10r,12s,12ar**)]-decahydro-10-methoxy-3,6,9-trimethyl-3,12-epoxy-12h-pyrano[4,3-j]-1,2-benzodioxepin;ARTEMETHER;ARTHEMETER;Artimether;ArtemetherC16H26O5;cgp56696;dihydroartemisininmethylether
CAS:71963-77-4
MF:C16H26O5
MW:298.37
EINECS:663-549-0
Product Categories:Chiral Reagents;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Antimalarial;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Herb extract;Inhibitor;natural product;PALUTHER;API;71963-77-4
Mol File:71963-77-4.mol

Artemether Chemical Properties

Melting point 86-88°C
alpha D19.5 +171° (c = 2.59 in CHCl3)
Boiling point 359.79°C (rough estimate)
density 1.0733 (rough estimate)
refractive index 1.6200 (estimate)
storage temp. room temp
solubility DMSO: ≥20mg/mL
form powder
color off-white to light brown
Optical Rotation[α]/D +155 to +175°, c = 0.5 in methanol
Merck 14,815
InChIInChI=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
InChIKeySXYIRMFQILZOAM-HVNFFKDJSA-N
SMILESO1[C@]23[C@@]4([H])O[C@@](C)(CC[C@@]2([H])[C@H](C)CC[C@@]3([H])[C@@H](C)[C@@H](OC)O4)O1

Safety Information

Hazard Codes Xn
Risk Statements 22
Safety Statements 24/25
WGK Germany 3
RTECS KD4165000
HS Code 29329930
Storage Class5.2 - Organic peroxides and self-reacting hazardous materials
Hazard ClassificationsAcute Tox. 4 Oral
Org. Perox. D
Hazardous Substances Data71963-77-4(Hazardous Substances Data)
ToxicityLD50 i.m. in mice: 263 mg/kg (China Cooperative Research Group on Qinghaosu)

Artemether Usage And Synthesis

DescriptionArtemether is an antiparasitic compound and a derivative of artemisinin . It induces mortality in adult wild-type and pfatp6-mutant P. falciparum but the efficacy is decreased in the mutants (IC50s = 8.2 and 13.5 nM, respectively). Artemether reduces parasitemia in P. falciparum-infected monkeys and P. berghei-infected mice with 50% curative dose (CD50) values of 7.1 and 55 mg/kg, respectively. It also reduces the worm burden of S. mansoni trematodes in mice when used at doses ranging from 200 to 500 mg/kg. Formulations containing artemether have been used in the treatment of malaria.
Chemical PropertiesWhite Solid
UsesDerivative of Artemisinin (A777500). Antimalarial, used to treat strains of malaria which are multi-drug resistant.
Usesatypical antidepressant, norepinephrine and dopamine reuptake inhibitor, and nicotinic antagonist
UsesArtemether and lumefantrine combination therapy is indicated for the treatment of acute uncomplicated malaria caused by Plasmodium falciparum, including malaria acquired in chloroquine-resistant areas. May also be used to treat uncomplicated malaria when
DefinitionChEBI: An artemisinin derivative that is artemisinin in which the lactone has been converted to the corresponding lactol methyl ether. It is used in combination with lumefantrine as an antimalarial for the treatment of multi-drug resistant strains of falciprum malaria.
General DescriptionArtemisinin (ART) is a natural compound present in Artemisia annua, a traditional Chinese plant.
Biochem/physiol ActionsArtemether is a methyl ether derivative of artemisinin. It is used against multi-drug resistant strains of the malaria parasite, Plasmodium falciparum, and shows potential in treatment of schistosomiasis.
Safety ProfilePoison by intramuscular route.Experimental reproductive effects. When heated todecomposition it emits acrid smoke and irritating fumes.
targetAntifection
storageStore at -20°C
References[1] S H XIAO  B A C. In vitro and in vivo studies of the effect of artemether on Schistosoma mansoni.[J]. Antimicrobial Agents and Chemotherapy, 1989, 33 9: 1557-1562. DOI: 10.1128/aac.33.9.1557
[2] DYLAN R PILLAI. Artemether resistance in vitro is linked to mutations in PfATP6 that also interact with mutations in PfMDR1 in travellers returning with Plasmodium falciparum infections.[J]. Malaria Journal, 2012: 131. DOI: 10.1186/1475-2875-11-131
[3] M J SHMUKLARSKY. Comparison of beta-artemether and beta-arteether against malaria parasites in vitro and in vivo.[J]. American Journal of Tropical Medicine and Hygiene, 1993, 48 3: 377-384. DOI: 10.4269/ajtmh.1993.48.377

Artemether Preparation Products And Raw materials

Preparation ProductsArtemisinin
Artanin CAS 96917-26-9
ARTEMISININ CAS 491-54-3
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