ChemicalBook--->CAS DataBase List--->71963-77-4

71963-77-4

71963-77-4 Structure

71963-77-4 Structure
IdentificationBack Directory
[Name]

Artemether
[CAS]

71963-77-4
[Synonyms]

SM-224
ArteMos
ArtenaM
Gvither
Larither
MalarteM
Artesaph
Artesian
Falcidol
cgp56696
WR-254986
ARTEMTHER
artMether
ARTEMETHER
ARTHEMETER
Artimether
Artemetherr
Artemether>
Artemether CP2015
ArtemetherC16H26O5
ARTEMETHER PH. INT
Artemether (100 mg)
ArteMether (SM-224)
Artemether USP/EP/BP
Artemether 71963-77-4
methyl-dihydroartemisinine
dihydroquinghaosumethylether
dihydroartemisininmethylether
Dihydroartemisin methyl ether
dihydroqinghaosu methyl ether
artemisininelactolmethylether
α-(N-Methyl-Benzylamino)-3-Hydroxyacetophenone Hydrochloride
5a-beta,6-beta,8a-beta,9-alpha,12-beta,12ar)-(3-alph(+)-ethyl
3,12-epoxy-12h-pyrano(4,3-j)-1,2-benzodioxepin,decahydro-10-methoxy-3,6,9-trim
Decahydro-10-Methoxy-3,6,9-triMethyl-3,12-epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin
(3R,5aα,8aα,12aR)-Decahydro-10β-methoxy-3,6α,9β-trimethyl-3,12α-epoxypyrano[4,3-j]-1,2-benzodioxepin
(3R,5aα,8aα,12aR)-Decahydro-10β-methoxy-3,6α,9β-trimethyl-3β,12α-epoxypyrano[4,3-j]-1,2-benzodioxepin
(3R,5aS,6R,8aS,9R,10S,12R,12aR)-10-Methoxy-3,6,9-trimethyldecahydro-3H-3,12-epoxy[1,2]dioxepino[4,3-i]isochromene
(3R,5aS,6R,8aS,9R,10S,12R,12aR)-10-methoxy-3,6,9-trimethyldecahydro-12H-3,12-epoxy[1,2]dioxepino[4,3-i]isochromene
(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-, (3R,5aS,6R,8aS,9R,10S,12R,12aR)-
[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 [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
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)-, (+)
[EINECS(EC#)]

663-549-0
[Molecular Formula]

C16H26O5
[MDL Number]

MFCD00866205
[MOL File]

71963-77-4.mol
[Molecular Weight]

298.37
Chemical PropertiesBack Directory
[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
[InChI]

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@]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 DataBack Directory
[Symbol(GHS) ]

Flame (GHS02)Exclamation Mark (GHS07)
GHS02,GHS07
[Signal word ]

Danger
[Hazard statements ]

H242-H302
[Precautionary statements ]

P210-P235-P280-P301+P312-P370+P378-P410
[Hazard Codes ]

Xn
[Risk Statements ]

22
[Safety Statements ]

24/25
[WGK Germany ]

3
[RTECS ]

KD4165000
[HS Code ]

29329930
[Storage Class]

5.2 - Organic peroxides and self-reacting hazardous materials
[Hazard Classifications]

Acute Tox. 4 Oral
Org. Perox. D
[Hazardous Substances Data]

71963-77-4(Hazardous Substances Data)
[Toxicity]

LD50 i.m. in mice: 263 mg/kg (China Cooperative Research Group on Qinghaosu)
Raw materials And Preparation ProductsBack Directory
[Preparation Products]

Artemisinin
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Artemether(71963-77-4).msds
Hazard InformationBack Directory
[Description]

Artemether is an antiparasitic compound and a derivative of artemisinin (Item No. 11816). 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 Properties]

White Solid
[Uses]

Artemether 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
[Uses]

atypical antidepressant, norepinephrine and dopamine reuptake inhibitor, and nicotinic antagonist
[Uses]

Derivative of Artemisinin (A777500). Antimalarial, used to treat strains of malaria which are multi-drug resistant.
[Definition]

ChEBI: 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 falcip rum malaria.
[General Description]

Artemisinin (ART) is a natural compound present in Artemisia annua, a traditional Chinese plant.
[Biochem/physiol Actions]

Artemether 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 Profile]

Poison by intramuscular route.Experimental reproductive effects. When heated todecomposition it emits acrid smoke and irritating fumes.
[target]

Antifection
[storage]

Store 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
Spectrum DetailBack Directory
[Spectrum Detail]

Artemether(71963-77-4)1HNMR
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