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Merck

A9361

Artemether

≥98% (HPLC)

Synonyme(s) :

Dihydroartemisinin methyl ether, Dihydroqinghaosu methyl ether, SM-224

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A propos de cet article

Formule empirique (notation de Hill) :
C16H26O5
Numéro CAS:
71963-77-4
Poids moléculaire :
298.37
NACRES:
NA.77
PubChem Substance ID:
329771050
UNSPSC Code:
51101908
MDL number:
MFCD00866205

Principaux documents

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InChI key

SXYIRMFQILZOAM-HVNFFKDJSA-N

SMILES string

CO[C@H]1OC2O[C@@]3(C)CCC4[C@H](C)CCC([C@H]1C)[C@@]24OO3

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

assay

≥98% (HPLC)

form

powder

optical activity

[α]/D +155 to +175°, c = 0.5 in methanol

color

off-white to light brown

solubility

DMSO: ≥20 mg/mL

originator

Novartis

storage temp.

room temp

Quality Level

100

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General description

Artemisinin (ART) is a natural compound present in Artemisia annua, a traditional Chinese plant.

Application

Artemether has been used:
  • as an anti-schistosomal compound to test it effect on the larval stages of S. mansoni
  • to sensitize mouse embryonic fibroblasts (MEFs) and human osteosarcoma HT1080 cells to cysteine starvation (STV)-induced ferroptosis
  • to stimulate islets and its effect on α to β transdifferentiation

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.
Artemether is an anti-antimalarial compound.
Artemisinin possesses a highly reactive endoperoxide bridge, which is core for its therapeutic potential. The endoperoxide bond reacts with iron in the erythrocytes with malarial parasite. This leads to the generation of reactive oxygen species (ROS) directly targeting the parasite. Artemisinin also regulates ferroptosis in tumor cells. The α cell transcription factor Arx expression is reduced by artemether. Prolonged exposure of primary islets also resulted in loss if identity in endocrine cell types and their functionality.

Features and Benefits

This compound was developed by Novartis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

hcodes

H242,H302

Hazard Classifications

Acute Tox. 4 Oral - Org. Perox. D

Classe de stockage

5.2 - Organic peroxides and self-reacting hazardous materials

wgk

WGK 3

flash_point_f

No data available

flash_point_c

No data available

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Certificats d'analyse (COA)

Lot/Batch Number
0000138906
0000138904
0000113292
0000113291
0000067175

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Consulter la Bibliothèque de documents

Dominic Mosha et al.
Antimicrobial agents and chemotherapy, 58(8), 4583-4592 (2014-05-29)
Artemether-lumefantrine (AL) is the first-line treatment for uncomplicated malaria in the second and third trimesters of pregnancy. Its efficacy during pregnancy has recently been challenged due to altered pharmacokinetic (PK) properties in this vulnerable group. The aim of this study
J Utzinger et al.
Current medicinal chemistry, 8(15), 1841-1860 (2002-01-05)
Human schistosomiasis, a chronic and debilitating parasitic disease of the tropics, is ranked second after malaria in terms of public health importance. At present, there is no vaccine available, and chemotherapy is the cornerstone of schistosomiasis control. Praziquantel is the
Shuhua Xiao et al.
Acta tropica, 82(2), 175-181 (2002-05-22)
Two decades ago, a group of Chinese scientists discovered the antischistosomal properties of artemether, a derivative of the antimalarial drug artemisinin. However, it was only recently that the importance of this finding was recognized internationally, following a collaborative effort between
Sören Frahm et al.
PLoS neglected tropical diseases, 13(1), e0006590-e0006590 (2019-01-29)
The arsenal in anthelminthic treatment against schistosomiasis is limited and relies almost exclusively on a single drug, praziquantel (PZQ). Thus, resistance to PZQ could constitute a major threat. Even though PZQ is potent in killing adult worms, its activity against
Cong L Yuan et al.
Emerging infectious diseases, 18(1), 125-127 (2012-01-21)
The phylum Apicomplexa comprises intracellular protozoa that include many human pathogens. Their nearest relatives are chromerids and colpodellids. We report a case of a Babesia spp.-like relapsing infection caused by a newly described microorganism related to the Apicomplexa. This case
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