A9361
Artemether
≥98% (HPLC)
Sinónimos:
Dihydroartemisinin methyl ether, Dihydroqinghaosu methyl ether, SM-224
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Fórmula empírica (notación de Hill):
C16H26O5
Número CAS:
Peso molecular:
298.37
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
51101908
MDL number:
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Permítanos ayudarleNombre del producto
Artemether, ≥98% (HPLC)
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
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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.
General description
Artemisinin (ART) is a natural compound present in Artemisia annua, a traditional Chinese plant.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Org. Perox. D
Clase de almacenamiento
5.2 - Organic peroxides and self-reacting hazardous materials
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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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
Bart M J De Spiegeleer et al.
Journal of pharmaceutical and biomedical analysis, 70, 111-116 (2012-07-10)
During the stability evaluation of β-artemether containing finished drug products, a consistent and disproportional increase in the UV-peak areas of β-artemether degradation products, when compared to the peak area decline of β-artemether itself, was observed. This suggested that the response
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