A9361
Artemether
≥98% (HPLC)
Synonym(s):
Dihydroartemisinin methyl ether, Dihydroqinghaosu methyl ether, SM-224
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About This Item
Empirical Formula (Hill Notation):
C16H26O5
CAS Number:
Molecular Weight:
298.37
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
51101908
MDL number:
Quality Level
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
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
InChI key
SXYIRMFQILZOAM-HVNFFKDJSA-N
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.
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signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Org. Perox. D
Storage Class
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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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
Abel Nhama et al.
Malaria journal, 13, 309-309 (2014-08-12)
Mozambique adopted artemisinin-based combination therapy (ACT) for the treatment of uncomplicated Plasmodium falciparum malaria in the year 2006, and since 2009 artemether-lumefantrine (AL) and artesunate-amodiaquine (ASAQ) have been proposed as alternative first-line treatments. A multicentre study was conducted in five
S H Xiao et al.
Parasitology today (Personal ed.), 16(3), 122-126 (2000-02-26)
The fight against schistosomiasis in China has been very effective in reducing the number of infections across the country. However, the drug of choice, praziquantel, has no prophylactic effect, which reduces its efficacy in high transmission areas. This situation has