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A9361

Sigma-Aldrich

Artemether

≥98% (HPLC)

Synonym(e):

Dihydroartemisinin-methylether, Dihydroqinghaosu-methylether

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About This Item

Empirische Formel (Hill-System):
C16H26O5
CAS-Nummer:
71963-77-4
Molekulargewicht:
298.37
MDL-Nummer:
MFCD00866205
UNSPSC-Code:
51101908
PubChem Substanz-ID:
329771050
NACRES:
NA.77

Assay

≥98% (HPLC)

Form

powder

Optische Aktivität

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

Farbe

off-white to light brown

Löslichkeit

DMSO: ≥20 mg/mL

Ersteller

Novartis

Lagertemp.

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

InChIKey

SXYIRMFQILZOAM-HVNFFKDJSA-N

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Allgemeine Beschreibung

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

Anwendung

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. Wirkung

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.
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.

Leistungsmerkmale und Vorteile

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

Piktogramme

FlameExclamation mark
GHS02,GHS07

Signalwort

Danger

H-Sätze

H242,H302

Gefahreneinstufungen

Acute Tox. 4 Oral - Org. Perox. D

Lagerklassenschlüssel

5.2 - Organic peroxides and self-reacting hazardous materials

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Analysenzertifikate (COA)

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Dylan R Pillai et al.
Malaria journal, 11, 131-131 (2012-05-01)
Monitoring resistance phenotypes for Plasmodium falciparum, using in vitro growth assays, and relating findings to parasite genotype has proved particularly challenging for the study of resistance to artemisinins. Plasmodium falciparum isolates cultured from 28 returning travellers diagnosed with malaria were
Urs Duthaler et al.
Veterinary parasitology, 186(3-4), 270-280 (2011-12-31)
The pharmacokinetic (PK) parameters of artesunate, artemether and their metabolites dihydroartemisinin (DHA) and dihydroartemisinin-glucuronide (DHA-glucuronide) were determined in sheep naturally infected with Fasciola hepatica. Sheep were treated either with artesunate (intramuscular (i.m.): 40 and 60 mg/kg) or artemether (i.m.: 40
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
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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