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A9361

Sigma-Aldrich

Artemether

≥98% (HPLC)

Sinónimos:

Dihydroartemisinin methyl ether, Dihydroqinghaosu methyl ether, SM-224

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About This Item

Fórmula empírica (notación de Hill):
C16H26O5
Número de CAS:
71963-77-4
Peso molecular:
298.37
MDL number:
MFCD00866205
UNSPSC Code:
51101908
PubChem Substance ID:
329771050
NACRES:
NA.77

Quality Level

100

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

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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.
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

Storage Class

5.2 - Organic peroxides and self-reacting hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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
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
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
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
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