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A9361

Sigma-Aldrich

Artemether

≥98% (HPLC)

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Synonym(s):
Dihydroartemisinin methyl ether, Dihydroqinghaosu methyl ether, SM-224
Empirical Formula (Hill Notation):
C16H26O5
CAS Number:
Molecular Weight:
298.37
MDL number:
PubChem Substance ID:
NACRES:
NA.77

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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1 of 4

This Item
PHR3423PHR3000M6383
Artemether ≥98% (HPLC)

Sigma-Aldrich

A9361

Artemether

Artemether certified reference material, pharmaceutical secondary standard

Supelco

PHR3423

Artemether

2-Methoxyestradiol powder

Sigma-Aldrich

M6383

2-Methoxyestradiol

form

powder

form

-

form

-

form

powder

color

off-white to light brown

color

-

color

-

color

white to faint yellow

solubility

DMSO: ≥20 mg/mL

solubility

-

solubility

-

solubility

DMSO: 10 mg/mL, ethanol: 10 mg/mL, H2O: insoluble

originator

Novartis

originator

-

originator

-

originator

-

storage temp.

room temp

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

room temp

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Org. Perox. D

Storage Class Code

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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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
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

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