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A9361

Sigma-Aldrich

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:
71963-77-4
Molecular Weight:
298.37
MDL number:
MFCD00866205
UNSPSC Code:
51101908
PubChem Substance ID:
329771050
NACRES:
NA.77
Pricing and availability is not currently available.

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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Show Differences

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This Item
PHR3423PHR3000M6383
Artemether ≥98% (HPLC)

A9361

Artemether

Artemether certified reference material, pharmaceutical secondary standard

PHR3423

Artemether

Artemether Related Compound B pharmaceutical secondary standard, certified reference material

PHR3000

Artemether Related Compound B

2-Methoxyestradiol powder

M6383

2-Methoxyestradiol

form

powder

form

-

form

-

form

powder

Quality Level

100

Quality Level

300

Quality Level

300

Quality Level

200

storage temp.

room temp

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

room temp

solubility

DMSO: ≥20 mg/mL

solubility

-

solubility

-

solubility

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

originator

Novartis

originator

-

originator

-

originator

-

General description

Artemisinin (ART) is a natural compound present in Artemisia annua, a traditional Chinese plant. [1]

Application

Artemether has been used:
  • as an anti-schistosomal compound to test it effect on the larval stages of S. mansoni[2]
  • to sensitize mouse embryonic fibroblasts (MEFs) and human osteosarcoma HT1080 cells to cysteine starvation (STV)-induced ferroptosis[1]
  • to stimulate islets and its effect on α to β transdifferentiation[3]

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.[1] 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.[3]

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

Signal Word

Danger

Hazard Statements

H242,H302

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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Certificates of Analysis (COA)

Lot/Batch Number
124M4701V
041M4712V
080M4701

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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
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
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
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
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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