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A9361 Sigma-Aldrich

Artemether

≥98% (HPLC)

Synonym: Dihydroartemisinin methyl ether, Dihydroqinghaosu methyl ether, SM-224

  • CAS Number 71963-77-4

  • Empirical Formula (Hill Notation) C16H26O5

  • Molecular Weight 298.37

  •  MDL number MFCD00866205

  •  PubChem Substance ID 329771050

  •  NACRES NA.77

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Properties

Related Categories AN-AZ, Approved Therapeutics/Drug Candidates, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology,
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

Description

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

Packaging

5, 25 mg in glass bottle

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 is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

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

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
RTECS 
KD4165000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Discover Bioactive Small Molecules for Immunology Research

The immune system is a complex network to detect and defend against non-self pathogenic agents, such as disease-causing viruses, bacteria, and other microorganisms. Various signaling pathways contrib...
Keywords: Antibiotics, Antifungals, Antivirals, Apoptosis, Bioactive small molecules, Cell signaling, Diabetes, Diseases, Immunology, Inflammation

Traditional Medicinals and Cancer

Traditional Chinese Medicine (TCM) is a healing art that has been practiced for thousands of years. The practice of TCM is a holistic approach that includes the use of herbal preparations, acupunctur...
Lynn Stephenson, Product Specialist, and Chloe McClanahan, Product Manager
Biofiles Vol. 8, No. 6
Keywords: Analgesics, Antitumor agents, Apoptosis, Cancer, Drug discovery, Fractionation, High performance liquid chromatography, Metabolites, Metabolomics, Nuclear magnetic resonance spectroscopy, Pharmaceutical

Peer-Reviewed Papers
15

References

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