162791-23-3

Basic information

• Product Name: 11-Azaartemisinin
• Synonyms: 11-Azaartemisinin ;(3R,5aS,6R,8aS,9R,12R,12aR)-Decahydro-3,6,9-triMethyl-3,12-epoxy-1,2-dioxepino[4,3-i]isoquinolin-10(3H)-one
• CAS NO: 162791-23-3
• Molecular Formula: C₁₅H₂₃NO₄
• Molecular Weight: 281.34742
• Product Categories: Chiral Reagents;Drug Analogues;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Chiral Reagents, Drug Analogues, Heterocycles, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 162791-23-3.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 431.0±45.0 °C(Predicted)
• Appearance: /
• Density: 1.23±0.1 g/cm3(Predicted)
• Storage Temp.: -20°C Freezer
• Solubility: Chloroform (Slightly)
• PKA: 14.49±0.70(Predicted)
• CAS DataBase Reference: 11-Azaartemisinin(CAS DataBase Reference)
• NIST Chemistry Reference: 11-Azaartemisinin(162791-23-3)
• EPA Substance Registry System: 11-Azaartemisinin(162791-23-3)

Safety Data

• Hazardous Substances Data: 162791-23-3(Hazardous Substances Data)

Usage

Uses

A nontoxic analog of Artemisinin

Upstream product

• 63968-64-9 C₁₂H₁₃O₂(CH₃)3(O)(OO) 

Relevant articles and documents

Synthesis and reactions of 11-azaartemisinin and derivatives

11-Azaartemisinin was prepared in 45% yield in a one pot, two-step sequence from the reaction of artemisinin with excess ammonia followed by acid treatment. Analogous reactions of artemisinin with primary alkylamines gave N-alkylazaartemisinins in similar yields.

Synthesis and anticancer activity of novel aza-artemisinin derivatives

Three series of aza-artemisinin derivatives were synthesized for studies of anticancer activity. The first series of compounds were prepared via copper(I)-catalyzed azide alkyne cycloaddition, so called “click reaction”, starting from propargyl derivative

Activities of 11-Azaartemisinin and N-Sulfonyl Derivatives against Asexual and Transmissible Malaria Parasites

Dihydroartemisinin (DHA), either used in its own right or as the active drug generated in vivo from the other artemisinins in current clinical use—artemether and artesunate—induces quiescence in ring-stage parasites of Plasmodium falciparum (Pf). This ind

New products from the reactions of artemisinin with ammonia and amines

Reaction of artemisinin (1) with ammonia, methylamine, dimethylamine, and allylamine afforded five unexpected products 2-6, in addition to the previously reported compounds 7-12. The identities of the new compounds were established from their spectral data, by chemical derivatization and by comparison with published reports. The stereochemistries of compounds 5 and 6 were confirmed by single-crystal X-ray analysis.