1086409-78-0

Basic information

• Product Name: N-Amino-11-azaartemisinin
• Synonyms: N-Amino-11-azaartemisinin;(3R,5aS,6R,8aS,9R,12R,12aR)-11-AMinodecahydro-3,6,9-triMethyl-3,12-epoxy-1,2-dioxepino[4,3-i]isoquinolin-10(3H)-one
• CAS NO: 1086409-78-0
• Molecular Formula: C₁₅H₂₄N₂O₄
• Molecular Weight: 296.36206
• Product Categories: Chiral Reagents;Drug Analogues;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Chiral Reagents, Drug Analogues, Heterocycles, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 1086409-78-0.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-Amino-11-azaartemisinin(CAS DataBase Reference)
• NIST Chemistry Reference: N-Amino-11-azaartemisinin(1086409-78-0)
• EPA Substance Registry System: N-Amino-11-azaartemisinin(1086409-78-0)

Safety Data

• Hazardous Substances Data: 1086409-78-0(Hazardous Substances Data)

Usage

Description

N-Amino-11-azaartemisinin is a derivative of 11-Azaartemisinin, a compound derived from the plant Artemisia annua, which is known for its potent antimalarial properties. This derivative has been specifically engineered to enhance its activity against multidrug-resistant strains of malaria when administered through the oral route.

Uses

Used in Pharmaceutical Industry:
N-Amino-11-azaartemisinin is used as an antimalarial drug for the treatment of multidrug-resistant malaria. Its enhanced activity against resistant strains makes it a valuable asset in combating the growing problem of drug-resistant malaria, which poses a significant threat to global health.
N-Amino-11-azaartemisinin is used as a pharmaceutical compound for its ability to effectively target and eliminate multidrug-resistant malaria parasites. This is particularly important as the prevalence of drug-resistant malaria strains continues to rise, necessitating the development of new and more effective treatments to protect public health and save lives.

Upstream product

• 63968-64-9 C₁₂H₁₃O₂(CH₃)3(O)(OO) 

Downstream Products

• 1086409-91-7 4-(trifluoromethyl)-N-((3R,5aS,6R,8aS,9R,12R,12aR)-3,6,9-trimethyl-10-oxodecahydro-3,12-epoxy[1,2]dioxepino[4,3-i]-isoquinolin-11(12H)-yl)benzamide 
• 1086409-87-1 N-((3R,5aS,6R,8aS,9R,12R,12aR)-3,6,9-trimethyl-10-oxodecahydro-3,12-epoxy[1,2]dioxepino[4,3-i]isoquinolin-11(12H)-yl)benzamide 
• 1086409-93-9 N-((3R,5aS,6R,8aS,9R,12R,12aR)-3,6,9-trimethyl-10-oxodecahydro-3,12-epoxy[1,2]dioxepino[4,3-i]isoquinolin-11(12H)-yl)-[1,1′-biphenyl]-4-carboxamide 
• 1086409-89-3 4-bromo-N-((3R,5aS,6R,8aS,9R,12R,12aR)-3,6,9-trimethyl-10-oxodecahydro-3,12-epoxy[1,2]dioxepino[4,3-i]isoquinolin-11(12H)-yl)benzamide 
• 1086410-09-4 (3R,5aS,6R,8aS,9R,12R,12aR)-11-(benzylamino)-3,6,9-trimethyldecahydro-3,12-epoxy[1,2]dioxepino[4,3-i]isoquinolin-10(3H)-one 
• 1569269-80-2 (3R,5aS,6R,8aS,9R,12R,12aR)-3,6,9-trimethyl-11-((4-methylbenzyl)amino)decahydro-3,12-epoxy[1,2]dioxepino[4,3-i]-isoquinolin-10(3H)-one 
• 1569269-81-3 (3R,5aS,6R,8aS,9R,12R,12aR)-11-((4-chlorobenzyl)amino)-3,6,9-trimethyldecahydro-3,12-epoxy[1,2]dioxepino[4,3-i]isoquinolin-10(3H)-one 
• 1569269-82-4 (3R,5aS,6R,8aS,9R,12R,12aR)-11-((4-fluorobenzyl)amino)-3,6,9-trimethyldecahydro-3,12-epoxy[1,2]dioxepino[4,3-i]isoquinolin-10(3H)-one 
• 1086410-14-1 (3R,5aS,6R,8aS,9R,12R,12aR)-3,6,9-trimethyl-11-((4-(trifluoromethyl)benzyl)amino)decahydro-3,12-epoxy[1,2]-dioxepino[4,3-i]isoquinolin-10(3H)-one 
• 1086410-16-3 (3R,5aS,6R,8aS,9R,12R,12aR)-11-(([1,1′-biphenyl]-4-ylmethyl)amino)-3,6,9-trimethyldecahydro-3,12-epoxy[1,2]dioxepino[4,3-i]isoquinolin-10(3H)-one 
• 1086410-00-5 (3R,5aS,6R,8aS,9R,12R,12aR)-11-(((E)-benzylidene)amino)-3,6,9-trimethyldecahydro-3,12-epoxy[1,2]dioxepino[4,3-i]isoquinolin-10(3H)-one 
• 1569269-76-6 (3R,5aS,6R,8aS,9R,12R,12aR)-3,6,9-trimethyl-11-(((E)-4-methylbenzylidene)amino)decahydro-3,12-epoxy[1,2]dioxepino-[4,3-i]isoquinolin-10(3H)-one 
• 1569269-77-7 (3R,5aS,6R,8aS,9R,12R,12aR)-11-(((E)-4-chlorobenzylidene)amino)-3,6,9-trimethyldecahydro-3,12-epoxy[1,2]dioxepino[4,3-i]-isoquinolin-10(3H)-one 
• 1569269-78-8 (3R,5aS,6R,8aS,9R,12R,12aR)-11-(((E)-4-fluorobenzylidene)amino)-3,6,9-trimethyldecahydro-3,12-epoxy[1,2]dioxepino[4,3-i]-isoquinolin-10(3H)-one 

Relevant articles and documents

11-Aza-artemisinin Derivatives Exhibit Anticancer Activities by Targeting the Fatty Acid Binding Protein 6 (FABP6)

Artemisinin (Qinghaosu), a sesquiterpene lactone isolated from the Chinese medicinal herb Artemisia annua, is famous as the first-line antimalarial drug, and reported to also possess anticancer properties. Though many studies have proceeded focusing on ar

Amino- and hydroxy-functionalized 11-azaartemisinins and their derivatives

(Chemical Equation Presented) An efficient conversion of artemisinin 1 into three new amino- and hydroxy-functionalized 11-aza prototypes 9, 11, and 12 has been achieved on a multigram scale by reaction with hydrazine, hydroxylamine, and 2-amino ethanol, respectively. Of these, 9 has been further diversified into a wide range of derivatives including imines, amines, amides, and linker based dimers. Prototypes 11 and 12 have been converted into the corresponding ethers in high yields. Some of these compounds have shown a high order of activity against multidrug-resistant malaria in mice by oral route.