79641-41-1

Basic information

• Product Name: Propanoic acid,3-[[2-(3,4-dimethoxyphenyl)ethyl]amino]-3-oxo-,ethyl ester
• Synonyms: Propanoic acid,3-[[2-(3,4-dimethoxyphenyl)ethyl]amino]-3-oxo-,ethyl ester;N-[2-(3,4-Dimethoxy-phenyl)-ethyl]-malonamic acid ethyl ester
• CAS NO: 79641-41-1
• Molecular Formula: C₁₅H₂₁NO₅
• Molecular Weight: 295.33
• Product Categories: Drug Intermediates
• Mol File: 79641-41-1.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Propanoic acid,3-[[2-(3,4-dimethoxyphenyl)ethyl]amino]-3-oxo-,ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Propanoic acid,3-[[2-(3,4-dimethoxyphenyl)ethyl]amino]-3-oxo-,ethyl ester(79641-41-1)
• EPA Substance Registry System: Propanoic acid,3-[[2-(3,4-dimethoxyphenyl)ethyl]amino]-3-oxo-,ethyl ester(79641-41-1)

Safety Data

• Hazardous Substances Data: 79641-41-1(Hazardous Substances Data)

Upstream product

• 120-20-7 2-(3,4-dimethoxyphenyl)-ethylamine 
• 36239-09-5 ethyl chlorocarbonylacetate 
• 105-53-3 diethyl malonate 
• 1071-46-1 hydrogen ethyl malonate 

Downstream Products

• 51452-46-1 2-(6,7-dimethoxy-3,4-dihydro-2H-isoquinoline-1-yl)ethanol 
• 14028-68-3 ethyl 2-(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)acetate 
• 627862-69-5 (S)-benzyl 6,7-dimethoxy-1-(2-oxoethyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate 
• 740817-44-1 1-(2-hydroxy-ethyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester 
• 627862-68-4 1-(S)-N-carbobenzyloxy-O-triisopropylsilyl-2-(6,7-dimethoxy-3,4-dihydro-2H-isoquinoline-1-yl)ethanol 
• 628723-98-8 1-(S)-N-carbobenzyloxy-1-(2-benzoxy-3-ethyl-6-oxo-tetrahydropyran-4-ylmethyl)-6,7-dimethoxy-3,4-dihydro-2H-isoquinoline 
• 21271-01-2 (6,7-dimethoxy-3,4-dihydro-isoquinolin-1-yl)-acetic acid ethyl ester 
• 120639-04-5 3-(cyclohexylmethyl)-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-2-ol 
• 114795-49-2 3-(cyclohexylmethyl)-9,10-dimethoxy-3,4,6,7-tetrahydro-1H-pyrido[2,1-a]isoquinolin-2(11bH)-one 

Relevant articles and documents

Synthesis and structure-activity relationship of disubstituted benzamides as a novel class of antimalarial agents

Malaria is a devastating world health problem. Using a compound library screening approach, we identified a novel series of disubstituted benzamide compounds with significant activity against malaria strains 3D7 and K1. These compounds represent a new antimalarial molecular scaffold exemplified by compound 1, which demonstrated EC50 values of 60 and 430 nM against strains 3D7 and K1, respectively. Herein we report our findings on the efficient synthesis, structure-activity relationships, and biological activity of this new class of antimalarial agents.

Diverse asymmetric quinolizidine synthesis: A stereodivergent one-pot approach

A diverse stereodivergent organocatalytic one-pot addition/cyclization/ annulation sequence to optically active quinolizidine derivatives from easily available starting materials is presented. The one-pot sequence relies on a pyrrolidine-catalyzed enantioselective conjugate addition of electron-deficient amide a-carbons to α,β-unsaturated aldehydes, spontaneous hemiaminal formation and acid-catalyzed/mediated N-acyliminium ion cyclization to give the quinolizidine framework. Simple tuning of the reaction conditions in the N-acyliminuim ion cyclization step provides a diastereomeric switch, which gives access to both of the two bridgehead epimers through kinetic, thermodynamic or chelation control. The methodology display a broad substrate scope that is demonstrated by the stereoselective formation of indolo-, thieno-, benzofuro-, furo- and different benzoquinolizidine derivatives with high atom efficiency, up to >99% ee and up to >95:5 dr. Due to its efficiency, synthetic diversity and operational simplicity, this protocol has the potential to find important use as a key step in natural product synthesis, biochemistry and pharmaceutical science. The stereochemical outcome of the one-pot sequence was investigated, and the mechanism and origin of stereoselectivity of the different steps is discussed.

Pyrrolo (2.1a)dihydroisoquinolines and their use as phosphodiesterase 10a inhibitors

The present invention relates to pyrrolo[2.1-a]dihydroisoquinolines which are inhibitors of phosphodiesterase 10a and can be used for combating cancer.