234447-80-4

Basic information

• Product Name: Pentanamide, 5-hydroxy-N-[(4-methoxyphenyl)methyl]-3-methyl-, (3R)-
• CAS NO: 234447-80-4
• Molecular Formula: C14H21NO3
• Molecular Weight: 251.326
• Mol File: 234447-80-4.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Pentanamide, 5-hydroxy-N-[(4-methoxyphenyl)methyl]-3-methyl-, (3R)-(CAS DataBase Reference)
• NIST Chemistry Reference: Pentanamide, 5-hydroxy-N-[(4-methoxyphenyl)methyl]-3-methyl-, (3R)-(234447-80-4)
• EPA Substance Registry System: Pentanamide, 5-hydroxy-N-[(4-methoxyphenyl)methyl]-3-methyl-, (3R)-(234447-80-4)

Safety Data

• Hazardous Substances Data: 234447-80-4(Hazardous Substances Data)

Upstream product

• 2393-23-9 4-methoxy-benzylamine 
• 32365-96-1 methyl 3-(R)-methyl-5-hydroxypentanoate 

Downstream Products

• 234447-81-5 (4R)-6-hydroxy-1-(4-methoxybenzyl)-4-methylpiperidin-2-one 
• 586398-54-1 (1S,5S,6R)-7,7-dibromo-2-(4-methoxybenzyl)-5-methyl-2-azabicyclo[4.1.0]heptan-3-one 
• 313247-07-3 (1S,5S,6R)-7,7-dichloro-2-(4-methoxybenzyl)-5-methyl-2-azabicyclo[4.1.0]heptan-3-one 
• 586398-56-3 (1S,5S,6R,7S)-7-bromo-2-(4-methoxybenzyl)-5,7-dimethyl-2-azabicyclo[4.1.0]heptan-3-one 
• 586398-55-2 (1S,5S,6R)-7-bromo-7-fluoro-2-(4-methoxybenzyl)-5-methyl-2-azabicyclo[4.1.0]heptan-3-one 
• 586398-62-1 (1S,5S,6S)-2-(4-methoxybenzyl)-5-methyl-7-methylene-2-azabicyclo[4.1.0]heptan-3-one 
• 586398-63-2 (1R,5S,6R,7R)-2-(4-methoxybenzyl)-5,7-dimethyl-2-azabicyclo[4.1.0]heptan-3-one 
• 234447-82-6 (4S)-1-(4-methoxybenzyl)-4-methyl-3,4-dihydropyridin-2-one 

Relevant articles and documents

Design and synthesis of orally bioavailable inhibitors of inducible nitric oxide synthase. Identification of 2-azabicyclo[4.1.0]heptan-3-imines

Further chemical modification of 2-iminopiperidines fused to cyclopropane rings was performed. Optically active isomers 2 and 13 were synthesized and their biological activity was evaluated. Compound 2 exhibited greater potency and more isoform selectivity than enantiomer 13 in the iNOS inhibition assay. One of the gem-chlorines on the fused cyclopropane moiety of 2 was eliminated to produce 3, which showed reduced potency for iNOS inhibition, as well as 4 with an increased potency. The isoform selectivity of 4 was also much higher than that of 3. This was also true for the corresponding methyl derivatives 6-9. The structure-activity relationship (SAR) study and computer aided docking study of the most optimized structure 4 with human iNOS will also be reported.