313247-07-3

Basic information

• Product Name: 2-Azabicyclo[4.1.0]heptan-3-one, 7,7-dichloro-2-[(4-methoxyphenyl)methyl]-5-methyl-, (1S,5S,6R)-
• CAS NO: 313247-07-3
• Molecular Formula: C15H17Cl2NO2
• Molecular Weight: 314.211
• Mol File: 313247-07-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2-Azabicyclo[4.1.0]heptan-3-one, 7,7-dichloro-2-[(4-methoxyphenyl)methyl]-5-methyl-, (1S,5S,6R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Azabicyclo[4.1.0]heptan-3-one, 7,7-dichloro-2-[(4-methoxyphenyl)methyl]-5-methyl-, (1S,5S,6R)-(313247-07-3)
• EPA Substance Registry System: 2-Azabicyclo[4.1.0]heptan-3-one, 7,7-dichloro-2-[(4-methoxyphenyl)methyl]-5-methyl-, (1S,5S,6R)-(313247-07-3)

Safety Data

• Hazardous Substances Data: 313247-07-3(Hazardous Substances Data)

Usage

Molecular structure

The compound has a seven-membered ring with a nitrogen atom, as well as chlorine and methyl groups.

Methoxyphenylmethyl group

The compound features a methoxyphenylmethyl group, which is a benzene ring with a methoxy (CH3O) substituent.

Stereochemistry

The stereochemistry of the molecule is specified by the (1S,5S,6R) designation, indicating the absolute configuration of the chiral centers within the molecule.

Industrial or pharmaceutical applications

Due to its complex structure and potential reactivity, the compound may have various industrial or pharmaceutical applications.

Upstream product

• 67-66-3 chloroform 
• 234447-82-6 (4S)-1-(4-methoxybenzyl)-4-methyl-3,4-dihydropyridin-2-one 
• 32365-96-1 methyl 3-(R)-methyl-5-hydroxypentanoate 
• 515-84-4 Ethyl trichloroacetate 
• 234447-80-4 (3R)-5-hydroxy-N-(4-methoxybenzyl)-3-methylpentanamide 
• 234447-81-5 (4R)-6-hydroxy-1-(4-methoxybenzyl)-4-methylpiperidin-2-one 
• 2393-23-9 4-methoxy-benzylamine 

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.