918452-15-0

Basic information

• Product Name: 2-Azabicyclo[2.2.1]heptan-3-one, 6-(acetyloxy)-2-[(4-methoxyphenyl)methyl]-, (1S,4R,6S)-
• CAS NO: 918452-15-0
• Molecular Formula: C16H19NO4
• Molecular Weight: 289.331
• Mol File: 918452-15-0.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2-Azabicyclo[2.2.1]heptan-3-one, 6-(acetyloxy)-2-[(4-methoxyphenyl)methyl]-, (1S,4R,6S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Azabicyclo[2.2.1]heptan-3-one, 6-(acetyloxy)-2-[(4-methoxyphenyl)methyl]-, (1S,4R,6S)-(918452-15-0)
• EPA Substance Registry System: 2-Azabicyclo[2.2.1]heptan-3-one, 6-(acetyloxy)-2-[(4-methoxyphenyl)methyl]-, (1S,4R,6S)-(918452-15-0)

Safety Data

• Hazardous Substances Data: 918452-15-0(Hazardous Substances Data)

Upstream product

• 824-94-2 p-methoxybenzyl chloride 
• 105-13-5 4-Methoxybenzyl alcohol 
• 168960-17-6 (1R,4S)-2-(p-Methoxybenzyl)-2-azabicyclo<2.2.1>-5-hepten-3-one 
• 79200-56-9 (-)-2-azabicyclo[2.2.1]hept-5-en-3-one 

Downstream Products

• 918452-16-1 (1S,4R,6S)-6-hydroxy-2-(4-methoxybenzyl)-2-azabicyclo[2.2.1]-heptan-3-one 
• 640897-02-5 (1S,4S)-6-difluoromethylenyl-2-(4‘-methoxybenzyl)-2-azabicyclo[2.2.1]heptan-3-one 
• 169104-33-0 (1S,4R)-2-[(4-methoxyphenyl)methyl]-2-azabicyclo[2.2.1]hept-5-en-3-one 
• 918452-27-4 (1S,4S)-6-dibromomethylene-2-(4-methoxybenzyl)-2-azabicyclo[2.2.1]heptan-3-one 
• 918452-34-3 (E)-(1S,4S)-2-(4-methoxybenzyl)-6-(2,2,2-trifluoroethylidene)-2-azabicyclo[2.2.1]heptan-3-one 
• 918452-33-2 (Z)-(1S,4S)-2-(4-methoxybenzyl)-6-(2,2,2-trifluoroethylidene)-2-azabicyclo[2.2.1]heptan-3-one 
• 918452-31-0 (1S,4S)-6-bromomethylene-2-(4-methoxybenzyl)-2-azabicyclo[2.2.1]heptan-3-one 
• 918452-32-1 (1S,4S)-6-bromomethylene-2-(4-methoxybenzyl)-2-azabicyclo[2.2.1]heptan-3-one 
• 918452-26-3 (1S,4R)-6-pentafluoroethyl-2-(4-methoxybenzyl)-2-azabicyclo[2.2.1]hept-5-en-3-one 
• 918452-17-2 (1S,4R)-6-iodo-2-(4-methoxybenzyl)-2-azabicyclo[2.2.1]hept-5-en-3-one 
• 918452-25-2 (1S,4R)-6-trifluoromethyl-2-(4-methoxybenzyl)-2-azabicyclo[2.2.1]hept-5-en-3-one 

Relevant articles and documents

Mechanism-Based Design of 3-Amino-4-Halocyclopentenecarboxylic Acids as Inactivators of GABA Aminotransferase

Aminotransferases are pyridoxal 5′-phosphate-dependent enzymes that catalyze reversible transamination reactions between an amino acid and an α-keto acid, playing a critical role in cellular nitrogen metabolism. It is evident that γ-aminobutyric acid aminotransferase (GABA-AT), which balances the levels of inhibitory and excitatory neurotransmitters, has emerged as a promising therapeutic target for epilepsy and cocaine addiction based on mechanism-based inactivators (MBIs). In this work, we established an integrated approach using computational simulation, organic synthesis, biochemical evaluation, and mass spectrometry to facilitate our design and mechanistic studies of MBIs, which led to the identification of a new cyclopentene-based analogue (6a), 25-times more efficient as an inactivator of GABA-AT compared to the parent compound (1R,3S,4S)-3-amino-4-fluorocyclopentane carboxylic acid (FCP, 4).