749913-60-8

Basic information

• Product Name: 4-[4-(2,5-difluoro-benzyl)-piperidin-1-yl]-cyclohexanone
• Synonyms: 4-[4-(2,5-difluoro-benzyl)-piperidin-1-yl]-cyclohexanone
• CAS NO: 749913-60-8
• Molecular Weight: 307.384
• Mol File: 749913-60-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4-[4-(2,5-difluoro-benzyl)-piperidin-1-yl]-cyclohexanone(CAS DataBase Reference)
• NIST Chemistry Reference: 4-[4-(2,5-difluoro-benzyl)-piperidin-1-yl]-cyclohexanone(749913-60-8)
• EPA Substance Registry System: 4-[4-(2,5-difluoro-benzyl)-piperidin-1-yl]-cyclohexanone(749913-60-8)

Safety Data

• Hazardous Substances Data: 749913-60-8(Hazardous Substances Data)

Upstream product

• 4746-97-8 cyclohexanedione monoethylene ketal 
• 749913-58-4 4-(2,5-difluoro-benzyl)-1-(1,4-dioxa-spiro[4.5]dec-8-yl)-piperidine 

Downstream Products

• 828934-72-1 5-[4-(2,5-difluoro-benzyl)-piperidin-1-yl]-2-hydroxy-cyclohex-1-enecarboxylic acid benzo[1,3]dioxol-4-ylamide 
• 749913-62-0 {4-[4-(2,5-difluoro-benzyl)-piperidin-1-yl]-cyclohex-1-enyl}-dimethyl-amine 

Relevant articles and documents

Ligand conformation has a definitive effect on 5-HT1A and serotonin reuptake affinity

Conformationally constrained cyclohexanes and cyclohexenes were prepared and tested for 5-HT1A and SSRI activity. The conformation of the dioxyaryl ring with respect to the cyclohexane ring is a key factor for selecting the relative potency of the compounds at the two receptors studied. Conformationally constrained aryl cyclohexanes and cyclohexenes based on aryl cyclohexanols 1 were prepared. Locking the aryl ring in plane with the cyclohexane moiety provided potent SSRIs 3. Conversely, fixing the aryl ring perpendicular to the cyclohexane ring via a spiro lactone provided balanced 5-HT1A antagonists with mid-nanomolar range SSRI potency (compounds 2).