5834-14-0

Basic information

• Product Name: [4-(4-methylbenzyl)piperazin-1-yl](phenyl)methanone
• Synonyms: methanone, [4-[(4-methylphenyl)methyl]-1-piperazinyl]phenyl-
• CAS NO: 5834-14-0
• Molecular Formula: C₁₉H₂₂N₂O
• Molecular Weight: 294.3908
• Mol File: 5834-14-0.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 441.6°C at 760 mmHg
• Flash Point: 186.3°C
• Density: 1.131g/cm³
• Vapor Pressure: 5.37E-08mmHg at 25°C
• Refractive Index: 1.601
• CAS DataBase Reference: [4-(4-methylbenzyl)piperazin-1-yl](phenyl)methanone(CAS DataBase Reference)
• NIST Chemistry Reference: [4-(4-methylbenzyl)piperazin-1-yl](phenyl)methanone(5834-14-0)
• EPA Substance Registry System: [4-(4-methylbenzyl)piperazin-1-yl](phenyl)methanone(5834-14-0)

Safety Data

• Hazardous Substances Data: 5834-14-0(Hazardous Substances Data)

Upstream product

• 6030-36-0 4-methylthiophene-2-carbaldehyde 
• 141-82-2 malonic acid 

Downstream Products

• 1623023-03-9 7-methyl-1-(2,4-dichlorophenyl)-N-(piperidin-1-yl)-1,4-dihydrothieno[2',3'-4,5]cyclopenta[1,2c]pyrazole-3-carboxamide 
• 1623023-05-1 7-methyl-1-(2,4-dichlorophenyl)-N-(homopiperidin-1-yl)-1,4-dihydrothieno[2',3'-4,5]cyclopenta[1,2c]pyrazole-3-carboxamide 
• 1623023-06-2 7-methyl-1-(2,4-dichlorophenyl)-N-(pyrrolidin-1-yl)-1,4-dihydrothieno[2',3'-4,5]cyclopenta[1,2c]pyrazole-3-carboxamide 
• 1623023-08-4 7-methyl-1-(2,4-dichlorophenyl)-N-cyclohexyl-1,4-dihydrothieno[2',3'-4,5]cyclopenta[1,2c]pyrazole-3-carboxamide 
• 1623023-10-8 7-methyl-1-(2,4-dichlorophenyl)-N-morpholin-4-yl-1,4-dihydrothieno[2',3'-4,5]cyclopenta[1,2c]pyrazole-3-carboxamide 
• 1623023-15-3 7-methyl-1-(4-methylbenzyl)-N-(piperidin-1-yl)-1,4-dihydrothieno[2',3'-4,5]cyclopenta[1,2c]pyrazole-3-carboxamide 
• 1623023-16-4 7-methyl-1-(4-methylbenzyl)-N-(homopiperidin-yl)-1,4-dihydrothieno[2',3'-4,5]cyclopenta[1,2c]pyrazole-3-carboxamide 
• 1623023-17-5 7-methyl-1-(4-methylbenzyl)-N-(pyrrolidin-1-yl)-1,4-dihydrothieno[2',3'-4,5]cyclopenta[1,2c]pyrazole-3-carboxamide 
• 1623023-18-6 7-methyl-1-(4-methylbenzyl)-N-cyclohexyl-1,4-dihydrothieno[2',3'-4,5]cyclopenta[1,2c]pyrazole-3-carboxamide 
• 1623023-19-7 7-methyl-1-(4-methylbenzyl)-N-morpholin-4-yl-1,4-dihydrothieno[2',3'-4,5]cyclopenta[1,2c]pyrazole-3-carboxamide 
• 1623023-31-3 7-methyl-1-(2,4-dichlorophenyl)-1,4-dihydrothieno[2',3'-4,5]cyclopenta[1,2c]pyrazole-3-carboxylic acid 
• 1623023-33-5 7-methyl-1-(4-methylbenzyl)-1,4-dihydrothieno[2',3'-4,5]cyclopenta[1,2c]pyrazole-3-carboxylic acid 
• 1623023-28-8 ethyl 7-methyl-1-(2,4-dichlorophenyl)-1,4-dihydrothieno[2',3'-4,5]cyclopenta[1,2c]pyrazole-3-carboxylate 
• 1623023-30-2 ethyl 7-methyl-1-(4-methylbenzyl)-1,4-dihydrothieno[2',3'-4,5]cyclopenta[1,2c]pyrazole-3-carboxylate 

Relevant articles and documents

Tricyclic pyrazoles part 7. Discovery of potent and selective dihydrothienocyclopentapyrazole derived CB2 ligands

A series of dihydrothienocyclopentapyrazole-based derivatives was synthesized and evaluated for the affinity at CB1 and CB2 receptors. The major term, the 6-methyl-1-(1,4-dichlorophenyl)-N-piperidinyl)-1,4- dihydrothieno[2′,3′-4,5]cyclopenta[1,2-c]pyrazole-3-carboxamide (6a), displayed a high affinity and good selectivity for CB2 receptors (Ki values of 2.30 nM for CB2 receptor and 440 nM for CB1 receptors respectively). Subsequent analogue preparation resulted in the identification of compounds such as 6b, 6d, 6e, 6k, 6l, 6m, 6s and 6t that showed 1.3-485 fold selectivity for CB2 receptors with potencies in the 1.1-7.2 nM range. These compounds profiled as full agonists at CB2 receptor in an inhibition assay of P-ERK 1/2 up regulation in HL-60 cells.