33445-17-9

Basic information

• Product Name: N-methylpiperidine-4-yl-2-cyclohexyl-2-hydroxy-2- phenylacetate
• Synonyms: N-methylpiperidine-4-yl-2-cyclohexyl-2-hydroxy-2- phenylacetate;PPCG;α-Cyclohexyl-α-hydroxybenzeneacetic acid 1-methyl-4-piperidinyl ester
• CAS NO: 33445-17-9
• Molecular Formula: C₂₀H₂₉NO₃
• Molecular Weight: 0
• Mol File: 33445-17-9.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 462.7°Cat760mmHg
• Flash Point: 233.6°C
• Appearance: /
• Density: 1.14g/cm³
• Vapor Pressure: 2.33E-09mmHg at 25°C
• Refractive Index: 1.566
• CAS DataBase Reference: N-methylpiperidine-4-yl-2-cyclohexyl-2-hydroxy-2- phenylacetate(CAS DataBase Reference)
• NIST Chemistry Reference: N-methylpiperidine-4-yl-2-cyclohexyl-2-hydroxy-2- phenylacetate(33445-17-9)
• EPA Substance Registry System: N-methylpiperidine-4-yl-2-cyclohexyl-2-hydroxy-2- phenylacetate(33445-17-9)

Safety Data

• Hazardous Substances Data: 33445-17-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C20H29NO3/c1-21-14-12-18(13-15-21)24-19(22)20(23,16-8-4-2-5-9-16)17-10-6-3-7-11-17/h2,4-5,8-9,17-18,23H,3,6-7,10-15H2,1H3

Upstream product

• 106-52-5 N-methyl-4-hydroxypiperidine 
• 10399-13-0 methyl 2-cyclohexyl-2-hydroxy-2-phenylacetate 
• 695-19-2 N-methyl-4-pyridone 
• 4335-77-7 cyclohexylmandelic acid 
• 76-93-7 Benzilic acid 

Relevant articles and documents

Synthesis, antimuscarinic activity and quantitative structure-activity relationship (QSAR) of tropinyl and piperidinyl esters

A series of tropinyl and piperidinyl esters was synthesized and evaluated for inhibitory activities on the endothelial muscarinic receptors of rat (M3) and rabbit (M2) aorta. Some of the esters (cyclohexylphenylglycolates and cyclohexylphenylpropionates) were found to be better antimuscarinic compounds than standard M2 and M3 inhibitors such as AFDX116 and 4-diphenylacetoxy-N-methylpiperidine (DAMP), with pKEC50 values in the range of 8-9. A few esters were found to be more selective M3 than M2 inhibitors, but these tended to have low activities. The hydrophobic, electronic and steric characteristics of these esters were correlated with antimuscarinic activity by using appropriate parameters representing hydrophobicity (HPLC capacity factor, log k(w), size (molecular volume) and electronic character (Taft's polar substituent constant δ and 13C chemical shift difference Δδ). Finally, 92% of the M2-inhibitory activities of the esters could be accounted for by the size and electronic character σ* of the side chain. In contrast, the M3-inhibitory activities of these esters were mainly attributed to the electronic nature (σ*, Δδ) of the side chain, with good activity being associated with electron-withdrawing groups. Visualization of the comparative molecular field analysis (CoMFA) steric and electrostatic fields provided further confirmation of the structure-activity relationship (SAR) derived from traditional quantitative structure-activity relationship (QSAR) approaches.