168830-88-4

Basic information

• Product Name: Carbamic acid, [4-[[4-[[[(diphenylmethyl)amino]carbonyl]oxy]-1-piperidinyl]methyl]phenyl] methyl-, 1,1-dimethylethyl ester
• CAS NO: 168830-88-4
• Molecular Formula: C32H39N3O4
• Molecular Weight: 529.679
• Mol File: 168830-88-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Carbamic acid, [4-[[4-[[[(diphenylmethyl)amino]carbonyl]oxy]-1-piperidinyl]methyl]phenyl] methyl-, 1,1-dimethylethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, [4-[[4-[[[(diphenylmethyl)amino]carbonyl]oxy]-1-piperidinyl]methyl]phenyl] methyl-, 1,1-dimethylethyl ester(168830-88-4)
• EPA Substance Registry System: Carbamic acid, [4-[[4-[[[(diphenylmethyl)amino]carbonyl]oxy]-1-piperidinyl]methyl]phenyl] methyl-, 1,1-dimethylethyl ester(168830-88-4)

Safety Data

• Hazardous Substances Data: 168830-88-4(Hazardous Substances Data)

Upstream product

• 693803-44-0 tert-butyl N-p-tolyl-N-methylcarbamate 
• 623-08-5 N-methyl-p-toluidine 
• 168830-93-1 tert-butyl (4-(bromomethyl)phenyl)(methyl)carbamate 

Downstream Products

• 168830-70-4 benzhydryl-carbamic acid 1-(4-methylamino-benzyl)-piperidin-4-yl ester 

Relevant articles and documents

Selective muscarinic antagonists. I. Synthesis and antimuscarinic properties of 4-piperidyl benzhydrylcarbamate derivatives

A series of 1-substituted-4-piperidyl benzhydrylcarbamate derivatives were synthesized and evaluated for binding affinity to M1, M2 and M3 receptors, and for antimuscarinic activities. Receptor binding assays indicated that 1-benzyl-4-piperidyl benzhydrylcarbamate derivatives showed higher affinities for M1 and M3 receptors, and good selectivities for M3 over M2 receptor, than the corresponding ester analog. These results indicate that the urethane bond is a novel linker for muscarinic antagonists, and serves to lock the molecular conformation and allows the hydrophobic portion and cationic site of the molecule to bind to M1 and M3 muscarinic receptors. Among the prepared compounds, 1-(4-methylaminobenzyl)-4-piperidyl benzhydrylcarbamate monohydrochloride (18b, YM-58790) exhibited potent inhibitory activity on bladder pressure in reflexly-evoked rhythmic contraction, comparable to oxybutynin and was approximately ten times less inhibitory on oxotremorine-induced salivary secretion than oxybutynin in rats. Further evaluation of antimuscarinic effects on bradycardia and pressor in pithed rats, and on tremor in mice, demonstrated that YM-58790 can be useful for treatment of urinary urge incontinence as a bladder-selective M3 antagonist with fewer side effects.