173604-54-1

Basic information

• Product Name: 1H-Imidazo[4,5-c]pyridine, 2-methyl-1-(4-piperidinylmethyl)-
• CAS NO: 173604-54-1
• Molecular Formula: C13H18N4
• Molecular Weight: 230.313
• Mol File: 173604-54-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1H-Imidazo[4,5-c]pyridine, 2-methyl-1-(4-piperidinylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Imidazo[4,5-c]pyridine, 2-methyl-1-(4-piperidinylmethyl)-(173604-54-1)
• EPA Substance Registry System: 1H-Imidazo[4,5-c]pyridine, 2-methyl-1-(4-piperidinylmethyl)-(173604-54-1)

Safety Data

• Hazardous Substances Data: 173604-54-1(Hazardous Substances Data)

Upstream product

• 5435-54-1 4-hydroxy-3-nitropyridine 

Downstream Products

• 188913-58-8 (E)-2-hydroxy-5-[[4-[3-[4-[(2-methyl-1H-imidazo[4,5-c]pyridin-1-yl)methyl]-1-piperidinyl]-3-oxo-1-phenyl-1-propenyl]phenyl]azo]benzoic acid 
• 188913-58-8 (Z)-2-hydroxy-5-[[4-[3-[4-[(2-methyl-1H-imidazo[4,5-c]pyridin-1-yl)methyl]-1-piperidinyl]-3-oxo-1-phenyl-1-propenyl]phenyl]azo]benzoic acid 
• 179173-99-0 cis-1-[[1-[3-(4-Aminophenyl)-3-phenylpropenoyl]-4-piperidyl]methyl]-1H-2-methylimidazo[4,5-c]pyridine 
• 179173-55-8 UR 12715 
• 179173-94-5 N-isobutyl-N-{2-[4-(2-methyl-imidazo[4,5-c]pyridin-1-ylmethyl)-piperidin-1-yl]-2-oxo-ethyl}-4-nitro-benzenesulfonamide 
• 1026050-41-8 [3-[4-(2-methyl-imidazo[4,5-c]pyridin-1-ylmethyl)-piperidin-1-yl]-1-(4-nitro-phenyl)-3-oxo-propyl]-carbamic acid ethyl ester 
• 179173-80-9 {2-[4-(2-methyl-imidazo[4,5-c]pyridin-1-ylmethyl)-piperidin-1-yl]-2-oxo-ethyl}-(4-nitro-phenyl)-carbamic acid ethyl ester 
• 179173-63-8 1-[[1-[3-Ethoxycarbonyl-3-(4-nitrophenyl)propionyl]-4-piperidyl]methyl]-1H-2-methylimidazo[4,5-c]pyridine 
• 179173-91-2 1-[[1-[[N-(4-Nitrophenylsulfonyl)-N-phenylamino]acetyl]-4-piperidyl]methyl]-1H-2-methylimidazo[4,5-c]pyridine 
• 179173-51-4 1-[[1-[3-[(4-Nitrophenyl)amino]-3-phenylpropionyl]-4-piperidyl]methyl]-1H-2-methylimidazo[4,5-c]pyridine 
• 179173-54-7 1-[4-(2-methyl-imidazo[4,5-c]pyridin-1-ylmethyl)-piperidin-1-yl]-3-(4-nitro-phenyl)-3-phenyl-propenone 

Relevant articles and documents

Design, synthesis, and structure-activity relationship studies of novel 1-[(1-acyl-4-piperidyl)methyl]-1H-2-methylimidazo[4,5-c]pyridine derivatives as potent, orally active platelet-activating factor antagonists

Replacement of the polar head of our previous series of 1-acyl-4-[(2-methyl-3-pyridyl)-cyanomethyl]piperazines with a 2-methylimidazo[4,5-c]pyridine group has led to the identification of a new series of 1-[(1-acyl-4-piperidyl)methyl]-1H-2-methylimidazo[4,5-c]pyridine derivatives as potent, orally active platelet-activating factor (PAF) antagonists. On the basis of the general structure - activity relationship trends found for the acyl substituent in our earlier series, five groups of compounds were tested, diaryl- or alkylarylpropanoyl derivatives, their 3-hydroxy-substituted analogues, and urea, carbamate and amino acid derivatives. The optimal compound 19 (UR-12670), bearing the 3,3-diphenylpropanoyl moiety, exhibited very high in vitro and in vivo potency (IC50 = 0.0076 μM for the in vitro PAF-induced platelet aggregation assay, ID50 = 0.0086 mg/kg for the in vivo PAF-induced hypotension test in normotensive rats, and ID50 = 0.092 mg/kg po and 0.0008 mg/kg iv for the PAF-induced mortality test in mice). Compound 19 also showed long duration of activity. It gave 100% protection against PAF-induced mortality in mice 7 h after iv administration of a single dose of 1 mg/kg and also provided 100% inhibition of PAF-induced aggregation in dog whole blood 6 h after iv administration of the same dose. The lead structure 19 has been selected for in-depth pharmacological evaluation.