374776-38-2

Basic information

• Product Name: 4-Piperidineacetic acid, 1-[[3-[[[5-(aminocarbonyl)-1-methyl-3-propyl-1H-pyrazol-4-yl]amino]carb onyl]-4-propoxyphenyl]sulfonyl]-, ethyl ester
• CAS NO: 374776-38-2
• Molecular Formula: C27H39N5O7S
• Molecular Weight: 577.702
• Mol File: 374776-38-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4-Piperidineacetic acid, 1-[[3-[[[5-(aminocarbonyl)-1-methyl-3-propyl-1H-pyrazol-4-yl]amino]carb onyl]-4-propoxyphenyl]sulfonyl]-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Piperidineacetic acid, 1-[[3-[[[5-(aminocarbonyl)-1-methyl-3-propyl-1H-pyrazol-4-yl]amino]carb onyl]-4-propoxyphenyl]sulfonyl]-, ethyl ester(374776-38-2)
• EPA Substance Registry System: 4-Piperidineacetic acid, 1-[[3-[[[5-(aminocarbonyl)-1-methyl-3-propyl-1H-pyrazol-4-yl]amino]carb onyl]-4-propoxyphenyl]sulfonyl]-, ethyl ester(374776-38-2)

Safety Data

• Hazardous Substances Data: 374776-38-2(Hazardous Substances Data)

Upstream product

• 59184-90-6 ethyl (piperidin-4-yl)acetate 
• 374776-34-8 4-(5-chlorosulfonyl-2-n-propoxybenzamido)-1-methyl-3-n-propylpyrazole-5-carboxamide 
• 139756-04-0 1-Methyl-4-(2-n-propoxybenzamido)-3-n-propylpyrazole-5-carboxamide 

Relevant articles and documents

Synthesis and phosphodiesterase inhibitory activity of new sildenafil analogues containing a carboxylic acid group in the 5′-sulfonamide moiety of a phenyl ring

New sildenafil analogues possessing a carboxylic acid group in the 5′-sulfonamide of the phenyl ring, 9a-l, were prepared from the readily available starting compounds 6a-b and cyclic amines 3-5 in a three-step sequence. In the enzyme assays, it has been shown that all the target compounds 9a-l proved to be more potent in inhibiting phosphodiesterase type 5 (PDE5) than sildenafil by 4-38-fold. The effect on the IC50 values were investigated by varying the alkoxy group (R) of the phenyl ring, the sulfonamide type (X), and the length of the methylene chain linking the carboxylic acid, and the results were discussed in detail. From this study, we have clearly demonstrated that introduction of a carboxylic acid group to the 5′-sulfonamide moiety of the phenyl ring greatly enhanced PDE5 inhibitory activity, probably by mimicking the phosphate group of cGMP. The piperidinyl propionic acid derivative 9i, which showed the highest PDE5 inhibitory activity and comparable to better selectivity over PDE isozymes in comparison with sildenafil, has been selected for more detailed biological investigations.