452056-83-6

Basic information

• Product Name: Acetamide, N-[4-[4-(4-fluorophenyl)-1-methyl-3-oxido-1H-imidazol-5-yl]-2-pyridinyl]-
• CAS NO: 452056-83-6
• Molecular Formula: C17H15FN4O2
• Molecular Weight: 326.33
• Mol File: 452056-83-6.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Acetamide, N-[4-[4-(4-fluorophenyl)-1-methyl-3-oxido-1H-imidazol-5-yl]-2-pyridinyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Acetamide, N-[4-[4-(4-fluorophenyl)-1-methyl-3-oxido-1H-imidazol-5-yl]-2-pyridinyl]-(452056-83-6)
• EPA Substance Registry System: Acetamide, N-[4-[4-(4-fluorophenyl)-1-methyl-3-oxido-1H-imidazol-5-yl]-2-pyridinyl]-(452056-83-6)

Safety Data

• Hazardous Substances Data: 452056-83-6(Hazardous Substances Data)

Upstream product

• 452056-79-0 N-{4-[2-cyano-2-(4-fluorophenyl)acetyl]pyridin-2-yl}acetamide 
• 452056-81-4 N-{4-[2-(4-fluorophenyl)acetyl]pyridin-2-yl}acetamide 
• 452056-80-3 1-(2-aminopyridin-4-yl)-2-(4-fluorophenyl)ethanone 
• 459-22-3 4-fluorophenylacetonitrile 
• 108-74-7 1,3,5-trimethyl-1,3,5-triazacyclohexane 
• 452056-82-5 N-{4-[2-(4-fluorophenyl)-2-hydroxyliminoacetyl]pyridin-2-yl}acetamide 
• 1761-67-7 N-methylmethanimine 
• 549505-57-9 N-{4-[2-cyano-2-(4-fluoro-phenyl)-1-hydroxy-vinyl]-pyridin-2-yl}-acetamide 
• 5327-32-2 2-acetylamino-4-methylpyridine 
• 695-34-1 2-Amino-4-methylpyridine 

Downstream Products

• 908380-97-2 N-{4-[5-(4-fluoro-phenyl)-3-methyl-2-methylsulfinyl-3H-imidazol-4-yl]-pyridin-2-yl}-acetamide 
• 452056-88-1 C₁₇H₁₅FN₄OS 
• 549505-58-0 N-{4-[4-(4-fluorophenyl)-1-methyl-2-methylsulfanyl-1H-imidazol-5-yl]pyridin-2-yl}-N-(1-phenylethyl)amine 
• 452056-98-3 4-[4-(4-fluorophenyl)-1-methyl-2-methylsulfanyl-1H-imidazol-5-yl]pyridin-2-ylamine 
• 452056-93-8 N-{4-[4-(4-fluorophenyl)-1-methyl-2-methylsulfanyl-1H-imidazol-5-yl]pyridin-2-yl}acetamide 
• 452056-88-1 N-{4-[4-(4-fluorophenyl)-1-methyl-2-thioxo-2,3-dihydro-1H-imidazol-5-yl]pyridin-2-yl}acetamide 

Relevant articles and documents

Discovery of N-{4-[5-(4-Fluorophenyl)-3-methyl-2-methylsulfanyl-3H-imidazol-4-yl]-pyridin-2-yl}-acetamide (CBS-3595), a Dual p38α MAPK/PDE-4 Inhibitor with Activity against TNFα-Related Diseases

The anti-inflammatory potential of p38 mitogen-activated protein kinase (MAPK) inhibitors was coincidentally expanded to a dual inhibition of p38α MAPK and phosphodiesterase 4 (PDE4), and the potential benefits arising from the blockage of both inflammation-related enzymes were thoroughly investigated. The most promising compound, CBS-3595 (1), was successively evaluated in in vitro experiments as well as in ex vivo and in vivo preclinical studies after administration of 1 to rodents, dogs, and monkeys. The resulting data clearly indicated a potent suppression of tumor necrosis factor alpha release. For reconfirming the findings of the animal studies when administering 1 to healthy human volunteers, a phase I clinical trial was conducted. Apart from further information regarding the pharmacokinetic and pharmacodynamic characteristics of 1, it was demonstrated that dual inhibition of p38α MAPK and PDE4 is able to synergistically attenuate the excessive anti-inflammatory response.

Imidazole compounds having an antiinflammatory effect

The invention relates to 2-sulfinyl- or 2-sulfonyl-substituted imidazole derivatives of the formula I in which the radicals R1, R2, R3 and R4 have the meaning indicated in the description. The compounds of the i

Identification of regioisomers in a series of N-substituted pyridin-4-yl imidazole derivatives by regiospecific synthesis, GC/MS, and 1H NMR

The regiospecific synthesis of 2a (Scheme 3), a novel and potent pyridinyl imidazole inhibitor of p38 MAP (mitogen-activated protein) kinase, and the regioselective preparation of its regioisomer 2b (Scheme 4) are described. Chromatographic and spectroscopic data are presented, which in this class of compounds allow the unambiguous identification of regioisomers prepared by a nonregiospecific synthetic strategy. Biological data demonstrating the importance of the correct regiochemistry for inhibition of p38 are given.