1210909-06-0

Basic information

• Product Name: 2-(4-((2-(trifluoromethyl)pyridin-4-yl)amino)phenyl)propanoic acid
• Synonyms: 2-(4-((2-(trifluoromethyl)pyridin-4-yl)amino)phenyl)propanoic acid
• CAS NO: 1210909-06-0
• Molecular Weight: 310.276
• Mol File: 1210909-06-0.mol

Chemical Properties

• CAS DataBase Reference: 2-(4-((2-(trifluoromethyl)pyridin-4-yl)amino)phenyl)propanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-((2-(trifluoromethyl)pyridin-4-yl)amino)phenyl)propanoic acid(1210909-06-0)
• EPA Substance Registry System: 2-(4-((2-(trifluoromethyl)pyridin-4-yl)amino)phenyl)propanoic acid(1210909-06-0)

Safety Data

• Hazardous Substances Data: 1210909-06-0(Hazardous Substances Data)

Upstream product

• 1210908-96-5 methyl 2-(4-((2-(trifluoromethyl)pyridin-4-yl)amino)phenyl)propanoate 
• 1210908-74-9 methyl (E)-2-(4-((5,5,5-trifluoro-4-oxopent-2-en-2-yl)amino)phenyl)propanoate 
• 1210908-86-3 methyl 2-(4-(((1E,3E)-1-(dimethylamino)-6,6,6-trifluoro-5-oxohexa-1,3-dien-3-yl)amino)phenyl)propanoate 
• 50415-69-5 methyl 2-(4-nitrobenzene)propionate 
• 19910-33-9 2-(4-nitrophenyl)propanoic acid 
• 39718-97-3 methyl 2-(4-aminophenyl)propanoate 

Downstream Products

• 1210908-53-4 4-acetamidophenyl 2-(4-(2-(trifluoromethyl)pyridin-4-ylamino)phenyl)propanoate 
• 1210908-28-3 ethyl 2-(2-(4-((2-(trifluoromethyl)pyridin-4-yl)amino)phenyl)propanamido)acetate 
• 1210908-34-1 2-(2-(4-(2-(trifluoromethyl)pyridin-4-ylamino)phenyl)propanamido)acetic acid 

Relevant articles and documents

Novel propanamides as fatty acid amide hydrolase inhibitors

Fatty acid amide hydrolase (FAAH) has a key role in the control of the cannabinoid signaling, through the hydrolysis of the endocannabinoids anandamide and in some tissues 2-arachidonoylglycerol. FAAH inhibition represents a promising strategy to activate the cannabinoid system, since it does not result in the psychotropic and peripheral side effects characterizing the agonists of the cannabinoid receptors. Here we present the discovery of a novel class of profen derivatives, the N-(heteroaryl)-2-(4-((2-(trifluoromethyl)pyridin-4-yl)amino)phenyl)propanamides, as FAAH inhibitors. Enzymatic assays showed potencies toward FAAH ranging from nanomolar to micromolar range, and the most compounds lack activity toward the two isoforms of cyclooxygenase. Extensive structure-activity studies and the definition of the binding mode for the lead compound of the series are also presented. Kinetic assays in rat and mouse FAAH on selected compounds of the series demonstrated that slight modifications of the chemical structure could influence the binding mode and give rise to competitive (TPA1) or non-competitive (TPA14) inhibition modes.

Synthesis and evaluation of paracetamol esters as novel fatty acid amide hydrolase inhibitors

Fatty acid amide hydrolase (FAAH) is the key hydrolytic enzyme for the endogenous cannabinoid receptor ligand anandamide. The synthesis and evaluation for their FAAH inhibitory activities of a series of 18 paracetamol esters are described. Structure-activity relationship studies indicated that the ester (33) with a 2-(4-(2-(trifluoromethyl)pyridin-4-ylamino)phenyl)acetic acid substituent was the most potent analogue in this series. The compound inhibited FAAH activity in a competitive manner with a Ki value of 0.16 μM. The compound was also able to inhibit the FAAH activity in rat basophilic leukemia cells as assessed by measuring either the hydrolysis of anandamide, the FAAH-dependent cellular accumulation of anandamide, or the FAAH-dependent recycling of tritium to the cell membranes. The compound also inhibited the activity of monoacylglycerol lipase (MGL), the enzyme responsible for the hydrolysis of the endogenous cannabinoid receptor ligand 2-arachidonoylglycerol, with an IC50 value of 1.9 μM. It is concluded that the compound may be a useful template for the design of potent novel inhibitors of FAAH.