2341-32-4

Upstream product

• 455-19-6 4-Trifluoromethylbenzaldehyde 
• 79-24-3 Nitroethane 
• 135711-49-8 Butyl-[2-nitro-1-(4-trifluoromethyl-phenyl)-propyl]-amine 
• 21886-16-8 2-nitro-1-<4-(trifluoromethyl)phenyl>-1-propanol 
• 142839-96-1 Acetic acid 2-nitro-1-(4-trifluoromethyl-phenyl)-propyl ester 

Downstream Products

• 1626-74-0 1-methyl-2-(4-trifluoromethyl-phenyl)-ethylamine 
• 142840-11-7 -(3al,7l,7al)-1,2,3,3a,7,7a-hexahydro-6-methyl-7-<4-(trifluoromethyl)phenyl>cyclopent<1,2>oxazine N-oxide 
• 1351781-77-5 (R)-N-[2-(4'-trifluoromethylphenyl)-1-methylethyl]-2-methoxyacetamide 
• 1352411-22-3 N-[2-(4'-trifluoromethylphenyl)-1-methylethyl]-2-methoxyacetamide 
• 84580-04-1 (S)-α-(p-(trifluoromethyl)benzyl)ethylamine 
• 84580-99-4 (R)-α-(p-(trifluoromethyl)benzyl)ethylamine 
• 1365761-37-0 [1-methyl-2-(4-trifluoromethyl-phenyl)-ethyl]-carbamic acid ethyl ester 
• 1260519-56-9 2-methyl-3-(4-(trifluoromethyl)phenyl)quinoxaline 
• 29865-58-5 1-(2-nitropropyl)-4-(trifluoromethyl)benzene 

Relevant academic research and scientific papers

Discovery of a PCAF Bromodomain Chemical Probe

The p300/CBP-associated factor (PCAF) and related GCN5 bromodomain-containing lysine acetyl transferases are members of subfamily I of the bromodomain phylogenetic tree. Iterative cycles of rational inhibitor design and biophysical characterization led to the discovery of the triazolopthalazine-based L-45 (dubbed L-Moses) as the first potent, selective, and cell-active PCAF bromodomain (Brd) inhibitor. Synthesis from readily available (1R,2S)-(?)-norephedrine furnished L-45 in enantiopure form. L-45 was shown to disrupt PCAF-Brd histone H3.3 interaction in cells using a nanoBRET assay, and a co-crystal structure of L-45 with the homologous Brd PfGCN5 from Plasmodium falciparum rationalizes the high selectivity for PCAF and GCN5 bromodomains. Compound L-45 shows no observable cytotoxicity in peripheral blood mononuclear cells (PBMC), good cell-permeability, and metabolic stability in human and mouse liver microsomes, supporting its potential for in vivo use.

17a-HYDROXYLASE/C17,20-LYASE INHIBITORS

The present invention provides compounds of Formula (I), or a pharmaceutically acceptable salt thereof, where R1, R2, R3, R4, R5, R6, A and n are as defined herein. A deuteriated derivative of the compound of Formula (I) is also provided.

17α-HYDROXYLASE/C17,20-LYASE INHIBITORS

The present invention provides compounds of Formula (I), or a pharmaceutically acceptable salt thereof, where R1, R2, R3, R4, R5, R6, A and n are as defined herein. A deuteriated derivative of the compound of Formula (I) is also provided.

Enzymatic enantiomeric resolution of phenylethylamines structurally related to amphetamine

Both enantiomers of several phenylethylamines, structurally related to amphetamine, have been prepared in good yields and excellent enantiomeric purity by enzymatic kinetic resolution using CAL-B and ethyl methoxyacetate as the acyl donor. In the case of the 4-hydroxyderivative of amphetamine (compound 4i), the S enantiomer racemized possibly in a dynamic kinetic resolution (DKR) under the enzymatic conditions used. The Royal Society of Chemistry 2011.

Inter- and Intramolecular Cycloadditions of Nitroalkenes with Olefins. 2-Nitrostyrenes

Aromatic nitroalkenes 9 - 12 underwent Lewis acid catalyzed cycloadditions with various cyclic alkenes to afford high yields of nitronates 25 - 30 with exclusive anti selectivity.Hammett studies helped to further delineate the role of the Lewis acid.Reaction of nitroalkenes 8 and 10 with various cyclic dienes in the presence of a Lewis acid demonstrated the ability of nitroalkenes to behave as dienes in cycloadditions.The major products were the syn diastereomers which arise from an endo-folded transition structure.Finally, intramolecular cycloaddition of 36 - 39 allowed a correlation between the stereochemical course of the reaction and positions of sp2 centers in the tether to be addressed.

Kinetics of reaction of para-substituted β-nitrostyrenes and β-methyl-β-nitrostyrenes with n-butylamine

The kinetics of addition of n-butylamine to β-nitrostyrene and β-methyl-β-nitrostyrene and their para-substituted derivatives in acetonitrile at four different temperatures have been followed spectrophotometrically.The order in is unity and in (n-butylamine) it is non-integral.On the basis of the observed kinetic data, a stepwise mechanism involving the formation of zwitterionic addition complex in an equilibrium step followed by conversion into the reaction product via proton transfer in catalytic route by the amine has been proposed.The study of effect of substituents in these reactions shows that the electron-withdrawing substituents accelerate the reaction and electronreleasing substituents retard it.Good Hammett correlations have been observed in both the reaction series.