32117-01-4

Upstream product

• 89-60-1 1-chloro-4-methyl-2-nitro-benzene 
• 111-24-0 1,5-dibromo-pentane 
• 89-62-3 4-methyl-2-nitroaniline 
• 110-89-4 piperidine 
• 31053-03-9 N-(4-methylphenyl)piperidine 
• 106-38-7 para-bromotoluene 
• 33215-03-1 (4-chloro-phenyl)-(4-methyl-2-nitro-phenyl)-ether 

Downstream Products

• 91907-40-3 5-methyl-2-(piperidin-1-yl)aniline 

Relevant academic research and scientific papers

Optimisation of 2-(N-phenyl carboxamide) triazolopyrimidine antimalarials with moderate to slow acting erythrocytic stage activity

Malaria is a devastating parasitic disease caused by parasites from the genus Plasmodium. Therapeutic resistance has been reported against all clinically available antimalarials, threatening our ability to control the disease and therefore there is an ongoing need for the development of novel antimalarials. Towards this goal, we identified the 2-(N-phenyl carboxamide) triazolopyrimidine class from a high throughput screen of the Janssen Jumpstarter library against the asexual stages of the P. falciparum parasite. Here we describe the structure activity relationship of the identified class and the optimisation of asexual stage activity while maintaining selectivity against the human HepG2 cell line. The most potent analogues from this study were shown to exhibit equipotent activity against P. falciparum multidrug resistant strains and P. knowlesi asexual parasites. Asexual stage phenotyping studies determined the triazolopyrimidine class arrests parasites at the trophozoite stage, but it is likely these parasites are still metabolically active until the second asexual cycle, and thus have a moderate to slow onset of action. Non-NADPH dependent degradation of the central carboxamide and low aqueous solubility was observed in in vitro ADME profiling. A significant challenge remains to correct these liabilities for further advancement of the 2-(N-phenyl carboxamide) triazolopyrimidine scaffold as a potential moderate to slow acting partner in a curative or prophylactic antimalarial treatment.

PIFA-Promoted, Solvent-Controlled Selective Functionalization of C(sp2)-H or C(sp3)-H: Nitration via C-N Bond Cleavage of CH3NO2, Cyanation, or Oxygenation in Water

A novel nitration (via C(sp3)-N breaking/C(sp2)-N formation with CH3NO2) mediated by [bis(trifluoroacetoxy)iodo]benzene (PIFA) is described. The NO2 transfer from CH3NO2 to the aromatic group of the substrate is possible with careful selection of the solvent, NaX, and oxidant. In addition, the solvent-controlled C(sp2)-H functionalization can shift to an α-C(sp3)-H functionalization (cyanation or oxygenation) of the α-C(sp3)-H of cyclic amines.

METHOD OF REGULATING PHOSPHORYLATION OF SR PROTEIN AND ANTIVIRAL AGENTS COMPRISING SR PROTEIN ACTIVITY REGULATOR AS THE ACTIVE INGREDIENT

The present invention provides: (1) antiviral agents that act by reducing or inhibiting the activity of SR proteins, more specifically, (i) antiviral agents that act by enhancing dephosphorylation of SR proteins, and (ii) antiviral agents that act by inhi

Theoretical Calculations of Chemical Interactions. Part 4. Aromatic Nucleophilic Substitutions and SN2 Reactions of 4- and 6-Substituted 2-Nitroanisoles

The reactions of 4-R- and 6-R-2-nitroanisoles (R=Me, Br) in neat cyclohexylamine and piperidine have been studied.The reactions with cyclohexylamine lead to the respective aromatic nucleophilic substitution products while the reactions with piperidine mainly yield the substituted nitrophenols.It was found that 6-R-2-nitroanisoles react faster than the respective 4-R-2-nitroanisoles.The absence of the expected primary steric effect is thought to be due to the spatial arrangement of the methoxide group, which adopts a conformation perpendicular to the ring plane when it is surrounded by two ortho-substituents.CNDO and INDO calculations for different conformations of the substrates give support to this assumption.

SUBSTITUTION OF NITRO GROUPS IN 2,3-DINITROTOLUENE

The reaction of 2,3-dinitrotoluene with piperidine gives a mixture of 2-piperidino-3-nitrotoluene and 3-piperidino-2-nitrotoluene in a ratio of 3:7.