7089-26-1

Upstream product

• 622-47-9 4-tolylacetic acid 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 26409-32-5 3,5-bis(4-methylphenyl)pyridine 
• 74963-04-5 5-(4-methyl phenyl)pyrimidine 
• 117648-77-8 10,10-Dimethyl-5-p-tolyl-3-aza-tricyclo[7.1.1.0^2,7]undeca-2⁽⁷⁾,3,5-triene 
• 31408-61-4 2-methylsulfanyl-5-p-tolyl-pyrimidine 
• 127572-60-5 ethyl 4-(4-methylphenyl)pyrrole-2-carboxylate 
• 127572-49-0 ethyl N-methyl-4-(4-methylphenyl)pyrrole-2-carboxylate 
• 37704-34-0 1-methyl-3-p-tolyl-pyrrole 

Relevant academic research and scientific papers

Structure-activity relationships in the inhibition of monoamine oxidase B by 1-methyl-3-phenylpyrroles

1-Methyl-3-phenyl-3-pyrrolines are structural analogues of the neurotoxin 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) and like MPTP are selective substrates of monoamine oxidase B (MAO-B). As part of an ongoing investigation into the substrate properties of various 1-methyl-3-phenyl-3-pyrrolinyl derivatives, it is shown in the present study that their respective MAO-B catalyzed oxidation products act as reversible competitive inhibitors of the enzyme. The most potent inhibitor among the oxidation products considered was 1-methyl-3-(4-trifluoromethylphenyl)pyrrole with an enzyme-inhibitor dissociation constant (Ki value) of 1.30 μM. The least potent inhibitor was found to be 1-methyl-3-phenylpyrrole with a Ki value of 118 μM. The results of an SAR study established that the potency of MAO-B inhibition by the 1-methyl-3-phenylpyrrolyl derivatives examined here is dependent on the Taft steric parameter (Es) and Swain-Lupton electronic constant (F) of the substituents attached to C-4 of the phenyl ring. Electron-withdrawing substituents with a large degree of steric bulkiness appear to enhance inhibition potency. Potency was also found to vary with the substituents at C-3, again with Es and F being the principal substituent descriptors.