Home
Resources
Publications
Design, Synthesis and Computational Evaluation of a Novel Intermediate Salt of N-cyclohexyl-N-(cyclohexylcarbamoyl)-4-(trifluoromethyl) Benzamide as Potential Potassium Channel Blocker in Epileptic Paroxysmal Seizures

Design, Synthesis and Computational Evaluation of a Novel Intermediate Salt of N-cyclohexyl-N-(cyclohexylcarbamoyl)-4-(trifluoromethyl) Benzamide as Potential Potassium Channel Blocker in Epileptic Paroxysmal Seizures

V Natchimuthu, Srinivas Bandaru, Anuraj Nayarisseri, S Ravi

Comput Biol Chem. 2016 Oct;64:64-73.

PMID: 27266485

Abstract:

The narrow therapeutic range and limited pharmacokinetics of available Antiepileptic drugs (AEDs) have raised serious concerns in the proper management of epilepsy. To overcome this, the present study attempts to identify a candidate molecule targeting voltage gated potassium channels anticipated to have superior pharmacological than existing potassium channel blockers. The compound was synthesized by reacting (S)-(+)-2,3-dihydro-1H-pyrrolo[2,1-c][1,4] benzodiazepine5,11(10H,11aH)-dione with 4-(Trifluoromethyl) benzoic acid (C8H5F3O2) in DMF and N,N'-dicyclohexylcarbodiimide (DCC) which lead to the formation of an intermediate salt of N-cyclohexyl-N-(cyclohexylcarbamoyl)-4-(trifluoromethyl)benzamide with a perfect crystalline structure. The structure of the compound was characterized by FTIR, 1H NMR and 13C NMR analysis. The crystal structure is confirmed by single crystal X-ray diffraction analysis. The Structure-Activity Relationship (SAR) studies revealed that substituent of fluoro or trifluoromethyl moiety into the compound had a great effect on the biological activity in comparison to clinically used drugs. Employing computational approaches the compound was further tested for its affinity against potassium protein structure by molecular docking in addition, bioactivity and ADMET properties were predicted through computer aided programs.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
LS793633	3-(cyclohexylcarbamoyl)-4-fluorobenzeneboronic acid			Price

As a specialist in analytical chemical Products, Alfa Chemistry offers consumers a wealth of raw materials and a full range of technologies and services.

QUICK LINKS

HEADQUARTERS

Tel:

Fax:

Email: