67198-25-8Relevant academic research and scientific papers
Factors affecting binding of trans-N-[2-(methylamino)cyclohexyl]benzamides at the primary morphine receptor
Cheney,Szmuszkovicz,Lahti,Zichi
, p. 1853 - 1864 (2007/10/02)
In this paper, we describe the synthesis of a series of trans-N-[2-(methylamine)cyclohexyl]benzamides possessing morphine-like pharmacological properties. The affinity of the compounds for the agonist and antagonist states of the μ opioid receptor has been established by means of an in vitro binding assay. We have investigated the geometry and electronic structure of the molecules using molecular mechanics and an ab initio SCF-MO procedure with FSGO basis sets. Comparison to naloxone reveals properties of possible importance in receptor association. We have considered both the S,S and R,R isomers in the binding model. Statistical analyses imply that three factors play a significant role in binding: membrane-water partitioning, the capacity of the aromatic ring and amine N-substituent to act as electron acceptors, the conformational energy required to attain the binding configuration.
Analgesic N-[2-(furyl-methylamino and 2-thienylmethylamino)cycloaliphatic]be
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, (2008/06/13)
Cis - and trans-N-(2-aminocycycloaliphatic)benzamide compounds of the formula STR1 e.g., N-methyl-N-[2-[(2-furylmethyl)methylamino]-cyclohexyl]-3,4-dichlorobenzamide, and their pharmaceutically acceptable salts, have been found to have potent analgesic activity, and compositions containing these compounds useful in pharmaceutical dosage unit form for alleviating pain in warm-blooded animals, as well as methods for alleviating pain in animals with these compositions. Processes for preparing the compounds are also disclosed.
