Factors influencing agonist potency and selectivity for the opioid delta receptor are revealed in structure-activity relationship studies of the 4-[(N-substituted-4-piperidinyl)arylamino]-N,N-diethylbenzamides.

@article{Thomas2001FactorsIA,
  title={Factors influencing agonist potency and selectivity for the opioid delta receptor are revealed in structure-activity relationship studies of the 4-[(N-substituted-4-piperidinyl)arylamino]-N,N-diethylbenzamides.},
  author={J. B. Thomas and X. Herault and R. Rothman and R. Atkinson and J. Burgess and S. Mascarella and C. Dersch and H. Xu and J. Flippen-Anderson and C. George and F. Carroll},
  journal={Journal of medicinal chemistry},
  year={2001},
  volume={44 6},
  pages={
          972-87
        }
}
A study of the effect of transposition of the internal nitrogen atom for the adjacent benzylic carbon atom in delta-selective agonists such as BW373U86 (1) and SNC-80 (2) has been undertaken. It was shown that high-affinity, fully efficacious, and delta opioid receptor-selective compounds can be obtained from this transposition. In addition to the N,N-diethylamido group needed as the delta address, the structural features identified to promote delta receptor affinity in the set of compounds… Expand
Nonpeptidic Delta (δ) Opioid Agonists and Antagonists of the Diarylmethylpiperazine Class: What Have We Learned?
The discovery of the selective delta (delta) opioid agonists SNC 80 and BW373U86, which possess a diarylmethylpiperazine structure unique among opioids, represented a major advance in the field ofExpand
3D-QSAR comparative molecular field analysis on delta opioid receptor agonist SNC80 and its analogs.
TLDR
Key insights into the structure-activity relationship derived from the CoMFA analysis concur with experimentally observed data, thus the 3D-QSAR models presented here find utility for predicting the binding affinity, and guiding the design, of novel SNC80 analogs and related delta opioid receptor agonists. Expand
Dmt-Tic-NH-CH2-Bid (UFP-502), a potent DOP receptor agonist: In vitro and in vivo studies
TLDR
In vivo in mice, UFP-502 mimicked DPDPE actions, producing a significant reduction of immobility time after intracerebroventricular administration in the forced swimming test and a clear antinociceptive effect after intrathecal injection in the tail withdrawal assay. Expand
N,N-dialkyl-4-[(8-azabicyclo[3.2.1]-oct-3-ylidene)phenylmethyl]benzamides, potent, selective delta opioid agonists.
TLDR
A series of N,N-dialkyl-4-(9-aryltropanylidenemethyl)benzamides was prepared and exhibited extremely high affinity for the delta opioid receptor with excellent selectivity versus the micro opioid receptor. Expand
Quantitative conformationally sampled pharmacophore for delta opioid ligands: reevaluation of hydrophobic moieties essential for biological activity.
TLDR
The obtained models for a structurally diverse set of peptidic and nonpeptidic delta opioid ligands offer good predictions with R2 values>0.9, and the predicted efficacy for a set of test compounds was consistent with the experimental values. Expand
Investigation of 4-piperidinols as novel H3 antagonists.
TLDR
Compounds containing a substituted 4-piperidinol core have been found to be potent antagonists of the human H(3) receptor and showed a low binding affinity for the hERG channel. Expand
Non-peptidic δ opioid receptor agonists and antagonists (2000 – 2012)
TLDR
This review covers literature and patents concerning non-peptidic δ opioid receptor agonists, antagonists, modulators and ligands from 2000 to 2012 and suggests it may be possible to eliminate convulsion induced by a δ receptor agonist. Expand
Synthesis of New Cyclic Amines-Linked Metronidazole Derivatives as Possible Prodrugs
Certain cyclic amine derivatives of metronidazole via acetate spacer were prepared. Cyclic amines used are piperidine and piperazine to improve the physicochemical properties and reduce some ofExpand
Synthesis of (3S,4R)-4-benzylamino-3-methoxypiperidine, an important intermediate for (3S,4R)-Cisapride
An efficient synthesis of (3S,4R)-4-benzylamino-3-methoxypiperidine, an useful intermediate for the chiral synthesis of important drug molecule Cisapride and its analogs, from enantiopureExpand
A Practical Method for the Preparation of 4-Nitrogen-substituted Benzoic Acids
An efficient and practical method for the preparation of 4-nitrogen-substituted benzoic acids is described. Our method consists of the aromatic substitution of 2,2,2,4'-tetrafluoroacetophenone withExpand
...
1
2
...