Citation
Cai, Tingwei Bill, et al. "Synthesis and in Vitro Opioid Receptor Functional Antagonism of Analogues of the Selective Kappa Opioid Receptor Antagonist (3R)-7-hydroxy-N-((1S)-1-{[(3R,4R)-4-(3-hydroxyphenyl)-3,4-dimethyl-1-piperidinyl]methyl}-2-methylpropyl)-1,2,3,4-tetrahydro-3-isoquinolinecarboxamide (JDTic)." Journal of Medicinal Chemistry, vol. 51, no. 6, 2008, pp. 1849-60.
Cai TB, Zou Z, Thomas JB, et al. Synthesis and in vitro opioid receptor functional antagonism of analogues of the selective kappa opioid receptor antagonist (3R)-7-hydroxy-N-((1S)-1-{[(3R,4R)-4-(3-hydroxyphenyl)-3,4-dimethyl-1-piperidinyl]methyl}-2-methylpropyl)-1,2,3,4-tetrahydro-3-isoquinolinecarboxamide (JDTic). J Med Chem. 2008;51(6):1849-60.
Cai, T. B., Zou, Z., Thomas, J. B., Brieaddy, L., Navarro, H. A., & Carroll, F. I. (2008). Synthesis and in vitro opioid receptor functional antagonism of analogues of the selective kappa opioid receptor antagonist (3R)-7-hydroxy-N-((1S)-1-{[(3R,4R)-4-(3-hydroxyphenyl)-3,4-dimethyl-1-piperidinyl]methyl}-2-methylpropyl)-1,2,3,4-tetrahydro-3-isoquinolinecarboxamide (JDTic). Journal of Medicinal Chemistry, 51(6), 1849-60. https://doi.org/10.1021/jm701344b
Cai TB, et al. Synthesis and in Vitro Opioid Receptor Functional Antagonism of Analogues of the Selective Kappa Opioid Receptor Antagonist (3R)-7-hydroxy-N-((1S)-1-{[(3R,4R)-4-(3-hydroxyphenyl)-3,4-dimethyl-1-piperidinyl]methyl}-2-methylpropyl)-1,2,3,4-tetrahydro-3-isoquinolinecarboxamide (JDTic). J Med Chem. 2008 Mar 27;51(6):1849-60. PubMed PMID: 18307295.
TY - JOUR
T1 - Synthesis and in vitro opioid receptor functional antagonism of analogues of the selective kappa opioid receptor antagonist (3R)-7-hydroxy-N-((1S)-1-{[(3R,4R)-4-(3-hydroxyphenyl)-3,4-dimethyl-1-piperidinyl]methyl}-2-methylpropyl)-1,2,3,4-tetrahydro-3-isoquinolinecarboxamide (JDTic).
AU - Cai,Tingwei Bill,
AU - Zou,Zhou,
AU - Thomas,James B,
AU - Brieaddy,Larry,
AU - Navarro,Hernán A,
AU - Carroll,F Ivy,
Y1 - 2008/02/29/
PY - 2008/3/1/pubmed
PY - 2008/6/12/medline
PY - 2008/3/1/entrez
SP - 1849
EP - 60
JF - Journal of medicinal chemistry
JO - J Med Chem
VL - 51
IS - 6
N2 - In previous structure-activity relationship (SAR) studies, we identified (3 R)-7-hydroxy- N-((1 S)-1-{[(3 R,4 R)-4-(3-hydroxyphenyl)-3,4-dimethyl-1-piperidinyl]methyl}-2-methylpropyl)-1,2,3,4-tetrahydro-3-isoquinolinecarboxamide (JDTic, 1) as the first potent and selective kappa opioid receptor antagonist from the trans-3,4-dimethyl-4-(3-hydroxyphenyl)piperidine class of opioid antagonist. In the present study, we report the synthesis and in vitro opioid receptor functional antagonism of a number of analogues of 1 using a [ (35) S]GTPgammaS binding assay. The results from the studies better define the pharmacophore for this class of kappa opioid receptor antagonist and has identified new potent and selective kappa antagonist. (3 R)-7-Hydroxy- N-[(1 S,2 S)-1-{[(3 R,4 R)-4-(3-hydroxyphenyl)-3,4-dimethylpiperidin-1-yl]methyl}-2-methylbutyl]-1,2,3,4-tetrahydroisoquinoline-3-carboxamide (3) with a K e value of 0.03 nM at the kappa receptor and 100- and 793-fold selectivity relative to the mu and delta receptors was the most potent and selective kappa opioid receptor antagonist identified.
SN - 0022-2623
UR - https://www.unboundmedicine.com/medline/citation/18307295/Synthesis_and_in_vitro_opioid_receptor_functional_antagonism_of_analogues_of_the_selective_kappa_opioid_receptor_antagonist__3R__7_hydroxy_N___1S__1_{[_3R4R__4__3_hydroxyphenyl__34_dimethyl_1_piperidinyl]methyl}_2_methylpropyl__1234_tetrahydro_3_isoquinolinecarboxamide__JDTic__
L2 - https://doi.org/10.1021/jm701344b
DB - PRIME
DP - Unbound Medicine
ER -