Details
Stereochemistry | RACEMIC |
Molecular Formula | C22H27NO |
Molecular Weight | 321.4559 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 3 / 3 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
C[C@H]1[C@H]2CC3=CC=C(O)C=C3[C@]1(C)CCN2CCC4=CC=CC=C4
InChI
InChIKey=ZQHYKVKNPWDQSL-KNXBSLHKSA-N
InChI=1S/C22H27NO/c1-16-21-14-18-8-9-19(24)15-20(18)22(16,2)11-13-23(21)12-10-17-6-4-3-5-7-17/h3-9,15-16,21,24H,10-14H2,1-2H3/t16-,21+,22+/m0/s1
(-)-Phenazocine is an opioid analgesic drug, which is related to pentazocine and has a similar profile of effects. (-)-Phenazocine is a potent mu opioid receptor agonist. In addition, (−)-phenazocine is also known to bind to δ opioid receptors (DOR) and κ opioid receptors (KOR). Regarding their analgesic potency, (−)-phenazocine was twenty times more potent than morphine in the hot plate test and sixty times more potent than its dextro enantiomer when it was subcutaneously (s.c.) administered
Approval Year
PubMed
Title | Date | PubMed |
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The anti-amnesic effects of sigma1 (sigma1) receptor agonists confirmed by in vivo antisense strategy in the mouse. | 2001 Apr 13 |
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MS-377, a selective sigma receptor ligand, indirectly blocks the action of PCP in the N-methyl-D-aspartate receptor ion-channel complex in primary cultured rat neuronal cells. | 2002 Feb 22 |
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Antagonism of NMDA receptors by sigma receptor ligands attenuates chemical ischemia-induced neuronal death in vitro. | 2002 Nov 29 |
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Generation and phenotypic analysis of sigma receptor type I (sigma 1) knockout mice. | 2003 Oct |
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Characterization of the non-competitive antagonist binding site of the NMDA receptor in dark Agouti rats. | 2004 Aug 6 |
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Phenytoin differentially modulates the affinity of agonist and antagonist ligands for sigma 1 receptors of guinea pig brain. | 2005 Mar 1 |
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Sigma-1 receptors bind cholesterol and remodel lipid rafts in breast cancer cell lines. | 2007 Dec 1 |
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sigma(2)-receptor ligand-mediated inhibition of inwardly rectifying K(+) channels in the heart. | 2007 Jul |
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Voltage-gated sodium channel modulation by sigma-receptors in cardiac myocytes and heterologous systems. | 2009 May |
Patents
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Classification Tree | Code System | Code | ||
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WHO-VATC |
QN02AD02
Created by
admin on Sat Dec 16 16:45:41 UTC 2023 , Edited by admin on Sat Dec 16 16:45:41 UTC 2023
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DEA NO. |
9715
Created by
admin on Sat Dec 16 16:45:41 UTC 2023 , Edited by admin on Sat Dec 16 16:45:41 UTC 2023
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WHO-ATC |
N02AD02
Created by
admin on Sat Dec 16 16:45:41 UTC 2023 , Edited by admin on Sat Dec 16 16:45:41 UTC 2023
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NCI_THESAURUS |
C67413
Created by
admin on Sat Dec 16 16:45:41 UTC 2023 , Edited by admin on Sat Dec 16 16:45:41 UTC 2023
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Code System | Code | Type | Description | ||
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DB13606
Created by
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100000082210
Created by
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PRIMARY | |||
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DTXSID90860736
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PRIMARY | |||
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J0ND6N0AQC
Created by
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PRIMARY | |||
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PHENAZOCINE
Created by
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PRIMARY | |||
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CHEMBL46399
Created by
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8119
Created by
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PRIMARY | RxNorm | ||
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SUB09752MIG
Created by
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PRIMARY | |||
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443405
Created by
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PRIMARY | |||
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127-35-5
Created by
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NON-SPECIFIC STEREOCHEMISTRY | |||
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204-835-3
Created by
admin on Sat Dec 16 16:45:41 UTC 2023 , Edited by admin on Sat Dec 16 16:45:41 UTC 2023
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PRIMARY | |||
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C96728
Created by
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900
Created by
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PRIMARY | |||
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m8602
Created by
admin on Sat Dec 16 16:45:41 UTC 2023 , Edited by admin on Sat Dec 16 16:45:41 UTC 2023
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PRIMARY | Merck Index | ||
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2119
Created by
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PRIMARY | |||
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58073-76-0
Created by
admin on Sat Dec 16 16:45:41 UTC 2023 , Edited by admin on Sat Dec 16 16:45:41 UTC 2023
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PRIMARY | |||
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D010620
Created by
admin on Sat Dec 16 16:45:41 UTC 2023 , Edited by admin on Sat Dec 16 16:45:41 UTC 2023
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PRIMARY |
ACTIVE MOIETY
SALT/SOLVATE (PARENT)