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 |
|---|---|---|
| The antidepressant-like effect induced by sigma(1)-receptor agonists and neuroactive steroids in mice submitted to the forced swimming test. | 2001 Sep |
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| Receptor mechanisms and circuitry underlying NMDA antagonist neurotoxicity. | 2002 |
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| Effects of sigma(1) receptor ligand MS-377 on D(2) antagonists-induced behaviors. | 2002 Oct |
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| Activity of opioid ligands in cells expressing cloned mu opioid receptors. | 2003 Jan 4 |
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| Involvement of the sigma 1 receptor in the modulation of dopaminergic transmission by amantadine. | 2004 Apr |
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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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| 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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| Inhibition of hyperpolarization-activated cation currents by phencyclidine and some sigma ligands in rat hippocampal CA1 pyramidal neurons in vitro. | 2007 Sep |
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| Combination of virtual screening and high throughput gene profiling for identification of novel liver X receptor modulators. | 2008 Apr 10 |
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| sigma-1 receptors protect RGC-5 cells from apoptosis by regulating intracellular calcium, Bax levels, and caspase-3 activation. | 2008 Jun |
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| Sigma-1 receptor regulation of voltage-gated calcium channels involves a direct interaction. | 2008 Nov |
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| Sigma1 receptor antagonists determine the behavioral pattern of the methamphetamine-induced stereotypy in mice. | 2009 May |
Patents
| Name | Type | Language | ||
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Code | English | ||
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| Classification Tree | Code System | Code | ||
|---|---|---|---|---|
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WHO-VATC |
QN02AD02
Created by
admin on Sun Dec 18 19:08:14 UTC 2022 , Edited by admin on Sun Dec 18 19:08:14 UTC 2022
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DEA NO. |
9715
Created by
admin on Sun Dec 18 19:08:14 UTC 2022 , Edited by admin on Sun Dec 18 19:08:14 UTC 2022
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WHO-ATC |
N02AD02
Created by
admin on Sun Dec 18 19:08:14 UTC 2022 , Edited by admin on Sun Dec 18 19:08:14 UTC 2022
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NCI_THESAURUS |
C67413
Created by
admin on Sun Dec 18 19:08:14 UTC 2022 , Edited by admin on Sun Dec 18 19:08:14 UTC 2022
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| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
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DB13606
Created by
admin on Sun Dec 18 19:08:14 UTC 2022 , Edited by admin on Sun Dec 18 19:08:14 UTC 2022
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PRIMARY | |||
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DTXSID90860736
Created by
admin on Sun Dec 18 19:08:14 UTC 2022 , Edited by admin on Sun Dec 18 19:08:14 UTC 2022
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PRIMARY | |||
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J0ND6N0AQC
Created by
admin on Sun Dec 18 19:08:14 UTC 2022 , Edited by admin on Sun Dec 18 19:08:14 UTC 2022
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PRIMARY | |||
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PHENAZOCINE
Created by
admin on Sun Dec 18 19:08:14 UTC 2022 , Edited by admin on Sun Dec 18 19:08:14 UTC 2022
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PRIMARY | |||
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CHEMBL46399
Created by
admin on Sun Dec 18 19:08:14 UTC 2022 , Edited by admin on Sun Dec 18 19:08:14 UTC 2022
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PRIMARY | |||
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8119
Created by
admin on Sun Dec 18 19:08:14 UTC 2022 , Edited by admin on Sun Dec 18 19:08:14 UTC 2022
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PRIMARY | RxNorm | ||
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SUB09752MIG
Created by
admin on Sun Dec 18 19:08:14 UTC 2022 , Edited by admin on Sun Dec 18 19:08:14 UTC 2022
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PRIMARY | |||
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127-35-5
Created by
admin on Sun Dec 18 19:08:14 UTC 2022 , Edited by admin on Sun Dec 18 19:08:14 UTC 2022
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NON-SPECIFIC STEREOCHEMISTRY | |||
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204-835-3
Created by
admin on Sun Dec 18 19:08:14 UTC 2022 , Edited by admin on Sun Dec 18 19:08:14 UTC 2022
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PRIMARY | |||
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C96728
Created by
admin on Sun Dec 18 19:08:14 UTC 2022 , Edited by admin on Sun Dec 18 19:08:14 UTC 2022
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PRIMARY | |||
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900
Created by
admin on Sun Dec 18 19:08:14 UTC 2022 , Edited by admin on Sun Dec 18 19:08:14 UTC 2022
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PRIMARY | |||
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M8602
Created by
admin on Sun Dec 18 19:08:14 UTC 2022 , Edited by admin on Sun Dec 18 19:08:14 UTC 2022
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PRIMARY | Merck Index | ||
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2119
Created by
admin on Sun Dec 18 19:08:14 UTC 2022 , Edited by admin on Sun Dec 18 19:08:14 UTC 2022
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PRIMARY | |||
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58073-76-0
Created by
admin on Sun Dec 18 19:08:14 UTC 2022 , Edited by admin on Sun Dec 18 19:08:14 UTC 2022
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PRIMARY | |||
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D010620
Created by
admin on Sun Dec 18 19:08:14 UTC 2022 , Edited by admin on Sun Dec 18 19:08:14 UTC 2022
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PRIMARY |
ACTIVE MOIETY
SALT/SOLVATE (PARENT)
