Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C20H29NO2 |
| Molecular Weight | 315.4498 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC[C@]12CCN(CC3(O)CC3)[C@H](CC4=CC=C(O)C=C14)C2(C)C
InChI
InChIKey=ZDXGFIXMPOUDFF-XLIONFOSSA-N
InChI=1S/C20H29NO2/c1-4-20-9-10-21(13-19(23)7-8-19)17(18(20,2)3)11-14-5-6-15(22)12-16(14)20/h5-6,12,17,22-23H,4,7-11,13H2,1-3H3/t17-,20+/m1/s1
| Molecular Formula | C20H29NO2 |
| Molecular Weight | 315.4498 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Bremazocine, a kappa-opioid agonist has limited potential as a clinical analgesic, however, possesses a possible utility for the therapy of alcohol and drug addiction. It was shown that bremazocine-like drugs could lower intraocular pressure and to minimize ischemic damage, that could be used in the therapy of glaucoma and cardiovascular disease.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Cloning and functional comparison of kappa and delta opioid receptors from mouse brain. | 1993 Jul 15 |
|
| Differential effects of fedotozine compared to other kappa agonists on diuresis in rats. | 1996 Dec |
|
| Standard binding and functional assays related to medications development division testing for potential cocaine and opiate narcotic treatment medications. | 1998 Mar |
|
| Stimulatory effects of centrally injected kappa-opioid receptor agonists on gastric acid secretion in urethane-anesthetized rats. | 2001 Apr 27 |
|
| Pharmacological effects of naltriben as a ligand for opioid mu and kappa receptors in rat cerebral cortex. | 2001 Feb 2 |
|
| Opioid receptors on bone marrow neutrophils modulate chemotaxis and CD11b/CD18 expression. | 2001 Mar 2 |
|
| Analysis of [3H]bremazocine binding in single and combinatorial opioid receptor knockout mice. | 2001 Mar 2 |
|
| Elevation of atrial natriuretic peptide levels in aqueous humor of the rabbit by kappa opioid receptor agonists. | 2001 Oct-Dec |
|
| Quantitative autoradiographic mapping of opioid receptors in the brain of delta-opioid receptor gene knockout mice. | 2002 Jul 26 |
|
| Ultra-long antagonism of kappa opioid agonist-induced diuresis by intracisternal nor-binaltorphimine in monkeys. | 2003 Aug 22 |
|
| Kappa-opioid receptors are differentially labeled by arylacetamides and benzomorphans. | 2004 Feb 6 |
|
| Variable modulation of opioid brain uptake by P-glycoprotein in mice. | 2004 Jan 15 |
|
| A novel and facile preparation of bremazocine enantiomers through optically pure N-norbremazocines. | 2004 Jan 2 |
|
| Purification and mass spectrometric analysis of the delta opioid receptor. | 2005 May 20 |
|
| Selectivity of delta- and kappa-opioid ligands depends on the route of central administration in mice. | 2007 Jul |
|
| Biological targets for isatin and its analogues: Implications for therapy. | 2007 Jun |
|
| Acute delta- and kappa-opioid agonist pretreatment potentiates opioid antagonist-induced suppression of water consumption. | 2008 Aug 15 |
|
| Effects of atypical kappa-opioid receptor agonists on intrathecal morphine-induced itch and analgesia in primates. | 2009 Jan |
|
| Central antinociception induced by mu-opioid receptor agonist morphine, but not delta- or kappa-, is mediated by cannabinoid CB1 receptor. | 2009 Sep |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 17:24:32 UTC 2023
by
admin
on
Fri Dec 15 17:24:32 UTC 2023
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| Record UNII |
ISF76M2DBE
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| Record Status |
Validated (UNII)
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| Record Version |
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Download
| Name | Type | Language | ||
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Official Name | English | ||
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Common Name | English | ||
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Common Name | English |
| Classification Tree | Code System | Code | ||
|---|---|---|---|---|
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NCI_THESAURUS |
C67413
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| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
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ISF76M2DBE
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100000088642
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443406
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71990-00-6
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SUPERSEDED | |||
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CHEMBL350384
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Bremazocine
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83829-76-9
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C91041
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4849
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C027248
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DTXSID50868536
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SUB05884MIG
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PRIMARY |
| Related Record | Type | Details | ||
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ACTIVE ENANTIOMER->RACEMATE |
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INACTIVE ENANTIOMER->RACEMATE |
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TARGET -> AGONIST |
Rat tail flick test. Subcutaneous injection. Morphine ED50=3.0. Analgesic effect not reversed by Naloxone.
ED50
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TARGET -> AGONIST |
A potent analgesic with a low dependence liability and with no respiratory depressant effects in preliminary pharmacologic screening.
Kd
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| Related Record | Type | Details | ||
|---|---|---|---|---|
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ACTIVE MOIETY |
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