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
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 |
|---|---|---|
| Synthesis and evaluation of N-substituted cis-N-methyl-2-(1-pyrrolidinyl)cyclohexylamines as high affinity sigma receptor ligands. Identification of a new class of highly potent and selective sigma receptor probes. | 1990 Nov |
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| Cloning and functional comparison of kappa and delta opioid receptors from mouse brain. | 1993 Jul 15 |
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| Differential effects of fedotozine compared to other kappa agonists on diuresis in rats. | 1996 Dec |
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| Standard binding and functional assays related to medications development division testing for potential cocaine and opiate narcotic treatment medications. | 1998 Mar |
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| G-protein-coupled receptor heterodimerization modulates receptor function. | 1999 Jun 17 |
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| Interactions between kappa opioid agonists and cocaine. Preclinical studies. | 2000 |
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| Pharmacological effects of naltriben as a ligand for opioid mu and kappa receptors in rat cerebral cortex. | 2001 Feb 2 |
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| Kappa opioid agonists alter dopamine markers and cocaine-stimulated locomotor activity. | 2001 Jul |
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| Elevation of atrial natriuretic peptide levels in aqueous humor of the rabbit by kappa opioid receptor agonists. | 2001 Oct-Dec |
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| Quantitative autoradiographic mapping of opioid receptors in the brain of delta-opioid receptor gene knockout mice. | 2002 Jul 26 |
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| Sex and rat strain determine sensitivity to kappa opioid-induced antinociception. | 2002 Mar |
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| Autoradiography of opioid and ORL1 ligands in opioid receptor triple knockout mice. | 2002 Nov |
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| The kappa-opioid agonist (+/-)-bremazocine elicits peripheral antinociception by activation of the L-arginine/nitric oxide/cyclic GMP pathway. | 2002 Nov 1 |
|
| Comparison of the discriminative and neuroendocrine effects of centrally penetrating kappa-opioid agonists in rhesus monkeys. | 2002 Oct |
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| Effect of bremazocine, a kappa-opioid receptor agonist, on inositol phosphate formation in isolated iris-ciliary bodies. | 2002 Oct |
|
| Ultra-long antagonism of kappa opioid agonist-induced diuresis by intracisternal nor-binaltorphimine in monkeys. | 2003 Aug 22 |
|
| Opioid interactions in rhesus monkeys: effects of delta + mu and delta + kappa agonists on schedule-controlled responding and thermal nociception. | 2003 Dec |
|
| Involvement of glutamate and gamma-amino-butyric acid receptor systems on gastric acid secretion induced by activation of kappa-opioid receptors in the central nervous system in rats. | 2003 Mar |
|
| Purification and mass spectrometric analysis of the mu opioid receptor. | 2003 Oct 21 |
|
| Peripheral selectivity and apparent efficacy of dynorphins: comparison to non-peptidic kappa-opioid agonists in rhesus monkeys. | 2004 Apr |
|
| Kappa-opioid receptors are differentially labeled by arylacetamides and benzomorphans. | 2004 Feb 6 |
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| Variable modulation of opioid brain uptake by P-glycoprotein in mice. | 2004 Jan 15 |
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| A novel and facile preparation of bremazocine enantiomers through optically pure N-norbremazocines. | 2004 Jan 2 |
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| Study of the involvement of K+ channels in the peripheral antinociception of the kappa-opioid receptor agonist bremazocine. | 2004 Jun 28 |
|
| Differential effects of bremazocine on oral phencyclidine (PCP) self-administration in male and female rhesus monkeys. | 2004 May |
|
| Bremazocine increases C-type natriuretic peptide levels in aqueous humor and enhances outflow facility. | 2004 May |
|
| BU74, a complex oripavine derivative with potent kappa opioid receptor agonism and delayed opioid antagonism. | 2005 Feb 21 |
|
| Reciprocal regulation of agonist and inverse agonist signaling efficacy upon short-term treatment of the human delta-opioid receptor with an inverse agonist. | 2005 Jan |
|
| Purification and mass spectrometric analysis of the delta opioid receptor. | 2005 May 20 |
|
| Interaction of bivalent ligand KDN21 with heterodimeric delta-kappa opioid receptors in human embryonic kidney 293 cells. | 2005 Oct |
|
| Bremazocine: a kappa-opioid agonist with potent analgesic and other pharmacologic properties. | 2005 Summer |
|
| Characterization of opioid-binding sites in zebrafish brain. | 2006 Feb |
|
| Ligands regulate cell surface level of the human kappa opioid receptor by activation-induced down-regulation and pharmacological chaperone-mediated enhancement: differential effects of nonpeptide and peptide agonists. | 2006 Nov |
|
| New kappa opioid receptor from zebrafish Danio rerio. | 2006 Sep 11 |
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| Aqueous humor dynamics in monkeys in response to the kappa opioid agonist bremazocine. | 2007 |
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| Selectivity of delta- and kappa-opioid ligands depends on the route of central administration in mice. | 2007 Jul |
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| 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 |
|
| Pharmacological selectivity of CTAP in a warm water tail-withdrawal antinociception assay in rats. | 2008 Jan |
|
| The mu-opioid receptor agonist morphine, but not agonists at delta- or kappa-opioid receptors, induces peripheral antinociception mediated by cannabinoid receptors. | 2008 Jul |
|
| Engineered G-protein Coupled Receptors are Powerful Tools to Investigate Biological Processes and Behaviors. | 2009 |
|
| 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 |
|
| Standard opioid agonists activate heteromeric opioid receptors: evidence for morphine and [d-Ala(2)-MePhe(4)-Glyol(5)]enkephalin as selective μ-δ agonists. | 2010 Feb 17 |
|
| A new synthesis of 2,3-di- or 2,3,3-trisubstituted 2,3-dihydro-4-pyridones by reaction of 3-ethoxycyclobutanones and N-p-toluenesulfonyl imines using titanium(IV) chloride: synthesis of (+/-)-bremazocine. | 2010 Jul 16 |
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NCI_THESAURUS |
C67413
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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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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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ACTIVE MOIETY
