MORPHINAN HYDROCHLORIDE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C16H21N.ClH
Molecular Weight	263.806
Optical Activity	UNSPECIFIED
Defined Stereocenters	3 / 3
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

Cl.[H][C@@]12CC3=CC=CC=C3[C@]4(CCCC[C@@]14[H])CCN2

InChI

InChIKey=UTTZKIWMKFVYCK-CLUYDPBTSA-N

InChI=1S/C16H21N.ClH/c1-2-6-13-12(5-1)11-15-14-7-3-4-8-16(13,14)9-10-17-15;/h1-2,5-6,14-15,17H,3-4,7-11H2;1H/t14-,15+,16-;/m0./s1

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
Morphine-6beta-glucuronide and morphine-3-glucuronide, opioid receptor agonists with different potencies.	2001 Nov 1	11705461
Mixed kappa agonists and mu agonists/antagonists as potential pharmacotherapeutics for cocaine abuse: synthesis and opioid receptor binding affinity of N-substituted derivatives of morphinan.	2001 Oct 22	11591513
[Old and new mu-opioids. Mu-selective opioids with a morphinan structure].	2002	11852656
The stereocontrolled total synthesis of (-)-O-methylpallidinine.	2002 Dec 12	12465926
New morphinan derivatives with negligible psychotropic effects attenuate convulsions induced by maximal electroshock in mice.	2003 Mar 7	12586225
Electrospray tandem mass spectrometric investigations of morphinans.	2003 Nov	14597116
10-Ketomorphinan and 3-substituted-3-desoxymorphinan analogues as mixed kappa and micro opioid ligands: synthesis and biological evaluation of their binding affinity at opioid receptors.	2004 Jan 1	14695830
6-oxo-morphinane oximes: pharmacology, chemistry and analytical application.	2004 Oct	15544463
Characterization of the complex morphinan derivative BU72 as a high efficacy, long-lasting mu-opioid receptor agonist.	2004 Sep 19	15363957
Formic acid catalysed rearrangement of 5beta-methyldihydrothevinols (= 3,6-dimethoxy-5,17-dimethyl-4,5-epoxy-6,14-ethanomorphinan-7-methanols): synthesis of new doubly bridged morphinan derivatives.	2005 Feb	17191974
Morphinane alkaloids with cell protective effects from Sinomenium acutum.	2005 Jul	16038566
Methods for regeneration and transformation in Eschscholzia californica: A model plant to investigate alkaloid biosynthesis.	2006	16673930
Persistence of evolutionary memory: primordial six-transmembrane helical domain mu opiate receptors selectively linked to endogenous morphine signaling.	2007 Dec	18049446
QSAR study on the antinociceptive activity of some morphinans.	2007 Jul	17630995
Syntheses of 4,6'-epoxymorphinan derivatives and their pharmacologies.	2008 Apr 15	18337104
Quantitative 1H nuclear magnetic resonance metabolite profiling as a functional genomics platform to investigate alkaloid biosynthesis in opium poppy.	2008 Aug	18550684
Metabolic engineering of morphinan alkaloids by over-expression and RNAi suppression of salutaridinol 7-O-acetyltransferase in opium poppy.	2008 Jan	17854406
MLR-ANN and RTO approach to mu-opioid receptor-binding affinity. Pooling data from different sources.	2008 Mar	18248352
Synthesis of a stable iminium salt and propellane derivatives.	2008 Oct 17	18811203
Endogenous morphine and nitric oxide coupled regulation of mitochondrial processes.	2009 Dec	19946245
Univalent and bivalent ligands of butorphan: characteristics of the linking chain determine the affinity and potency of such opioid ligands.	2009 Dec 10	19634902
7α-Methoxy-carbonyl-6,7,8,14-tetra-hydro-6,14-endo-ethenothebaine.	2009 Mar 25	21582578
Evolution of morphine biosynthesis in opium poppy.	2009 Oct-Nov	19665152
Biochemistry and occurrence of o-demethylation in plant metabolism.	2010	21423357
Biological indications of a novel "short" µ opiate receptor in domestic chicken.	2010 Aug 30	22371789
Morphinans and isoquinolines: acetylcholinesterase inhibition, pharmacophore modeling, and interaction with opioid receptors.	2010 Jul 15	20580236
Interactive effects of endogenous morphine, nitric oxide, and ethanol on mitochondrial processes.	2010 Oct	22419921