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3466-75-9 | 2H-Benzo[a]quinolizin-2-ol,1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-3-(2-methylpropyl)-
CAS No: 3466-75-9 Catalog No: AG01DNCG MDL No:MFCD24386549
Product Description
Catalog Number:
AG01DNCG
Chemical Name:
2H-Benzo[a]quinolizin-2-ol,1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-3-(2-methylpropyl)-
CAS Number:
3466-75-9
MDL Number:
MFCD24386549
IUPAC Name:
9,10-dimethoxy-3-(2-methylpropyl)-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizin-2-ol
InChI:
InChI=1S/C19H29NO3/c1-12(2)7-14-11-20-6-5-13-8-18(22-3)19(23-4)9-15(13)16(20)10-17(14)21/h8-9,12,14,16-17,21H,5-7,10-11H2,1-4H3
InChI Key:
WEQLWGNDNRARGE-UHFFFAOYSA-N
EC Number:
948-387-3
Properties
Complexity:
389
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
319.215g/mol
Formal Charge:
0
Heavy Atom Count:
23
Hydrogen Bond Acceptor Count:
4
Hydrogen Bond Donor Count:
1
Isotope Atom Count:
0
Molecular Weight:
319.445g/mol
Monoisotopic Mass:
319.215g/mol
Rotatable Bond Count:
4
Topological Polar Surface Area:
41.9A^2
Undefined Atom Stereocenter Count:
3
Undefined Bond Stereocenter Count:
0
XLogP3:
3.2
Literature
| Title | Journal |
|---|---|
| Heterogeneity of cholinergic denervation in Parkinson's disease without dementia. | Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism 20120801 |
| DJ-1 and αSYN in LRRK2 CSF do not correlate with striatal dopaminergic function. | Neurobiology of aging 20120401 |
| In vivo evidence for low striatal vesicular monoamine transporter 2 (VMAT2) availability in cocaine abusers. | The American journal of psychiatry 20120101 |
| A concise synthesis of tetrabenazine: an intramolecular aza-Prins-type cyclization via oxidative C-H activation. | Organic letters 20111216 |
| Sigma receptor binding of tetrabenazine series tracers targeting VMAT2 in rat pancreas. | Nuclear medicine and biology 20111001 |
| Altered affinity of the platelet vesicular monoamine transporter 2 to dihydrotetrabenazine in children with major depression. | Journal of neural transmission (Vienna, Austria : 1996) 20110901 |
| Leucoaraiosis, nigrostriatal denervation and motor symptoms in Parkinson's disease. | Brain : a journal of neurology 20110801 |
| Platelet vesicular monoamine transporter 2 density in the disruptive behavior disorders. | Journal of child and adolescent psychopharmacology 20110801 |
| Synthesis and biological evaluation of 3-alkyl-dihydrotetrabenazine derivatives as vesicular monoamine transporter-2 (VMAT2) ligands. | Bioorganic & medicinal chemistry letters 20110601 |
| Assessment of mild dementia with amyloid and dopamine terminal positron emission tomography. | Brain : a journal of neurology 20110601 |
| Age-specific progression of nigrostriatal dysfunction in Parkinson's disease. | Annals of neurology 20110501 |
| Preparation and evaluation of tetrabenazine enantiomers and all eight stereoisomers of dihydrotetrabenazine as VMAT2 inhibitors. | European journal of medicinal chemistry 20110501 |
| Rat pancreas uptake of [11C]dihydrotetrabenazine stereoisomers. | Nuclear medicine and biology 20101101 |
| The effect of chronic methylphenidate administration on presynaptic dopaminergic parameters in a rat model for ADHD. | European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology 20101001 |
| 11C-dihydrotetrabenazine beta-cell imaging. | Journal of nuclear medicine : official publication, Society of Nuclear Medicine 20100901 |
| Assessment of islet specificity of dihydrotetrabenazine radiotracer binding in rat pancreas and human pancreas. | Journal of nuclear medicine : official publication, Society of Nuclear Medicine 20100901 |
| Influence of a low dose of amphetamine on vesicular monoamine transporter binding: a PET (+)[11C]DTBZ study in humans. | Synapse (New York, N.Y.) 20100601 |
| Progression of dopaminergic depletion in a model of MPTP-induced Parkinsonism in non-human primates. An (18)F-DOPA and (11)C-DTBZ PET study. | Neurobiology of disease 20100601 |
| Comparing fludeoxyglucose F18-PET assessment of regional cerebral glucose metabolism and [11C]dihydrotetrabenazine-PET in evaluation of early dementia and mild cognitive impairment. | Archives of neurology 20100401 |
| The utility of [(11)C] dihydrotetrabenazine positron emission tomography scanning in assessing beta-cell performance after sleeve gastrectomy and duodenal-jejunal bypass. | Surgery 20100201 |
| Dopamine transporter PET in normal aging: dopamine transporter decline and its possible role in preservation of motor function. | Synapse (New York, N.Y.) 20100201 |
| In vivo [11C]dihydrotetrabenazine binding in rat striatum: sensitivity to dopamine concentrations. | Nuclear medicine and biology 20100101 |
| Pyrrolidine analogues of lobelane: relationship of affinity for the dihydrotetrabenazine binding site with function of the vesicular monoamine transporter 2 (VMAT2). | Journal of medicinal chemistry 20091210 |
| Dimethyltryptamine and other hallucinogenic tryptamines exhibit substrate behavior at the serotonin uptake transporter and the vesicle monoamine transporter. | Journal of neural transmission (Vienna, Austria : 1996) 20091201 |
| Synthesis and evaluation of 2-amino-dihydrotetrabenzine derivatives as probes for imaging vesicular monoamine transporter-2. | Bioorganic & medicinal chemistry letters 20090901 |
| New MRI, 18F-DOPA and 11C-(+)-alpha-dihydrotetrabenazine templates for Macaca fascicularis neuroimaging: advantages to improve PET quantification. | NeuroImage 20090815 |
| Visualizing vesicular dopamine dynamics in Parkinson's disease. | Synapse (New York, N.Y.) 20090801 |
| Signal separation and parameter estimation in noninvasive dual-tracer PET scans using reference-region approaches. | Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism 20090701 |
| Noninvasive imaging of pancreatic beta cells. | Nature reviews. Endocrinology 20090701 |
| Measurement of plasmalemmal dopamine transport, vesicular dopamine transport, and K(+)-stimulated dopamine release in frozen rat brain tissue. | Journal of neuroscience methods 20090615 |
| Asymmetric synthesis of tetrabenazine and dihydrotetrabenazine. | The Journal of organic chemistry 20090515 |
| Familial parkinsonism: study of original Sagamihara PARK8 (I2020T) kindred with variable clinicopathologic outcomes. | Parkinsonism & related disorders 20090501 |
| Striatal [11C]dihydrotetrabenazine and [11C]methylphenidate binding in Tourette syndrome. | Neurology 20090421 |
| PET demonstrates reduced dopamine transporter expression in PD with dyskinesias. | Neurology 20090407 |
| Dyskinesia in Parkinson disease: back for the future? | Neurology 20090407 |
| Pancreatic imaging with 11C-dihydrotetrabenazine PET: a perspective. | Journal of nuclear medicine : official publication, Society of Nuclear Medicine 20090301 |
| 11C-dihydrotetrabenazine PET of the pancreas in subjects with long-standing type 1 diabetes and in healthy controls. | Journal of nuclear medicine : official publication, Society of Nuclear Medicine 20090301 |
| Impairment of nigrostriatal dopamine neurotransmission by manganese is mediated by pre-synaptic mechanism(s): implications to manganese-induced parkinsonism. | Journal of neurochemistry 20081201 |
| Dopamine modulating drugs influence striatal (+)-[11C]DTBZ binding in rats: VMAT2 binding is sensitive to changes in vesicular dopamine concentration. | Synapse (New York, N.Y.) 20081101 |
| Increased vesicular monoamine transporter binding during early abstinence in human methamphetamine users: Is VMAT2 a stable dopamine neuron biomarker? | The Journal of neuroscience : the official journal of the Society for Neuroscience 20080924 |
| Novel hypoglycemic dihydropyridones serendipitously discovered from O- versus C-alkylation in the synthesis of VMAT2 antagonists. | Bioorganic & medicinal chemistry letters 20080915 |
| In vivo imaging of beta-cell mass in rats using 18F-FP-(+)-DTBZ: a potential PET ligand for studying diabetes mellitus. | Journal of nuclear medicine : official publication, Society of Nuclear Medicine 20080701 |
| Striatal dopaminergic terminals in type 1 and type 2 alcoholics measured with [3H]dihydrotetrabenazine and human whole hemisphere autoradiography. | Psychiatry research 20080530 |
| VMAT2 and dopamine neuron loss in a primate model of Parkinson's disease. | Journal of neurochemistry 20080401 |
| Whole body [11C]-dihydrotetrabenazine imaging of baboons: biodistribution and human radiation dosimetry estimates. | European journal of nuclear medicine and molecular imaging 20080401 |
| Expression and function of the rat vesicular monoamine transporter 2. | American journal of physiology. Cell physiology 20080401 |
| Dihydrotetrabenazine positron emission tomography imaging in early, untreated Parkinson's disease. | Annals of neurology 20080301 |
| [Quick and simple synthesis of (11)C-(+)-alpha-dihydrotetrabenazine to be used as a PET radioligand of vesicular monoamine transporters]. | Revista espanola de medicina nuclear 20080101 |
| [Use of 11C-(+)-alpha -dihydrotetrabenazine for the assessment of dopaminergic innervation in animal models of Parkinson's disease]. | Revista espanola de medicina nuclear 20080101 |
| Differentiating Alzheimer's disease from dementia with Lewy bodies and Parkinson's disease with (+)-[11C]dihydrotetrabenazine positron emission tomography. | Alzheimer's & dementia : the journal of the Alzheimer's Association 20080101 |
| Normal dopaminergic nigrostriatal innervation in SPG3A hereditary spastic paraplegia. | Journal of neurogenetics 20080101 |
| In vivo measurement of density and affinity of the monoamine vesicular transporter in a unilateral 6-hydroxydopamine rat model of PD. | Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism 20070701 |
| Reduced platelet vesicular monoamine transporter density in Tourette's syndrome pediatric male patients. | European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology 20070701 |
| Pharmacokinetics of [(18)F]fluoroalkyl derivatives of dihydrotetrabenazine in rat and monkey brain. | Nuclear medicine and biology 20070401 |
| Characterization of optically resolved 9-fluoropropyl-dihydrotetrabenazine as a potential PET imaging agent targeting vesicular monoamine transporters. | Nuclear medicine and biology 20070401 |
| Interaction of amphetamines and related compounds at the vesicular monoamine transporter. | The Journal of pharmacology and experimental therapeutics 20061001 |
| Visualizing pancreatic beta-cell mass with [11C]DTBZ. | Nuclear medicine and biology 20061001 |
| Positron emission tomography of monoaminergic vesicular binding in aging and Parkinson disease. | Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism 20060901 |
| Fluoroalkyl derivatives of dihydrotetrabenazine as positron emission tomography imaging agents targeting vesicular monoamine transporters. | Nuclear medicine and biology 20060801 |
| Longitudinal noninvasive PET-based beta cell mass estimates in a spontaneous diabetes rat model. | The Journal of clinical investigation 20060601 |
| Evaluation of the integrity of the dopamine system in a rodent model of Parkinson's disease: small animal positron emission tomography compared to behavioral assessment and autoradiography. | Molecular imaging and biology : MIB : the official publication of the Academy of Molecular Imaging 20060101 |
| PET in LRRK2 mutations: comparison to sporadic Parkinson's disease and evidence for presymptomatic compensation. | Brain : a journal of neurology 20051201 |
| Platelet vesicular monoamine transporter density in untreated patients diagnosed with social phobia. | Psychiatry research 20050915 |
| The influence of measurement uncertainties on the evaluation of the distribution volume ratio and binding potential in rat studies on a microPET R4: a phantom study. | Physics in medicine and biology 20050621 |
| 11C-DTBZ and 18F-FDG PET measures in differentiating dementias. | Journal of nuclear medicine : official publication, Society of Nuclear Medicine 20050601 |
| Decreased platelet vesicular monoamine transporter density in children and adolescents with attention deficit/hyperactivity disorder. | European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology 20050301 |
| Decreased platelet vesicular monoamine transporter density in habitual smokers. | European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology 20050301 |
| The role of radiotracer imaging in Parkinson disease. | Neurology 20050125 |
| Lack of regional selectivity during the progression of Parkinson disease: implications for pathogenesis. | Archives of neurology 20041201 |
| Identification of tissue-restricted transcripts in human islets. | Endocrinology 20041001 |
| Differential effects of scopolamine on in vivo binding of dopamine transporter and vesicular monoamine transporter radioligands in rat brain. | Experimental neurology 20040801 |
| Behavioral and neurochemical consequences of long-term intravenous self-administration of MDMA and its enantiomers by rhesus monkeys. | Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20040701 |
| Long-term reproducibility of in vivo measures of specific binding of radioligands in rat brain. | Nuclear medicine and biology 20040701 |
| Striatal monoamine terminals in Lewy body dementia and Alzheimer's disease. | Annals of neurology 20040601 |
| Electrochemical monitoring of transport by a vesicular monoamine transporter expressed in Xenopus oocytes. | Journal of neuroscience methods 20040215 |
| Dopamine transmission in DYT1 dystonia. | Advances in neurology 20040101 |
| [11C]DTBZ-PET correlates of levodopa responses in asymmetric Parkinson's disease. | Brain : a journal of neurology 20031201 |
| Raclopride studies of dopamine release: dependence on presynaptic integrity. | Biological psychiatry 20031201 |
| Apparent opposite effects of tetrabenazine and reserpine on the toxic effects of 1-methyl-4-phenylpyridinium or 6-hydroxydopamine on nigro-striatal dopaminergic neurons. | Brain research 20031107 |
| Assessment of neuroimaging techniques as biomarkers of the progression of Parkinson's disease. | Experimental neurology 20031101 |
| Escalating dose methamphetamine pretreatment alters the behavioral and neurochemical profiles associated with exposure to a high-dose methamphetamine binge. | Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20031001 |
| Increased ventral striatal monoaminergic innervation in Tourette syndrome. | Neurology 20030812 |
| REM sleep behavior disorder is related to striatal monoaminergic deficit in MSA. | Neurology 20030708 |
| Obstructive sleep apnea is related to a thalamic cholinergic deficit in MSA. | Neurology 20030708 |
| VMAT2 binding is elevated in dopa-responsive dystonia: visualizing empty vesicles by PET. | Synapse (New York, N.Y.) 20030701 |
| Decreased limbic vesicular monoamine transporter 2 in a genetic rat model of depression. | Brain research 20030307 |
| Elevated platelet vesicular monoamine transporter density in untreated patients diagnosed with major depression. | Psychiatry research 20021115 |
| Methylphenidate redistributes vesicular monoamine transporter-2: role of dopamine receptors. | The Journal of neuroscience : the official journal of the Society for Neuroscience 20021001 |
| Lack of effect of testosterone and dihydrotestosterone compared to 17beta-oestradiol in 1-methyl-4-phenyl-1,2,3,6, tetrahydropyridine-mice. | Journal of neuroendocrinology 20020901 |
| Increased platelet vesicular monoamine transporter density in adult schizophrenia patients. | European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology 20020801 |
| Chronic clozapine, but not haloperidol, treatment affects rat brain vesicular monoamine transporter 2. | European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology 20020601 |
| In vivo measures of dopaminergic radioligands in the rat brain: equilibrium infusion studies. | Synapse (New York, N.Y.) 20020301 |
| Methylenedioxymethamphetamine decreases plasmalemmal and vesicular dopamine transport: mechanisms and implications for neurotoxicity. | The Journal of pharmacology and experimental therapeutics 20020301 |
| Phencyclidine increases vesicular dopamine uptake. | European journal of pharmacology 20020301 |
| Dual-[11C]tracer single-acquisition positron emission tomography studies. | Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism 20011201 |
| Characterization of high-affinity [3H]TBZOH binding to the human platelet vesicular monoamine transporter. | Life sciences 20010928 |
| Cocaine-induced increases in vesicular dopamine uptake: role of dopamine receptors. | The Journal of pharmacology and experimental therapeutics 20010901 |
| Assessing the integrity of the dopamine system in Parkinson's disease: how best to do it? | Movement disorders : official journal of the Movement Disorder Society 20010901 |
| Decreased densities of dopamine and serotonin transporters and of vesicular monoamine transporter 2 in severely kainic acid lesioned subregions of the striatum. | Journal of neural transmission (Vienna, Austria : 1996) 20010101 |
| Active transport of acetylcholine by the human vesicular acetylcholine transporter. | The Journal of biological chemistry 19961101 |
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