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75272-39-8,MFCD00902138
Catalog No.:AA008QIN

75272-39-8 | N-(Cis-1-benzyl-2-methylpyrrolidin-3-yl)-5-chloro-2-methoxy-4-(methylamino)benzamide

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10mg
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  • Technical Information
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  • Technical Information
  • Properties
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Technical Information
Catalog Number:
AA008QIN
Chemical Name:
N-(Cis-1-benzyl-2-methylpyrrolidin-3-yl)-5-chloro-2-methoxy-4-(methylamino)benzamide
CAS Number:
75272-39-8
Molecular Formula:
C21H26ClN3O2
Molecular Weight:
387.9030
MDL Number:
MFCD00902138
SMILES:
COc1cc(NC)c(cc1C(=O)N[C@@H]1CCN([C@@H]1C)Cc1ccccc1)Cl
Properties
Computed Properties
 
Complexity:
486  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Heavy Atom Count:
27  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
6  
XLogP3:
3.9  

Literature

Title: Schizophrenia-like features in transgenic mice overexpressing human HO-1 in the astrocytic compartment.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20120808

Title: Loss of Mecp2 in substantia nigra dopamine neurons compromises the nigrostriatal pathway.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20110831

Title: Dopamine D₁ and D₂ receptor subtypes functional regulation in corpus striatum of unilateral rotenone lesioned Parkinson's rat model: effect of serotonin, dopamine and norepinephrine.

Journal: Neurological research 20101101

Title: Dopamine D1 and D2 receptor functional down regulation in the cerebellum of hypoxic neonatal rats: neuroprotective role of glucose and oxygen, epinephrine resuscitation.

Journal: Pharmacological research 20100201

Title: [(3)H]-YM-09151-2 binding sites in human brain postmortem.

Journal: Neurochemistry international 20091201

Title: Differences among conventional, atypical and novel putative D(2)/5-HT(1A) antipsychotics on catalepsy-associated behaviour in cynomolgus monkeys.

Journal: Behavioural brain research 20091105

Title: Dopamine released by dendritic cells polarizes Th2 differentiation.

Journal: International immunology 20090601

Title: Clozapine reverses schizophrenia-related behaviours in the metabotropic glutamate receptor 5 knockout mouse: association with N-methyl-D-aspartic acid receptor up-regulation.

Journal: The international journal of neuropsychopharmacology 20090201

Title: A new entry into cis-3-amino-2-methylpyrrolidines via ring expansion of 2-(2-hydroxyethyl)-3-methylaziridines.

Journal: Organic & biomolecular chemistry 20090107

Title: 3-Aminopyrrolidines from alpha-aminoacids: total synthesis of (+)-nemonapride from D-alanine.

Journal: The Journal of organic chemistry 20080201

Title: Partial agonist actions of aripiprazole and the candidate antipsychotics S33592, bifeprunox, N-desmethylclozapine and preclamol at dopamine D(2L) receptors are modified by co-transfection of D(3) receptors: potential role of heterodimer formation.

Journal: Journal of neurochemistry 20070801

Title: Catalytic asymmetric phase-transfer Michael reaction and Mannich-type reaction of glycine Schiff bases with tartrate-derived diammonium salts.

Journal: Chemistry, an Asian journal 20070604

Title: F15063, a potential antipsychotic with dopamine D(2)/D(3) antagonist, 5-HT(1A) agonist and D(4) partial agonist properties: (IV) duration of brain D2-like receptor occupancy and antipsychotic-like activity versus plasma concentration in mice.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20070601

Title: Presence of D4 dopamine receptors in human prefrontal cortex: a postmortem study.

Journal: Revista brasileira de psiquiatria (Sao Paulo, Brazil : 1999) 20070601

Title: Decreased [3H] YM-09151-2 binding to dopamine D2 receptors in the hypothalamus, brainstem and pancreatic islets of streptozotocin-induced diabetic rats.

Journal: European journal of pharmacology 20070227

Title: 5-HT1A receptor agonist properties of antipsychotics determined by [35S]GTPgammaS binding in rat hippocampal membranes.

Journal: Clinical and experimental pharmacology & physiology 20070101

Title: In vivo occupancy of dopamine D2 receptors by antipsychotic drugs and novel compounds in the mouse striatum and olfactory tubercles.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20060901

Title: Topographical resolution of jaw movements mediated by cyclase- vs. non-cyclase-coupled dopamine D(1)-like receptors: studies with SK&F 83822.

Journal: European journal of pharmacology 20060524

Title: Investigation of cooperativity in the binding of ligands to the D(2) dopamine receptor.

Journal: Molecular pharmacology 20060101

Title: Differential in vivo inhibition of [3H]nemonapride binding by atypical antipsychotics in rat striatum, olfactory lobes, and frontal cortex.

Journal: Pharmacology 20051001

Title: Increased brain dopamine D4-like binding after chronic ethanol is not associated with behavioral sensitization in mice.

Journal: Alcohol (Fayetteville, N.Y.) 20051001

Title: Strain differences of dopamine receptor levels and dopamine related behaviors in rats.

Journal: Brain research bulletin 20050430

Title: Subthalamic nucleus lesions alter basal and dopamine agonist stimulated electrophysiological output from the rat basal ganglia.

Journal: Synapse (New York, N.Y.) 20041101

Title: Ethologically based resolution of D2-like dopamine receptor agonist-versus antagonist-induced behavioral topography in dopamine- and adenosine 3',5'-monophosphate-regulated phosphoprotein of 32 kDa 'knockout' mutants congenic on the C57BL/6 genetic background.

Journal: The Journal of pharmacology and experimental therapeutics 20040901

Title: Early adoption modifies the effects of prenatal stress on dopamine and glutamate receptors in adult rat brain.

Journal: Journal of neuroscience research 20040515

Title: The inhibitory role of methylation on the binding characteristics of dopamine receptors and transporter.

Journal: Neuroscience research 20040301

Title: SK&F 83822 distinguishes adenylyl cyclase from phospholipase C-coupled dopamine D1-like receptors: behavioural topography.

Journal: European journal of pharmacology 20040223

Title: Dopamine transmission in DYT1 dystonia.

Journal: Advances in neurology 20040101

Title: Pharmacological actions of a novel and selective dopamine D3 receptor antagonist, KCH-1110.

Journal: Pharmacological research 20031201

Title: Potent activation of dopamine D3/D2 heterodimers by the antiparkinsonian agents, S32504, pramipexole and ropinirole.

Journal: Journal of neurochemistry 20031101

Title: The effects of chronic L-DOPA therapy on pharmacodynamic parameters in a rat model of motor response fluctuations.

Journal: Experimental neurology 20031101

Title: Characterization of dopamine D2 receptor gene expression and binding sites in human placenta amniotic epithelial cells.

Journal: Placenta 20030701

Title: Sigma1 and dopamine D2 receptor occupancy in the mouse brain after a single administration of haloperidol and two dopamine D2-like receptor ligands.

Journal: Nuclear medicine and biology 20030501

Title: Suppression of cocaine- and food-maintained behavior by the D2-like receptor partial agonist terguride in squirrel monkeys.

Journal: Psychopharmacology 20030301

Title: Constitutive coupling of a chimeric dopamine D2/alpha 1B receptor to the phospholipase C pathway: inverse agonism to silent antagonism by neuroleptic drugs.

Journal: The Journal of pharmacology and experimental therapeutics 20030101

Title: Congenic D1A dopamine receptor mutants: ethologically based resolution of behavioural topography indicates genetic background as a determinant of knockout phenotype.

Journal: Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20030101

Title: The impact of stereotactic pallidal surgery on the dopamine D2 receptor in Parkinson disease: a positron emission tomography study.

Journal: Journal of neurosurgery 20030101

Title: N-methyl-D-aspartate-R1 receptor antisense oligodeoxynucleotide modulates pre- and postsynaptic expression of D2 dopamine receptors in the rat.

Journal: Neuroscience letters 20021219

Title: Increased sensitivity in dopamine D(2)-like brain receptors from 2,4-dichlorophenoxyacetic acid (2,4-D)-exposed and amphetamine-challenged rats.

Journal: Annals of the New York Academy of Sciences 20020601

Title: Functional and autoradiographic characterization of dopamine D2-like receptors in the guinea pig heart.

Journal: Canadian journal of physiology and pharmacology 20020601

Title: Positron emission tomography and ex vivo and in vitro autoradiography studies on dopamine D2-like receptor degeneration in the quinolinic acid-lesioned rat striatum: comparison of [11C]raclopride, [11C]nemonapride and [11C]N-methylspiperone.

Journal: Nuclear medicine and biology 20020401

Title: Effects of individual and concurrent stimulation of striatal D1 and D2 dopamine receptors on electrophysiological and behavioral output from rat basal ganglia.

Journal: The Journal of pharmacology and experimental therapeutics 20020301

Title: Associations between side effects of nemonapride and plasma concentrations of the drug and prolactin.

Journal: Progress in neuro-psychopharmacology & biological psychiatry 20020201

Title: (-)S amisulpride binds with high affinity to cloned dopamine D(3) and D(2) receptors.

Journal: European journal of pharmacology 20011207

Title: Agonist-independent and -dependent oligomerization of dopamine D(2) receptors by fusion to fluorescent proteins.

Journal: FEBS letters 20011019

Title: Extended treatment with typical and atypical antipsychotic drugs differential effects on the densities of dopamine D2-like and GABAA receptors in rat striatum.

Journal: Life sciences 20010803

Title: The -141C Ins/Del polymorphism in the dopamine D2 receptor gene promoter region is associated with anxiolytic and antidepressive effects during treatment with dopamine antagonists in schizophrenic patients.

Journal: Pharmacogenetics 20010801

Title: No relationship between--141C Ins/Del polymorphism in the promoter region of dopamine D2 receptor and extrapyramidal adverse effects of selective dopamine D2 antagonists in schizophrenic patients: a preliminary study.

Journal: Psychiatry research 20010214

Title: Possible pharmacokinetic and pharmacodynamic factors affecting parkinsonism inducement by cinnarizine and flunarizine.

Journal: Biochemical pharmacology 19951109

Title: Differential effects of [3H]nemonapride and [3H]spiperone binding on human dopamine D4 receptors.

Journal: Neuroscience letters 19950217

Title: Low density of dopamine D4 receptors in Parkinson's, schizophrenia, and control brain striata.

Journal: Synapse (New York, N.Y.) 19930801

Title: Influence of (-)-sulpiride and YM-09151-2 on stereotyped behavior in chicks and catalepsy in rats.

Journal: Japanese journal of pharmacology 19870201

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Tags:75272-39-8 Molecular Formula|75272-39-8 MDL|75272-39-8 SMILES|75272-39-8 N-(Cis-1-benzyl-2-methylpyrrolidin-3-yl)-5-chloro-2-methoxy-4-(methylamino)benzamide