Home Indole and Oxindoles 158942-04-2
158942-04-2,MFCD00928314
Catalog No.:AA001QY9

158942-04-2 | 5-Methyl-N-(pyridin-3-yl)-2,3-dihydropyrrolo[2,3-f]indole-1(5H)-carboxamide

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10mg
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50mg
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA001QY9
Chemical Name:
5-Methyl-N-(pyridin-3-yl)-2,3-dihydropyrrolo[2,3-f]indole-1(5H)-carboxamide
CAS Number:
158942-04-2
Molecular Formula:
C17H16N4O
Molecular Weight:
292.3351
MDL Number:
MFCD00928314
SMILES:
O=C(N1CCc2c1cc1ccn(c1c2)C)Nc1cccnc1
Properties
Computed Properties
 
Complexity:
429  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
22  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
1  
XLogP3:
1.7  

Literature

Title: Identification of potent Yes1 kinase inhibitors using a library screening approach.

Journal: Bioorganic & medicinal chemistry letters 20130801

Title: Serotonin-induced brain glycogenolysis in rainbow trout (Oncorhynchus mykiss).

Journal: The Journal of experimental biology 20120901

Title: Diverse effects of 5-HT2C receptor blocking agents on c-Fos expression in the rat basal ganglia.

Journal: European journal of pharmacology 20120815

Title: Paroxetine-induced reduction of sexual incentive motivation in female rats is not modified by 5-HT1B or 5-HT2C antagonists.

Journal: Psychopharmacology 20120301

Title: A novel mechanism for regulating hepatic glycogen synthesis involving serotonin and cyclin-dependent kinase-5.

Journal: Diabetes 20120101

Title: SB 206553, a putative 5-HT2C inverse agonist, attenuates methamphetamine-seeking in rats.

Journal: BMC neuroscience 20120101

Title: Discovery and development of α7 nicotinic acetylcholine receptor modulators.

Journal: Journal of medicinal chemistry 20111208

Title: Pulmonary vascular effects of serotonin and selective serotonin reuptake inhibitors in the late-gestation ovine fetus.

Journal: American journal of physiology. Lung cellular and molecular physiology 20111201

Title: Participation of cyclooxygenase pathway in the vasoconstriction induced by 5-HT in the in situ autoperfused kidney of long-term diabetic rats.

Journal: European journal of pharmacology 20110520

Title: Blockade of 5-HT(2A) and/or 5-HT(2C) receptors modulates sevoflurane-induced immobility.

Journal: Journal of anesthesia 20110401

Title: Serotonin 2A and 2B receptor-induced phrenic motor facilitation: differential requirement for spinal NADPH oxidase activity.

Journal: Neuroscience 20110331

Title: Serotonin receptor 5-HT2B mediates serotonin-induced mechanical hyperalgesia.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20110126

Title: Differences between human wild-type and C23S variant 5-HT2C receptors in inverse agonist-induced resensitization.

Journal: Pharmacological reports : PR 20110101

Title: Locomotion after spinal cord injury depends on constitutive activity in serotonin receptors.

Journal: Journal of neurophysiology 20101201

Title: Development, validation, and use of quantitative structure-activity relationship models of 5-hydroxytryptamine (2B) receptor ligands to identify novel receptor binders and putative valvulopathic compounds among common drugs.

Journal: Journal of medicinal chemistry 20101111

Title: Constitutive activity of serotonin 2C receptors at G protein-independent signaling: modulation by RNA editing and antidepressants.

Journal: Molecular pharmacology 20101101

Title: The central serotonin 2B receptor: a new pharmacological target to modulate the mesoaccumbens dopaminergic pathway activity.

Journal: Journal of neurochemistry 20100901

Title: The serotonin 2C receptor potently modulates the head-twitch response in mice induced by a phenethylamine hallucinogen.

Journal: Psychopharmacology 20100401

Title: Acquisition session length modulates consolidation effects produced by 5-HT2C ligands in a mouse autoshaping-operant procedure.

Journal: Behavioural pharmacology 20100301

Title: 5-HT2A receptor antagonists improve motor impairments in the MPTP mouse model of Parkinson's disease.

Journal: Neuropharmacology 20100101

Title: Mining biologically-active molecules for inhibitors of fatty acid amide hydrolase (FAAH): identification of phenmedipham and amperozide as FAAH inhibitors.

Journal: Bioorganic & medicinal chemistry letters 20091201

Title: In vivo evidence that constitutive activity of serotonin2C receptors in the medial prefrontal cortex participates in the control of dopamine release in the rat nucleus accumbens: differential effects of inverse agonist versus antagonist.

Journal: Journal of neurochemistry 20091001

Title: Overexpression of 5-HT2C receptors in forebrain leads to elevated anxiety and hypoactivity.

Journal: The European journal of neuroscience 20090701

Title: Old and new pharmacology: positive allosteric modulation of the alpha7 nicotinic acetylcholine receptor by the 5-hydroxytryptamine(2B/C) receptor antagonist SB-206553 (3,5-dihydro-5-methyl-N-3-pyridinylbenzo[1,2-b:4,5-b']di pyrrole-1(2H)-carboxamide).

Journal: The Journal of pharmacology and experimental therapeutics 20090301

Title: Modulation of striatal dopamine release by 5-HT2A and 5-HT2C receptor antagonists: [11C]raclopride PET studies in the rat.

Journal: Psychopharmacology 20081101

Title: Ontogeny of serotonin and serotonin2A receptors in rat auditory cortex.

Journal: Hearing research 20081001

Title: 5HT2 receptor activation facilitates P2X receptor mediated excitatory neurotransmission to cardiac vagal neurons in the nucleus ambiguus.

Journal: Neuropharmacology 20080601

Title: Inverse agonist and neutral antagonist actions of antidepressants at recombinant and native 5-hydroxytryptamine2C receptors: differential modulation of cell surface expression and signal transduction.

Journal: Molecular pharmacology 20080301

Title: Identification of a key amino acid of the human 5-HT(2B) serotonin receptor important for sarpogrelate binding.

Journal: Journal of pharmacological sciences 20070701

Title: WAY-163909 [(7bR,10aR)-1,2,3,4,8,9,10,10a-octahydro-7bH-cyclopenta-[b][1,4]diazepino[6,7,1hi]indole]: A novel 5-hydroxytryptamine 2C receptor-selective agonist with preclinical antipsychotic-like activity.

Journal: The Journal of pharmacology and experimental therapeutics 20070101

Title: Role of the 5-HT2C receptor in improving weight-supported stepping in adult rats spinalized as neonates.

Journal: Brain research 20060927

Title: 5-HT receptor subtypes involved in the anxiogenic-like action and associated Fos response of acute fluoxetine treatment in rats.

Journal: Psychopharmacology 20060401

Title: Clozapine and haloperidol differentially alter the constitutive activity of central serotonin2C receptors in vivo.

Journal: Biological psychiatry 20060315

Title: Role of 5-HT2A and 5-HT2C/B receptors in the acute effects of 3,4-methylenedioxymethamphetamine (MDMA) on striatal single-unit activity and locomotion in freely moving rats.

Journal: Psychopharmacology 20051001

Title: Behavioral tolerance to lysergic acid diethylamide is associated with reduced serotonin-2A receptor signaling in rat cortex.

Journal: Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20050901

Title: Anxiolytic-like effect of milnacipran in the four-plate test in mice: mechanism of action.

Journal: Pharmacology, biochemistry, and behavior 20050701

Title: Serotonin (1A) receptor involvement in acute 3,4-methylenedioxymethamphetamine (MDMA) facilitation of social interaction in the rat.

Journal: Progress in neuro-psychopharmacology & biological psychiatry 20050601

Title: Modulation of dopamine release by striatal 5-HT2C receptors.

Journal: Synapse (New York, N.Y.) 20050315

Title: Partial 5-HT(1A) receptor agonist activity by the 5-HT(2C) receptor antagonist SB 206,553 is revealed in rats spinalized as neonates.

Journal: Experimental neurology 20050201

Title: The 5-HT4 receptor agonist, tegaserod, is a potent 5-HT2B receptor antagonist in vitro and in vivo.

Journal: British journal of pharmacology 20041101

Title: Serotonin-GABA interactions modulate MDMA-induced mesolimbic dopamine release.

Journal: Journal of neurochemistry 20041101

Title: Mechanisms intrinsic to 5-HT2B receptor-induced potentiation of NMDA receptor responses in frog motoneurones.

Journal: British journal of pharmacology 20041001

Title: Involvement of the serotonin 5-HT2B receptor in cardiac hypertrophy linked to sympathetic stimulation: control of interleukin-6, interleukin-1beta, and tumor necrosis factor-alpha cytokine production by ventricular fibroblasts.

Journal: Circulation 20040824

Title: Pharmacological characterisation of the agonist radioligand binding site of 5-HT(2A), 5-HT(2B) and 5-HT(2C) receptors.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20040801

Title: Effect of estrogen on the lordosis-inhibiting action of ketanserin and SB 206553.

Journal: Behavioural brain research 20040604

Title: Vasoconstrictor responses to 5-hydroxytryptamine in the autoperfused hindquarters of spontaneously hypertensive rats.

Journal: Pharmacology 20040601

Title: Constitutive activity of the serotonin2C receptor inhibits in vivo dopamine release in the rat striatum and nucleus accumbens.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20040331

Title: In vivo evidence that 5-HT2C receptor antagonist but not agonist modulates cocaine-induced dopamine outflow in the rat nucleus accumbens and striatum.

Journal: Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20040201

Title: Agomelatine(S 20098) antagonizes the penile erections induced by the stimulation of 5-HT2C receptors in Wistar rats.

Journal: Psychopharmacology 20031001

Title: Discriminative stimulus properties of (+/-)-fenfluramine: the role of 5-HT2 receptor subtypes.

Journal: Behavioral neuroscience 20030401

Title: Anxiolytic-like effects of 5-HT2 ligands on three mouse models of anxiety.

Journal: Behavioural brain research 20030318

Title: Wistar-Kyoto rats are sensitive to the hypolocomotor and anxiogenic effects of mCPP.

Journal: Behavioural pharmacology 20030301

Title: Discriminative stimulus properties of 1-(2,5-dimethoxy-4-iodophenyl)-2-aminopropane [(+/-)DOI] in C57BL/6J mice.

Journal: Psychopharmacology 20030201

Title: Conserved helix 7 tyrosine acts as a multistate conformational switch in the 5HT2C receptor. Identification of a novel 'locked-on' phenotype and double revertant mutations.

Journal: The Journal of biological chemistry 20020927

Title: Vasodilator and vasoconstrictor responses induced by 5-hydroxytryptamine in the in situ blood autoperfused hindquarters of the anaesthetized rat.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20020801

Title: Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells.

Journal: The Journal of biological chemistry 20020419

Title: Attenuation of ischemic efflux of endogenous amino acids by the novel 5-HT(1A)/5-HT(2) receptor ligand adatanserin.

Journal: Neurochemistry international 20020301

Title: Pharmacological studies of the acute effects of (+)-3,4-methylenedioxymethamphetamine on locomotor activity: role of 5-HT(1B/1D) and 5-HT(2) receptors.

Journal: Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20020101

Title: Effects of 5-HT(2) receptor antagonists on the anti-immobility effects of imipramine in the forced swimming test with mice.

Journal: European journal of pharmacology 20010921

Title: Role of 5-HT(2) receptor subtypes in depletion of 5-HT induced by p-chloroamphetamine in the mouse frontal cortex.

Journal: Brain research 20010824

Title: Strain-dependent effects of diazepam and the 5-HT2B/2C receptor antagonist SB 206553 in spontaneously hypertensive and Lewis rats tested in the elevated plus-maze.

Journal: Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas 20010501

Title: Role of 5-HT(2a) and 5-HT(2B/2C) receptors in the behavioral interactions between serotonin and catecholamine reuptake inhibitors.

Journal: Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20010301

Title: Effects of the 5-HT2C/2B antagonist SB 206553 on hyperactivity induced by cocaine.

Journal: Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 19990601

Title: Potentiation of fluoxetine-induced penile erections by combined blockade of 5-HT1A and 5-HT1B receptors.

Journal: European journal of pharmacology 19970305

Title: In vitro and in vivo profile of SB 206553, a potent 5-HT2C/5-HT2B receptor antagonist with anxiolytic-like properties.

Journal: British journal of pharmacology 19960201

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Tags:158942-04-2 Molecular Formula|158942-04-2 MDL|158942-04-2 SMILES|158942-04-2 5-Methyl-N-(pyridin-3-yl)-2,3-dihydropyrrolo[2,3-f]indole-1(5H)-carboxamide