Home Other Building Blocks 78538-74-6
78538-74-6,MFCD00055075
Catalog No.:AA00G327

78538-74-6 | N-METHYL-BETA-CARBOLINE-3-CARBOXAMIDE

Pack Size
Purity
Availability
Price(USD)
Quantity
  
2mg
97%
in stock  
$24.00   $17.00
- +
5mg
97%
in stock  
$35.00   $25.00
- +
10mg
97%
in stock  
$53.00   $37.00
- +
50mg
≥98%
in stock  
$133.00   $93.00
- +
100mg
≥98%
in stock  
$219.00   $153.00
- +
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00G327
Chemical Name:
N-METHYL-BETA-CARBOLINE-3-CARBOXAMIDE
CAS Number:
78538-74-6
Molecular Formula:
C13H11N3O
Molecular Weight:
225.2459
MDL Number:
MFCD00055075
SMILES:
CNC(=O)c1ncc2c(c1)c1ccccc1[nH]2
Properties
Computed Properties
 
Complexity:
307  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
17  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
1  
XLogP3:
2.8  

Downstream Synthesis Route
2-(thiophene-2-yl)ethylbenzenesulfonate 
  78538-74-6    89508-13-4 

[1]Frehel,Daniel;Maffrand,Jean-Pierre[Heterocycles,1984,vol.22,#1,p.143-149]

L-N-methyl-1,2,3,4-tetrahydro-β-carboline-3-carboxamide 
  78538-74-6 

[1]Couts,RonaldT.;Micetich,RonaldG.;Baker,GlenB;Benderly,Abraham;Dewhurst,Tim;etal.[Heterocycles,1984,vol.22,#1,p.131-142]

[1]Manabe,Shigeo;Juan,Yuan;Wada,Osamu;Ueki,Akira;Kanai,Yoshikatsu[EnvironmentalPollution,1995,vol.89,#3,p.329-336]

[1]Manabe,Shigeo;Juan,Yuan;Wada,Osamu;Ueki,Akira;Kanai,Yoshikatsu[EnvironmentalPollution,1995,vol.89,#3,p.329-336]

[1]Manabe,Shigeo;Juan,Yuan;Wada,Osamu;Ueki,Akira;Kanai,Yoshikatsu[EnvironmentalPollution,1995,vol.89,#3,p.329-336]

Literature

Title: Performance in anxiety and spatial memory tests following bilateral vestibular loss in the rat and effects of anxiolytic and anxiogenic drugs.

Journal: Behavioural brain research 20121101

Title: Voluntary exercise offers anxiolytic potential and amplifies galanin gene expression in the locus coeruleus of the rat.

Journal: Behavioural brain research 20120715

Title: Analysis of vigilant scanning behavior in mice using two-point digital video tracking.

Journal: Psychopharmacology 20120601

Title: Quantification of extracellular levels of corticosterone in the basolateral amygdaloid complex of freely-moving rats: a dialysis study of circadian variation and stress-induced modulation.

Journal: Brain research 20120503

Title: Post-weaning social isolation of female rats, anxiety-related behavior, and serotonergic systems.

Journal: Brain research 20120314

Title: Traditional chinese medicine for senile dementia.

Journal: Evidence-based complementary and alternative medicine : eCAM 20120101

Title: Chronic cocaine self-administration attenuates the anxiogenic-like and stress potentiating effects of the benzodiazepine inverse agonist, FG 7142.

Journal: Pharmacology, biochemistry, and behavior 20110901

Title: Modulation of constitutive androstane receptor (CAR) and pregnane X receptor (PXR) by 6-arylpyrrolo[2,1-d][1,5]benzothiazepine derivatives, ligands of peripheral benzodiazepine receptor (PBR).

Journal: Toxicology letters 20110425

Title: Cellular correlates of anxiety in CA1 hippocampal pyramidal cells of 5-HT1A receptor knockout mice.

Journal: Psychopharmacology 20110201

Title: The autonomic stress-induced hyperthermia response is not enhanced by several anxiogenic drugs.

Journal: Physiology & behavior 20110110

Title: Anxiolytic and anxiogenic drug effects on male and female gerbils in the black-white box.

Journal: Behavioural brain research 20110101

Title: Cannabinoid CB1 receptors in the medial prefrontal cortex modulate the expression of contextual fear conditioning.

Journal: The international journal of neuropsychopharmacology 20101001

Title: Multiple anxiogenic drugs recruit a parvalbumin-containing subpopulation of GABAergic interneurons in the basolateral amygdala.

Journal: Progress in neuro-psychopharmacology & biological psychiatry 20101001

Title: The effects of FG 7142 on sensory-specific satiety in rats.

Journal: Behavioural brain research 20100501

Title: Potential anxiogenic effects of cannabinoid CB1 receptor antagonists/inverse agonists in rats: comparisons between AM4113, AM251, and the benzodiazepine inverse agonist FG-7142.

Journal: European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology 20100201

Title: The anxiogenic drug FG7142 increases self-injurious behavior in male rhesus monkeys (Macaca mulatta).

Journal: Life sciences 20091118

Title: Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum.

Journal: Nature chemical biology 20091001

Title: Expression of renewal is dependent on the extinction-test interval rather than the acquisition-extinction interval.

Journal: Behavioral neuroscience 20090601

Title: Renewal and spontaneous recovery, but not latent inhibition, are mediated by gamma-aminobutyric acid in appetitive conditioning.

Journal: Journal of experimental psychology. Animal behavior processes 20090401

Title: The effects of FG7142 on overexpectation of Pavlovian fear conditioning.

Journal: Behavioral neuroscience 20090201

Title: Estrogen prevents norepinephrine alpha-2a receptor reversal of stress-induced working memory impairment.

Journal: Stress (Amsterdam, Netherlands) 20090101

Title: Memory enhancement with event-related stimulation of the rostral intralaminar thalamic nuclei.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20081224

Title: Effects of FG7142 and immobilization stress on the gene expression in the neocortex of mice.

Journal: Neuroscience research 20081101

Title: Effects of pharmacological stressors on c-fos and CRF mRNA in mouse brain: relationship to alcohol seeking.

Journal: Neuroscience letters 20081031

Title: Gender differences in zebrafish responses to cocaine withdrawal.

Journal: Physiology & behavior 20080903

Title: A spectroscopic study of the interaction of the fluorescent beta-carboline-3-carboxylic acid N-methylamide with DNA constituents: nucleobases, nucleosides and nucleotides.

Journal: Journal of fluorescence 20080901

Title: Early life programming of hemispheric lateralization and synchronization in the adult medial prefrontal cortex.

Journal: Neuroscience 20080826

Title: Early life stress causes FG-7142-induced corticolimbic dysfunction in adulthood.

Journal: Brain research 20080208

Title: The effects of FG7142 on two types of forgetting in 18-day-old rats.

Journal: Behavioral neuroscience 20071201

Title: GABA/benzodiazepine receptors in the ventromedial hypothalamic nucleus regulate both anxiety and panic-related defensive responses in the elevated T-maze.

Journal: Brain research bulletin 20070914

Title: Systemic administration of the benzodiazepine receptor partial inverse agonist FG-7142 disrupts corticolimbic network interactions.

Journal: Synapse (New York, N.Y.) 20070801

Title: Anxiety-like and exploratory behaviors of isolation-reared mice in the staircase test.

Journal: Journal of pharmacological sciences 20070601

Title: Identification of an immune-responsive mesolimbocortical serotonergic system: potential role in regulation of emotional behavior.

Journal: Neuroscience 20070511

Title: FG 7142 specifically reduces meal size and the rate and regularity of sustained feeding in female rats: evidence that benzodiazepine inverse agonists reduce food palatability.

Journal: Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20070501

Title: 5-Hydroxytryptamine2C receptor contribution to m-chlorophenylpiperazine and N-methyl-beta-carboline-3-carboxamide-induced anxiety-like behavior and limbic brain activation.

Journal: The Journal of pharmacology and experimental therapeutics 20070301

Title: A developmental dissociation of context and GABA effects on extinguished fear in rats.

Journal: Behavioral neuroscience 20070201

Title: Effects of the interaction between beta-carboline-3-carboxylic acid N-methylamide and polynucleotides on singlet oxygen quantum yield and DNA oxidative damage.

Journal: Photochemistry and photobiology 20070101

Title: Pharmacology of the beta-carboline FG-7,142, a partial inverse agonist at the benzodiazepine allosteric site of the GABA A receptor: neurochemical, neurophysiological, and behavioral effects.

Journal: CNS drug reviews 20070101

Title: Effects of cannabidiol and diazepam on behavioral and cardiovascular responses induced by contextual conditioned fear in rats.

Journal: Behavioural brain research 20060925

Title: Effects of the vasopressin (V1b) receptor antagonist, SSR149415, and the corticotropin-releasing factor 1 receptor antagonist, SSR125543, on FG 7142-induced increase in acetylcholine and norepinephrine release in the rat.

Journal: Neuroscience 20060901

Title: The anxiogenic drug FG-7142 increases serotonin metabolism in the rat medial prefrontal cortex.

Journal: Pharmacology, biochemistry, and behavior 20060601

Title: Reduced attention and increased impulsivity in mice lacking NPY Y2 receptors: relation to anxiolytic-like phenotype.

Journal: Behavioural brain research 20060515

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

Title: Do subtype-selective gamma-aminobutyric acid A receptor modulators have a reduced propensity to induce physical dependence in mice?

Journal: The Journal of pharmacology and experimental therapeutics 20060301

Title: Recovery of fear memories in rats: role of gamma-amino butyric acid (GABA) in infantile amnesia.

Journal: Behavioral neuroscience 20060201

Title: TPA023 [7-(1,1-dimethylethyl)-6-(2-ethyl-2H-1,2,4-triazol-3-ylmethoxy)-3-(2-fluorophenyl)-1,2,4-triazolo[4,3-b]pyridazine], an agonist selective for alpha2- and alpha3-containing GABAA receptors, is a nonsedating anxiolytic in rodents and primates.

Journal: The Journal of pharmacology and experimental therapeutics 20060101

Title: Immediate-early gene expression in the central nucleus of the amygdala is not specific for anxiolytic or anxiogenic drugs.

Journal: Neuropharmacology 20060101

Title: Social approach-avoidance behavior of a high-anxiety strain of rats: effects of benzodiazepine receptor ligands.

Journal: Psychopharmacology 20060101

Title: Effects of environmental and pharmacological stressors on c-fos and corticotropin-releasing factor mRNA in rat brain: Relationship to the reinstatement of alcohol seeking.

Journal: Neuroscience 20060101

Title: Enhancement of lactate metabolism in the basolateral amygdala by physical and psychological stress: role of benzodiazepine receptors.

Journal: Brain research 20051214

Title: Effects of benzodiazepines receptor agonists on the hypothalamic-pituitary-adrenocortical axis.

Journal: European journal of pharmacology 20050920

Title: Panicolytic-like effect induced by the stimulation of GABAA and GABAB receptors in the dorsal periaqueductal grey of rats.

Journal: European journal of pharmacology 20050615

Title: Serotonergic neurons in the median raphe nucleus regulate inhibitory avoidance but not escape behavior in the rat elevated T-maze test of anxiety.

Journal: Psychopharmacology 20050601

Title: Dopamine D3 receptor antagonists improve the learning performance in memory-impaired rats.

Journal: Psychopharmacology 20050501

Title: Classic benzodiazepines modulate the open-close equilibrium in alpha1beta2gamma2L gamma-aminobutyric acid type A receptors.

Journal: Anesthesiology 20050401

Title: Anxiogenic properties of an inverse agonist selective for alpha3 subunit-containing GABA A receptors.

Journal: British journal of pharmacology 20050201

Title: Serotonergic systems associated with arousal and vigilance behaviors following administration of anxiogenic drugs.

Journal: Neuroscience 20050101

Title: Protein kinase C overactivity impairs prefrontal cortical regulation of working memory.

Journal: Science (New York, N.Y.) 20041029

Title: Determination of the effectiveness of components of the herbal medicine Toki-Shakuyaku-San and fractions of Angelica acutiloba in improving the scopolamine-induced impairment of rat's spatial cognition in eight-armed radial maze test.

Journal: Journal of pharmacological sciences 20040901

Title: Structural features controlling the binding of beta-carbolines to the benzodiazepine receptor.

Journal: Acta crystallographica. Section B, Structural science 20040801

Title: Genetic deletion and pharmacological blockade of CB1 receptors modulates anxiety in the shock-probe burying test.

Journal: The European journal of neuroscience 20040801

Title: Estrogen mediates sex differences in stress-induced prefrontal cortex dysfunction.

Journal: Molecular psychiatry 20040501

Title: Use of the elevated T-maze to study anxiety in mice.

Journal: Behavioural brain research 20040105

Title: Nociceptin/orphanin FQ increases anxiety-related behavior and circulating levels of corticosterone during neophobic tests of anxiety.

Journal: Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20040101

Title: Antagonism of the stress-induced increase in cortical norepinephrine output by the selective norepinephrine reuptake inhibitor reboxetine.

Journal: European journal of pharmacology 20030822

Title: A PET study following treatment with a pharmacological stressor, FG7142, in conscious rhesus monkeys.

Journal: Brain research 20030808

Title: The anxiogenic beta-carboline FG-7142 inhibits locomotor exploration similarly in postweanling and adult rats.

Journal: Neuroscience letters 20030731

Title: The dorsal raphe nucleus exerts opposed control on generalized anxiety and panic-related defensive responses in rats.

Journal: Behavioural brain research 20030616

Title: Tail-swing behavior: a novel animal model for anxiety.

Journal: Methods and findings in experimental and clinical pharmacology 20030601

Title: 22-kHz ultrasonic vocalization in rats as an index of anxiety but not fear: behavioral and pharmacological modulation of affective state.

Journal: Behavioural brain research 20030417

Title: Cocaine- and amphetamine-regulated transcript peptide produces anxiety-like behavior in rodents.

Journal: European journal of pharmacology 20030307

Title: Induction of c-Fos expression in specific areas of the fear circuitry in rat forebrain by anxiogenic drugs.

Journal: Biological psychiatry 20030215

Title: Prior exposure to the elevated plus-maze sensitizes mice to the acute behavioral effects of fluoxetine and phenelzine.

Journal: European journal of pharmacology 20030117

Title: The gerbil elevated plus-maze I: behavioral characterization and pharmacological validation.

Journal: Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20020901

Title: Anxiogenic, not psychotogenic, properties of the partial inverse benzodiazepine receptor agonist FG 7142 in man.

Journal: Psychopharmacology 20020701

Title: Inhibition by venlafaxine of the increase in norepinephrine output in rat prefrontal cortex elicited by acute stress or by the anxiogenic drug FG 7142.

Journal: Journal of psychopharmacology (Oxford, England) 20020601

Title: Ethopharmacological analysis of the unstable elevated exposed plus maze, a novel model of extreme anxiety: predictive validity and sensitivity to anxiogenic agents.

Journal: Psychopharmacology 20020501

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: Depletion of cortical allopregnanolone potentiates stress-induced increase in cortical dopamine output.

Journal: Brain research 20020405

Title: [The effect on other individual presentations of the goldfish by FG7142 injection].

Journal: Nihon shinkei seishin yakurigaku zasshi = Japanese journal of psychopharmacology 20020401

Title: Chronic treatment with imipramine or mirtazapine antagonizes stress- and FG7142-induced increase in cortical norepinephrine output in freely moving rats.

Journal: Synapse (New York, N.Y.) 20020101

Title: Long-term treatment with antidepressant drugs reduces the sensitivity of cortical cholinergic neurons to the activating actions of stress and the anxiogenic drug FG 7142.

Journal: Neuropharmacology 20010801

Title: MDMA ('ecstasy') exhibits an anxiogenic-like activity in social encounters between male mice.

Journal: Pharmacological research 20010701

Title: Psychotogenic properties of benzodiazepine receptor inverse agonists.

Journal: Psychopharmacology 20010601

Title: Exposure of a 'witness rat' to one treated with beta-carboline FG 7142 does not increase dopamine turnover in the medial prefrontal cortex of the 'witness rat'.

Journal: Neuroscience letters 20010420

Title: Inhibition of stress- or anxiogenic-drug-induced increases in dopamine release in the rat prefrontal cortex by long-term treatment with antidepressant drugs.

Journal: Journal of neurochemistry 20010201

Title: FG 7142- and restraint-induced alterations in the ataxic effects of alcohol and midazolam in rats are time dependent.

Journal: Pharmacology, biochemistry, and behavior 19990101

Title: Evidence for a unique profile of levetiracetam in rodent models of seizures and epilepsy.

Journal: European journal of pharmacology 19980724

Title: Felbamate antagonizes isoniazid- and FG 7142-induced reduction of GABAA receptor function in mouse brain.

Journal: European journal of pharmacology 19941124

Title: The early acquisition of two-way (shuttle-box) avoidance as an anxiety-mediated behavior: psychopharmacological validation.

Journal: Brain research bulletin 19910101

Title: Nitrendipine decreases benzodiazepine withdrawal seizures but not the development of benzodiazepine tolerance or withdrawal signs.

Journal: British journal of pharmacology 19901101

Title: Adenosine receptor antagonism accounts for the seizure-prolonging effects of aminophylline.

Journal: Pharmacology, biochemistry, and behavior 19900801

Title: Anticonvulsant action of the beta-carboline abecarnil: studies in rodents and baboon, Papio papio.

Journal: The Journal of pharmacology and experimental therapeutics 19900401

Title: RO15-4513 but not FG-7142 reverses anticonvulsant effects of ethanol against bicuculline- and picrotoxin-induced convulsions in rats.

Journal: Pharmacology, biochemistry, and behavior 19890101

Title: Enhanced sensitivity to beta-carboline inverse agonists in rats chronically treated with FG 7142.

Journal: Brain research bulletin 19870901

Title: Behavioural and biochemical evidence for a long-lasting decrease in GABAergic function elicited by chronic administration of FG 7142.

Journal: Brain research 19861001

Title: Triazolobenzodiazepines antagonize the effects of anxiogenic drugs mediated at three different central nervous system sites.

Journal: Neuroscience letters 19851024

Title: Chlordiazepoxide enhances the anxiogenic action of CGS 8216 in the social interaction test: evidence for benzodiazepine withdrawal?

Journal: Pharmacology, biochemistry, and behavior 19850701

Title: Cottone P, et al. FG 7142 specifically reduces meal size and the rate and regularity of sustained feeding in female rats: evidence that benzodiazepine inverse agonists reduce food palatability.Neuropsychopharmacology. 2007 May;32(5):1069-81. Epub 2006 Nov 1.

Quotation Request
Company Name:
*
Contact Person:
*
Email:
*
Quantity Required:
*
Country:
Additional Info:
SDS
Related Products of 78538-74-6
Tags:78538-74-6 Molecular Formula|78538-74-6 MDL|78538-74-6 SMILES|78538-74-6 N-METHYL-BETA-CARBOLINE-3-CARBOXAMIDE