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91917-65-6,MFCD00078598
Catalog No.:AA00GRQK

91917-65-6 | RO 15-4513

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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00GRQK
Chemical Name:
RO 15-4513
CAS Number:
91917-65-6
Molecular Formula:
C15H14N6O3
Molecular Weight:
326.3101
MDL Number:
MFCD00078598
SMILES:
CCOC(=O)c1ncn2c1CN(C)C(=O)c1c2ccc(c1)N=[N+]=[N-]
Properties
Computed Properties
 
Complexity:
563  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
24  
Hydrogen Bond Acceptor Count:
6  
Rotatable Bond Count:
4  
XLogP3:
1.8  

Literature

Title: Characterisation of the contribution of the GABA-benzodiazepine α1 receptor subtype to [(11)C]Ro15-4513 PET images.

Journal: Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism 20120401

Title: Diazepam-bound GABAA receptor models identify new benzodiazepine binding-site ligands.

Journal: Nature chemical biology 20120325

Title: A [11C]Ro15 4513 PET study suggests that alcohol dependence in man is associated with reduced α5 benzodiazepine receptors in limbic regions.

Journal: Journal of psychopharmacology (Oxford, England) 20120201

Title: Rats with different thresholds for DMCM-induced clonic convulsions differ in the sleep-time of diazepam and [(3)H]-Ro 15-4513 binding.

Journal: Epilepsy research 20120201

Title: Repeated moderate-dose ethanol bouts impair cognitive function in Wistar rats.

Journal: Addiction biology 20120101

Title: The cerebellar GABAAR α6-R100Q polymorphism alters ligand binding in outbred Sprague-Dawley rats in a similar manner as in selectively bred AT and ANT rats.

Journal: Alcohol (Fayetteville, N.Y.) 20111101

Title: Actions of two GABAA receptor benzodiazepine-site ligands that are mediated via non-γ2-dependent modulation.

Journal: European journal of pharmacology 20110901

Title: GABAA receptors in the posterior, but not anterior, ventral tegmental area mediate Ro15-4513-induced attenuation of binge-like ethanol consumption in C57BL/6J female mice.

Journal: Behavioural brain research 20110620

Title: Remarkable selectivity of the in vivo binding of [3H]Ro15-4513 to α5 subtype of benzodiazepine receptor in the living mouse brain.

Journal: Synapse (New York, N.Y.) 20101201

Title: Alcohol- and alcohol antagonist-sensitive human GABAA receptors: tracking δ subunit incorporation into functional receptors.

Journal: Molecular pharmacology 20101101

Title: Human locus coeruleus neurons express the GABA(A) receptor gamma2 subunit gene and produce benzodiazepine binding.

Journal: Neuroscience letters 20100621

Title: Cocaine effects on mouse incentive-learning and human addiction are linked to alpha2 subunit-containing GABAA receptors.

Journal: Proceedings of the National Academy of Sciences of the United States of America 20100202

Title: Inverse benzodiazepine agonist beta-CCM does not reverse learning deficit induced by sleep deprivation.

Journal: Neuroscience letters 20100118

Title: Ethanol modulates mammalian circadian clock phase resetting through extrasynaptic GABA receptor activation.

Journal: Neuroscience 20091201

Title: Antagonism of the ethanol-like discriminative stimulus effects of ethanol, pentobarbital, and midazolam in cynomolgus monkeys reveals involvement of specific GABA(A) receptor subtypes.

Journal: The Journal of pharmacology and experimental therapeutics 20091001

Title: Structural requirements for eszopiclone and zolpidem binding to the gamma-aminobutyric acid type-A (GABAA) receptor are different.

Journal: Journal of medicinal chemistry 20081127

Title: Selective influence on contextual memory: physiochemical properties associated with selectivity of benzodiazepine ligands at GABAA receptors containing the alpha5 subunit.

Journal: Journal of medicinal chemistry 20080710

Title: Alpha2-containing GABA(A) receptors are involved in mediating stimulant effects of cocaine.

Journal: Pharmacology, biochemistry, and behavior 20080701

Title: Zolpidem generalization and antagonism in male and female cynomolgus monkeys trained to discriminate 1.0 or 2.0 g/kg ethanol.

Journal: Alcoholism, clinical and experimental research 20080701

Title: Physiology and pharmacology of alcohol: the imidazobenzodiazepine alcohol antagonist site on subtypes of GABAA receptors as an opportunity for drug development?

Journal: British journal of pharmacology 20080501

Title: AMPA and kainate receptors mediate mutually exclusive effects on GABA(A) receptor expression in cultured mouse cerebellar granule neurones.

Journal: Journal of neurochemistry 20080101

Title: Functional consequences of GABAA receptor alpha 4 subunit deletion on synaptic and extrasynaptic currents in mouse dentate granule cells.

Journal: Alcoholism, clinical and experimental research 20080101

Title: Blockade of alcohol's amnestic activity in humans by an alpha5 subtype benzodiazepine receptor inverse agonist.

Journal: Neuropharmacology 20071201

Title: Proximity-accelerated chemical coupling reaction in the benzodiazepine-binding site of gamma-aminobutyric acid type A receptors: superposition of different allosteric modulators.

Journal: The Journal of biological chemistry 20070907

Title: Low concentrations of ethanol do not affect radioligand binding to the delta-subunit-containing GABAA receptors in the rat brain.

Journal: Brain research 20070824

Title: Does ethanol act preferentially via selected brain GABAA receptor subtypes? the current evidence is ambiguous.

Journal: Alcohol (Fayetteville, N.Y.) 20070501

Title: GABAA receptor subtypes: the 'one glass of wine' receptors.

Journal: Alcohol (Fayetteville, N.Y.) 20070501

Title: Effects of ethanol on tonic GABA currents in cerebellar granule cells and mammalian cells recombinantly expressing GABA(A) receptors.

Journal: The Journal of pharmacology and experimental therapeutics 20061001

Title: Efficacy and the discriminative stimulus effects of negative GABAA modulators, or inverse agonists, in diazepam-treated rhesus monkeys.

Journal: The Journal of pharmacology and experimental therapeutics 20060801

Title: An interaction between benzodiazepines and neuroactive steroids at GABA A receptors in cultured hippocampal neurons.

Journal: Neurochemistry international 20060601

Title: Involvement of diazepam-insensitive benzodiazepine receptors in the suppression of DOI-induced head-twitch responses in diabetic mice.

Journal: Psychopharmacology 20060501

Title: Investigation of the abundance and subunit composition of GABAA receptor subtypes in the cerebellum of alpha1-subunit-deficient mice.

Journal: Journal of neurochemistry 20060101

Title: An extrasynaptic GABAA receptor mediates tonic inhibition in thalamic VB neurons.

Journal: Journal of neurophysiology 20051201

Title: Neurobiological effects of bisphenol A may be mediated by somatostatin subtype 3 receptors in some regions of the developing rat brain.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20051201

Title: Selective labelling of diazepam-insensitive GABAA receptors in vivo using [3H]Ro 15-4513.

Journal: British journal of pharmacology 20051101

Title: Conformational changes at benzodiazepine binding sites of GABA(A) receptors detected with a novel technique.

Journal: Journal of neurochemistry 20050201

Title: GABAA receptor gamma 2 subunit knockdown mice have enhanced anxiety-like behavior but unaltered hypnotic response to benzodiazepines.

Journal: BMC neuroscience 20050101

Title: Characterization of the interaction of indiplon, a novel pyrazolopyrimidine sedative-hypnotic, with the GABAA receptor.

Journal: The Journal of pharmacology and experimental therapeutics 20041101

Title: Altered pharmacology of synaptic and extrasynaptic GABAA receptors on CA1 hippocampal neurons is consistent with subunit changes in a model of alcohol withdrawal and dependence.

Journal: The Journal of pharmacology and experimental therapeutics 20040901

Title: Autoradiographic imaging of altered synaptic alphabetagamma2 and extrasynaptic alphabeta GABAA receptors in a genetic mouse model of anxiety.

Journal: Neurochemistry international 20040601

Title: Synthesis, in vitro affinity, and efficacy of a bis 8-ethynyl-4H-imidazo[1,5a]- [1,4]benzodiazepine analogue, the first bivalent alpha5 subtype selective BzR/GABA(A) antagonist.

Journal: Journal of medicinal chemistry 20031218

Title: Similar effects of cocaine and immobilization stress on the levels of heat-shock proteins and stress-activated protein kinases in the rat hippocampus, and on swimming behaviors: the contribution of dopamine and benzodiazepine receptors.

Journal: Behavioural pharmacology 20031101

Title: Neurosteroid effects on GABAergic synaptic plasticity in hippocampus.

Journal: Journal of neurophysiology 20030401

Title: Automated synthesis of the ultra high specific activity of [11C]Ro15-4513 and its application in an extremely low concentration region to an ARG study.

Journal: Nuclear medicine and biology 20030401

Title: Visualization of alpha5 subunit of GABAA/benzodiazepine receptor by 11C Ro15-4513 using positron emission tomography.

Journal: Synapse (New York, N.Y.) 20030301

Title: Stressor-like effects of cocaine on heat shock protein and stress-activated protein kinase expression in the rat hippocampus: interaction with ethanol and anti-toxicity drugs.

Journal: Legal medicine (Tokyo, Japan) 20030301

Title: Withdrawal from chronic intermittent ethanol treatment changes subunit composition, reduces synaptic function, and decreases behavioral responses to positive allosteric modulators of GABAA receptors.

Journal: Molecular pharmacology 20030101

Title: Identification of the bovine gamma-aminobutyric acid type A receptor alpha subunit residues photolabeled by the imidazobenzodiazepine [3H]Ro15-4513.

Journal: The Journal of biological chemistry 20021220

Title: Effects of GABA(A) compounds on mCPP drug discrimination in rats.

Journal: Life sciences 20021018

Title: The benzodiazepine partial inverse agonist Ro15-4513 alters anticonvulsant and lethal effects of carbamazepine in amygdala-kindled rats.

Journal: Neuroscience letters 20020906

Title: Contribution of the alpha1-GABA(A) receptor subtype to the pharmacological actions of benzodiazepine site inverse agonists.

Journal: Neuropharmacology 20020901

Title: Imaging the GABA-benzodiazepine receptor subtype containing the alpha5-subunit in vivo with [11C]Ro15 4513 positron emission tomography.

Journal: Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism 20020701

Title: Organotypic rat cerebellar slice culture as a model to analyze the molecular pharmacology of GABAA receptors.

Journal: European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology 20020601

Title: Early cerebral activities of the environmental estrogen bisphenol A appear to act via the somatostatin receptor subtype sst(2).

Journal: Environmental health perspectives 20020601

Title: Daily treatment with diazepam differentially modifies sensitivity to the effects of gamma-aminobutyric acid(A) modulators on schedule-controlled responding in rhesus monkeys.

Journal: The Journal of pharmacology and experimental therapeutics 20020301

Title: Role of the histidine residue at position 105 in the human alpha 5 containing GABA(A) receptor on the affinity and efficacy of benzodiazepine site ligands.

Journal: British journal of pharmacology 20020101

Title: Altered receptor subtypes in the forebrain of GABA(A) receptor delta subunit-deficient mice: recruitment of gamma 2 subunits.

Journal: Neuroscience 20020101

Title: PET imaging of ischemic neuronal death in the hippocampus of living monkeys.

Journal: Hippocampus 20020101

Title: Effects of naltrexone and Ro 15-4513 on a multiple schedule of ethanol and Tang self-administration.

Journal: Alcoholism, clinical and experimental research 20011101

Title: The effects of flumazenil, Ro 154513 and beta-CCM on the behaviour of control and stressed mice in the staircase test.

Journal: Journal of psychopharmacology (Oxford, England) 20010901

Title: Influence of benzodiazepine binding site ligands on fear-conditioned contextual memory.

Journal: European journal of pharmacology 20010824

Title: Benzodiazepines protect against ethanol-induced gastric mucosal damage in vitro.

Journal: Fundamental & clinical pharmacology 20010801

Title: Modulation of ethanol-induced motor incoordination by mouse striatal A(1) adenosinergic receptor.

Journal: Brain research bulletin 20010701

Title: GABA(A) receptor gene expression in rat cortex: differential effects of two chronic diazepam treatment regimes.

Journal: Journal of neuroscience research 20010615

Title: Altered gabaa receptor subunit and splice variant expression in rats treated with chronic intermittent ethanol.

Journal: Alcoholism, clinical and experimental research 20010601

Title: Identification of amino acid residues responsible for the alpha5 subunit binding selectivity of L-655,708, a benzodiazepine binding site ligand at the GABA(A) receptor.

Journal: Journal of neurochemistry 20010401

Title: Mice performance on the staircase test following acute ethanol administration.

Journal: Pharmacology, biochemistry, and behavior 20010301

Title: Diazepam during prior ethanol withdrawals does not alter seizure susceptibility during a subsequent withdrawal.

Journal: Pharmacology, biochemistry, and behavior 20010201

Title: Characterization of gamma-aminobutyrate type A receptors with atypical coupling between agonist and convulsant binding sites in discrete brain regions.

Journal: Brain research. Molecular brain research 20010131

Title: Mice lacking the long splice variant of the gamma 2 subunit of the GABA(A) receptor are more sensitive to benzodiazepines.

Journal: Pharmacology, biochemistry, and behavior 20000601

Title: Pharmacophore/receptor models for GABA(A)/BzR subtypes (alpha1beta3gamma2, alpha5beta3gamma2, and alpha6beta3gamma2) via a comprehensive ligand-mapping approach.

Journal: Journal of medicinal chemistry 20000113

Title: Predictive models for GABAA/benzodiazepine receptor subtypes: studies of quantitative structure-activity relationships for imidazobenzodiazepines at five recombinant GABAA/benzodiazepine receptor subtypes [alphaxbeta3gamma2 (x = 1-3, 5, and 6)] via comparative molecular field analysis.

Journal: Journal of medicinal chemistry 19981008

Title: Interaction of H+ and Zn2+ on recombinant and native rat neuronal GABAA receptors.

Journal: The Journal of physiology 19980315

Title: Cerebellar gamma-aminobutyric acid type A receptors: pharmacological subtypes revealed by mutant mouse lines.

Journal: Molecular pharmacology 19970901

Title: Protection against cocaine and combined cocaine-ethanol toxicities in mice by imidazobenzodiazepine Ro 15-4513.

Journal: Toxicology 19970227

Title: Affinity of various ligands for GABAA receptors containing alpha 4 beta 3 gamma 2, alpha 4 gamma 2, or alpha 1 beta 3 gamma 2 subunits.

Journal: European journal of pharmacology 19960523

Title: Cloning of cDNAs encoding the human gamma-aminobutyric acid type A receptor alpha 6 subunit and characterization of the pharmacology of alpha 6-containing receptors.

Journal: Molecular pharmacology 19960201

Title: Chronic pentobarbital administration alters gamma-aminobutyric acidA receptor alpha 6-subunit mRNA levels and diazepam-insensitive [3H]Ro15-4513 binding.

Journal: Synapse (New York, N.Y.) 19960201

Title: Four amino acid exchanges convert a diazepam-insensitive, inverse agonist-preferring GABAA receptor into a diazepam-preferring GABAA receptor.

Journal: Journal of medicinal chemistry 19941223

Title: Intrastriatal Ro15-4513 functionally antagonizes ethanol-induced motor incoordination and striatal adenosinergic modulation of ethanol-induced motor incoordination in rats.

Journal: The Journal of pharmacology and experimental therapeutics 19941001

Title: Cloning of cDNA sequences encoding human alpha 2 and alpha 3 gamma-aminobutyric acidA receptor subunits and characterization of the benzodiazepine pharmacology of recombinant alpha 1-, alpha 2-, alpha 3-, and alpha 5-containing human gamma-aminobutyric acidA receptors.

Journal: Molecular pharmacology 19930601

Title: Changes in benzodiazepine-receptor activity modify morphine withdrawal syndrome in mice.

Journal: Drug and alcohol dependence 19920801

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

Journal: Brain research bulletin 19910101

Title: Ro 15-4513, a partial inverse agonist for benzodiazepine recognition sites, has proconflict and proconvulsant effects in the rat.

Journal: European journal of pharmacology 19890117

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: Bonetti EP, et al. Ro 15-4513: partial inverse agonism at the BZR and interaction with ethanol. Pharmacol Biochem Behav. 1988 Nov;31(3):733-49.

Title: Suzdak PD, et al. Effects of Ro15-4513 and other benzodiazepine receptor inverse agonists on alcohol-inducedintoxication in the rat. J Pharmacol Exp Ther. 1988 Jun;245(3):880-6.

Title: Linden AM, et al. Ro 15-4513 Antagonizes Alcohol-Induced Sedation in Mice Through αβγ2-type GABA(A) Receptors. Front Neurosci. 2011 Jan 20;5:3.

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