Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C16H18N2O2 |
| Molecular Weight | 270.3263 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
O=C(C1CC1)C2=CC=C(OCCCC3=CN=CN3)C=C2
InChI
InChIKey=ACQBHJXEAYTHCY-UHFFFAOYSA-N
InChI=1S/C16H18N2O2/c19-16(12-3-4-12)13-5-7-15(8-6-13)20-9-1-2-14-10-17-11-18-14/h5-8,10-12H,1-4,9H2,(H,17,18)
| Molecular Formula | C16H18N2O2 |
| Molecular Weight | 270.3263 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| International Union of Basic and Clinical Pharmacology. XCVIII. Histamine Receptors. | 2015-07 |
|
| Involvement of histaminergic receptor mechanisms in the stimulation of NT-3 synthesis in astrocytes. | 2011-06 |
|
| Comparison of the pharmacological properties of human and rat histamine H(3)-receptors. | 2010-11-01 |
|
| The H3 antagonist, ciproxifan, alleviates the memory impairment but enhances the motor effects of MK-801 (dizocilpine) in rats. | 2010-11 |
|
| Effects of betahistine at histamine H3 receptors: mixed inverse agonism/agonism in vitro and partial inverse agonism in vivo. | 2010-09-01 |
|
| Evaluation of 11C-GSK189254 as a novel radioligand for the H3 receptor in humans using PET. | 2010-07 |
|
| Modulation of prepulse inhibition and stereotypies in rodents: no evidence for antipsychotic-like properties of histamine H3-receptor inverse agonists. | 2010-07 |
|
| Antihistaminic drugs modify casein-induced inflammation in the rat. | 2010-03 |
|
| Modeling G protein-coupled receptors for structure-based drug discovery using low-frequency normal modes for refinement of homology models: application to H3 antagonists. | 2010-02-01 |
|
| Histamine and H3 receptor-dependent mechanisms regulate ethanol stimulation and conditioned place preference in mice. | 2010-01 |
|
| 11C-GSK189254: a selective radioligand for in vivo central nervous system imaging of histamine H3 receptors by PET. | 2009-12 |
|
| H3 receptor antagonists reverse delay-dependent deficits in novel object discrimination by enhancing retrieval. | 2009-01 |
|
| A robust and high-capacity [(35)S]GTPgammaS binding assay for determining antagonist and inverse agonist pharmacological parameters of histamine H(3) receptor ligands. | 2008-06 |
|
| Correlation between ex vivo receptor occupancy and wake-promoting activity of selective H3 receptor antagonists. | 2008-06 |
|
| Modulation of hippocampal theta oscillation by histamine H3 receptors. | 2008-01 |
|
| Histamine H3 and dopamine D2 receptor-mediated [35S]GTPgamma[S] binding in rat striatum: evidence for additive effects but lack of interactions. | 2007-04-15 |
|
| The brain H3-receptor as a novel therapeutic target for vigilance and sleep-wake disorders. | 2007-04-15 |
|
| Differential effects of ciproxifan and nicotine on impulsivity and attention measures in the 5-choice serial reaction time test. | 2007-04-15 |
|
| The drug-induced helplessness test: an animal assay for assessing behavioral despair in response to neuroleptic treatment. | 2007-01 |
|
| BF2.649 [1-{3-[3-(4-Chlorophenyl)propoxy]propyl}piperidine, hydrochloride], a nonimidazole inverse agonist/antagonist at the human histamine H3 receptor: Preclinical pharmacology. | 2007-01 |
|
| P2Y receptor-mediated excitation in the posterior hypothalamus. | 2006-09 |
|
| N-methyl-D-aspartate receptor antagonists enhance histamine neuron activity in rodent brain. | 2006-09 |
|
| Evidence for tolerance following repeated dosing in rats with ciproxifan, but not with A-304121. | 2006-08-29 |
|
| G protein-dependent pharmacology of histamine H3 receptor ligands: evidence for heterogeneous active state receptor conformations. | 2005-07 |
|
| Lack of cataleptogenic potentiation with non-imidazole H3 receptor antagonists reveals potential drug-drug interactions between imidazole-based H3 receptor antagonists and antipsychotic drugs. | 2005-05-31 |
|
| Effects of histamine H3 receptor antagonists in two models of spatial learning. | 2005-04-30 |
|
| Pharmacological properties of ABT-239 [4-(2-{2-[(2R)-2-Methylpyrrolidinyl]ethyl}-benzofuran-5-yl)benzonitrile]: II. Neurophysiological characterization and broad preclinical efficacy in cognition and schizophrenia of a potent and selective histamine H3 receptor antagonist. | 2005-04 |
|
| Assessment of pharmacology and potential anti-obesity properties of H3 receptor antagonists/inverse agonists. | 2005-03 |
|
| Sleep disturbances, psychiatric disorders, and psychotropic drugs. | 2005 |
|
| Pharmacological and behavioral properties of A-349821, a selective and potent human histamine H3 receptor antagonist. | 2004-09-01 |
|
| Cloning and expression of the mouse histamine H3 receptor: evidence for multiple isoforms. | 2004-09 |
|
| Enhancement of prepulse inhibition of startle in mice by the H3 receptor antagonists thioperamide and ciproxifan. | 2004-08-12 |
|
| Unexpected partial H1-receptor agonism of imidazole-type histamine H3-receptor antagonists lacking a basic side chain. | 2004-08 |
|
| Cloning and pharmacological characterization of the monkey histamine H3 receptor. | 2003-12-15 |
|
| Generation and characterization of highly constitutive active histamine H3 receptors. | 2003-10 |
|
| Waking selective neurons in the posterior hypothalamus and their response to histamine H3-receptor ligands: an electrophysiological study in freely moving cats. | 2003-09-15 |
|
| Two novel and selective nonimidazole histamine H3 receptor antagonists A-304121 and A-317920: I. In vitro pharmacological effects. | 2003-06 |
|
| Two novel and selective nonimidazole H3 receptor antagonists A-304121 and A-317920: II. In vivo behavioral and neurophysiological characterization. | 2003-06 |
|
| Identification of novel H3 receptor (H3R) antagonists with cognition enhancing properties in rats. | 2003-04 |
|
| Ciproxifan, a histamine H3-receptor antagonist/inverse agonist, modulates the effects of methamphetamine on neuropeptide mRNA expression in rat striatum. | 2003-01 |
|
| Coordination of histamine H3 receptor antagonists with human adrenal cytochrome P450 enzymes. | 2002-11 |
|
| Characteristics of recombinantly expressed rat and human histamine H3 receptors. | 2002-10-18 |
|
| Anatomical, physiological, and pharmacological characteristics of histidine decarboxylase knock-out mice: evidence for the role of brain histamine in behavioral and sleep-wake control. | 2002-09-01 |
|
| Ligands for histamine H(3) receptors modulate cell proliferation and migration in rat oxyntic mucosa. | 2002-09 |
|
| Ciproxifan, a histamine H3-receptor antagonist/inverse agonist, potentiates neurochemical and behavioral effects of haloperidol in the rat. | 2002-08-15 |
|
| Differential in vivo effects of H3 receptor ligands in a new mouse dipsogenia model. | 2002-06 |
|
| Endogenous histamine in the medial septum-diagonal band complex increases the release of acetylcholine from the hippocampus: a dual-probe microdialysis study in the freely moving rat. | 2002-05 |
|
| Progress in the proxifan class: heterocyclic congeners as novel potent and selective histamine H(3)-receptor antagonists. | 2002-05 |
|
| Effect of BP 2.94, a histamine H3-receptor agonist prodrug, on different models of colitis. | 2002-04 |
|
| Effects of histamine H3 receptor agonist and antagonist on histamine co-transmitter expression in rat brain. | 2002-03 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 22:52:59 GMT 2025
by
admin
on
Mon Mar 31 22:52:59 GMT 2025
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| Record UNII |
5EVQ7IRG99
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| Record Status |
Validated (UNII)
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| Record Version |
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6422124
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DTXSID50171532
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184025-18-1
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5EVQ7IRG99
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CIPROXIFAN
Created by
admin on Mon Mar 31 22:52:59 GMT 2025 , Edited by admin on Mon Mar 31 22:52:59 GMT 2025
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