200,000+ products from a single source!
sales@angenechem.com
5786-68-5 | 2-(Piperazin-1-yl)quinoline maleate
CAS No: 5786-68-5 Catalog No: AG003F48 MDL No:MFCD00133796
Product Description
Catalog Number:
AG003F48
Chemical Name:
2-(Piperazin-1-yl)quinoline maleate
CAS Number:
5786-68-5
Molecular Formula:
C17H19N3O4
Molecular Weight:
329.3505
MDL Number:
MFCD00133796
IUPAC Name:
(Z)-but-2-enedioic acid;2-piperazin-1-ylquinoline
InChI:
InChI=1S/C13H15N3.C4H4O4/c1-2-4-12-11(3-1)5-6-13(15-12)16-9-7-14-8-10-16;5-3(6)1-2-4(7)8/h1-6,14H,7-10H2;1-2H,(H,5,6)(H,7,8)/b;2-1-
InChI Key:
QYJJDHZHSCTBII-BTJKTKAUSA-N
SMILES:
N1CCN(CC1)c1ccc2c(n1)cccc2.OC(=O)/C=C\C(=O)O
EC Number:
227-314-2
UNII:
JY444CK9IG
NSC Number:
758469
Properties
Complexity:
344
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
2
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
1
Exact Mass:
329.138g/mol
Formal Charge:
0
Heavy Atom Count:
24
Hydrogen Bond Acceptor Count:
7
Hydrogen Bond Donor Count:
3
Isotope Atom Count:
0
Molecular Weight:
329.356g/mol
Monoisotopic Mass:
329.138g/mol
Rotatable Bond Count:
3
Topological Polar Surface Area:
103A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
Literature
| Title | Journal |
|---|---|
| Daily passive cycling attenuates the hyperexcitability and restores the responsiveness of the extensor monosynaptic reflex to quipazine in the chronic spinally transected rat. | Journal of neurotrauma 20140615 |
| Discovery of a tetracyclic quinoxaline derivative as a potent and orally active multifunctional drug candidate for the treatment of neuropsychiatric and neurological disorders. | Journal of medicinal chemistry 20140327 |
| Sensory feedback modulates quipazine-induced stepping behavior in the newborn rat. | Behavioural brain research 20120401 |
| The upright posture improves plantar stepping and alters responses to serotonergic drugs in spinal rats. | The Journal of physiology 20120401 |
| Synthesis, in vitro binding studies and docking of long-chain arylpiperazine nitroquipazine analogues, as potential serotonin transporter inhibitors. | European journal of medicinal chemistry 20120301 |
| Differential regulation of MeCP2 phosphorylation in the CNS by dopamine and serotonin. | Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20120101 |
| Mass-spectrometric studies of new 6-nitroquipazines-serotonin transporter inhibitors. | Analytical and bioanalytical chemistry 20120101 |
| Motor deficits and recovery in rats with unilateral spinal cord hemisection mimic the Brown-Sequard syndrome. | Brain : a journal of neurology 20110801 |
| Cholesterol and lipid phases influence the interactions between serotonin receptor agonists and lipid bilayers. | The Journal of biological chemistry 20101231 |
| Why variability facilitates spinal learning. | The Journal of neuroscience : the official journal of the Society for Neuroscience 20100811 |
| Afferent inputs to mid- and lower-lumbar spinal segments are necessary for stepping in spinal cats. | Annals of the New York Academy of Sciences 20100601 |
| A novel 5-HT(2A) receptor antagonist exhibits antidepressant-like effects in a battery of rodent behavioural assays: approaching early-onset antidepressants. | Pharmacology, biochemistry, and behavior 20100101 |
| The interactions of the 5-HT3 receptor with quipazine-like arylpiperazine ligands: the journey track at the end of the first decade of the third millennium. | Current topics in medicinal chemistry 20100101 |
| Effects of serotonergic agents on survival and hemolymph composition of the larval mosquito Aedes aegypti (Diptera: Culicidae, L.) in vivo: does serotonin regulate hemolymph acid-base homeostasis? | The Journal of experimental biology 20091101 |
| Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum. | Nature chemical biology 20091001 |
| Transformation of nonfunctional spinal circuits into functional states after the loss of brain input. | Nature neuroscience 20091001 |
| Specific targeting of peripheral serotonin 5-HT(3) receptors. Synthesis, biological investigation, and structure-activity relationships. | Journal of medicinal chemistry 20090611 |
| Synthesis and preliminary screening of novel N-{2-[4-(substituted)piperazin-1-yl]-2-oxoethyl}acetamides as potential atypical antipsychotic agents. | Journal of enzyme inhibition and medicinal chemistry 20090601 |
| Serotonin receptor agonist quipazine promotes proliferation and apoptosis of human hepatocyte strain of L-02 strain. | Hepatobiliary & pancreatic diseases international : HBPD INT 20090601 |
| Morphofunctional study of injured spinal cord of rats after activation of serotonergic receptors and motor load. | Doklady biological sciences : proceedings of the Academy of Sciences of the USSR, Biological sciences sections 20090101 |
| Synthesis and biological evaluation of one novel technetium-99m-labeled nitroquipazine derivative as an imaging agent for serotonin transporter. | Applied radiation and isotopes : including data, instrumentation and methods for use in agriculture, industry and medicine 20081201 |
| Synthesis and preliminary pharmacological evaluation of N-2-(4-(4-(2-substitutedthiazol-4-yl) piperazin-1-yl)-2-oxoethyl)acetamides as novel atypical antipsychotic agents. | Bioorganic & medicinal chemistry letters 20081201 |
| Role of spinal 5-HT2 receptor subtypes in quipazine-induced hindlimb movements after a low-thoracic spinal cord transection. | The European journal of neuroscience 20081201 |
| Dose dependence of the 5-HT agonist quipazine in facilitating spinal stepping in the rat with epidural stimulation. | Neuroscience letters 20080627 |
| Epidural spinal cord stimulation plus quipazine administration enable stepping in complete spinal adult rats. | Journal of neurophysiology 20071101 |
| Syntheses and binding affinities of 6-nitroquipazine analogues for serotonin transporter. Part 5: 2'-Substituted 6-nitroquipazines. | Bioorganic & medicinal chemistry 20070515 |
| Presynaptic modulation of 5-HT release in the rat septal region. | Neuroscience 20070511 |
| Behavioral and neuropharmacological evidence that serotonin crosses the blood-brain barrier in Coturnix japonica (Galliformes; Aves). | Brazilian journal of biology = Revista brasleira de biologia 20070201 |
| [Effect of local microapplication of serotoninergic drugs on membrane currents of Paracentrotus lividus early embryos]. | Ontogenez 20070101 |
| Effect of robotic-assisted treadmill training and chronic quipazine treatment on hindlimb stepping in spinally transected rats. | Journal of neurotrauma 20060701 |
| Presynaptic serotonergic modulation of 5-HT and acetylcholine release in the hippocampus and the cortex of 5-HT1B-receptor knockout mice. | Brain research bulletin 20060615 |
| Spinal cord-transected mice learn to step in response to quipazine treatment and robotic training. | The Journal of neuroscience : the official journal of the Society for Neuroscience 20051214 |
| Preclinical pharmacology of FMPD [6-fluoro-10-[3-(2-methoxyethyl)-4-methyl-piperazin-1-yl]-2-methyl-4H-3-thia-4,9-diaza-benzo[f]azulene]: a potential novel antipsychotic with lower histamine H1 receptor affinity than olanzapine. | The Journal of pharmacology and experimental therapeutics 20051201 |
| Is the platelet serotonin transporter different in venous vs. arterial blood? | Neurochemical research 20051101 |
| Design and synthesis of long-chain arylpiperazines with mixed affinity for serotonin transporter (SERT) and 5-HT(1A) receptor. | The Journal of pharmacy and pharmacology 20051001 |
| Effects of quipazine and m-chlorophenylbiguanide (m-CPBG) on temporal differentiation: evidence for the involvement of 5-HT2A but not 5-HT3 receptors in interval timing behaviour. | Psychopharmacology 20050901 |
| Syntheses and binding affinities of 6-nitroquipazine analogues for serotonin transporter. Part 4: 3-Alkyl-4-halo-6-nitroquipazines. | Bioorganic & medicinal chemistry 20050815 |
| Long-lasting recovery of locomotor function in chronic spinal rat following chronic combined pharmacological stimulation of serotonergic receptors with 8-OHDPAT and quipazine. | Neuroscience letters 20050801 |
| Hyperglycemia induced by pharmacological activation of central serotonergic pathways depends on the functional integrity of brain CRH system and 5-HT3 receptors. | Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme 20050801 |
| N1/P2 component of auditory evoked potential reflect changes of the brain serotonin biosynthesis in rats. | Nutritional neuroscience 20050801 |
| The serotonergic agonists quipazine, CGS-12066A, and alpha-methylserotonin alter motor activity and induce hindlimb stepping in the intact and spinal rat fetus. | Behavioral neuroscience 20050601 |
| Structure-affinity relationship studies on arylpiperazine derivatives related to quipazine as serotonin transporter ligands. Molecular basis of the selectivity SERT/5HT3 receptor. | Bioorganic & medicinal chemistry 20050516 |
| Effects of quipazine and m-chlorophenylbiguanide (m-CPBG) on the discrimination of durations: evidence for the involvement of 5-HT2A but not 5-HT3 receptors. | Behavioural pharmacology 20050201 |
| Involvement of the retinohypothalamic tract in the photic-like effects of the serotonin agonist quipazine in the rat. | Neuroscience 20050101 |
| Effect of valproic acid on serotonin-2A receptor signaling in C6 glioma cells. | Journal of neurochemistry 20040901 |
| Differential effects of 5-HT1 and 5-HT2 receptor agonists on hindlimb movements in paraplegic mice. | Progress in neuro-psychopharmacology & biological psychiatry 20040901 |
| Synergistic activation of the central pattern generator for locomotion by l-beta-3,4-dihydroxyphenylalanine and quipazine in adult paraplegic mice. | Neuroscience letters 20040325 |
| Role of NMDA receptor activation in serotonin agonist-induced air-stepping in paraplegic mice. | Spinal cord 20040301 |
| Serotonin patterns locomotor network activity in the developing zebrafish by modulating quiescent periods. | Journal of neurobiology 20031201 |
| Syntheses and binding affinities of 6-nitroquipazine analogues for serotonin transporter: Part 3. A potential 5-HT transporter imaging agent, 3-(3-[18F]fluoropropyl)-6-nitroquipazine. | Bioorganic & medicinal chemistry 20031117 |
| 5-HT1A receptors are involved in short- and long-term processes responsible for 5-HT-induced locomotor function recovery in chronic spinal rat. | The European journal of neuroscience 20031001 |
| Identification of two serine residues essential for agonist-induced 5-HT2A receptor desensitization. | Biochemistry 20030916 |
| Biochemical evidence for the presence of serotonin transporters in the rat cochlea. | Hearing research 20030801 |
| Role of 5-HT3 receptors in the mechanisms of central pain syndrome. | Bulletin of experimental biology and medicine 20030601 |
| Response of the mouse circadian system to serotonin 1A/2/7 agonists in vivo: surprisingly little. | Journal of biological rhythms 20030401 |
| Thyrotropin-releasing hormone mediates serotonin-induced secretion of GH in cattle. | Domestic animal endocrinology 20030301 |
| Synthesis, radiolabeling and preliminary biological evaluation of radiolabeled 5-methyl-6-nitroquipazine, a potential radioligand for the serotonin transporter. | Bioorganic & medicinal chemistry letters 20021216 |
| Effects of serotonin 1A agonist on acute spinal cord injury. | Spinal cord 20021001 |
| Synthesis of a fluorine-18-labelled derivative of 6-nitroquipazine, as a radioligand for the in vivo serotonin transporter imaging with PET. | Bioorganic & medicinal chemistry 20020801 |
| Metachlorophenylpiperazine (m-CPP) induced intracavernous pressure responses in anaesthetized rats. | International journal of impotence research 20020801 |
| Locomotor recovery in the chronic spinal rat: effects of long-term treatment with a 5-HT2 agonist. | The European journal of neuroscience 20020801 |
| PET examination of [(11)C]5-methyl-6-nitroquipazine, a radioligand for visualization of the serotonin transporter. | Nuclear medicine and biology 20020801 |
| Evidence for serotonergic modulation of progesterone-induced hyperphagia, depression and algesia in female mice. | Brain research 20020712 |
| Electroencephalographic activation by tacrine, deprenyl, and quipazine: cholinergic vs. non-cholinergic contributions. | European journal of pharmacology 20020628 |
| The Interactions of the 5-HT(3) receptor with arylpiperazine, tropane, and quinuclidine ligands. | Current topics in medicinal chemistry 20020601 |
| Stimulus generalization by fenfluramine in a quipazine-ketanserin drug discrimination is not dependent on indirect serotonin release. | Pharmacology, biochemistry, and behavior 20020501 |
| Serotonin sets the day state in the neurons that control coupling between the optic lobe circadian pacemakers in the cricket Gryllus bimaculatus. | The Journal of experimental biology 20020501 |
| Syntheses and binding affinities of 6-nitroquipazine analogues for serotonin transporter. Part 2: 4-substituted 6-nitroquipazines. | Bioorganic & medicinal chemistry letters 20020311 |
| Serotonergic attenuation of the reinforcing and neurochemical effects of cocaine in squirrel monkeys. | The Journal of pharmacology and experimental therapeutics 20020301 |
| Comparison of the potency of MDL 100,907 and SB 242084 in blocking the serotonin (5-HT)(2) receptor agonist-induced increases in rat serum corticosterone concentrations: evidence for 5-HT(2A) receptor mediation of the HPA axis. | Neuropharmacology 20020201 |
| Studies on modulation of feeding behavior by atypical antipsychotics in female mice. | Progress in neuro-psychopharmacology & biological psychiatry 20020201 |
| RNA-editing of the 5-HT(2C) receptor alters agonist-receptor-effector coupling specificity. | British journal of pharmacology 20010901 |
| Acute trazodone and quipazine treatment attenuates apomorphine-induced aggressive behaviour in male rats without major impact on emotional behaviour or monoamine content post mortem. | Pharmacological research 20010401 |
| In vitro and in vivo ligand binding to the 5HT(3) serotonin receptor characterised by time-resolved fluorescence spectroscopy. | Chembiochem : a European journal of chemical biology 20010302 |
| Addition of a 5-HT receptor agonist to methylphenidate potentiates the reduction of [123I]FP-CIT binding to dopamine transporters in rat frontal cortex and hippocampus. | Synapse (New York, N.Y.) 20010301 |
| Neural circuits regulating pulsatile luteinizing hormone release in the female guinea-pig: opioid, adrenergic and serotonergic interactions. | Journal of neuroendocrinology 20010301 |
| Novel potent and selective central 5-HT3 receptor ligands provided with different intrinsic efficacy. 1. Mapping the central 5-HT3 receptor binding site by arylpiperazine derivatives. | Journal of medicinal chemistry 19980226 |
| Similarities and differences between the subchronic and withdrawal effects of clozapine and olanzapine on forelimb force steadiness. | Psychopharmacology 19970801 |
| Neurochemical and behavioral evidence that quipazine-ketanserin discrimination is mediated by serotonin2A receptor. | The Journal of pharmacology and experimental therapeutics 19951101 |
| Ziprasidone (CP-88,059): a new antipsychotic with combined dopamine and serotonin receptor antagonist activity. | The Journal of pharmacology and experimental therapeutics 19951001 |
| The interaction of trichloroethanol with murine recombinant 5-HT3 receptors. | British journal of pharmacology 19950401 |
| REM sleep deprivation changes behavioral response to catecholaminergic and serotonergic receptor activation in rats. | Pharmacology, biochemistry, and behavior 19810701 |
| Effect of drugs influencing central 5-hydroxytryptaminergic mechanisms on morphine-induced catalepsy in the rat. | The Journal of pharmacy and pharmacology 19790401 |
| Effect of drugs influencing central serotonergic mechanisms on haloperidol-induced catalepsy. | Psychopharmacology 19790329 |
| A combination therapy of neural and glial restricted precursor cells and chronic quipazine treatment paired with passive cycling promotes quipazine-induced stepping in adult spinalized rats. | The journal of spinal cord medicine |
Related Products
Featured Products
© 2019 Angene International Limited. All rights Reserved.