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64022-27-1,MFCD04975444
Catalog No.:AA00EB0W

64022-27-1 | 2-Chloro-6-(1-piperazinyl)pyrazine

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1g
95%(HPLC)
in stock  
$164.00   $115.00
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5g
95%(HPLC)
in stock  
$654.00   $458.00
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25g
95%(HPLC)
in stock  
$2,453.00   $1,717.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00EB0W
Chemical Name:
2-Chloro-6-(1-piperazinyl)pyrazine
CAS Number:
64022-27-1
Molecular Formula:
C8H11ClN4
Molecular Weight:
198.6527
MDL Number:
MFCD04975444
SMILES:
C1CN(CCN1)C2=CN=CC(=N2)Cl
NSC Number:
317326
Properties
Computed Properties
 
Complexity:
160  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
13  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
1  
XLogP3:
0.5  

Downstream Synthesis Route

[1]Duncton,MatthewA.J.;Roffey,JonathanR.A.;Hamlyn,RichardJ.;Adams,DavidR.[TetrahedronLetters,2006,vol.47,#15,p.2549-2552]

[2]CurrentPatentAssignee:MITSUBISHICHEMICALHOLDINGSCORPORATION-EP3381904,2018,A1Locationinpatent:Paragraph0157-0158

[1]Locationinpatent:experimentalpartQian,Kevin;Lian,Wang;Cywin,CharlesL.;Farmer,BennettT.;Hickey,Eugene;Homon,Carol;Jakes,Scottm;Kashem,MohammedA.;Lee,George;Leonard,Scott;Jun,Li;Magboo,Ronald;Wang,Mao;Pack,Edward;Peng,Charlene;Prokopowicz,Anthony;Welzel,Morgan;Wolak,John;Morwick,Tina[JournalofMedicinalChemistry,2009,vol.52,#7,p.1814-1827]

2895-21-8    64022-27-1   
C13H20ClN5O 

[1]Patent:EP3381904,2018,A1.Locationinpatent:Paragraph0157-0158

Literature

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Journal: Synapse (New York, N.Y.) 20121201

Title: 5-HT2C receptor agonists attenuate pain-related behaviour in a rat model of trigeminal neuropathic pain.

Journal: European journal of pain (London, England) 20101101

Title: Spontaneous rhythmogenic capabilities of sympathetic neuronal assemblies in the rat spinal cord slice.

Journal: Neuroscience 20101027

Title: Stimulation of medial prefrontal cortex serotonin 2C (5-HT(2C)) receptors attenuates cocaine-seeking behavior.

Journal: Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20100901

Title: Locomotor response to L-DOPA in reserpine-treated rats following central inhibition of aromatic L-amino acid decarboxylase: further evidence for non-dopaminergic actions of L-DOPA and its metabolites.

Journal: Neuroscience research 20100901

Title: Discriminative stimulus effects of serotonin agonists, neutral antagonists, and inverse agonists in pigeons: perspectives on intrinsic efficacy measurements in vivo.

Journal: Psychopharmacology 20100801

Title: Functional characteristics of serotonin 5-HT2A and 5-HT2C receptors in the brain and the expression of the 5-HT2A and 5-HT2C receptor genes in aggressive and non-aggressive rats.

Journal: Neuroscience and behavioral physiology 20100501

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

Journal: Behavioural pharmacology 20100301

Title: Impact of RNA editing on functions of the serotonin 2C receptor in vivo.

Journal: Frontiers in neuroscience 20100101

Title: Novel approach to data analysis in cocaine-conditioned place preference.

Journal: Behavioural pharmacology 20091201

Title: Physical binding pocket induction for affinity prediction.

Journal: Journal of medicinal chemistry 20091008

Title: Implication of the 5-HT2A and 5-HT2C (but not 5HT1A) receptors located within the periaqueductal gray in the elevated plus-maze test-retest paradigm in mice.

Journal: Progress in neuro-psychopharmacology & biological psychiatry 20091001

Title: Characterizing the effects of 5-HT(2C) receptor ligands on motor activity and feeding behaviour in 5-HT(2C) receptor knockout mice.

Journal: Neuropharmacology 20090901

Title: PSD-95 is essential for hallucinogen and atypical antipsychotic drug actions at serotonin receptors.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20090603

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Journal: Rossiiskii fiziologicheskii zhurnal imeni I.M. Sechenova 20090201

Title: Stimulation of 5-HT2C receptors attenuates cue and cocaine-primed reinstatement of cocaine-seeking behavior in rats.

Journal: Behavioural pharmacology 20071201

Title: Possible involvement of spinal noradrenergic mechanisms in the antiallodynic effect of intrathecally administered 5-HT2C receptor agonists in the rats with peripheral nerve injury.

Journal: European journal of pharmacology 20070712

Title: Activation of nucleus tractus solitarius 5-HT2A but not other 5-HT2 receptor subtypes inhibits the sympathetic activity in rats.

Journal: The European journal of neuroscience 20070701

Title: Different serotonin receptor agonists have distinct effects on sound-evoked responses in inferior colliculus.

Journal: Journal of neurophysiology 20061101

Title: Effect of 5HT2C-receptor agonist MK-212 on blood corticosterone level and behavior in mice.

Journal: Bulletin of experimental biology and medicine 20061101

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: Pharmacological characterization of 5-hydroxytryptamine-induced contraction in the chicken gastrointestinal tract.

Journal: Autonomic & autacoid pharmacology 20060401

Title: Serotonin2C receptors (5-HT2C R) control expression of cocaine-induced conditioned hyperactivity.

Journal: Drug and alcohol dependence 20060227

Title: Chronic treatment with a serotonin(2) receptor (5-HT(2)R) agonist modulates the behavioral and cellular response to (+)-3,4-methylenedioxymethamphetamine [(+)-MDMA].

Journal: Drug and alcohol dependence 20060201

Title: Administration of SCH 23390 into the medial prefrontal cortex blocks the expression of MDMA-induced behavioral sensitization in rats: an effect mediated by 5-HT2C receptor stimulation and not by D1 receptor blockade.

Journal: Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20051201

Title: Selective and nonselective serotonin antagonists block the aversive stimulus properties of MK212 and m-chlorophenylpiperazine (mCPP) in mice.

Journal: Neuropharmacology 20051201

Title: Behavioral effects of systemically administered MK-212 are prevented by ritanserin microinfusion into the basolateral amygdala of rats exposed to the elevated plus-maze.

Journal: Psychopharmacology 20051101

Title: Serotonin 5-HT2 receptors induce a long-lasting facilitation of spinal reflexes independent of ionotropic receptor activity.

Journal: Journal of neurophysiology 20051001

Title: Inhibition of serotonin transporters by cocaine and meprylcaine through 5-TH2C receptor stimulation facilitates their seizure activities.

Journal: Brain research 20050928

Title: Updated overview of the putative role of the serotoninergic system in obsessive-compulsive disorder.

Journal: Neuropsychiatric disease and treatment 20050901

Title: Attenuation of nicotine's discriminative stimulus effects in rats and its locomotor activity effects in mice by serotonergic 5-HT2A/2C receptor agonists.

Journal: Psychopharmacology 20050501

Title: Contribution of serotonin (5-hydroxytryptamine; 5-HT) 5-HT2 receptor subtypes to the hyperlocomotor effects of cocaine: acute and chronic pharmacological analyses.

Journal: The Journal of pharmacology and experimental therapeutics 20040901

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: Different roles of 5-HT2A and 5-HT2C receptors in regulation of female rat paced mating behaviour.

Journal: Behavioural brain research 20040302

Title: Antiallodynic effects of intrathecally administered 5-HT(2C) receptor agonists in rats with nerve injury.

Journal: Pain 20040301

Title: Anxiogenic effects in the rat elevated plus-maze of 5-HT(2C) agonists into ventral but not dorsal hippocampus.

Journal: Behavioural pharmacology 20040201

Title: Agonist actions of dihydroergotamine at 5-HT2B and 5-HT2C receptors and their possible relevance to antimigraine efficacy.

Journal: British journal of pharmacology 20030901

Title: Hyperlocomotive and discriminative stimulus effects of cocaine are under the control of serotonin(2C) (5-HT(2C)) receptors in rat prefrontal cortex.

Journal: The Journal of pharmacology and experimental therapeutics 20030801

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

Journal: Behavioral neuroscience 20030401

Title: Activation of presynaptic 5-hydroxytryptamine 2A receptors facilitates excitatory synaptic transmission via protein kinase C in the dorsolateral septal nucleus.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20020901

Title: Serotonin 5-HT(2C) receptors in nucleus accumbens regulate expression of the hyperlocomotive and discriminative stimulus effects of cocaine.

Journal: Pharmacology, biochemistry, and behavior 20020401

Title: Serotonin(2) receptors mediate respiratory recovery after cervical spinal cord hemisection in adult rats.

Journal: Journal of applied physiology (Bethesda, Md. : 1985) 20011201

Title: Modulation of 5-HT(2A) receptor-mediated head-twitch behaviour in the rat by 5-HT(2C) receptor agonists.

Journal: Pharmacology, biochemistry, and behavior 20010101

Title: Agonist high and low affinity state ratios predict drug intrinsic activity and a revised ternary complex mechanism at serotonin 5-HT(2A) and 5-HT(2C) receptors.

Journal: Synapse (New York, N.Y.) 20000201

Title: Serotonin(2C) receptors appear to mediate genetic sensitivity to cocaine-induced convulsions.

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Title: Pharmacological characteristics of the newly cloned rat 5-hydroxytryptamine2F receptor.

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Title: Serotonergic drugs, benzodiazepines and baclofen block muscimol-induced myoclonic jerks in a strain of mice.

Journal: European journal of pharmacology 19810717

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