Home Halogens 1-(3-chlorophenyl)piperazine DiHCl

1-(3-chlorophenyl)piperazine DiHCl

CAS No.:
51639-49-7
Catalog Number:
AG00I98H
Molecular Formula:
C10H15Cl3N2
Molecular Weight:
269.5985
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5g
96%
In Stock USA
United States
$25
- +
25g
96%
In Stock USA
United States
$63
- +
100g
98%(HPLC)
In Stock USA
United States
$168
- +
Product Description
Catalog Number:
AG00I98H
Chemical Name:
1-(3-chlorophenyl)piperazine DiHCl
CAS Number:
51639-49-7
Molecular Formula:
C10H15Cl3N2
Molecular Weight:
269.5985
MDL Number:
MFCD00012764
IUPAC Name:
1-(3-chlorophenyl)piperazine;dihydrochloride
InChI:
InChI=1S/C10H13ClN2.2ClH/c11-9-2-1-3-10(8-9)13-6-4-12-5-7-13;;/h1-3,8,12H,4-7H2;2*1H
InChI Key:
OSZCTRWSGNWWBL-UHFFFAOYSA-N
SMILES:
Clc1cccc(c1)N1CCNCC1.Cl.Cl
EC Number:
257-333-1
UNII:
MY02G3EAXQ
Properties
Complexity:
157  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
3  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
268.03g/mol
Formal Charge:
0
Heavy Atom Count:
15  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0
Molecular Weight:
269.594g/mol
Monoisotopic Mass:
268.03g/mol
Rotatable Bond Count:
1  
Topological Polar Surface Area:
15.3A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
Literature
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Serotonin in the dorsal periaqueductal gray modulates inhibitory avoidance and one-way escape behaviors in the elevated T-maze. European journal of pharmacology 20030725
Neuroendocrine response to the serotonin agonist M-chlorophenylpiperazine in women with menstrual status migrainosus. Neuroendocrinology 20030701
m-CPP-induced self-grooming is mediated by 5-HT2C receptors. Behavioural brain research 20030616
Effects of single and repeated electroconvulsive shock on the social and agonistic behaviour of resident rats. Neuropharmacology 20030601
Oral administration of the 5-HT2Creceptor agonist, mCPP, reduces body weight gain in rats over 28 days as a result of maintained hypophagia. Psychopharmacology 20030501
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Effects of m-CPP in altering neuronal function: blocking depolarization in invertebrate motor and sensory neurons but exciting rat dorsal horn neurons. Brain research 20030418
Neurogenic dural protein extravasation induced by meta-chlorophenylpiperazine (mCPP) involves nitric oxide and 5-HT2B receptor activation. Cephalalgia : an international journal of headache 20030301
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Induction of c-Fos expression in specific areas of the fear circuitry in rat forebrain by anxiogenic drugs. Biological psychiatry 20030215
Effect of repeated administration of dexfenfluramine on feeding and brain Fos in mice. Physiology & behavior 20030201
Central serotonergic effects of m-chlorophenylpiperazine (mCPP) among normal control adolescents. Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20030101
5-HT1B receptor knockout mice show a compensatory reduction in 5-HT2C receptor function. The European journal of neuroscience 20030101
Piperazine-derived designer drug 1-(3-chlorophenyl)piperazine (mCPP): GC-MS studies on its metabolism and its toxicological detection in rat urine including analytical differentiation from its precursor drugs trazodone and nefazodone. Journal of analytical toxicology 20030101
Anxiolytic-like profile of propofol, a general anesthetic, in the plus-maze test in mice. Polish journal of pharmacology 20030101
Neuroendocrine response to meta-chlorophenylpiperazine and ipsapirone in relation to anxiety and aggression. Psychiatry research 20021215
Sleep-wake effects of meta-chlorophenyl piperazine and mianserin in the behaviorally depressed rat. European journal of pharmacology 20021122
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5-HT2C receptor mediation of unconditioned escape behaviour in the unstable elevated exposed plus maze. Psychopharmacology 20021101
The effects of gender and gonadal steroids on the neuroendocrine and temperature response to m-chlorophenylpiperazine in leuprolide-induced hypogonadism in women and men. Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20021101
Allelic variants of the serotonin(2C) receptor and neuroendocrinological responses to the serotonin(2C) receptor agonist m-chlorophenylpiperazine in healthy male volunteers. Pharmacopsychiatry 20021101
Effects of GABA(A) compounds on mCPP drug discrimination in rats. Life sciences 20021018
mCPP-induced hypophagia in rats is unaffected by the profile of dietary unsaturated fatty acids. Pharmacology, biochemistry, and behavior 20021001
p-Methylthioamphetamine and 1-(m-chlorophenyl)piperazine, two non-neurotoxic 5-HT releasers in vivo, differ from neurotoxic amphetamine derivatives in their mode of action at 5-HT nerve endings in vitro. Journal of neurochemistry 20020901
5-HT(2C) receptor activation by m-chlorophenylpiperazine detected in humans with fMRI. Neuroreport 20020827
Relationship between plasma concentrations of trazodone and its active metabolite, m-chlorophenylpiperazine, and its clinical effect in depressed patients. Therapeutic drug monitoring 20020801
Metachlorophenylpiperazine (m-CPP) induced intracavernous pressure responses in anaesthetized rats. International journal of impotence research 20020801
The effects of serotonin agonists on the hypothalamic regulation of sexual receptivity in Syrian hamsters. Hormones and behavior 20020801
Central administration of mCPP, a serotonin 5-HT(2B/2C) agonist, decreases water intake in rats. Pharmacology, biochemistry, and behavior 20020701
Blunted prefrontal cortical 18fluorodeoxyglucose positron emission tomography response to meta-chlorophenylpiperazine in impulsive aggression. Archives of general psychiatry 20020701
Ritanserin antagonism of m-chlorophenylpiperazine effects in neuroleptic-free schizophrenics patients: support for serotonin-2 receptor modulation of schizophrenia symptoms. Psychopharmacology 20020601
Ethopharmacological analysis of the unstable elevated exposed plus maze, a novel model of extreme anxiety: predictive validity and sensitivity to anxiogenic agents. Psychopharmacology 20020501
Altered prolactin response to M-chlorophenylpiperazine in monkeys previously treated with 3,4-methylenedioxymethamphetamine (MDMA) or fenfluramine. Synapse (New York, N.Y.) 20020401
Serotonin 2C receptor agonists and the behavioural satiety sequence in mice. Pharmacology, biochemistry, and behavior 20020401
Alteration in 5-hydroxytryptamine agonist-induced behaviour following a corticosterone implant in adult rats. Pharmacology, biochemistry, and behavior 20020401
Role of 5-hT2C receptors in the hypophagic effect of m-CPP, ORG 37684 and CP-94,253 in the rat. Progress in neuro-psychopharmacology & biological psychiatry 20020401
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
Effects of fenfluramine, m-CPP and triazolam on repeated-acquisition in squirrel monkeys before and after neurotoxic MDMA administration. Psychopharmacology 20020201
Perturbations of plasma cortisol and DHEA-S following discontinuation of cocaine use in cocaine addicts. Psychoneuroendocrinology 20020101
The subjective effects of MDMA and mCPP in moderate MDMA users. Drug and alcohol dependence 20011201
The effect of olanzapine treatment on m-chlorophenylpiperazine-induced hormone release in schizophrenia. Journal of clinical psychopharmacology 20011201
The 5-HT2C/2B receptor agonist m-chlorophenylpiperazine (mCPP) inhibits 2-deoxy-D-glucose (2-DG)-induced hyperphagia in rats. Biological & pharmaceutical bulletin 20011201
Anxiety-like effects induced by acute fluoxetine, sertraline or m-CPP treatment are reversed by pretreatment with the 5-HT2C receptor antagonist SB-242084 but not the 5-HT1A receptor antagonist WAY-100635. The international journal of neuropsychopharmacology 20011201
m-CPP hypolocomotion is selectively antagonized by compounds with high affinity for 5-HT(2C) receptors but not 5-HT(2A) or 5-HT(2B) receptors. Behavioural pharmacology 20011201
Altered responsiveness to 5-HT at the crayfish neuromuscular junction due to chronic p-CPA and m-CPP treatment. Brain research 20011019
Association of serotonin and cortisol indices with childhood abuse in bulimia nervosa. Archives of general psychiatry 20010901
Mapping of brain activation in response to pharmacological agents using fMRI in the rat. Magnetic resonance imaging 20010901
Agonist-induced functional desensitization of recombinant human 5-HT2 receptors expressed in CHO-K1 cells. Biochemical pharmacology 20010815
Self-destructiveness and serotonin function in bulimia nervosa. Psychiatry research 20010805
Pedophilia is accompanied by increased plasma concentrations of catecholamines, in particular epinephrine. Psychiatry research 20010805
Tryptophan hydroxylase gene and major psychoses. Psychiatry research 20010805
Altered response to meta-chlorophenylpiperazine in anorexia nervosa: support for a persistent alteration of serotonin activity after short-term weight restoration. The International journal of eating disorders 20010701
Effect of a low tryptophan diet on the prolactin responses to the 5-HT2A agonist DOI in the rat. Pharmacopsychiatry 20010701
The serotonergic 5-HT(2C) agonist m-chlorophenylpiperazine increases weight-supported locomotion without development of tolerance in rats with spinal transections. Experimental neurology 20010601
A neurotoxic dose of 3,4-methylenedioxymethamphetamine (MDMA; ecstasy) to rats results in a long-term defect in thermoregulation. Psychopharmacology 20010601
1-(m-chlorophenyl)piperazine (mCPP) dissociates in vivo serotonin release from long-term serotonin depletion in rat brain. Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20010501
Dissociation of systemic and hippocampal modulation of rat locomotor activity by 5-HT(2C) receptors. Neuroscience research 20010501
Decreased tryptophan availability but normal post-synaptic 5-HT2c receptor sensitivity in chronic fatigue syndrome. Psychological medicine 20010501
Effects of genetic polymorphism of CYP1A2 inducibility on the steady-state plasma concentrations of trazodone and its active metabolite m-chlorophenylpiperazine in depressed Japanese patients. Pharmacology & toxicology 20010501
Effect of aerobic exercise on behavioral and neuroendocrine responses to meta-chlorophenylpiperazine and to ipsapirone in untrained healthy subjects. Psychopharmacology 20010501
Neuroendocrine and behavioral responses to mCPP in Obsessive-Compulsive Disorder. Psychoneuroendocrinology 20010201
Increased m-CPP-induced oral dyskinesia after lesion of serotonergic neurons. Pharmacology, biochemistry, and behavior 20010201
Investigations into migraine pathogenesis: time course for effects of m-CPP, BW723C86 or glyceryl trinitrate on appearance of Fos-like immunoreactivity in rat trigeminal nucleus caudalis (TNC). Cephalalgia : an international journal of headache 20010201
Low versus standard dose mCPP challenge in obsessive-compulsive patients. Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20010101
Lower baseline plasma cortisol and prolactin together with increased body temperature and higher mCPP-induced cortisol responses in men with pedophilia. Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20010101
Implications of impulsive and affective symptoms for serotonin function in bulimia nervosa. Psychological medicine 20010101
Evidence that orexin-A-evoked grooming in the rat is mediated by orexin-1 (OX1) receptors, with downstream 5-HT2C receptor involvement. Psychopharmacology 20010101
m-Chlorophenylpiperazine excites non-dopaminergic neurons in the rat substantia nigra and ventral tegmental area by activating serotonin-2C receptors. Neuroscience 20010101
Cloning, expression, and characterization of ferret 5-HT(3) receptor subunit. European journal of pharmacology 20000707
Serotonin(2C) receptors appear to mediate genetic sensitivity to cocaine-induced convulsions. Psychopharmacology 19991001
Nefazodone, meta-chlorophenylpiperazine, and their metabolites in vitro: cytochromes mediating transformation, and P450-3A4 inhibitory actions. Psychopharmacology 19990701
Trazodone is metabolized to m-chlorophenylpiperazine by CYP3A4 from human sources. Drug metabolism and disposition: the biological fate of chemicals 19980601
Effect of fenfluramine challenge on cocaine craving in addicted male users. The American journal on addictions 19980101
The putative 5-HT1A receptor antagonist DU125530 blocks the discriminative stimulus of the 5-HT1A receptor agonist flesinoxan in pigeons. European journal of pharmacology 19970501
SB 242084, a selective and brain penetrant 5-HT2C receptor antagonist. Neuropharmacology 19970101
In vitro and in vivo profile of SB 206553, a potent 5-HT2C/5-HT2B receptor antagonist with anxiolytic-like properties. British journal of pharmacology 19960201
Post-synaptic 5-HT1A receptor involvement in yawning and penile erections induced by apomorphine, physostigmine and mCPP in rats. Psychopharmacology 19950801
Trazodone treatment increases plasma prolactin concentrations in depressed patients. International clinical psychopharmacology 19950601
Penile erection and yawning induced by 5-HT1C receptor agonists in male rats: relationship with dopaminergic and oxytocinergic transmission. European journal of pharmacology 19940811
Prolonged penile erections induced by hydroxyzine: possible mechanism of action. Neuropsychobiology 19940101
d-Fenfluramine- and d-norfenfluramine-induced hypophagia: differential mechanisms and involvement of postsynaptic 5-HT receptors. European journal of pharmacology 19930921
Trazodone induction of migraine headache through mCPP. The American journal of psychiatry 19920501
A pilot placebo-controlled study of chronic m-CPP administration in Alzheimer's disease. Biological psychiatry 19910715
Serotonergic responsivity in obsessive-compulsive disorder. Effects of chronic clomipramine treatment. Archives of general psychiatry 19880201
1-m-Chlorophenylpiperazine is an active metabolite common to the psychotropic drugs trazodone, etoperidone and mepiprazole. The Journal of pharmacy and pharmacology 19821001
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