Home Halogens 2-amino-3-(4-chlorophenyl)propanoic acid hydrochloride

2-amino-3-(4-chlorophenyl)propanoic acid hydrochloride

CAS No.:
23633-07-0
Catalog Number:
AG00I4KP
Molecular Formula:
C9H11Cl2NO2
Molecular Weight:
236.0951
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Purity
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Product Description
Catalog Number:
AG00I4KP
Chemical Name:
2-amino-3-(4-chlorophenyl)propanoic acid hydrochloride
CAS Number:
23633-07-0
Molecular Formula:
C9H11Cl2NO2
Molecular Weight:
236.0951
MDL Number:
MFCD01674282
IUPAC Name:
2-amino-3-(4-chlorophenyl)propanoic acid;hydrochloride
InChI:
InChI=1S/C9H10ClNO2.ClH/c10-7-3-1-6(2-4-7)5-8(11)9(12)13;/h1-4,8H,5,11H2,(H,12,13);1H
InChI Key:
PFOCEDBJFKVRHU-UHFFFAOYSA-N
SMILES:
NC(C(=O)O)Cc1ccc(cc1)Cl.Cl
Properties
Complexity:
179  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
2  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
235.017g/mol
Formal Charge:
0
Heavy Atom Count:
14  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0
Molecular Weight:
236.092g/mol
Monoisotopic Mass:
235.017g/mol
Rotatable Bond Count:
3  
Topological Polar Surface Area:
63.3A^2
Undefined Atom Stereocenter Count:
1  
Undefined Bond Stereocenter Count:
0
Literature
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5-HT-mediated inhibition of cardiovagal baroreceptor reflex response during defense reaction in the rat. American journal of physiology. Heart and circulatory physiology 20041001
Loss of flight and associated neuronal rhythmicity in inositol 1,4,5-trisphosphate receptor mutants of Drosophila. The Journal of neuroscience : the official journal of the Society for Neuroscience 20040908
Effects of autacoid inhibitors and of an antagonist on malaria infection in mice. Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas 20040801
Increased CRE-binding activity and tryptophan hydroxylase mRNA expression induced by 3,4-methylenedioxymethamphetamine (MDMA, 'ecstasy') in the rat frontal cortex but not in the hippocampus. Brain research. Molecular brain research 20040726
Immediate plasticity in the motor pathways after spinal cord hemisection: implications for transcranial magnetic motor-evoked potentials. Experimental neurology 20040601
NMDA receptor subunit and CaMKII changes in rat hippocampus induced by acute MDMA treatment: a mechanism for learning impairment. Psychopharmacology 20040501
Evidence of melatonin synthesis by human lymphocytes and its physiological significance: possible role as intracrine, autocrine, and/or paracrine substance. FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20040301
Brain serotonin depletion enhances the sodium appetite induced by sodium depletion or beta-adrenergic stimulation. Anais da Academia Brasileira de Ciencias 20040301
Serotonin regulates mammary gland development via an autocrine-paracrine loop. Developmental cell 20040201
Endogenous 5-HT inhibits firing activity of hippocampal CA1 pyramidal neurons during conditioned fear stress-induced freezing behavior through stimulating 5-HT1A receptors. Hippocampus 20040101
Serotonergic and dopaminergic influence of the duration of embryogenesis and intracapsular locomotion of Lymnaea stagnalis L. Acta biologica Hungarica 20040101
5-HT1A and beta-adrenergic receptors regulate proliferation of rat blood lymphocytes. Neuroimmunomodulation 20040101
Serotonin synthesis inhibition in olivo-cerebellar system attenuates harmaline-induced tremor in Swiss albino mice. Behavioural brain research 20031017
Elimination of serotonergic cells induces a marked increase in generation of dopaminergic neurons from mesencephalic precursors. The European journal of neuroscience 20031001
Orienting and defensive behaviors elicited by superior colliculus stimulation in rats: effects of 5-HT depletion, uptake inhibition, and direct midbrain or frontal cortex application. Behavioural brain research 20030915
The effects of serotonin on the differentiation of neurons producing vasoactive intestinal polypeptide in the suprachiasmatic nucleus of the rat. Neuroscience and behavioral physiology 20030901
Effect of the inhibition of serotonin biosynthesis on the antinociception induced by nonsteroidal anti-inflammatory drugs. Brain research bulletin 20030830
Is the Ecstasy-induced ipsilateral rotation in 6-hydroxydopamine unilaterally lesioned rats dopamine independent? Journal of neural transmission (Vienna, Austria : 1996) 20030701
Influence of serotonin on the development and migration of gonadotropin-releasing hormone neurones in rat foetuses. Journal of neuroendocrinology 20030601
Evidence for a monoamine mediated, opioid-independent, antihyperalgesic effect of venlafaxine, a non-tricyclic antidepressant, in a neurogenic pain model in rats. Pain 20030601
Serotonin depletion enhances the intracerebroventricularly administered MK-801-induced plasma interleukin-6 levels in mice. Biological & pharmaceutical bulletin 20030401
[Osmoregulating reactions following serotonin metabolism inhibition or activation]. Rossiiskii fiziologicheskii zhurnal imeni I.M. Sechenova 20030401
Increases in avoidance responding produced by REM sleep deprivation or serotonin depletion are reversed by administration of 5-hydroxytryptophan. Behavioural brain research 20030318
Serotonin-GABA interactions in the modulation of mu- and kappa-opioid analgesia. Neuropharmacology 20030301
Serotonin depletion increases respiratory variability in freely moving rats: implications for panic disorder. The international journal of neuropsychopharmacology 20030301
Short-term effects of 3,4-methylenedioximethamphetamine on noradrenergic activity in locus coeruleus and hippocampus of the rat. Neuroscience letters 20030213
Host brain regulation of dopaminergic grafts function: role of the serotonergic and noradrenergic systems in amphetamine-induced responses. Synapse (New York, N.Y.) 20030101
Tricyclic analogs cyclobenzaprine, amitriptyline and cyproheptadine inhibit the spinal reflex transmission through 5-HT(2) receptors. European journal of pharmacology 20030101
5-HT1 and 5-HT2 receptor activation reduces N-methyl-D-aspartate (NMDA)-stimulated LH secretion in prepubertal male and female rats. European journal of endocrinology 20030101
Prenatal serotonin depletion changes the behavioral response in the nociceptive formalin test in rats. Doklady biological sciences : proceedings of the Academy of Sciences of the USSR, Biological sciences sections 20030101
Decreased serotonin level during pregnancy alters morphological and functional characteristics of tonic nociceptive system in juvenile offspring of the rat. Reproductive biology and endocrinology : RB&E 20030101
Synaptic loss following depletion of noradrenaline and/or serotonin in the rat visual cortex: a quantitative electron microscopic study. Neuroscience 20030101
Depletion of endogenous serotonin synthesis with p-CPA attenuates upregulation of constitutive isoform of heme oxygenase-2 expression, edema formation and cell injury following a focal trauma to the rat spinal cord. Acta neurochirurgica. Supplement 20030101
Neuronal and inducible nitric oxide synthase immunoreactivity following serotonin depletion. Brain research 20021220
Modulation of serotonin 2C receptor editing by sustained changes in serotonergic neurotransmission. The Journal of neuroscience : the official journal of the Society for Neuroscience 20021215
Effects of altered photoperiod and temperature, serotonin-affecting drugs, and melatonin on brain tyrosine hydroxylase activity in female catfish, Heteropneustes fossilis: a study correlating ovarian activity changes. The Journal of experimental zoology 20021101
Pharmacological blockage of serotonin biosynthesis and circadian changes in oxaliplatin toxicity in rats. Chronobiology international 20021101
MDMA- and p-chlorophenylalanine-induced reduction in 5-HT concentrations: effects on serotonin transporter densities. European journal of pharmacology 20021025
Neither increased nor decreased availability of cortical serotonin (5HT) disturbs barrel field formation in isocaloric undernourished rat pups. International journal of developmental neuroscience : the official journal of the International Society for Developmental Neuroscience 20021001
Modulation of serotonergic projection from dorsal raphe nucleus to basolateral amygdala on sleep-waking cycle of rats. Brain research 20020726
Effects of genetic background on neonatal Borna disease virus infection-induced neurodevelopmental damage. II. Neurochemical alterations and responses to pharmacological treatments. Brain research 20020719
Decreased marble burying behavior in female mice lacking neuromedin-B receptor (NMB-R) implies the involvement of NMB/NMB-R in 5-HT neuron function. Brain research 20020628
Postural modifications and neuronal excitability changes induced by a short-term serotonin depletion during neonatal development in the rat. The Journal of neuroscience : the official journal of the Society for Neuroscience 20020615
The inhibition of tryptophan hydroxylase, not protein synthesis, reduces the brain trapping of alpha-methyl-L-tryptophan: an autoradiographic study. Neurochemistry international 20020601
Modulation of 5-HT4 receptor function in the rat isolated ileum by fluoxetine: the involvement of endogenous 5-hydroxytryptamine. British journal of pharmacology 20020501
Descending 5-hydroxytryptamine raphe inputs repress the expression of serotonergic neurons and slow the maturation of inhibitory systems in mouse embryonic spinal cord. The Journal of neuroscience : the official journal of the Society for Neuroscience 20020401
Depletion of 5-HT disrupts prepulse inhibition in rats: dependence on the magnitude of depletion, and reversal by a 5-HT precursor. Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20020301
Activation by serotonin and noradrenaline of vasopressin and oxytocin expression in the mouse paraventricular and supraoptic nuclei. The Journal of neuroscience : the official journal of the Society for Neuroscience 20020301
GABA(B) receptors in the median raphe nucleus: distribution and role in the serotonergic control of hippocampal activity. Neuroscience 20020101
Lack of 5-HT(1B) receptor and of serotonin transporter have different effects on the segregation of retinal axons in the lateral geniculate nucleus compared to the superior colliculus. Neuroscience 20020101
Assessment of spinal cord pathology following trauma using early changes in the spinal cord evoked potentials: a pharmacological and morphological study in the rat. Muscle & nerve. Supplement 20020101
[Behavioral effects of L-tryptophan and p-chlorophenylalanine after adrenalectomy or dexamethasone administration in rats]. Zhurnal vysshei nervnoi deiatelnosti imeni I P Pavlova 20020101
Self-biting induced by activation of L-type calcium channels in mice: serotonergic influences. Developmental neuroscience 20020101
Involvement of serotonergic and dopaminergic mechanisms in hyperthermia induced by a serotonin-releasing drug, p-chloroamphetamine in mice. European journal of pharmacology 20011102
Estradiol and para-chlorophenylalanine downregulate the expression of brain aromatase and estrogen receptor-alpha mRNA during the critical period of feminization in tilapia (Oreochromis mossambicus). Neuroendocrinology 20011101
Serotonin mediates oestrogen stimulation of cell proliferation in the adult dentate gyrus. The European journal of neuroscience 20011101
p-Chlorophenylalanine eliminates long-term modulation of the exercise ventilatory response in goats. Respiration physiology 20011101
Role of monoamine oxidase inhibition and monoamine depletion in fenfluramine-induced neurotoxicity and serotonin release. Pharmacology & toxicology 20011101
Altered responsiveness to 5-HT at the crayfish neuromuscular junction due to chronic p-CPA and m-CPP treatment. Brain research 20011019
Effects of serotonin synthesis blockade on interleukin-1 beta action in the brain of rats. Brain research 20011012
Antidepressant-like behavioral effects in 5-hydroxytryptamine(1A) and 5-hydroxytryptamine(1B) receptor mutant mice. The Journal of pharmacology and experimental therapeutics 20010901
Barrel pattern formation requires serotonin uptake by thalamocortical afferents, and not vesicular monoamine release. The Journal of neuroscience : the official journal of the Society for Neuroscience 20010901
Altered respiratory activity and respiratory regulations in adult monoamine oxidase A-deficient mice. The Journal of neuroscience : the official journal of the Society for Neuroscience 20010715
In vivo resetting of the hamster circadian clock by 5-HT7 receptors in the suprachiasmatic nucleus. The Journal of neuroscience : the official journal of the Society for Neuroscience 20010715
Effect of serotonin depletion by p-chlorophenylalanine on serum prolactin levels in estrogen-treated ovariectomized rats: insights concerning the serotoninergic, dopaminergic and opioid systems. Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme 20010601
Phenytoin inhibits isolation-induced aggression specifically in rats with low serotonin. Neuroreport 20010508
Methylenedioxymethamphetamine-induced suppression of interleukin-1beta and tumour necrosis factor-alpha is not mediated by serotonin. European journal of pharmacology 20010420
Effect of serotonin depletion on nitric oxide induced cerebrovascular nociceptive response. Neuroreport 20010417
Reduced brain serotonin activity disrupts prepulse inhibition of the acoustic startle reflex. Effects of 5,7-dihydroxytryptamine and p-chlorophenylalanine. Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20010401
Pharmacological studies on the monoaminergic influence on the synthesis and expression of neuropeptide Y and corticotropin releasing factor in rat brain amygdala. Neuropeptides 20010401
Effects of MDL 73005 on water-maze performances and locomotor activity in scopolamine-treated rats. Pharmacology, biochemistry, and behavior 20010401
Disruption of neuroendocrine control of luteinizing hormone secretion by aroclor 1254 involves inhibition of hypothalamic tryptophan hydroxylase activity. Biology of reproduction 20010301
Apomorphine-induced aggressive behaviour in para-chlorophenylalanine-treated male rats: implications to brain. Pharmacology & toxicology 20010301
Effects of p-chlorophenylalanine on striatal acetylcholinesterase activity and on biogenic amine levels in nuclei raphe and caudate-putamen during physostigmine-induced tremor in rats. Neuroscience letters 20010216
Endogenous 5-HT tonically inhibits spontaneous firing activity of dorsal hippocampus CA1 pyramidal neurons through stimulation of 5-HT(1A) receptors in quiet awake rats: in vivo electrophysiological evidence. Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20010201
Behavioral effects of para-chlorophenylalanine in gonadectomized male rats. Bulletin of experimental biology and medicine 20010201
Nitric oxide modulates lithium-induced conditioned taste aversion. Behavioural brain research 20010129
Increased nitric oxide synthase activity in a model of serotonin depletion. Brain research bulletin 20010115
The antidepressant activity of inositol in the forced swim test involves 5-HT(2) receptors. Behavioural brain research 20010108
Serotonergic mechanism in imipramine induced antinociception in rat tail flick test. Indian journal of physiology and pharmacology 20010101
Acute antidepressant-like and antianxiety-like effects of tryptophan in mice. Pharmacology 20010101
Evaluation of genotoxity and mutagenicity of DL-p-chlorophenylalanine, its methyl ester and some N-acyl derivatives. Acta biologica Hungarica 20010101
[Effect of serotonin on the development of luteinizing hormone-releasing hormone system in Wistar rat embryos]. Zhurnal evoliutsionnoi biokhimii i fiziologii 20010101
p-Chlorophenylalanine and fluoxetine inhibit D-fenfluramine-induced Fos expression in the paraventricular nucleus, cingulate cortex and frontal cortex but not in other forebrain and brainstem regions. Brain research 19971107
Effect of p-chlorophenylalanine at moderate dosage on 5-HT and 5-HIAA concentrations in brain regions of control and p-chloroamphetamine treated rats. Neuropharmacology 19960301
d-Fenfluramine- and d-norfenfluramine-induced hypophagia: differential mechanisms and involvement of postsynaptic 5-HT receptors. European journal of pharmacology 19930921
A functional interaction between GABA and 5-HT in inhibiting picrotoxin-induced myoclonus in rats. Indian journal of physiology and pharmacology 19900401
Influence of (-)-sulpiride and YM-09151-2 on stereotyped behavior in chicks and catalepsy in rats. Japanese journal of pharmacology 19870201
Stress by restraining potentiates morphine catalepsy in rats. Experientia 19851215
(+)-6-fluorotryptophan, an inhibitor of tryptophan hydroxylase: sleep and wakefulness in the rat. Neuropharmacology 19810401
Alteration of lidocaine- or procaine-induced convulsions by manipulation of brain amines. Journal of dental research 19810201
Serotoninergic mechanisms of beta-endorphin- and clonidine-induced analgesia in rats. Pharmacology 19800101
Effect of brain 5-hydroxytryptamine alterations on reflex bradycardia in rats. The American journal of physiology 19790501
Effects of brain serotonin alterations on prostaglandin E1-induced bradycardia in rats. The Journal of pharmacology and experimental therapeutics 19790201
Central action of narcotic analgesics. V. Participation of serotonin in the mechanism of action of narcotic analgesics. Polish journal of pharmacology and pharmacy 19790101
Antagonism of pentobarbital-induced hormonal changes by TRH in rats. European journal of pharmacology 19771015
[Analysis of apomorphine aggessiveness and stereotypy: role of serotonin- and cholinergic systems of the brain]. Zhurnal vysshei nervnoi deiatelnosti imeni I P Pavlova 19770101
Differentiaton of neuropharmacological actions of apomorphine and d-amphetamine. Pharmacology, biochemistry, and behavior 19761201
Effect of humoral modulators of morphine-induced increase in locomotor activity of mice. Japanese journal of pharmacology 19761001
Potentiation of amphetamine-induced hyperactivity by acute but not by chronic para-chlorophenylalanine treatment in the rat. Life sciences 19760401
The effects of DL-p-chlorophenylalanine and DL-alpha-methyl-p-tyrosine on the brain catecholamine, serotonin and free amino acid contents in rat. Psychopharmacologia 19751231
Effects of aminergic drugs and glutamic acid on audiogenic seizures induced by early exposure to ethanol. Epilepsia 19750301
L-dopa hypotension in dogs: evidence for mediation through 5-HT release. Archives internationales de pharmacodynamie et de therapie 19741101
[Brain amines and apomorphine-induced intraspecific aggressive behavior in the rat (author's transl)]. Psychopharmacologia 19740111
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