Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C9H10ClNO2.ClH |
| Molecular Weight | 236.095 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.NC(CC1=CC=C(Cl)C=C1)C(O)=O
InChI
InChIKey=PFOCEDBJFKVRHU-UHFFFAOYSA-N
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
| Molecular Formula | ClH |
| Molecular Weight | 36.461 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| Molecular Formula | C9H10ClNO2 |
| Molecular Weight | 199.634 |
| Charge | 0 |
| Count |
|
| Stereochemistry | RACEMIC |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Optical Activity | ( + / - ) |
Fenclonine, also known as p-chlorophenylalanine, is an inhibitor of tryptophan hydroxylase, the enzyme that plays a rate-limiting role in the biosynthesis of serotonin. Fenclonine was studied for the treatment of carcinoid syndrome, but the psychological side effects, prevented for the further development for this use.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| The effects of DL-p-chlorophenylalanine and DL-alpha-methyl-p-tyrosine on the brain catecholamine, serotonin and free amino acid contents in rat. | 1975 Dec 31 |
|
| Pharmacological blockage of serotonin biosynthesis and circadian changes in oxaliplatin toxicity in rats. | 2002 Nov |
|
| 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. | 2003 |
|
| Synaptic loss following depletion of noradrenaline and/or serotonin in the rat visual cortex: a quantitative electron microscopic study. | 2003 |
|
| [Osmoregulating reactions following serotonin metabolism inhibition or activation]. | 2003 Apr |
|
| Serotonin depletion enhances the intracerebroventricularly administered MK-801-induced plasma interleukin-6 levels in mice. | 2003 Apr |
|
| Effect of the inhibition of serotonin biosynthesis on the antinociception induced by nonsteroidal anti-inflammatory drugs. | 2003 Aug 30 |
|
| Short-term effects of 3,4-methylenedioximethamphetamine on noradrenergic activity in locus coeruleus and hippocampus of the rat. | 2003 Feb 13 |
|
| 5-HT1 and 5-HT2 receptor activation reduces N-methyl-D-aspartate (NMDA)-stimulated LH secretion in prepubertal male and female rats. | 2003 Jan |
|
| Is the Ecstasy-induced ipsilateral rotation in 6-hydroxydopamine unilaterally lesioned rats dopamine independent? | 2003 Jul |
|
| Evidence for a monoamine mediated, opioid-independent, antihyperalgesic effect of venlafaxine, a non-tricyclic antidepressant, in a neurogenic pain model in rats. | 2003 Jun |
|
| Influence of serotonin on the development and migration of gonadotropin-releasing hormone neurones in rat foetuses. | 2003 Jun |
|
| Serotonin depletion increases respiratory variability in freely moving rats: implications for panic disorder. | 2003 Mar |
|
| Serotonin-GABA interactions in the modulation of mu- and kappa-opioid analgesia. | 2003 Mar |
|
| Increases in avoidance responding produced by REM sleep deprivation or serotonin depletion are reversed by administration of 5-hydroxytryptophan. | 2003 Mar 18 |
|
| Prenatal serotonin depletion changes the behavioral response in the nociceptive formalin test in rats. | 2003 May-Jun |
|
| Decreased serotonin level during pregnancy alters morphological and functional characteristics of tonic nociceptive system in juvenile offspring of the rat. | 2003 Nov 13 |
|
| Elimination of serotonergic cells induces a marked increase in generation of dopaminergic neurons from mesencephalic precursors. | 2003 Oct |
|
| Serotonin synthesis inhibition in olivo-cerebellar system attenuates harmaline-induced tremor in Swiss albino mice. | 2003 Oct 17 |
|
| The effects of serotonin on the differentiation of neurons producing vasoactive intestinal polypeptide in the suprachiasmatic nucleus of the rat. | 2003 Sep |
|
| 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. | 2003 Sep 15 |
|
| 5-HT1A and beta-adrenergic receptors regulate proliferation of rat blood lymphocytes. | 2004 |
|
| Serotonergic and dopaminergic influence of the duration of embryogenesis and intracapsular locomotion of Lymnaea stagnalis L. | 2004 |
|
| Endogenous 5-HT inhibits firing activity of hippocampal CA1 pyramidal neurons during conditioned fear stress-induced freezing behavior through stimulating 5-HT1A receptors. | 2004 |
|
| Effects of autacoid inhibitors and of an antagonist on malaria infection in mice. | 2004 Aug |
|
| Serotonin and stress: protective or malevolent actions in the biobehavioral response to repeated trauma? | 2004 Dec |
|
| 5-HT1A receptors are differentially involved in the anxiolytic- and antidepressant-like effects of 8-OH-DPAT and fluoxetine in the rat. | 2004 Dec |
|
| Tetrandrine, a bisbenzylisoquinoline alkaloid from Chinese herb Radix, augmented the hypnotic effect of pentobarbital through serotonergic system. | 2004 Dec 15 |
|
| Serotonin regulates mammary gland development via an autocrine-paracrine loop. | 2004 Feb |
|
| 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. | 2004 Jul 26 |
|
| Immediate plasticity in the motor pathways after spinal cord hemisection: implications for transcranial magnetic motor-evoked potentials. | 2004 Jun |
|
| Brain serotonin depletion enhances the sodium appetite induced by sodium depletion or beta-adrenergic stimulation. | 2004 Mar |
|
| Evidence of melatonin synthesis by human lymphocytes and its physiological significance: possible role as intracrine, autocrine, and/or paracrine substance. | 2004 Mar |
|
| NMDA receptor subunit and CaMKII changes in rat hippocampus induced by acute MDMA treatment: a mechanism for learning impairment. | 2004 May |
|
| 5-HT-mediated inhibition of cardiovagal baroreceptor reflex response during defense reaction in the rat. | 2004 Oct |
|
| Serotonin involvement in the electroacupuncture- and moxibustion-induced gastric emptying in rats. | 2004 Oct 15 |
|
| Elevated serotonin is involved in hyperactivity but not in the paradoxical effect of amphetamine in mice neonatally lesioned with 6-hydroxydopamine. | 2004 Oct 15 |
|
| Evidence for serotonin receptor subtypes involvement in agmatine antidepressant like-effect in the mouse forced swimming test. | 2004 Oct 15 |
|
| Loss of flight and associated neuronal rhythmicity in inositol 1,4,5-trisphosphate receptor mutants of Drosophila. | 2004 Sep 8 |
|
| Involvement of serotonin in the hypoglycemic response to 2 Hz electroacupuncture of zusanli acupoint (ST36) in rats. | 2005 Apr 29 |
|
| Long-lasting effects of serotonin deficiency on differentiating peptidergic neurons in the rat suprachiasmatic nucleus. | 2005 Feb |
|
| Serotonin modulates the suppressive effects of corticosterone on proliferating progenitor cells in the dentate gyrus of the hippocampus in the adult rat. | 2005 Feb |
|
| GABAB receptor antagonist-mediated antidepressant-like behavior is serotonin-dependent. | 2005 Jan |
|
| Dissociating barrel development and lesion-induced plasticity in the mouse somatosensory cortex. | 2005 Jan 19 |
|
| Sex differences in the regulation of serotonergic transmission and behavior in 5-HT receptor knockout mice. | 2005 Jun |
|
| The role of 5-HT in the impairment of thermoregulation observed in rats administered MDMA ('ecstasy') when housed at high ambient temperature. | 2005 Jun |
|
| Serotonin refines the locomotor-related alternations in the in vitro neonatal rat spinal cord. | 2005 Mar |
|
| Analysis of serotonin in brain microdialysates using capillary electrophoresis and native laser-induced fluorescence detection. | 2005 Mar |
|
| A reassessment of the role of serotonergic system in the control of feeding behavior. | 2005 Mar |
|
| Differential involvement of serotonin and dopamine systems in cost-benefit decisions about delay or effort. | 2005 May |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 17:05:28 GMT 2023
by
admin
on
Sat Dec 16 17:05:28 GMT 2023
|
| Record UNII |
62DM3ZM1XT
|
| Record Status |
Validated (UNII)
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| Record Version |
|
-
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| Code System | Code | Type | Description | ||
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39972
Created by
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PRIMARY | |||
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62DM3ZM1XT
Created by
admin on Sat Dec 16 17:05:29 GMT 2023 , Edited by admin on Sat Dec 16 17:05:29 GMT 2023
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23633-07-0
Created by
admin on Sat Dec 16 17:05:29 GMT 2023 , Edited by admin on Sat Dec 16 17:05:29 GMT 2023
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DTXSID40946453
Created by
admin on Sat Dec 16 17:05:29 GMT 2023 , Edited by admin on Sat Dec 16 17:05:29 GMT 2023
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PRIMARY |
| Related Record | Type | Details | ||
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ENANTIOMER -> RACEMATE | |||
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ENANTIOMER -> RACEMATE |
