parachlorophenylalanine

パラクロロフェニルアラニン

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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2016/01/04 10:18:06」(JST)

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Fenclonine

Systematic (IUPAC) name
(S)-2-amino-3-(4-chlorophenyl)propanoic acid
Identifiers
CAS Number	7424-00-2 Y
ATC code	None
PubChem	CID: 4652
IUPHAR/BPS	5240
ChemSpider	4491 Y
UNII	R5J7E3L9SP Y
KEGG	D04143 Y
Synonyms	CP-10188; Fenclonina; Fencloninum; NSC-77370; Parachlorophenylalanine
Chemical data
Formula	C9H10ClNO
Molecular mass	199.634 g/mol
SMILES Clc1ccc(cc1)CC(C(=O)O)N
InChI InChI=1S/C9H10ClNO2/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,8H,5,11H2,(H,12,13) Y Key:NIGWMJHCCYYCSF-UHFFFAOYSA-N Y
Physical data
Density	1.336 g/cm3
Melting point	240 °C (464 °F)
Boiling point	339.5 °C (643.1 °F)
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Fenclonine, also known as para-chlorophenylalanine (PCPA), acts as a selective and irreversible inhibitor of tryptophan hydroxylase, which is a rate-limiting enzyme in the biosynthesis of serotonin.

It has been used experimentally to treat carcinoid syndrome, but the side effects, mostly hypersensitivity reactions and psychiatric disturbances, have prevented development for this use.

It is used in scientific research in humans and animals to investigate the effects of serotonin depletion.

See also

• α-Methyl-para-tyrosine (AMPT)
• para-Chloroamphetamine (PCA)

References

English Journal

• Serum serotonin reduced the expression of hepatic transporter Mrp2 and P-gp via regulating nuclear receptor CAR in PI-IBS rats.

• Shao YY1,2, Huang J1,2, Ma YR1,2, Han M1,2, Ma K1,2, Qin HY1, Rao Z1, Wu XA1.
• Canadian journal of physiology and pharmacology.Can J Physiol Pharmacol.2015 Aug;93(8):633-9. doi: 10.1139/cjpp-2015-0039. Epub 2015 Mar 18.
• Hepatic transporters and drug metabolizing enzymes (DMEs) play important roles in the pharmacological effects and (or) side-effects of many drugs, and are regulated by several mediators, including neurotransmitters. This work aimed to investigate whether serum levels of 5-hydroxytryptamine (5-HT) af
• PMID 26053941

• Role of the serotonergic axis in the reproductive failure associated with aging broiler breeder roosters.

• Avital-Cohen N1, Heiblum R2, Rosenstrauch A3, Chaiseha Y4, Mobarkey N2, Gumułka M5, Rozenboim I2.
• Domestic animal endocrinology.Domest Anim Endocrinol.2015 Apr 11;53:42-51. doi: 10.1016/j.domaniend.2015.04.001. [Epub ahead of print]
• Reproductive failure associated with aging is a well-known phenomenon. However, the mechanism by which this failure occurs in broiler breeder roosters is still unclear. A previous study conducted in our laboratory, comparing young and aging broiler breeder roosters, demonstrated an elevation in hypo
• PMID 26051791

• Paracetamol potentiates the antidepressant-like and anticompulsive-like effects of fluoxetine.

• Manna SS1, Umathe SN.
• Behavioural pharmacology.Behav Pharmacol.2015 Apr;26(3):268-81. doi: 10.1097/FBP.0000000000000104.
• Recent studies suggest the possible involvement of serotonergic and endocannabinoid systems in analgesic, anxiolytic, and anticonvulsant-like actions of paracetamol. Considering the fact that these systems play intricate roles in affective disorders, we investigated the effects of paracetamol in dep
• PMID 25340977

Japanese Journal

• Serotonin Depletion Enhances the Intracerebroventricularly Administered MK-801-Induced Plasma Interleukin-6 Levels in Mice

• Biological & pharmaceutical bulletin 26(4), 547-549, 2003-04-01
• NAID 110003608470

• Relative power contributions of unit discharges simultaneously recorded in the mesencephalic reticular formation

• Psychiatry and clinical neurosciences 54(3), 265-267, 2000-06-01
• NAID 10017360497

• Effects of prenatal treatment with parachlorophenylalanine on offspring in rats : Abstracts of Papers Presented at the Thirty-Fourth Annual Meeting of the Japanese Teratology Society Kochi, Japan July14-16, 1994

• Congenital anomalies 34(3), 273-274, 1994-09-30
• NAID 110002787547

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