Fenclonine

From Wikipedia, the free encyclopedia
Jump to: navigation, search
Fenclonine
Fenclonine.png
Systematic (IUPAC) name
(S)-2-amino-3-(4-chlorophenyl)propanoic acid
Clinical data
Legal status
?
Identifiers
CAS number 7424-00-2 YesY
ATC code None
PubChem CID 4652
ChemSpider 4491 YesY
UNII R5J7E3L9SP YesY
KEGG D04143 YesY
Synonyms CP-10188; Fenclonina; Fencloninum; NSC-77370; Parachlorophenylalanine[1]
Chemical data
Formula C9H10ClNO 
Molecular mass 199.634 g/mol
Physical data
Density 1.336 g/cm3
Melting point 240 °C (464 °F)
Boiling point 339.5 °C (643.1 °F)
 YesY (what is this?)  (verify)

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.[2]

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.[3]

It is used in scientific research in humans[4] and animals[2] to investigate the effects of serotonin depletion.

See also[edit]

References[edit]

  1. ^ "Fenclonine" entry in Martindale - The Complete Drug Reference. Maintained in Martindale purely for archival purposes, and is no longer subject to revision and update. (Last reviewed: 2008-08-01; last modified: 2011-09-12). The Royal Pharmaceutical Society of Great Britain 2014
  2. ^ a b Jouvet M Sleep and serotonin: an unfinished story. Neuropsychopharmacology. 1999 Aug;21(2 Suppl):24S-27S. PMID 10432485
  3. ^ Kvols LK. Metastatic carcinoid tumors and the carcinoid syndrome. A selective review of chemotherapy and hormonal therapy. (Am J Med. 1986 Dec 22;81(6B):49-55. PMID 2432781
  4. ^ Ruhé HG, Mason NS, Schene AH. Mood is indirectly related to serotonin, norepinephrine and dopamine levels in humans: a meta-analysis of monoamine depletion studies. Mol Psychiatry. 2007 Apr;12(4):331-59. PMID 17389902