Structure via PubChem · Public domain (PubChem)
fenclonine
Sign in to saveAlso known as 4-chlorophenylalanine, p-Chlorophenylalanine, para-chlorophenylalanine, PCPA
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.
Chemical data
- Formula
- C9H10ClNO2
- Molecular weight
- 199.63 g/mol
- IUPAC name
- 2-amino-3-(4-chlorophenyl)propanoic acid
- SMILES
- C1=CC(=CC=C1CC(C(=O)O)N)Cl
- InChIKey
- NIGWMJHCCYYCSF-UHFFFAOYSA-N
- XLogP
- -0.5
- Polar surface area
- 63.3 Ų
- H-bond donors
- 2
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
2,651 papers- Serotonin and appetite.Neuropharmacology · 1984
- Reminiscences of Michel Jouvet.Sleep medicine · 2018
- [Does fenclonine open up new perspectives in the treatment of impotence?].Lijecnicki vjesnik · 1975
- [Serotonin of somnotonin?].Schweizerische medizinische Wochenschrift · 1970
- Catalytic asymmetric hydrogenation.Annals of the New York Academy of Sciences · 1973
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 199.040006
Show 4 more facts
- chemical formula
- C₉H₁₀ClNO₂
- subject has role
- serotonin antagonist
- canonical SMILES
- C1=CC(=CC=C1CC(C(=O)O)N)Cl
- Commons category
- Fenclonine
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- See also
- References
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.
Excerpted from Wikipedia’s “fenclonine” article, available under the CC BY-SA 4.0 licence.