An inhibitor of tryptophan hydroxylase
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p-chloro Phenylalanine

Item No. 26168

Technical Information
Formal Name
4-chloro-phenylalanine
CAS Number
7424-00-2
Synonyms
  • 4-chloro Phenylalanine
  • CP 10188
  • Fenclonine
  • NSC 77370
  • para-chloro Phenylalanine
  • PCPA
Molecular Formula
C9H10ClNO2
Formula Weight
Purity
≥98%
A crystalline solid
Ethanol: Slightly SolubleMethanol: Slightly Soluble
λmax
222, 260, 322 nm
SMILES
ClC1=CC=C(CC(N)C(O)=O)C=C1
InChi Code
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)
InChi Key
NIGWMJHCCYYCSF-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    p-chloro Phenylalanine is an inhibitor of tryptophan hydroxylase (Ki = 300 µM).1 It acts as a competitive inhibitor in vitro and an irreversible inhibitor in vivo. It depletes serotonin to undetectable levels in rats after six days when administered at a dose of 300 mg/kg. p-chloro Phenylalanine has commonly been used to deplete brain serotonin levels in animal studies of the serotonergic system and its involvement in depressive-like behavior, reward learning, Parkinson’s disease, and pain.2,3,4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Jéquier, E., Lovenberg, W., and Sjoerdsma, A. Tryptophan hydroxylase inhibition: The mechanism by which p-chlorophenylalanine depletes rat brain serotonin. Mol. Pharmacol. 3(3), 274-278 (1967).

    2. Diniz, C.R.A.F., Rodrigues, M., Casarotto, P.C., et alMonoamine involvement in the antidepressant-like effect induced by P2 blockade. Brain Res. 1676, 19-27 (2017).

    3. Izquierdo, A., Carlos, K., Ostrander, S., et alImpaired reward learning and intact motivation after serotonin depletion in rats. Behav. Brain Res. 233(2), 494-499 (2012).

    4. Kääriäinen, T.M., García-Horsman, J.A., Piltonen, M., et alʟ-dopa-induced desensitization depends on 5-hydroxytryptamine imbalance in hemiparkinsonian rats. Neuroreport 20(3), 313-318 (2009).

    5. Xu, Y., Lin, D., Yu, X., et alThe antinociceptive effects of ferulic acid on neuropathic pain: Involvement of descending monoaminergic system and opioid receptors. Oncotarget 7(15), 20455-20468 (2016).