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| | DL-4-Chlorophenylalanine Basic information |
| Product Name: | DL-4-Chlorophenylalanine | | Synonyms: | (±)-3-(4-Chlorophenyl)-2-aminopropanoic acid;NSC-77370;DL-4-Chloro-phe-OH;DL-Phe(4-Cl)-OH 4-Chloro-DL-Phenylalanine;H-4-Chloro-DL-Phe-OH, (RS)-2-AMino-3-(4-chloro-phenyl)-propionic acid, Fenclonine, PCPA;4-Chloro-DL-phenylalanine, 98+%;DL-4-Chlorophenylalanine, 98+%, 98+%;DL-2-Amino-3-(4-chloro-phenyl)-propionic acid | | CAS: | 7424-00-2 | | MF: | C9H10ClNO2 | | MW: | 199.63 | | EINECS: | 231-051-9 | | Product Categories: | | | Mol File: | 7424-00-2.mol |  |
| | DL-4-Chlorophenylalanine Chemical Properties |
| Melting point | >240 °C (dec.)(lit.) | | Boiling point | 339.5±32.0 °C(Predicted) | | density | 1.2409 (rough estimate) | | refractive index | 1.5790 (estimate) | | storage temp. | room temp | | solubility | Aqueous Acid (Slightly), Methanol (Slightly) | | pka | pK1: 2.08(+1);pK2: 8.96(0) (25°C) | | form | Powder | | color | White to almost white | | Water Solubility | slightly soluble | | BRN | 2805758 | | CAS DataBase Reference | 7424-00-2(CAS DataBase Reference) | | EPA Substance Registry System | 4-Chlorophenylalanine (7424-00-2) |
| | DL-4-Chlorophenylalanine Usage And Synthesis |
| Chemical Properties | Crystalline | | Uses | An irreversible tryptophan hydroxylase inhibitor. | | Uses | 4-Chloro-DL-phenylalanine is an irreversible tryptophan hydroxylase inhibitor that depletes serotonin in the brain. | | Uses | 4-Chloro-DL-phenylalanine has been used:
- as tryptophan hydroxylase 1 (TPH1) inhibitor to treat kras+ male zebrafish
- to induce insomnia in rat models
- used to treat embryos to examine its effect on serotonin
- for the selection of Enterococcus faecalis transformants with pESentA32 plasmid
- to feed flies to explore serotonin effect
| | Definition | ChEBI: 2-amino-3-(4-chlorophenyl)propanoic acid is a phenylalanine derivative. | | Biological Activity | 4-Chloro-DL-phenylalanine (Fenclonine, PCPA, CP-10188) is a selective and irreversible inhibitor of tryptophan hydroxylase, a rate-limiting enzyme in the biosynthesis of serotonin (5-HYDROXYTRYPTAMINE). 4-Chloro-DL-phenylalanine acts pharmacologically to deplete endogenous levels of serotonin. | | Biochem/physiol Actions | 4-Chloro-DL-phenylalanine (PCPA) is an inhibitor of 5-hydroxytrytamine (5-HT) synthesis. It helps to improve the inflammation of lung tissue and remodeling pulmonary artery. PCPA can reduce the expression of tryptophan hydroxylase 1 (TPH1), matrix metalloproteinase (MMP) and pro-inflammatory factors. | | Safety Profile | An experimental
teratogen. When heated to decomposition it
emits toxic fumes of NOx and Cl-. | | in vivo | 4-Chloro-DL-phenylalanine(PCPA) markedly attenuates MCT(monocrotaline)-induced pulmonary vascular remodeling and lung inflammation, inhibits the expression of Tph-1 and SERT and suppresses the expression of MMP-2/-9, TIMP-1/-2, interleukin-1β (IL-1β), tumor necrosis factor-α (TNF-α) and intercellular adhesion molecule-1 (ICAM-1). PCPA inhibits 5-HT by suppressing Tph-1, regulating SERT and the serotonin downstream signaling pathway. | | storage | Room temperature |
| | DL-4-Chlorophenylalanine Preparation Products And Raw materials |
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