| Identification | More | [Name]
DL-4-Chlorophenylalanine | [CAS]
7424-00-2 | [Synonyms]
2-AMINO-3-(4-CHLOROPHENYL)PROPIONIC ACID
4-CHLORO-DL-PHENYLALANINE
4-CHLOROPHENYLALANINE
DL-4-CHLOROPHENYLALANINE
DL-P-CHLOROPHENYLALANINE
H-DL-PHE(4-CL)-OH
H-P-CHLORO-DL-PHE-OH
LABOTEST-BB LT00453604
P-CHLORO-DL-PHENYLALANINE
P-CHLOROPHENYLALANINE
PCP
PCPA
TIMTEC-BB SBB003551
(+-)-p-chlorphenylalanine
cp10,188
c-pal
fenchlonine
fenclonin
Fenclonine
3-(p-chlorophenyl)-DL-alanine | [EINECS(EC#)]
231-051-9 | [Molecular Formula]
C9H10ClNO2 | [MDL Number]
MFCD00002601 | [Molecular Weight]
199.63 | [MOL File]
7424-00-2.mol |
| Chemical Properties | Back Directory | [Appearance]
Crystalline | [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. ]
−20°C
| [solubility ]
Aqueous Acid (Slightly), Methanol (Slightly) | [form ]
Powder | [pka]
pK1: 2.08(+1);pK2: 8.96(0) (25°C) | [color ]
White to almost white | [Water Solubility ]
slightly soluble | [BRN ]
2805758 | [CAS DataBase Reference]
7424-00-2(CAS DataBase Reference) | [EPA Substance Registry System]
7424-00-2(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
T | [Risk Statements ]
R25:Toxic if swallowed.
R43:May cause sensitization by skin contact. | [Safety Statements ]
S36/37:Wear suitable protective clothing and gloves .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
UN 2811 6.1/PG 3
| [WGK Germany ]
3
| [RTECS ]
AY4390010
| [TSCA ]
Yes | [HS Code ]
29224985 | [Safety Profile]
An experimental
teratogen. When heated to decomposition it
emits toxic fumes of NOx and Cl-. | [Hazardous Substances Data]
7424-00-2(Hazardous Substances Data) |
| Hazard Information | Back Directory | [Chemical Properties]
Crystalline | [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
| [Uses]
4-Chloro-DL-phenylalanine is an irreversible tryptophan hydroxylase inhibitor that depletes serotonin in the brain. | [Uses]
An irreversible tryptophan hydroxylase inhibitor. | [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. | [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]
Store at RT |
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