ChemicalBook CAS DataBase List 7424-00-2

7424-00-2

Name	DL-4-Chlorophenylalanine
CAS	7424-00-2
EINECS(EC#)	231-051-9
Molecular Formula	C9H10ClNO2
MDL Number	MFCD00002601
Molecular Weight	199.63
MOL File	7424-00-2.mol

Chemical Properties

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

Hazard Codes	T
Risk Statements	R25:Toxic if swallowed. R43:May cause sensitization by skin contact. less more
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) . less more
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-. less more
Hazardous Substances Data	7424-00-2(Hazardous Substances Data)

Hazard Information

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

Material Safety Data Sheet(MSDS)

Spectrum Detail

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