ChemicalBook--->CAS DataBase List--->7424-00-2

7424-00-2

7424-00-2 Structure

7424-00-2 Structure
IdentificationMore
[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 PropertiesBack 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 DataBack Directory
[Symbol(GHS) ]

Skull and Crossbones (GHS06)
GHS06
[Signal word ]

Danger
[Hazard statements ]

H301-H317
[Precautionary statements ]

P280-P301+P310+P330-P302+P352
[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)
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

DL-4-Chlorophenylalanine(7424-00-2).msds
Hazard InformationBack 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
Spectrum DetailBack Directory
[Spectrum Detail]

DL-4-Chlorophenylalanine(7424-00-2)MS
DL-4-Chlorophenylalanine(7424-00-2)1HNMR
DL-4-Chlorophenylalanine(7424-00-2)IR1
DL-4-Chlorophenylalanine(7424-00-2)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

DL-4-Chlorophenylalanine, 98%(7424-00-2)
[Alfa Aesar]

DL-4-Chlorophenylalanine, 98+%(7424-00-2)
[Sigma Aldrich]

7424-00-2(sigmaaldrich)
[TCI AMERICA]

4-Chloro-DL-phenylalanine,>98.0%(T)(7424-00-2)
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