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C6506

4-Chloro-DL-phenylalanine

Name: 4-Chloro-<SC>DL</SC>-phenylalanine
Brand: SIGMA

5-HT synthesis inhibitor, solid

Sustainability features

Synonym(s):

PCP, PCPA

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About This Item

Linear Formula:

ClC₆H₄CH₂CH(NH₂)CO₂H

CAS Number:

7424-00-2

Molecular Weight:

199.63

NACRES:

NA.32

PubChem Substance ID:

24278081

UNSPSC Code:

12352209

EC Number:

231-051-9

MDL number:

MFCD00002601

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Properties

Product Name

4-Chloro-DL-phenylalanine,

form

solid

Quality Segment

100

greener alternative product score

old score: 2
new score: 1
Find out more about DOZN™ Scoring

sustainability

Sustainability features

mp

>240 °C (dec.) (lit.)

greener alternative category

storage temp.

room temp

SMILES string

NC(Cc1ccc(Cl)cc1)C(O)=O

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

Gene Information

human ... TPH1(7166), TPH2(121278)

Description

General description

We are committed to bringing you Greener Alternative Products, which adhere to one of the four categories of Greener Alternatives . This product belongs to category of Re-engineered products, showing key improvements in Green Chemistry Principles "Less Hazardous Chemical Syntheses", "Designing Safer Chemicals" and "Design for Energy Efficiency". Click here to view its DOZN scorecard.

Application

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

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.

Tryptophan hydroxylase inhibitor.

Pictograms

GHS06

Signal Word

Danger

Hazard Codes

H301,H317

Precautionary Statements

P280 - P301 + P310 + P330 - P302 + P352

Hazard Classifications

Acute Tox. 3 Oral - Skin Sens. 1

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)