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C6506

4-Chloro-DL-phenylalanine

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

5-HT synthesis inhibitor, solid

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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Product Name

4-Chloro-DL-phenylalanine,

form

solid

Quality Level

100

greener alternative product score

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

greener alternative product characteristics

Less Hazardous Chemical Syntheses
Designing Safer Chemicals
Design for Energy Efficiency
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

mp

>240 °C (dec.) (lit.)

greener alternative category

, Re-engineered

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)

Related Categories

Bioactive Small Molecule Inhibitors

Bioactive Small Molecules

Greener Alternative Products

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

signalword

Danger

hcodes

H301,H317

pcodes

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

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Mesenchymal stem cells derived extracellular vesicles improve behavioral and biochemical deficits in a phencyclidine model of schizophrenia.

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Translational psychiatry, 10(1), 305-305 (2020-09-03)

Schizophrenia is a debilitating psychiatric disorder with a significant number of patients not adequately responding to treatment. Phencyclidine (PCP) is used as a validated model for schizophrenia, shown to reliably induce positive, negative and cognitive-like behaviors in rodents. It was

Comparison of in vitro and in vivo bioassays to measure thyroid hormone disrupting activity in water extracts.

Frederic D L Leusch et al.

Chemosphere, 191, 868-875 (2017-11-07)

Environmental chemicals can induce thyroid disruption through a number of mechanisms including altered thyroid hormone biosynthesis and transport, as well as activation and inhibition of the thyroid receptor. In the current study six in vitro bioassays indicative of different mechanisms of

PCPA protects against monocrotaline-induced pulmonary arterial remodeling in rats: potential roles of connective tissue growth factor

Bai Y, et al.

Testing, 8(67), 111642-111642 (2017)

Consistent metagenomic biomarker detection via robust PCA.

Mustafa Alshawaqfeh et al.

Biology direct, 12(1), 4-4 (2017-02-02)

Recent developments of high throughput sequencing technologies allow the characterization of the microbial communities inhabiting our world. Various metagenomic studies have suggested using microbial taxa as potential biomarkers for certain diseases. In practice, the number of available samples varies from

Enhancement of the antibacterial activity of an E. faecalis strain by the heterologous expression of enterocin A

Serrano-Maldonado C E and Quirasco M

Journal of Biotechnology, 283(5), 28-36 (2018)

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Global Trade Item Number

SKU	GTIN
C6506-25G	04061833618899
C6506-5G	04061833511305

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