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Merck
CN

C6506

4-Chloro-DL-phenylalanine

greener alternative

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

Key Documents

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Product Name

4-Chloro-DL-phenylalanine,

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

SMILES string

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

form

solid

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

Quality Level

100

Gene Information

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

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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.

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.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301,H317

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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Certificates of Analysis (COA)

Lot/Batch Number
SHBT1902
SHBR7239
SHBQ3488
SHBM8911
SHBM3004

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Jacob Nielsen et al.
Translational psychiatry, 7(11), 1261-1261 (2017-12-01)
1q21.1 hemizygous microdeletion is a copy number variant leading to eightfold increased risk of schizophrenia. In order to investigate biological alterations induced by this microdeletion, we generated a novel mouse model (Df(h1q21)/+) and characterized it in a broad test battery
Serotonin activated hepatic stellate cells contribute to sex disparity in hepatocellular carcinoma
Yang Q, et al.
Cellular and molecular gastroenterology and hepatology, 3(3), 484-499 (2017)
Marcin Leszczyński et al.
Science advances, 6(33), eabb0977-eabb0977 (2020-08-28)
Broadband high-frequency activity (BHA; 70 to 150 Hz), also known as "high gamma," a key analytic signal in human intracranial (electrocorticographic) recordings, is often assumed to reflect local neural firing [multiunit activity (MUA)]. As the precise physiological substrates of BHA
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)
Dopamine and serotonin are both required for mate-copying in Drosophila melanogaster
Monier M, et al.
Frontiers in Behavioral Neuroscience, 12(5), 334-334 (2018)
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