C6506

4-Chloro-DL-phenylalanine

• Synonym(s): PCP, PCPA
• Linear Formula: ClC₆H₄CH₂CH(NH₂)CO₂H
• CAS Number: 7424-00-2
• Molecular Weight: 199.63
• EC Number: 231-051-9
• MDL number: MFCD00002601
• UNSPSC Code: 12352209
• PubChem Substance ID: 24278081
• NACRES: NA.32

Properties

• 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
• 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.

Safety Information

• 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_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges