111119-36-9

Basic information

• Product Name: L-2,4-DICHLOROPHENYLALANINE
• Synonyms: L-2,4-DICHLOROPHE;L-2,4-DICHLOROPHENYLALANINE;H-PHE(2,4-CL 2)-OH;H-PHE(2,4-DICL)-OH;H-L-PHE(2,4-CL2)-OH;RARECHEM BK PT 0109;(S)-2-AMINO-3-(2,4-DICHLORO-PHENYL)-PROPIONIC ACID;2,4-Dichloro-L-4-phenylalanine
• CAS NO: 111119-36-9
• Molecular Formula: C₉H₉Cl₂NO₂
• Molecular Weight: 234.08
• Product Categories: Amino Acids;Phenylalanine analogs and other aromatic alpha amino acids;a-amino
• Mol File: 111119-36-9.mol

Chemical Properties

• Melting Point: 238-240 °C
• Boiling Point: 368.1 °C at 760 mmHg
• Flash Point: 176.4 °C
• Appearance: /
• Density: 1.45 g/cm³
• Vapor Pressure: 4.55E-06mmHg at 25°C
• Refractive Index: 1.601
• Storage Temp.: Store at 0-5°C
• PKA: 2.14±0.15(Predicted)
• CAS DataBase Reference: L-2,4-DICHLOROPHENYLALANINE(CAS DataBase Reference)
• NIST Chemistry Reference: L-2,4-DICHLOROPHENYLALANINE(111119-36-9)
• EPA Substance Registry System: L-2,4-DICHLOROPHENYLALANINE(111119-36-9)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 111119-36-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Applications:
L-2,4-Dichlorophenylalanine is used as a therapeutic agent for conditions related to dopamine dysfunction, such as Parkinson's disease, schizophrenia, and addiction. Its ability to inhibit tyrosine hydroxylase makes it a potential treatment option for modulating dopamine levels in the brain.
Used in Research:
L-2,4-Dichlorophenylalanine is utilized as a research tool to study the role of dopamine in neurological and psychiatric disorders. By inhibiting the production of dopamine, researchers can gain insights into the mechanisms underlying these conditions and develop targeted therapies.
Used in Neurological Studies:
In the field of neuroscience, L-2,4-Dichlorophenylalanine is used as a potential tool to investigate the central nervous system. Its effects on dopamine synthesis can provide valuable information on the functioning of the brain and the impact of dopamine on various cognitive and motor processes.
Used in Chemical Synthesis:
L-2,4-Dichlorophenylalanine is also recognized as a building block for the synthesis of other chemical compounds. Its unique structure and properties make it a valuable component in the development of new pharmaceuticals and other chemical products.

InChI:InChI=1/C9H9Cl2NO2/c10-6-2-1-5(7(11)4-6)3-8(12)9(13)14/h1-2,4,8H,3,12H2,(H,13,14)/t8-/m1/s1

Upstream product

• 1201-99-6 trans-2,4-dichlorocinnamic acid 
• 874-42-0 2,4-dichlorobenzaldeyhde 
• 444726-81-2 2-acetamido-3-(2,4-dichlorophenyl)propionic acid 
• 5472-68-4 rac-2,4-dichloro-Phe 

Downstream Products

• 1357194-46-7 (S)-1-azido-3-(2,4-dichlorophenyl)propan-2-amine hydrochloride 
• 877057-26-6 (S)-tert-butyl-1-azido-3-(2,4-dichlorophenyl)propan-2-yl-carbamate 
• 877057-25-5 (S)-tert-butyl-1-(2,4-dichlorophenyl)-3-hydroxypropan-2-yl-carbamate 
• 1109216-86-5 C₉H₈Cl₂O₃ 

Relevant articles and documents

Telescopic one-pot condensation-hydroamination strategy for the synthesis of optically pure L-phenylalanines from benzaldehydes

A chemo-enzymatic telescopic approach was designed for the synthesis of L-arylalanines in high yield and optical purity, starting from commercially available and inexpensive substituted benzaldehydes. The method exploits a chemical Knoevenagel–Doebner condensation (optimised to give complete conversions in a short reaction time, employing microwave irradiation) and a biocatalytic phenylalanine ammonia lyase mediated hydroamination (for the stereoselective addition of ammonia). The two reactions can be run sequentially in one pot, bringing together the advantages of chemical and biological catalysis. The preparative applicability was demonstrated with the synthesis of five L-dihalophenylalanines (71–84% yield, 98–99% ee) of relevance as molecular probes, for medicinal chemistry and for the synthesis of pharmaceutical ingredients.

Asymmetric synthesis of unnatural amino acids and tamsulosin chiral intermediate

An efficient and enantioselective hydrogenation of N-acetylamino phenyl acrylic acids was successfully developed by using ruthenium catalyst. This methodology is important in the field of pharmaceuticals and provides a new process for the preparation of unnatural amino acids and tamsulosin chiral intermediate.

Use of whole cell culture of Aeromonas sp. as enantioselective scavenger: A facile preparation of l-amino acid derivatives in high enantiomeric excess

The bacterium Aeromonas sp. (CGMCC 2226) can enantioselectively scavenge d-isomer, making l-amino acid derivatives (AADs) in high ee. The enantioselective scavenger (ES) has shown a broad substrate scope. Eleven l-AADs, Phe derivatives substituted with methyl-, mono- and dichloro-, bromo-, and nitro-group, were produced in high ee from corresponding racemates.