| Identification | More | [Name]
3-CHLORO-L-ALANINE HYDROCHLORIDE | [CAS]
51887-89-9 | [Synonyms]
3-CHLORO-L-ALANINE HYDROCHLORIDE
BETA-CHLORO-ALANINE HCL
BETA-CHLORO-L-ALANINE HYDROCHLORIDE
H-ALA(3-CL)-OH HCL
H-BETA-CHLORO-ALA-OH HCL
(R)-2-AMINO-3-CHLOROPROPIONIC ACID HYDROCHLORIDE
B-CHLORO-L-ALANINE HYDROCHLORIDE
3-Chloro-L-alanineHCl
β-chloro-l-alanine hydrochloride
3-CHLORO-L-ALANINE HYDROCHLORIDE 98+%
H-b-Chloro-Ala-OH·HCl | [EINECS(EC#)]
200-528-9 | [Molecular Formula]
C3H7Cl2NO2 | [MDL Number]
MFCD00070398 | [Molecular Weight]
160 | [MOL File]
51887-89-9.mol |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [HS Code ]
2922.49.3700 |
| Hazard Information | Back Directory | [Chemical Properties]
White solid | [Uses]
β-Chloro-L-alanine hydrochloride has been used:
- as a substrate for screening tyrosine phenol lyase steady state kinetics
- in the inhibition of serine palmitoyltransferase and cytotoxicity studies in lymphocyte Ly-1 cells
- as an inhibitor of alanine transaminase in wheat germ cell-free protein synthesis system
| [Biochem/physiol Actions]
β-Chloro-L-alanine hydrochloride is an inhibitor of alanine aminotransferase (ALAT). Inhibition of ALAT leads to suppression of tumor progression in lung carcinoma. | [Synthesis]
General procedure for the synthesis of 3-chloro-L-alanine hydrochloride from L-serine hydrochloride: L-serine hydrochloride (100 g, 0.7067 mol) was suspended in 500 ml of tetrahydrofuran, and the temperature of the reaction was controlled to be lower than 50 °C, and thionyl chloride (101 g, 0.8480 mol) was added dropwise slowly. After the dropwise addition, the temperature was gradually increased to 50 °C and the reaction was stirred continuously for 6 hours. After confirming the complete consumption of raw materials by thin layer chromatography (TLC) monitoring, the reaction system was cooled to 20~25°C. The reaction was quenched by the slow addition of 50 ml of water and subsequently concentrated to dryness under reduced pressure. To the residue, 200 ml of acetone was added, cooled to 25 °C for crystallization, and the crystals were collected by filtration and dried to afford 100 g of off-white solid 3-chloro-L-alanine hydrochloride in 88.4% yield. | [References]
[1] Patent: CN105294528, 2016, A. Location in patent: Paragraph 0023; 0024
[2] Patent: US6372941, 2002, B1. Location in patent: Example 9 |
|
|