123761-12-6

Basic information

• Product Name: 3-(2-Quinolyl)-DL-alanine
• Synonyms: H-BETA-(3-PYRIDYL)-DL-ALA-OH;H-DL-ALA(3'-PYRIDYL)-OH;H-DL-ALA(3-PYRI)-OH;BETA-(3-PYRIDYL)-DL-ALANINE;2-AMINO-3-PYRIDIN-3-YL-PROPIONIC ACID;RARECHEM AK ML 0054;2-Amino-3-(quinolin-2-yl)propionic acid;3-(2-Quinolyl)-DL-alanine
• CAS NO: 123761-12-6
• Molecular Formula: C₁₂H₁₂N₂O₂
• Molecular Weight: 216.24
• Product Categories: Alanine Derivatives;Peptide Synthesis;Unnatural Amino Acid Derivatives
• Mol File: 123761-12-6.mol

Chemical Properties

• Boiling Point: 404.7oC at 760 mmHg
• Flash Point: 198.5oC
• Appearance: /
• Density: 1.312g/cm3
• Vapor Pressure: 2.83E-07mmHg at 25°C
• Refractive Index: 1.668
• CAS DataBase Reference: 3-(2-Quinolyl)-DL-alanine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-Quinolyl)-DL-alanine(123761-12-6)
• EPA Substance Registry System: 3-(2-Quinolyl)-DL-alanine(123761-12-6)

Safety Data

• Hazard Codes: T
• Statements: 25
• Safety Statements: 45
• WGK Germany: 3
• Hazardous Substances Data: 123761-12-6(Hazardous Substances Data)

Usage

Uses

Used in Coordination Chemistry:
3-(2-Quinolyl)-DL-alanine is used as a chelating ligand for its ability to bind with metal ions, which is crucial in the synthesis of coordination compounds and the study of their properties.
Used in Fluorescence Detection:
Leveraging its fluorescent properties, 3-(2-Quinolyl)-DL-alanine is used as a marker in fluorescence-based detection methods, allowing for the observation and analysis of biological processes at the molecular level.
Used in Enzyme Inhibition Research:
3-(2-Quinolyl)-DL-alanine is used as an inhibitor in biochemical research, targeting various enzymes and providing insights into their mechanisms of action and potential therapeutic applications.
Used in Cancer Therapy:
In the field of oncology, 3-(2-Quinolyl)-DL-alanine is studied for its potential as an anticancer agent, particularly for its ability to inhibit the growth of certain types of cancer cells, offering a novel approach to cancer treatment.
Used in Chemical Biology:
3-(2-Quinolyl)-DL-alanine's diverse applications make it a valuable tool in chemical biology, where it can be employed to probe and manipulate biological systems for a better understanding of their functions and interactions.

InChI:InChI=1/C12H12N2O2/c13-10(12(15)16)7-9-6-5-8-3-1-2-4-11(8)14-9/h1-6,10H,7,13H2,(H,15,16)/t10-/m0/s1

Upstream product

• 13311-42-7 2-hydroxyimino-3-quinolin-2-yl-propionic acid ethyl ester 
• 102164-99-8 diethyl acetamido(2-quinolinylmethyl)malonate 
• 5632-15-5 quinolin-2-ylmethylbromide 
• 13311-42-7 ethyl 2-(hydroxyimino)-3-(quinolin-2-yl)propionate 
• 4377-41-7 2-Chloromethylquinoline 

Downstream Products

• 123760-92-9 2-(4-Chloro-benzylamino)-3-quinolin-2-yl-propionic acid 

Relevant articles and documents

Enhanced reduction of C-N multiple bonds using sodium borohydride and an amorphous nickel catalyst

Amorphous nickel powder (Ni0) was utilised as a catalyst under mild, aqueous, basic conditions for enhancing the sodium borohydride-mediated reduction of C-N multiple bonds such as oximes, imines, hydrazones and nitriles to produce the corresponding amines in good to excellent yields.

Convenient method for reduction of C-N double bonds in oximes, imines, and hydrazones using sodium Borohydride-Raney ni system

(Chemical Equation Presented) A practical method has been developed for reduction of C-N double bond in oximes, imines, and hydrazones with sodium borohydride catalyzed by Raney Ni. The reactions were carried out in basic aqueous solution, and the desired products were obtained in moderate yields after a simple procedure. This method can be applied to synthesize simpler aliphatic or aromatic amines and its analogs. Copyright Taylor & Francis Group, LLC.

Intercalator amino acids: Synthesis of heteroaryl alanines

Stereoselective alkylation of (S)-(-)-2-t-butyl-1-t-butyloxycarbonyl-3-methyl-4-imidazolinone with 2-chloromethylquinoline, 2-chloromethylquinoxaline and 5-chloromethyl-1,10-phenanthroline, followed by hydrolysis, afforded the corresponding (S)-(+)-α-amino acids with high enantiomeric excess.