117391-48-7

Usage

Uses

Used in Pharmaceutical Industry:
2-AMINO-3-METHYLQUINOLINE HYDROCHLORIDE is used as a precursor in the synthesis of various pharmaceuticals and organic compounds, contributing to the development of new drugs and therapeutic agents.
Used in Dye and Pigment Industry:
2-AMINO-3-METHYLQUINOLINE HYDROCHLORIDE is used as a component in the manufacture of dyes and pigments, providing color and stability to a range of products.
Used in Medicinal Chemistry Research:
2-AMINO-3-METHYLQUINOLINE HYDROCHLORIDE is used as a subject of study for its potential anti-cancer and anti-inflammatory properties, offering insights into the development of novel therapeutic approaches and compounds in the field of medicinal chemistry.

InChI:InChI=1/C9H10BrNO2/c10-7-4-2-1-3-6(7)8(11)5-9(12)13/h1-4,8H,5,11H2,(H,12,13)/t8-/m1/s1

Upstream product

• 141-82-2 malonic acid 
• 6630-33-7 ortho-bromobenzaldehyde 

Downstream Products

• 1426822-65-2 C₁₃H₁₃BrF₃NO₃ 
• 1340537-22-5 C₁₁H₁₂BrNO₃ 
• 284493-55-6 3-(2-bromophenyl)-3-[(tert-butoxycarbonyl)amino]propanoic acid 
• 1213854-52-4 C₁₀H₁₂BrNO₂ 
• 117291-28-8 3-(2-Bromo-phenyl)-3-(2,2,2-trifluoro-acetylamino)-propionyl chloride 
• 737751-95-0 (S)-3-amino-3-(2-bromophenyl)propionic acid 
• 117291-11-9 3-(2-bromophenyl)-3-trifluoroacetylaminopropanoic acid 

Relevant academic research and scientific papers

Synthesis and biological evaluation of 3-phenyl-3-aryl carboxamido propanoic acid derivatives as small molecule inhibitors of retinoic acid 4-hydroxylase (CYP26A1)

All-trans-retinoic acid (ATRA), the biologically active metabolite of vitamin A, is used medicinally for the treatment of hyperproliferative diseases and cancers. However, it is easily metabolized. In this study, the leading compound S8 was found based on virtual screening. To improve the activity of the leading compound S8, a series of novel S8 derivatives were designed, synthesized and evaluated for their in vitro biological activities. All of the prepared compounds showed that substituting the 5-chloro-3-methyl-1-phenyl-1H-pyrazole group for the 2-tertbutyl-5-methylfuran scaffold led to a clear increase in the biological activity. The most promising compound 32, with a CYP26A1 IC50 value of 1.36 μM (compared to liarozole (IC50 = 2.45 μM) and S8 (IC50 = 3.21 μM)) displayed strong inhibitory and differentiation activity against HL60 cells. In addition, the study focused on the effect of β-phenylalanine, which forms the coordination bond with the heme of CYP26A1. These studies suggest that the compound 32 can be used as an appropriate candidate for future development.

Carica papaya lipase catalysed resolution of β-amino esters for the highly enantioselective synthesis of (S)-dapoxetine

An efficient synthesis of the (S)-3-amino-3-phenylpropanoic acid enantiomer has been achieved by Carica papaya lipase (CPL) catalysed enantioselective alcoholysis of the corresponding racemic N-protected 2,2,2-trifluoroethyl esters in an organic solvent. A high enantioselectivity (E > 200) was achieved by two strategies that involved engineering of the substrates and optimization of the reaction conditions. Based on the resolution of a series of amino acids, it was found that the structure of the substrate has a profound effect on the CPL-catalysed resolution. The enantioselectivity and reaction rate were significantly enhanced by switching the conventional methyl ester to an activated trifluoroethyl ester. When considering steric effects, the substituted phenyl and amino groups should not both be large for the CPL-catalysed resolution. The mechanism of the CPL-catalysed enantioselective alcoholoysis of the amino acids is discussed to delineate the substrate requirements for CPL-catalysed resolution. Finally, the reaction was scaled up, and the products were separated and obtained in good yields (≥ 80 %). The (S)-3-amino-3- phenylpropanoic acid obtained was used as a key chiral intermediate in the synthesis of (S)-dapoxetine with very high enantiomeric excess (> 99 %). A carica papaya lipase catalysed resolution of N-protected β-phenylalanine esters has been developed. High enantioselectivity was achieved by two strategies that involved engineering of the substrates and optimization of the reaction conditions. After 50 % conversion, the products were separated and used as key chiral intermediates for the synthesis of (S)-dapoxetine with > 99 % ee. Copyright

Synthesis of novel 7-oxo and 7-hydroxy trifluoroallocolchicinoids with cytotoxic effect

The synthesis of 7-oxo and 7-hydroxy trifluoroallocolchicinoids was achieved through the intramolecular cyclization of o-phenyl-β- phenylalanines. The resulting compounds were evaluated for their cytotoxic activity against KB cells and their inhibitory ef

Phenylalanine aminomutase-catalyzed addition of ammonia to substituted cinnamic acids: A route to enantiopure α- and β-amino acids

(Chemical Equation Presented) An approach is described for the synthesis of aromatic α- and β-amino acids that uses phenylalanine aminomutase to catalyze a highly enantioselective addition of ammonia to substituted cinnamic acids. The reaction has a broad scope and yields substituted α- and β-phenylalanines with excellent enantiomeric excess. The regioselectivity of the conversion is determined by substituents present at the aromatic ring. A box model for the enzyme active site is proposed, derived from the influence of the hydrophobicity of substituents on the enzyme affinity toward various substrates.

Une synthese simple des premieres amino-3 indanones-1

The synthesis of various substituted 3-amino-1-indanones was achieved in five steps starting from corresponding benzaldehydes.