39773-47-2

Basic information

• Product Name: 2-AMINO-4-METHYLQUINOLINE HYDROCHLORIDE
• Synonyms: (RS)-beta-Amino-beta-(4-bromophenyl)propionic acid;3-AMino-3-(4-broMophenyl)propionic acid, 97+%;Benzenepropanoic acid, b-aMino-4-broMo-;Benzenepropanoic acid, .beta.-amino-4-bromo-;DL-beta-(4-bromophenyl)alanine;RARECHEM AK HD C006;TIMTEC-BB SBB000836;BETA-AMINO-4-BROMO-BENZENEPROPANOIC ACID
• CAS NO: 39773-47-2
• Molecular Formula: C₉H₁₀BrNO₂
• Molecular Weight: 194.66
• Product Categories: B-Amino
• Mol File: 39773-47-2.mol
• Article Data: 12

Chemical Properties

• Melting Point: 235-236°C
• Boiling Point: 378.1 °C at 760 mmHg
• Flash Point: 182.5 °C
• Appearance: /
• Density: 1.585
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 3.62±0.10(Predicted)
• Sensitive: Air Sensitive
• CAS DataBase Reference: 2-AMINO-4-METHYLQUINOLINE HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-4-METHYLQUINOLINE HYDROCHLORIDE(39773-47-2)
• EPA Substance Registry System: 2-AMINO-4-METHYLQUINOLINE HYDROCHLORIDE(39773-47-2)

Safety Data

• Hazard Codes: Xi
• Statements: 41
• Safety Statements: 26-39
• HazardClass: IRRITANT
• Hazardous Substances Data: 39773-47-2(Hazardous Substances Data)

Usage

General Description

2-Amino-4-methylquinoline hydrochloride is a chemical compound that is commonly used in organic synthesis and pharmaceutical research. It is a derivative of quinoline, a heterocyclic aromatic compound that is found in various natural products and is widely used in the production of dyes and medicines. The hydrochloride salt form of 2-amino-4-methylquinoline is often used as a reagent in chemical reactions as well as a building block in the synthesis of more complex organic molecules. It has also been investigated for its potential pharmacological properties, including its ability to inhibit certain enzymes and receptors in the body. Overall, 2-amino-4-methylquinoline hydrochloride has a wide range of applications in the fields of chemistry and pharmaceuticals.

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

Upstream product

• 141-82-2 malonic acid 
• 1122-91-4 4-bromo-benzaldehyde 

Downstream Products

• 453557-71-6 3-amino-3-(4-bromophenyl)propionic acid methyl ester 
• 502841-92-1 ethyl 3-amino-3-(4-bromophenyl)propanoate hydrochloride 
• 477850-17-2 C₁₁H₉BrF₃NO₃ 
• 787615-14-9 3-amino-3-(4-bromophenyl)propan-1-ol 
• 282524-86-1 3-(4-bromophenyl)-3-((tert-butoxycarbonyl)amino)propionic acid 
• 479074-63-0 (R)-3-amino-3-(4-bromo-phenyl)-propionic acid 
• 1200-07-3 trans-4-bromocinnamic acid 
• 24250-84-8 H-p-BrPhe-OH 

Relevant articles and documents

The kinetic resolution of oxazinones by alcoholysis: access to orthogonally protected β-amino acids

The catalytic, alcoholytic kinetic resolution of oxazinones is reported. A novel, stereochemically dense cinchona alkaloid-based catalyst can facilitate the highly enantiodiscriminatory (Sup to 101) ring-opening of oxazinones equipped with electrophilic aryl units to generate orthogonally protected β-amino acids for the first time.

Synthesis, molecular docking and biological evaluation of novel phthaloyl derivatives of 3-amino-3-aryl propionic acids as inhibitors of Trypanosoma cruzi trans-sialidase

In the last two decades, trans-sialidase of Trypanosoma cruzi (TcTS) has been an important pharmacological target for developing new anti-Chagas agents. In a continuous effort to discover new potential TcTS inhibitors, 3-amino-3-arylpropionic acid derivatives (series A) and novel phthaloyl derivatives (series B, C and D) were synthesized and molecular docking, TcTS enzyme inhibition and determination of trypanocidal activity were carried out. From four series obtained, compound D-11 had the highest binding affinity value (?11.1 kcal/mol) compared to reference DANA (?7.8 kcal/mol), a natural ligand for TS enzyme. Furthermore, the 3D and 2D interactions analysis of compound D-11 showed a hydrogen bond, π-π stacking, π-anion, hydrophobic and Van der Waals forces with all important amino acid residues (Arg35, Arg245, Arg314, Tyr119, Trp312, Tyr342, Glu230 and Asp59) on the active site of TcTS. Additionally, D-11 showed the highest TcTS enzyme inhibition (86.9% ± 5) by high-performance ion exchange chromatography (HPAEC). Finally, D-11 showed better trypanocidal activity than the reference drugs nifurtimox and benznidazole with an equal % lysis (63 ± 4 and 65 ± 2 at 10 μg/mL) and LC50 value (52.70 ± 2.70 μM and 46.19 ± 2.36 μM) on NINOA and INC-5 strains, respectively. Therefore, D-11 is a small-molecule with potent TcTS inhibition and a strong trypanocidal effect that could help in the development of new anti-Chagas agents.

Synthesis of schiff bases from 3-amino-3-arylpropionic acid esters in aqueous medium

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