150319-83-8

Basic information

• Product Name: Methyl 2-(3-aMinophenyl)acetate hydrochloride
• Synonyms: Methyl 2-(3-aMinophenyl)acetate hydrochloride;3-Aminophenylacetic acid methyl ester hydrochloride;3-AMinophenylacetic acid Methyl ester HCl;Methyl 2-(3-aminophenyl)
• CAS NO: 150319-83-8
• Molecular Formula: C₉H₁₁NO₂*ClH
• Molecular Weight: 201.65008
• EINECS: 1312995-182-4
• Mol File: 150319-83-8.mol
• Article Data: 4

Chemical Properties

• Melting Point: 167-170 °C(Solv: ethanol (64-17-5); ethyl ether (60-29-7))
• Appearance: /
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: Methyl 2-(3-aMinophenyl)acetate hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 2-(3-aMinophenyl)acetate hydrochloride(150319-83-8)
• EPA Substance Registry System: Methyl 2-(3-aMinophenyl)acetate hydrochloride(150319-83-8)

Safety Data

• Hazardous Substances Data: 150319-83-8(Hazardous Substances Data)

Usage

Description

Methyl 2-(3-aminophenyl)acetate hydrochloride is a chemical compound with the molecular formula C9H12ClNO2. It belongs to the category of chemical compounds known as phenylacetates. Methyl 2-(3-aMinophenyl)acetate hydrochloride is characterized by the presence of a phenyl group that is substituted at the 2-position by an acetoxy group. As a hydrochloride, it is the reaction product resulting from the protonation of methyl 2-(3-aminophenyl)acetate.

Uses

Used in Organic Synthesis:
Methyl 2-(3-aminophenyl)acetate hydrochloride is used as an intermediate in organic synthesis for the preparation of various chemical compounds. Its unique structure allows it to be a valuable building block in the synthesis of complex organic molecules.
Used in Pharmaceutical Industry:
Although specific information regarding its potential uses and hazards is not widely documented, Methyl 2-(3-aminophenyl)acetate hydrochloride is primarily used and studied within specialized scientific and industrial contexts. It may have potential applications in the development of pharmaceutical compounds, given its structural features and reactivity.
Used in Research and Development:
Methyl 2-(3-aminophenyl)acetate hydrochloride is used as a research compound in academic and industrial laboratories. Its properties and reactivity are studied to understand its potential applications and to develop new synthetic methods and techniques.

Upstream product

• 14338-36-4 3-amino phenylacetic acid 
• 67-56-1 methanol 

Downstream Products

• 1373998-63-0 C₂₈H₃₆N₂O₄ 
• 383665-48-3 3-[[(3R,5S)-1-(3-acetoxy-2,2-dimethylpropyl)-7-chloro-5-(2,3-dimethoxyphenyl)-2-oxo-1,2,3,5-tetrahydro-4,1-benzoxazepin-3-yl]acetyl]aminophenylacetic acid methyl ester 
• 659741-34-1 methyl 3-(N'-(2-hydroxyethyl)thioureido)phenylacetate 
• 659741-74-9 methyl 3-thioureidophenylacetate 
• 659741-24-9 methyl 3-isothiocyanatophenylacetate 

Relevant articles and documents

The discovery of allyltyrosine based tripeptides as selective inhibitors of the HIV-1 integrase strand-transfer reaction

From library screening of synthetic antimicrobial peptides, an O-allyltyrosine-based tripeptide was identified to possess inhibitory activity against HIV-1 integrase (IN) exhibiting an IC50 value of 17.5 μM in a combination 3′-processing and strand transfer microtitre plate assay. The tripeptide was subjected to structure-activity relationship (SAR) studies with 28 peptides, incorporating an array of natural and non-natural amino acids. Resulting SAR analysis revealed the allyltyrosine residue was a key feature for IN inhibitory activity whilst incorporation of a lysine residue and extended hydrophilic chains bearing a terminal methyl ester was advantageous. Addition of hydrophobic aromatic moieties to the N-terminal of the scaffold afforded compounds with improved inhibitory activity. Consolidation of these functionalities lead to the development of the tripeptide 96 which specifically inhibited the IN strand-transfer reaction with an IC50 value of 2.5 μM.

Synthesis of N-benzyl- and N-phenyl-2-amino-4,5-dihydrothiazoles and thioureas and evaluation as modulators of the isoforms of nitric oxide synthase

Inhibition of the isoforms of nitric oxide synthase (NOS) has important applications in therapy of several diseases, including cancer. Using 1400W [N-(3-aminomethylbenzyl)acetamidine], thiocitrulline and N δ-(4,5-dihydrothiazol-2-yl)ornithine as lead compounds, series of N-benzyl- and N-phenyl-2-amino-4,5-dihydrothiazoles and thioureas were designed as inhibitors of NOS. Ring-substituted benzyl and phenyl isothiocyanates were synthesised by condensation of the corresponding amines with thiophosgene and addition of ammonia gave the corresponding thioureas in high yields. The substituted 2-amino-4,5-dihydrothiazoles were approached by two routes. Treatment of simple benzylamines with 2-methylthio-4,5-dihydrothiazole at 180 °C afforded the corresponding 2-benzylamino-4,5-dihydrothiazoles. For less nucleophilic amines and those carrying more thermally labile substituents, the 4,5-dihydrothiazoles were approached by acid-catalysed cyclisation of N-(2-hydroxyethyl)thioureas. This cyclisation was shown to proceed by an SN2-like process. Modest inhibitory activity was shown by most of the thioureas and 4,5-dihydrothiazoles, with N-(3-aminomethylphenyl)thiourea (IC50=13 μM vs rat neuronal NOS and IC50=23 μM vs rat inducible NOS) and 2-(3-aminomethylphenylamino)-4,5-dihydrothiazole (IC50=13 μM vs rat neuronal NOS and IC50=19 μM vs human inducible NOS) being the most potent. Several thioureas and 4,5-dihydrothiazoles were found to stimulate the activity of human inducible NOS in a time-dependent manner.