43189-20-4

Usage

Uses

Used in Pharmaceutical Industry:
AMINO-(4-CHLORO-PHENYL)-ACETIC ACID METHYL ESTER is used as a key intermediate for the production of nonsteroidal anti-inflammatory drugs (NSAIDs), contributing to the development of medications that alleviate pain, reduce inflammation, and lower fever.
Used in Agrochemical Industry:
AMINO-(4-CHLORO-PHENYL)-ACETIC ACID METHYL ESTER also serves as an intermediate in the synthesis of agrochemicals, playing a role in the development of products designed to protect crops and enhance agricultural yields.
Used in Organic Synthesis:
Due to its reactive nature, AMINO-(4-CHLORO-PHENYL)-ACETIC ACID METHYL ESTER is utilized in organic synthesis for creating a variety of chemical compounds, expanding the scope of chemical products and materials.
Used in Chemical Research:
Its unique structure and reactivity make AMINO-(4-CHLORO-PHENYL)-ACETIC ACID METHYL ESTER a valuable compound in chemical research, where it can be employed to study reaction mechanisms, develop new synthetic methods, and explore novel applications in the chemical sciences.

InChI:InChI=1S/C9H10ClNO2/c1-13-9(12)8(11)6-2-4-7(10)5-3-6/h2-5,8H,11H2,1H3

Upstream product

• 67-56-1 methanol 
• 6212-33-5 2-(4-Chlorophenyl)glycine 
• 42718-19-4 dl-α-4-chlorophenylglycine methyl ester hydrochloride 
• 104-88-1 4-chlorobenzaldehyde 

Downstream Products

• 1190308-84-9 methyl 1-acetyl-2'-(4-chlorophenyl)-5'-(4-nitrophenyl)-2-oxo-4'-phenylspiro[indoline-3,3'-pyrrolidine]-2'-carboxylate 
• 1619923-53-3 N-(4-(4-(3-(2-(4-chlorophenyl)-1-isopropyl-5-methyl-4-(methylsulfonyl)-1H-pyrrol-3-yl)-5-fluorophenyl)piperazin-1-yl)phenyl)-4-fluoro-3-(trifluoromethylsulfonyl)benzenesulfonamide 
• 1619923-32-8 (R)-1-(3-((4-(N-(4-(4-(3-(2-(4-chlorophenyl)-1-isopropyl-5-methyl-4-(methylsulfonyl)-1H-pyrrol-3-yl)-5-fluorophenyl)piperazin-1-yl)phenyl)sulfamoyl)-2-((trifluoromethyl)sulfonyl)phenyl)amino)-4-(phenylthio)butyl)piperidine-4-carboxylic acid 
• 1619923-52-2 1-[3-[2-(4-chlorophenyl)-1-isopropyl-5-methyl-4-methylsulfonyl-pyrrol-3-yl]-5-fluoro-phenyl]-4-(4-nitrophenyl)piperazine 
• 1619923-36-2 (R)-3-(1-(3-(4-(N-(4-(4-(3-(2-(4-chlorophenyl)-1-isopropyl-5-methyl-4-(methylsulfonyl)-1H-pyrrol-3-yl)-5-fluorophenyl)piperazin-1-yl)phenyl)sulfamoyl)-2-(trifluoromethylsulfonyl)phenylamino)-4-(phenylthio)butyl)piperidine-4-carbonyloxy)propylphosphonic acid 
• 1531649-98-5 C₁₈H₁₆ClNO₃ 

Relevant academic research and scientific papers

A Structure?Activity Relationship Study of Novel Hydroxamic Acid Inhibitors around the S1 Subsite of Human Aminopeptidase N

Aminopeptidase N (APN/CD13) is a zinc-dependent ubiquitous transmembrane ectoenzyme that is widely present in different types of cells. APN is one of the most extensively studied metalloaminopeptidases as an anti-cancer target due to its significant role in the regulation of metastasis and angiogenesis. Previously, we identified a potent and selective APN inhibitor, N-(2-(Hydroxyamino)-2-oxo-1-(3′,4′,5′-trifluoro-[1,1′-biphenyl]-4-yl)ethyl)-4-(methylsulfonamido)benzamide (3). Herein, we report the further modifications performed to explore SAR around the S1 subsite of APN and to improve the physicochemical properties. A series of hydroxamic acid analogues were synthesised, and the pharmacological activities were evaluated in vitro. N-(1-(3′-Fluoro-[1,1′-biphenyl]-4-yl)-2-(hydroxyamino)-2-oxoethyl)-4-(methylsulfonamido)benzamide (6 f) was found to display an extremely potent inhibitory activity in the sub-nanomolar range.

Process for preparing sulfonamide compounds

The invention relates to a process for preparing sulfonamide compounds. The sulfonamide compound is an inhibitor of Bcl-2/Bcl-xL and is prepared from a compound (3R)-1-(3-(4-(4-(4-(3-(2-(4-chlorphenyl)-1-isopropyl-4-methylsulfonyl-5-methyl-1H-pyrrole-3-yl

PROCESS FOR PREPARING SULFONAMIDE COMPOUNDS

Provided are a process for preparing a sulfonamide compound which is an inhibitor of Bcl-2/Bcl-xL, including the compound (3R) -1- (3- (4- (4- (4- (3- (2- (4-chlorophenyl) -1-isopropyl-4-methylsulfonyl-5-methyl-1H-pyrrol-3-yl) -5-fluorophenyl) piperazine

Ru-catalyzed C[sbnd]H functionalization of phenylglycine derivatives: Synthesis of isoquinoline-1-carboxylates and isoindoline-1-carboxylates

The reaction of N-unprotected methylesters of phenylglycine derivatives (1a–1f) with electron-rich internal alkynes (2a–2e), catalyzed by [Ru(cymene)Cl2]2 (10%), gives the corresponding 3,4-disubstituted isoquinoline-1-carboxylates 3 through C[sbnd]H/N[sbnd]H oxidative coupling. The C[sbnd]H bond activation step is assisted by carboxylates, and N-fluoro-2,4,6-trimethylpyridinium triflate works as the terminal oxidant. The process shows a remarkable tolerance to the presence of diverse electron-releasing and electron-attracting functional groups at the phenyl ring of the amino acid. In addition, the reaction of phenylglycine derivatives (1a–1f) with methyl acrylate (4a) catalyzed by [Ru(cymene)Cl2]2 (10%) under the same experimental conditions, gives the corresponding 3,N-disubstituted isoindoline-1-carboxylates 5 through C[sbnd]H/N[sbnd]H coupling. Isoindolines 5 are obtained as a mixture of diastereoisomers, with moderate to high values of diastereomeric excess (up to 80%).