60712-47-2

Basic information

• Product Name: 2-([(4-METHYLPHENYL)SULFONYL]AMINO)-2-PHENYLACETIC ACID
• Synonyms: 2-([(4-METHYLPHENYL)SULFONYL]AMINO)-2-PHENYLACETIC ACID;RARECHEM AL CB 0515;(2R)-2-(4-methylbenzenesulfonamido)-2-phenylacetic acid
• CAS NO: 60712-47-2
• Molecular Formula: C₁₅H₁₅NO₄S
• Molecular Weight: 305.35
• Mol File: 60712-47-2.mol
• Article Data: 5

Chemical Properties

• Melting Point: 178-180°C
• Boiling Point: 501.6°C at 760 mmHg
• Flash Point: 257.2°C
• Appearance: /
• Vapor Pressure: 6.99E-11mmHg at 25°C
• CAS DataBase Reference: 2-([(4-METHYLPHENYL)SULFONYL]AMINO)-2-PHENYLACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-([(4-METHYLPHENYL)SULFONYL]AMINO)-2-PHENYLACETIC ACID(60712-47-2)
• EPA Substance Registry System: 2-([(4-METHYLPHENYL)SULFONYL]AMINO)-2-PHENYLACETIC ACID(60712-47-2)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 60712-47-2(Hazardous Substances Data)

Usage

General Description

2-([(4-Methylphenyl)sulfonyl]amino)-2-phenylacetic acid is a chemical compound that falls under the class of sulfonamides. It is used as a synthetic intermediate in the production of various pharmaceuticals and agrochemicals. 2-([(4-METHYLPHENYL)SULFONYL]AMINO)-2-PHENYLACETIC ACID possesses potential pharmacological activities and has been studied for its antiproliferative and anti-inflammatory effects. It is also used in the preparation of other chemical compounds and is a valuable tool for research and development in the pharmaceutical industry.

InChI:InChI=1/C15H15NO4S/c1-11-7-9-13(10-8-11)21(19,20)16-14(15(17)18)12-5-3-2-4-6-12/h2-10,14,16H,1H3,(H,17,18)/p-1/t14-/m1/s1

Upstream product

• 875-74-1 (R)-phenylglycine 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 118917-59-2 (R)-N-(2-hydroxy-1-phenylethyl)-4-methyl-S-methylenebenzenesulfinamide 
• 1393751-27-3 4-methyl-N-(((2R,5R)-5-phenyl-4-tosylmorpholin-2-yl)methyl)benzenesulfonamide 
• 1393751-28-4 4-methyl-N-(((2S,5R)-5-phenyl-4-tosylmorpholin-2-yl)methyl)benzenesulfonamide 
• 1393751-17-1 (R)-N-allyl-N-(2-hydroxy-1-phenylethyl)-4-methylbenzenesulfonamide 
• 863016-87-9 (R)-N₁-(1-methyl-2-oxo-2-phenylethyl)-4-methyl-1-benzenesulfonamide 
• 1019853-27-0 (R)-N-methoxy-N-methyl-2-phenyl-2-(tosylamino)acetamide 
• 885605-93-6 (R)-[Methyl-(toluene-4-sulfonyl)-amino]-phenyl-acetyl chloride 
• 68180-11-0 N-toluenesulfonyl-N-methyl-D-phenylglycine 
• 63406-97-3 N-(p-tolylsulfonyl)-D-α-phenylglycine chloride 

Relevant articles and documents

Design, Synthesis, and Testing of Potent, Selective Hepsin Inhibitors via Application of an Automated Closed-Loop Optimization Platform

Hepsin is a membrane-anchored serine protease whose role in hepatocyte growth factor (HGF) signaling and epithelial integrity makes it a target of therapeutic interest in carcinogenesis and metastasis. Using an integrated design, synthesis, and screening platform, we were able to rapidly develop potent and selective inhibitors of hepsin. In progressing from the initial hit 7 to compound 53, the IC50 value against hepsin was improved from ～1 μM to 22 nM, and the selectivity over urokinase-type plasminogen activator (uPA) was increased from 30-fold to >6000-fold. Subsequent in vitro ADMET profiling and cellular studies confirmed that the leading compounds are useful tools for interrogating the role of hepsin in breast tumorigenesis.

Stereoselective synthesis of morpholines via copper-promoted oxyamination of alkenes

A new copper(II) 2-ethylhexanoate-promoted addition of an alcohol and an amine across an alkene (oxyamination) is reported. The alcohol addition is intramolecular, while coupling with the amine occurs intermolecularly. Several 2-aminomethyl morpholines we

N- and 2-Substituted N-(Phenylsulfonyl)glycines as Inhibitors of Rat Lens Aldose Reductase

A variety of N-(phenylsulfonyl)-N-phenylglycines 5, N-(phenylsulfonyl)-2-phenylglycines 6, and N-(phenylsulfonyl)anthranilic acids 7 were prepared as analogues of the N-(phenylsulfonyl)glycine 1 aldose reductase inhibitors.In the rat lens assay, several derivatives of 5 display greater inhibitory activity than the corresponding glycines 1, suggesting that N-phenyl substitution enhances affinity for aldose reductase.Enzyme kinetic evaluations of the 4-benzoylamino analogues of 5 and 1 demonstrate that these compounds produce inhibition by the same mechanism.However, the significant differences in relative inhibitory potencies between compounds of series 5 and 1 may indicate that these compounds do not interact with the inhibitor binding site in precisely the same manner.Evaluation of the individual enantiomers of series 6 reveals that the S isomers are substantially more active than the corresponding R isomers.Also, with the exception of the naphthalene analogue 6n, the S stereoisomers of this series display greater inhibitory potencies than the glycines 1.The anthranilates 7 generally are less active than the glycines 1, demonstrating that direct incorporation of an aromatic ring in the glycine side chain may result in a decrease in affinity for aldose reductase.