147723-92-0

Basic information

• Product Name: (2E)-3-[4-(AMINOSULFONYL)PHENYL]ACRYLIC ACID
• Synonyms: Cinnamicacid, p-sulfamoyl- (5CI)
• CAS NO: 147723-92-0
• Molecular Formula: C₉H₉NO₄S
• Molecular Weight: 227.24
• Mol File: 147723-92-0.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 478.8°Cat760mmHg
• Flash Point: 243.4°C
• Appearance: /
• Density: 1.475g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.628
• CAS DataBase Reference: (2E)-3-[4-(AMINOSULFONYL)PHENYL]ACRYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (2E)-3-[4-(AMINOSULFONYL)PHENYL]ACRYLIC ACID(147723-92-0)
• EPA Substance Registry System: (2E)-3-[4-(AMINOSULFONYL)PHENYL]ACRYLIC ACID(147723-92-0)

Safety Data

• Hazardous Substances Data: 147723-92-0(Hazardous Substances Data)

Usage

Description

(2E)-3-[4-(AMINOSULFONYL)PHENYL]ACRYLIC ACID is a derivative of acrylic acid that features a phenyl group substituted with an aminosulfonyl group. It is an unsaturated carboxylic acid with potential medicinal properties, such as anti-inflammatory and antioxidant effects. This chemical compound is also being studied for its potential use in treating conditions like rheumatoid arthritis and cancer, and its versatile chemical structure makes it a valuable building block in organic synthesis and pharmaceutical research.

Uses

Used in Pharmaceutical Research:
(2E)-3-[4-(AMINOSULFONYL)PHENYL]ACRYLIC ACID is used as a key intermediate in the synthesis of various pharmaceutical compounds due to its unique chemical structure and reactivity.
Used in Organic Synthesis:
(2E)-3-[4-(AMINOSULFONYL)PHENYL]ACRYLIC ACID is used as a building block for the creation of a wide range of organic compounds, contributing to the development of new materials and chemical products.
Used in Medicinal Applications:
(2E)-3-[4-(AMINOSULFONYL)PHENYL]ACRYLIC ACID is used as a potential treatment for inflammatory conditions such as rheumatoid arthritis, leveraging its anti-inflammatory properties.
Used in Antioxidant Therapies:
(2E)-3-[4-(AMINOSULFONYL)PHENYL]ACRYLIC ACID is used as an antioxidant agent to combat oxidative stress and related conditions, potentially offering therapeutic benefits.
Used in Cancer Treatment Research:
(2E)-3-[4-(AMINOSULFONYL)PHENYL]ACRYLIC ACID is used in the investigation of novel cancer treatments, exploring its potential to target and treat cancer cells.

InChI:InChI=1/C9H9NO4S/c10-15(13,14)8-4-1-7(2-5-8)3-6-9(11)12/h1-6H,(H,11,12)(H2,10,13,14)/b6-3+

Upstream product

• 17641-30-4 4-chlorosulfonyl-cinnamic acid 
• 621-82-9 Cinnamic acid 
• 141-82-2 malonic acid 
• 79-10-7 acrylic acid 
• 140-10-3 (E)-3-phenylacrylic acid 
• 103-26-4 Methyl cinnamate 

Downstream Products

• 138-41-0 4-(aminosulfonyl)-benzoic acid 
• 90610-69-8 4-(2-carboxyethyl)-benzenesulfonamide 
• 35303-76-5 4-(2-aminoethyl)benzenesulfonamide 

Relevant articles and documents

Privileged scaffolds in medicinal chemistry: Studies on pyrazolo[1,5-a]pyrimidines on sulfonamide containing Carbonic Anhydrase inhibitors

We report for the first time a small series of compounds endowed in vitro with inhibitory properties for the human (h) expressed Carbonic Anhydrase (CAs, E.C. 4.2.1.1) enzymes of physiological interest (i.e. I, II, VA, IX and XII) and bearing the pyrazolo[1,5-a]pyrimidine (PP) scaffold at the tail section. Among the series reported, 1a-3a, 7a, 8a, 1b and 2b resulted effective ligands and with good selectivities for the hCAs II, IX or XII. In consideration of the nearly matching KI values of 7a for both the hCA II and IX (i.e. 26.4 and 23.0 nM respectively) we explored its binding mode within the CA IX mimic isoform by means of X-ray crystal experiments on the corresponding adduct.