135285-81-3

Basic information

• Product Name: 2-[[(4-Aminophenyl)sulfonyl]amino]-4-thiazoleacetic acid
• Synonyms: 4-Thiazoleacetic acid, 2-[[(4-aMinophenyl)sulfonyl]aMino]-;[2-(4-aminobenzenesulfonylamino)-1,3-thiazol-4-yl]acetic acid;2-[[(4-Aminophenyl)sulfonyl]amino]-4-thiazoleacetic acid;2-(4-aminobenzenesulfonylamino)-1
• CAS NO: 135285-81-3
• Molecular Formula: C₁₁H₁₁N₃O₄S₂
• Molecular Weight: 313.35274
• Mol File: 135285-81-3.mol
• Article Data: 1

Chemical Properties

• Melting Point: 185 °C
• Boiling Point: 602.32°C at 760 mmHg
• Flash Point: 318.072°C
• Appearance: /
• Density: 1.641g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.707
• PKA: 3.77±0.10(Predicted)
• CAS DataBase Reference: 2-[[(4-Aminophenyl)sulfonyl]amino]-4-thiazoleacetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[[(4-Aminophenyl)sulfonyl]amino]-4-thiazoleacetic acid(135285-81-3)
• EPA Substance Registry System: 2-[[(4-Aminophenyl)sulfonyl]amino]-4-thiazoleacetic acid(135285-81-3)

Safety Data

• Hazardous Substances Data: 135285-81-3(Hazardous Substances Data)

Usage

General Description

2-[[(4-Aminophenyl)sulfonyl]amino]-4-thiazoleacetic acid is a chemical compound that belongs to the class of thiazoleacetic acid derivatives. It consists of a thiazole ring fused to an acetic acid moiety, with a sulfonamide group and an aniline group attached to the thiazole ring. 2-[[(4-Aminophenyl)sulfonyl]amino]-4-thiazoleacetic acid has potential pharmacological properties due to its ability to interact with biological molecules and has been studied for its antibacterial and antifungal activities. It is also used as a building block in the synthesis of other organic compounds and may have potential applications in medicinal chemistry and drug discovery.

InChI:InChI=1/C11H11N3O4S2/c12-7-1-3-9(4-2-7)20(17,18)14-11-13-8(6-19-11)5-10(15)16/h1-4,6H,5,12H2,(H,13,14)(H,15,16)

Upstream product

• 349626-29-5 {2-[(N-acetyl-sulfanilyl)-amino]-thiazol-4-yl}-acetic acid ethyl ester 
• 121-60-8 p-acetylaminobenzenesulfonyl chloride 
• 53266-94-7 ethyl 2-amino-1,3-thiazol-4-acetate 
• 29676-71-9 2-amino-4-thiazoleacetic acid 

Downstream Products

• 515-59-3 sulfamethylthiazole 

Relevant articles and documents

Hapten synthesis and development of polyclonal antibody-based multi-sulfonamide immunoassays

This paper reports the synthesis of five sulfonamide derivatives, the production of broad-specificity polyclonal antibodies for immunoassay of sulfonamides, and the analysis of milk samples by developed assay. The three-step synthesis procedure reported in most of the literature was adopted and modified in this study. In the procedure, the purification of the intermediate was avoided and the time of synthesis was shortened from >20 to 6-9 h with improved yields. This method is generally applicable to the synthesis of haptens containing the common structure of sulfonamides. Three haptens were coupled to keyhole limpet hemocyanin, and polyclonal antibodies were obtained from rabbits immunized with these conjugates. Using the antibodies obtained, from one of these was developed an enzyme-linked immunosorbent assay (ELISA) based on the competition between free sulfonamides and the hapten-horseradish peroxidase (HRP) conjugates. The hapten-HRP conjugate giving the best competitive results and 11 structurally different sulfonamides showed 50% inhibition at concentrations of -1. After removal of the protein with acetone, milk samples were analyzed by ELISA directly; a matrix effect could be avoided when a 1:20 dilution with phosphate-buffered saline was used, and 104-131% recoveries of spiked samples were obtained. The developed immunoassay is suitable to determine sulfisozole, sulfathiazole, sulfameter, sulfamethoxypyridazine, sulfapyridine, and sulfamethizole below the maximum residue limit in milk (100 ng mL-1 of total sulfonamides) rapidly and reliably.