193017-26-4

Basic information

• Product Name: 4-(1,3-THIAZOL-2-YL)ANILINE
• Synonyms: AKOS BBS-00006927;4-(1,3-THIAZOL-2-YL)ANILINE;4-(THIAZOL-2-YL)BENZENAMINE;OTAVA-BB 1044456;4-(Thiazol-2-yl)aniline;4-(2-Thiazolyl)benzenamine;4-(Thiazol-2-yl)
• CAS NO: 193017-26-4
• Molecular Formula: C₉H₈N₂S
• Molecular Weight: 176.24
• Mol File: 193017-26-4.mol

Chemical Properties

• Appearance: /
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• CAS DataBase Reference: 4-(1,3-THIAZOL-2-YL)ANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(1,3-THIAZOL-2-YL)ANILINE(193017-26-4)
• EPA Substance Registry System: 4-(1,3-THIAZOL-2-YL)ANILINE(193017-26-4)

Safety Data

• Hazardous Substances Data: 193017-26-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-(1,3-thiazol-2-yl)aniline is used as a chemical intermediate for the synthesis of various pharmaceuticals, contributing to the development of new drugs and therapeutic agents.
Used in Agrochemical Industry:
In the agrochemical sector, 4-(1,3-thiazol-2-yl)aniline is employed as an intermediate in the production of agrochemicals, aiding in the creation of compounds that can protect crops and enhance agricultural productivity.
Used in Medicinal Chemistry:
4-(1,3-thiazol-2-yl)aniline is used as a building block in the field of medicinal chemistry, facilitating the design and synthesis of novel organic compounds with potential therapeutic applications.
Used in Organic Compound Development:
4-(1,3-THIAZOL-2-YL)ANILINE is utilized in the development of organic compounds, serving as a key component in the creation of new chemical entities with diverse applications.
Used in Biological Research:
4-(1,3-thiazol-2-yl)aniline is studied for its potential anti-cancer and anti-inflammatory properties, making it a subject of interest in biological research aimed at discovering new treatments and therapies.

Upstream product

• 3704-41-4 2-(4-nitrophenyl)thiazole 
• 586-78-7 para-nitrophenyl bromide 
• 2227-79-4 benzenecarbothioamide 
• 1826-11-5 2-phenylthiazole 
• 3034-53-5 2-bromo-1,3-thiazole 
• 540-37-4 p-aminoiodobenzene 

Downstream Products

• 25020-28-4 1-(4-butoxy-phenyl)-3-(4-thiazol-2-yl-phenyl)-thiourea 
• 25020-26-2 1-(4-propoxy-phenyl)-3-(4-thiazol-2-yl-phenyl)-thiourea 
• 25020-25-1 1-(4-ethoxy-phenyl)-3-(4-thiazol-2-yl-phenyl)-thiourea 
• 25020-24-0 1-(4-methoxy-phenyl)-3-(4-thiazol-2-yl-phenyl)-thiourea 
• 25020-38-6 1-(3,4-dichloro-phenyl)-3-(4-thiazol-2-yl-phenyl)-thiourea 
• 95426-27-0 N-{4-[bis-(2-chloro-ethyl)-amino]-benzylidene}-4-thiazol-2-yl-aniline 
• 25020-37-5 1-(3-bromo-4-ethoxy-phenyl)-3-(4-thiazol-2-yl-phenyl)-thiourea 
• 25020-36-4 1-(3-bromo-4-methoxy-phenyl)-3-(4-thiazol-2-yl-phenyl)-thiourea 
• 25020-27-3 1-(4-isopropoxy-phenyl)-3-(4-thiazol-2-yl-phenyl)-thiourea 

Relevant articles and documents

Preparation of 2- and 5-aryl substituted thiazoles via palladium-catalyzed Negishi cross-coupling

2-Aryl substituted thiazoles 3a-k were prepared by oxidative insertion of zinc into 2-bromothiazole (1) followed by palladium(0)-catalyzed Negishi cross-coupling in a one-pot procedure. 5-Aryl substituted thiazoles 6a-i were prepared by regioselective C-5 lithiation of 2-(trimethylsilyl)thiazole (4) followed by transmetalation with zinc chloride and palladium(0)-catalyzed Negishi cross-coupling in a one-pot procedure. The synthetic sequences were combined to give 2,5-diaryl substituted thiazoles 8a,b and 10 via stepwise C-2 and C-5 arylation and vice versa.

Identification of Piperidine-3-carboxamide Derivatives Inducing Senescence-like Phenotype with Antimelanoma Activities

This study evaluated the potential use of senescence-inducing small molecules in the treatment of melanoma. We screened commercially available small-molecule libraries with high-throughput screening and high-content screening image-based technology. Our findings showed an initial hit with the embedded N-arylpiperidine-3-carboxamide scaffold-induced senescence-like phenotypic changes in human melanoma A375 cells without serious cytotoxicity against normal cells. A focused library containing diversely modified analogues were constructed and examined to evaluate the structure-activity relationship of N-arylpiperidine-3-carboxamide derivatives starting from hit 1. This work identified a novel compound with remarkable antiproliferative activity in vitro and demonstrated the key structural moieties within.

ANTIFUNGAL AGENTS

Compounds of formula (I), and pharmaceutically acceptable salts thereof, may be used in therapy, for example as antifungal agents: (I) wherein: Rl, R2, R3, R4, R5, R6, R7, X and X1 are as defined herein. Certain compounds of formula (I) are also provided. Compounds of formula (T), and agriculturally acceptable salts thereof, may also be used as agricultural fungicides.