2834-79-9

Usage

Uses

Used in Pharmaceutical and Agrochemical Synthesis:
2-amino-4-(4-biphenylyl)-thiazol serves as a crucial building block in the development of new pharmaceuticals and agrochemicals. Its versatile chemical structure allows for the creation of a wide array of compounds with diverse therapeutic and pesticidal properties.
Used in Medicine:
2-amino-4-(4-biphenylyl)-thiazol is being studied for its potential therapeutic properties, particularly in the areas of anti-inflammatory and anti-cancer activities. Its ability to modulate various biological pathways makes it a promising candidate for the treatment of inflammatory conditions and cancer.
Used in Biological Imaging:
As a fluorescent marker, 2-amino-4-(4-biphenylyl)-thiazol is being investigated for its use in biological imaging. Its fluorescent properties allow for the visualization and tracking of cellular processes, providing valuable insights into biological mechanisms and aiding in the development of new diagnostic tools.

InChI:InChI=1/C15H12N2S/c16-15-17-14(10-18-15)13-8-6-12(7-9-13)11-4-2-1-3-5-11/h1-10H,(H2,16,17)

Upstream product

• 92-91-1 biphenyl-4-acetaldehyde 
• 17356-08-0 thiourea 
• 135-73-9 2-Bromo-4'-phenylacetophenone 
• 2103-94-8 4-(4-bromophenyl)-1,3-thiazol-2-amine 
• 98-80-6 phenylboronic acid 
• 99-73-0 para-bromophenacyl bromide 
• 5707-44-8 4-ethylbiphenyl 

Downstream Products

• 71119-15-8 sulfanilic acid-(4-biphenyl-4-yl-thiazol-2-ylamide) 
• 40519-88-8 3-biphenyl-4-yl-5-oxo-5H-thiazolo[3,2-a]pyrimidine-6-carboxylic acid ethyl ester 
• 28142-90-7 4-biphenyl-4-yl-2-(2,5-dimethyl-pyrrol-1-yl)-thiazole 
• 73644-75-4 3-biphenyl-4-yl-7-chloro-thiazolo[3,2-a]pyrimidin-5-one 
• 40519-72-0 [(4-biphenyl-4-yl-thiazol-2-ylamino)-methylene]-malonic acid diethyl ester 
• 77203-62-4 2-{[(E)-4-Biphenyl-4-yl-thiazol-2-ylimino]-methyl}-4,6-dibromo-phenol 
• 77203-48-6 2-{[(E)-4-Biphenyl-4-yl-thiazol-2-ylimino]-methyl}-phenol 
• 77203-55-5 2-{[(E)-4-Biphenyl-4-yl-thiazol-2-ylimino]-methyl}-4-bromo-phenol 

Relevant academic research and scientific papers

Synthesis, X-ray crystallographic, spectroscopic and computational studies of aminothiazole derivatives

Aminothiazole organic compounds have diverse biological applications. Herein we report the synthesis of two aminothiazole derivatives: 4-(biphenyl-4-yl)thiazol-2-amine (1) and 4-(2′,4′-difluorobiphenyl-4-yl)thiazol-2-amine (2) via Suzuki-Miyaura cross cou

2-Amino-4-arylthiazoles through One-Pot Transformation of Alkylarenes with NBS and Thioureas

Treatment of alkylarenes with N-bromosuccinimide in a mixture of ethyl acetate and water at 60 °C, a mixture of acetonitrile and water at 80 °C, or a mixture of diethyl carbonate and water under irradiation with a tungsten lamp, followed by a reaction with thioureas or arenethioamides provided the corresponding 2-amino- 4-arylthiazoles or 2,4-diarylthiazoles in good to moderate yields, respectively, in one pot. The present reaction is an efficient one-pot transformation method of alkylarenes into 2-amino-4-arylthiazoles and 2,4-diarylthiazoles directly under mild and transition-metal-free conditions.

SUBSTITUTED AMINOTHIAZOLES AS INHIBITORS OF NUCLEASES

The invention provides compounds represented by the structural formula (1): wherein R1, R2, R3, R4, R5, R6 are as defined in the claims. The compounds are inhibitors of nucleases, and are useful in particular in a method of treatment and/or prevention of proliferative diseases, neurodegenerative diseases, and other genomic instability associated diseases.

Synthesis and biological evaluation of novel thiazol-2yl-amine derivatives as potential anticancer agents

Background: Chronic myelogenous leukemia (CML) is a myeloproliferative neoplasm that can occur in any age group but often seen in adults and contributing for about 20% of adult leukemias and it may contribute up to 15% of all types of leukemias threatenin

Green approach: An efficient synthesis of 2,4-disubstituted-1,3-thiazoles and selenazoles in aqueous medium under ultrasonic irradiation

An efficient and rapid procedure for the synthesis of 2,4-disubstituted-1,3-thiazoles and selenazoles has been described by the reaction of α-bromoketones with thiourea, phenylthiourea and selenourea at ambient temperature in aqueous medium under ultrasonic irradiation. Analytically pure products were formed within 10-60 s in excellent yields. The advantageous features of this non-conventional methodology over conventional methods are the operational simplicity, easy handling, yield-enhancing, time-reducing, mild reaction conditions and no by-product production.

Synthesis, biological evaluation and molecular docking studies of thiazole-based pyrrolidinones and isoindolinediones as anticonvulsant agents

A series of new 1-(thiazol-2-yl)pyrrolidin-2-one 5a-m and 2-(thiazol-2-yl)isoindoline-1,3-dione 6a-n derivatives were synthesized and evaluated for anticonvulsant activity. The activity was established in three seizure models: PTZ, picrotoxin and MES. Selected compounds were elected for neurotoxicity by the rotarod test. The most active compound of the series was 1-(4-(naphthalen-2-yl)thiazol-2-yl)pyrrolidin-2-one (5g), showing a PTZ effect dose (ED50) value of 18.4 mg/kg in mice. The median toxic dose (TD50) was 170.2 mg/kg, which provided a protection index (PI = TD50/ED50) of 9.2. A computational study was also carried out, including prediction of pharmacokinetic properties and docking studies. The structural assignments of the newly synthesized compounds were elucidated on the basis of spectroscopic data and single-crystal X-ray crystallography. Graphical Abstract: A series of new thiazole-based pyrrolidinones 5a-m and isoindolinediones 6a-l were synthesized and tested as anticonvulsant. The most active compound was 1-(4-(naphthalen-2-yl)thiazol-2-yl)pyrrolidin-2-one (5g), showing ED50 value 18.4 mg/kg.[Figure not available: see fulltext.]

Carbon tetrabromide mediated oxidative cyclocondensation of ketones and thioureas: An easy access to 2-aminothiazoles

A simple, mild, and efficient one-pot method for the synthesis of substituted 2-aminothiazoles has been reported. The reaction involves the formation of sulfenyl bromide as an umpolung intermediate of nucleophilic sulfur, which is responsible for C-S bond formation leading to oxidative cyclization of ketones and thioureas to furnish the desired products. Carbon tetrabromide was used as a convenient and mild brominating reagent under basic condition at room temperature to give 2-aminothiazoles in good to excellent yields.

Aminothiazole-featured pirinixic acid derivatives as dual 5-lipoxygenase and microsomal prostaglandin E2 synthase-1 inhibitors with improved potency and efficiency in vivo

Dual inhibition of microsomal prostaglandin E2 synthase-1 (mPGES-1) and 5-lipoxygenase (5-LO) is currently pursued as potential pharmacological strategy for treatment of inflammation and cancer. Here we present a series of 26 novel 2-aminothiaz

Convenient and simple synthesis of 2-aminothiazoles by the reaction of α-halo ketone carbonyls with ammonium thiocyanate in the presence of N-methylimidazole

Substituted 2-aminothiazole derivatives were obtained as a result of N-methylimidazole catalyzed cyclization of α-halo ketone carbonyls with ammonium thiocyanate in water-alcoholic media. The generality of the method has been demonstrated by screening a series of aromatic/heteroaromatic/aliphatic α-halo ketones, α-halo β-diketones, and α-halo β-ketoesters. The developed method is simple, mild, and general route for the preparation of diversely functionalized 2-aminothiazoles in good to moderate yields from readily available starting materials.

Facile one-pot procedure for the synthesis of 2-aminothiazole derivatives

A facile, efficient synthesis of 2-aminothiazole derivatives by the reaction of easily available aromatic methyl ketones with thiourea/N-substituted thioureas in the presence of copper(II) bromide was developed. The reaction underwent a one-pot ?-bromination/cyclization process.