109113-98-6

Usage

Uses

Used in Pharmaceutical Industry:
6-(trifluoromethyl)imidazo[2,1-b]thiazole is used as a key intermediate in the synthesis of various pharmaceutical compounds for its potential biological activities. It is particularly valued for its antifungal and antibacterial properties, making it a promising candidate in the development of new drugs to combat infections.
Used in Agrochemical Industry:
In the agrochemical field, 6-(trifluoromethyl)imidazo[2,1-b]thiazole is employed as a building block in the creation of agrochemicals. Its incorporation into these products leverages its antifungal and antibacterial characteristics to protect crops and enhance agricultural yields.
Used in Drug Development:
6-(trifluoromethyl)imidazo[2,1-b]thiazole is utilized as a structural component in the research and development of novel therapeutic agents. Its unique properties and structure contribute to the design of drugs intended for the treatment of a range of diseases, showcasing its versatility in medicinal chemistry.

InChI:InChI=1/C6H3F3N2S/c7-6(8,9)4-3-11-1-2-12-5(11)10-4/h1-3H

Upstream product

• 96-50-4 2-thiazolylamine 
• 431-35-6 3-bromo-1,1,1-trifluoroacetone 
• 169260-95-1 2-Trifluoromethyl-2-phenylsulfonyloxirane 

Downstream Products

• 1007874-87-4 6-trifluoromethyl-imidazo[2,1-b]thiazole-5-carboxylic acid 
• 1257653-74-9 (E)-3-(6-(trifluoromethyl)imidazo[2,1-b]thiazol-5-yl)-1-(3,4,5-trimethoxyphenyl)prop-2-en-1-one 
• 1257653-76-1 (E)-3-(6-(trifluoromethyl)imidazo[2,1-b]thiazol-5-yl)-1-(3,4-dimethoxyphenyl)prop-2-en-1-one 
• 564443-27-2 6-(trifluoromethyl)imidazo[2,1-b]thiazol-5-carbaldehyde 

Relevant academic research and scientific papers

Synthesis of imidazothiazole-chalcone derivatives as anticancer and apoptosis inducing agents

A new class of imidazo[2,1-b]thiazole chalcone derivatives were synthesized and evaluated for their anticancer activity. These chalcone derivatives show promising activity, with logGI50 values ranging from -7.51 to -4.00. The detailed biological aspects of these derivatives toward the MCF-7 cell line were studied. Interestingly, these chalcone derivatives induced G 0/G1-phase cell-cycle arrest, down-regulation of G 1-phase cell-cycle regulatory proteins such as cyclin D1 and cyclin E1, and up-regulation of CDK4. Moreover, these compounds elicit the characteristic features of apoptosis such as enhancement in the levels of p53, p21, and p27, suppression of NF-κB, and up-regulation of caspase-9. One of these chalcone derivatives, 3d, is potentially well suited for detailed biological studies, either alone or in combination with existing therapies. Breaking the cycle: We undertook an extensive examination of the ability of a series of new chalcone derivatives to regulate the cell cycle and to induce apoptosis in various cancer cell lines. Compound 3d is a particularly suitable candidate for further detailed biological investigations, especially in the treatment of breast cancer.

3-AZA-BICYCLO[3.1.0]HEXANE DERIVATIVES

The invention relates to 3-aza-bicyclo[3.1.0]hexane derivatives of formula (I) wherein A, B, n, X, and R1 are as described in the description, and salts thereof, and their use as orexin receptor antagonists.

TRANS-3-AZA-BICYCLO[3.1.0]HEXANE DERIVATIVES

The invention relates to novel trans-3-aza-bicyclo[3.1.0]hexane derivatives of formula (I), wherein A, B, n and R1 are as described in the description, and to the use of such compounds, or of pharmaceutically acceptable salts of such compounds, as medicaments, especially as orexin receptor antagonists.

2-AZA-BICYCLO[3.1.0]HEXANE DERIVATIVES

The invention relates to novel 2-aza-bicyclo[3.1.0]hexane derivatives of Formula (I) wherein A, B, n and R1 are as described in the description, and to the use of such compounds, or of pharmaceutically acceptable salts of such compounds, as medicaments, especially as orexin receptor antagonists.

α- or β-Trifluoromethyl epoxysulfones: new C3 reagents for heterocyclisation

The syntheses of α- and β-trifluoromethyl epoxysulfones 1 and 2 are described.Compound 1 reacts with nucleophiles and bis-nucleophiles to furnish trifluoromethyl ketones and trifluoromethyl heterocycles in good yield, while its isomer 2 leads to the opposite thiazole regioisomers with thioamides. - Keywords: Trifluoromethyl epoxysulfones; Heterocyclisation; Regioisomers; NMR spectroscopy; IR spectroscopy

Syntheses of Trifluoromethyl Heterocycles

Mono and bicyclic heterocycles bearing trifluoromethyl substituent have been synthesized and characterized by spectral studies. 4(5)-Trifluoromethylimidazole (3) is prepared from the reaction of 3,3-dibromo-1,1,1-trifluoroacetone (2) with formaldehyde and ammonia.N-Methylation of 3 by phase transfer reaction gives 1-methyl-4-trifluoromethylimidazole (4). 2-Amino-4-trifluoromethylimidazole (5) is similarly obtained from 3-bromo-1,1,1-trifluoroacetone (1) and thiourea.The reaction of 1 with 2-aminopyridine and 2-aminothiazole gives 2-trifluoromethylimidazopyridine (7) and 6-trifluoromethylimidazothiazole (9) respectively.