109113-98-6

Basic information

• Product Name: 6-(trifluoromethyl)imidazo[2,1-b]thiazole
• Synonyms: 6-(trifluoromethyl)imidazo[2,1-b]thiazole
• CAS NO: 109113-98-6
• Molecular Formula: C6H3F3N2S
• Molecular Weight: 192.1616296
• Mol File: 109113-98-6.mol

Chemical Properties

• Appearance: /
• Density: 1.654g/cm³
• Refractive Index: 1.606
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 2.38±0.40(Predicted)
• CAS DataBase Reference: 6-(trifluoromethyl)imidazo[2,1-b]thiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 6-(trifluoromethyl)imidazo[2,1-b]thiazole(109113-98-6)
• EPA Substance Registry System: 6-(trifluoromethyl)imidazo[2,1-b]thiazole(109113-98-6)

Safety Data

• Hazardous Substances Data: 109113-98-6(Hazardous Substances Data)

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

• 564443-27-2 6-(trifluoromethyl)imidazo[2,1-b]thiazol-5-carbaldehyde 
• 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 

Relevant articles and documents

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.

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.

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.