7120-13-0

Basic information

• Product Name: 6-(4-BROMO-PHENYL)-IMIDAZO[2,1-B]THIAZOLE
• Synonyms: 6-(4-BROMO-PHENYL)-IMIDAZO[2,1-B]THIAZOLE;6-(4-BROMOPHENYL)IMIDAZO[2,1-B][1,3]THIAZOLE;BUTTPARK 8\02-35
• CAS NO: 7120-13-0
• Molecular Formula: C₁₁H₇BrN₂S
• Molecular Weight: 279.16
• Mol File: 7120-13-0.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• Density: 1.67 g/cm³
• Refractive Index: 1.75
• CAS DataBase Reference: 6-(4-BROMO-PHENYL)-IMIDAZO[2,1-B]THIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-(4-BROMO-PHENYL)-IMIDAZO[2,1-B]THIAZOLE(7120-13-0)
• EPA Substance Registry System: 6-(4-BROMO-PHENYL)-IMIDAZO[2,1-B]THIAZOLE(7120-13-0)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 7120-13-0(Hazardous Substances Data)

Usage

General Description

6-(4-Bromo-phenyl)-imidazo[2,1-b]thiazole is a chemical compound with a molecular formula C11H7BrN2S. It is a heterocyclic compound containing an imidazole ring fused to a thiazole ring, with a 4-bromophenyl group attached to the imidazole ring. 6-(4-Bromo-phenyl)-imidazo[2,1-b]thiazole has potential applications in the field of medicinal chemistry, as it can act as a core structure for the development of pharmaceutical drugs. Additionally, it has been studied for its potential as an antiviral and anticancer agent, although further research is needed to determine its full range of biological activities and potential therapeutic uses. The synthesis and study of this compound is of interest to scientists and researchers working in the field of organic chemistry and drug discovery.

InChI:InChI=1/C11H7BrN2S/c12-9-3-1-8(2-4-9)10-7-14-5-6-15-11(14)13-10/h1-7H

Upstream product

• 96-50-4 2-thiazolylamine 
• 875289-82-0 2,4-dinitro-benzenesulfonic acid 2-(4-bromo-phenyl)-2-oxo-ethyl ester 
• 99-90-1 para-bromoacetophenone 
• 98475-05-9 α-tosyloxy-4-bromoacetophenone 
• 119658-48-9 2-amino-3-[2-(4-bromo-phenyl)-2-oxo-ethyl]-thiazolium; bromide 
• 99-73-0 para-bromophenacyl bromide 

Downstream Products

• 1395225-97-4 1-(6-(4-bromophenyl)imidazo[2,1-b]thiazol-5-yl)-2-chloroethanone 
• 1395225-89-4 4-(6-(4-bromophenyl)imidazo[2,1-b]thiazol-5-yl)-N-(4-chlorophenyl)thiazol-2-amine 
• 1395225-86-1 4-(6-(4-bromophenyl)imidazo[2,1-b]thiazol-5-yl)-N-(3,5-dichlorophenyl)thiazol-2-amine 
• 1395225-81-6 4-(6-(4-bromophenyl)imidazo[2,1-b]thiazol-5-yl)-N-phenylthiazol-2-amine 
• 439095-24-6 [6-(4-bromophenyl)imidazo[2,1-b][1,3]thiazol-5-yl]methanol 
• 138976-60-0 5-bromo-6-(4-bromophenyl)imidazo[2,1-b]thiazole 
• 91065-26-8 6-(4-bromophenyl)-5-nitrosoimidazo[2,1-b][1,3]thiazole 
• 93191-39-0 6-(4-bromo-phenyl)-5-(2,4-dinitro-phenylazo)-imidazo[2,1-b]thiazole 

Relevant articles and documents

DL5050, a Selective Agonist for the Human Constitutive Androstane Receptor

The constitutive androstane receptor (CAR) is a xenobiotic sensor governing the transcription of genes involved in drug disposition, energy homeostasis, and cell proliferation. However, currently available human CAR (hCAR) agonists are nonselective, which

Playing with opening and closing of heterocycles: Using the cusmano-ruccia reaction to develop a novel class of oxadiazolothiazinones, active as calcium channel modulators and P-glycoprotein inhibitors

As a result of the ring-into-ring conversion of nitrosoimidazole derivatives, we obtained a molecular scaffold that, when properly decorated, is able to decrease inotropy by blocking L-type calcium channels. Previously, we used this scaffold to develop a quantitative structure-activity relationship (QSAR) model, and we used the most potent oxadiazolothiazinone as a template for ligand-based virtual screening. Here, we enlarge the diversity of chemical decorations, present the synthesis and in vitro data for 11 new derivatives, and develop a new 3D-QSAR model with recent in silico techniques. We observed a key role played by the oxadiazolone moiety: given the presence of positively charged calcium ions in the transmembrane channel protein, we hypothesize the formation of a ternary complex between the oxadiazolothiazinone, the Ca2+ ion and the protein. We have supported this hypothesis by means of pharmacophore generation and through the docking of the pharmacophore into a homology model of the protein. We also studied with docking experiments the interaction with a homology model of P-glycoprotein, which is inhibited by this series of molecules, and provided further evidence toward the relevance of this scaffold in biological interactions. Copyright:

Hypervalent iodine(iii) sulfonate mediated synthesis of 6-arylimidazo[2,1-b]thiazoles in liquid PEG-400

PEG-400[poly(ethylene glycol-400)] is used as reaction medium in the one-pot synthesis of 6-arylimidazo[ 2,1-b]thiazoles by reaction with aryl ketones, hypervalent iodine(III) sulfonate and 2-aminothiazole. Significant rate enhancements and improved yield