25968-20-1

Basic information

• Product Name: Imidazo[2,1-b]thiazole,3-methyl-6-phenyl-
• Synonyms: Imidazo[2,1-b]thiazole,3-methyl-6-phenyl-;3-methyl-6-phenylimidazo[2,1-b]thiazole
• CAS NO: 25968-20-1
• Molecular Formula: C₁₂H₁₀N₂S
• Molecular Weight: 214.2862
• Mol File: 25968-20-1.mol
• Article Data: 9

Chemical Properties

• Melting Point: 113 °C(Solv: ligroine (8032-32-4))
• Appearance: /
• Density: 1.26g/cm³
• Refractive Index: 1.691
• PKA: 6.41±0.40(Predicted)
• CAS DataBase Reference: Imidazo[2,1-b]thiazole,3-methyl-6-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Imidazo[2,1-b]thiazole,3-methyl-6-phenyl-(25968-20-1)
• EPA Substance Registry System: Imidazo[2,1-b]thiazole,3-methyl-6-phenyl-(25968-20-1)

Safety Data

• Hazardous Substances Data: 25968-20-1(Hazardous Substances Data)

Usage

General Description

Imidazo[2,1-b]thiazole, 3-methyl-6-phenyl- is a chemical compound with the molecular formula C12H9N3S. It belongs to the class of imidazole derivatives, which are heterocyclic compounds containing a five-membered ring with two nitrogen atoms and three carbon atoms. This specific compound is characterized by a thiazole ring fused to an imidazole ring, with a methyl group and a phenyl group attached to the imidazole ring. Imidazo[2,1-b]thiazole derivatives have been studied for their pharmacological properties, including potential as anti-cancer and anti-inflammatory agents. The structure and properties of Imidazo[2,1-b]thiazole, 3-methyl-6-phenyl- make it a subject of interest in medicinal chemistry and drug discovery research.

InChI:InChI=1/C12H10N2S/c1-9-8-15-12-13-11(7-14(9)12)10-5-3-2-4-6-10/h2-8H,1H3

Upstream product

• 6857-34-7 4-phenyl-1,3-dihydro-2H-imidazole-2-thione 
• 78-95-5 chloroacetone 
• 121953-07-9 2-imino-4-methyl-3-phenacyl-2,3-dihydrothiazole 
• 7305-71-7 5-methyl-2-thiazol-2-amine 
• 70-11-1 α-bromoacetophenone 
• 55919-47-6 ethyl 2-bromo-3-oxo-3-phenylpropionate 
• 127801-92-7 ethyl 3-methyl-6-phenylimidazo<2,1-b>thiazole-5-carboxylate 
• 1603-91-4 4-methylthiazol-2-ylamine 
• 64-17-5 ethanol 

Downstream Products

• 17833-12-4 3-methyl-6-phenyl-5-phenylazo-imidazo[2,1-b]thiazole 
• 17833-09-9 N-(3-methyl-6-phenyl-imidazo[2,1-b]thiazol-5-yl)-hydrazine-N,N'-dicarboxylic acid diethyl ester 
• 105789-87-5 5-bromo-3-methyl-6-phenylimidazo[2,1-b]thiazole 
• 91493-99-1 3-methyl-5-nitroso-6-phenyl-imidazo[2,1-b]thiazole 
• 113991-01-8 3-methyl-5-nitro-6-(4-nitro-phenyl)-imidazo[2,1-b]thiazole 
• 103503-25-9 3-methyl-6-p-nitrophenylimidazo<2,1-b>thiazole 

Relevant articles and documents

Micellar Catalysis: Visible-Light Mediated Imidazo[1,2-a]pyridine C—H Amination with N-Aminopyridinium Salt Accelerated by Surfactant in Water

A light-promoted metal-free protocol for the amination of imidazo[1,2-a]pyridines with N-aminopyridinium salt by the assistance of surfactants in water was reported, charactering mild and environmentally benign conditions, as well as great functional grou

Synthesis and properties of a series of iridium complexes with imidazolo[2,1-b]thiazole derivatives as primary ligands

3-Methyl-6-phenylimidazo[2,1-b]thiazole (mpmt) and 3-methyl-6-(4-(trifluoromethyl)phenyl)imidazo[2,1-b]thiazole (mtfpmt) were easily prepared from thiourea, acetone (or trifluoroacetone), and α-bromoacetophenone as novel primary ligands. These were used to synthesize ten phosphorescent iridium complexes with picolinate (pic), isoquinoline-5-carboxylic acid (3-IQA), quinoline-2-carboxylic acid (2-QA), phenyl isoquinoline (piq), and 1,4-difluorophenyl pyrimidine (dfppy) as ancillary ligands. Their structures, photoluminescence, and electrochemistry were investigated. The introduction of trifluoromethyl groups at the phenyl ring of mpmt and to mtfpmt blue shifts the emission spectra of Ir3+ complexes by about 50 nm, and the corresponding emission peaks in CH2Cl2, which shifted from 545 to 613 nm, were observed at room temperature with an increase in the corresponding internal quantum efficiencies (IQEs) from 5.8% to 31.6%. Constructed with title complexes as emitters, LED chips based on InGaN chip excitation show good performances. Particularly, a device based on (mpmt)2Ir(2-QA) showed the best red light emission with a CIE (0.64, 0.30), a CRI of 72.0, and a color purity that was over 80%. Also, a device based on (mpmt)2Ir(3-IQA) provided a maximum luminescence efficiency of 3.01 lm W?1. These results suggest that the title complexes have potential applications in LED chips and OLEDs.

1H and 13C assignments of three series bioactive imidazo[2,1-b]thiazole derivatives

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