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Imidazo[2,1-b]thiazole,3-methyl-6-phenylis a heterocyclic chemical compound with the molecular formula C12H9N3S. It features a unique structure where a thiazole ring is fused to an imidazole ring, which is further adorned with a methyl group and a phenyl group attached to the imidazole ring. Imidazo[2,1-b]thiazole,3-methyl-6-phenylbelongs to the class of imidazole derivatives and has garnered attention in the field of medicinal chemistry and drug discovery due to its potential pharmacological properties, such as anti-cancer and anti-inflammatory activities.

25968-20-1

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25968-20-1 Usage

Uses

Used in Pharmaceutical Industry:
Imidazo[2,1-b]thiazole,3-methyl-6-phenylis used as a pharmaceutical agent for its potential anti-cancer properties. Imidazo[2,1-b]thiazole,3-methyl-6-phenyl-'s unique structure allows it to interact with various biological targets, making it a promising candidate for the development of new cancer therapies.
Used in Medicinal Chemistry Research:
In the field of medicinal chemistry, Imidazo[2,1-b]thiazole,3-methyl-6-phenylis used as a key compound for studying its structure-activity relationships. This helps researchers understand how modifications to the compound's structure can influence its pharmacological properties, ultimately leading to the design of more effective drugs.
Used in Drug Discovery:
Imidazo[2,1-b]thiazole,3-methyl-6-phenylis utilized in drug discovery as a starting point for the development of new therapeutic agents. Its potential anti-inflammatory and anti-cancer activities make it an attractive scaffold for the synthesis of novel drugs targeting various diseases.
Used in Chemical Synthesis:
Imidazo[2,1-b]thiazole,3-methyl-6-phenylserves as a building block in the synthesis of more complex molecules with potential applications in various industries, including pharmaceuticals, agrochemicals, and materials science. Its unique structure and reactivity make it a valuable component in the creation of new compounds with diverse properties.

Check Digit Verification of cas no

The CAS Registry Mumber 25968-20-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,5,9,6 and 8 respectively; the second part has 2 digits, 2 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 25968-20:
(7*2)+(6*5)+(5*9)+(4*6)+(3*8)+(2*2)+(1*0)=141
141 % 10 = 1
So 25968-20-1 is a valid CAS Registry Number.
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

25968-20-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-methyl-6-phenylimidazo[2,1-b][1,3]thiazole

1.2 Other means of identification

Product number -
Other names HMS1396C14

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:25968-20-1 SDS

25968-20-1Relevant academic research and scientific papers

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

Yang, Zhonglie,Cao, Kun,Peng, Xiaoyan,Lin, Li,Fan, Danchen,Li, Jun-Long,Wang, Jingxia,Zhang, Xiaobin,Jiang, Hezhong,Li, Jiahong

supporting information, p. 3347 - 3352 (2021/10/20)

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

Iridium complex with 3-methyl-6-phenylimidazole[2, 1-b]thiazole derivative as main ligand

-

Paragraph 0029; 0033, (2020/03/12)

The invention discloses ten iridium (III) complexes, which are characterized in that: the main ligands of the complexes are 3-methyl-6-phenylimidazole[2, 1-b]thiazole (mpmt) and 3-methyl-6-(4-(trifluoromethyl)phenyl)imidazo[2, 1-b]thiazole (mtfpmt) respectively, and the auxiliary ligands are 2-picolinic acid (pic), isoquinoline-3-formic acid (3-IQA), quinoline-2-carboxylic acid (2-QA), 1-phenylisoquinoline (piq) and 2-(2, 4-difluorophenyl)pyridine (dfppy) respectively, and the structures are shown as the specification, wherein the definition of X substituent group is selected from one of twogroups of complexes. Light-emitting diodes prepared from the complexes have a maximum emission wavelength of 540.3-627.8nm and light-emitting efficiency of 0.18-3.01 lm.W, wherein (mtfpmt)2Ir(pic)emits pure green light, and (mpmt)2Ir(2-QA) emits pure red light, and the color purity is high. near white light can be obtained after mixing of the light emitted by (mtfpmt)2Ir(dfppy) and a galliumnitride chip, therefore the complexes can be used for making of white light LED. Excellent performance of the devices indicates that the complexes have application value in preparation of organic photoluminescent and electroluminescent devices. The invention discloses a structure and a synthesis method of the complexes, and a structure and a preparation method of organic photoluminescent devices.

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

Yin, Xin-ying,Yang, Zhi-yu,Huang, Guo-li,Bian, Jian-jian,Wang, Deng-qiang,Wang, Qin,Teng, Ming-yu,Wang, Zheng-liang,Zhang, Jie

, p. 5849 - 5856 (2019/04/16)

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.

Ligand-free copper-catalyzed regioselective C-2 arylation of imidazo[2,1-b]thiazoles

Huang, Guoli,Sun, Hongsheng,Qiu, Xiaojie,Jin, Can,Lin, Chen,Shen, Yingzhong,Jiang, Juli,Wang, Leyong

supporting information; experimental part, p. 5224 - 5227 (2011/12/04)

An effective, regioselective C-2 arylation of imidazo[2,1-b]thiazoles catalyzed by Cu(I) has been developed. This arylation proceeded smoothly without promotion of the ligands, and various functional (22 samples) groups were well tolerated. Preliminary mechanistic studies of this arylation are also reported.

Synthesis and biological activity of some 3-methyl/ethoxycarbonyl-6-arylimidazo[2,1-b]thiazoles and their 5-bromo/ 5-formyl derivatives

Khazi,Koti,Gadad,Mahajanshetti,Shivakumar,Akki

, p. 393 - 398 (2007/10/03)

Facile reaction of arylacylbromide 1 with 2-amino-4-methylthiazole 2 and its hindered reaction with 2-amino-4-ethoxycarbonylthiazole 3 during the synthesis of 3-methyl/ethoxycarbonyl-6-arylimidazo[2,1-b]thiazoles 8/9 are explained on the basis of electron

Reaction of 2-Aminothiazoles with Reagents containing a C-Halogen and a C=O Electrophilic Centre

Compton, Victoria J.,Meakins, G. Denis,Raybould, Amanda J.

, p. 2029 - 2032 (2007/10/02)

Seven reagents of different types having in common a C-Hal and a C=O electrophilic centre have been used in a study of their reactions with 2-aminothiazoles.Three reagents, CHBrAc2 and ROCHBrCO2Et (R = Me, Ph), gave imidazothiazoles, thus providing useful routes to the 5-acetyl and 5-ethoxycarbonyl derivatives.Unexpectedly, the solvent (acetone) was involved in the reaction of the fourth reagent, CHBr(CO2Et)2, with 2-aminothiazole which led to 5,5-di(ethoxycarbonyl)-6,6-dimethyl-5,6-dihydroimidazothiazole (yield 81percent).With the last three reagents (AcCHBrNO2, BzCHBrCN and ICH2CO2C6H4NO2-p) the outcome was simpler, viz., the formation of 2-amidothiazoles.It is proposed that electrophilic attack by the endo-N of the 2-aminothiazole is the first step in all cases.This occurs at the C-Hal centre of the first four reagents and is followed by cyclisation to the exo-N.In the last three electrophiles the presence of the groups well suited to leaving as stabilised anions favours addition to the C=O group; the intermediates so formed subsequently isomerise to the more stable exo-N substituted products.

Substituted imidazo[2,1-b]thiazoles from 2-aminothiazoles and α-bromo ketones: Efficient preparation and proof of structure

Meakins, G. Denis,Musk, Sally R. R.,Robertson, Colin A.,Woodhouse, Lee S.

, p. 643 - 648 (2007/10/02)

The salts formed from α-aminothiazoles and α-bromo ketones (RCOCH2Br) have been basified, and the products converted into amides. Examination of the amides established that they are 2-acylimino-2,3- dihydrothiazoles rather than 2-acylaminothiaz

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