57626-46-7

Basic information

• Product Name: (6-PHENYL-IMIDAZO[2,1-B]THIAZOL-3-YL)-ACETIC ACID ETHYL ESTER
• Synonyms: (6-PHENYL-IMIDAZO[2,1-B]THIAZOL-3-YL)-ACETIC ACID ETHYL ESTER
• CAS NO: 57626-46-7
• Molecular Formula: C₁₅H₁₄N₂O₂S
• Molecular Weight: 286.35
• Mol File: 57626-46-7.mol
• Article Data: 4

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.29g/cm³
• Refractive Index: 1.651
• CAS DataBase Reference: (6-PHENYL-IMIDAZO[2,1-B]THIAZOL-3-YL)-ACETIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: (6-PHENYL-IMIDAZO[2,1-B]THIAZOL-3-YL)-ACETIC ACID ETHYL ESTER(57626-46-7)
• EPA Substance Registry System: (6-PHENYL-IMIDAZO[2,1-B]THIAZOL-3-YL)-ACETIC ACID ETHYL ESTER(57626-46-7)

Safety Data

• Hazardous Substances Data: 57626-46-7(Hazardous Substances Data)

Usage

General Description

(6-Phenyl-Imidazo[2,1-b]thiazol-3-yl)-acetic acid ethyl ester is a compound that belongs to the class of organic compounds known as benzothiazoles. It consists of a thiazole ring fused to an imidazole ring, with a phenyl group attached to the carbon atom in position 6 of the imidazole ring. Additionally, it contains an acetic acid ethyl ester moiety. This chemical compound is primarily used in the synthesis of pharmaceutical drugs and other organic compounds. Its structure and properties make it a valuable building block in the development of new drugs and chemical compounds with potential therapeutic benefits.

InChI:InChI=1/C15H14N2O2S/c1-2-19-14(18)8-12-10-20-15-16-13(9-17(12)15)11-6-4-3-5-7-11/h3-7,9-10H,2,8H2,1H3

Upstream product

• 70-11-1 α-bromoacetophenone 
• 53266-94-7 ethyl 2-amino-1,3-thiazol-4-acetate 
• 57626-44-5 2-amino-4-ethoxycarbonylmethyl-3-(2-oxo-2-phenyl-ethyl)-thiazolium; bromide 
• 121953-08-0 4-ethoxycarbonylmethyl-2-imino-3-phenacyl-2,3-dihydrothiazole 

Downstream Products

• 940794-02-5 N-(6-morpholinopyridin-3-yl)-2-(6-phenylimidazo[2,1-b]thiazol-3-yl)acetamide 
• 1388831-88-6 N-(6-methoxypyridin-3-yl)-2-(6-phenylimidazo[2,1-b]thiazol-3-yl)acetamide 
• 1388831-90-0 N-(6-chloropyridin-3-yl)-2-(6-phenylimidazo[2,1-b]thiazol-3-yl)acetamide 
• 1388831-91-1 N-(6-fluoropyridin-3-yl)-2-(6-phenylimidazo[2,1-b]thiazol-3-yl)acetamide 
• 1388831-95-5 N-(6-(4-methylpiperazin-1-yl)pyridin-3-yl)-2-(6-phenylimidazo[2,1-b]thiazol-3-yl)acetamide 
• 1388831-98-8 N-(6-(4-(4-methoxybenzyl)piperazin-1-yl)pyridin-3-yl)-2-(6-phenylimidazo[2,1-b]thiazol-3-yl)acetamide 
• 1388832-00-5 N-(6-(4-(4-fluorobenzyl)piperazin-1-yl)pyridin-3-yl)-2-(6-phenylimidazo[2,1-b]thiazol-3-yl)acetamide 
• 85731-93-7 (6-phenylimidazo[2,1-b]thiazol-3-yl)acetic acid hydrazide 
• 68347-91-1 6-phenylimidazo<2,1-b>thiazole-3-acetic acid 

Relevant articles and documents

Synthesis and cytotoxic activity of some novel N-pyridinyl-2-(6- phenylimidazo[2,1-b]thiazol-3-yl)acetamide derivatives

A series of novel compounds bearing imidazo[2,1-b]thiazole scaffolds were designed and synthesized based on the optimization of the virtual screening hit compound N-(6-morpholinopyridin-3-yl)-2-(6-phenylimidazo[2,1-b]thiazol-3-yl) acetamide (5a), and tested for their cytotoxicity against human cancer cell lines, including HepG2 and MDA-MB-231. The results indicated that the compound 2-(6-(4-chlorophenyl)imidazo [2,1-b]thiazol-3-yl)-N-(6-(4-(4-methoxybenzyl) piperazin-1-yl)pyridin-3-yl)acetamide (5l), with slightly higher inhibition on VEGFR2 than 5a (5.72% and 3.76% inhibitory rate at 20 μM, respectively), was a potential inhibitor against MDA-MB-231 (IC50 = 1.4 μM) compared with sorafenib (IC50 = 5.2 μM), and showed more selectivity against MDA-MB-231 than HepG2 cell line (IC50 = 22.6 μM).

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

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