64951-09-3

Usage

Uses

Used in Pharmaceutical Industry:
IMIDAZO[2,1-B][1,3]BENZOTHIAZOLE-2-CARBOXYLIC ACID is used as a key building block for the design and synthesis of pharmaceutical drugs due to its potential biological activities. Its antimicrobial properties make it a candidate for developing new antibiotics to combat resistant bacteria, while its anticancer properties suggest its use in creating novel therapeutic agents for the treatment of various types of cancer.
Used in Chemical Research:
Due to its unique molecular structure and potential reactivity, IMIDAZO[2,1-B][1,3]BENZOTHIAZOLE-2-CARBOXYLIC ACID is also utilized in chemical research for exploring new reactions and mechanisms. This can lead to the discovery of new chemical compounds with diverse applications in various industries, including material science, agrochemicals, and more.

InChI:InChI=1/C10H6N2O2S/c13-9(14)6-5-12-7-3-1-2-4-8(7)15-10(12)11-6/h1-5H,(H,13,14)

Upstream product

• 64951-05-9 ethyl imidazo[2,1-b]-benzthiazole-2-carboxylate 
• 136-95-8 2-amino-benzthiazole 
• 1113-59-3 bromopyruvic acid 
• 21224-16-8 2-amino-6-ethylbenzo[d]thiazole 

Downstream Products

• 114094-98-3 Benzo[d]imidazo[2,1-b]thiazole-2-carboxylic acid cyclohexyl ester 
• 852670-21-4 AB₅₃₀ 

Relevant academic research and scientific papers

Design and synthesis of 1,2,3-triazolo linked benzo[d]imidazo[2,1-b]thiazole conjugates as tubulin polymerization inhibitors

1,2,3-Triazolo linked benzo[d]imidazo[2,1-b]thiazole conjugates (5a–v) were designed, synthesized and evaluated for their cytotoxic potency against some human cancer cell lines like DU-145 (prostate), HeLa (cervical), MCF-7 (breast) HepG2 (liver) and A549 (lung). Preliminary results revealed that some of these conjugates like 5f and 5k exhibited significant antiproliferative effect against human breast cancer cells (MCF-7) with IC50 values of 0.60 and 0.78?μM respectively. Flow cytometric analysis of the cell cycle demonstrated an increase in the percentage of cells in the G2/M phase which was further authenticated by elevation of cyclin B1 protein levels. Immunocytochemistry revealed loss of intact microtubule structure in cells treated with 5f and 5k, and western blot analysis revealed that these conjugates accumulated more tubulin in the soluble fraction. Moreover, the conjugates caused apoptosis of the cells that was confirmed by mitochondrial membrane potential and Annexin V-FITC assay. Molecular docking studies indicated that these conjugates occupy the colchicine binding site of the tubulin protein.

Fully automated continuous flow synthesis of highly functionalized imidazo[1,2-a] heterocycles

[Chemical equation presented] The first continuous flow synthesis of imidazo[1,2-a]pyridine-2-carboxylic acids directly from 2-aminopyridines and bromopyruvic acid has been developed, representing a significant advance over the corresponding in-flask method. The process was applied to the multistep synthesis of imidazo[1,2-a]pyridine-2-carboxamides, including a Mur ligase inhibitor, using a two microreactor, multistep continuous flow process without isolation of intermediates.

Arylcarboxyamino-substituted diaryl ureas as potent and selective FLT3 inhibitors

A series of diaryl ureas with an amide substitution at the 4-position was prepared and found to be potent and selective FLT3 inhibitors with good oral bioavailability and efficacy in a tumor xenograft model.

Synthesis and SAR study of imidazo[2,1-b]benzothiazole acids and some related compounds with anti-inflammatory and analgesic activities

Some (un)substituted imidazo[2,1-b]benzothiazole carboxylic or acetic acids and some related compounds, i.e. imidazo[2,1-b]naphtho[2,1-d]thiazole, 4H-imidazo[2,1-c][1,4]benzothiazine, 4,5-dihydroimidazo[2,1-d][1,5]benzothiazepine carboxylic and acetic aci

(Imidazopyrimidin-2-yl)phenylmethanones and Related Compounds as Potential Nonsedative Anxiolytics

Several series of heterocyclic carboxylic esters were found to be active in the benzodiazepine receptor binding assay, a typical example being ethyl 7-ethyl-5-methoxyimidazoquinoline-2-carboxylate (4b) with an IC50 of 150 nM.The correspo

Synthesis and oral antiallergic activity of carboxylic acids derived from imidazo[2,1-c][1,4]benzoxazines, imidazo[1,2-a]quinolines, imidazo[1,2-a]quinoxalines, imidazo[1,2-a]quinoxalinones, pyrrolo[1,2-a]quinoxalinones, pyrrolo[2,3-a]quinoxalinones, and

4H-Imidazo[2,1-c][1,4]benzoxazine-1-carboxylic acid (3) was found to possess potent activity in the IgE-induced rat passive cutaneous anaphylaxis model which may be predictive of clinical antiallergic activity. Compared to disodium cromoglycate (DSCG,1),