7025-32-3

Usage

Chemical Class

The compound belongs to the class of imidazo[2,1-b][1,3]benzothiazole derivatives.

Pharmacological Properties

The compound has potential pharmacological properties and is commonly used in medicinal chemistry.

Biological Activities

The compound has been studied for its various biological activities, including its potential as an antitumor, anti-inflammatory, and antiviral agent.

Enzyme Inhibition

The compound has shown potential as an inhibitor of certain enzymes involved in disease processes.

Structural Element

The 4-chlorophenyl group in the compound is a key structural element for further drug design and development.

Therapeutic Applications

The compound is a promising compound with potential therapeutic applications.

Upstream product

• 136-95-8 2-amino-benzthiazole 
• 536-38-9 4-chlorobenzoylmethyl bromide 
• 99-91-2 para-chloroacetophenone 
• 75-52-5 nitromethane 
• 104-88-1 4-chlorobenzaldehyde 
• 25917-49-1 1-(4-chlorophenyl)-2-(p-tolylsulfonyloxy)ethanone 
• 30192-88-2 1-(4-chloro-phenyl)-2-(2-imino-benzothiazol-3-yl)-ethanone 
• 99582-74-8 1-(4-chlorophenyl)-2-(2-imino-3(2H)-benzothiazolyl)ethanone hydrobromide 

Downstream Products

• 121060-36-4 [2-(4-Chloro-phenyl)-benzo[d]imidazo[2,1-b]thiazol-3-ylmethyl]-dimethyl-amine 
• 79902-72-0 2-(p-chlorophenyl)-3-formylimidazo[2,1-b]benzothiazole 
• 79890-24-7 2-(4-chlorophenyl)-3-nitrosobenzo[d]imidazo[2,1-b][1,3]thiazole 
• 121060-43-3 [2-(4-Chloro-phenyl)-benzo[d]imidazo[2,1-b]thiazol-3-yl]-acetonitrile 
• 121060-49-9 [2-(4-Chloro-phenyl)-benzo[d]imidazo[2,1-b]thiazol-3-yl]-acetic acid 
• 121060-54-6 methyl [2-(4-chlorophenyl)imidazo[2,1-b][1,3]benzothiazol-3-yl]acetate 
• 121060-40-0 [2-(4-Chloro-phenyl)-benzo[d]imidazo[2,1-b]thiazol-3-ylmethyl]-trimethyl-ammonium; iodide 
• 1609583-56-3 2-(4-chlorophenyl)-3-(phenylthio)benzo[d]imidazo[2,1-b]thiazole 
• 1344654-81-4 4-nitrophenyl {4-[2-(4-chlorophenyl)imidazo[2,1-b][1,3]benzothiazol-3-yl]phenoxyl}acetate 
• 1344654-83-6 {4-[2-(4-chlorophenyl)imidazo[2,1-b][1,3]benzothiazol-3-yl]phenoxy}acetyl chloride 
• 1344654-77-8 {4-[2-(4-chlorophenyl)imidazo[2,1-b][1,3]benzothiazole-3-yl]phenoxy}acetic acid 

Relevant academic research and scientific papers

Design, synthesis and anticancer activity of sulfenylated imidazo-fused heterocycles

We report herein, the design, synthesis and study of anticancer properties of sulfenylated 2-phenylimidazo[1,2-a]pyridines and their analogues. A set of twenty sulfenylated imidazo[1, 2-a]pyridine derivatives were synthesized. Whereby elusive amendments to the imidazo[1,2-a]pyridine motif confer dramatic changes in functional affinity of a novel action to modulate anticancer activity in seven different human cancer cell lines i.e.: MDA MB 231 (breast), HepG2 (liver), Hela (cervical), A549 (lung), U87MG (glioblastoma), SKMEL-28 (skin melanoma) and DU-145 (prostate) by employing MTT assay. Among the series, compounds 4e (naphthalene), 4f (styrene) and 4h (thiomethyl) showed potent activity towards human liver cancer cells HepG2. Cell cycle analysis results revealed that these compounds arrested the cell cycle at G2/M phase and induced apoptosis in human liver cancer cells HepG2. It was further confirmed by Hoechst staining, Measurement of mitochondrial membrane potential (ΔΨm) and Annexin V-FITC assay.

Sodium Salts (NaI/NaBr/NaCl) for the Halogenation of Imidazo-Fused Heterocycles

We report herein an effective method for the halogenation of imidazo-fused heterocycles using readily available sodium salts (NaCl/NaBr/NaI) as halogen source and K2S2O8 (or) oxone as promoter. A variety of C-3 halogenated imidazo[1,2-a]pyridines and benzo[d]imidazo[2,1-b]thiazoles were obtained in good to excellent yields. The present method of halogenation has been also extended to 2-aminopyridines, 2-aminopyrimidine, indole, and isoquinoline with moderate to excellent yields.

Visible light triggered, catalyst free approach for the synthesis of thiazoles and imidazo[2,1-: B] thiazoles in EtOH:H2O green medium

The development of a visible light promoted, mild and greener approach for the synthesis of highly functionalized thiazoles and imidazo[2,1-b]thiazoles under photochemical activation in EtOH:H2O green medium is demonstrated. The characteristic feature of the present protocol is the utilization of visible light (an omnipresent, nontoxic, environmentally benign and inexpensive reagent) to form C-S and C-N bonds and circumvent the use of catalysts or photosensitizers. The reported protocol is the first example of visible light promoted synthesis of thiazoles and imidazo[2,1-b]thiazoles with various attractive features like being catalyst free, eco-efficient and possessing cost effectiveness, short reaction time, excellent yields and sustainability to fulfill the parameters of green chemistry.

Iron-catalyzed unprecedented formation of benzo[d]imidazo[2,1-b]thiazoles under solvent-free conditions

The unprecedented formation of benzo[d]imidazo[2,1-b]thiazole during iron-catalyzed coupling of 2-aminobenzothiazole, aldehydes with nitroalkane in air has been observed. This unique transformation possibly occurs through a sequential aza-Henry reaction and subsequent intramolecular cyclization, followed by denitration. A variety of substituted benzo[d]imidazo[2,1-b]thiazole are obtained using this protocol.

A convenient [hydroxy(tosyloxy)iodo]benzene-mediated one-pot synthesis of 2-arylimidazo[2,1-b[benzothiazoles

Several 2-arylimidazo[2,1-b]benzothiazoles (4) have been conveniently synthesized in one-pot reactions via α-tosyloxylation of enolizable ketones (1) using [hydroxy(tosyloxy)iodo]benzene 2 in acetonitrile, followed by treatment with 2-amino-6-(substituted

FeCl3/ZnI2-catalyzed synthesis of benzo[D]imidazo[2,1-b]thiazole through aerobic oxidative cyclization between 2-aminobenzothiazole and ketone

The FeCl3/ZnI2-catalyzed aerobic oxidative cyclization between 2-aminobenzothiazole and ketone/chalcone for the synthesis of benzo[d]imidazo[2,1-b]thiazole is described. A variety of fused benzoimidazothiazole derivatives are obtained by this protocol.

Synthesis and biological evaluation of novel Mannich bases of 2-arylimidazo[2,1-b]benzothiazoles as potential anti-cancer agents

A new series of Mannich bases of 2-arylimidazo[2,1-b]benzothiazoles were synthesized and evaluated for their anti-cancer activity. These compounds showed better cytotoxicity activity with IC50 values ranging from 2.8 to 8.0 μM in HepG2, MCF-7 and HeLa cell lines. Further mechanism aspects responsible for the anti-cancer activity of two promising compounds 3c and 3f in HepG2 cell line were studied. Interestingly, 3c, 3f induced G2/M cell cycle arrest with down regulation of cyclin B and up regulation of Chk2 protein. Moreover, compounds 3c, 3f also showed the characteristic features of apoptosis such as enhancement in the levels of caspase-3. Treatments with compounds led to a decrease in levels of vital cell proliferation proteins such as Jun (C-Jun, JunB), p38 MAPK, p-JNK and PKCα. The compound 3f of the series could be considered as the potential lead for its development as a novel anti-cancer agent.

HETEROARYL COMPOUNDS AS PDE10A INHIBITORS

The present invention provides heteroaryl compounds as Phosphodiesterase 10A (PDE I OA) inhibitors. In particular, compounds described herein are useful for treating or preventing diseases, conditions and/or disorders by inhibiting Phosphodiesterase 10A enzyme. Also provided herein are processes for preparing compounds described herein, Formula (I), intermediates used in their synthesis, pharmaceutical compositions thereof.

Synthesis of bridgehead nitrogen heterocycles on a solid surface

Bridgehead nitrogen heterocycles were synthesized from heteroaromatic amidines and cyclic or acyclic α-bromoketones under solvent-free conditions at room temperature on a solid surface in excellent yields, which are higher than those obtained with hithert