22258-56-6

Usage

Uses

Used in Pharmaceutical Development:
4-(1H-INDOL-3-YL)-1,3-THIAZOL-2-AMINE is used as a key intermediate in the synthesis of various pharmaceutical drugs for its demonstrated biological activities. It serves as a building block for creating new molecules with therapeutic potential.
Used in Cancer Treatment Research:
In the field of oncology, 4-(1H-INDOL-3-YL)-1,3-THIAZOL-2-AMINE is used as a potential anti-cancer agent. Its anti-cancer properties are being explored for the development of treatments targeting a variety of cancer types, given its ability to interact with cellular processes that contribute to tumor growth and proliferation.
Used in Anti-Inflammatory Applications:
4-(1H-INDOL-3-YL)-1,3-THIAZOL-2-AMINE is utilized as an anti-inflammatory agent, capitalizing on its capacity to modulate inflammatory responses. This makes it a candidate for the treatment of conditions characterized by excessive inflammation.
Used in Anti-Microbial Therapies:
4-(1H-INDOL-3-YL)-1,3-THIAZOL-2-AMINE is also used as an anti-microbial agent, given its ability to combat microbial infections. It holds promise in the development of new antibiotics or antifungal agents to address the growing challenge of drug-resistant pathogens.
Used in Neurodegenerative Disease Research:
4-(1H-INDOL-3-YL)-1,3-THIAZOL-2-AMINE is used in the investigation of treatments for neurodegenerative diseases. Its potential role in this area is attributed to its capacity to influence cellular mechanisms associated with neuroprotection and the slowing of disease progression.

InChI:InChI=1/C11H9N3S/c12-11-14-10(6-15-11)8-5-13-9-4-2-1-3-7(8)9/h1-6,13H,(H2,12,14)

Upstream product

• 28755-03-5 3-chloroacetylindole 
• 17356-08-0 thiourea 
• 19611-93-9 2-bromo-1-(1H-indol-3-yl)ethanone 
• 703-80-0 3-acetylindole 
• 120-72-9 indole 

Downstream Products

• 19750-29-9 RU114757 
• 315688-71-2 [1-(4-Dimethylamino-phenyl)-meth-(E)-ylidene]-[4-(1H-indol-3-yl)-thiazol-2-yl]-amine 
• 315688-73-4 [4-(1H-Indol-3-yl)-thiazol-2-yl]-[1-(2-methoxy-phenyl)-meth-(E)-ylidene]-amine 
• 315688-72-3 [4-(1H-Indol-3-yl)-thiazol-2-yl]-[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-amine 
• 315688-69-8 [4-(1H-Indol-3-yl)-thiazol-2-yl]-[1-phenyl-meth-(E)-ylidene]-amine 

Relevant academic research and scientific papers

4-(Indol-3-yl)thiazole-2-amines and 4-ιndol-3-yl)thiazole acylamines as novel antimicrobial agents: Synthesis, in silico and in vitro evaluation

This manuscript deals with the synthesis and computational and experimental evaluation of the antimicrobial activity of twenty-nine 4-(indol-3-yl)thiazole-2-amines and 4-ιndol-3-yl)thiazole acylamines. An evaluation of antibacterial activity against Gram (+) and Gram (?) bacteria revealed that the MIC of indole derivatives is in the range of 0.06–1.88 mg/mL, while among fourteen methylindole derivatives, only six were active, with an MIC in the range of of 0.47–1.88 mg/mL. S. aureus appeared to be the most resistant strain, while S. Typhimurium was the most sensitive. Compound 5x was the most promising, with an MIC in the range of 0.06–0.12 mg/mL, followed by 5d and 5m. An evaluation of these three compounds against resistant strains, namely MRSA P. aeruginosa and E. coli, revealed that they were more potent against MRSA than ampicillin. Furthermore, compounds 5m and 5x were superior inhibitors of biofilm formation, compared to ampicillin and streptomycin, in terms Compounds 5d, 5m, and 5x interact with streptomycin in additive manner. The antifungal activity of some compounds exceeded or was equipotent to those of the reference antifungal agents bifonazole and ketoconazole. The most potent antifungal agent was found to be compound 5g. Drug likeness scores of compounds was in a range of ?0.63 to 0.29, which is moderate to good. According to docking studies, E. coli MurB inhibition is probably responsible for the antibacterial activity of compounds, whereas CYP51 inhibition was implicated in antifungal activity. Compounds appeared to be non-toxic, according to the cytotoxicity assessment in MRC-5 cells.

Synthesis and evaluation of 5,6-disubstituted thiopyrimidine aryl aminothiazoles as inhibitors of the calcium-activated chloride channel TMEM16A/Ano1

Transmembrane protein 16A (TMEM16A), also called Ano1, is a Ca2+ activated Cl? channel expressed widely in mammalian epithelia, as well as in vascular smooth muscle and some tumors and electrically excitable cells. TMEM16A inhibitors have potential utility for treatment of disorders of epithelial fluid and mucus secretion, hypertension, some cancers and other diseases. 4-Aryl-2-amino thiazole T16Ainh-01 was previously identified by high-throughput screening. Here, a library of 47 compounds were prepared that explored the 5,6-disubstituted pyrimidine scaffold found in T16Ainh-01. TMEM16A inhibition activity was measured using fluorescence plate reader and short-circuit current assays. We found that very little structural variation of T16Ainh-01 was tolerated, with most compounds showing no activity at 10 μM. The most potent compound in the series, 9bo, which substitutes 4-methoxyphenyl in T16Ainh-01 with 2-thiophene, had IC50 ～1 μM for inhibition of TMEM16A chloride conductance.

QUINAZOLINEDIONE DERIVATIVES AS TRPA1 MODULATORS

The present invention provides Quinazolinedione derivatives as TRPA (Transient Receptor Potential subfamily A) modulators. In particular, compounds described herein are useful for treating or preventing diseases, conditions and/or disorders modulated by T

Synthesis of some new formazanyl-thiazolyl-indoles and formazanyl-oxazolyl-indoles as inflammation inhibitors

Various 3-(2-arylideneaminothiazol-4-yl)indoles 3a-e and 3-(2-arylideneaminooxazol-4-yl)indoles 3a'-e' on diazotisation with aniline afford 3-[2-(1'-phenyl-3'-substituted-aryl-formazan-4'-yl)thiazol-4-yl] indoles 4a-e and 3-[2-(1'-substituted-phenyl-3'-substituted aryl-formazan-4'-yl)oxazol-4-yl]indoles 4a'-e' respectively. All the compounds have shown interesting antiinflammatory activity in carrageenan induced oedema in rats at 50 mg/kg p.o. The most active compound in the series is 3-[2-(o-methoxybenzylidene)aminothiazol-4-yl]indole which has shown higher antiinflammatory activity and lower ulcerogenic property than phenylbutazone.

Synthetic Study Directed Toward Novel Multi-Linked Heterocycles

2-Amino-4-(1-methylindol-3-yl)thiazole (11c) has a characteristic nucleophilic nature at the 5-position and add to the 4-position of acetylpyridinium acetate (13) producing 2-acetylamino-5-(1-acetyl-1,4-dihydropyridin-4-yl)-4-(1-methylindol-3-yl)-thiazole (1c).Its structure was established by X-ray single crystallographic analysis.Applying the results, simple syntheses of the related tris- (1a-b and 2-8) and tetrakislinked heterocycles (9) were achieved.