17583-10-7

Usage

Uses

Used in Pharmaceutical Synthesis:
2-AMINO-5,6-DIHYDRO-1,3-BENZOTHIAZOL-7(4H)-ONE is used as a key intermediate in the synthesis of various pharmaceuticals. Its unique structure allows for the development of new drugs with potential therapeutic effects.
Used in Agrochemical Development:
In the agrochemical industry, 2-AMINO-5,6-DIHYDRO-1,3-BENZOTHIAZOL-7(4H)-ONE serves as a building block for the creation of novel agrochemicals, contributing to the advancement of crop protection and pest control strategies.
Used in Fluorescent Probe Development for Biological Imaging:
2-AMINO-5,6-DIHYDRO-1,3-BENZOTHIAZOL-7(4H)-ONE is utilized in the development of fluorescent probes for biological imaging. Its fluorescent properties make it suitable for applications in cell biology and molecular diagnostics, aiding in the visualization of biological processes and structures.
Used in Anticancer Research:
2-AMINO-5,6-DIHYDRO-1,3-BENZOTHIAZOL-7(4H)-ONE has been studied for its potential anti-cancer properties. It is being investigated as a possible therapeutic agent against various types of cancer, based on its ability to interact with biological targets and affect cellular processes related to tumor growth and progression.
Used in Neurodegenerative Disease Therapy:
In the field of neurodegenerative disease research, 2-AMINO-5,6-DIHYDRO-1,3-BENZOTHIAZOL-7(4H)-ONE is being explored as a potential therapy for conditions such as Alzheimer's disease. Its chemical properties may offer new avenues for the treatment and management of these debilitating disorders.

InChI:InChI=1/C7H8N2OS/c8-7-9-4-2-1-3-5(10)6(4)11-7/h1-3H2,(H2,8,9)

Upstream product

• 60060-44-8 2-bromocyclohexane-1,3-dienone 
• 17356-08-0 thiourea 
• 1378834-30-0 C₆H₇BrO₂ 
• 72031-35-7 2-bromo-3-hydroxycyclohex-2-enone 
• 1147550-11-5 ammonium thiocyanate 
• 5220-49-5 3-amino-cyclohex-2-enone 
• 36234-65-8 (E)-3-amino-2-thiocyanatocyclohex-2-enone 
• 765-87-7 cyclohexane-1,2-dione 
• 24829-91-2 3-bromocyclohexane-1,2-dione 
• 504-02-9 1,3-cylohexanedione 
• 70-11-1 α-bromoacetophenone 

Downstream Products

• 154404-97-4 N-<(4,5,6,7-tetrahydro-7-oxo)benzothiazol-2-yl>acetamide 
• 155778-36-2 2-amino-5,6,7,8-tetrahydro-4H-thiazolo<5,4-c>azepin-8-one 
• 330203-55-9 2-chloro-4,5,6,7-tetrahydrobenzothiazol-7-one 
• 883195-34-4 N-(6-bromo-7-oxo-4,5,6,7-tetrahydro-benzothiazol-2-yl)-acetamide 
• 1312412-61-5 5,6-dihydro-2-(2-phenylethyl)-7(4H)-benzothiazolone 
• 1312412-60-4 (E)-2-styryl-5,6-dihydrobenzo[d]thiazol-7(4H)-one 
• 1312412-56-8 2-phenylethynyl-5,6-dihydro-4H-benzothiazol-7-one 
• 1271671-19-2 C₁₄H₁₅NOS 
• 1251924-63-6 2-(p-tolyl)-5,6-dihydrobenzo[d]thiazol-7(4H)-one 
• 1201633-72-8 2-bromo-5 ,6-dihydrobenzo[d]thiazol-7(4H)-one 

Relevant academic research and scientific papers

Piperazinyl tetrahydrobenzothiazole oxime ether derivative and application thereof

The invention relates to a piperazinyl tetrahydrobenzothiazole oxime ether derivative shown as a general formula (I) and application of the piperazinyl tetrahydrobenzothiazole oxime ether derivative as a bactericide. The compound represents a novel bacter

Hydrogen Peroxide-Mediated Rapid Room Temperature Metal-Free C(sp2)-H Thiocyanation of Amino Pyrazoles, Amino Uracils, and Enamines

A rapid metal-and additive-free room temperature method for C(sp2)-H thiocyanation of aminopyrazoles, aminoisoxazole, aminoisothiazole, amino uracils, and aliphatic enamines has been developed in an aqueous medium using hydrogen peroxide as a benign oxidant and ammonium thiocyanate as a thiocyanating agent. On the other hand, the reaction of hydrogen peroxide and ammonium thiocyanate followed by one-pot addition of NaOH provides the corresponding disulfides in the case of amino azoles, and pyrimidine-fused 2-amino thiazoles were observed in the case of aminouracils. The salient features of this method are the use of an eco-friendly oxidant, reaction tunability to access different products, wide substrate scope, and good to very good yields.

Copper-Catalyzed Thiolation of Terminal Alkynes Employing Thiocyanate as the Sulfur Source Leading to Enaminone-Based Alkynyl Sulfides under Ambient Conditions

A highly efficient protocol for copper-catalyzed thio-alkynylation of enaminone-based thiocyanates with terminal alkynes under mild conditions has been developed. This scalable amino group-directed thio-alkynylation proceeds in the open air with a broad substrate scope and an excellent yield. The demonstrated synthetic transformation creates the opportunity for a wide variety of sulfur-containing useful materials. Gram-scale synthesis and further synthetic transformations of alkynyl sulfides highlight the potential utility of the method.

Synthesis of novel derivatives of 7,8-dihydro-6H-imidazo[2,1-b][1,3]benzothiazol-5-one and their virus-inhibiting activity against influenza A virus

Influenza remains a highly pathogenic and hardly controlled human infection. The ability of selecting drug-resistant variants necessitates the search and development of novel anti-influenza drugs. Herein, we describe the synthesis and evaluation of a seri

Discovery of cycloalkyl-fused N-thiazol-2-yl-benzamides as tissue non-specific glucokinase activators: Design, synthesis, and biological evaluation

Glucokinase (GK) activators are being developed for the treatment of type 2 diabetes mellitus (T2DM). However, existing GK activators have risks of hypoglycemia caused by over-activation of GK in islet cells and dyslipidemia caused by over-activation of intrahepatic GK. In the effort to mitigate risks of hypoglycemia and dyslipidemia while maintaining the promising efficacy of GK activator, we investigated a series of cycloalkyl-fused N-thiazol-2-yl-benzamides as tissue non-specific partial GK activators, which led to the identification of compound 72 that showed a good balance between in vitro potency and enzyme kinetic parameters, and protected β-cells from streptozotocin-induced apoptosis. Chronic treatment of compound 72 demonstrated its potent activity in regulation of glucose homeostasis and low risk of dyslipidemia with diabetic db/db mice in oral glucose tolerance test (OGTT). Moreover, acute treatment of compound 72 did not induce hypoglycemia in C57BL/6J mice even at 200 mg/kg via oral administration.

FUSED THIOPHENE AND THIAZOLE DERIVATIVES AS ROR GAMMA MODULATORS

The present invention provides fused thiophene and thiazole derivatives of formula (I), which may be therapeutically useful, more particularly as RORγ modulators; in which R1, R2, R3, R4, R5, R6, R7, X1, X2, L, m, n and ring A have the meanings given in the specification, and pharmaceutically acceptable salts thereof that are useful in the treatment and prevention of diseases or disorders, in particular their use in disease(s) or disorder(s) where there is an advantage in modulating RORγ receptor. The present invention also provides preparation of the compounds and pharmaceutical formulations comprising at least one of the fused thiophene and thiazole derivatives of formula (I), together with a pharmaceutically acceptable carrier, diluent or excipient therefor.

Identification and optimisation of 4,5-dihydrobenzo[1,2-d:3,4-d]bisthiazole and 4,5-dihydrothiazolo[4,5-h]quinazoline series of selective phosphatidylinositol-3 kinase alpha inhibitors

Abstract A cyclisation within a 4′,5-bisthiazole (S)-proline-amide-urea series of selective PI3Kα inhibitors led to a novel 4,5-dihydrobenzo[1,2-d:3,4-d]bisthiazole tricyclic sub-series. The synthesis and optimisation of this 4,5-dihydrobenzo[1,2-d:3,4-d]bisthiazole sub-series and the expansion to a related tricyclic 4,5-dihydrothiazolo[4,5-h]quinazoline sub-series are described. From this work analogues including 11, 12, 19 and 23 were identified as potent and selective PI3Kα inhibitor in vivo tool compounds.

Discovery of imidazo[2,1- b ]thiazole HCV NS4B inhibitors exhibiting synergistic effect with other direct-acting antiviral agents

The design, synthesis, and SAR studies of novel inhibitors of HCV NS4B based on the imidazo[2,1-b]thiazole scaffold were described. Optimization of potency with respect to genotype 1b resulted in the discovery of two potent leads 26f (EC50 = 16

UREA DERIVATIVE HAVING PI3K INHIBITORY ACTIVITY

Provided is a compound or a pharmaceutically acceptable salt thereof which inhibits the activity of PI3K to regulate many biological processes including the growth, differentiation, survival, proliferation, migration, metabolism, and the like of cells and is therefore useful for the prophylaxis/therapy of diseases including inflammatory diseases, arteriosclerosis, vascular/circulatory diseases, cancer/tumors, immune system diseases, cell proliferative diseases, infectious diseases, and the like. The above problem was solved by providing a urea derivative shown in the present specification, or a pharmaceutically acceptable salt thereof.

Convenient and simple synthesis of 2-aminothiazoles by the reaction of α-halo ketone carbonyls with ammonium thiocyanate in the presence of N-methylimidazole

Substituted 2-aminothiazole derivatives were obtained as a result of N-methylimidazole catalyzed cyclization of α-halo ketone carbonyls with ammonium thiocyanate in water-alcoholic media. The generality of the method has been demonstrated by screening a series of aromatic/heteroaromatic/aliphatic α-halo ketones, α-halo β-diketones, and α-halo β-ketoesters. The developed method is simple, mild, and general route for the preparation of diversely functionalized 2-aminothiazoles in good to moderate yields from readily available starting materials.