17583-10-7

Basic information

• Product Name: 2-AMINO-5,6-DIHYDRO-1,3-BENZOTHIAZOL-7(4H)-ONE
• Synonyms: IFLAB-BB F1303-0001;2-AMINO-5,6-DIHYDRO-1,3-BENZOTHIAZOL-7(4H)-ONE;2-AMINO-5,6-DIHYDRO-4H-BENZOTHIAZOL-7-ONE;2-amino-5,6-dihydrobenzo[d]thiazol-7(4H)-one;7(4H)-Benzothiazolone, 2-aMino-5,6-dihydro-;2-amino-5,6-dihydro-7(4H)-Benzothiazolone;2-amino-5,6-dihydro-4H-1,3-benzothiazol-7-one;2-Amino-5,6-Dihydro-4H-Benzothiazol-7-One(WX140896)
• CAS NO: 17583-10-7
• Molecular Formula: C₇H₈N₂OS
• Molecular Weight: 168.22
• Mol File: 17583-10-7.mol
• Article Data: 19

Chemical Properties

• Melting Point: 269-270 °C(Solv: ethyl acetate (141-78-6))
• Boiling Point: 376 °C at 760 mmHg
• Flash Point: 181.2 °C
• Appearance: /
• Density: 1.428 g/cm³
• Vapor Pressure: 7.46E-06mmHg at 25°C
• Refractive Index: 1.668
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility: DMSO (Sparingly)
• PKA: 3.36±0.20(Predicted)
• CAS DataBase Reference: 2-AMINO-5,6-DIHYDRO-1,3-BENZOTHIAZOL-7(4H)-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-5,6-DIHYDRO-1,3-BENZOTHIAZOL-7(4H)-ONE(17583-10-7)
• EPA Substance Registry System: 2-AMINO-5,6-DIHYDRO-1,3-BENZOTHIAZOL-7(4H)-ONE(17583-10-7)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22
• HazardClass: IRRITANT
• Hazardous Substances Data: 17583-10-7(Hazardous Substances Data)

Usage

General Description

2-Amino-5,6-dihydro-1,3-benzothiazol-7(4H)-one, also known as 2-aminobenzothiazolone, is a chemical compound with the molecular formula C8H8N2OS. It is a heterocyclic compound containing a benzothiazole ring with an amino group and a carbonyl group. 2-AMINO-5,6-DIHYDRO-1,3-BENZOTHIAZOL-7(4H)-ONE is commonly used in the synthesis of pharmaceuticals and agrochemicals, as well as in the development of fluorescent probes for biological imaging. Additionally, 2-amino-5,6-dihydro-1,3-benzothiazol-7(4H)-one has been studied for its potential anti-cancer properties and as a potential therapy for neurodegenerative diseases such as Alzheimer's.

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

Upstream product

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

Downstream Products

• 154404-97-4 N-<(4,5,6,7-tetrahydro-7-oxo)benzothiazol-2-yl>acetamide 
• 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 
• 155778-36-2 2-amino-5,6,7,8-tetrahydro-4H-thiazolo<5,4-c>azepin-8-one 

Relevant articles and documents

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.

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

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.