37390-63-9

Basic information

• Product Name: 6-BROMO-2-HYDRAZINO-1,3-BENZOTHIAZOLE
• Synonyms: 1-(6-BROMOBENZO[D]THIAZOL-2-YL)HYDRAZINE;6-BROMO-2-BENZOTHIAZOLEHYDRAZINE;6-BROMO-2-HYDRAZINO-1,3-BENZOTHIAZOLE;6-BROMO-2-HYDRAZINO-BENZOTHIAZOLE;IFLAB-BB F1908-0018;SALOR-INT L482080-1EA;2-hyrazinyl-6-bromobenzothiazole;(6-Bromobenzothiazol-2-yl)hydrazine
• CAS NO: 37390-63-9
• Molecular Formula: C₇H₆BrN₃S
• Molecular Weight: 244.11
• Mol File: 37390-63-9.mol
• Article Data: 9

Chemical Properties

• Melting Point: 222-223
• Boiling Point: 383°Cat760mmHg
• Flash Point: 185.4°C
• Appearance: /
• Density: 1.891g/cm³
• Vapor Pressure: 4.54E-06mmHg at 25°C
• Refractive Index: 1.831
• CAS DataBase Reference: 6-BROMO-2-HYDRAZINO-1,3-BENZOTHIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-BROMO-2-HYDRAZINO-1,3-BENZOTHIAZOLE(37390-63-9)
• EPA Substance Registry System: 6-BROMO-2-HYDRAZINO-1,3-BENZOTHIAZOLE(37390-63-9)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 37390-63-9(Hazardous Substances Data)

Usage

General Description

6-Bromo-2-hydrazino-1,3-benzothiazole is a chemical compound with the molecular formula C7H6BrN3S. It is a benzothiazole derivative that contains a bromine atom and a hydrazino group. 6-BROMO-2-HYDRAZINO-1,3-BENZOTHIAZOLE has potential applications in organic synthesis and pharmaceutical research, particularly in the development of new drugs and biologically active compounds. It may also have uses as an intermediate in the production of other chemical compounds. As with any chemical substance, proper handling and safety precautions should be followed when working with 6-Bromo-2-hydrazino-1,3-benzothiazole.

InChI:InChI=1/C7H6BrN3S/c8-4-1-2-5-6(3-4)12-7(10-5)11-9/h1-3H,9H2,(H,10,11)

Upstream product

• 15864-32-1 2-amino-6-bromobenzothiazole 
• 2646-30-2 1-(4-bromophenyl)thiourea 
• 106-40-1 4-bromo-aniline 

Downstream Products

• 37120-59-5 benzaldehyde (6-bromo-benzothiazol-2-yl)-hydrazone 
• 79403-47-7 C₁₄H₁₀Br₂N₄S₂ 
• 1268376-07-3 3-(3-pyridyl)-5-(4-methoxyphenyl)-4-(N-6-bromo-1,3-benzothiazol-2-amino)-4H-1,2,4-triazole 
• 1316270-36-6 C₂₀H₁₂BrN₇O₂S 
• 1384203-29-5 3-(3-pyridyl)-5-(4-chlorophenyl)-4-(N-6-bromo-1,3-benzothiazol-2-amino)-4H-1,2,4-triazole 
• 1246493-40-2 3-(3-pyridyl)-5-(4-methylphenyl)-4-(N-(6-bromo-1,3-benzothiazol-2-yl)amino)-4H-1,2,4-triazole 
• 37120-65-3 4-bromo-benzaldehyde (6-bromo-benzothiazol-2-yl)-hydrazone 
• 37120-68-6 4-methyl-benzaldehyde (6-bromo-benzothiazol-2-yl)-hydrazone 
• 1135869-06-5 2-chloro-5-(5-(1-(2-(6-bromobenzothiazol-2-yl)hydrazono)ethyl)furan-2-yl)benzoic acid 

Relevant articles and documents

Synthesis, Type II diabetes inhibitory activity, antimicrobial evaluation and docking studies of indeno[1,2-c]pyrazol-4(1H)-ones

We report a convenient and efficient synthesis of indeno[1,2-c]pyrazol-4(1H)-ones (4a?o) by the reaction of a variety of 2-acyl-(1H)-indene-1,3(2H)-diones (1) and 2-hydrazinylbenzo[d]thiazole/2-hydrazinyl-6-substitutedbenzo[d]thiazoles (2) in the presence of glacial acetic acid in good yields. The structure of the compounds thus prepared were confirmed by analytical and spectral (FT-IR, 1H NMR, 13C NMR, and HRMS) techniques. All the synthesized indeno[1,2-c]pyrazol-4(1H)-ones (4a?o) were assayed for their in vitro Type II diabetes inhibitory activity by using Acarbose as standard drug and in vitro antimicrobial activity utilizing Streptomycin and Fluconazole as reference drugs. Among the synthesized derivatives, 4e (IC50 = 6.71 μg/mL) was found to be more potent against α-glucosidase enzyme as compared with the standard Acarbose (IC50 = 9.35 μg/mL) and 4i (IC50 = 11.90 μg/mL) exhibited good inhibitory activity against α-amylase enzyme as compared with the standard Acarbose (IC50 = 22.87 μg/mL). Also, all the titled compounds showed good antimicrobial activity. In addition, in vitro α-glucosidase and α-amylase inhibition were supported by docking studies performed on the derivatives 4e and 4o, respectively. [Figure not available: see fulltext.].

Novel Piperine Derivatives with Antidiabetic Effect as PPAR-γ Agonists

Piperine is an alkaloid responsible for the pungency of black pepper. In this study, piperine isolated from Piper nigrum L. was hydrolyzed under basic condition to obtain piperic acid and was used as precursor to carry out the synthesis of twenty piperine derivatives containing benzothiazole moiety. All the benzothiazole derivatives were evaluated for their antidiabetic potential by OGT test followed by assessment of active derivatives on STZ-induced diabetic model. It was observed that nine of twenty novel piperine analogues (5b, 6a-h), showed significantly higher antidiabetic activity in comparison with rosiglitazone (standard). Furthermore, these active derivatives were evaluated for their action as PPAR-γ agonists demonstrating their mechanism of action. The effects on body weight, lipid peroxidation, and hepatotoxicity after administration with active derivatives were also studied to further establish these derivatives as lead molecules for treatment of diabetes with lesser side-effects.

Synthesis of 1,2,4-triazole derivatives containing benzothiazoles as pharmacologically active molecule

In attempt to make significant pharmacologically active molecule, we report here the synthesis and in vitro antimicrobial and antitubercular activity of various series of 3-(3-pyridyl)-5-(4-nitrophenyl)-4-(N-substituted-1,3- benzothiazol-2-amino)-4H-1,2,4-triazole. The antimicrobial activity of title compounds were examined against two Gram-positive bacteria (Staphylococcus aureus, Streptococcus pyogenes), two Gram-negative bacteria (Escherichia coli, Pseudomonas aeruginosa), and three fungi (Candida albicans, Aspergillus niger, Aspergillus clavatus) using the broth microdilution method and antitubercular activity H37Rv using Lowenstein-Jensen agar method.