7778-70-3

Basic information

• Product Name: benzothiazole-2(3H)-thione, potassium salt
• Synonyms: benzothiazole-2(3H)-thione, potassium salt;2-Mercaptobenzothiazole, potassium salt;2(3H)-Benzothiazolethione, potassium salt;2(3H)-Benzothiazolethione,potassium salt;2-Benzothiazolethiol, potassium salt;Nsc166397;Potassium 2-mercaptobenzothiazolate;Potassium 2-mercaptobenzothiazole
• CAS NO: 7778-70-3
• Molecular Formula: C₇H₄NS₂*K
• Molecular Weight: 206.3496
• EINECS: 231-910-8
• Mol File: 7778-70-3.mol

Chemical Properties

• Boiling Point: 281.3°C at 760 mmHg
• Flash Point: 123.9°C
• Appearance: /
• Vapor Pressure: 0.00611mmHg at 25°C
• CAS DataBase Reference: benzothiazole-2(3H)-thione, potassium salt(CAS DataBase Reference)
• NIST Chemistry Reference: benzothiazole-2(3H)-thione, potassium salt(7778-70-3)
• EPA Substance Registry System: benzothiazole-2(3H)-thione, potassium salt(7778-70-3)

Safety Data

• Hazardous Substances Data: 7778-70-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C7H5NS2.K/c9-7-8-5-3-1-2-4-6(5)10-7;/h1-4H,(H,8,9);/q;+1/p-1

Upstream product

• 64-17-5 ethanol 
• 16898-71-8 bis-benzothiazol-2-yl tetrasulfide 
• 151-50-8 potassium cyanide 
• 120-78-5 di(benzothiazol-2-yl)disulfide 
• 149-30-4 2-Mercaptobenzothiazole 
• 23385-34-4 1-(benzothiazol-2-ylthio)propan-2-one 

Downstream Products

• 2178-86-1 S-(1,3-benzothiazol-2-yl)-O-ethyl carbonothioate 
• 19654-17-2 2-benzylthiobenzothiazole 
• 2757-92-8 2-(ethylthio)benzothiazole 
• 22388-07-4 2-allylmercapto-1,3-benzothiazole 
• 4665-63-8 2-(2-benzothiazolylthio)ethanol 
• 37067-65-5 N-benzo[4,5]imidazo[2,1-c][1,2,4]dithiazol-3-ylidene-4-methyl-benzamide 
• 37067-67-7 N-benzo[4,5]imidazo[2,1-c][1,2,4]dithiazol-3-ylidene-4-chloro-benzamide 
• 1443352-29-1 2-{(4-fluorophenyl)thio}benzo[d]thiazole 
• 4276-60-2 2-(phenylthio)benzothiazole 
• 60372-34-1 2-((2-chlorophenyl)thio)benzo[d]thiazole 
• 119993-76-9 2-{(3-chlorophenyl)thio}benzo[d]thiazole 
• 13944-95-1 2-(phenacylsulfanyl)-1,3-benzothiazole 
• 1381991-58-7 (κ2-1,1'-bis(diphenylphosphino)ferrocene)bis(benz-1,3-thiazoline-2-thionate)palladium(II) 
• 1381991-59-8 (κ2-1,1'-bis(diphenylphosphino)ferrocene)bis(benz-1,3-thiazoline-2-thionate)platinum(II) 

Relevant articles and documents

Synthesis and biological evaluation of thiolate gold(i) complexes as thioredoxin reductase (TrxR) and glutathione reductase (GR) inhibitors

New gold(i) thiolate complexes [(PPh2py)Au(SR)] (PPh2py = 2-(diphenylphosphino)pyridine and SR = the deprotonated form of pyridine-2-thiol (HSpy, 1a), pyrimidine-2 thiol (HSpyN, 1b), benzothiazole-2-thiol (HSbt, 1c) and 2-thiazoline-2-thiol (HSt, 1d)) were prepared by the reaction of chloro gold complex [(PPh2py)AuCl], A, with the corresponding in situ generated thiolate salt (through a nucleophilic substitution reaction) under inert conditions. All complexes are characterized by NMR spectroscopy and the structures of 1b and 1d were further identified by single crystal X-ray determination. An in vitro cytotoxicity evaluation against five human cancer cell lines including A549 (nonsmall cell lung cancer), SKOV3 (human ovarian cancer), MCF-7 (human breast cancer), SW1116 (colon cancer) and HeLa (cervical cancer) demonstrated the promising antitumor effects of 1b in comparison with standard auranofin and cisplatin. The effects of these compounds on the proliferation of non-tumoral breast cell line MCF-12A showed good selectivity among tumorigenic and non-tumorigenic cell lines. The results illustrated that 1b effectively produces cell death by inducing apoptosis in the MCF-7 human breast cancer cell line. These complexes inhibit both cytosolic (TrxR1) and mitochondrial (TrxR2) thioredoxin reductases as well as glutathione reductase (GR).

New Synthesis and Biological Evaluation of Benzothiazole Derivates as Antifungal Agents

In search of new antifungal agrochemicals that could replace commercially available, aryl-2-mercaptobenzothiazoles were synthesized. They were prepared by two methodologies, using both photostimulated reaction and microwave assisted reaction. These reactions took place without the use of metallic catalyst by a one-pot procedure with excellent yields (70-98%). Synthesized compounds were evaluated for fungal growth inhibition against Botrytis cinerea. Most of the compounds have an excellent antifungal activity, and three of these showed a superior inhibitory effect to commercial fungicide Triadimefon. IC50 values observed for 2-(phenylthio)benzothiazole, 2-(2-chlorophenylthio)benzothiazole, and 2-(3-chlorophenyl thio)benzothiazole were 0.75, 0.69, and 0.65 μg mL-1, respectively.

Studies and X-ray determinations with 2-(acetonylthio)benzothiazole: Synthesis of 2-(benzothiazol-2-ylthio)-1-phenylethanone and 2-(acetonylthio) benzothiazole by C - S bond cleavage of 2-(acetonylthio)benzothiazole in KOH

New route for the synthesis of 2-(benzothiazol-2-ylthio)-1-phenylethanone (6) and 2-(acetonylthio)benzothiazole (1) by using phenacyl bromide and α-chloroacetone, respectively, through carbon-sulfur bond cleavage reactions in a basic medium has been generated. Treatment of 1 with malononitrile and elemental sulfur afforded the corresponding derivative of 2-amino-3-cyanothiophene (12), whereas treatment of 1 with cyanoacetohydrazide afforded the corresponding derivative of cyanoacetylhydrazone derivative (13). The structure of the synthesis compounds has been established on the basis of elemental analyses, 1H-NMR, 13C-NMR, correlation spectroscopy, heteronuclear single quantum coherence, MS spectra, and X-ray crystallographic investigations.