29124-55-8

Usage

Uses

Used in Chemical Industry:
2,2'-dithiobis[5-chloroaniline] is used as an intermediate in the synthesis of dyes and pigments for its ability to contribute to the color and stability of these products.
Used in Industrial Chemical Production:
It serves as a key component in the manufacturing process of various industrial chemicals, where its chemical properties are leveraged to achieve desired outcomes in the final products.
Safety Precautions:
Given its classification as a hazardous chemical, 2,2'-dithiobis[5-chloroaniline] can cause irritation to the skin, eyes, and respiratory system. Therefore, it is crucial to handle and store 2,2'-dithiobis[5-chloroaniline] with appropriate safety measures to mitigate any potential harmful effects.

Upstream product

• 89-61-2 2,5-dichloronitrobenzene 
• 2050-66-0 bis(2-nitro-4-chlorophenyl)disulfide 
• 20358-00-3 2-amino-5-chlorobenzothiazole 
• 108-42-9 3-chloro-aniline 
• 7732-18-5 water 
• 1004-00-8 4-chloro-2-aminobenzenethiol 

Downstream Products

• 1857-54-1 2-benzyl-5-chlorobenzo[d]thiazole 
• 32729-67-2 (5-chloro-1,3-benzothiazol)-2-yl(phenyl)methanone 
• 1394973-47-7 (5-chlorobenzo[d]thiazol-2-yl)(4-methoxyphenyl)methanone 
• 1006-99-1 2-methyl-5-chloro-benzothiazole 
• 20600-44-6 5-chloro-1,3-benzothiazol-2(3H)-one 
• 115292-06-3 3,3'-diphenyl-2H,2'H-2,2'-bi(4-chlorobenzo[b][1,4]thiazine) 
• 5331-91-9 5-chloro-2-mercaptobenzothiazole 
• 10544-50-0 sulfur 
• 1233730-99-8 5-chloro-2-(4-bromophenyl)benzo[d]thiazole 
• 92161-46-1 5-chloro-2-(4-methoxyphenyl)-1,3-benzothiazole 
• 952-16-9 5-chloro-2-phenylbenzothiazole 
• 35412-19-2 N-(5-chlorobenzo[d]thiazol-2-yl)benzamide 

Relevant academic research and scientific papers

Facile net cycloaddition approach to optically active 1,5-benzothiazepines

The 1,5-benzothiazepine moiety is well-known as a versatile pharmacophore, and its derivatives are expected to have antagonism against numerous diseases. Thus, it is desirable to develop a synthetic route that enables facile enantioselective preparation of a wide range of such derivatives. Although the cycloaddition approach could be considered a possible route to these compounds, to date, there has been no precedent of such a protocol. We therefore present the first example of a highly enantioselective net [4 + 3] cycloaddition to afford 1,5-benzothiazepines by utilizing α,β-unsaturated acylammonium intermediates generated by chiral isothiourea catalysts, which undergo two sequential chemoselective nucleophilic attacks by 2-aminothiophenols. This protocol provided cycloadducts in extremely high regioselectivity, with a good-to-excellent stereoselectivity being achieved regardless of the steric and electronic properties of the substrates. This method therefore offers promising synthetic routes for the construction of a library of optically active 1,5-benzothiazepines for assay evaluation.

Base-free oxidation of thiols to disulfides using selenium ionic liquid

We present here the results on the use of 1-n-butyl-3-methylimidazolium methylselenite, [bmim][SeO2(OCH3)], in the synthesis of symmetrical disulfides starting from thiols. This efficient and improved method is general for aromatic, aliphatic, and functionalized thiols affording the disulfides in good to excellent yields after easy work up. The use of a microwave accelerates the reaction and the [bmim][SeO2(OCH 3)] was reused for further oxidation reactions.

Identification of a novel series of tetrahydrodibenzazocines as inhibitors of 17β-hydroxysteroid dehydrogenase type 3

A novel series of 17β-hydroxysteroid dehydrogenase type 3 (17β-HSD3) inhibitors has been identified. These inhibitors, based on a dibenzazocine core, exhibited picomolar to low nanomolar inhibition of 17β-HSD3 in cell-free enzymatic as well as in cell-based transcriptional reporter assays.

Antitumor benzothiazoles. 26.1 2-(3,4-dimethoxyphenyl)-5- fluorobenzothiazole (GW 610, NSC 721648), a simple fluorinated 2-arylbenzothiazole, shows potent and selective inhibitory activity against lung, colon, and breast cancer cell lines

A series of new 2-phenylbenzothiazoles has been synthesized on the basis of the discovery of the potent and selective in vitro antitumor properties of 2-(3,4-dimethoxyphenyl)-5-fluorobenzothiazole (8n; GW 610, NSC 721648). Synthesis of analogues substituted in the benzothiazole ring was achieved via the reaction of o-aminothiophenol disulfides with substituted benzaldehydes under reducing conditions. Compounds were evaluated in vitro in four human cancer cell lines, and compound 8n was found to possess exquisitely potent antiproliferative activity (GI50 0.1 nM for MCF-7 and MDA 468). Potent and selective activity was also observed in the NCI 60 human cancer cell line panel. Structure-activity relationships established that the compound 8n stands on a pinnacle of potent activity, with most structural variations having a deactivating in vitro effect. Mechanistically, this new series of agents contrasts with the previously reported 2-(4-aminophenyl)benzothiazoles; compound 8n is not reliant on induction of CYP1A1 expression for antitumor activity.