190970-00-4

Usage

Molecular Structure

2-(Benzo[d]isothiazol-3-ylthio)benzonitrile consists of a benzothiazole ring with a thio group (-S) at the 3-position and a benzonitrile group (-C≡N) attached to the ring at another position.

Chemical Family

It belongs to the benzothiazole family of chemical compounds.

Versatile Reactivity

2-(Benzo[d]isothiazol-3-ylthio)benzonitrile is commonly used in the synthesis of pharmaceuticals and agrochemicals due to its potential for various chemical reactions.

Biological Activity

It has been reported to exhibit antimicrobial, antifungal, and antiviral properties, making it a valuable building block in drug discovery and development.

Applications

The compound finds applications in the production of dyes, pigments, and materials that require specialized chemical properties.

Upstream product

• 33174-74-2 2,2 dithiobis(benzonitrile) 
• 110-85-0 piperazine 

Relevant academic research and scientific papers

Processes and intermediates for preparing 3-(1-piperazinyl)-1,2-benzisothiazole

The present invention relates to processes for the preparation of 3-(1-piperazinyl)-1,2-benzoisothiazole or its pharmaceutically acceptable salt and to novel intermediates used in the process.

New disulfide route to 3-(1-piperazinyl)-1,2-benzisothiazole. Nucleus for atypical antipsychotic drugs

A new, one-step commercial process for the preparation of 3-(1-piperazinyl)-l,2-benzisothiazole hydrochloride, a key intermediate for the syntheses of some new, "atypical antipsychotic" drugs, was developed. Reaction of bis(2-cyanophenyl) disulfide with excess piperazine at 120-140 °C for 3-24 h in the presence of small amounts of DMSO and 2-propanol formed 3-(l-piperazinyl)-l,2-benzisothiazole in 75-80% yields. The DMSO oxidized the liberated 2-mercaptobenzonitrile to regenerate bis(2-cyanophenyl) disulfide, thereby enabling the utilization of both halves of the symmetrical disulfide to generate product. The reaction mechanism for the conversion of the bis(2-cyanophenyl) disulfide to 3-amino-1,2-benzisothiazole involves the formation of ring-opened sulfenamide and benzamidine intermediates and then their subsequent ring closure to regenerate the 1,2-benzisothiazole nucleus. A safe, efficient, and robust process to prepare 3-(l-piperazinyl)-1,2-benzisothiazole under very concentrated reaction conditions was developed and successfully scaled up in the pilot plant to support the development of ziprasidone.

PRO-DRUGS OF 5-(2-(4-(1,2-BENZISOTHIAZOL-3-YL)-1-PIPERAZINYL)ETHYL)-6-CHLORO-1,3-DIHYDRO-2H-INDOL-2-ONE

The present invention relates to a pro-drug of ziprasidone or pharmaceutically acceptable salts thereof, processes for its preparation, and pharmaceutical compositions and methods of treatment comprising said pro-drug.

Pro-drugs of 5-(2-(4-(1,2-benzisothiazol-3-yl)-1-piperazinyl)ethyl)-6-chloro-1,3-dihydro-2h-indol-2-one

The present invention relates to a pro-drug of ziprasidone or pharmaceutically acceptable salts thereof, processes for its preparation, and pharmaceutical compositions and methods of treatment comprising said pro-drug.