131540-87-9

Basic information

• Product Name: 6-Chloro-3-(piperazin-1-yl)benzol[d]isothiazole
• Synonyms: 6-Chloro-3-(piperazin-1-yl)benzol[d]isothiazole;1-(6-Chloro-1,2-benzisothiazol-3-yl) piperazine;6-Chloro-3-(1-piperazinyl)-1,2-benzisothiazole
• CAS NO: 131540-87-9
• Molecular Formula: C₁₁H₁₂ClN₃S
• Molecular Weight: 253.75108
• Product Categories: Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Sulfur & Selenium Compounds
• Mol File: 131540-87-9.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 6-Chloro-3-(piperazin-1-yl)benzol[d]isothiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Chloro-3-(piperazin-1-yl)benzol[d]isothiazole(131540-87-9)
• EPA Substance Registry System: 6-Chloro-3-(piperazin-1-yl)benzol[d]isothiazole(131540-87-9)

Safety Data

• Hazardous Substances Data: 131540-87-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
6-Chloro-3-(piperazin-1-yl)benzol[d]isothiazole is used as a key intermediate in the synthesis of various pharmaceutical compounds, particularly those with potential therapeutic applications.
Used in the Preparation of [(piperazinyl)butyl]thiazolidinones:
6-Chloro-3-(piperazin-1-yl)benzol[d]isothiazole is used as a starting material for the preparation of [(piperazinyl)butyl]thiazolidinones derivatives, which exhibit a range of pharmacological activities.
Used in the Development of Anticonvulsant Agents:
6-Chloro-3-(piperazin-1-yl)benzol[d]isothiazole contributes to the development of anticonvulsant agents, as the [(piperazinyl)butyl]thiazolidinones derivatives synthesized from it have demonstrated anticonvulsant properties.
Used in the Development of Anxiolytic Agents:
The compound is also used in the development of anxiolytic agents, as the [(piperazinyl)butyl]thiazolidinones derivatives have shown anxiolytic activity, potentially benefiting patients suffering from anxiety disorders.
Used in the Development of Analgesic Agents:
6-Chloro-3-(piperazin-1-yl)benzol[d]isothiazole is utilized in the development of analgesic agents, as the synthesized [(piperazinyl)butyl]thiazolidinones derivatives possess analgesic properties, providing pain relief to patients in need.
Used in the Development of Antipsychotic Agents:
The compound plays a role in the development of antipsychotic agents, as the [(piperazinyl)butyl]thiazolidinones derivatives have exhibited antipsychotic activity, offering potential therapeutic benefits for individuals with psychotic disorders.

Upstream product

• 110-85-0 piperazine 
• 19331-18-1 3,6-dichloro-1,2-benzoisothiazole 
• 70-10-0 3-hydroxy-6-chloro-1,2-benzisothiazole 
• 50-84-0 2,4 dichlorobenzoic acid 
• 40183-35-5 2-(benzylthio)-4-chlorobenzoic acid 
• 40183-55-9 2-(benzylthio)-4-chlorobenzoic acid chloride 

Relevant articles and documents

Synthesis and pharmacological characterization of novel N-(trans-4-(2-(4-(benzo[d]isothiazol-3-yl)piperazin-1-yl)ethyl)cyclohexyl)amides as potential multireceptor atypical antipsychotics

A series of novel benzisothiazolylpiperazine derivatives combining potent dopamine D2and D3, and serotonin 5-HT1Aand 5-HT2Areceptor properties were synthesized and evaluated for their potential antipsychotic properties. The most-promising derivative was 9j. The unique pharmacological features of 9j were a high affinity for D2, D3, 5-HT1A, and 5-HT2Areceptors, together with a 20-fold selectivity for the D3versus D2subtype, and a low affinity for muscarinic M1(reducing the risk of anticholinergic side effects), and for hERG channels (reducing incidence of QT interval prolongation). In animal behavioral models, 9j inhibited the locomotor-stimulating effects of phencyclidine, blocked conditioned avoidance response, and improved the cognitive deficit in the novel object recognition tests in rats. 9j exhibited a low potential for catalepsy, consistent with results with risperidone. In addition, favorable brain penetration of 9j in rats was detected. These studies have demonstrated that 9j is a potential atypical antipsychotic candidate.

Structure-activity relationships of a series of novel (piperazinylbutyl)thiazolidinone antipsychotic agents related to 3-[4-[4-(6- fluorobenzo[b]thien-3-yl)-1-piperazinyl]butyl]-2,5,5-trimethyl-4- thiazolidinone maleate

HP-236 (3-[4-[4-(6-Fluorobenzo[b]thien-3-yl)-1-piperazinyl]butyl]- 2,5,5-trimethyl-4-thiazolidinone maleate; P-9236) (54) displayed a pharmacological profile indicative of potential atypical antipsychotic activity. A series of piperazinyl butyl thiazolidi