87691-87-0

Basic information

• Product Name: 3-(1-Piperazinyl)-1,2-benzisothiazole
• Synonyms: ASINEX-REAG BAS 13031053;AKOS B030093;3-PIPERAZIN-1-YL-BENZO[D]ISOTHIAZOLE;3-PIPERAZINYL-1,2-BENZISOTHIAZOLE;3-PIPERAZINOBENZISOTHIAZOLE;4-(1,2-BENZISOTHIAZOL-3-YL)-1-PIPERAZINE;3-(1-PIPERAZINYL)-1,2-BENZISOTHIAZOLE;1,2-BENZISOTHIAZOLE-3-(1-PIPERAZINYL)
• CAS NO: 87691-87-0
• Molecular Formula: C₁₁H₁₃N₃S
• Molecular Weight: 219.31
• EINECS: 1806241-263-5
• Product Categories: Starting Raw Materials & Intermediates;Sulphur Derivatives;API intermediates;Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Sulfur & Selenium Compounds
• Mol File: 87691-87-0.mol
• Article Data: 21

Chemical Properties

• Melting Point: 89.0 to 93.0 °C
• Boiling Point: 320.2 °C at 760 mmHg
• Flash Point: 147.4 °C
• Appearance: /
• Density: 1.256
• Vapor Pressure: 0.000323mmHg at 25°C
• Refractive Index: 1.655
• Storage Temp.: 2-8°C
• Solubility: soluble in Methanol
• PKA: 8.52±0.10(Predicted)
• BRN: 4253627
• CAS DataBase Reference: 3-(1-Piperazinyl)-1,2-benzisothiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(1-Piperazinyl)-1,2-benzisothiazole(87691-87-0)
• EPA Substance Registry System: 3-(1-Piperazinyl)-1,2-benzisothiazole(87691-87-0)

Safety Data

• Hazard Codes: Xi,T
• Statements: 25-36/38
• Safety Statements: 26-45
• RIDADR: UN 2811 6.1 / PGIII
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 87691-87-0(Hazardous Substances Data)

Usage

Chemical Properties

3-(1-Piperazinyl)-1,2-benzisothiazole is Yellow Solid

Uses

3-(1-Piperazinyl)-1,2-benzisothiazole is a reagent used to synthesize Ziprasidione

InChI:InChI=1/C11H13N3S/c1-2-4-10-9(3-1)11(13-15-10)14-7-5-12-6-8-14/h1-4,12H,5-8H2

Upstream product

• 110-85-0 piperazine 
• 7716-66-7 3-chloro-1,2-benzisothiazole 
• 19602-82-5 2,2'-dithiodibenzoic acid dichloride 
• 190970-00-4 3-[(2-cyanophenyl)thio]-1,2-benzisothiazole 
• 2634-33-5 1,2-benzisothiazol-3-one 
• 873-32-5 2-Chlorobenzonitrile 
• 2634-33-5 1,2-benzisothiazolin-3-one 
• 1384511-83-4 3-[bis(hydroxyethyl)]amino-1,2-benzisothiazole 
• 184169-44-6 2-cyanobenzenesulfenyl bromide 
• 3950-02-5 2-chlorosulfenylbenzoyl chloride 
• 119-80-2 2,2'-dithiobenzoic acid 

Downstream Products

• 155288-46-3 2-(4-(4-(1,2-benzisothiazol-3-yl)-1-piperazinyl)butyl)-1-isoindolinone 
• 55745-83-0 2-piperazinobenzothiazole 
• 865787-04-8 1-(4-benzo[d]isothiazol-3-yl-piperazin-1-yl)-2-(5-chloro-2-nitro-phenyl)-ethanone 
• 865787-01-5 1-(4-benzo[d]isothiazol-3-yl-piperazin-1-yl)-2-(4-methyl-2-nitro-phenyl)-ethanone 
• 677708-77-9 1-(4-1,2-benzisothiazol-3-yl-piperazin-1-yl)-2-(5-fluoro-2-nitro-phenyl)-ethanone 
• 884305-08-2 5-(2-(4-(1,2-benzisothiazole-3-yl)-1-piperazinyl)-1-hydroxyethyl)-6-chloro-1,3-dihydro-2H-indole-2-one 
• 884305-07-1 5-(2-(4-(1,2-benzisothiazole-3-yl)-1-piperazinyl)-1-oxoethyl)-6-chloro-1,3-dihydro-2H-indole-2-one 
• 122883-93-6 ziprazidone 
• 754974-68-0 4-(Benzo-isothiazol-3-yl)-piperazine-1-carboxylic acid 4-(5-trifluoromethyl-pyridin-2-yloxy)-phenyl ester 
• 117923-02-1 4-(4-(4-(4-(3-benzisothiazolyl)piperazinyl)butyl)phenyl)-thiazol-2-one 
• 87691-91-6 tiospirone 
• 87692-09-9 4-<4-(1,2-benzisothiazol-3-yl)-1-piperazinyl>-1-(4-fluorophenyl)-1-butanone hydrochloride 
• 186204-37-5 (3aR,7aR)-4’-(benzo[d]isothiazol-3-yl)octahydrospiro[isoindole-2,1’-piperazin]-2-ium methanesulfonate 
• 367514-88-3 (3aR,4S,7R,7aS)-2-[((1R,2R)-2-{[4-(l1,2-benzisothiazol-3-yl)piperazin-1-yl]methyl}cyclohexyl)methyl]hexahydro-1H-4,7-methanisoindol-1,3-dione hydrochloride 

Relevant articles and documents

Benzisothiazole compound and preparation method thereof and purpose of benzisothiazole compound for treating depression

The invention discloses a benzisothiazole compound and a preparation method thereof and a purpose of the benzisothiazole compound for treating depression. The benzisothiazole compound has a structureshown as a formula I. The research found that the compound in the formula I or its medicinal salt has the following good medicine properties of 5-HT1A acceptor excitement and 5-HT/NE reuptake inhibition effect, and has strong and rapid anti-depression effect in an animal depression model. The research result shows that the compound shown in the formula I or its medicinal salt can be used for treating depression. The invention provides an effective technical means for efficiently and rapidly treating the depression.

Synthesis and biological evaluation of novel isoxazolines linked via piperazine to 2- benzoisothiazoles as potent apoptotic agents

Synthesis of 3-(4-((3-Phenyl-4,5-dihydroisoxazol-5-yl)methyl)piperazin-1-yl) benzoisothiazole derivatives (5a-i), which constitute a new class of isoxazolines, has been accomplished in regio-selective manner. These derivatives have been prepared by employing the reaction between substituted aldoximes (4a-i) and 3-(4-Allylpiperazin-1-yl) benzoisothiazole in presence of chloramine-T which afforded in good yields. These compounds were screened for cytotoxic activity on tumor cells. Four among the nine synthesized compounds were found to exhibit potent cytotoxic and antineoplastic activities in comparison to tumor necrosis factor-related apoptosis inducing ligand (TRAIL) protein in mammalian cancer cells. The rest of the derivatives showed moderate activity.

An efficient synthesis and biological screening of benzofuran and benzo[d]isothiazole derivatives for Mycobacterium tuberculosis DNA GyrB inhibition

A series of twenty eight molecules of ethyl 5-(piperazin-1-yl)benzofuran-2-carboxylate and 3-(piperazin-1-yl)benzo[d]isothiazole were designed by molecular hybridization of thiazole aminopiperidine core and carbamide side chain in eight steps and were screened for their in vitro Mycobacterium smegmatis (MS) GyrB ATPase assay, Mycobacterium tuberculosis (MTB) DNA gyrase super coiling assay, antitubercular activity, cytotoxicity and protein-inhibitor interaction assay through differential scanning fluorimetry. Also the orientation and the ligand-protein interactions of the top hit molecules with MS DNA gyrase B subunit active site were investigated applying extra precision mode (XP) of Glide. Among the compounds studied, 4-(benzo[d]isothiazol-3-yl)-N-(4-chlorophenyl)piperazine-1-carboxamide (26) was found to be the most promising inhibitor with an MS GyrB IC50 of 1.77 ± 0.23 μM, 0.42 ± 0.23 against MTB DNA gyrase, MTB MIC of 3.64 μM, and was not cytotoxic in eukaryotic cells at 100 μM. Moreover the interaction of protein-ligand complex was stable and showed a positive shift of 3.5 °C in differential scanning fluorimetric evaluations.