133070-64-1

Basic information

• Product Name: 3-(Piperazin-1-yl)benzo[d]isothiazole dihydrochloride
• Synonyms: 3-(Piperazin-1-yl)benzo[d]isothiazole dihydrochloride
• CAS NO: 133070-64-1
• Molecular Formula: C11H15Cl2N3S
• Molecular Weight: 292.2279
• Mol File: 133070-64-1.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-(Piperazin-1-yl)benzo[d]isothiazole dihydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(Piperazin-1-yl)benzo[d]isothiazole dihydrochloride(133070-64-1)
• EPA Substance Registry System: 3-(Piperazin-1-yl)benzo[d]isothiazole dihydrochloride(133070-64-1)

Safety Data

• Hazardous Substances Data: 133070-64-1(Hazardous Substances Data)

Upstream product

• 110-85-0 piperazine 
• 2634-33-5 1,2-benzisothiazol-3-one 
• 34761-11-0 2-cyanothiophenol 
• 33174-74-2 2,2 dithiobis(benzonitrile) 
• 7716-66-7 3-chloro-1,2-benzisothiazole 
• 504-63-2 trimethyleneglycol 

Downstream Products

• 1446419-88-0 C₂₈H₃₄N₄O₅S 
• 1453417-04-3 C₂₃H₂₆N₄O₃S*C₂HF₃O₂ 
• 1453416-47-1 C₃₀H₃₀FN₅O₄S 
• 1453416-50-6 C₃₀H₃₀FN₅O₃S₂ 
• 1453416-53-9 C₃₀H₃₀FN₅O₄S 
• 1453416-55-1 C₃₀H₃₀FN₅O₄S 
• 1453416-58-4 C₃₀H₃₀FN₅O₃S₂ 
• 1453416-61-9 C₃₁H₃₃N₅O₅S 
• 1453416-64-2 C₃₁H₃₃N₅O₄S₂ 
• 1453416-67-5 C₃₁H₃₃N₅O₅S 
• 1453416-70-0 C₃₁H₃₃N₅O₄S₂ 
• 1453416-73-3 C₃₁H₃₃N₅O₅S 
• 1453416-76-6 C₃₁H₃₃N₅O₄S₂ 
• 1446419-91-5 C₃₄H₃₆N₈O₃S₂ 

Relevant articles and documents

A key intermediate for the preparation of ziprasidone

The present invention relates to a ziprasidone key intermediate preparation method, wherein benzo[d]isothiazole-3-ol (or one) is adopted as a raw material, and reacts with a substituted sulfonyl chloride or anhydride under an alkaline condition to obtain benzo[d]isothiazole-3-substituted sulfonate, and the benzo[d]isothiazole-3-substituted sulfonate reacts with piperazine to prepare the ziprasidone key intermediate 3-(1-piperazinyl)-1,2-benzoisothiazole. The method of the present invention has characteristics of simple operation, easily available raw materials, less byproducts, simple post-treatment, less industrial three-waste and the like, and is especially suitable for industrial production.

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.