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Usage

Uses

Used in Pharmaceutical Industry:
1,1-DIMETHYLETHYL 4-(1,2-BENZISOTHIAZOLE-3-YL)-1-PIPERAZINECARBOXYLATE is used as an intermediate in the synthesis of Ziprasidone (Z485010) related compounds for the treatment of various psychiatric disorders. Its role in the synthesis process is essential, as it contributes to the development of medications that can help manage and alleviate symptoms associated with these conditions.
As an intermediate, 1,1-DIMETHYLETHYL 4-(1,2-BENZISOTHIAZOLE-3-YL)-1-PIPERAZINECARBOXYLATE plays a significant role in the pharmaceutical industry, particularly in the development of antipsychotic drugs. Its unique chemical structure allows for the creation of compounds with specific therapeutic properties, making it a valuable asset in the ongoing quest to develop new and effective medications for various psychiatric disorders.

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 87691-87-0 3-(1-piperazinyl)-1,2-benzisothiazole 
• 291748-19-1 4-(4-chloro-[1,2,5]thiadiazol-3-yl)piperazine-1-carboxylic acid tert-butyl ester 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 

Relevant academic research and scientific papers

An Aryne-Based Route to Substituted Benzoisothiazoles

The combination of arynes, generated using fluoride from the corresponding 2-(trimethylsilyl)aryl triflates, and 3-hydroxy-4-aminothiadiazoles leads to the selective formation of 3-amino-substituted benzo[d]isothiazoles. Variation of the substitution pattern of the aryne precursor, and of the thiadiazole, is possible, with the target heterocycles being obtained in good to excellent yields. In all cases, use of 3-hydroxy-4-aminothiadiazoles leads to incorporation of the amino-substituent in the product heterocycle.

Synthesis and Biological Activity of the Putative Metabolites of the Atypical Antipsychotic Agent Tiospirone

Putative oxidative metabolites of the lead antipsychotic agent tiospirone (1) were synthesized to assist in the identification of the authentic metabolic products found in human urine samples.Thus far, six authentic metabolites have been correlated to the synthetic species.The putative metabolites were further examined in vitro to assess their central nervous system therapeutic potential.SAR analysis of these derivatives indicates that hydroxyl substitution, particularly in the azaspirodecanedione region of the molecule, diminishes the dopamine D-2 affinity of the species without significantly altering the serotonin type-1A and type-2 interactions.In addition, an increase in α1-adrenergic affinity appears to be linked to the attenuation of effects at the dopamine receptors.The biological profile of the 6-hydroxytiospirone metabolite 42 was exemplary in these respects and the in vivo actions of this compound suggest potent antipsychotic potential with a minimal liability for extrapyramidal side effects (EPS).While compound 42 has been unambiguously characterized as an actual human metabolite of tiospirone, the role of 42 in the observed antipsychotic activity of the parent drug, if any, has not yet been determined.

Metabolites and prodrug formulations of 8-[4-[4-(1,2-benzisothiazol-3-yl)-1-piperazinyl]butyl]-8-azaspiro[4.5]decane-7,9-dione

Various metabolites and prodrug formulations of 8-[4-[4-(1,2-benzisothiazol-3-yl)-1-piperazinyl]butyl]-8-azaspiro[4.5]decane-7,9-dione which are particularly useful in the treatment of psychotic disorders, especially derivatives thereof which have been ox