3-Piperazinyl-1,2-benzisothiazole hydrochloride
- Product Name
- 3-Piperazinyl-1,2-benzisothiazole hydrochloride
- CAS No.
- 87691-88-1
- Chemical Name
- 3-Piperazinyl-1,2-benzisothiazole hydrochloride
- Synonyms
- ziprasidone impurities1152;Ziprasidone EP Impurity A HCl;Ziprasidone Related CoMpound A;3-Piperazin-1-yl-1,2-benzisothiazol;3-Piperazinyl-1,2-Benzisothiazole HCI;3-Piperazin-1-ylbenzo[d]isothiazole HCl;1,2-BENZISOTHIAZOLE,3-(1-PIPERAZINYL)HCL;3-(1-Piperazinyl)-1,2-BenzisothiaozoleHcl;3-(1-PIPERAZINYL)-1,2-BENZISOTHIAZOLE HCL;3-Piperazino-1,2-benzisothiazol Hydrochlorid
- CBNumber
- CB3385870
- Molecular Formula
- C11H14ClN3S
- Formula Weight
- 255.77
- MOL File
- 87691-88-1.mol
3-Piperazinyl-1,2-benzisothiazole hydrochloride Property
- storage temp.
- Inert atmosphere,Room Temperature
- Appearance
- White to off-white Solid
- Major Application
- pharmaceutical (small molecule)
- InChI
- InChI=1S/C11H13N3S.ClH/c1-2-4-10-9(3-1)11(13-15-10)14-7-5-12-6-8-14;/h1-4,12H,5-8H2;1H
- InChIKey
- DOQLJTKEUIJSKK-UHFFFAOYSA-N
- SMILES
- C1(N2CCNCC2)=NSC2C=CC=CC1=2.Cl
- CAS DataBase Reference
- 87691-88-1(CAS DataBase Reference)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
N-Bromosuccinimide Price
- Product number
- P480453
- Product name
- 3-PiperazinobenzisothiazoleHydrochloride
- Packaging
- 100mg
- Price
- $60
- Updated
- 2021/12/16
- Product number
- P481220
- Product name
- 3-(1-Piperazinyl)-1,2-benzisothiazoleHydrochloride(1:1)(ZiprasidoneRelatedCompoundA)
- Packaging
- 2.5mg
- Price
- $165
- Updated
- 2021/12/16
- Product number
- API0026898
- Product name
- ZIPRASIDONE RELATED COMPOUND A
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $497.88
- Updated
- 2021/12/16
- Product number
- 026567
- Product name
- 3-Piperazin-1-yl-benzo[d]isothiazole hydrochloride
- Packaging
- 25g
- Price
- $83
- Updated
- 2021/12/16
- Product number
- 026567
- Product name
- 3-Piperazin-1-yl-benzo[d]isothiazole hydrochloride
- Packaging
- 1g
- Price
- $10
- Updated
- 2021/12/16
3-Piperazinyl-1,2-benzisothiazole hydrochloride Chemical Properties,Usage,Production
Uses
3-(1-Piperazinyl)-1,2-benzisothiazole Hydrochloride (1:1), is a building block used for the preparation of Ziprasidone (Z485000), a combined serotonin (5HT2) and dopamine (D2) receptor antagonist. Also used as an antipsychotic.
Synthesis
110-85-0
7716-66-7
87691-88-1
General procedure for the synthesis of 3-(piperazin-1-yl)benzo[d]isothiazole hydrochloride from piperazine and 3-chloro-1,2-benzisothiazole: Anhydrous piperazine (49.4 g, 0.57 mol) and tert-butanol (10 ml) were added to a dry, 300 ml round-bottomed flask equipped with a mechanical stirrer, a thermometer, a condenser with nitrogen inlet at the top, and a homogeneous-pressure drip funnel. After purging the flask with nitrogen, it was heated to 100 °C in an oil bath. 3-Chloro-1,2-benzisothiazole (19.45 g, 0.11 mol) was dissolved in tert-butanol (10 mL) and this solution was then added to the addition funnel and slowly added dropwise to the reaction flask over a period of 20 minutes in order to control the exothermic reaction (temperature was maintained at 112-118 °C). After dropwise addition, the yellow solution was heated to reflux (121 °C) and kept at reflux for 24 hours. Completion of the reaction was confirmed by thin layer chromatography. The reaction mixture was cooled to 85 °C and 120 mL of water was added. The turbid solution was filtered and the filter cake was washed with 60 ml of tert-butanol/water (1:1) solution. The filtrate and washings were combined and the pH was adjusted to 12.2 with 50% aqueous sodium hydroxide. the aqueous solution was extracted with toluene (200 mL), the layers were separated and the aqueous layer was then extracted with fresh toluene (100 mL). The toluene layers were combined, washed with 75 mL of water, and then concentrated to 90 mL at 48°C under vacuum. To the concentrate is added isopropanol (210 ml) and the pH is adjusted slowly and dropwise to 3.8 by the addition of 7.6 ml of concentrated hydrochloric acid.The resulting slurry is cooled to 0 °C, stirred for 45 min and filtered. The filter cake was washed with cold isopropanol (50 mL) and then dried under vacuum at 40 °C to give 23.59 g (80% yield) of 3-(1-piperazinyl)-1,2-benzisothiazole hydrochloride as an off-white solid.
References
[1] Patent: US5935960, 1999, A
[2] Patent: US6111105, 2000, A
[3] Patent: EP790236, 1997, A1
3-Piperazinyl-1,2-benzisothiazole hydrochloride Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 3-Piperazinyl-1,2-benzisothiazole hydrochloride manufacturers
- Product
- 3-Piperazinyl-1,2-benzisothiazole hydrochloride 87691-88-1
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 200KG
- Release date
- 2018-08-06