ChemicalBook > CAS DataBase List > 11-(PIPERAZIN-1-YL)DIBENZO[B,F][1,4]THIAZEPINE

11-(PIPERAZIN-1-YL)DIBENZO[B,F][1,4]THIAZEPINE

Product Name: 11-(PIPERAZIN-1-YL)DIBENZO[B,F][1,4]THIAZEPINE
CAS No.: 5747-48-8
Chemical Name: 11-(PIPERAZIN-1-YL)DIBENZO[B,F][1,4]THIAZEPINE
Synonyms: Norquetiapine;N-Desalkylquetiapine;11-(Piperazin-1-yl);2-(Piperazin-1-yl)dithiazepin;11-Piperazinodibenzo[b,f][1,4]thiazepine;N-Des[2-(2-hydroxyethoxy)ethyl] Quetiapine;6-piperazin-1-ylbenzo[b][1,4]benzothiazepine;11-(piperazin-1-yl)dibenzo[b,f][1,4]thiazepine;11-(1-Piperazinyl)-dibenzo[b,f][1,4]thiazepine;7-chloro-2-(2-methylphenyl)-3,1-benzoxazin-4-one
CBNumber: CB81176568
Molecular Formula: C17H17N3S
Formula Weight: 295.4
MOL File: 5747-48-8.mol

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11-(PIPERAZIN-1-YL)DIBENZO[B,F][1,4]THIAZEPINE Property

Boiling point:: 465.2±55.0 °C(Predicted)
Density: 1.30
storage temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
solubility: DMF: 16 mg/mL; DMSO: 3 mg/mL; Ethanol: 5 mg/mL; PBS (pH 7.2): 0.25 mg/mL
form: A solid
pka: 8.55±0.10(Predicted)

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Safety

HazardClass: IRRITANT

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H312Harmful in contact with skin

H332Harmful if inhaled

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Usbiological

Product number: 292235
Product name: 11-Piperazin-1-yl-dibenzo[b,f][1,4]thiazepine
Packaging: 500mg
Price: $566
Updated: 2021/12/16

Biosynth Carbosynth

Product number: IP57871
Product name: 11-Piperazin-1-yl-dibenzo[b,f][1,4]thiazepine
Packaging: 250mg
Price: $75
Updated: 2021/12/16

Biosynth Carbosynth

Product number: IP57871
Product name: 11-Piperazin-1-yl-dibenzo[b,f][1,4]thiazepine
Packaging: 500mg
Price: $125
Updated: 2021/12/16

Biosynth Carbosynth

Product number: IP57871
Product name: 11-Piperazin-1-yl-dibenzo[b,f][1,4]thiazepine
Packaging: 1g
Price: $200
Updated: 2021/12/16

Matrix Scientific

Product number: 058054
Product name: 11-(Piperazin-1-yl)dibenzo[b,f][1,4]thiazepine
Purity: 95%
Packaging: 1g
Price: $225
Updated: 2021/12/16

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11-(PIPERAZIN-1-YL)DIBENZO[B,F][1,4]THIAZEPINE Chemical Properties,Usage,Production

Chemical Properties

Pale-Yellow Solid

Uses

11-(Piperazin-1-yl)dibenzo[b,f][1,4]thiazepine is a metabolite of Quetiapine, a Benzothiazepine with mixed serotonin and dopamine receptor antagonistic properties used as an antipsychotic.

Definition

ChEBI: Norquetiapine is a dibenzothiazepine.

Synthesis

753475-15-9

5747-48-8

General procedure for the synthesis of 11-(1-piperazinyl)dibenzo[b,f][1,4]thiazepine from 11-(piperazin-1-yl)dibenzo[b,f][1,4]thiazepine hydrochloride: a toluene solution of 11-chloro-dibenzo[b,f][1,4]thiazepine (1500 mL, 0.686 mol) was mixed with 1500 mL of deionized water and 90 mL of HCl (32% w/w) were mixed. The reaction mixture was heated to 70 °C and stirred for 45 min. Stirring was stopped and allowed to stand for 30 minutes for phase separation. The lower aqueous phase was separated, which contained the HCl salt of 11-piperazin-1-yl dibenzo[b,f][1,4]thiazepine. Subsequently, the aqueous phase was treated with 1000 mL of toluene and 99 g aqueous NaOH (47% w/w). The mixture was heated to 70 °C and stirred for 45 min. Stirring was stopped and allowed to stand for 30 min for phase separation. The lower aqueous phase was discarded, the upper organic phase was retained and 300 mL of deionized water was added to it. The mixture was stirred for 15 minutes and then allowed to stand for 30 minutes. The aqueous phase was discarded and the organic phase was again extracted with 300 mL of deionized water. Approximately 750 mL of toluene was removed by distillation and the concentrate was cooled to 60°C. 200 mL of methyl tertiary butyl ether (MTBE) was added. The mixture was cooled to room temperature and inoculated with Type A crystalline seed. Subsequently, the mixture was cooled to 10 °C and kept under slow stirring for 3 hours. The solid product was separated by filtration through a #3 sintered funnel. The solid was washed with 120 mL of MTBE at room temperature and finally dried under vacuum at 40 °C to give 175 g (86.4% yield) of crystalline product.HPLC analysis showed a product purity of 99.9% w/w.

References

[1] Patent: WO2006/73360, 2006, A1. Location in patent: Page/Page column 10-11
[2] Patent: WO2006/73360, 2006, A1. Location in patent: Page/Page column 10
[3] Patent: WO2007/62338, 2007, A2. Location in patent: Page/Page column 13-14
[4] Patent: WO2007/62337, 2007, A2. Location in patent: Page/Page column 13-14
[5] Patent: WO2007/62337, 2007, A2. Location in patent: Page/Page column 14

11-(PIPERAZIN-1-YL)DIBENZO[B,F][1,4]THIAZEPINE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 11-(PIPERAZIN-1-YL)DIBENZO[B,F][1,4]THIAZEPINE manufacturers

Career Henan Chemical Co

Product: 11-(PIPERAZIN-1-YL)DIBENZO[B,F][1,4]THIAZEPINE 5747-48-8
Price: US $9.80/KG
Min. Order: 1g
Purity: ≥99%
Supply Ability: 100kg
Release date: 2019-12-21

5747-48-8, 11-(PIPERAZIN-1-YL)DIBENZO[B,F][1,4]THIAZEPINERelated Search:

Quetiapine Metiapine ETHANOL, 2-[2-[4-(5-OXIDODIBENZO[B,F][1,4]THIAZEPIN-11-YL)-1-PIPERAZINYL]ETHOXY]- ,DIHYDROCHLORIDE 11-(1-PIPERAZINYL)-DIBENZO[B,F][1,4]THIAZEPIN HYDROCHLORIDE N-DES[2-(2-HYDROXYETHOXY)ETHYL] QUETIAPINE-D8 11-(PIPERAZIN-1-YL)DIBENZO[B,F][1,4]THIAZEPINE 11-(1-Piperazinyl)-dibenzo[b,f][1,4]thiazepine dihydrochloride QUETIAPINE SULFOXIDE 11-(1-Piperazinyl-d8)-dibenzo[b,f][1,4]thiazepin-7-ol 11-[4-(2-CHLORO-ETHYL)-PIPERAZIN-1-YL]-DIBENZO[B,F][1,4]THIAZEPINE 7-Hydroxy Quetiapine-D8 7-HYDROXY QUETIAPINE CLOTHIAPINE Quetiapine fumarate 11-(1-PIPERAZINYL)-DIBENZO[B,F][1,4]THIAZEPIN-7-OL

11-(piperazin-1-yl)dibenzo[b,f][1,4]thiazepine

11-Piperazinodibenzo[b,f][1,4]thiazepine

N-Desalkylquetiapine

Norquetiapine

11-(Piperazin-1-yl)

11-(1-Piperazinyl)-dibenzo[b,f][1,4]thiazepine

2-(Piperazin-1-yl)dithiazepin

7-chloro-2-(2-methylphenyl)-3,1-benzoxazin-4-one

N-Des[2-(2-hydroxyethoxy)ethyl] Quetiapine

N-Des[2-(2-hydroxyethoxy)ethyl] QuetiapineDiscontinued See: D288740

Dibenzo[b,f][1,4]thiazepine, 11-(1-piperazinyl)-

(Z)-11-(piperidin-4-yl)dibenzo[b,f][1,4]thiazepine

N-desalkyl QuetiapineQ: What is N-desalkyl Quetiapine Q: What is the CAS Number of N-desalkyl Quetiapine Q: What is the storage condition of N-desalkyl Quetiapine

6-piperazin-1-ylbenzo[b][1,4]benzothiazepine

5747-48-8

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