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

Base Information

• Chemical Name: 11-(1-Piperazinyl)-dibenzo[b,f][1,4]thiazepine dihydrochloride
• CAS No.: 111974-74-4
• Molecular Formula: C₁₇H₁₇N₃S*2ClH
• Molecular Weight: 368.33
• Hs Code.: 2934990002
• Mol file: 111974-74-4.mol

Synonyms:Dibenzo[b,f][1,4]thiazepine,11-(1-piperazinyl)-, dihydrochloride (9CI);

Chemical Property of 11-(1-Piperazinyl)-dibenzo[b,f][1,4]thiazepine dihydrochloride

Chemical Property:

• Appearance/Colour: pale-yellow solid
• Vapor Pressure: 6.63E-11mmHg at 25°C
• Melting Point: 180-184°C
• Boiling Point: 513.3 °C at 760 mmHg
• Flash Point: 264.3 °C
• PSA: 52.93000
• LogP: 4.44100
• Storage Temp.: -20°C Freezer
• Solubility.: Soluble in DMSO, Methanol, Distilled Water

Purity/Quality:

99% ^*data from raw suppliers

N-Des[2-(2-hydroxyethoxy)ethyl]QuetiapineDihydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Norquetiapine 2HCl (111974-74-4) is a pharmacologically active metabolite of quetiapine (Seroquel).1? Exhibits distinct pharmacological activity from quetiapine and plays an important role in its antidepressant activity.2? Activates ERK1/2 and induces release of BDNF in C6 glioma cells which may contribute to the antidepressant properties of quetiapine.3?Inhibits the norepinephrine transporter which may contribute to the antipsychotic activity of quetiapine.4
• Uses: 11-(1-Piperazinyl)-dibenzo[b,f][1,4]thiazepine dihydrochloride is a metabolite of Quetiapine, a Benzothiazepine with mixed serotonin and dopamine receptor antagonistic properties used as an antipsychotic N-Des[2-(2-hydroxyethoxy)ethyl] Quetiapine Dihydrochloride (Quetiapine EP Impurity B) is a metabolite of Quetiapine, a Benzothiazepine with mixed serotonin and dopamine receptor antagonistic properties used as an antipsychotic.

Technology Process of 11-(1-Piperazinyl)-dibenzo[b,f][1,4]thiazepine dihydrochloride

There total 10 articles about 11-(1-Piperazinyl)-dibenzo[b,f][1,4]thiazepine dihydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.8%

11-(1-piperazinyl)dibenzo[b,f][1,4]thiazepine (5747-48-8) → N-Dealkyl Quetiapine dihydrochloride (111974-74-4)

Guidance literature:

With hydrogenchloride; In methanol; diethyl ether;

Reference yield: 90.0%

piperazine (110-85-0) + dibenzo[b,f][1,4]thiazepin-11-one (3159-07-7) → 11-piperazin-1-yldibenzo[b,f][1,4]thiazepine hydrochloride (753475-15-9,111974-74-4)

Guidance literature:

dibenzo[b,f][1,4]thiazepin-11-one; With trichlorophosphate; In toluene; at 10 ℃; for 4h; Heating / reflux;

With potassium carbonate; In water; toluene; at 15 ℃;

piperazine; With hydrogenchloride; more than 3 stages;

Reference yield: 88.0%

piperazine (110-85-0) + 11-chloro-dibenzo[b,f][1,4]thiazepine (13745-86-3) → 11-piperazin-1-yldibenzo[b,f][1,4]thiazepine hydrochloride (753475-15-9,111974-74-4)

Guidance literature:

With hydrogenchloride; In isopropyl alcohol; toluene;

DOI:10.1021/op900097q

upstream raw materials:

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

piperazine

11-chloro-dibenzo[b,f][1,4]thiazepine

hydrogenchloride

Refernces

• 1、 -. "PROCESS FOR THE PREPARATION OF QUETIAPINE FUMARATE". Page/Page column 10. . Retrieved 2012/04/04.
• 2、 -. "PROCESS FOR THE PREPARATION OF QUETIAPINE FUMARATE". Page/Page column 23-24. . Retrieved 2010/09/18.