ChemicalBook Product Catalog Chemical Reagents Organic reagents Tricyclic compound 11-(1-Piperazinyl)-dibenzo[b,f][1,4]thiazepine dihydrochloride

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

Product Name11-(1-Piperazinyl)-dibenzo[b,f][1,4]thiazepine dihydrochloride
CAS111974-74-4
MFC17H18ClN3S
MW331.86
EINECS1312995-182-4
MOL File111974-74-4.mol

Chemical Properties

Melting point	180-184°C
storage temp.	Inert atmosphere,2-8°C
solubility	Soluble in DMSO, Methanol, Distilled Water
form	solid
color	Off-white
Stability	Stable for 1 year from date of purchase as supplied. Solutions in DMSO, methanol, or distilled water may be stored at -20°C for up to 3 months.
Major Application	pharmaceutical
InChI	InChI=1S/C17H17N3S.ClH/c1-3-7-15-13(5-1)17(20-11-9-18-10-12-20)19-14-6-2-4-8-16(14)21-15;/h1-8,18H,9-12H2;1H
InChIKey	MJPARFLICDXWJT-UHFFFAOYSA-N
SMILES	C1(N2CCNCC2)=NC2C=CC=CC=2SC2=CC=CC=C12.Cl
CAS DataBase Reference	111974-74-4(CAS DataBase Reference)

Safety Information

WGK Germany	WGK 3
HS Code	2934990002
Storage Class	11 - Combustible Solids

Usage And Synthesis

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.3Inhibits the norepinephrine transporter which may contribute to the antipsychotic activity of quetiapine.4

Chemical Properties

11-(1-Piperazinyl)-dibenzo[b,f][1,4]thiazepine dihydrochloride is Pale-Yellow Solid

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

Uses

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.

References

[1] A CARLO ALTAMURA. Effect of quetiapine and norquetiapine on anxiety and depression in major psychoses using a pharmacokinetic approach: a prospective observational study.[J]. Clinical Drug Investigation, 2012, 32 3: 213-219. DOI:10.2165/11597330-000000000-00000
[2] FRANCISCO LÓPEZ-MUÑOZ Cecilio A. Active metabolites as antidepressant drugs: the role of norquetiapine in the mechanism of action of quetiapine in the treatment of mood disorders.[J]. Frontiers in Psychiatry, 2013: 102. DOI:10.3389/fpsyt.2013.00102
[3] BARBARA DI BENEDETTO . N-desalkylquetiapine activates ERK1/2 to induce GDNF release in C6 glioma cells: A putative cellular mechanism for quetiapine as antidepressant[J]. Neuropharmacology, 2012, 62 1: Pages 209-216. DOI:10.1016/j.neuropharm.2011.07.001
[4] CARL BJÖRKHOLM . Role of concomitant inhibition of the norepinephrine transporter for the antipsychotic effect of quetiapine[J]. European Neuropsychopharmacology, 2013, 23 7: Pages 709-720. DOI:10.1016/j.euroneuro.2012.05.012

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