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

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

HS Code 

2934990002

11-(1-Piperazinyl)-dibenzo[b,f][1,4]thiazepine dihydrochloride 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.3?Inhibits 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) Altamura?et al.?(2012),?Effect of quetiapine and norquetiapine on anxiety and depression in major psychoses using a pharmacokinetic approach: a prospective observational study; Clin. Drug Investig.,?32?213 2) Lopez Munoz and Alamo (2013),?Active metabolites as antidepressant drugs: the role of norquetiapine in the mechanism of action of quetiapine in the treatment of mood disorders; Front. Psychiatry,?4?102 3) Di. Benedetto?et al.?(2012),?N-desalkylquetiapine activates ERK1/2 to induce GDNF release in C6 glioma cells: a putative cellular mechanism for quetiapine as antidepressant; Neuropharmacology,?62?209 4) Bjorkholm?et al.?(2013),?Role of concomitant inhibition of the norepinephrine transporter for the antipsychotic effect of quetiapine; Eur. Neuropsychopharmacol.,?23?709

11-(1-Piperazinyl)-dibenzo[b,f][1,4]thiazepine dihydrochloride(111974-74-4)Related Product Information

• Quetiapine Carboxylate Impurity
• 2-(2-(2-(4-(Dibenzo[b,f][1,4]thiazepin-11-yl)piperazin-1-yl)ethoxy)ethoxy)ethanol dihydrochloride
• Quetiapine Dimer Impurity
• 2-(2-(4-(Dibenzo[b,f][1,4]thiazepin-11-yl)piperazin-1-yl)ethoxy)ethyl Acetate
• Quetiapine Hydroxy Impurity
• Quetiapine N-Oxide
• 1,2-Bis[2-(4-Dibenzo[b,f][1,4]thiazepin-11-yl-1-piperazinyl)ethoxy]ethane
• 10,11-Dihydro-11-oxodibenzo[b,f][1,4]thiazepine
• Quetiapine IMpurity P (11-(4-Ethylpiperazin-1-yl)dibenzo[b,f][1,4]thiazepine fuMarate))
• N-(2-((2-(4-(2-(2-Hydroxyethoxy)ethyl)piperazine-1-carbonyl)phenyl)thio)phenyl)acetaMide
• 2-[2-[2-(4-Dibenzo[b,f][1,4]thiazepin-11-yl-1-piperazinyl)ethoxy]ethoxy]ethanol FuMarate
• Ethyl Quetiapine Fumarate Salt
• Quetiapine EP Impurity N DiHCl
• dibenzo[b,f][1,4]thiazepin-11-amine
• Quetiapine EP Impurity W
• Quetiapine Sulfone
• Quetiapine EP Impurity N
• Quetiapine EP Impurity C