Norquetiapine free base

For research use only. Not for therapeutic Use.

  • CAT Number: I033466
  • CAS Number: 5747-48-8
  • Molecular Formula: C17H17N3S
  • Molecular Weight: 295.4
  • Purity: 98%
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Norquetiapine Free Base(Cat No.:I033466) is a pharmacologically active metabolite of quetiapine, an atypical antipsychotic medication. It has been found to exhibit distinct pharmacological properties from quetiapine and is believed to contribute significantly to its antidepressant effects. Norquetiapine Free Base is thought to interact with various neurotransmitter systems, including serotonin and norepinephrine, which are involved in mood regulation.


Catalog Number I033466
CAS Number 5747-48-8
Synonyms

Norquetiapine Free Base

Molecular Formula C17H17N3S
Purity 98%
Solubility To be determined
Appearance Solid powder
Storage -20°C
IUPAC Name 11-(piperazin-1-yl)dibenzo[b,f][1,4]thiazepine
InChI InChI=1S/C17H17N3S/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
InChIKey JLOAJISUHPIQOX-UHFFFAOYSA-N
SMILES N1(C2=Nc3c(Sc4c2cccc4)cccc3)CCNCC1
Reference

1: Kim DH, Park KS, Park SH, Hahn SJ, Choi JS. Norquetiapine blocks the human cardiac sodium channel Nav1.5 in a state-dependent manner. Eur J Pharmacol. 2020 Oct 15;885:173532. doi: 10.1016/j.ejphar.2020.173532. Epub 2020 Sep 1. PMID: 32882214.
2: Lee HJ, Choi JS, Choi BH, Hahn SJ. Effects of norquetiapine, the active metabolite of quetiapine, on cloned hERG potassium channels. Neurosci Lett. 2018 Jan 18;664:66-73. doi: 10.1016/j.neulet.2017.11.029. Epub 2017 Nov 11. PMID: 29133173.
3: Almeida F, Albuquerque E, Murta I. Delirium Induced by Quetiapine and the Potential Role of Norquetiapine. Front Neurosci. 2019 Aug 20;13:886. doi: 10.3389/fnins.2019.00886. PMID: 31481872; PMCID: PMC6710379.
4: López-Muñoz F, Alamo C. Active metabolites as antidepressant drugs: the role of norquetiapine in the mechanism of action of quetiapine in the treatment of mood disorders. Front Psychiatry. 2013 Sep 12;4:102. doi: 10.3389/fpsyt.2013.00102. PMID: 24062697; PMCID: PMC3770982.
5: Cross AJ, Widzowski D, Maciag C, Zacco A, Hudzik T, Liu J, Nyberg S, Wood MW. Quetiapine and its metabolite norquetiapine: translation from in vitro pharmacology to in vivo efficacy in rodent models. Br J Pharmacol. 2016 Jan;173(1):155-66. doi: 10.1111/bph.13346. Epub 2015 Dec 1. PMID: 26436896; PMCID: PMC4813385.
6: Rovera C, Esposito CM, Ciappolino V, Cattaneo D, Baldelli S, Clementi E, Altamura AC, Buoli M. Quetiapine-Induced Hypomania and its Association with Quetiapine/Norquetiapine Plasma Concentrations: A Case Series of Bipolar Type 2 Patients. Drug Saf Case Rep. 2017 Oct 23;4(1):13. doi: 10.1007/s40800-017-0057-9. PMID: 29063217; PMCID: PMC5653679.
7: Park CW, Lee HJ, Oh DW, Kang JH, Han CS, Kim DW. Preparation and in vitro/in vivo evaluation of PLGA microspheres containing norquetiapine for long-acting injection. Drug Des Devel Ther. 2018 Apr 5;12:711-719. doi: 10.2147/DDDT.S151437. PMID: 29670329; PMCID: PMC5896679.
8: Rasmussen H, Ebdrup BH, Aggernaes B, Lublin H, Oranje B, Pinborg LH, Knudsen GM, Glenthøj B. Norquetiapine and depressive symptoms in initially antipsychotic-naive first-episode schizophrenia. J Clin Psychopharmacol. 2013 Apr;33(2):266-9. doi: 10.1097/JCP.0b013e318287acc9. PMID: 23422401.
9: Kim DW, Weon KY, Hong EP, Chung EK, Lee KT. Comparative Physicochemical and Pharmacokinetic Properties of Quetiapine and Its Active Metabolite Norquetiapine. Chem Pharm Bull (Tokyo). 2016;64(11):1546-1554. doi: 10.1248/cpb.c16-00223. PMID: 27803466.
10: Altamura AC, Moliterno D, Paletta S, Buoli M, Dell’osso B, Mauri MC, Bareggi SR. Effect of quetiapine and norquetiapine on anxiety and depression in major psychoses using a pharmacokinetic approach: a prospective observational study. Clin Drug Investig. 2012 Mar 1;32(3):213-9. doi: 10.2165/11597330-000000000-00000. PMID: 22299714.

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