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Vortioxetine

Vortioxetine Structure
CAS No.
508233-74-7
Chemical Name:
Vortioxetine
Synonyms
1-(2-((2,4-DiMethylphenyl)thio)phenyl)piperazine;Vortioxetin;Votigetin;Votexetine;Lu AA 21004;Vortioxetine;Vortioxetine,98%;1-(2-((2,4-DimethyL;Vortioxetine, >=99%;Vortioxetine USP/EP/BP
CBNumber:
CB62614395
Molecular Formula:
C18H22N2S
Molecular Weight:
298.45
MOL File:
508233-74-7.mol
Modify Date:
2024/5/13 18:00:15

Vortioxetine Properties

Melting point 115-117°C
Boiling point 424.8±45.0 °C(Predicted)
Density 1.16
storage temp. -20°C Freezer
solubility DMSO (Slightly), Methanol (Slightly)
pka 8.85±0.10(Predicted)
form Solid
color White to Off-White
InChI InChI=1S/C18H22N2S/c1-14-7-8-17(15(2)13-14)21-18-6-4-3-5-16(18)20-11-9-19-10-12-20/h3-8,13,19H,9-12H2,1-2H3
InChIKey YQNWZWMKLDQSAC-UHFFFAOYSA-N
SMILES N1(C2=CC=CC=C2SC2=CC=C(C)C=C2C)CCNCC1

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS08
Signal word  Warning
Hazard statements  H371-H373-H361
Precautionary statements  P260-P314-P501-P201-P202-P281-P308+P313-P405-P501-P260-P264-P270-P309+P311-P405-P501

Vortioxetine Chemical Properties,Uses,Production

Description

In September 2013, vortioxetine (also known as Lu AA21004) was approved in the United States for the treatment of major depressive disorder (MDD). Vortioxetine was discovered from a designed multiple ligand approach to identifying an antidepressant agent that combined SERT inhibition with 5-HT1A agonism to more rapidly desensitize 5-HT1A receptors and 5-HT3A antagonism to improve mood and cognitive function. Vortioxetine has a human SERT IC50=5.4 nM, an EC50=200 nM as a human 5-HT1A receptor agonist (efficacy=96%; Ki=39 nM), and an IC50=12 nM as a human 5-HT3A receptor antagonist (Ki=3.7 nM). It has weak inhibition of the dopamine and norepinephrine transporters, but high affinity for the human β1-noradrenergic receptor (Ki=46 nM), human 5-HT1B receptor (Ki=33 nM, partial agonist), and the human 5-HT-7 receptor (Ki=19 nM, antagonist).

Uses

Vortioxetine can be used in biological study of effectiveness of long term vortioxetine treatment of patients with major depressive disorder.

Definition

ChEBI: An N-arylpiperazine in which the aryl group is specified as 2-[(2,4-dimethylphenyl)sulfanyl]phenyl. Used (as its hydrobromide salt) for treatment of major depressive disorder.

Synthesis

The sequence involves iterative palladium-catalyzed carbon¨C heteroatom bond formations, the first establishing the thioethereal bond between commercially available thiol (213) and o-iodobromobenzene (214) employing conditions described by Schopfer and Schlapbach. Next, Buchwald¨CHartwig conditions were employed to establish the piperazine linkage, and this was followed by subjection to warm hydrobromic acid to furnish vortioxetine hydrobromide (XXVI) in 75% yield across the entire three-step sequence.

Synthesis_508233-74-7

Vortioxetine Preparation Products And Raw materials

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Vortioxetine Spectrum

Trintellix (vortioxetine) Vortioxetine(Lu AA21004) 1-(2-((2,4-DIMETHYLPHENYL)THIO)PHENYL)PIPERAZINE-HCL Vortioxetine, >=99% Lu AA 21004 Vortioxetine 1-[2-(2,4-Dimethylphenylsulfanyl)phenyl]piperazine Vortioxetine ?LuAA21004 ? 1-(2-((2,4-Dimethylphenyl)thio)phenyl)piperazine Vortioxetine 1-(2-((2,4-Dimethylphenyl)thio)phenyl)piperazine Vortioxetine,98% 1-(2-((2,4-DimethyL Piperazine, 1-[2-[(2,4-dimethylphenyl)thio]phenyl]- Vortioxetine/Vortioxetine HBr Vortioxetine USP/EP/BP Vortioxetine (AA21004) VortioxetineQ: What is Vortioxetine Q: What is the CAS Number of Vortioxetine Q: What is the storage condition of Vortioxetine Vortioxetin 1-(2-((2,4-DiMethylphenyl)thio)phenyl)piperazine Votexetine Vortioxetine tablet 5mg Vortioxetine tablet 10mg Vortioxetine tablet 20mg 508233-74-7 Cyclobenzaprine Impurity 4-d6 Votigetin 508233-74-7 Inhibitors 5-HT antagonist Serotonin transporter inhibitor