Vortioxetine

Modify Date: 2024-01-01 22:21:10

Vortioxetine Structure
Vortioxetine structure
 Common Name Vortioxetine
CAS Number 508233-74-7 Molecular Weight 298.446
Density 1.2±0.1 g/cm3 Boiling Point 424.8±45.0 °C at 760 mmHg
Molecular Formula C18H22N2S Melting Point N/A
MSDS N/A Flash Point 210.7±28.7 °C

 Use of Vortioxetine


Vortioxetine is a inhibitor of 5-HT1A, 5-HT1B, 5-HT3A, 5-HT7 receptor and SERT, with Ki values of 15 nM, 33 nM, 3.7 nM, 19 nM and 1.6 nM, respectively.

 Names

Name vortioxetine
Synonym More Synonyms

 Vortioxetine Biological Activity

Description Vortioxetine is a inhibitor of 5-HT1A, 5-HT1B, 5-HT3A, 5-HT7 receptor and SERT, with Ki values of 15 nM, 33 nM, 3.7 nM, 19 nM and 1.6 nM, respectively.
Related Catalog
Target

5-HT1A Receptor:15 nM (Ki)

5-HT1B Receptor:33 nM (Ki)

5-HT3A Receptor:3.7 nM (Ki)

Human 5-HT7 Receptor:19 nM (Ki)

SERT:1.6 nM (Ki)
In Vitro Vortioxetine (Compound 5m) is a multimodal serotonergic agent, inhibits 5-HT1A, 5-HT1B, 5-HT3A, 5-HT7 receptor and SERT with Ki values of 15 nM, 33 nM, 3.7 nM, 19 nM and 1.6 nM, respectively. Vortioxetine displays antagonistic properties at 5-HT3A and 5-HT7 receptors, partial agonist properties at 5-HT1B receptors, agonistic properties at 5-HT1A receptors, and potent inhibition of SERT[1]. Vortioxetine is a partial h5-HT 1B receptor agonist with EC50 of 460 nM and intrinsic activity of 22% using a whole-cell cAMP-based assay. Vortioxetine binds to the r5-HT 7 receptor with a Ki value of 200 nM and is a functional antagonist at the r5-HT7 receptor with an IC50 of 2 μM in an in vitro whole-cell cAMP assay[5].
In Vivo Vortioxetine (Lu AA21004) occupies the r5-HT1B receptor and rSERT (ED50= 3.2 and 0.4 mg/kg, respectively) after subcutaneous administration and is a 5-HT3 receptor antagonist[6]. Vortioxetine significantly increases cell proliferation and cell survival and stimulates maturation of immature granule cells in the sub granular zone of the dentate gyrus of the hippocampus after 21 days of treatment[3]. Vortioxetine does not cause cognitive or psychomotor impairment[4].
References

[1]. Bang-Andersen B, Ruhland T, J?rgensen M, Discovery of 1-[2-(2,4-dimethylphenylsulfanyl)phenyl]piperazine (Lu AA21004): a novel multimodal compound for the treatment of major depressive disorder. J Med Chem. 2011 May 12;54(9):3206-21.

[2]. Guilloux JP, Mendez-David I, Pehrson A, Antidepressant and anxiolytic potential of the multimodal antidepressant vortioxetine (Lu AA21004) assessed by behavioural and neurogenesis outcomes in mice. Neuropharmacology. 2013 May 28;73C:147-159.

[3]. Theunissen EL, Street D, H?jer AM, A randomized trial on the acute and steady-state effects of a new antidepressant, vortioxetine (Lu AA21004), on actual driving and cognition. Clin Pharmacol Ther. 2013 Jun;93(6):493-501.

[4]. Rothschild AJ, Mahableshwarkar AR, Jacobsen P, Vortioxetine (Lu AA21004) 5mg in generalized anxiety disorder: results of an 8-week randomized, double-blind, placebo-controlled clinical trial in the United States. Eur Neuropsychopharmacol. 2012 Dec;22(12):858-66.

[5]. M?rk A, Pehrson A, Brennum LT, Pharmacological effects of Lu AA21004: a novel multimodal compound for the treatment of major depressive disorder. J Pharmacol Exp Ther. 2012 Mar;340(3):666-75.

 Chemical & Physical Properties

Density 1.2±0.1 g/cm3
Boiling Point 424.8±45.0 °C at 760 mmHg
Molecular Formula C18H22N2S
Molecular Weight 298.446
Flash Point 210.7±28.7 °C
Exact Mass 298.150360
PSA 40.57000
LogP 4.26
Vapour Pressure 0.0±1.0 mmHg at 25°C
Index of Refraction 1.643
Storage condition 2-8°C

 Safety Information

Hazard Codes Xi
HS Code 2933599090

 Synthetic Route

Vortioxetine (Lu AA21004) HBr structure

Vortioxetine (L...

CAS#:960203-27-4

~95%

Vortioxetine Structure

Vortioxetine

CAS#:508233-74-7
Literature: WO2008/113359 A2, ; Page/Page column 15 ; WO 2008/113359 A2
Piperazine structure

Piperazine

CAS#:110-85-0
1-[(2-Bromophenyl)sulfanyl]-2,4-dimethylbenzene structure

1-[(2-Bromophen...

CAS#:960203-41-2

~%

Vortioxetine Structure

Vortioxetine

CAS#:508233-74-7
Literature: WO2007/144005 A1, ; Page/Page column 48-50 ; WO 2007/144005 A1
Piperazine structure

Piperazine

CAS#:110-85-0
1-Bromo-2-iodobenzene structure

1-Bromo-2-iodob...

CAS#:583-55-1
2,4-Dimethylthiophenol structure

2,4-Dimethylthi...

CAS#:13616-82-5

~%

Vortioxetine Structure

Vortioxetine

CAS#:508233-74-7
Literature: WO2007/144005 A1, ; Page/Page column 48 ; WO 2007/144005 A1
4-[2-(2,4-dimethylphenylsulfanyl)phenyl]piperazine-1-carboxylic acid tert-butyl ester structure

4-[2-(2,4-dimet...

CAS#:960203-42-3

~%

Vortioxetine Structure

Vortioxetine

CAS#:508233-74-7
Literature: WO2007/144005 A1, ; Page/Page column 43-44; 46-48 ; WO 2007/144005 A1

 Customs

HS Code 2933599090
Summary 2933599090. other compounds containing a pyrimidine ring (whether or not hydrogenated) or piperazine ring in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Synonyms

1-{2-[(2,4-Dimethylphenyl)sulfanyl]phenyl}piperazine
Piperazine, 1-[2-[(2,4-dimethylphenyl)thio]phenyl]-
Lu AA 21004
Vortioxetine
1-(2-((2,4-Dimethylphenyl)thio)phenyl)piperazine
1-[2-(2,4-dimethylphenyl)sulfanylphenyl]piperazine
Lu AA21004
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Related Compounds: More...
Vortioxetine-d8
2140316-62-5
VORTIOXETINE HBr
960203-27-4
Vortioxetine Imp.E
508233-77-0
Vortioxetine Impurity 1
1293489-71-0
Vortioxetine Impurity 2
1293489-69-6
Vortioxetine Impurity 4
1293489-77-6
Vortioxetine Impurity D
508233-75-8
Vortioxetine impurity S
1815608-51-5
Vortioxetine Impurity 8
2135576-73-5
Chemsrc provides Vortioxetine(CAS#:508233-74-7) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of Vortioxetine are included as well.>> amp version: Vortioxetine

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