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Vilazodone (Hydrochloride)

CAT: 0804-HY-14261-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-14261-01Size:5 mg
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Description
Vilazodone Hydrochloride (EMD 68843 Hydrochloride) is a serotonin transporter (SER) inhibitor and 5-HT1A receptor partial agonist.
CAS Number
163521-08-2
Product Name Alternative
EMD 68843 (Hydrochloride) ; SB659746A (Hydrochloride)
UNSPSC
12352005
Hazard Statement
H361
Target
5-HT Receptor; Serotonin Transporter
Type
Reference compound
Related Pathways
GPCR/G Protein; Neuronal Signaling
Applications
Neuroscience-Neuromodulation
Field of Research
Neurological Disease
Assay Protocol
https://www.medchemexpress.com/Vilazodone-Hydrochloride.html
Purity
99.94
Solubility
DMSO : 25 mg/mL (ultrasonic) |H2O : < 0.1 mg/mL (ultrasonic; warming; heat to 60°C)
Smiles
NC(C1=CC2=C(C=CC(N3CCN(CCCCC4=CNC5=CC=C(C=C54)C#N)CC3)=C2)O1)=O.[H]Cl
Molecular Formula
C26H28ClN5O2
Molecular Weight
477.99
Precautions
H361
References & Citations
[1]Lee A. Dawson et al. Vilazodone: A 5-HT1A Receptor Agonist/Serotonin Transporter Inhibitor for the Treatment of Affective Disorders CNS Neuroscience & Therapeutics Volume 15, Issue 2, pages 107-117, June 2009|[2]Reed CR, Kajdasz DK, Whalen H, Athanasiou MC, Gallipoli S, Thase ME. The efficacy profile of vilazodone, a novel antidepressant for the treatment of major depressive disorder. Curr Med Res Opin. 2012 Jan;28 (1) :27-39.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, sealed storage, away from moisture)
Scientific Category
Reference compound1
Clinical Information
Launched
Isoform
5-HT1 Receptor; mLAG-3
Citation 01
Mol Pharmacol. 2023 Nov;104 (5) :230-238.|Arch Pharm (Weinheim) . 2024 May 30:e2400263.|Cell. 2025 Oct 24:S0092-8674 (25) 01131-6.|Nature. 2023 Dec;624 (7992) :672-681.|Prog Neuropsychopharmacol Biol Psychiatry. 2024 Mar 2:130:110911.

Chemical Information

2-benzofurancarboxamide, 5-(4-(4-(5-cyano-1H-indol-3-yl)butyl)-1-piperazinyl)-, hydrochloride (1:1)

Vilazodone hydrochloride is a hydrochloride obtained by reaction of vilazodone with one equivalent of hydrochloric acid. Used for the treatment of major depressive disorder. It has a role as an antidepressant, a serotonergic agonist and a serotonin uptake inhibitor. It contains a vilazodone(1+).

CAS Number163521-08-2
PubChem CID6918313
IUPAC Name5-[4-[4-(5-cyano-1H-indol-3-yl)butyl]piperazin-1-yl]-1-benzofuran-2-carboxamide;hydrochloride
Molecular FormulaC26H28ClN5O2
Molecular Weight478.0
Topological Polar Surface Area102
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count7
Heavy Atom Count34
Formal Charge0
Complexity729
SMILES
C1CN(CCN1CCCCC2=CNC3=C2C=C(C=C3)C#N)C4=CC5=C(C=C4)OC(=C5)C(=O)N.Cl
InChI
InChI=1S/C26H27N5O2.ClH/c27-16-18-4-6-23-22(13-18)19(17-29-23)3-1-2-8-30-9-11-31(12-10-30)21-5-7-24-20(14-21)15-25(33-24)26(28)32;/h4-7,13-15,17,29H,1-3,8-12H2,(H2,28,32);1H
InChIKey
RPZBRGFNBNQSOP-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of 2-benzofurancarboxamide, 5-(4-(4-(5-cyano-1H-indol-3-yl)butyl)-1-piperazinyl)-, hydrochloride (1:1)
CAS: 163521-08-2
CID: 6918313
Formula: C26H28ClN5O2
MW: 478.0
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight478.0
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count7
Exact Mass477.1931528
Monoisotopic Mass477.1931528
Topological Polar Surface Area102 Ų
Heavy Atom Count34
Formal Charge0
Complexity729
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes