163521-08-2 Usage
Description
5-[4-[4-(5-Cyanoindol-3-yl)butyl]piperazin-1-yl]benzofuran-2-carboxamide hydrochloride is a complex organic compound with a chemical structure that includes a benzofuran core, a piperazine ring, and a cyanoindole moiety. It is characterized by its potential pharmaceutical applications and is typically obtained as a hydrochloride salt, which may enhance its solubility and bioavailability.
Uses
Used in Pharmaceutical Industry:
5-[4-[4-(5-Cyanoindol-3-yl)butyl]piperazin-1-yl]benzofuran-2-carboxamide hydrochloride is used as a therapeutic agent for the treatment of various medical conditions. Its specific application reason is due to its unique chemical structure, which may allow it to interact with specific biological targets, such as receptors or enzymes, to modulate their activity and provide therapeutic benefits.
Used in Antidepressant Applications:
In the field of psychiatry, 5-[4-[4-(5-Cyanoindol-3-yl)butyl]piperazin-1-yl]benzofuran-2-carboxamide hydrochloride may be employed as an antidepressant agent. It could potentially act as a selective serotonin reuptake inhibitor (SSRI) and/or a partial agonist of the serotonin receptor subtype 5-HT1A, similar to vilazodone hydrochloride. This dual mechanism of action may contribute to its efficacy in treating major depressive disorder by increasing extracellular serotonin levels in specific regions of the brain and modulating receptor activity.
Used in Drug Delivery Systems:
To improve the delivery and bioavailability of 5-[4-[4-(5-Cyanoindol-3-yl)butyl]piperazin-1-yl]benzofuran-2-carboxamide hydrochloride, it may be incorporated into various drug delivery systems. These systems could include organic and metallic nanoparticles or other advanced formulations designed to enhance the compound's solubility, stability, and targeted release, ultimately leading to improved therapeutic outcomes.
Please note that the specific applications and uses mentioned above are hypothetical and based on the provided materials. The actual applications of 5-[4-[4-(5-Cyanoindol-3-yl)butyl]piperazin-1-yl]benzofuran-2-carboxamide hydrochloride would depend on its specific properties, pharmacological profile, and the results of preclinical and clinical studies.
Clinical Use
Althoughseveral synthetic approaches have beenreported,a process-scale synthesis of vilazodone consists of the union of an indole-containing butyl tosylate 284 with a benzofuranyl piperazine whose synthesis is described in the scheme below. Piperazine 280 arises from a Buchwald coupling of commercially available
benzofuranyl bromide 279 with piperazine through the use of a
unique catalyst system employing the DavePhos ligand. This
single coupling step, which has been executed on multigram scale
in 70% yield,210 circumvented the need for any protecting group
chemistry for either the primary amide within 279 or the piperazine
amine functionality. For the preparation of the key indole
subunit, Friedel-Crafts acylation of commercially available 5-cyanoindole
(281) proceeded in good yield at the 3-position of the indole
with 4-chlorobutanoyl chloride in 82% yield. Treatment of the
resulting chloroketone with sodium borohydride in refluxing
isopropanol converted 282 to the corresponding terminal alcohol
283. Tosylation of this alcohol was followed by displacement with
piperazine 280 to give vilazodone hydrochloride (XXV) after
acidification.
Synthesis
Vilazodone hydrochloride is a combined serotonin reuptake
inhibitor (SSRI) and 5-HT1A receptor partial agonist marketed under
the trade name Viibryd.202 Viibryd was developed by Merck
KGaA (Germany) and approved for the treatment of depression
by the U.S. FDA on January 21st, 2011. Vilazodone has been shown
to be well-tolerated at higher dosage levels, specifically by not
causing significant weight gain or decreased sexual desire or function,
which are improvements over existing antidepressant
treatments.
Check Digit Verification of cas no
The CAS Registry Mumber 163521-08-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,6,3,5,2 and 1 respectively; the second part has 2 digits, 0 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 163521-08:
(8*1)+(7*6)+(6*3)+(5*5)+(4*2)+(3*1)+(2*0)+(1*8)=112
112 % 10 = 2
So 163521-08-2 is a valid CAS Registry Number.
