PRUVANSERIN

Details

Stereochemistry	ACHIRAL
Molecular Formula	C22H21FN4O
Molecular Weight	376.4267
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

FC1=CC=C(CCN2CCN(CC2)C(=O)C3=CC=CC4=C3NC=C4C#N)C=C1

InChI

InChIKey=AQRLDDAFYYAIJP-UHFFFAOYSA-N

InChI=1S/C22H21FN4O/c23-18-6-4-16(5-7-18)8-9-26-10-12-27(13-11-26)22(28)20-3-1-2-19-17(14-24)15-25-21(19)20/h1-7,15,25H,8-13H2

HIDE SMILES / InChI

Molecular Formula	C22H21FN4O
Molecular Weight	376.4267
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: http://adisinsight.springer.com/drugs/800024525
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/12892843

Pruvanserin (EMD 281014, LY-2422347) is a selective serotonin 5-HT2A receptor antagonist. Pruvanserin was originated by Merck KGaA. Eli Lilly had been developing pruvanserin, under a global licence from Merck KGaA, for the treatment of primary insomnia and major depressive disorder. Phase II trials were completed in the US, Hungary and Spain. However, development appears to have been discontinued.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Serotonin 2a (5-HT2a) receptor 231 Target ID: CHEMBL224 Sources: https://www.ncbi.nlm.nih.gov/pubmed/12892843	Antagonist 2778		0.35 nM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Primary insomnia 5 Sources: http://adisinsight.springer.com/drugs/800024525	Primary		Phase II 1132	Unknown Approved Use Unknown
Major depressive disorder 173 Sources: http://adisinsight.springer.com/drugs/800024525	Primary		Phase II 1132	Unknown Approved Use Unknown

Sourcing

Vendor/Aggregator	ID	URL
Compound Cloud	6433122
Compound Cloud	9887933
Hangzhou Yuhao Chemical Technology	RT9796
MolPort	MolPort-035-765-739	https://www.molport.com/shop/molecule-link/MolPort-035-765-739
Molnova	M14512	https://www.molnova.com/en/serch-list.html?keywords=M14512
Molnova	M14513	https://www.molnova.com/en/serch-list.html?keywords=M14513
MuseChem	R042206	https://www.musechem.com/product/R042206.html
Tocris	4470	https://www.tocris.com/search.php?Type=QuickSearch&Value=4470
Toronto Research Chemicals	P839050	https://www.trc-canada.com/product-detail/?CatNum=P839050
eMolecules	48884680	https://orderbb.emolecules.com/search/#?query=48884680
eMolecules	72980624	https://orderbb.emolecules.com/search/#?query=72980624

PubMed

Title	Date	PubMed
EMD 281014, a specific and potent 5HT2 antagonist in humans: a dose-finding PET study.	2004 Sep	15007535
Selective serotonin 5-HT2A receptor antagonist EMD 281014 improves delayed matching performance in young and aged rhesus monkeys.	2005 Jun	15619109
5-HT(2A) inverse-agonists for the treatment of insomnia.	2008	18673166

Patents

Sample Use Guides

In Vivo Use Guide

Eli Lilly had completed a multicentre phase II trial of pruvanserin in the US (9951; H9U-MC-MDBD; NCT00259311). The trial assessed the safety and efficacy of 5 and 15mg doses versus placebo in approximately 400 patients with primary insomnia.

Route of Administration: Oral

In Vitro Use Guide

Pruvanserin (EMD 281014, LY-2422347) (10–40 nM) dose-dependently inhibited human platelet aggregation in vitro

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:28:21 GMT 2023` Edited by `admin` on `Fri Dec 15 16:28:21 GMT 2023`
Record UNII	UL09X1D9EM
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

PRUVANSERIN

Official Name

English

LY2420586

Code

English

1-[(3-Cyano-1H-indol-7-yl)carbonyl]-4-[2-(4-fluorophenyl)ethyl]piperazine

Systematic Name

English

LSN2422347

Code

English

pruvanserin [INN]

Common Name

English

EMD-390920

Code

English

LSN-2422347

Code

English

PRUVANSERIN [USAN]

Common Name

English

LY2422347

Code

English

LY-2422347

Code

English

LY-2422347 FREE BASE

Code

English

LY-2420586

Code

English

EMD390920

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C66885