TRELANSERIN

Details

Stereochemistry	ACHIRAL
Molecular Formula	C24H24FN5O2S
Molecular Weight	465.543
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

NC(=O)CN1C(=O)C=C(CCN2CCN(CC2)C3=NC=CC4=C3C=CS4)C5=C1C=C(F)C=C5

InChI

InChIKey=JDLYOFUDIKMYBL-UHFFFAOYSA-N

InChI=1S/C24H24FN5O2S/c25-17-1-2-18-16(13-23(32)30(15-22(26)31)20(18)14-17)4-7-28-8-10-29(11-9-28)24-19-5-12-33-21(19)3-6-27-24/h1-3,5-6,12-14H,4,7-11,15H2,(H2,26,31)

HIDE SMILES / InChI

Molecular Formula	C24H24FN5O2S
Molecular Weight	465.543
Charge	0
Count

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/11504649 | https://www.ncbi.nlm.nih.gov/pubmed/12909202 | https://www.ncbi.nlm.nih.gov/pubmed/15321735 | https://apps.who.int/iris/bitstream/handle/10665/275695/WHO-EMP-RHT-TSN-2018.1-eng.pdf

Trelanserin, also known as SL-650472, is a serotonin 5-HT2A and 5-HT1B receptors antagonist. It was predicted to be histamine receptor H1 antagonist too. Trelanserin blocked serotonin-induced increases in blood pressure, rate pressure product and circumflex coronary artery flow and reduced serotonin-induced ischemic myocardial segment length shortening. Thus, trelanserin opposes serotonin-induced myocardial dysfunction in a dog model of exercise-induced ischemia. Trelanserin also blocked sumatriptan-induced vasoconstriction in ischemic and normally perfused hindlimbs in dogs.

Approval Year

PubMed

Title	Date	PubMed
Synthesis and SAR of 3- and 4-substituted quinolin-2-ones: discovery of mixed 5-HT(1B)/5-HT(2A) receptor antagonists.	2001 Aug	11504649
Antiplatelet and antithrombotic activity of SL65.0472, a mixed 5-HT1B/5-HT2A receptor antagonist.	2001 Mar	11307825
Cardiovascular effects of SL65.0472, a 5-HT receptor antagonist.	2001 Mar 2	11239927
Serotonin receptor blockade improves distal perfusion after lower limb ischemia in the fatty Zucker rat.	2002 Nov	12393100
SL65.0472 blocks 5-hydroxytryptamine-induced vasoconstriction in a dog hindlimb ischemia model.	2003 Aug 1	12909202
Serotonin aggravates exercise-induced cardiac ischemia in the dog: effect of serotonin receptor antagonists.	2004 Aug 16	15321735
Phenotypic screening of the ToxCast chemical library to classify toxic and therapeutic mechanisms.	2014 Jun	24837663
Prioritizing Environmental Chemicals for Obesity and Diabetes Outcomes Research: A Screening Approach Using ToxCast™ High-Throughput Data.	2016 Aug	26978842

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:39:26 UTC 2023` Edited by `admin` on `Fri Dec 15 16:39:26 UTC 2023`
Record UNII	QUD44MBL5S
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

TRELANSERIN

Official Name

English

PYRIDIN-4-YL)PIPERAZIN-1-YL)ETHYL)-1,2-DIHYDROQUINOLIN-1-YL)ACETAMIDE

Common Name

English

SL65.0472

Code

English

SL-650472

Code

English

SL650472

Code

English

trelanserin [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C66885