LERISETRON

Details

Stereochemistry	ACHIRAL
Molecular Formula	C18H20N4
Molecular Weight	292.3782
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C(N1C2=CC=CC=C2N=C1N3CCNCC3)C4=CC=CC=C4

InChI

InChIKey=PWWDCRQZITYKDV-UHFFFAOYSA-N

InChI=1S/C18H20N4/c1-2-6-15(7-3-1)14-22-17-9-5-4-8-16(17)20-18(22)21-12-10-19-11-13-21/h1-9,19H,10-14H2

HIDE SMILES / InChI

Molecular Formula	C18H20N4
Molecular Weight	292.3782
Charge	0
Count

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

Description
Sources: https://www.cancer.gov/publications/dictionaries/cancer-drug/def/lerisetron | https://adisinsight.springer.com/drugs/800002865 | https://www.ncbi.nlm.nih.gov/pubmed/14619411

Lerisetron is a 5-hydroxytryptamine3 receptor antagonist. It was under development by FAES Farma for the potential treatment of emesis resulting from chemotherapy. Lerisetron specifically binds to 5-HT3 receptors, located peripherally on vagus nerve terminals and centrally in the chemoreceptor trigger zone (CTZ) of the area postrema, which may result in suppression of chemotherapy-induced nausea and vomiting. Lerisetron had been in phase III clinical trials for the treatment of emesis. However, this study was discontinued.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Serotonin 3 (5-HT3) receptor 59 Target ID: CHEMBL2094116 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9046349 \| https://www.ncbi.nlm.nih.gov/pubmed/11782896	Antagonist 2849		9.2 null [pKi]
Serotonin 3a (5-HT3a) receptor 48 Target ID: CHEMBL1899 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11514154	Antagonist 2849		0.36 nM [Ki]

PubMed

Title	Date	PubMed
Pharmacokinetic-pharmacodynamic modeling of the hydroxy lerisetron metabolite L6-OH in rats: an integrated parent-metabolite model.	2005-11	16158214
Subunit rotation models activation of serotonin 5-HT3AB receptors by agonists.	2004-10	15849995
Lerisetron. FAES.	2003-07	14619411
Identification of critical residues in loop E in the 5-HT3ASR binding site.	2002-06-13	12079500
Functional group interactions of a 5-HT3R antagonist.	2002-06-13	12079499
Age-related changes in pharmacokinetics and pharmacodynamics of lerisetron in the rat: a population pharmacokinetic model.	2002-05-21	12792155
Pharmacokinetics and pharmacological effect of lerisetron, a new 5-HT3 antagonist, in rats.	2002-01	11782896
Effects of lerisetron, a new 5-HT3 receptor antagonist, on ipecacuanha-induced emesis in healthy volunteers.	2002	12404884
5-HT(3)R binding of lerisetron: an interdisciplinary approach to drug-Receptor interactions.	2001-08-20	11514154
Altered disposition and effect of lerisetron in rats with elevated alpha 1-acid glycoprotein levels.	2001-06	11474789

Patents

Sample Use Guides

In Vivo Use Guide

Single dose intravenous - 18 mg oral - 20 mg

Route of Administration: Other

Substance Class	Chemical Created by `admin` on `Wed Apr 02 07:04:56 GMT 2025` Edited by `admin` on `Wed Apr 02 07:04:56 GMT 2025`
Record UNII	Q36R82SXRG
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

Lerisetron [WHO-DD]

Preferred Name

English

LERISETRON

Official Name

English

1-BENZYL-2-(1-PIPERAZINYL)BENZIMIDAZOLE

Systematic Name

English

lerisetron [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C267