MIRISETRON MALEATE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C24H31N3O2.C4H4O4
Molecular Weight	509.594
Optical Activity	UNSPECIFIED
Defined Stereocenters	3 / 3
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(=O)\C=C/C(O)=O.CN1[C@H]2CC[C@@H]1C[C@@H](C2)NC(=O)C3=CN(C4CCCCC4)C5=C(C=CC=C5)C3=O

InChI

InChIKey=OQIHDZMOAKTHKW-HNJJWOJJSA-N

InChI=1S/C24H31N3O2.C4H4O4/c1-26-18-11-12-19(26)14-16(13-18)25-24(29)21-15-27(17-7-3-2-4-8-17)22-10-6-5-9-20(22)23(21)28;5-3(6)1-2-4(7)8/h5-6,9-10,15-19H,2-4,7-8,11-14H2,1H3,(H,25,29);1-2H,(H,5,6)(H,7,8)/b;2-1-/t16-,18+,19-;

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Description
Sources: https://adisinsight.springer.com/drugs/800003649 | https://www.ncbi.nlm.nih.gov/pubmed/8783389

Mirisetron (also known as WAY-100579) was developed as 5-HT3 receptor antagonist by Wyeth-Ayerst in the USA. This drug participated in clinical trials phase I for the treatment of anxiety disorders and for sleep disorders. In addition, in preclinical studies, the drug was used in cognition disorders. However, all these studies were discontinued.

Originator

Approval Year

PubMed

Title	Date	PubMed
Comparison of the effects of the 5-HT3 receptor antagonists WAY-100579 and ondansetron on spatial learning in the water maze in rats with excitotoxic lesions of the forebrain cholinergic projection system.	1996 May	8783389
The effects of 5-HT3 receptor antagonists on cognitive performance in aged monkeys.	1997 Jan-Feb	8983029

Name

Type

Language

MIRISETRON MALEATE

Official Name

English

WAY-SEC-579

Code

English

1-Cyclohexyl-1,4-dihydro-4-oxo-N-1αH,5αH-tropan-3α-yl-3-quinolinecarboxamide maleate (1:1)

Common Name

English

Mirisetron maleate [WHO-DD]

Common Name

English

3-QUINOLINECARBOXAMIDE, 1-CYCLOHEXYL-1,4-DIHYDRO-N-(8-METHYL-8-AZABICYCLO(3.2.1)OCT-3-YL)-4-OXO-, ENDO-, (Z)-2-BUTENEDIOATE (1:1)

Common Name

English

MIRISETRON MALEATE [USAN]

Common Name

English

Code System Code Type Description

MESH

C104926