AMESERGIDE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C25H35N3O
Molecular Weight	393.5649
Optical Activity	UNSPECIFIED
Defined Stereocenters	3 / 3
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]12CC3=CN(C(C)C)C4=C3C(=CC=C4)[C@@]1([H])C[C@H](CN2C)C(=O)NC5CCCCC5

InChI

InChIKey=KEMOOQHMCGCZKH-JMUQELJHSA-N

InChI=1S/C25H35N3O/c1-16(2)28-15-17-13-23-21(20-10-7-11-22(28)24(17)20)12-18(14-27(23)3)25(29)26-19-8-5-4-6-9-19/h7,10-11,15-16,18-19,21,23H,4-6,8-9,12-14H2,1-3H3,(H,26,29)/t18-,21-,23-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C25H35N3O
Molecular Weight	393.5649
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	3 / 3
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/1731051 | https://adisinsight.springer.com/drugs/800001117

Amesergide (previously known as LY237733) an ergoline derivative with highly selective 5-hydroxytryptamine (5-HT) antagonist activity and with a long duration of action. This drug was in phase II clinical trials for the treatment of erectile dysfunction and for the treatment of premature ejaculation. In addition, this drug participated in preclinical experiments to treat depression. All these studies were discontinued.

Originator

Approval Year

PubMed

Title	Date	PubMed
Pharmacological characteristics of the newly cloned rat 5-hydroxytryptamine2F receptor.	1993 Mar	8450835
Species variations in transmembrane region V of the 5-hydroxytryptamine type 2A receptor alter the structure-activity relationship of certain ergolines and tryptamines.	1994 Feb	8114677

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Sat Dec 16 16:44:52 UTC 2023` Edited by `admin` on `Sat Dec 16 16:44:52 UTC 2023`
Record UNII	EJL329H95R
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

AMESERGIDE

Official Name

English

AMESERGIDE [MART.]

Common Name

English

Amesergide [WHO-DD]

Common Name

English

N-Cyclohexyl-1-isopropyl-6-methylergoline-8β-carboxamide

Systematic Name

English

LY237733

Code

English

ERGOLINE-8-CARBOXAMIDE, N-CYCLOHEXYL-6-METHYL-1-(1-METHYLETHYL)-, (8.BETA.)-

Systematic Name

English

LY-237733

Code

English

amesergide [INN]

Common Name

English

AMESERGIDE [USAN]

Common Name

English

Code System Code Type Description

PUBCHEM

9821951