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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 of AMESERGIDE

SMILES

CC(C)N1C=C2C[C@@H]3[C@H](C[C@H](CN3C)C(=O)NC4CCCCC4)C5=CC=CC1=C25

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
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

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

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Oral
Substance Class Chemical
Record UNII
EJL329H95R
Record Status Validated (UNII)
Record Version