ethinamate

Trade name: valmid

Small moleculeapproved

Approved

Mar 18, 1955

Ethinamate was used to treat insomnia (trouble in sleeping) under the brand name VALMID, but then was replaced by other more efficacy medicines. The mechanism of action was not known. However, was studies, which showed that ethinamate inhibits carbonic anhydrases I and did not inhibit II. Nevertheless, even inhibition carbonic anhydrases I is not sufficiently strong to implicate carbonic anhydrases I in the mechanism of action. — NCATS

Clinical trial activity

0 trials · 0 clinical orgs · 1 marketing orgs

Phase 1

Phase 2

Phase 3

Phase 4

Timeline

1950s

Mar 18, 1955
Eli Lilly — Earliest FDA Approval
Mar 18, 1955
Eli Lilly — NDA Organization

Indications

Approved for

Sleep Initiation and Maintenance Disorders

Mechanism of action

Unspecified targetOTHER
Unknown
Mode of action not fully understood; it seems to interact with GABA A receptors as other carbinol hypnotic drugs

Approval history

approvedMar 18, 1955

Chemistry & pharmacology

Loading structure…

SMILES

NC(=O)OC1(CCCCC1)C#C

Mol. weight: 167.205 g/mol
Lipinski Ro5: Pass
Rule of 3: Yes
Chirality: Achiral Molecule
Inorganic: No
Polymer: No
Delivery: Oral
Availability: Discontinued

Oral

Yes

Parenteral

Topical

Sources

Also known as

1-ethinylcyclohexyl carbamate
1-ethinylcyclohexyl carbamate
1-ethinylcyclohexyl carbamate
1-ethinylcyclohexyl carbamate
1-ethinylcyclohexyl carbamate
1-ethynylcyclohexanol carbamate
1-ethynylcyclohexanol carbamate
1-ethynylcyclohexanol carbamate
1-ethynylcyclohexylcarbamate
1-ethynylcyclohexyl carbamate
aethinyl-cyclohexyl-carbamat
aethinyl-cyclohexyl-carbamat
ethinamat
ethinamate
ethinamate
ethinamate
ethinamate
ethinamate
ethinamate
ethinamate
ethinamate
ethinamate
ethinamate
ethinamatum
ethinamatum
etinamato
etinamato
valamid
valamin
valamin
valmid
valmid
valmid
valmid
valmidate
valmidate
volamin

Organizations

Marketing (1)

Organization	Org type	Relationship	Date
Eli Lilly	For profit	NDA	Mar 18, 1955