etynodiol acetate

Small moleculeapproved

Approved

Mar 23, 1966

Etynodiol (used in a form of diacetate) is a steroid that was used as a contraceptive drug. Etynodiol diacetate and etynodiol are rapidly metabolized to an active metabolite, norethisterone, which binds to progesterone receptor and modulates its activity. — NCATS

Clinical trial activity

1 trials · 1 clinical orgs · 8 marketing orgs

Phase 1

Phase 2

Phase 3

Phase 4

Earliest trial started Jun 1, 2011 (NCT01359163)

Timeline

1960s

Mar 23, 1966
G D Searle — Earliest FDA Approval
Mar 23, 1966
G D Searle — NDA Secondary Org
Mar 23, 1966
G D Searle — NDA Organization

1990s

Dec 30, 1991
Mayne Pharma — Marketing Organization
Dec 30, 1991
Watson Pharmaceuticals — Marketing Organization
Dec 30, 1991
Dr. Reddy's Laboratories — Marketing Organization

2000s

May 23, 2005
Barr Laboratories — Marketing Organization

2010s

Jan 1, 2011
Earliest Phase 1 Sponsor(trial)
Feb 9, 2016
Mylan — Marketing Organization
Feb 9, 2016
Exeltis — Marketing Organization
Jul 25, 2018
Novast Labs — Marketing Organization

Indications

Approved for

Pregnancy

Studied for

Therapeutic Equivalency · Phase 1

Mechanism of action

Progesterone receptorAGONIST
PGR agonist
- Progesterone receptor (PGR) ↗

Combination products

demulen
with ethinyl estradiol
Also known as kelnor, lo-malmorede, malmorede, zovia 1/35e, zovia 1/50e
ovulen
with mestranol

Approval history

approvedMar 23, 1966

Chemistry & pharmacology

Loading structure…

SMILES

C[C@]12CC[C@H]3[C@@H](CCC4=C[C@@H](O)CC[C@H]34)[C@@H]1CC[C@@]2(O)C#C

Mol. weight: 300.4351 g/mol
Lipinski Ro5: Pass
Rule of 3: No
Chirality: Single Stereoisomer
Inorganic: No
Polymer: No
Delivery: Oral
Availability: Prescription Only

Oral

Yes

Parenteral

Topical

Prodrug

Sources

Also known as

17 alpha-ethynyl-estra-4-ene-3 beta,17 beta-diol
17α-ethynyl-19-norandrost-4-ene-3β,17-beta-diol diacetate
17α-ethynyl-19-norandrost-4-ene-3β,17-beta-diol diacetate
17α-ethynyl-19-norandrost-4-ene-3β,17β-diol
17α-ethynyl-19-norandrost-4-ene-3β,17β-diol
17α-ethynyl-3,17-dihydroxy-4-estrene diacetate
17α-ethynyl-3,17-dihydroxy-4-estrene diacetate
17α-ethynyl-4-estrene-3β,17β-diol diacetate
17α-ethynyl-4-estrene-3β,17β-diol diacetate
17α-ethynylestr-4-ene-3β,17β-diol acetate
19-nor-17α-pregn-4-en-20-yne-3β,17-diol diacetate
19-nor-17α-pregn-4-en-20-yne-3β,17-diol diacetate
(3β,17α)-19-norpregn-4-en-20-yne-3,17-diol
(3β,17α)-19-norpregn-4-en-20-yne-3,17-diol
3β, 17β-diacetoxy-17α-ethynyl-4-oestrene
3β, 17β-diacetoxy-17α-ethynyl-4-oestrene
3β,17β-diacetoxy-19-nor-17α-pregn-4-en-20-yne
3β,17β-diacetoxy-19-nor-17α-pregn-4-en-20-yne
3β-hydroxynorethisterone
3β-hydroxynorethisterone
aethynodiolum
aethynodiolum
ethinodiol
ethinodiol
ethinodiol
ethinodiol
ethinodiol diacetate
ethynodiol
ethynodiol
ethynodiol
ethynodiol
ethynodiol
ethynodiol
ethynodiol acetate
ethynodiol diacetate
ethynodiol diacetate
ethynodiol diacetate
ethynodiol diacetate
etinodiol
etinodiol
etynodiol
etynodiol
etynodiol
etynodiol
etynodiol
étynodiol
étynodiol
etynodiol acetate
etynodiol acetate
etynodiol acetate
etynodiol acetate
etynodiol diacetate
etynodiol diacetate
etynodiol diacetate
etynodiol diacetate
etynodiolum
etynodiolum
femulen
femulen
sc-11800
sc-11800

Clinical trials

NCT ID	Phase	Start date	Sponsor(s)
NCT01359163	Phase 1	Jun 1, 2011	Pfizer

Showing 1 of 1 trials

Page 1 / 1

Organizations

Research & Development (1)

Organization	Org type	Trials	As lead sponsor	Phases	Earliest year
Pfizer	For profit	1	1	1	2011

1 organizations

Page 1 / 1

Marketing (10)

Organization	Org type	Relationship	Date
Barr Laboratories	For profit	MKTG	May 23, 2005
Dr. Reddy's Laboratories	For profit	MKTG	Dec 30, 1991
Exeltis	For profit	MKTG	Feb 9, 2016
G D Searle	For profit	NDA2	Mar 23, 1966
G D Searle	For profit	NDA	Mar 23, 1966
Mayne Pharma	For profit	MKTG	Dec 30, 1991
Mylan	For profit	MKTG	Feb 9, 2016
Novast Labs	For profit	MKTG	Jul 25, 2018
Watson Pharmaceuticals	For profit	MKTG	Dec 30, 1991
Watson Pharmaceuticals	For profit	SYN	Dec 30, 1991