chlormadinone

Small moleculeexperimental

Chlormadinone acetate (CMA) is a derivative of naturally secreted progesterone that shows high affinity and activity at the progesterone receptor. It has an anti-estrogenic effect and, in contrast to natural progesterone, shows moderate anti-androgenic properties. CMA acts by blocking androgen receptors in target organs and by reducing the activity of skin 5alpha-reductase. It suppresses gonadotropin secretion and thereby reduces ovarian and adrenal androgen production. CMA shows high contraceptive efficacy by inhibiting ovulation due to its ability to suppress or disrupt endogenous gonadotropin secretion and, by this, inhibits follicular growth and maturation. In addition, it suppresses endometrial thickness and increases the viscosity of cervical mucus. Chlormadinone acetate was withdrawn from the market in the USA, but it is still being used in Europe under the name Belara. — NCATS

Clinical trial activity

4 trials · 4 clinical orgs · 0 marketing orgs

Phase 1
0
Phase 2
0
Phase 3
0
Phase 4
3

Earliest trial started Feb 1, 2006 (NCT00842140)

Timeline

No events for the selected filters.

Indications

Approved for

Mechanism of action

  • PGR modulator

    Chlormadinone acetate (CMA) shows high affinity and activity at the progesterone receptor. It has an anti-estrogenic effect and, in contrast to natural progesterone, shows moderate anti-androgenic properties. CMA acts by blocking androgen receptors in target organs and by reducing the activity of skin 5alpha-reductase. It suppresses gonadotropin secretion and thereby reduces ovarian and adrenal androgen production.

    Chlormadinone acetate has a strong affinity for the progesterone receptor, one-third higher than natural progesterone.

Chemistry & pharmacology

Loading structure…

SMILES

CC(=O)[C@@]1(O)CC[C@H]2[C@@H]3C=C(Cl)C4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C
Mol. weight
362.89 g/mol
Lipinski Ro5
Pass
Rule of 3
No
Chirality
Single Stereoisomer
Inorganic
No
Polymer
No

Oral

No

Parenteral

No

Topical

No

Sources

Also known as

  • chlormadinon
  • chlormadinon acetate
  • chlormadinone
  • chlormadinone
  • chlormadinone
  • chlormadinone
  • chlormadinone
  • chlormadinone
  • chlormadinone
  • chlormadinone
  • chlormadinone acetate
  • chlormadinone acetate
  • chlormadinone acetate
  • chlormadinone acetate
  • clormadinone
  • clormadinone
  • menstridyl

Clinical trials

NCT IDPhaseStart dateSponsor(s)
NCT01608698Phase 4Jun 1, 2012Mahidol University
NCT00844012Phase 4May 1, 2009Magna Graecia University
NCT01123538Phase 4Dec 1, 2008University Hospital of North Norway
NCT00842140N/AFeb 1, 2006University of Sao Paulo
Showing 4 of 4 trials
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Organizations

Research & Development (4)

OrganizationOrg typeTrialsAs lead sponsorPhasesEarliest year
Magna Graecia UniversityAcademic/Hospital1112009
Mahidol UniversityAcademic/Hospital1112012
University Hospital of North NorwayAcademic/Hospital1112008
University of Sao PauloAcademic/Hospital1112006
4 organizations
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