oxymetholone

Trade name: anadrol-50

Small moleculeapproved

Approved

Jan 18, 1972

Oxymetholone (17beta-hydroxy-2-[hydroxymethylene]-17-methyl-5alpha-androstan-3-one) is a 17alpha-alkylated anabolic-androgenic steroid and a synthetic derivative of testosterone. It has been approved by the US Food and Drug Administration for the treatment of anemias caused by deficient red cell production. Acquired aplastic anemia, congenital aplastic anemia, myelofibrosis and the hypoplastic anemias due to the administration of myelotoxic drugs often respond. Drug interactions exist with cimetidine, paroxetine, and haloperidol, but are not expected with indinavir, ritonavir, clarithromycin, or itraconazole. — NCATS

Clinical trial activity

0 trials · 0 clinical orgs · 2 marketing orgs

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

Timeline

1970s

  1. Jan 18, 1972

    Mylan — Earliest FDA Approval

  2. Jan 18, 1972

    Mylan — NDA Secondary Org

  3. Jan 18, 1972

    Mylan — NDA Organization

  4. Jan 18, 1972

    PHARMOBEDIENT — Marketing Organization

Indications

Mechanism of action

Approval history

  • approvedJan 18, 1972

Chemistry & pharmacology

Loading structure…

SMILES

C[C@]1(O)CC[C@H]2[C@@H]3CC[C@H]4CC(=O)\C(C[C@]4(C)[C@H]3CC[C@]12C)=C/O
Mol. weight
332.477 g/mol
Lipinski Ro5
Pass
Rule of 3
No
Chirality
Single Stereoisomer
Inorganic
No
Polymer
No
Delivery
Oral
Availability
Discontinued

Oral

Yes

Parenteral

No

Topical

No

Black box warning

Sources

Also known as

  • 17β-hydroxy-2-hydroxymethylidene-17α-methyl-3-androstanone
  • 17β-hydroxy-2-hydroxymethylidene-17α-methyl-3-androstanone
  • anadrol
  • anadrol
  • anadrol
  • anadrol-50
  • anadrol-50
  • anapolon 50
  • anapolon 50
  • anasteron
  • anasteronal
  • ci-406
  • ci-406
  • hmd
  • hmd
  • nastenon
  • oximetholone
  • oximetholone
  • oximetolona
  • oximetolona
  • oxymethenolone
  • oxymetholon
  • oxymetholon
  • oxymetholone
  • oxymetholone
  • oxymetholone
  • oxymetholone
  • oxymetholone
  • oxymetholone
  • oxymetholone
  • oxymetholone
  • oxymetholone
  • oxymetholone
  • oxymétholone
  • oxymétholone
  • oxymetholonum
  • oxymetholonum
  • protanabol

Organizations

Marketing (3)

OrganizationOrg typeRelationshipDate
MylanFor profitNDA2Jan 18, 1972
MylanFor profitNDAJan 18, 1972
PHARMOBEDIENTFor profitMKTGJan 18, 1972