Metyrapone
Metopirone (metyrapone) is a small molecule pharmaceutical. Metyrapone was first approved as Metopirone on 1982-01-01. The pharmaceutical is active against cytochrome P450 11B1, mitochondrial. In addition, it is known to target cytochrome P450 11B2, mitochondrial.
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Commercial
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Trade Name
FDA
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Metopirone (discontinued: Metopirone)
Drug Products
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EMA
New Drug Application (NDA)
New Drug Application (NDA)
Abbreviated New Drug Application (ANDA)
Abbreviated New Drug Application (ANDA)
Metyrapone
Tradename | Company | Number | Date | Products |
|---|---|---|---|---|
| METOPIRONE | Esteve Pharmaceuticals | N-012911 RX | 1996-08-09 | 1 products, RLD, RS |
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FDA
EMA
Brand Name | Status | Last Update |
|---|---|---|
| metopirone | New Drug Application | 2025-10-02 |
Indications
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Agency Specific
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Clinical
Clinical Trials
26 clinical trials
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Indications Phases 4
Indication | MeSH | Ontology | ICD-10 | Ph 1 | Ph 2 | Ph 3 | Ph 4 | Other | Total |
|---|---|---|---|---|---|---|---|---|---|
| Cushing syndrome | D003480 | EFO_0003099 | E24 | — | 2 | 1 | 1 | 1 | 5 |
| Depressive disorder | D003866 | EFO_1002014 | F32.A | 1 | 1 | 1 | 1 | — | 4 |
| Obesity | D009765 | EFO_0001073 | E66.9 | — | — | — | 1 | 1 | 2 |
| Insulin resistance | D007333 | EFO_0002614 | E88.819 | 1 | — | — | 1 | — | 2 |
| Pituitary acth hypersecretion | D047748 | EFO_1001110 | E24.0 | — | — | 1 | 1 | — | 2 |
| Endocrine system diseases | D004700 | EFO_0001379 | E34.9 | — | — | — | 1 | — | 1 |
| Metabolic syndrome | D024821 | EFO_0000195 | E88.810 | — | — | — | 1 | — | 1 |
Indications Phases 3
Indication | MeSH | Ontology | ICD-10 | Ph 1 | Ph 2 | Ph 3 | Ph 4 | Other | Total |
|---|---|---|---|---|---|---|---|---|---|
| Tobacco use disorder | D014029 | — | F17 | 2 | 2 | 1 | — | — | 3 |
| Depression | D003863 | — | F33.9 | — | 1 | 1 | — | — | 2 |
| Smoking cessation | D016540 | EFO_0004319 | — | — | 1 | 1 | — | — | 1 |
Indications Phases 2
Indication | MeSH | Ontology | ICD-10 | Ph 1 | Ph 2 | Ph 3 | Ph 4 | Other | Total |
|---|---|---|---|---|---|---|---|---|---|
| Cocaine-related disorders | D019970 | — | F14 | 4 | 1 | — | — | 1 | 6 |
| Congenital adrenal hyperplasia | D000312 | — | E25.0 | — | 2 | — | — | — | 2 |
| Ectopic acth syndrome | D000182 | EFO_1001256 | E24.3 | — | 2 | — | — | — | 2 |
| Major depressive disorder | D003865 | EFO_0003761 | F22 | — | 1 | — | — | — | 1 |
| Adrenocortical carcinoma | D018268 | — | — | — | 1 | — | — | — | 1 |
| Stress fractures | D015775 | — | M84.3 | — | 1 | — | — | — | 1 |
Indications Phases 1
Indication | MeSH | Ontology | ICD-10 | Ph 1 | Ph 2 | Ph 3 | Ph 4 | Other | Total |
|---|---|---|---|---|---|---|---|---|---|
| Anxiety disorders | D001008 | EFO_0006788 | F41.1 | 1 | — | — | — | — | 1 |
| Intravenous infusions | D007262 | — | — | 1 | — | — | — | — | 1 |
| Starvation | D013217 | — | T73.0 | 1 | — | — | — | — | 1 |
| Fasting | D005215 | EFO_0002756 | — | 1 | — | — | — | — | 1 |
Indications Without Phase
Indication | MeSH | Ontology | ICD-10 | Ph 1 | Ph 2 | Ph 3 | Ph 4 | Other | Total |
|---|---|---|---|---|---|---|---|---|---|
| Adrenal insufficiency | D000309 | — | — | — | — | — | — | 1 | 1 |
| Prader-willi syndrome | D011218 | Orphanet_739 | Q87.11 | — | — | — | — | 1 | 1 |
| Neurologic manifestations | D009461 | — | — | — | — | — | — | 1 | 1 |
| Craniocerebral trauma | D006259 | — | S00 | — | — | — | — | 1 | 1 |
| Brain injuries | D001930 | — | S06.9 | — | — | — | — | 1 | 1 |
| Rare diseases | D035583 | — | — | — | — | — | — | 1 | 1 |
| Mental disorders | D001523 | EFO_0000677 | F91.9 | — | — | — | — | 1 | 1 |
| Addictive behavior | D016739 | EFO_0004347 | — | — | — | — | — | 1 | 1 |
| Hyperphagia | D006963 | — | R63.2 | — | — | — | — | 1 | 1 |
| Overweight | D050177 | — | E66.3 | — | — | — | — | 1 | 1 |
Epidemiology
Epidemiological information for investigational and approved indications
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Drug
General
| Drug common name | Metyrapone |
| INN | metyrapone |
| Description | Metyrapone is an aromatic ketone that is 3,3-dimethylbutan-2-one in which the methyl groups at positions 1 and 4 are replaced by pyridin-3-yl groups. A steroid 11beta-monooxygenase (EC 1.14.15.4) inhibitor, it is used in the diagnosis of adrenal insufficiency. It has a role as a diagnostic agent, an antimetabolite and an EC 1.14.15.4 (steroid 11beta-monooxygenase) inhibitor. |
| Classification | Small molecule |
| Drug class | — |
| Image (chem structure or protein) |  |
| Structure (InChI/SMILES or Protein Sequence) | CC(C)(C(=O)c1cccnc1)c1cccnc1 |
Identifiers
| PDB | — |
| CAS-ID | 54-36-4 |
| RxCUI | — |
| ChEMBL ID | CHEMBL934 |
| ChEBI ID | 44241 |
| PubChem CID | 4174 |
| DrugBank | DB01011 |
| UNII ID | ZS9KD92H6V (ChemIDplus, GSRS) |
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Safety
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748 adverse events reported
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