Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00426)
Name
Metyrapone
Synonyms    Click to Show/Hide the Synonyms of This API
metyrapone; 54-36-4; 2-Methyl-1,2-di-3-pyridyl-1-propanone; Metopirone; Methopyrapone; Metopiron; Methapyrapone; Methopirapone; Methopyrinine; Methopyrone; Metyrapon; Methbipyranone; Metopyrone; Mepyrapone; Metroprione; Metapirone; Metapyron; Metirapona; Metyraponum; 2-methyl-1,2-dipyridin-3-ylpropan-1-one; Su 4885; 1-Propanone, 2-methyl-1,2-di-3-pyridinyl-; Su-4885; 2-Methyl-1,2-di-3-pyridinyl-1-propanone; UNII-ZS9KD92H6V; 2-Methyl-1,2-bis(3-pyridyl)-1-propanone; NSC 25265; 1-Propanone, 2-methyl-1,2-di-3-pyridyl-; 2-methyl-1,2-di(pyridin-3-yl)propan-1-one; NSC-25265; CHEMBL934; ZS9KD92H6V; 2-methyl-1,2-dipyridin-3-yl-propan-1-one; CHEBI:44241; 2-methyl-1,2-bis(pyridin-3-yl)propan-1-one; CAS-54-36-4; NCGC00016242-01; DSSTox_CID_3314; DSSTox_RID_76971; DSSTox_GSID_23314; Metyraponum [INN-Latin]; Metirapona [INN-Spanish]; SMR000059134; 1,2-Di-3-pyridyl-2-methyl-1-propanone; HSDB 2500; METOPIRONE (TN); EINECS 200-206-2; 1-Propanone, 1,2-di-3-pyridyl-2-methyl-; Metyrapone [USAN:USP:INN:BAN:JAN]; PubChem16052; Prestwick0_000904; Prestwick1_000904; Prestwick2_000904; Prestwick3_000904; BIDD:PXR0082; BSPBio_000748; MLS001066377; MLS001335881; MLS001335882; SCHEMBL637432; SPBio_002947; 1-Propanone,2-di-3-pyridyl-; BPBio1_000824; GTPL5224; Metyrapone (JP17/USP/INN); ZINC1728; DTXSID1023314; 1-Propanone,2-di-3-pyridinyl-; HMS1570F10; HMS2094I07; HMS2097F10; HMS2235E16; HMS3259O05; HMS3371B16; HMS3714F10; HMS3742E21; HMS3869K13; Pharmakon1600-01506014; BCP19099; EX-A1403; HY-B1232; NSC25265; Tox21_110323; ANW-47874; BDBM50028166; MFCD00006397; NSC760076; AKOS015919707; Metyrapone, >=98% (HPLC), solid; Tox21_110323_1; CCG-213598; CS-4879; DB01011; MCULE-7018205003; NC00462; NSC-760076; NCGC00016242-02; NCGC00016242-03; NCGC00016242-05; NCGC00161837-01; AK-51541; AS-56195; BR-51541; 2-methyl-1,2-di(3-pyridyl)propan-1-one; DB-052546; 2-methyl-1,2-bis(3-pyridinyl)-1-propanone; AB00513955; EU-0009322; FT-0603230; ST51006925; Su-4885; Su 4885; Su4885; 2-Methyl-1,2-di(3-pyridinyl)-1-propanone #; C07205; D00410; S-6399; 2-Methyl-1,2-di-3-pyridyl-1-propanone, 96%; AB00513955_07; 054M364; A830124; Q821641; SR-01000765398; SR-01000765398-2; BRD-K46862739-001-03-6; Metyrapone, United States Pharmacopeia (USP) Reference Standard
Clinical Status
Approved
Disease Indication Cushing syndrome ICD-11: 5A70 [1]
PubChem CID
4174
Formula
C14H14N2O
Canonical SMILES
CC(C)(C1=CN=CC=C1)C(=O)C2=CN=CC=C2
InChI
1S/C14H14N2O/c1-14(2,12-6-4-8-16-10-12)13(17)11-5-3-7-15-9-11/h3-10H,1-2H3
InChIKey
FJLBFSROUSIWMA-UHFFFAOYSA-N
   Click to Show/Hide the Molecular Data (Structure/Property) of This API
Structure
<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=4174"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 226.27 Topological Polar Surface Area 42.8
XlogP 2 Complexity 275
Heavy Atom Count 17 Rotatable Bond Count 3
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 3
Full List of Drug Formulations (DFMs) Containing This API
          Metyrapone 250 mg capsule Click to Show/Hide the Full List of Formulation(s):          2 Formulation(s)
             Drug Formulation 1 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Ethyl vanillin; Propylparaben sodium; Glycerin; Titanium dioxide; Gelatin; Polyethylene glycols
                   Dosage Form Oral Capsule
                   Company HRA Pharma
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Ethyl vanillin DIG Info Aldehyde dehydrogenase 5A1 (IC50 = 15600 nM) [2]
Propylparaben sodium DIG Info Estrogen receptor alpha (EC50 = 38200 nM) [3]
             Drug Formulation 2 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Ethyl vanillin; Propylparaben sodium; Glycerin; Titanium dioxide; Gelatin; Polyethylene glycols
                   Dosage Form Oral Capsule
                   Company Laboratoire HRA Pharma
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Ethyl vanillin DIG Info Aldehyde dehydrogenase 5A1 (IC50 = 15600 nM) [2]
Propylparaben sodium DIG Info Estrogen receptor alpha (EC50 = 38200 nM) [3]
References
1 FDA label for approved metyrapone from the official website of the U.S. Food and Drug Administration.
2 Inhibition of GABA shunt enzymes' activity by 4-hydroxybenzaldehyde derivatives. Bioorg Med Chem Lett. 2006 Feb; 16(3):592-5.
3 Discovery of natural estrogen receptor modulators with structure-based virtual screening. Bioorg Med Chem Lett. 2013 Jun 1; 23(11):3329-33.

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