Description

Metyrapone (CAS No. 54-36-4) is a high-purity pharmaceutical and biochemical compound with the molecular formula C₁₄H₁₄N₂O. Known by its IUPAC name 2-methyl-1,2-dipyridin-3-ylpropan-1-one, this white to off-white crystalline powder is widely utilized in research and diagnostic applications. Metyrapone is a selective inhibitor of steroid 11β-hydroxylase, making it invaluable for studying adrenal function and cortisol synthesis pathways. It is supplied with comprehensive analytical documentation, including HPLC purity reports, MSDS, and NMR spectra, ensuring compliance with rigorous laboratory standards. Store in a cool, dry environment, protected from light, to maintain stability.

Properties

• CAS Number: 54-36-4
• Complexity: 275
• IUPAC Name: 2-methyl-1,2-bis(3-pyridyl)propan-1-one
• InChI: 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
• InChI Key: FJLBFSROUSIWMA-UHFFFAOYSA-N
• Exact Mass: 226.110613074
• Molecular Formula: C14H14N2O
• Molecular Weight: 226.27
• SMILES: CC(C)(C1=CN=CC=C1)C(=O)C2=CN=CC=C2
• Topological: 42.9
• Monoisotopic Mass: 226.110613074
• Physical Description: Solid
• Color/Form: CRYSTALS FROM ETHER & PENTANE
• Odor: CHARACTERISTIC ODOR
• Solubility: >33.9 [ug/mL]
• Stability/Shelf Life: PROTECT TABLETS FROM EXCESSIVE HEAT & LIGHT TO PREVENT DISCOLORATION & DEGRADATION.
• Synonyms: metyrapone, 54-36-4, 2-Methyl-1,2-di-3-pyridyl-1-propanone, Methopyrapone, Metopiron, Methapyrapone, Methopirapone, Methopyrinine, Methopyrone, Metopyrone, Metyrapon, Methbipyranone, Mepyrapone, Metirapona, Metroprione, Metapirone, Metyraponum, Metapyron, 2-methyl-1,2-dipyridin-3-ylpropan-1-one, 1-Propanone, 2-methyl-1,2-di-3-pyridinyl-, 2-methyl-1,2-di(pyridin-3-yl)propan-1-one, Metyraponum [INN-Latin], Metirapona [INN-Spanish], 2-Methyl-1,2-di-3-pyridinyl-1-propanone, 2-Methyl-1,2-bis(3-pyridyl)-1-propanone, NSC 25265, HSDB 2500, 1,2-Di-3-pyridyl-2-methyl-1-propanone, UNII-ZS9KD92H6V, 1-Propanone, 2-methyl-1,2-di-3-pyridyl-, EINECS 200-206-2, ZS9KD92H6V, NSC-25265, DTXSID1023314, CHEBI:44241, 1-Propanone, 1,2-di-3-pyridyl-2-methyl-, DTXCID803314, 2-methyl-1,2-dipyridin-3-yl-propan-1-one, NSC25265, Metyrapone [USAN:USP:INN:BAN:JAN], Metyraponum (INN-Latin), Metirapona (INN-Spanish), METYRAPONE (MART.), METYRAPONE [MART.], METYRAPONE (USP-RS), METYRAPONE [USP-RS], METYRAPONE (USP MONOGRAPH), METYRAPONE [USP MONOGRAPH], Metyrapone (USAN:USP:INN:BAN:JAN), V04CD01, 1-PROPANONE, 2-METHYL-1,2-DI-3-PYRIDINYL, 200-206-2, Metopirone, Su 4885, 2-methyl-1,2-bis(pyridin-3-yl)propan-1-one, CHEMBL934, CAS-54-36-4, NCGC00016242-01, MYT, SMR000059134, METOPIRONE (TN), MFCD00006397, Metyrapone (Standard), METYRAPONE [MI], METYRAPONE [INN], METYRAPONE [JAN], Prestwick0_000904, Prestwick1_000904, Prestwick2_000904, Prestwick3_000904, METYRAPONE [HSDB], METYRAPONE [USAN], METYRAPONE [VANDF], METYRAPONE [WHO-DD], BIDD:PXR0082, BSPBio_000748, MLS001066377, MLS001335881, MLS001335882, SCHEMBL637432, SPBio_002947, 1-Propanone,2-di-3-pyridyl-, BPBio1_000824, GTPL5224, Metyrapone (JP18/USP/INN), METYRAPONE [ORANGE BOOK], 1-Propanone,2-di-3-pyridinyl-, HY-B1232R, HMS1570F10, HMS2094I07, HMS2097F10, HMS2235E16, HMS3259O05, HMS3371B16, HMS3714F10, HMS3742E21, HMS3869K13, HMS5084O20, Pharmakon1600-01506014, BCP19099, EX-A1403, HY-B1232, Tox21_110323, BDBM50028166, NSC760076, s5416, AKOS015919707, Metyrapone, >=98% (HPLC), solid, Tox21_110323_1, CCG-213598, CS-4879, DB01011, NC00462, NSC-760076, NCGC00016242-02, NCGC00016242-03, NCGC00016242-05, NCGC00161837-01, AS-56195, 2-methyl-1,2-di(3-pyridyl)propan-1-one, DB-052546, AB00513955, EU-0009322, NS00010555, ST51006925, Su-4885; Su 4885; Su4885, 2-Methyl-1,2-di(3-pyridinyl)-1-propanone #, C07205, D00410, D70339, 2-Methyl-1,2-di-3-pyridyl-1-propanone, 96%, AB00513955_07, EN300-18532278, Q821641, SR-01000765398, SR-01000765398-2, BRD-K46862739-001-03-6, BRD-K46862739-001-13-5, BRD-K46862739-001-14-3, Z2289798161, Metyrapone, United States Pharmacopeia (USP) Reference Standard

Application

Metyrapone is primarily used as a diagnostic tool to assess hypothalamic-pituitary-adrenal (HPA) axis function by inhibiting cortisol production. Researchers employ it to study adrenal insufficiency and Cushing’s syndrome mechanisms. It also serves as a biochemical tool to investigate steroidogenesis pathways in vitro. Additionally, Metyrapone finds application in pharmacological studies exploring stress response modulation.

Safety and Hazards

GHS Hazard Statements

• H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (92.9%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (92.9%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (92.9%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (100%)
• Skin Irrit. 2 (92.9%)
• Eye Irrit. 2 (92.9%)
• STOT SE 3 (92.9%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.