Skip Navigation
ChemIDplus A TOXNET DATABASE LiteBrowseAdvanced

Substance Name: Metyrapone [USAN:USP:INN:BAN:JAN]
RN: 54-36-4
UNII: ZS9KD92H6V
InChIKey: FJLBFSROUSIWMA-UHFFFAOYSA-N

Note

  • An inhibitor of the enzyme STEROID 11-BETA-MONOOXYGENASE. It is used as a test of the feedback hypothalamic-pituitary mechanism in the diagnosis of CUSHING SYNDROME.

Molecular Formula

  • C14-H14-N2-O

Molecular Weight

  • 226.278
 

Classification Codes

  • Antimetabolites
  • Diagnostic Aid (Pituitary Function Determination)
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Mutation Data
  • Noxae
  • Reproductive Effect

Names and Synonyms

Name of Substance

  • Metyrapone
  • Metyrapone [USAN:USP:INN:BAN:JAN]

MeSH Heading

  • Metyrapone

Synonyms

  • 1,2-Di-3-pyridyl-2-methyl-1-propanone
  • 1-Propanone, 1,2-di-3-pyridyl-2-methyl-
  • 1-Propanone, 2-methyl-1,2-di-3-pyridinyl-
  • 1-Propanone, 2-methyl-1,2-di-3-pyridyl-
  • 2-Methyl-1,2-bis(3-pyridyl)-1-propanone
  • 2-Methyl-1,2-di-3-pyridinyl-1-propanone
  • 2-Methyl-1,2-di-3-pyridyl-1-propanone
  • EINECS 200-206-2
  • HSDB 2500
  • Methapyrapone
  • Methopirapone
  • Methopyrapone
  • Methopyrinine
  • Methopyrone
  • Metirapona
  • Metirapona [INN-Spanish]
  • Metopiron
  • Metopirone
  • Metopyrone
  • Metyrapon
  • Metyrapone
  • Metyraponum
  • Metyraponum [INN-Latin]
  • NSC 25265
  • SU 4885
  • UNII-ZS9KD92H6V

Systematic Names

  • 1-Propanone, 2-methyl-1,2-di-3-pyridinyl-
  • 1-Propanone, 2-methyl-1,2-di-3-pyridyl-
  • Metyrapone

Registry Numbers

CAS Registry Number

  • 54-36-4

FDA UNII

  • ZS9KD92H6V

Other Registry Number

  • 37245-80-0

System Generated Number

  • 0000054364

Structure Descriptors

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

Smiles

c1(C(C(c2cccnc2)(C)C)=O)cccnc1

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 subcutaneous 531mg/kg (531mg/kg)   Cesko-Slovenska Farmacie. Vol. 26, Pg. 140, 1977.
mouse LDLo intraperitoneal 300mg/kg (300mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 146, Pg. 395, 1964.
rat LD50 oral 521mg/kg (521mg/kg)   Drugs in Japan Vol. 6, Pg. 827, 1982.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 50.5 deg C   EXP
log P (octanol-water) 1.880 (none)   EST
Atmospheric OH Rate Constant 2.21E-12 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.