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Substance Name: Aminoglutethimide [USP:INN:BAN]
RN: 125-84-8
UNII: 0O54ZQ14I9
InChIKey: ROBVIMPUHSLWNV-UHFFFAOYSA-N

Note

  • An aromatase inhibitor that is used in the treatment of advanced BREAST CANCER.

Molecular Formula

  • C13-H16-N2-O2

Molecular Weight

  • 232.281
 

Classification Codes

  • Adrenocortical Suppressant
  • Antiepileptic
  • Antineoplastic
  • Antineoplastic Agents
  • Antineoplastic Agents, Hormonal
  • Aromatase Inhibitors
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Estrogen Antagonists
  • Hormone Antagonists
  • Hormones, Hormone Substitutes, and Hormone Antagonists
  • Human Data
  • Reproductive Effect
  • Steroid Synthesis Inhibitors

Names and Synonyms

Name of Substance

  • Aminoglutethimide
  • Aminoglutethimide [USP:INN:BAN]

MeSH Heading

  • Aminoglutethimide

Synonyms

  • 2,6-Piperidinedione, 3-(4-aminophenyl)-3-ethyl-
  • 2-(p-Aminophenyl)-2-ethylglutarimide
  • 3-(4-Aminophenyl)-3-ethyl-2,6-piperidindion
  • 3-Ethyl-3-(p-aminophenyl)-2,6-dioxopiperidine
  • 5-22-13-00297 (Beilstein Handbook Reference)
  • Aminoglutethimide
  • Aminoglutethimidum
  • Aminoglutethimidum [INN-Latin]
  • Aminoglutetimida
  • Aminoglutetimida [INN-Spanish]
  • Ba 16038
  • Ba-16038
  • BRN 0210656
  • C 16038-BA
  • CCRIS 7562
  • Cytadren
  • EINECS 204-756-4
  • Elipten
  • HSDB 7494
  • Orimeten
  • p-Aminoglutethimide
  • UNII-0O54ZQ14I9

Systematic Names

  • 2,6-Piperidinedione, 3-(4-aminophenyl)-3-ethyl-
  • Aminoglutethimide
  • Glutarimide, 2-(p-aminophenyl)-2-ethyl-

Superlist Name

  • Aminoglutethimide

Registry Numbers

CAS Registry Number

  • 125-84-8

FDA UNII

  • 0O54ZQ14I9

System Generated Number

  • 0000125848

Structure Descriptors

InChI

1S/C13H16N2O2/c1-2-13(8-7-11(16)15-12(13)17)9-3-5-10(14)6-4-9/h3-6H,2,7-8,14H2,1H3,(H,15,16,17)

InChIKey

ROBVIMPUHSLWNV-UHFFFAOYSA-N

Smiles

c1([C@@]2(C(NC(=O)CC2)=O)CC)ccc(N)cc1

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man LDLo oral 21mg/kg/3D-I (21mg/kg)   Annals of Internal Medicine. Vol. 105, Pg. 633, 1986.
man LDLo oral 21mg/kg/3D-I (21mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA Annals of Internal Medicine. Vol. 105, Pg. 633, 1986.
mouse LD50 intraperitoneal 625mg/kg (625mg/kg) BEHAVIORAL: ANTIPSYCHOTIC

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Journal of Medicinal Chemistry. Vol. 18, Pg. 736, 1975.
women TDLo oral 20500mg/kg/94 (20500mg/kg) BLOOD: AGRANULOCYTOSIS British Medical Journal. Vol. 291, Pg. 970, 1985.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 149.5 deg C   EXP
log P (octanol-water) 0.820 (none)   EST
Atmospheric OH Rate Constant 1.54E-10 cm3/molecule-sec 25 EST

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