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Substance Name: Etanidazole [USAN:INN]
RN: 22668-01-5
UNII: 30DKA3Q1HL
InChIKey: WCDWBPCFGJXFJZ-UHFFFAOYSA-N

Note

  • A nitroimidazole that sensitizes hypoxic tumor cells that are normally resistant to radiation therapy.

Molecular Formula

  • C7-H10-N4-O4

Molecular Weight

  • 214.18
 

Classification Codes

  • Antineoplastic (Hypoxic Cell Radiosensitizer)
  • Antineoplastic Agents
  • Mutation Data
  • Radiation-Sensitizing Agents
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Names and Synonyms

Name of Substance

  • Etanidazole
  • Etanidazole [USAN:INN]

MeSH Heading

  • Etanidazole

Synonyms

  • 1H-Imidazole-1-acetamide, N-(2-hydroxyethyl)-2-nitro-
  • 5-23-04-00478 (Beilstein Handbook Reference)
  • BRN 0919296
  • Etanidazol
  • Etanidazol [Spanish]
  • Etanidazole
  • Etanidazolum
  • Etanidazolum [Latin]
  • Ethanidazole
  • N-(2-Hydroxyethyl)-1-(2-nitro-1-imidazolyl)acetamide
  • N-(2-Hydroxyethyl)-2-nitro-1H-imidazole-1-acetamide
  • N-(2-Hydroxyethyl)-2-nitroimidazole-1-acetamide
  • NSC 301467
  • Radinyl
  • SR 2508
  • UNII-30DKA3Q1HL

Systematic Name

  • 1H-Imidazole-1-acetamide, N-(2-hydroxyethyl)-2-nitro-

Registry Numbers

CAS Registry Number

  • 22668-01-5

FDA UNII

  • 30DKA3Q1HL

Other Registry Number

  • 74083-16-2

System Generated Number

  • 0022668015

Structure Descriptors

InChI

1S/C7H10N4O4/c12-4-2-8-6(13)5-10-3-1-9-7(10)11(14)15/h1,3,12H,2,4-5H2,(H,8,13)

InChIKey

WCDWBPCFGJXFJZ-UHFFFAOYSA-N

Smiles

c1cn(c(n1)[N+](=O)[O-])CC(=O)NCCO

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mammal (species unspecified) LD50 unreported 4900mg/kg (4900mg/kg)   Gan to Kagaku Ryoho. Cancer and Chemotherapy. Vol. 16, Pg. 1399, 1989.
mouse LD50 intraperitoneal 3300mg/kg (3300mg/kg)   Radiation Research. Vol. 91, Pg. 186, 1982.
mouse LD50 intravenous 4100mg/kg (4100mg/kg)   Japanese Journal of Cancer Research. Vol. 80, Pg. 113, 1989.
mouse LD50 unreported 4900mg/kg (4900mg/kg)   United States Patent Document. Vol. #4371540,
rat LD50 intravenous 3716mg/kg (3716mg/kg)   Toxicologist. Vol. 3, Pg. 153, 1983.
rat LD50 intravenous 3716mg/kg (3716mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

MUSCULOSKELETAL: OTHER CHANGES
Toxicologist. Vol. 3, Pg. 153, 1983.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) -1.34E+00 (none)   EXP
Water Solubility 1.03E+04 mg/L 25 EST
Vapor Pressure 3.36E-11 mm Hg 25 EST
Henry's Law Constant 5.12E-18 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.96E-11 cm3/molecule-sec 25 EST

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