Etanidazole

Etanidazole
Names
Preferred IUPAC name
N-(2-Hydroxyethyl)-2-(2-nitro-1H-imidazol-1-yl)acetamide
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.164.363 Edit this at Wikidata
UNII
  • 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) checkY
    Key: WCDWBPCFGJXFJZ-UHFFFAOYSA-N checkY
  • O=[N+]([O-])c1nccn1CC(=O)NCCO
Properties
C7H10N4O4
Molar mass 214.181 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Etanidazole is a nitroimidazole drug that was investigated in clinical trials for its radiosensitizing properties in cancer treatment. Administration of etanidazole results in a decrease of glutathione concentration and inhibits glutathione S-transferase.[1][2] The result is that tissues become more sensitive to the ionizing radiation.[3]

  1. ^ Definition of etanidazole, National Cancer Institute Drug Dictionary.
  2. ^ DrugBank DB12736 . Accessed 27 April 2021.
  3. ^ Inanami, O.; Sugihara, K.; Okui, T.; Hayashi, M.; Tsujitani, M.; Kuwabara, M. (2002). "Hypoxia and etanidazole alter radiation-induced apoptosis in HL60 cells but not in MOLT-4 cells". International Journal of Radiation Biology. 78 (4): 267–274. doi:10.1080/09553000110105695. PMID 12020438. S2CID 37923448.