Testing Status of Glycidamide M930003

 

CASRN: 5694-00-8

Formula: C3-H5-N-O2

Synonyms/Common Names

  • Oxirane-2-carboxamide

Known Uses

Metabolite of acrylamide. Associated with tobacco: reported either as a natural component of tobacco, pyrolysis product (in tobacco smoke), or additive for one or more types of tobacco products.

Chemical Properties

Toxicity Effects (HSDB)

Short-Term Toxicity

  • 14 days (Dosed-Water)  (C20314)  Completed 
    • Rats: F344 (NCTR); Mice: B6C3F1/NCTR BR (C57BL/6N x C3H/HEN MTV-)
    • Dose: R&M: 0, 0.14, 0.35, 0.70, 1.41, 3.52, or 7.03 mM.
  • 90 days (Dosed-Water)  (C20314)  Completed 
    • Rats: F344 (NCTR); Mice: B6C3F1/NCTR BR (C57BL/6N x C3H/HEN MTV-)
    • Dose: R&M: 0, 0.14, 0.35, 0.70, 1.41, or 3.52 mM.

Long-Term Carcinogenicity

  • 2 years (Dosed-Water)  (C20314)  Report Complete 
    • TR-588 (NIH Number: 15-5930)  (Peer Review Approval 10/29/2013A )
      Toxicology and Carcinogenesis Studies of Glycidamide (CASRN 5694-00-8) in F344/N Nctr Rats and B6C3F1/Nctr Mice (Drinking Water Studies)
    • Rats: F344 (NCTR); Mice: B6C3F1/NCTR BR (C57BL/6N x C3H/HEN MTV-)
    • Carcinogenesis Results
      • Male Rats Clear Evidence 
      • Female Rats Clear Evidence 
      • Male Mice Clear Evidence 
      • Female Mice Clear Evidence 
    • Dose: R&M: 0, 0.0875, 0.175, 0.35, or 0.70 mM.

Special Studies

  • Mechanisms (Gavage; Intravenous)  (S0867)  Completed 
    • Citation: Doerge DR, da Costa GG, McDaniel LP, Churchwell MI, Twaddle NC, Beland FA. DNA adducts derived from administration of acrylamide and glycidamide to mice and rats. Mutat Res. 2005 Feb 7;580(1-2):131-41. Pubmed Abstract
    • Citation: Gamboa da Costa G, Churchwell MI, Hamilton LP, Von Tungeln LS, Beland FA, Marques MM, Doerge DR. DNA adduct formation from acrylamide via conversion to glycidamide in adult and neonatal mice. Chem Res Toxicol. 2003 Oct;16(10):1328-37.Pubmed Abstract
    • Citation: Ghanayem BI, McDaniel LP, Churchwell MI, Twaddle NC, Snyder R, Fennell TR, Doerge DR. Role of CYP2E1 in the epoxidation of acrylamide to glycidamide and formation of DNA and hemoglobin adducts. Toxicol Sci. 2005 Dec;88(2):311-8. Epub 2005 Sep 1.Pubmed Abstract
    • Rats; Mice; Rats; Mice

Genetic Toxicology

  • Salmonella  (A49267)  Completed 
    •  Positive 

Organ Systems Toxicity

  • Dominant Lethal (Male) (Gavage)  (DLM96004)  Completed 
    • Citation: Generoso, WM, Sega, GA, Lockhart, AM, Hughes, LA, Cain, KT, Cacheiro, NLA, and Shelby, MD. Dominant lethal mutations, heritable translocations, and unscheduled DNA synthesis induced in male mouse germ cells by glycidamide, a metabolite of acrylamide. Mutation Res. 371: 175-183 (1996).
    • Male Mice: C3H X 101
    • Mice Male Positive 
  • Heritable Translocation Test (Gavage)  (HTT96003)  Completed 
    • Citation: Generoso, WM, Sega, GA, Lockhart, AM, Hughes, LA, Cain, KT, Cacheiro, NLA, and Shelby, MD. Dominant lethal mutations, heritable translocations, and unscheduled DNA synthesis induced in male mouse germ cells by glycidamide, a metabolite of acrylamide. Mutation Res. 371: 175-183 (1996).
    • Male Mice: C3H X 101
    • Mice Male Positive 
  • Total Reproductive Capacity (Gavage)  (TRC98047)  Completed 
    • Female Mice