Etanidazole

For research use only. Not for therapeutic Use.

  • CAT Number: R043807
  • CAS Number: 22668-01-5
  • Molecular Formula: C7H10N4O4
  • Molecular Weight: 214.181
  • Purity: ≥95%
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Etanidazole (SR-2508) is a 2-nitroimidazole drug with radiosensitizing properties. Etanidazole depletes glutathione and inhibits glutathione transferase, thereby enhancing the cytotoxicity of ionizing radiation. This agent may also be useful as an imaging agent for identifying hypoxic, drug-resistant regions of primary tumors or metastases. Check for active clinical trials or closed clinical trials using this agent. (NCI Thesaurus).


Catalog Number R043807
CAS Number 22668-01-5
Synonyms

N-(2-Hydroxyethyl)-2-nitro-1H-imidazole-1-acetamide; ?N-(2-Hydroxyethyl)-2-nitroimidazole-1-acetamide; N-(2-Hydroxyethyl)-2-(2-nitro-1H-imidazol-1-yl)acetamide; NSC 301-467; Radinyl; SR 2508

Molecular Formula C7H10N4O4
Purity ≥95%
Storage -20°C
IUPAC Name N-(2-hydroxyethyl)-2-(2-nitroimidazol-1-yl)acetamide
InChI 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 C1=CN(C(=N1)[N+](=O)[O-])CC(=O)NCCO
Reference

</br>1:Improved radiosensitizing effect of the combination of etanidazole and paclitaxel for hepatocellular carcinoma in vivo. Yang Y, Jin C, Li H, He Y, Liu Z, Bai L, Dou K.Exp Ther Med. 2012 Feb;3(2):299-303. Epub 2011 Nov 24. PMID: 22969885 Free PMC Article</br>2:Evaluation of the in vivo radiosensitizing activity of etanidazole using tumor-bearing chick embryo. Abe C, Uto Y, Nakae T, Shinmoto Y, Sano K, Nakata H, Teraoka M, Endo Y, Maezawa H, Masunaga S, Nakata E, Hori H.J Radiat Res. 2011;52(2):208-14. PMID: 21436611 Free Article</br>3:Voltammetry of hypoxic cells radiosensitizer etanidazole radical anion in water. Gál M, Hromadová M, Pospísil L, Híves J, Sokolová R, Kolivoska V, Bulícková J.Bioelectrochemistry. 2010 Jun;78(2):118-23. doi: 10.1016/j.bioelechem.2009.08.008. Epub 2009 Aug 23. PMID: 19733129 </br>4:A phase I-B trial of the radiosensitizer: etanidazole (SR-2508) with radiosurgery for the treatment of recurrent previously irradiated primary brain tumors or brain metastases (RTOG Study 95-02). Drzymala RE, Wasserman TH, Won M, Shaw E, Cmelak AJ, Loeffler J, Souhami L; Radiation Therapy Oncology Group..Radiother Oncol. 2008 Apr;87(1):89-92. doi: 10.1016/j.radonc.2008.02.006. Epub 2008 Mar 14. PMID: 18342381 </br>5:Radiosensitization of paclitaxel, etanidazole and paclitaxel+etanidazole nanoparticles on hypoxic human tumor cells in vitro. Jin C, Bai L, Wu H, Tian F, Guo G.Biomaterials. 2007 Sep;28(25):3724-30. Epub 2007 May 3. PMID: 17509678 </br>6:In vivo performance of implantable biodegradable preparations delivering Paclitaxel and Etanidazole for the treatment of glioma. Kumar Naraharisetti P, Yung Sheng Ong B, Wei Xie J, Kam Yiu Lee T, Wang CH, Sahinidis NV.Biomaterials. 2007 Feb;28(5):886-94. Epub 2006 Oct 25. PMID: 17067667 </br>7:Etanidazole in pH-sensitive liposomes: design, characterization and in vitro/in vivo anti-Trypanosoma cruzi activity. Morilla MJ, Montanari J, Frank F, Malchiodi E, Corral R, Petray P, Romero EL.J Control Release. 2005 Apr 18;103(3):599-607. PMID: 15820407 </br>8:In vitro activity of Etanidazole against the protozoan parasite Trypanosoma cruzi. Petray PB, Morilla MJ, Corral RS, Romero EL.Mem Inst Oswaldo Cruz. 2004 Mar;99(2):233-5. Epub 2004 Jun 24. PMID: 15250482 Free Article</br>9:Etanidazole-loaded microspheres fabricated by spray-drying different poly(lactide/glycolide) polymers: effects on microsphere properties. Wang FJ, Wang CH.J Biomater Sci Polym Ed. 2003;14(2):157-83. PMID: 12661666 </br>10:Simulation of intratumoral release of Etanidazole: effects of the size of surgical opening. Tan WH, Lee T, Wang CH.J Pharm Sci. 2003 Apr;92(4):773-89. PMID: 12661063

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