Anaxirone
Anaxirone is a synthetic triepoxide alkylating agent with potential antineoplastic activity. Anaxirone alkylates DNA via actual or derived epoxide groups, resulting in inhibition of DNA synthesis. This agent has been shown to exhibit a broad spectrum of antineoplastic activity against experimental tumors, including those resistant to other alkylating agents.
1: Holdener EE, Clavel M, Sessa C, ten Bokkel Huinink W, Siegenthaler P, Ludwig C, Klepp O, Renard G, Decoster G, Pinedo HM. Phase II trial of anaxirone (TGU) in advanced colorectal cancer: an EORTC Early Clinical Trials Group (ECTG) study. Eur J Cancer. 1994;30A(3):394-5. PubMed PMID: 8204365.
2: George M, Scotto V, Carnino F, Dodion P, ten Bokkel Huinink WW, Rotmensz N, Vermorken JB. Phase II trial of anaxirone (1,2,4-triglycidylurazol, TGU) in patients with advanced ovarian carcinoma: an EORTC Gynecological Cancer Cooperative Group Study. Eur J Cancer Clin Oncol. 1987 Jun;23(6):867-9. PubMed PMID: 3653204.
3: Fiebig HH, Henss H, Arnold H, von Bültzingslöwen F, Klee M, Queisser W, Peukert M. Phase II trial of anaxirone in advanced non-small cell lung cancer. Cancer Treat Rep. 1987 May;71(5):539-40. PubMed PMID: 3567979.
4: Schilcher RB, Young JD, Nowrousian MR, Hoffmann B, Schmidt CG. Reversed-phase high-performance liquid chromatographic determination of anaxirone in biological specimens. J Chromatogr. 1986 May 28;378(1):248-53. PubMed PMID: 3733978.
5: Hilgard P, Peukert M, Pohl J. alpha-/beta-Triglycidyl-urazol (TGU, NSC 332488, I.N.N.: ANAXIRONE): a new chemotherapeutic agent. Cancer Treat Rev. 1984 Jun;11(2):115-20. PubMed PMID: 6498858.
2: George M, Scotto V, Carnino F, Dodion P, ten Bokkel Huinink WW, Rotmensz N, Vermorken JB. Phase II trial of anaxirone (1,2,4-triglycidylurazol, TGU) in patients with advanced ovarian carcinoma: an EORTC Gynecological Cancer Cooperative Group Study. Eur J Cancer Clin Oncol. 1987 Jun;23(6):867-9. PubMed PMID: 3653204.
3: Fiebig HH, Henss H, Arnold H, von Bültzingslöwen F, Klee M, Queisser W, Peukert M. Phase II trial of anaxirone in advanced non-small cell lung cancer. Cancer Treat Rep. 1987 May;71(5):539-40. PubMed PMID: 3567979.
4: Schilcher RB, Young JD, Nowrousian MR, Hoffmann B, Schmidt CG. Reversed-phase high-performance liquid chromatographic determination of anaxirone in biological specimens. J Chromatogr. 1986 May 28;378(1):248-53. PubMed PMID: 3733978.
5: Hilgard P, Peukert M, Pohl J. alpha-/beta-Triglycidyl-urazol (TGU, NSC 332488, I.N.N.: ANAXIRONE): a new chemotherapeutic agent. Cancer Treat Rev. 1984 Jun;11(2):115-20. PubMed PMID: 6498858.
| Chemical | |
|---|---|
| CAS Num | 77658-97-0 |
| Chemical Formula | C11H15N3O5 |
| Molecular Weight | 269.2539 |
| IUPAC Chemical Name | 1,2,4-tris(oxiran-2-ylmethyl)-1,2,4-triazolidine-3,5-dione |
| Exact Mass | 269.10117 |
| Elemental Analysis | C, 49.07; H, 5.62; N, 15.61; O, 29.71 |
| Synonym | Anaxirone; triglycidylurazol; Abbreviation |
| Solubility | Soluble in DMSO, not in water |
| SMILES Code | O=C(N1CC2OC2)N(CC3OC3)N(CC4OC4)C1=O |
| Biological | |
| Targets and Effects | NA |
| Pathways | alkylating agent |
| Physical | |
| Appearance | Solid powder |
| Purity | >98% (or refer to the Certificate of Analysis) |
| Shipping Condition | Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs. |
| Storage Condition | Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years). |
| Shelf Life | >5 years if stored properly |
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