Altretamine is a synthetic cytotoxic s-triazine derivative similar in structure to alkylating agent triethylenemelamin with antineoplastic activity. Although the precise mechanism by which altretamine exerts its cytotoxic effect is unknown, N-demethylation of altretamine may produce reactive intermediates which covalently bind to DNA, resulting in DNA damage. Check for active clinical trials or closed clinical trials using this agent.
1: Kelner MJ, McMorris TC, Rojas RJ, Estes LA, Suthipinijtham P. Synergy of irofulven in combination with other DNA damaging agents: synergistic interaction with altretamine, alkylating, and platinum-derived agents in the MV522 lung tumor model. Cancer Chemother Pharmacol. 2008 Dec;63(1):19-26. doi: 10.1007/s00280-008-0703-0. Epub 2008 Feb 28. PubMed PMID: 18305940.
2: Alberts DS, Jiang C, Liu PY, Wilczynski S, Markman M, Rothenberg ML. Long-term follow-up of a phase II trial of oral altretamine for consolidation of clinical complete remission in women with stage III epithelial ovarian cancer in the Southwest Oncology Group. Int J Gynecol Cancer. 2004 Mar-Apr;14(2):224-8. PubMed PMID: 15086720.
3: Chan JK, Loizzi V, Manetta A, Berman ML. Oral altretamine used as salvage therapy in recurrent ovarian cancer. Gynecol Oncol. 2004 Jan;92(1):368-71. PubMed PMID: 14751188.
4: Keldsen N, Havsteen H, Vergote I, Bertelsen K, Jakobsen A. Altretamine (hexamethylmelamine) in the treatment of platinum-resistant ovarian cancer: a phase II study. Gynecol Oncol. 2003 Feb;88(2):118-22. PubMed PMID: 12586589.
5: Olver I, Davy M, Lüftner D, Park SH, Egorin M, Ellis A, Webster L. A phase I study of paclitaxel and altretamine as second-line therapy to cisplatin regimens for ovarian cancer. Cancer Chemother Pharmacol. 2001 Aug;48(2):109-14. PubMed PMID: 11561776.
6: Zon RT, McClean J, Helman D, Ansari R, Picus J, Sandler A, Williams SD, Loehrer PJ Sr. Altretamine for the treatment of metastatic renal cell carcinoma. A Hoosier Oncology Group trial. Invest New Drugs. 2001;19(3):229-31. PubMed PMID: 11561679.
7: Rothenberg ML, Liu PY, Wilczynski S, Hannigan EV, Weiner SA, Weiss GR, Hunter VJ, Chapman JA, Tiersten A, Kohler PC, Alberts DS. Phase II trial of oral altretamine for consolidation of clinical complete remission in women with stage III epithelial ovarian cancer: a Southwest Oncology Group trial (SWOG-9326). Gynecol Oncol. 2001 Aug;82(2):317-22. PubMed PMID: 11531286.
8: Malik IA. Altretamine is an effective palliative therapy of patients with recurrent epithelial ovarian cancer. Jpn J Clin Oncol. 2001 Feb;31(2):69-73. PubMed PMID: 11302345.
9: Gershanovich ML, Livshits ME, Antipenkova VI. [Combination chemotherapy with hexamethylamine (Hexalen, Altretamine, Hexastat) and sarcolysine in advanced ovarian carcinoma]. Vopr Onkol. 2000;46(5):604-7. Russian. PubMed PMID: 11202196.
10: Markman M, Blessing JA, Moore D, Ball H, Lentz SS. Altretamine (hexamethylmelamine) in platinum-resistant and platinum-refractory ovarian cancer: a Gynecologic Oncology Group phase II trial. Gynecol Oncol. 1998 Jun;69(3):226-9. PubMed PMID: 9648592.
Chemical |
CAS Num |
645-05-6 |
Chemical Formula |
C9H18N6 |
Molecular Weight |
210.28 |
IUPAC Chemical Name |
N2,N2,N4,N4,N6,N6-hexamethyl-1,3,5-triazine-2,4,6-triamine |
Exact Mass |
210.15929 |
Elemental Analysis |
C, 51.41; H, 8.63; N, 39.97 |
Synonym |
Hemel; Hexaloids. US brand names |
Solubility |
Soluble in DMSO, not in water |
SMILES Code |
CN(C)C1=NC(N(C)C)=NC(N(C)C)=N1 |
Biological |
Targets and Effects |
cytotoxic s-triazine derivative |
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 |
>2 years if stored properly |