Canfosfamide, also known as TLK286, is a modified glutathione analogue with potential antineoplastic activity. Canfosfamide is selectively activated by glutathione S-transferase P1-1 into an alkylating metabolite that forms covalent linkages with nucleophilic centers in tumor cell DNA, which may induce a cellular stress response and cytotoxicity, and decrease tumor proliferation. S-transferase P1-1 is an enzyme that is overexpressed in many human malignancies.
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Chemical |
CAS Num |
439943-59-6 (HCl) |
Chemical Formula |
C26H41Cl5N5O10PS |
Molecular Weight |
823.93 |
IUPAC Chemical Name |
N5-(((2-((bis(bis(2-chloroethyl)amino)phosphoryl)oxy)ethyl)sulfonyl)-D-alanyl)-N5-((R)-carboxy(phenyl)methyl)-L-glutamine hydrochloride |
Elemental Analysis |
C, 37.90; H, 5.02; Cl, 21.51; N, 8.50; O, 19.42; P, 3.76; S, 3.89 |
Synonym |
TLK286; TLK-286; TLK 286; TER286; TER-286; TER286; Canfosfamide HCl; US brand name |
Solubility |
Soluble in DMSO, not in water |
SMILES Code |
O=C(O)[C@@H](N)CCC(N([C@@H](C(O)=O)C1=CC=CC=C1)C([C@@H](N)CS(=O)(CCOP(N(CCCl)CCCl)(N(CCCl)CCCl)=O)=O)=O)=O.[H]Cl |
Biological |
Targets and Effects |
N/A |
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 |