Canfosfamide HCl

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 200610

CAS#: 439943-59-6 (HCl)

Description: 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.


Chemical Structure

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Canfosfamide HCl
CAS# 439943-59-6 (HCl)

Theoretical Analysis

MedKoo Cat#: 200610
Name: Canfosfamide HCl
CAS#: 439943-59-6 (HCl)
Chemical Formula: C26H41Cl5N5O10PS
Exact Mass: 0.00
Molecular Weight: 823.930
Elemental Analysis: C, 37.90; H, 5.02; Cl, 21.51; N, 8.50; O, 19.42; P, 3.76; S, 3.89

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
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Related CAS #: 439943-59-6 (HCl)   158382-37-7 (free base),  

Synonym: TLK286; TLK-286; TLK 286; TER286; TER-286; TER286; Canfosfamide HCl; US brand name: TELCYTA.

IUPAC/Chemical Name: N5-(((2-((bis(bis(2-chloroethyl)amino)phosphoryl)oxy)ethyl)sulfonyl)-D-alanyl)-N5-((R)-carboxy(phenyl)methyl)-L-glutamine hydrochloride

InChi Key: SIDNMYODVYPVSQ-XVGZVFJZSA-N

InChi Code: InChI=1S/C26H40Cl4N5O10PS.ClH/c27-8-12-33(13-9-28)46(42,34(14-10-29)15-11-30)45-16-17-47(43,44)18-21(32)24(37)35(22(36)7-6-20(31)25(38)39)23(26(40)41)19-4-2-1-3-5-19;/h1-5,20-21,23H,6-18,31-32H2,(H,38,39)(H,40,41);1H/t20-,21-,23+;/m0./s1

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

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).

Solubility: Soluble in DMSO, not in water

Shelf Life: >5 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info: Related: 439943-59-6 (Canfosfamide HCl) 158382-37-7 (Canfosfamide free base). The activation of canfosfamide occurs when GST P1-1 splits canfosfamide into two active fragments: a glutathione analog fragment and an active cytotoxic fragment. The cytotoxic fragment reacts with important cell components, including RNA, DNA and proteins, leading to cell death. The glutathione analog fragment of canfosfamide may remain bound to GST P1-1, which may limit the ability of GST P1-1 to inactivate other cancer drugs.    

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 823.93 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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 1: Kavanagh JJ, Levenback CF, Ramirez PT, Wolf JL, Moore CL, Jones MR, Meng L, Brown GL, Bast RC Jr. Phase 2 study of canfosfamide in combination with pegylated liposomal doxorubicin in platinum and paclitaxel refractory or resistant epithelial ovarian cancer. J Hematol Oncol. 2010 Mar 11;3:9. PubMed PMID: 20222977; PubMed Central PMCID: PMC2851575.

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19: Kauvar LM, Morgan AS, Sanderson PE, Henner WD. Glutathione based approaches to improving cancer treatment. Chem Biol Interact. 1998 Apr 24;111-112:225-38. Review. PubMed PMID: 9679557.

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