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MedKoo Cat#: 412144 | Name: Ilmofosine

Description:

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

Ilmofosine is used in treatment of colonic adenocarcinoma in rats and various parasitic diseases.

Chemical Structure

Ilmofosine
Ilmofosine
CAS#83519-04-4

Theoretical Analysis

MedKoo Cat#: 412144

Name: Ilmofosine

CAS#: 83519-04-4

Chemical Formula: C26H56NO5PS

Exact Mass: 525.3617

Molecular Weight: 525.77

Elemental Analysis: C, 59.40; H, 10.74; N, 2.66; O, 15.21; P, 5.89; S, 6.10

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Ilmofosine; BM-41440; BM41440; BM 41440
IUPAC/Chemical Name
3,5-Dioxa-9-thia-4-phosphapentacosan-1-aminium, 4-hydroxy-7-(methoxymethyl)-N,N,N-trimethyl-,hydroxide, inner salt, 4-oxide
InChi Key
ODEDPKNSRBCSDO-UHFFFAOYSA-N
InChi Code
InChI=1S/C26H56NO5PS/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22-34-25-26(23-30-5)24-32-33(28,29)31-21-20-27(2,3)4/h26H,6-25H2,1-5H3
SMILES Code
CCCCCCCCCCCCCCCCSCC(COC)COP(OCC[N+](C)(C)C)([O-])=O
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
Shelf Life
>3 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

Preparing Stock Solutions

The following data is based on the product molecular weight 525.77 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
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Effect of alkyl- lysophospholipids on some aspects of the metabolism of Leishmania donovani. J Parasitol. 2007 Oct;93(5):1202-7. doi: 10.1645/GE-1086R1.1. PMID: 18163358. 5: Mishra J, Saxena A, Singh S. Chemotherapy of leishmaniasis: past, present and future. Curr Med Chem. 2007;14(10):1153-69. doi: 10.2174/092986707780362862. PMID: 17456028. 6: Vink SR, van Blitterswijk WJ, Schellens JH, Verheij M. Rationale and clinical application of alkylphospholipid analogues in combination with radiotherapy. Cancer Treat Rev. 2007 Apr;33(2):191-202. doi: 10.1016/j.ctrv.2006.12.001. Epub 2007 Feb 6. PMID: 17287087. 7: Azzouz S, Maache M, Dos Santos MF, Sarciron ME, Petavy AF, Osuna A. Aspects of the cytological activity of edelfosine, miltefosine, and ilmofosine in Leishmania donovani. J Parasitol. 2006 Oct;92(5):877-83. doi: 10.1645/GE-632R1.1. PMID: 17152926. 8: Santa-Rita RM, Barbosa HS, de Castro SL. Ultrastructural analysis of edelfosine-treated trypomastigotes and amastigotes of Trypanosoma cruzi. Parasitol Res. 2006 Dec;100(1):187-90. doi: 10.1007/s00436-006-0250-8. Epub 2006 Jul 20. PMID: 16855821. 9: Santa-Rita RM, Lira R, Barbosa HS, Urbina JA, de Castro SL. Anti- proliferative synergy of lysophospholipid analogues and ketoconazole against Trypanosoma cruzi (Kinetoplastida: Trypanosomatidae): cellular and ultrastructural analysis. J Antimicrob Chemother. 2005 May;55(5):780-4. doi: 10.1093/jac/dki087. Epub 2005 Mar 24. PMID: 15790672. 10: Azzouz S, Maache M, Garcia RG, Osuna A. Leishmanicidal activity of edelfosine, miltefosine and ilmofosine. Basic Clin Pharmacol Toxicol. 2005 Jan;96(1):60-5. doi: 10.1111/j.1742-7843.2005.pto960109.x. PMID: 15667597. 11: Santa-Rita RM, Henriques-Pons A, Barbosa HS, de Castro SL. Effect of the lysophospholipid analogues edelfosine, ilmofosine and miltefosine against Leishmania amazonensis. J Antimicrob Chemother. 2004 Oct;54(4):704-10. doi: 10.1093/jac/dkh380. Epub 2004 Aug 25. PMID: 15329361. 12: Giantonio BJ, Derry C, McAleer C, McPhillips JJ, O'Dwyer PJ. Phase I and pharmacokinetic study of the cytotoxic ether lipid ilmofosine administered by weekly two-hour infusion in patients with advanced solid tumors. Clin Cancer Res. 2004 Feb 15;10(4):1282-8. doi: 10.1158/1078-0432.ccr-0837-02. PMID: 14977826. 13: Croft SL, Seifert K, Duchêne M. Antiprotozoal activities of phospholipid analogues. Mol Biochem Parasitol. 2003 Feb;126(2):165-72. doi: 10.1016/s0166-6851(02)00283-9. PMID: 12615315. 14: Goekjian PG, Jirousek MR. Protein kinase C inhibitors as novel anticancer drugs. Expert Opin Investig Drugs. 2001 Dec;10(12):2117-40. doi: 10.1517/13543784.10.12.2117. PMID: 11772309. 15: Lira R, Contreras LM, Rita RM, Urbina JA. Mechanism of action of anti- proliferative lysophospholipid analogues against the protozoan parasite Trypanosoma cruzi: potentiation of in vitro activity by the sterol biosynthesis inhibitor ketoconazole. J Antimicrob Chemother. 2001 May;47(5):537-46. doi: 10.1093/jac/47.5.537. PMID: 11328763. 16: Santa-Rita RM, Santos Barbosa H, Meirelles MN, de Castro SL. Effect of the alkyl-lysophospholipids on the proliferation and differentiation of Trypanosoma cruzi. Acta Trop. 2000 Mar 25;75(2):219-28. doi: 10.1016/s0001-706x(00)00052-8. PMID: 10708662. 17: Grosman N. Effect of the anti-neoplastic agents edelfosine (ET-18-OCH3), ilmofosine (BM 41.440) and the hexadecylphosphocholine analogues D-20133 and D-21266 on histamine release from isolated rat mast cells. Immunopharmacology. 1999 Nov;44(3):211-21. doi: 10.1016/s0162-3109(99)00040-5. PMID: 10598878. 18: Cabaner C, Gajate C, Macho A, Muñoz E, Modolell M, Mollinedo F. Induction of apoptosis in human mitogen-activated peripheral blood T-lymphocytes by the ether phospholipid ET-18-OCH3: involvement of the Fas receptor/ligand system. Br J Pharmacol. 1999 Jun;127(4):813-25. doi: 10.1038/sj.bjp.0702606. Erratum in: Br J Pharmacol. 1999 Dec;128(8):1826. PMID: 10433487; PMCID: PMC1566086. 19: Grosman N. Influence of probes for calcium-calmodulin and protein kinase C signalling on the plasma membrane Ca2+-ATPase activity of rat synaptosomes and leukocyte membranes. Immunopharmacology. 1998 Aug;40(2):163-71. doi: 10.1016/s0162-3109(98)00042-3. PMID: 9826030. 20: Civoli F, Daniel LW. Quaternary ammonium analogs of ether lipids inhibit the activation of protein kinase C and the growth of human leukemia cell lines. Cancer Chemother Pharmacol. 1998;42(4):319-26. doi: 10.1007/s002800050824. PMID: 9744778.

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