CAS 103226-10-4

5-fluoro-2'-deoxyuridine-5'-monophosphate sodium

Description:

5-Fluoro-2'-deoxyuridine-5'-monophosphate sodium, commonly referred to as FdUMP, is a nucleotide analog that plays a significant role in cancer treatment, particularly in the context of chemotherapy. It is a derivative of deoxyuridine, where a fluorine atom replaces a hydrogen atom at the 5-position of the uracil ring. This modification enhances its ability to inhibit thymidylate synthase, an enzyme critical for DNA synthesis and repair, thereby disrupting the proliferation of cancer cells. FdUMP is typically administered in its sodium salt form, which enhances its solubility and stability in aqueous solutions. The compound is often used in combination with other chemotherapeutic agents, such as leucovorin, to potentiate its effects. In terms of physical properties, FdUMP is a white to off-white powder, and it is soluble in water. Its mechanism of action and structural characteristics make it a valuable tool in the development of targeted cancer therapies. However, like many chemotherapeutic agents, it may also exhibit cytotoxic effects on normal cells, necessitating careful dosing and monitoring during treatment.

Formula: C₉H₁₂FN₂NaO₈P

InChI: InChI=1/C9H12FN2O8P.Na/c10-4-2-12(9(15)11-8(4)14)7-1-5(13)6(20-7)3-19-21(16,17)18;/h2,5-7,13H,1,3H2,(H,11,14,15)(H2,16,17,18);

SMILES: C1C(C(COP(=O)(O)O)OC1n1cc(c(nc1=O)O)F)O.[Na]

Synonyms:

• 2,4(1H,3H)-pyrimidinedione, 1-(2-deoxy-5-O-phosphonopentofuranosyl)-5-fluoro-, monosodium salt
• 5-Fluoro-2'-deoxyuridine-5'-monophosphate sodium salt

Disodium ((2R,3S,5R)-5-(5-fluoro-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3-hydroxytetrahydrofuran-2-yl)methyl phosphate

CAS: 103226-10-4

Formula: C₉H₁₀FN₂Na₂O₈P

Purity: 98%

Color and Shape: Solid

Molecular weight: 370.1360

Ref: IN-DA008UK4

2’-Deoxy-5-fluorouridine 5’-monophosphate sodium salt

CAS: 103226-10-4

Formula: C₉H₁₂FN₂O₈P

Purity: ≥ 97.0%

Color and Shape: White to off-white powder

Molecular weight: 326.17

Ref: 7W-GN2851

Sodium ((2R,3S,5R)-5-(5-fluoro-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3-hydroxytetrahydrofuran-2-yl)methyl phosphate

CAS: 103226-10-4

Sodium ((2R,3S,5R)-5-(5-fluoro-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3-hydroxytetrahydrofuran-2-yl)methyl phosphate

Purity: 98%

Ref: 54-PC1008268

2'-Deoxy-5-fluorouridine 5'-monophosphate sodium salt

CAS: 103226-10-4

2'-Deoxy-5-fluorouridine 5'-monophosphate sodium salt is a prodrug that is converted to fluorouracil in the body. Fluorouracil inhibits the activity of thymidylate synthase and other enzymes involved in DNA synthesis, which are associated with cancer. It is also an inhibitor binding to the enzyme RNA polymerase II, which may contribute to its anti-cancer effects. 2'-Deoxy-5-fluorouridine 5'-monophosphate sodium salt has been shown to inhibit the growth of human tumor cells in culture and in animal models. The matrix effect may be responsible for this activity. 2'-Deoxy-5-fluorouridine 5'-monophosphate sodium salt can be used as a model system for studying cancer tissues.

Formula: C₉H₁₂FN₂O₈P·xNa

Purity: Min. 85 Area-%

Color and Shape: White Off-White Powder

Molecular weight: 326.17 g/mol

Ref: 3D-ND15883