Floxuridine structure, CAS 50-91-9

Floxuridine

CAS Number50-91-9

Synonyms1-(2-Deoxy-β-D-erythro-pentofuranosyl)-5-fluorpyrimidin-2,4(1H,3H)-dion; 5-Fluoro-2'-deoxyuridine; 1-(2-Deoxy-β-D-ribofuranosyl)-5-fluorouracil; 5-fluoro-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxyméthyl)tétrahydrofuran-2-yl]pyrimidine-2,4(1H,3H)-dione; (+)-5-Fluoro-2-deoxyuridine; Floxuridin; (+)-5-Fluoro-2'-deoxyuridine; Floxuridinum; Floxuridine; 5-Fluoro-2'-deoxy-b-uridine; 5-Fluoro-2'-deoxy-β-uridine; (+)-5-fluoro-2′-deoxyuridine; Fluorodeoxyuridine; Deoxyfluorouridine; 2'-Deoxy-5-fluorouridine; 5-fluoro-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione; Fluoruridine deoxyribose; 5-Fluorodeoxyuridine; 5-Fluoro-1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione; EINECS 200-072-5; 5-Fluoro-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tet

Molecular FormulaC9H11FN2O5

Molecular Weight246.192

Purity98.00%

Density1.8±0.1 g/cm3

Boiling Point483.0±55.0 °C at 760 mmHg

Melting Point148 °C(lit.)

Flash Point

AppearanceWhite to off-white crystalline powder

EINECS200-072-5

MSDSChineseEnglish

Symbol6.1

Signal WordWarning

Cat. No.: 2A-9016586 Purity: 98.00%
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Quality Control of [ 50-91-9 ] Purity: 98.00% SDS Specification MoL

Chemical & Physical Properties
CAS Number50-91-9
Catalog No.2A-9016586
Chinese Name5-氟-2'-脱氧脲核苷
Synonyms1-(2-Deoxy-β-D-erythro-pentofuranosyl)-5-fluorpyrimidin-2,4(1H,3H)-dion; 5-Fluoro-2'-deoxyuridine; 1-(2-Deoxy-β-D-ribofuranosyl)-5-fluorouracil; 5-fluoro-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxyméthyl)tétrahydrofuran-2-yl]pyrimidine-2,4(1H,3H)-dione; (+)-5-Fluoro-2-deoxyuridine; Floxuridin; (+)-5-Fluoro-2'-deoxyuridine; Floxuridinum; Floxuridine; 5-Fluoro-2'-deoxy-b-uridine; 5-Fluoro-2'-deoxy-β-uridine; (+)-5-fluoro-2′-deoxyuridine; Fluorodeoxyuridine; Deoxyfluorouridine; 2'-Deoxy-5-fluorouridine; 5-fluoro-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione; Fluoruridine deoxyribose; 5-Fluorodeoxyuridine; 5-Fluoro-1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione; EINECS 200-072-5; 5-Fluoro-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tet
Molecular FormulaC9H11FN2O5
Molecular Weight246.192
Purity98.00
Density1.8±0.1 g/cm3
Boiling Point483.0±55.0 °C at 760 mmHg
Melting Point148 °C(lit.)
AppearanceWhite to off-white crystalline powder
Water Solubilitysoluble
Storage ConditionThis product should be sealed with argon gas and s
PackagingIII
ApplicationFloxuridine (5-fluorodeoxyuridine) is an antimetabolite that inhibits PEPT1 with a GI50 of 5.1 μM.
EINECS200-072-5
HTC2934999090
UN(IATA)UN 2811
SMILESOC[C@H]1O[C@H](C[C@@H]1O)N2C=C(F)C(=O)NC2=O
InChIInChI=1S/C9H11FN2O5/c10-4-2-12(9(16)11-8(4)15)7-1-5(14)6(3-13)17-7/h2,5-7,13-14H,1,3H2,(H,11,15,16)/t5-,6+,7+/m0/s1
InChI KeyInChIKey=ODKNJVUHOIMIIZ-RRKCRQDMSA-N
Hazard Symbols6.1
Risk CodesR22;R36/37/38;R68
Safety DescriptionS26;S36/37/39
BioactivityFloxuridine (5-fluorodeoxyuridine) is an oncology drug that belongs to the class known as antimetabolites with an GI50 of 5.1 μM for the inhibition of PEPT1. IC50 value: Target: Nucleoside antimetabolite/analogFloxuridine (Fludara) is a prodrug of floxuridine and an oncology agent with an GI50 of 5.1 μM for the inhibition of MDCK/PEPT1. Floxuridine (Fludara) belongs to the class known as antimetabolites. Floxuridine (Fludara) is most often used in the treatment of colorectal cancer. Floxuridine, an analog of 5-fluorouracil, is a fluorinated pyrimidine. Floxuridine (Fludara) works because it is broken down by the body into its active form, which is the same as a metabolite of 5-Fluorouracil [1]. FdUrd induced an immediate increase in tumor uptake of 5-[(125)I]iodo-2'-deoxyuridine, that vanished after 6 h, as also confirmed by flow cytometry. Biodistribution measurements showed that FdUrd pretreatment increased [(18)F]FLT uptake in all tumors by factors of 3.2 to 7.8 compared with controls, while [(18)F]FDG tumor uptake was about fourfold and sixfold lower in breast cancers and lymphoma. Dynamic PET in FdUrd pretreated mice showed that [(18)F]FLT uptake in all tumors increased steadily up to 1.5 h. MRI showed a well-vascularized homogenous lymphoma with high [(18)F]FLT uptake, while in breast cancer, a central necrosis shown by MRI was inactive in PET, consistent with the histomorphological analysis [2].Clinical indications: Colorectal tumor; Liver tumorFDA Approved Date: December 1970 Related Catalog Signaling Pathways >> Cell Cycle/DNA Damage >> Nucleoside Antimetabolite/Analog Research Areas >> Cancer References [1]. Landowski CP, et al. Targeted delivery to PEPT1-overexpressing cells: acidic, basic, and secondary floxuridine amino acid ester prodrugs. Mol Cancer Ther. 2005 Apr;4(4):659-67. [2]. Viertl D, et al. Increase of [(18)F]FLT tumor uptake in vivo mediated by FdUrd: toward improving cell proliferation positron emission tomography. Mol Imaging Biol. 2011 Apr;13(2):321-31. Chemical & Physical Properties Density 1.8±0.1 g/cm3 Boiling Point 483.0±55.0 °C at 760 mmHg Melting Point 148 °C(lit.) Molecular Formula C9H11FN2O5 Molecular Weight 246.192 Flash Point 245.9±31.5 °C Exact Mass 246.065201 PSA 104.55000 LogP -1.22 Vapour Pressure 0.0±2.8 mmHg at 25°C Index of Refraction 1.676 Storage condition 2~8°C Water Solubility soluble
Use ofProperties Articles51 Name 5-fluoro-2'-deoxyuridine Synonym More Synonyms Floxuridine Biological Activity Related Catalog Signaling Pathways >> Cell Cycle/DNA Damage >> Nucleoside Antimetabolite/Analog Research Areas >> Cancer References [1]. Landowski CP, et al. Targeted delivery to PEPT1-overexpressing cells: acidic, basic, and secondary floxuridine amino acid ester prodrugs. Mol Cancer Ther. 2005 Apr;4(4):659-67. [2]. Viertl D, et al. Increase of [(18)F]FLT tumor uptake in vivo mediated by FdUrd: toward improving cell proliferation positron emission tomography. Mol Imaging Biol. 2011 Apr;13(2):321-31. Chemical & Physical Properties Molecular Formula C9H11FN2O5 Exact Mass 246.065201 PSA 104.55000 LogP -1.22 Index of Refraction 1.676 Water Solubility soluble
Tax Rebate13.0%
SupervisionNone. MFN tariff: 6.5%. Ordinary tariff: 20.0%
Transport InfoProduct name: Purity: 98.0%
MSDS Transport InfoModule 14. Shipping information United Nations classification: Item 1 Poisons. 2'-Deoxy-5-fluorouridine Modification number: 2 Module 14. Shipping information UN number: 2811 Proper Shipping Name: Toxic Solid, Organic, Not Otherwise Specified Packing grade: III
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