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110522-47-9

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110522-47-9 Usage

Description

3',5'-DI-O-ACETYL-5-FLUORO-2'-DEOXYURIDINE is a chemical compound that is a derivative of 2'-Fluoro-2'-deoxyuridine (F590275). It is characterized by the presence of acetyl groups at the 3' and 5' positions and a fluorine atom at the 5-position of the deoxyuridine molecule. This modification enhances the stability and activity of the compound, making it a promising candidate for therapeutic applications.

Uses

Used in Pharmaceutical Industry:
3',5'-DI-O-ACETYL-5-FLUORO-2'-DEOXYURIDINE is used as a component in therapeutic oligonucleotides for the treatment of prostate and breast cancer. Its incorporation into these oligonucleotides enhances their stability and effectiveness in combating cancer cells.
Used in Cancer Research:
3',5'-DI-O-ACETYL-5-FLUORO-2'-DEOXYURIDINE is also used in cancer research as a tool to study the mechanisms of action of therapeutic oligonucleotides and to develop new strategies for cancer treatment. Its unique structure allows researchers to investigate the interactions between these compounds and their targets, leading to a better understanding of the molecular basis of cancer and the development of more effective therapies.

Check Digit Verification of cas no

The CAS Registry Mumber 110522-47-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,1,0,5,2 and 2 respectively; the second part has 2 digits, 4 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 110522-47:
(8*1)+(7*1)+(6*0)+(5*5)+(4*2)+(3*2)+(2*4)+(1*7)=69
69 % 10 = 9
So 110522-47-9 is a valid CAS Registry Number.

110522-47-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name [(2R,3S,5R)-3-acetyloxy-5-(5-fluoro-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl acetate

1.2 Other means of identification

Product number -
Other names 3',5'-O-diacetyl-floxuridine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:110522-47-9 SDS

110522-47-9Relevant articles and documents

N4-[Alkyl-(hydroxyphosphono)phosphonate]-cytidine - New drugs covalently linking antimetabolites (5-FdU, araU or AZT) with bone-targeting bisphosphonates (alendronate or pamidronate)

Schott, Herbert,Goltz, Daniel,Schott, Timm C.,Jauch, Claudia,Schwendener, Reto A.

, p. 3520 - 3526 (2011)

Amino-bisphosphonates (alendronate, pamidronate) were covalently linked in a three step synthesis, with protected and triazolylated derivatives of therapeutically used nucleoside analogs (5-FdU, araC, AZT) by substitution of their triazolyl residue. From the deprotected and chromatographically purified reaction mixtures N4-[alkyl-(hydroxyphosphono) phosphonate]-cytidine combining two differently cytotoxic functions were obtained. This new family of bisphosphonates (BPs) contains as novelty an alkyl side chain with a cytotoxic nucleoside. The BPs moiety allows for a high binding to hydroxyapatite which is a prerequisite for bone targeting of the drugs. In vitro binding of 5-FdU-alendronate (5-FdU-ale) to hydroxyapatite showed a sixfold increased binding of these BPs as compared to 5-FdU. Exploratory cytotoxic properties of 5-FdU-ale were tested on a panel of human tumor cell lines resulting in growth inhibition ranging between 5% and 38%. The determination of IC 50-concentrations of the conjugate in Lewis lung carcinoma and murine macrophages showed an incubation time dependent growth inhibition with higher sensitivity towards the tumor cells. We assume that the antimetabolite-BPs can be cleaved into different active metabolites that may exert cytotoxic and other therapeutic effects. However, the underlying mechanisms of these promising new antimetabolite-BPs conjugates remain to be evaluated in future experiments.

High purity 5 - fluoro - deoxy uracil nucleoside preparation method

-

Paragraph 0108; 0109; 0110; 0111; 0112; 0113; 0114, (2017/08/25)

The invention discloses a preparation method of high-purity 5-fluro-deoxyuridine. The preparation method comprises the following steps: (A) mixing a 5-fluro-deoxyuridine derivative as shown in a structural formula B and a reagent capable of removing hydroxyl protecting groups, and reacting at the temperature of 5-40 DEG C, thereby obtaining a reaction system A; (B) dissolving the reaction system A in an organic solvent, and crystallizing at the temperature of 0-15 DEG C, thereby obtaining the 5-fluro-deoxyuridine as shown in a structural formula A. The reagent for removing the hydroxyl protecting groups is selected from ammonia water and methanol amine, an aqueous solution of sodium hydroxide and potassium hydroxide, glacial acetic acid, trifluoroacetic acid or tetrabutylammonium fluoride.

Regioselective acylation of nucleosides and their analogs catalyzed by Pseudomonas cepacia lipase: enzyme substrate recognition

Li, Ning,Zong, Min-Hua,Ma, Ding

supporting information; experimental part, p. 1063 - 1068 (2009/04/11)

The substrate recognition of Pseudomonas cepacia lipase in the acylation of nucleosides was investigated by means of rational substrate engineering for the first time. P. cepacia lipase displayed excellent 3′-regioselectivities (96 to >99%) in the lauroyl

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