Home Fluorides 114248-23-6
114248-23-6,MFCD00871912
Catalog No.:AA000ATR

114248-23-6 | 2',2'-Difluoro-2'-deoxyuridine

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1mg
≥95%
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$70.00   $49.00
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100mg
98%
in stock  
$85.00   $60.00
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250mg
98%
in stock  
$143.00   $100.00
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1g
98%
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$333.00   $233.00
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5g
98%
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$1,635.00   $1,144.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA000ATR
Chemical Name:
2',2'-Difluoro-2'-deoxyuridine
CAS Number:
114248-23-6
Molecular Formula:
C9H10F2N2O5
Molecular Weight:
264.1829
MDL Number:
MFCD00871912
SMILES:
OC[C@H]1O[C@H](C([C@@H]1O)(F)F)n1ccc(=O)[nH]c1=O
Properties
Computed Properties
 
Complexity:
414  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
3  
Heavy Atom Count:
18  
Hydrogen Bond Acceptor Count:
7  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
2  
XLogP3:
-1.3  

Literature

Title: Localized delivery of chemotherapy to the cervix for radiosensitization.

Journal: Gynecologic oncology 20121001

Title: Attenuation of phosphorylation by deoxycytidine kinase is key to acquired gemcitabine resistance in a pancreatic cancer cell line: targeted proteomic and metabolomic analyses in PK9 cells.

Journal: Pharmaceutical research 20120701

Title: Pathway-based pharmacogenomics of gemcitabine pharmacokinetics in patients with solid tumors.

Journal: Pharmacogenomics 20120701

Title: Nucleoside and nucleobase analogs in cancer treatment: not only sapacitabine, but also gemcitabine.

Journal: Expert opinion on investigational drugs 20120401

Title: [Population pharmacokinetics of gemcitabine applied to personalize the dosage used in cancer patients].

Journal: Farmacia hospitalaria : organo oficial de expresion cientifica de la Sociedad Espanola de Farmacia Hospitalaria 20120101

Title: Determination of the phosphorylated metabolites of gemcitabine and of difluorodeoxyuridine by LCMSMS.

Journal: Nucleosides, nucleotides & nucleic acids 20111201

Title: A novel method for quantification of gemcitabine and its metabolites 2',2'-difluorodeoxyuridine and gemcitabine triphosphate in tumour tissue by LC-MS/MS: comparison with (19)F NMR spectroscopy.

Journal: Cancer chemotherapy and pharmacology 20111101

Title: The deaminated metabolite of gemcitabine, 2',2'-difluorodeoxyuridine, modulates the rate of gemcitabine transport and intracellular phosphorylation via deoxycytidine kinase.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20111101

Title: Phase I study of Oral gemcitabine prodrug (LY2334737) alone and in combination with erlotinib in patients with advanced solid tumors.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20110915

Title: Difluorodeoxyuridine plasma concentrations after low-dose gemcitabine during chemoradiation in head and neck cancer patients.

Journal: Cancer chemotherapy and pharmacology 20110701

Title: Effect of its deaminated metabolite, 2',2'-difluorodeoxyuridine, on the transport and toxicity of gemcitabine in HeLa cells.

Journal: Biochemical pharmacology 20110401

Title: Combinatorial pharmacologic effects of gemcitabine and its metabolite dFdU.

Journal: ChemMedChem 20110307

Title: [Pharmacogenomic research for avoiding adverse reactions by anti-cancer drugs].

Journal: Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20110201

Title: Ecotoxicity and genotoxicity assessment of cytotoxic antineoplastic drugs and their metabolites.

Journal: Chemosphere 20100901

Title: Population pharmacokinetics of gemcitabine and its metabolite in Japanese cancer patients: impact of genetic polymorphisms.

Journal: Clinical pharmacokinetics 20100801

Title: Gemcitabine-loaded PEGylated unilamellar liposomes vs GEMZAR: biodistribution, pharmacokinetic features and in vivo antitumor activity.

Journal: Journal of controlled release : official journal of the Controlled Release Society 20100601

Title: Pharmacokinetics of gemcitabine in non-small-cell lung cancer patients: impact of the 79A>C cytidine deaminase polymorphism.

Journal: European journal of clinical pharmacology 20100601

Title: Gemcitabine and epirubicin plasma concentration-related excretion in saliva in patients with non-small cell lung cancer.

Journal: Therapeutic drug monitoring 20100601

Title: Systemic absorption and pharmacokinetics of single-dose intravesical gemcitabine after transurethral resection of the bladder in non-muscle-invasive bladder cancer.

Journal: Urology 20091101

Title: Simultaneous quantification of 2',2'-difluorodeoxycytidine and 2',2'-difluorodeoxyuridine nucleosides and nucleotides in white blood cells using porous graphitic carbon chromatography coupled with tandem mass spectrometry.

Journal: Rapid communications in mass spectrometry : RCM 20091001

Title: Development of a sensitive and selective LC-MS/MS method for simultaneous determination of gemcitabine and 2,2-difluoro-2-deoxyuridine in human plasma.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20090715

Title: Mass flows of X-ray contrast media and cytostatics in hospital wastewater.

Journal: Environmental science & technology 20090701

Title: Retention studies of 2'-2'-difluorodeoxycytidine and 2'-2'-difluorodeoxyuridine nucleosides and nucleotides on porous graphitic carbon: development of a liquid chromatography-tandem mass spectrometry method.

Journal: Journal of chromatography. A 20090410

Title: Challenge of high polarity and low concentrations in analysis of cytostatics and metabolites in wastewater by hydrophilic interaction chromatography/tandem mass spectrometry.

Journal: Journal of chromatography. A 20090213

Title: A phase I pharmacokinetic study of hypoxic abdominal stop-flow perfusion with gemcitabine in patients with advanced pancreatic cancer and refractory malignant ascites.

Journal: Cancer chemotherapy and pharmacology 20090101

Title: Pharmacokinetics of gemcitabine at fixed-dose rate infusion in patients with normal and impaired hepatic function.

Journal: Clinical pharmacokinetics 20090101

Title: Does saturable formation of gemcitabine triphosphate occur in patients?

Journal: Cancer chemotherapy and pharmacology 20081201

Title: Extensive metabolism and hepatic accumulation of gemcitabine after multiple oral and intravenous administration in mice.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20080801

Title: New insights into the pharmacology and cytotoxicity of gemcitabine and 2',2'-difluorodeoxyuridine.

Journal: Molecular cancer therapeutics 20080801

Title: Phase I clinical trial of intrathecal gemcitabine in patients with neoplastic meningitis.

Journal: Cancer chemotherapy and pharmacology 20080701

Title: A pharmacodynamic model for the time course of tumor shrinkage by gemcitabine + carboplatin in non-small cell lung cancer patients.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20080701

Title: Oral administration of gemcitabine in patients with refractory tumors: a clinical and pharmacologic study.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20080601

Title: Measurement of plasma concentration of gemcitabine and its metabolite dFdU in hemodialysis patients with advanced urothelial cancer.

Journal: Japanese journal of clinical oncology 20080301

Title: Prolonged versus standard gemcitabine infusion: translation of molecular pharmacology to new treatment strategy.

Journal: The oncologist 20080301

Title: Simultaneous determination of gemcitabine and its main metabolite, dFdU, in plasma of patients with advanced non-small-cell lung cancer by high-performance liquid chromatography-tandem mass spectrometry.

Journal: Journal of mass spectrometry : JMS 20080201

Title: Phase II study with the combination of gemcitabine and DTIC in patients with advanced soft tissue sarcomas.

Journal: Cancer chemotherapy and pharmacology 20070201

Title: Pharmacokinetics of gemcitabine in Japanese cancer patients: the impact of a cytidine deaminase polymorphism.

Journal: Journal of clinical oncology : official journal of the American Society of Clinical Oncology 20070101

Title: Pharmacokinetics and toxicity of an early single intravesical instillation of gemcitabine after endoscopic resection of superficial bladder cancer.

Journal: Anticancer research 20070101

Title: Validated assay for the simultaneous determination of the anti-cancer agent gemcitabine and its metabolite 2',2'-difluorodeoxyuridine in human plasma by high-performance liquid chromatography with tandem mass spectrometry.

Journal: Rapid communications in mass spectrometry : RCM 20070101

Title: Quantitative analysis of gemcitabine triphosphate in human peripheral blood mononuclear cells using weak anion-exchange liquid chromatography coupled with tandem mass spectrometry.

Journal: Journal of mass spectrometry : JMS 20061201

Title: The radiosensitising effect of difluorodeoxyuridine, a metabolite of gemcitabine, in vitro.

Journal: Cancer chemotherapy and pharmacology 20060801

Title: Phase I/II trial of doxorubicin and fixed dose-rate infusion gemcitabine in advanced soft tissue sarcomas: a GEIS study.

Journal: British journal of cancer 20060619

Title: High-performance liquid chromatographic method for the determination of gemcitabine and 2',2'-difluorodeoxyuridine in plasma and tissue culture media.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20060501

Title: Pharmacokinetics of gemcitabine and its primary metabolite in dogs after intravenous bolus dosing and its in vitro pharmacodynamics.

Journal: Journal of veterinary pharmacology and therapeutics 20060401

Title: Pharmacokinetics of gemcitabine and its primary metabolite in dogs after intravenous infusion.

Journal: Journal of veterinary pharmacology and therapeutics 20060401

Title: Gemcitabine and atrial fibrillation: a rare manifestation of chemotherapy toxicity.

Journal: Anti-cancer drugs 20060301

Title: Micro-array analysis of resistance for gemcitabine results in increased expression of ribonucleotide reductase subunits.

Journal: Nucleosides, nucleotides & nucleic acids 20060101

Title: Characterization of lipophilic gemcitabine prodrug-liposomal membrane interaction by differential scanning calorimetry.

Journal: Molecular pharmaceutics 20060101

Title: Phase I clinical and pharmacologic study of a 2-weekly administration of cisplatin and gemcitabine in patients with advanced non-small cell lung cancer.

Journal: Anti-cancer drugs 20051001

Title: Severe drug toxicity associated with a single-nucleotide polymorphism of the cytidine deaminase gene in a Japanese cancer patient treated with gemcitabine plus cisplatin.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20050401

Title: Intravesical gemcitabine in superficial bladder cancer: a phase II safety, efficacy and pharmacokinetic study.

Journal: Anticancer research 20050101

Title: Comparative pharmacokinetics and metabolic pathway of gemcitabine during intravenous and intra-arterial delivery in unresectable pancreatic cancer patients.

Journal: Clinical pharmacokinetics 20050101

Title: Preparation, characterization, cytotoxicity and pharmacokinetics of liposomes containing lipophilic gemcitabine prodrugs.

Journal: Journal of controlled release : official journal of the Controlled Release Society 20041210

Title: Determination of gemcitabine and its metabolite in human plasma using high-pressure liquid chromatography coupled with a diode array detector.

Journal: Acta pharmacologica Sinica 20041201

Title: Phase I clinical trial of fixed-dose rate infusional gemcitabine and dacarbazine in the treatment of advanced soft tissue sarcoma, with assessment of gemcitabine triphosphate accumulation.

Journal: Cancer 20041115

Title: Investigation of the pharmacokinetics of gemcitabine and 2',2'-difluorodeoxyuridine in human plasma by liquid chromatography.

Journal: Analytical biochemistry 20040915

Title: Phase I trial and pharmacokinetics of gemcitabine in children with advanced solid tumors.

Journal: Journal of clinical oncology : official journal of the American Society of Clinical Oncology 20040615

Title: Intravesical administration of gemcitabine in superficial bladder cancer: a phase I study with pharmacodynamic evaluation.

Journal: BJU international 20040301

Title: Validated procedure for simultaneous trace level determination of the anti-cancer agent gemcitabine and its metabolite in human urine by high-performance liquid chromatography with tandem mass spectrometry.

Journal: Rapid communications in mass spectrometry : RCM 20040101

Title: An expedient assay for determination of gemcitabine and its metabolite in human plasma using isocratic ion-pair reversed-phase high-performance liquid chromatography.

Journal: Therapeutic drug monitoring 20031001

Title: Pharmacokinetics of gemcitabine in a patient with end-stage renal disease: effective clearance of its main metabolite by standard hemodialysis treatment.

Journal: Cancer chemotherapy and pharmacology 20030301

Title: Measurement of the anti-cancer agent gemcitabine in human plasma by high-performance liquid chromatography.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20030225

Title: Intravesical gemcitabine therapy for superficial transitional cell carcinoma of the bladder: a phase I and pharmacokinetic study.

Journal: Journal of clinical oncology : official journal of the American Society of Clinical Oncology 20030215

Title: In vitro studies on the immunosuppressive effect of 2',2'-difluorodeoxycytidine (dFdC) and its metabolite 2',2'-difluorodeoxyuridine (dFdU).

Journal: Immunobiology 20030101

Title: Phase I-II and pharmacokinetic study of gemcitabine combined with oxaliplatin in patients with advanced non-small-cell lung cancer and ovarian carcinoma.

Journal: Annals of oncology : official journal of the European Society for Medical Oncology 20020901

Title: Pharmacokinetics of intrathecal gemcitabine in nonhuman primates.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20020701

Title: Gemcitabine, epirubicin and paclitaxel: pharmacokinetic and pharmacodynamic interactions in advanced breast cancer.

Journal: Annals of oncology : official journal of the European Society for Medical Oncology 20020601

Title: Drug distribution and pharmacokinetic/pharmacodynamic relationship of paclitaxel and gemcitabine in patients with non-small-cell lung cancer.

Journal: Annals of oncology : official journal of the European Society for Medical Oncology 20011101

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Tags:114248-23-6 Molecular Formula|114248-23-6 MDL|114248-23-6 SMILES|114248-23-6 2',2'-Difluoro-2'-deoxyuridine