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Details

Stereochemistry ABSOLUTE
Molecular Formula C9H10F2N2O5
Molecular Weight 264.1829
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 2′,2′-Difluorodeoxyuridine

SMILES

OC[C@H]1O[C@@H](N2C=CC(=O)NC2=O)C(F)(F)[C@@H]1O

InChI

InChIKey=FIRDBEQIJQERSE-QPPQHZFASA-N
InChI=1S/C9H10F2N2O5/c10-9(11)6(16)4(3-14)18-7(9)13-2-1-5(15)12-8(13)17/h1-2,4,6-7,14,16H,3H2,(H,12,15,17)/t4-,6-,7-/m1/s1

HIDE SMILES / InChI

Molecular Formula C9H10F2N2O5
Molecular Weight 264.1829
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Pharmacokinetics of intrathecal gemcitabine in nonhuman primates.
2002 Jul
Phase I-II and pharmacokinetic study of gemcitabine combined with oxaliplatin in patients with advanced non-small-cell lung cancer and ovarian carcinoma.
2002 Sep
Intravesical gemcitabine therapy for superficial transitional cell carcinoma of the bladder: a phase I and pharmacokinetic study.
2003 Feb 15
Phase I trial and pharmacokinetics of gemcitabine in children with advanced solid tumors.
2004 Jun 15
Intravesical gemcitabine in superficial bladder cancer: a phase II safety, efficacy and pharmacokinetic study.
2005 May-Jun
Micro-array analysis of resistance for gemcitabine results in increased expression of ribonucleotide reductase subunits.
2006
High-performance liquid chromatographic method for the determination of gemcitabine and 2',2'-difluorodeoxyuridine in plasma and tissue culture media.
2006 May 1
Phase II study with the combination of gemcitabine and DTIC in patients with advanced soft tissue sarcomas.
2007 Feb
New insights into the pharmacology and cytotoxicity of gemcitabine and 2',2'-difluorodeoxyuridine.
2008 Aug
Does saturable formation of gemcitabine triphosphate occur in patients?
2008 Dec
Phase I clinical trial of intrathecal gemcitabine in patients with neoplastic meningitis.
2008 Jul
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.
2009 Apr 10
Challenge of high polarity and low concentrations in analysis of cytostatics and metabolites in wastewater by hydrophilic interaction chromatography/tandem mass spectrometry.
2009 Feb 13
Systemic absorption and pharmacokinetics of single-dose intravesical gemcitabine after transurethral resection of the bladder in non-muscle-invasive bladder cancer.
2009 Nov
Population pharmacokinetics of gemcitabine and its metabolite in Japanese cancer patients: impact of genetic polymorphisms.
2010 Aug
Gemcitabine and epirubicin plasma concentration-related excretion in saliva in patients with non-small cell lung cancer.
2010 Jun
Ecotoxicity and genotoxicity assessment of cytotoxic antineoplastic drugs and their metabolites.
2010 Sep
Substance Class Chemical
Created
by admin
on Sat Dec 16 09:33:15 GMT 2023
Edited
by admin
on Sat Dec 16 09:33:15 GMT 2023
Record UNII
Y30D8SIL1I
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
2′,2′-Difluorodeoxyuridine
Systematic Name English
GEMCITABINE HYDROCHLORIDE IMPURITY C [ EP IMPURITY]
Common Name English
1-(2-deoxy-2,2-difluoro-β-D-erythro-pentofuranosyl)pyrimidin-2,4(1H,3H)-dione
Systematic Name English
2′-deoxy-2′,2′-difluorouridine
Common Name English
Code System Code Type Description
PUBCHEM
9871558
Created by admin on Sat Dec 16 09:33:15 GMT 2023 , Edited by admin on Sat Dec 16 09:33:15 GMT 2023
PRIMARY
CAS
114248-23-6
Created by admin on Sat Dec 16 09:33:15 GMT 2023 , Edited by admin on Sat Dec 16 09:33:15 GMT 2023
PRIMARY
EPA CompTox
DTXSID50891460
Created by admin on Sat Dec 16 09:33:15 GMT 2023 , Edited by admin on Sat Dec 16 09:33:15 GMT 2023
PRIMARY
FDA UNII
Y30D8SIL1I
Created by admin on Sat Dec 16 09:33:15 GMT 2023 , Edited by admin on Sat Dec 16 09:33:15 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> METABOLITE INACTIVE
PLASMA; URINE