Home Amines 10356-76-0
10356-76-0,MFCD00077348
Catalog No.:AA0085JN

10356-76-0 | 4-Amino-5-fluoro-1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidin-2(1H)-one

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Purity
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1mg
95%
in stock  
$7.00   $5.00
- +
100mg
95%
in stock  
$17.00   $12.00
- +
1g
98%
in stock  
$87.00   $61.00
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5g
98%
in stock  
$366.00   $256.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA0085JN
Chemical Name:
4-Amino-5-fluoro-1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidin-2(1H)-one
CAS Number:
10356-76-0
Molecular Formula:
C9H12FN3O4
Molecular Weight:
245.2077
MDL Number:
MFCD00077348
SMILES:
OC[C@H]1O[C@H](C[C@@H]1O)n1cc(F)c(nc1=O)N
Properties
Computed Properties
 
Complexity:
398  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
3  
Heavy Atom Count:
17  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
2  
XLogP3:
-1.5  

Literature

Title: Stability of 5-fluoro-2'-deoxycytidine and tetrahydrouridine in combination.

Journal: AAPS PharmSciTech 20100301

Title: Mechanistic insights on the inhibition of c5 DNA methyltransferases by zebularine.

Journal: PloS one 20100101

Title: 5-Fluorocytosine derivatives as inhibitors of deoxycytidine kinase.

Journal: Bioorganic & medicinal chemistry letters 20091201

Title: Lead optimization and structure-based design of potent and bioavailable deoxycytidine kinase inhibitors.

Journal: Bioorganic & medicinal chemistry letters 20091201

Title: DNA mismatch repair (MMR)-dependent 5-fluorouracil cytotoxicity and the potential for new therapeutic targets.

Journal: British journal of pharmacology 20091001

Title: Concentrations of the DNA methyltransferase inhibitor 5-fluoro-2'-deoxycytidine (FdCyd) and its cytotoxic metabolites in plasma of patients treated with FdCyd and tetrahydrouridine (THU).

Journal: Cancer chemotherapy and pharmacology 20080701

Title: Capecitabine: an evidence-based review of its effectiveness in the treatment of carcinoma of the pancreas.

Journal: Core evidence 20070101

Title: Pharmacokinetics, metabolism, and oral bioavailability of the DNA methyltransferase inhibitor 5-fluoro-2'-deoxycytidine in mice.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20061215

Title: Role of the guanine N1 imino proton in the migration and reaction of radical cations in DNA oligomers.

Journal: Journal of the American Chemical Society 20060405

Title: Comparison of biological effects of non-nucleoside DNA methylation inhibitors versus 5-aza-2'-deoxycytidine.

Journal: Molecular cancer therapeutics 20051001

Title: Covalent DNA display as a novel tool for directed evolution of proteins in vitro.

Journal: Protein engineering, design & selection : PEDS 20040901

Title: Zebularine: a novel DNA methylation inhibitor that forms a covalent complex with DNA methyltransferases.

Journal: Journal of molecular biology 20020823

Title: A supramicromolar elevation of intracellular free calcium ([Ca(2+)](i)) is consistently required to induce the execution phase of apoptosis.

Journal: Cell death and differentiation 20020501

Title: Synthesis and anticancer and antiviral activities of various 2'- and 3'-methylidene-substituted nucleoside analogues and crystal structure of 2'-deoxy-2'-methylidenecytidine hydrochloride.

Journal: Journal of medicinal chemistry 19910801

Title: Cellular differentiation, cytidine analogs and DNA methylation.

Journal: Cell 19800501

Title: Beumer JH, et, al. Pharmacokinetics, metabolism, and oral bioavailability of the DNA methyltransferase inhibitor 5-fluoro-2'-deoxycytidine in mice. Clin Cancer Res. 2006 Dec 15;12(24):7483-91.

Title: Osterman DG, et, al. 5-Fluorocytosine in DNA is a mechanism-based inhibitor of HhaI methylase. Biochemistry. 1988 Jul 12;27(14):5204-10.

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Tags:10356-76-0 Molecular Formula|10356-76-0 MDL|10356-76-0 SMILES|10356-76-0 4-Amino-5-fluoro-1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidin-2(1H)-one |Heterocyclic_Building_Blocks