Home Other Building Blocks 5'-Deoxy-5-fluorocytidine

5'-Deoxy-5-fluorocytidine

CAS No.:
66335-38-4
Catalog Number:
AG00349G
Molecular Formula:
C9H12FN3O4
Molecular Weight:
245.2077
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1g
98%
In Stock USA
United States
$47
- +
5g
98%
In Stock USA
United States
$103
- +
Product Description
Catalog Number:
AG00349G
Chemical Name:
5'-Deoxy-5-fluorocytidine
CAS Number:
66335-38-4
Molecular Formula:
C9H12FN3O4
Molecular Weight:
245.2077
MDL Number:
MFCD07369278
IUPAC Name:
4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-methyloxolan-2-yl]-5-fluoropyrimidin-2-one
InChI:
InChI=1S/C9H12FN3O4/c1-3-5(14)6(15)8(17-3)13-2-4(10)7(11)12-9(13)16/h2-3,5-6,8,14-15H,1H3,(H2,11,12,16)/t3-,5-,6-,8-/m1/s1
InChI Key:
YSNABXSEHNLERR-ZIYNGMLESA-N
SMILES:
C[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cc(F)c(nc1=O)N
UNII:
8RWB05I6ON
Properties
Complexity:
411  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
4  
Defined Bond Stereocenter Count:
0
Exact Mass:
245.081g/mol
Formal Charge:
0
Heavy Atom Count:
17  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0
Molecular Weight:
245.21g/mol
Monoisotopic Mass:
245.081g/mol
Rotatable Bond Count:
1  
Topological Polar Surface Area:
108A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-1.6  
Literature
Title Journal
Plasma disposition of capecitabine and its metabolites 5'DFCR and 5'DFUR in a standard and dose-intensified monotherapy regimen. Cancer chemotherapy and pharmacology 20110301
Plasma disposition of capecitabine (CCB) and its metabolites 5'-deoxy-5-fluorocytidine (5'-DFCR) and 5'-deoxy-5-fluorouracil (5'-DFUR) with two different capecitabine/oxaliplatin dosage regimens. International journal of clinical pharmacology and therapeutics 20100701
A new, validated HPLC-MS/MS method for the simultaneous determination of the anti-cancer agent capecitabine and its metabolites: 5'-deoxy-5-fluorocytidine, 5'-deoxy-5-fluorouridine, 5-fluorouracil and 5-fluorodihydrouracil, in human plasma. Biomedical chromatography : BMC 20100401
Compensatory effects of the human nucleoside transporters on the response to nucleoside-derived drugs in breast cancer MCF7 cells. Biochemical pharmacology 20080201
Gene expression predicts differential capecitabine metabolism, impacting on both pharmacokinetics and antitumour activity. European journal of cancer (Oxford, England : 1990) 20080101
A glucuronidation pathway of capecitabine occurs in rats but not in mice and humans. Drug metabolism letters 20070401
Rapid and simultaneous determination of capecitabine and its metabolites in mouse plasma, mouse serum, and in rabbit bile by high-performance liquid chromatography. Journal of chromatography. A 20070105
Simultaneous determination of capecitabine and its metabolites by HPLC and mass spectrometry for preclinical and clinical studies. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20051105
Hydrolysis of capecitabine to 5'-deoxy-5-fluorocytidine by human carboxylesterases and inhibition by loperamide. The Journal of pharmacology and experimental therapeutics 20050601
Gene expression profiling revealed novel mechanism of action of Taxotere and Furtulon in prostate cancer cells. BMC cancer 20050101
Identification of the cytosolic carboxylesterase catalyzing the 5'-deoxy-5-fluorocytidine formation from capecitabine in human liver. Drug metabolism and disposition: the biological fate of chemicals 20041001
Bioactivation of capecitabine in human liver: involvement of the cytosolic enzyme on 5'-deoxy-5-fluorocytidine formation. Drug metabolism and disposition: the biological fate of chemicals 20040701
In vivo monitoring of capecitabine metabolism in human liver by 19fluorine magnetic resonance spectroscopy at 1.5 and 3 Tesla field strength. Cancer research 20031115
Isolation of an unknown metabolite of capecitabine, an oral 5-fluorouracil prodrug, and its identification by nuclear magnetic resonance and liquid chromatography-tandem mass spectrometry as a glucuroconjugate of 5'-deoxy-5-fluorocytidine, namely 2'-(beta-D-glucuronic acid)-5'-deoxy-5-fluorocytidine. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20030725
Design and synthesis of the tumor-activated prodrug of dihydropyrimidine dehydrogenase (DPD) inhibitor, RO0094889 for combination therapy with capecitabine. Bioorganic & medicinal chemistry letters 20030310
Forced expression of cytidine deaminase confers sensitivity to capecitabine. Oncology 20030101
Penetration of capecitabine and its metabolites into malignant and healthy tissue of patients with advanced breast cancer. International journal of clinical pharmacology and therapeutics 20021201
Properties