Home Other Building Blocks 5-FLUORO-DIHYDRO-PYRIMIDINE-2,4-DIONE

5-FLUORO-DIHYDRO-PYRIMIDINE-2,4-DIONE

CAS No.:
696-06-0
Catalog Number:
AG00FDE7
Molecular Formula:
C4H5FN2O2
Molecular Weight:
132.0931
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5mg
≥95%
1 week
United States
$153
- +
10mg
≥95%
1 week
United States
$239
- +
25mg
≥95%
1 week
United States
$489
- +
250mg
97%
1 week
United States
$731
- +
Product Description
Catalog Number:
AG00FDE7
Chemical Name:
5-FLUORO-DIHYDRO-PYRIMIDINE-2,4-DIONE
CAS Number:
696-06-0
Molecular Formula:
C4H5FN2O2
Molecular Weight:
132.0931
MDL Number:
MFCD00871150
IUPAC Name:
5-fluoro-1,3-diazinane-2,4-dione
InChI:
InChI=1S/C4H5FN2O2/c5-2-1-6-4(9)7-3(2)8/h2H,1H2,(H2,6,7,8,9)
InChI Key:
RAIRJKWTBBDDAR-UHFFFAOYSA-N
SMILES:
FC1CNC(=O)NC1=O
EC Number:
614-990-2
Properties
Complexity:
159  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
132.034g/mol
Formal Charge:
0
Heavy Atom Count:
9  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
132.094g/mol
Monoisotopic Mass:
132.034g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
58.2A^2
Undefined Atom Stereocenter Count:
1  
Undefined Bond Stereocenter Count:
0
XLogP3:
-0.7  
Literature
Title Journal
Clinical, pharmacokinetic and pharmacodynamic evaluations of metronomic UFT and cyclophosphamide plus celecoxib in patients with advanced refractory gastrointestinal cancers. Angiogenesis 20120601
Time-dependent pharmacokinetics of 5-fluorouracil and association with treatment tolerability in the adjuvant setting of colorectal cancer. Journal of clinical pharmacology 20120301
Analysis of polymorphisms and haplotype structure of the human thymidylate synthase genetic region: a tool for pharmacogenetic studies. PloS one 20120101
Population pharmacokinetic analysis of 5-FU and 5-FDHU in colorectal cancer patients: search for biomarkers associated with gastro-intestinal toxicity. Current topics in medicinal chemistry 20120101
Determination of 5-fluorouracil and dihydrofluorouracil levels by using a liquid chromatography-tandem mass spectrometry method for evaluation of dihydropyrimidine dehydrogenase enzyme activity. Cancer chemotherapy and pharmacology 20110801
Matrix metalloproteinase-8 mediates the unfavorable systemic impact of local irradiation on pharmacokinetics of anti-cancer drug 5-Fluorouracil. PloS one 20110101
Tegafur/gimeracil/oteracil (S-1) approved for the treatment of advanced gastric cancer in adults when given in combination with cisplatin: a review comparing it with other fluoropyrimidine-based therapies. OncoTargets and therapy 20110101
Cellular and molecular mechanisms for the synergistic cytotoxicity elicited by oxaliplatin and pemetrexed in colon cancer cell lines. Cancer chemotherapy and pharmacology 20100801
N(3)-o-toluyl-fluorouracil inhibits human hepatocellular carcinoma cell growth via sustained release of 5-FU. Cancer chemotherapy and pharmacology 20100501
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
Abdominal irradiation modulates 5-Fluorouracil pharmacokinetics. Journal of translational medicine 20100101
Predictors of survival and toxicity in patients on adjuvant therapy with 5-fluorouracil for colorectal cancer. British journal of cancer 20090519
Pharmacokinetic study of S-1. International journal of clinical pharmacology and therapeutics 20090101
A Stability-Indicating RP-HPLC Assay Method for 5-Fluorouracil. Indian journal of pharmaceutical sciences 20090101
5-fluorouracil pharmacokinetics predicts disease-free survival in patients administered adjuvant chemotherapy for colorectal cancer. Clinical cancer research : an official journal of the American Association for Cancer Research 20080501
Improved chemical syntheses of 5,6-dihydro-5-fluorouracil. The Journal of organic chemistry 20071026
Alternative pharmacokinetics of S-1 components, 5-fluorouracil, dihydrofluorouracil and alpha-fluoro-beta-alanine after oral administration of S-1 following total gastrectomy. Cancer science 20071001
[Pro or con the phenotyping/genotyping of patients treated by 5-Fluorouracil to prevent adverse drug reactions?]. Therapie 20070101
A pharmacokinetic-based test to prevent severe 5-fluorouracil toxicity. Clinical pharmacology and therapeutics 20061001
Sensitive MS/MS-liquid chromatography assay for simultaneous determination of tegafur, 5-fluorouracil and 5-fluorodihydrouracil in plasma. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20050925
Overexpression of neuropilin-1 promotes constitutive MAPK signalling and chemoresistance in pancreatic cancer cells. British journal of cancer 20050725
Improved analysis of 5-Fluorouracil and 5,6-dihydro-5-Fluorouracil by HPLC with diode array detection for determination of cellular dihydropyrimidine dehydrogenase activity and pharmacokinetic profiling. Therapeutic drug monitoring 20050601
5-Fluorouracil catabolism to 5-fluoro-5,6-dihydrouracil is reduced by acute liver impairment in mice. Toxicology and applied pharmacology 20050301
A simple and sensitive fully validated HPLC-UV method for the determination of 5-fluorouracil and its metabolite 5,6-dihydrofluorouracil in plasma. Therapeutic drug monitoring 20050201
Feasibility of measuring 5-fluorouracil catabolic potential by oral loading. The Journal of international medical research 20050101
Lack of contribution of dihydrofluorouracil and alpha-fluoro-beta-alanine to the cytotoxicity of 5'-deoxy-5-fluorouridine on human keratinocytes. Anti-cancer drugs 20041101
Simple determination of capecitabine and its metabolites by liquid chromatography with ultraviolet detection in a single injection. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20040925
Plasma concentrations of 5-fluorouracil and its metabolites in colon cancer patients. Pharmacological research 20040801
[Assay method for uracil, dihydrouracil, 5-fluorouracil and 5-fluoro-5, 6-dihydrouracil by high-performance liquid chromatography]. Gan to kagaku ryoho. Cancer & chemotherapy 20040301
Correlation between 5-fluorouracil metabolism and treatment response in two variants of C26 murine colon carcinoma. British journal of cancer 20030818
Extensive hepatic replacement due to liver metastases has no effect on 5-fluorouracil pharmacokinetics. Cancer chemotherapy and pharmacology 20030201
Limited sampling model for the analysis of 5-fluorouracil pharmacokinetics in adjuvant chemotherapy for colorectal cancer. Clinical pharmacology and therapeutics 20021201
Severe 5-fluorouracil toxicity associated with a marked alteration of pharmacokinetics of 5-fluorouracil and its catabolite 5-fluoro-5,6-dihydrouracil: a case report. European journal of clinical pharmacology 20021201
Relationship between plasma concentrations of 5-fluorouracil and 5-fluoro-5,6-dihydrouracil and toxicity of 5-fluorouracil infusions in cancer patients. Therapeutic drug monitoring 20021001
Simultaneous HPLC determination of 5-fluorouracil and its metabolites in plasma of cancer patients. Biomedical chromatography : BMC 20021001
Reduced 5-FU clearance in a patient with low DPD activity due to heterozygosity for a mutant allele of the DPYD gene. British journal of cancer 20020408
Prognostic significance of dihydropyrimidine dehydrogenase expression in breast cancer. British journal of cancer 20020121
Synthesis and evaluation of N-acyl-2-(5-fluorouracil-1-yl)-D,L-glycine as a colon-specific prodrug of 5-fluorouracil. Journal of pharmaceutical sciences 20011101
High-performance liquid chromatographic assay with ultraviolet detection for quantification of dihydrofluorouracil in human lymphocytes: application to measurement of dihydropyrimidine dehydrogenase activity. Journal of chromatography. B, Biomedical sciences and applications 20011025
Relationship between 5-fluorouracil disposition, toxicity and dihydropyrimidine dehydrogenase activity in cancer patients. Annals of oncology : official journal of the European Society for Medical Oncology 20010901
Properties