Molecular structure of Eniluracil, CAS Number: 59989-18-3
Eniluracil (CAS 59989-18-3)
Alternate Names:
5-Ethynyl-2,4(1H,3H)-pyrimidinedione; 5-Ethynyluracil
CAS Number:
59989-18-3
Molecular Weight:
136.11
Molecular Formula:
C6H4N2O2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
QUICK LINKS
Ordering Information
Description
Technical Information
Safety Information
SDS & Certificate of Analysis
Eniluracil, a potent inhibitor of dihydropyrimidine dehydrogenase (DPD) with a Ki of 1.6 µM, plays a role in the breakdown of pyrimidines, such as 5-fluorouracil. This oral fluoropyrimidine analogue inhibits liver DPD, leading to increased plasma pyrimidine levels in rats, with ED50s of 1.8 and 10 µg/kg, respectively. The significant impact of eniluracil becomes evident as it enhances the antitumor effects of 5-fluorouracil in MC-38 murine colon carcinoma and MOPC 315 murine myeloma models. The primary function of eniluracil is to inactivate DPD, the rate-limiting enzyme responsible for the breakdown and inactivation of 5-fluorouracil (5-FU) in the liver.
Eniluracil (CAS 59989-18-3) References
- alpha-fluoro-beta-alanine: effects on the antitumor activity and toxicity of 5-fluorouracil. | Cao, S., et al. 2000. Biochem Pharmacol. 59: 953-60. PMID: 10692560
- Blocking catabolism with eniluracil enhances PET studies of 5-[18F]fluorouracil pharmacokinetics. | Bading, JR., et al. 2000. J Nucl Med. 41: 1714-24. PMID: 11038003
- Peripheral neuropathy associated with weekly oral 5-fluorouracil, leucovorin and eniluracil. | Saif, MW., et al. 2001. Anticancer Drugs. 12: 525-31. PMID: 11459999
- Crystal structure prediction for eniluracil. | Sacchetti, M., et al. 2001. J Pharm Sci. 90: 1049-55. PMID: 11536209
- A study to evaluate the pharmacokinetics of oral 5-fluorouracil and eniluracil after concurrent administration to patients with refractory solid tumours and varying degrees of renal impairment (FUMA1005). | O'Donnell, A., et al. 2003. Cancer Chemother Pharmacol. 51: 58-66. PMID: 12497207
- Kinetic modeling of 5-fluorouracil anabolism in colorectal adenocarcinoma: a positron emission tomography study in rats. | Bading, JR., et al. 2003. Cancer Res. 63: 3667-74. PMID: 12839957
- A phase I study of eniluracil/5-FU in combination with radiation therapy for potentially resectable and/or unresectable cancer of the pancreas and distal biliary tract. | Czito, BG., et al. 2006. Cancer Invest. 24: 9-17. PMID: 16466986
- A possible cause and remedy for the clinical failure of 5-fluorouracil plus eniluracil. | Spector, T. and Cao, S. 2010. Clin Colorectal Cancer. 9: 52-4. PMID: 20100689
- Determination of eniluracil and 5-fluorouracil in human plasma by LC-MS/MS. | Chen, J. and Zhou, M. 2010. Bioanalysis. 2: 2011-7. PMID: 21110744
- Substitutional and orientational disorder in organic crystals: a symmetry-adapted ensemble model. | Habgood, M., et al. 2011. Phys Chem Chem Phys. 13: 9590-600. PMID: 21499611
- Is there a role for remote ischemic conditioning in preventing 5-fluorouracil-induced coronary vasospasm? | Chong, J., et al. 2019. Cond Med. 2: 204-212. PMID: 32133437
- 5-Fluorouracil Conversion Pathway Mutations in Gastric Cancer. | Biagioni, A., et al. 2020. Biology (Basel). 9: PMID: 32887417
- Combined Methylome and Transcriptome Analyses Reveals Potential Therapeutic Targets for EGFR Wild Type Lung Cancers with Low PD-L1 Expression. | Hu, W., et al. 2020. Cancers (Basel). 12: PMID: 32899191
- A Waste-Minimized Approach to Cassar-Heck Reaction Based on POLITAG-Pd0 Heterogeneous Catalyst and Recoverable Acetonitrile Azeotrope. | Valentini, F., et al. 2021. ChemSusChem. 14: 3359-3366. PMID: 34240814
- Analysis of diffuse scattering in electron diffraction data for the crystal structure determination of Pigment Orange 13, C32H24Cl2N8O2. | Gorelik, TE., et al. 2023. Acta Crystallogr B Struct Sci Cryst Eng Mater. 79: 122-137. PMID: 36920875
Inhibitor of:
CYP26B1, and DPYD.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Eniluracil, 10 mg | sc-498608 | 10 mg | $430.00 |