Specifications
- Purity
- ≥99% (TLC)
- Appearance
- White to off-white powder
- Identity
- 1H-NMR
Properties
- Solvents
- water
- Melting Point
- 298-300 °C
Category: Antibiotics
Fluorinated pyrimidine analog. Antimycotic prodrug that is converted by cytosine deaminase to 5-fluorouracil (a widely used cytotoxic drug) and further metabolized to fluorinated ribo- and deoxyribonucleotides. Inhibits DNA and RNA synthesis and interfers with ribosomal protein synthesis. Displays antifungal and antitumor activity. Lately with the development of gene therapy, it has been introduced as a prodrug in combination with the cytosine deaminase suicide gene as antitumor compound, significantly improving survival and reducing tumor size in selected tumors.
Synonyms | 4-Amino-5-fluoro-2(1H)-pyrimidinone, Flucytosine, NSC 103805, Ancotil, 5-FC, Ancobon, Ro 2-9915 |
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Purity | ≥99% (TLC) |
Appearance | White to off-white powder |
CAS-Number | 2022-85-7 |
Molecular Formula | C4H4FN3O |
Molecular Weight | 129.09 |
Identity | 1H-NMR |
Solvents | water |
Melting Point | 298-300 °C |
Smiles | NC(C(F)=CN1)=NC1=O |
InChi Key | XRECTZIEBJDKEO-UHFFFAOYSA-N |
Shipping | AMBIENT |
Short Term Storage | +4°C |
Long Term Storage | -20°C |
Handling Advice | Protect from light and moisture. |
Use / Stability | Stable for at least 2 years after receipt when stored at -20°C. |
Hazard statements | H361 |
Precautionary statements | P281 |
GHS Symbol | GHS08 |
Signal word | Warning |
Transportation | Not dangerous goods |
References | (1) R.J. Holt & R.L. Newman, J. Clin. Pathol. 26, 167 (1973), (2) R.B. Diasio, et al.: Biochem. Pharmacol. 27, 703 (1978), (3) D.G. Osterman, et al.: Biochemistry 27, 5204 (1988), (4) T. Ichikawa, et al.: Cancer Gene Ther. 7, 74 (2000), (5) C. Fuerer & R. Iggo, Gene Ther. 11, 142 (2004), (6) K. Kurozumi, et al.: J. Neurooncol. 66, 117 (2004) |
InChi | InChI=1S/C4H4FN3O/c5-2-1-7-4(9)8-3(2)6/h1H,(H3,6,7,8,9) |
Quantity | 1 g, 5 g, Bulk |