Specifications
- Purity
- ≥99% (TLC)
- Appearance
- White to off-white powder
- Identity
- 1H-NMR
Properties
- Solvents
- water
- Melting Point
- 298-300 °C
Available from stock
5-Fluorocytosine
- SKU
- F0077
Category: Antibiotics
- Synonyms
- 4-Amino-5-fluoro-2(1H)-pyrimidinone , Flucytosine , NSC 103805 , Ancotil , 5-FC , Ancobon , Ro 2-9915
- 2022-85-7
- CAS-Number
- C4H4FN3O
- Molecular Formula
- 129.09
- Molecular Weight
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
- 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
- Description
- 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.
- Smiles
- NC(C(F)=CN1)=NC1=O
- InChi Key
- XRECTZIEBJDKEO-UHFFFAOYSA-N
- 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)
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.
Additional information
| Synonyms | 4-Amino-5-fluoro-2(1H)-pyrimidinone, Flucytosine, NSC 103805, Ancotil, 5-FC, Ancobon, Ro 2-9915 |
|---|---|
| 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 |
