Fialuridine
Names
[ CAS No. ]:
69123-98-4
[ Name ]:
Fialuridine
[Synonym ]:
1-(2-Deoxy-2-fluoro-β-D-arabinofuranosyl)-5-iodouracil
1-[(2R,3S,4R,5R)-3-Fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodopyrimidine-2,4-dione
1-(2-Deoxy-2-fluoro-b-D-arabinofuranosyl)-5-iodo-2,4(1H,3H)-pyrimidinedione
1-(2-deoxy-2-fluoro-b-D-arabinofuranosyl)-5-iodopyrimidine-2,4(1H,3H)-dione
Fialuridine
5-Iodo-2'-fluoroarauracil
1-(2-Deoxy-2-fluoro-β-D-arabinofuranosyl)-5-iodopyrimidine-2,4(1H,3H)-dione
2,4(1H,3H)-pyrimidinedione, 1-(2-deoxy-2-fluoro-b-D-arabinofuranosyl)-5-iodo-
2'-Deoxy-2'-fluoro-5-iodouridine
1-(2-Deoxy-2-fluoro-β-D-arabinofuranosyl)-5-iodo-2,4(1H,3H)-pyrimidinedione
1-(2-Deoxy-2-fluoro-b-D-arabinofuranosyl)-5-iodouracil
2,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-5-iodo-
Biological Activity
[Description]:
[Related Catalog]:
[References]
Chemical & Physical Properties
[ Density]:
2.2±0.1 g/cm3
[ Melting Point ]:
216-217ºC
[ Molecular Formula ]:
C9H10FIN2O5
[ Molecular Weight ]:
372.09
[ Exact Mass ]:
371.961823
[ PSA ]:
104.55000
[ LogP ]:
-0.32
[ Index of Refraction ]:
1.685
[ Storage condition ]:
Refrigerator
[ Water Solubility ]:
DMSO: soluble5mg/mL, clear (warmed)
MSDS
Toxicological Information
CHEMICAL IDENTIFICATION
- RTECS NUMBER :
- YQ9512500
- CHEMICAL NAME :
- Uracil, 1-(2-deoxy-2-fluoro-beta-D-arabinofuranosyl)-5-iodo-
- CAS REGISTRY NUMBER :
- 69123-98-4
- LAST UPDATED :
- 199612
- DATA ITEMS CITED :
- 2
- MOLECULAR FORMULA :
- C9-H10-F-I-N2-O5
- MOLECULAR WEIGHT :
- 372.11
- WISWESSER LINE NOTATION :
- T6NVMVJ EI A- BT5OTJ CF DQ E1Q
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Human
- DOSE/DURATION :
- 9100 ug/kg/13W-I
- TOXIC EFFECTS :
- Liver - jaundice, other or unclassified Liver - liver function tests impaired Nutritional and Gross Metabolic - metabolic acidosis
MUTATION DATA
- TYPE OF TEST :
- DNA inhibition
- TEST SYSTEM :
- Rodent - mouse Leukocyte
- DOSE/DURATION :
- 40 umol/L
- REFERENCE :
- CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut Sts., Philadelphia, PA 19106) V.1- 1941- Volume(issue)/page/year: 42,3957,1982
Safety Information
[ Hazard Codes ]:
Xi
[ Safety Phrases ]:
24/25
[ RIDADR ]:
NONH for all modes of transport
[ RTECS ]:
YQ9512500
[ HS Code ]:
2934999090
Synthetic Route
Precursor & DownStream
Precursor
DownStream
Customs
[ HS Code ]: 2934999090
[ Summary ]:
2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%
Articles
Nucl. Med. Biol. 37(4) , 439-42, (2010)
An improved synthesis of 2'-[(18)F]-fluoro-2'-deoxy-1-beta-D-arabinofuranosyl-5-iodouracil ([(18)F]-FIAU) has been developed. The method utilizes trimethylsilyl trifluoromethanesulfonate (TMSOTf) cata...
Imaging of a localized bacterial infection with endogenous thymidine kinase using radioisotope-labeled nucleosides.Int. J. Med. Microbiol. 302(2) , 101-7, (2012)
The importance of noninvasive imaging methods to bacterial infections is widely recognized. To obtain bacterial infection imaging with radioisotope-labeled nucleosides, bacterial thymidine kinase (tk)...
Enhanced antitumor effects by combination gene therapy using MDR1 gene shRNA and HSV1-tk in a xenograft mouse model.Cancer Lett. 291(1) , 83-9, (2010)
The use of a novel therapeutic vector containing HSV1-thymidine kinase (HSV1-tk) and a short hairpin RNA for the MDR1 gene (shMDR) was proposed previously. We investigated the antitumor effects in an ...