Trifluorothymine

Names

[ CAS No. ]:
54-20-6

[ Name ]:
Trifluorothymine

[Synonym ]:
5-(Trifluoromethyl)-2,4(1H,3H)-pyrimidinedione
5-(trifluoromethyl)-1H-pyrimidine-2,4-dione
MFCD00006024
EINECS 200-197-5
5-(trifluoromethyl)-1,2,3,4-tetrahydropyrimidine-2,4-dione
5-(Trifluoromethyl)uracil
5-(Trifluoromethyl)pyrimidine-2,4(1H,3H)-dione
2,4(1H,3H)-Pyrimidinedione, 5-(trifluoromethyl)-

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Boiling Point ]:
350ºC

[ Melting Point ]:
245-246 °C(lit.)

[ Molecular Formula ]:
C₅H₃F₃N₂O₂

[ Molecular Weight ]:
180.085

[ Exact Mass ]:
180.014664

[ PSA ]:
65.72000

[ LogP ]:
0.04

[ Index of Refraction ]:
1.428

[ Storage condition ]:
−20°C

[ Water Solubility ]:
INSOLUBLE

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: YR1750000

CHEMICAL NAME :: Uracil, 5-(trifluoromethyl)-

CAS REGISTRY NUMBER :: 54-20-6

LAST UPDATED :: 199709

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C5-H3-F3-N2-O2

MOLECULAR WEIGHT :: 180.10

WISWESSER LINE NOTATION :: T6MVMVJ EXFFF

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 800 mg/kg

TOXIC EFFECTS :: Tumorigenic - active as anti-cancer agent

REFERENCE :: CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut Sts., Philadelphia, PA 19106) V.1- 1941- Volume(issue)/page/year: 24,1979,1964

Safety Information

[ Symbol ]:

GHS06

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H301-H315-H319-H335

[ Precautionary Statements ]:
P261-P301 + P310-P305 + P351 + P338

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
R22

[ Safety Phrases ]:
S24/25

[ RIDADR ]:
2811.0

[ WGK Germany ]:
3

[ RTECS ]:
YR1750000

[ HS Code ]:
2933599090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933599090

[ Summary ]:
2933599090. other compounds containing a pyrimidine ring (whether or not hydrogenated) or piperazine ring in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Molecular structure and effects of intermolecular hydrogen bonding on the vibrational spectrum of trifluorothymine, an antitumor and antiviral agent.

J. Mol. Model. 18(9) , 4453-64, (2012)

In the present work, the experimental and the theoretical vibrational spectra of trifluorothymine were investigated. The FT-IR (400-4000 cm(-1)) and μ-Raman spectra (100-4000 cm(-1)) of trifluorothymi...

Quantitative 19F NMR study of trifluorothymidine metabolism in rat brain.

NMR Biomed. 12(6) , 373-80, (1999)

Metabolism of trifluorothymidine (TFT) and its transport across the blood-brain barrier (BBB) has been measured quantitatively in rats by fluorine-19 nuclear magnetic resonance spectroscopy ((19)F NMR...

Synthesis and in vitro activity of D- and L-enantiomers of 5-(trifluoromethyl)uracil nucleoside derivatives.

Nucleosides Nucleotides Nucleic Acids 20(4-7) , 1123-5, (2001)

Recently, beta-L-nucleoside analogues have emerged as a new class of sugar modified nucleosides with potential antiviral and/or antitumoral activity. As a part of our ongoing research on this topic, w...