CAS 70-00-8|Trifluorothymidine

Introduction:Basic information about CAS 70-00-8|Trifluorothymidine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameTrifluorothymidine
CAS Number70-00-8Molecular Weight296.200
Density1.6±0.1 g/cm3Boiling Point/
Molecular FormulaC10H11F3N2O5Melting Point190-193 °C(lit.)
MSDSChineseUSAFlash Point/
Symbol
GHS07, GHS08
Signal WordWarning

Names

Nametrifluridine
SynonymMore Synonyms

Trifluorothymidine BiologicalActivity

DescriptionTrifluridine is an irreversible thymidylate synthase inhibitor, and thereby suppresses DNA synthesis. Trifluridine is an antiviral drug for herpes simplex virus (HSV) infection.
Related CatalogSignaling Pathways >>Cell Cycle/DNA Damage >>Nucleoside Antimetabolite/AnalogSignaling Pathways >>Apoptosis >>Thymidylate SynthaseResearch Areas >>Cancer
References

[1]. Suzuki N, et al. Mode of action of trifluorothymidine (TFT) against DNA replication and repair enzymes. Int J Oncol. 2011 Jul;39(1):263-70.

[2]. Suzuki N, et al. Trifluorothymidine exhibits potent antitumor activity via the induction of DNA double-strand breaks. Exp Ther Med. 2011 May;2(3):393-397.

[3]. Temmink OH, et al. Irinotecan-induced cytotoxicity to colon cancer cells in vitro is stimulated by pre-incubation withtrifluorothymidine. Eur J Cancer. 2007 Jan;43(1):175-83.

[4]. Okayama T, et al. Involvement of concentrative nucleoside transporter 1 in intestinal absorption of trifluorothymidine, a novel antitumor nucleoside, in rats. J Pharmacol Exp Ther. 2012 Feb;340(2):457-62.

Chemical & Physical Properties

Density1.6±0.1 g/cm3
Melting Point190-193 °C(lit.)
Molecular FormulaC10H11F3N2O5
Molecular Weight296.200
Exact Mass296.062012
PSA104.55000
LogP0.07
Index of Refraction1.534
InChIKeyVSQQQLOSPVPRAZ-RRKCRQDMSA-N
SMILESO=c1[nH]c(=O)n(C2CC(O)C(CO)O2)cc1C(F)(F)F
Storage condition−20°C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
XP2087500
CHEMICAL NAME :
Thymidine, alpha,alpha,alpha-trifluoro-
CAS REGISTRY NUMBER :
70-00-8
LAST UPDATED :
199612
DATA ITEMS CITED :
16
MOLECULAR FORMULA :
C10-H11-F3-N2-O5
MOLECULAR WEIGHT :
296.23
WISWESSER LINE NOTATION :
T6NVMVJ EXFFF A- ET5OTJ B1Q CQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
2946 mg/kg
TOXIC EFFECTS :
Liver - other changes
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1931 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
3381 mg/kg
TOXIC EFFECTS :
Nutritional and Gross Metabolic - weight loss or decreased weight gain
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Primate - monkey
DOSE/DURATION :
400 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
187 mg/kg/15D-I
TOXIC EFFECTS :
Gastrointestinal - changes in structure or function of salivary glands Kidney, Ureter, Bladder - changes in tubules (including acute renal failure, acute tubular necrosis) Blood - leukopenia
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Primate - monkey
DOSE/DURATION :
2600 mg/kg/90D-I
TOXIC EFFECTS :
Liver - other changes Blood - changes in serum composition (e.g. TP, bilirubin, cholesterol) Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - transaminases
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Primate - monkey
DOSE/DURATION :
2100 mg/kg/14D-I
TOXIC EFFECTS :
Lungs, Thorax, or Respiration - chronic pulmonary edema Gastrointestinal - hypermotility, diarrhea Related to Chronic Data - death

MUTATION DATA

TYPE OF TEST :
Mutation in mammalian somatic cells
TEST SYSTEM :
Rodent - hamster Ovary
DOSE/DURATION :
4 mg/L
REFERENCE :
TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 86,180,1986 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X3218 No. of Facilities: 3 (estimated) No. of Industries: 1 No. of Occupations: 1 No. of Employees: 82 (estimated) No. of Female Employees: 14 (estimated)

Safety Information

Symbol
GHS07, GHS08
Signal WordWarning
Hazard StatementsH302 + H312 + H332-H351
Precautionary StatementsP261-P280-P301 + P312 + P330
Personal Protective Equipmentdust mask type N95 (US);Eyeshields;Gloves
Hazard CodesXi:Irritant
Risk PhrasesR20/21/22;R40
Safety PhrasesS22-S36
RIDADRNONH for all modes of transport
WGK Germany3
RTECSXP2087500

Articles8

More Articles
Mechanistic evaluation of Ginkgo biloba leaf extract-induced genotoxicity in L5178Y cells.

Toxicol. Sci. 139(2) , 338-49, (2014)

Ginkgo biloba has been used for many thousand years as a traditional herbal remedy and its extract has been consumed for many decades as a dietary supplement. Ginkgo biloba leaf extract is a complex m...

Quantitative high-throughput identification of drugs as modulators of human constitutive androstane receptor.

Sci. Rep. 5 , 10405, (2015)

The constitutive androstane receptor (CAR, NR1I3) plays a key role in governing the transcription of numerous hepatic genes that involve xenobiotic metabolism/clearance, energy homeostasis, and cell p...

Differential activation of cell death and autophagy results in an increased cytotoxic potential for trifluorothymidine compared to 5-fluorouracil in colon cancer cells.

Int. J. Cancer 126 , 2457-2468, (2010)

Trifluorothymidine (TFT) is part of the oral drug formulation TAS-102. Both 5-fluorouracil (5-FU) and TFT can inhibit thymidylate synthase and be incorporated into DNA. TFT shows only moderate cross-r...

Synonyms

1-[(2R,4S,5R)-4-hydroxy-5-(hydroxyméthyl)tétrahydrofuran-2-yl]-5-(trifluorométhyl)pyrimidine-2,4(1H,3H)-dione
Viroptic
α,α,α-Trifluorothymidine
2'-Deoxy-5-(trifluoromethyl)uridine
UNII-RMW9V5RW38
Trifluorothymidine
1-(2-Deoxy-β-D-glycero-pentofuranosyl)-5-(trifluoromethyl)pyrimidine-2,4(1H,3H)-dione
Trifluridine
1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-(trifluoromethyl)pyrimidine-2,4(1H,3H)-dione
EINECS 200-722-8
1-[(2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-(trifluormethyl)pyrimidin-2,4(1H,3H)-dion
2,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-β-D-ribofuranosyl)-5-(trifluoromethyl)-
2,4(1H,3H)-pyrimidinedione, 1-(2-deoxy-β-D-glycero-pentofuranosyl)-5-(trifluoromethyl)-
2'-Deoxy-5-trifluoromethyluridine
Virophta
Uridine, 2'-deoxy-5-(trifluoromethyl)-
a,a,a-Trifluorothymidine
MFCD00006534
CAS 62-38-4|Phenylmercuric acetate
CAS 628-41-1|1,4-Cyclohexadiene
Recommended......
TOP