Name | trifluorothymine deoxyriboside |
Synonyms | VIROPTIC trifluridine TRIFLUOROTHYMIDINE Triflurdine (Viroptic) Trifluridine (Viroptic) 5-trifluoro-2'-deoxythymidine trifluorothymine deoxyriboside 5-(trifluoromethyl)deoxyuridine 2-Deoxy-5-(trifluoromethyl)uridine 5-(Trifluoromethyl)-2-deoxyuridine 2'-deoxy-5-(trifluoromethyl)-uridin alpha,alpha,alpha-trifluoro-thymidin alpha,alpha,alpha-Trifluorothymidine 2,4(1h,3h)-pyrimidinedione,1-(2-deoxy-beta-d-ribofuranosyl)-5-(trifluorometh |
CAS | 70-00-8 |
EINECS | 200-722-8 |
InChI | InChI=1/C10H11F3N2O5/c11-10(12,13)4-2-15(9(19)14-8(4)18)7-1-5(17)6(3-16)20-7/h2,5-7,16-17H,1,3H2,(H,14,18,19)/t5-,6+,7?/m0/s1 |
Molecular Formula | C10H11F3N2O5 |
Molar Mass | 296.2 |
Density | 1.4365 (estimate) |
Melting Point | 190-193 °C (lit.) |
Boling Point | 190-193℃ |
Solubility | DMSO 59 mg/mL Water 59 mg/mL Ethanol 59 mg/mL |
Appearance | solid |
Color | Off-white |
Merck | 14,9687 |
pKa | pKa 7.85 (Uncertain) |
Storage Condition | 2-8°C |
Stability | Stable for 1 year from date of purchase as supplied. Solutions in DMSO or distilled water may be stored at -20°C for up to 1 month. |
Refractive Index | 50 ° (C=1, H2O) |
Physical and Chemical Properties | Melting point 190-193°C |
Use | Broad spectrum anti Virus drugs, Herpes Sinplex Virus Virus, Adenovirus Virus, herpes zoster Virus, HSV-I ,HSV-II, Varicella-Zoster Virus, Virus, Adenovirus, Virus and some. |
In vitro study | Trifluridine dose-dependently inhibits the proliferation of mouse bone marrow cells and human colorectal cancer cells transplanted into nude mice. Trifluridine dose-dependently inhibits colony formation in myeloid cells. Trifluridine(FTD) and 2 '-deoxy-5-fluorouridine (FdUrd) are incorporated into DNA with different efficiencies due to the difference in substrate specificity between TK1 and DUT, this results in a large amount of FTD being incorporated into DNA. Compared to FdUrd-treated cells, Trifluridine-treated cells showed nuclear morphology. Trifluridine dose-dependently inhibited proliferation in nude mice transplanted with mouse bone marrow cells and human colorectal cancer cells. |
In vivo study | In infected rabbits, Trifluridine had significantly fewer swabs. In mice, Trifluridine increased antitumor activity and incorporated DNA more efficiently than continuous infusion of trifluorothymidine. In mice, Trifluridine gradually accumulates in the DNA of tumor cells in a TPI-dependent manner and significantly delays tumor growth and prolongs survival compared to 5-FU derivative treatment. In the New Zealand rabbit eye model, Trifluridine significantly reduced viral titers, fewer HSV-1-positive eyes/total treatment period, scores of low-grade keratitis, ocular keratitis/total, and shorter time to resolution of keratitis. |
Risk Codes | R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R40 - Limited evidence of a carcinogenic effect |
Safety Description | S22 - Do not breathe dust. S36 - Wear suitable protective clothing. |
WGK Germany | 3 |
RTECS | XP2087500 |
HS Code | 29349990 |
Hazard Note | Keep Cold |
Toxicity | LD50 intraperitoneal in mouse: 1931mg/kg |