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Trifluridine

Trifluridine structure

CAS No:
70-00-8
Formula:
C10H11F3N2O5
Chemical Name:
Trifluridine
Synonyms:
Thymidine,α,α,α-trifluoro-;Uridine,2′-deoxy-5-(trifluoromethyl)-;α,α,α-Trifluorothymidine;5-(Trifluoromethyl)-2′-deoxyuridine;Trifluorothymidine;2′-Deoxy-5-(trifluoromethyl)uridine;5-(Trifluoromethyl)deoxyuridine;Trifluridine;Viroptic;5-Trifluoromethyl-2′-deoxy-β-uridine;5-Trifluorothymidine;NSC 529182;NSC 75520
Categories:
Biochemical Engineering > Saccharides

Description

Trifluridine is an irreversible thymidylate synthase inhibitor, and thereby suppresses DNA synthesis. Trifluridine is an antiviral drug for herpes simplex virus (HSV) infection.

An antiviral derivative of THYMIDINE used mainly in the treatment of primary keratoconjunctivitis and recurrent epithelial keratitis due to HERPES SIMPLEX virus. (From Martindale, The Extra Pharmacopoeia, 30th ed, p557)

Trifluridine Basic Attributes

Molecular Weight：

296.2

Exact Mass：

296.20

EC Number：

200-722-8

NSC Number：

529182|97117|75520

HScode：

29349990

Characteristics

PSA：

99.1

XLogP3：

-0.5

Appearance：

Solid

Density：

1.6±0.1 g/cm3

Melting Point：

186-189 °C

Refractive Index：

50 ° (C=1, H2O)

Water Solubility：

>44.4 [ug/mL]

Storage Conditions：

−20°C

Vapor Pressure：

2.52X10-13 mm Hg at 25 deg C (est)

Toxicity：

LD50 intraperitoneal in mouse: 1931mg/kg

PKA：

7.95None

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

20/21/22-40

safety instructions：

22-36

RTECS Number：

XP2087500

Marks：

Xn,Xi

Precautionary statement(s)：

P261-P280-P301 + P312 + P330

Hazard Statements：

H302 + H312 + H332-H351

Drug Information

MeSH：

Drugs that are chemically similar to naturally occurring metabolites, but differ enough to interfere with normal metabolic pathways. (From AMA Drug Evaluations Annual, 1994, p2033) (See all compounds classified as Antimetabolites.)|Agents used in the prophylaxis or therapy of VIRUS DISEASES. Some of the ways they may act include preventing viral replication by inhibiting viral DNA polymerase; binding to specific cell-surface receptors and inhibiting viral penetration or uncoating; inhibiting viral protein synthesis; or blocking late stages of virus assembly. (See all compounds classified as Antiviral Agents.)

MeSH Entry Terms：

5-(Trifluoromethyl)-2'-deoxyuridine|2'-deoxy-5-(trifluoromethyl)uridine

Trifluridine Use and Manufacturing

anti-herpesvirus antiviral agent

Computed Properties

Molecular Weight:296.20
XLogP3:-0.5
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:2
Exact Mass:296.06200594
Monoisotopic Mass:296.06200594
Topological Polar Surface Area:99.1
Heavy Atom Count:20
Complexity:464
Undefined Atom Stereocenter Count:3
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Drug Function and Efficacy

Thymine nucleotide analogs, after being taken up into cancer cells, can be incorporated into DNA, interfering with DNA synthesis and inhibiting cell proliferation.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Trifluridine Tipipiridine Tablets
Ingredients	This product is a compound preparation, the main ingredients are trifluridine and tipiracil hydrochloride. Chemical name of trifluridine: 2'-deoxy-5-(trifluoromethyl)uridine Molecular formula: C10H11F3N2O5 Molecular weight: 296.20 Chemical name of tipiracil hydrochloride: 5-chloro-6-[(2-iminopyrrolidin-1-ylmethyl)-1,2,3,4-tetrahydropyrimidine-2,4-dione hydrochloride Molecular formula: C9H11ClN4O2・HCl Molecular weight: 279.12 Excipients: lactose, low-substituted hydroxypropyl cellulose, magnesium stearate, film coating premix (gastric soluble).
Indication	Trifluridine is a substrate for thymidine phosphorylase and is not metabolized by cytochrome P450 (CYP) enzymes. Tipipiracil is not metabolized in human liver or hepatocytes. In vitro studies have shown that trifluridine, tipipiracil, and FTY do not inhibit CYP enzymes and have no induction effect on CYP1A2, CYP2B6, or CYP3A4/5. In vitro studies have shown that trifluridine is not an inhibitor or substrate of human uptake and efflux transporters.
Specifications	20mg x 10 tablets x 2 bags
Manufacturer	Qilu Pharmaceutical Co., Ltd.

Registered Holders

BIOPHORE INDIA PHARMACEUTICALS PVT LTD

United States
Active
MSN LABORATORIES PRIVATE LTD

United States
Active
APITORIA PHARMA PRIVATE LTD

United States
Active

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70-00-8 1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-(trifluoromethyl)pyrimidine-2,4-dione

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Guide of Trifluridine

Description
Basic Attributes
Characteristics
Safety Information
Drug Information
Use and Manufacturing
Computed Properties
Drug Function and Efficacy
Related Drugs
Registered Holders
Recommended Suppliers
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