Trifluridin
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Trifluridin Eigenschaften
- Schmelzpunkt:
- 190-193 °C (lit.)
- Dichte
- 1.4365 (estimate)
- Brechungsindex
- 50 ° (C=1, H2O)
- storage temp.
- 2-8°C
- L?slichkeit
- Soluble in DMSO (up to 25 mg/ml) or in Water (up to 14 mg/ml)
- Aggregatzustand
- solid
- pka
- pKa 7.85 (Uncertain)
- Farbe
- Off-white
- Merck
- 14,9687
- Stabilit?t:
- 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.
- CAS Datenbank
- 70-00-8(CAS DataBase Reference)
Sicherheit
- Risiko- und Sicherheitserkl?rung
- Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher | Xn,Xi | ||
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R-S?tze: | 20/21/22-40 | ||
S-S?tze: | 22-36 | ||
WGK Germany | 3 | ||
RTECS-Nr. | XP2087500 | ||
Hazard Note | Keep Cold | ||
HS Code | 29349990 | ||
Giftige Stoffe Daten | 70-00-8(Hazardous Substances Data) | ||
Toxizit?t | LD50 intraperitoneal in mouse: 1931mg/kg |
Bildanzeige (GHS) | ||||||||||||||||||||||
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Sicherheit |
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Trifluridin Chemische Eigenschaften,Einsatz,Produktion Methoden
R-S?tze Betriebsanweisung:
R20/21/22:Gesundheitssch?dlich beim Einatmen,Verschlucken und Berührung mit der Haut.R40:Verdacht auf krebserzeugende Wirkung.
S-S?tze Betriebsanweisung:
S22:Staub nicht einatmen.S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Beschreibung
Trifluridine (trifluorothymidine, TFT), a fluorinated pyrimidine nucleoside, is an anti-herpesvirus agent and an antitumor antimetabolite agent. It is an analog of thymidine which inhibits thymidylate synthase possesses antiviral and anticancer activity. After phosphorylation by thymidine kinase, it is incorporated into DNA where it induces DNA-damage and interferes with repair enzymes. Enhances frame shift insertion and deletion in CRISPR genome editing in pluripotent stem cells.Chemische Eigenschaften
White to Off-White SolidVerwenden
Trifluridine is used as anti-herpesvirus antiviral agent in ophthalmie preparations.Definition
ChEBI: Trifluridine is a pyrimidine 2'-deoxyribonucleoside compound having 5-trifluoromethyluracil as the nucleobase. An antiviral drug used mainly in the treatment of primary keratoconjunctivitis and recurrent epithelial keratitis. It has a role as an antiviral drug, an antimetabolite, an EC 2.1.1.45 (thymidylate synthase) inhibitor and an antineoplastic agent. It is a nucleoside analogue, an organofluorine compound and a pyrimidine 2'-deoxyribonucleoside.Indications
Trifluridine (Viroptic) is a fluorinated pyrimidine nucleoside that has in vitro activity against HSV-1 and HSV- 2, vaccinia, and to a lesser extent, some adenoviruses. Activation of trifluridine requires its conversion to the 5 monophosphate form by cellular enzymes.Trifluridine monophosphate inhibits the conversion of deoxyuridine monophosphate (dUMP) to deoxythymidine monophosphate (dTMP) by thymidylate synthetase. In addition, it competes with deoxythymidine triphosphate (dTTP) for incorporation by both viral and cellular DNA polymerases. Trifluridine-resistant mutants have been found to have alterations in thymidylate synthetase specificity.Allgemeine Beschreibung
Trifluridine, 5-trifluoromethyl-29-deoxyuridine (Viroptic),is a fluorinated pyrimidine nucleoside that demonstrates invitro inhibitory activity against HSV-1 and HSV-2, CMV,vaccinia, and some adenoviruses.Trifluridine possesses atrifluoromethyl group instead of an iodine atom at the 5-position of the pyrimidine ring.synthetase, and the biologically generated triphosphatecompetitively inhibits thymidine triphosphate incorporationinto DNA by DNA polymerase. In addition, trifluridine inits triphosphate form is incorporated into viral and cellularDNA, creating fragile, poorly functioning DNA.Trifluridine is approved in the United States for the treatmentof primary keratoconjunctivitis and recurrent epithelialkeratitis caused by HSV types 1 and 2. Topical trifluridineshows some efficacy in patients with acyclovir-resistantHSV cutaneous infections.
Mechanism of action
Trifluorothymidine is a fluorinated pyridine nucleoside structurally related to idoxuridine. It has been approved by the U.S. FDA and is a potent, specific inhibitor of replication of HSV-1 in vitro. Its mechanism of action is similar to that of idoxuridine. Like other antiherpes drugs, it is first phos-phorylated by thymidine kinase to mono-, di-, and triphosphate forms, which are then incorporated into viral DNA in place of thymidine to stop the formation of late virus mRNA and subsequent synthesis of the virion proteins.Pharmakokinetik
Trifluorothymidine is a synthetic halogenated pyrimidine nucleoside, first synthesized as an antitumor agent. It inhibits enzymes of the DNA pathway and is incorporated into both cellular and progeny viral DNA, causing faulty transcription of late messenger RNA and the production of incompetent virion protein. It does not require a viral thymidine kinase for monophosphorylation and is far less selective and more toxic than other analogs. It is active against HSV-1 and HSV-2, vaccinia virus, CMV and possibly adenovirus. Trifluorothymidine, when given IV, shows a plasma half-life of 18 minutes and is excreted in the urine either unchanged or as the inactive metabolite 5-carboxyuracil. When applied as a 1% ophthalmic solution, it rapidly enters the aqueous humor of HSV-infected rabbits’ eyes but is cleared within 60–90 min.Nebenwirkungen
The most frequent adverse reactions to trifluridine administration are transient burning or stinging and palpebral edema. Other adverse reactions include superficial punctate keratopathy, epithelial keratopathy, hypersensitivity, stromal edema, irritation, keratitis sicca, hyperemia, and increased intraocular pressure.Trifluridine is mutagenic in vitro and carcinogenic and teratogenic when administered subcutaneously to animals. Topical trifluridine was not teratogenic in animal studies. Because it is applied topically in humans, the likelihood of systemic effects is low.
Trifluridin Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
Trifluridin Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.
Global( 402)Lieferanten
Firmenname | Telefon | Land | Produktkatalog | Edge Rate | |
---|---|---|---|---|---|
Beijing Ribio Biotech Co.,Ltd | 010-62664360 +8613328773880 |
wucy@ribio.com.cn | China | 117 | 58 |
Cangzhou Kangrui Pharma Tech Co. Ltd., | +86-18632776803 +86-13833998158 |
cangzhoukangrui@126.com | China | 738 | 58 |
Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 |
info@tianfuchem.com | China | 21634 | 55 |
Hangzhou FandaChem Co.,Ltd. | +8615858145714 |
FandaChem@Gmail.com | China | 9087 | 55 |
ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 |
ivan@atkchemical.com | China | 32957 | 60 |
Lianyungang happen teng technology co., LTD | 15950718863 |
wang666xt@163.com | CHINA | 295 | 58 |
career henan chemical co | +86-0371-86658258 +8613203830695 |
sales@coreychem.com | China | 29880 | 58 |
SHANDONG ZHI SHANG CHEMICAL CO.LTD | +86 18953170293 |
sales@sdzschem.com | China | 2930 | 58 |
Biochempartner | 0086-13720134139 |
candy@biochempartner.com | CHINA | 965 | 58 |
Shenzhen Nexconn Pharmatechs Ltd | +86-755-89396905 +86-15013857715 |
admin@nexconn.com | China | 10311 | 58 |
70-00-8(Trifluridin)Verwandte Suche:
5-Fluor-2'-desoxyuridin
5-(Trifluormethyl)uracil
Doxifluridin
5-Methyluracil
Cytidin
Thymidine
Flucytosin
(Trifluoromethyl)trimethylsilane
Uracil
Amylodextrin
1-β-D-Arabinofuranosyl-(1H,3H)-pyrimidin-2,4-dion
Zidovudine
α,α,α-Trifluor-3-tolualdehyd
2'-Desoxyuridin
Trifluoromethyl
Trifluridin
- 5-TRIFLUORO THYMIDINE
- 2''-DEOXY-5-(TRIFLUOROMETHYL)URIDINE (TRIFLUOROTHYMIDINE)
- 2’-deoxy-5-(trifluoromethyl)-uridin
- 5-(trifluoromethyl)deoxyuridine
- 5-trifluoro-2’-deoxythymidine
- alpha,alpha,alpha-trifluoro-thymidin
- f3dthd
- 5-TRIFLUOROTHYMIDINE extrapure (Trifluridine)
- α,α,α-Trifluorothymidine, 2μ-Deoxy-5-trifluoromethyluridine, Trifluorothymine deoxyriboside, Trifluridine
- 2'-Deoxy-5-trifluoromethyluridine, Trifluridine
- Trifluridine (100 mg)
- 1-[(2R,4S,5R)-4-hydroxy-5-(hydroxyMethyl)oxolan-2-yl]-5-(trifluoroMethyl)-1,2,3,4-tetrahydropyriMidine-2,4-dione
- Trifluridine API
- alpha,alpha,alpha-Trifluorothymidine Trifluridine 2'-Deoxy-5-trifluoromethyluridine
- FTD
- NSC 529182
- Trifluridine, Trifluorothymidine, 1-(2-Deoxy-beta-D-ribofuranosyl)-5-(trifluoromethyl)uracil
- 1-((2R,4S,5R)-4-Hydroxy-5-(hydroxyMethyl)tetrahydrofuran-2-yl)-5-(trifluoroMethyl)pyriMidine-2,4(1H,3H)-dione
- Trifluorothymidine (TFT)
- Trifluridine(FTD)
- TRIFLUORO-D-THYMIDINE
- TRIFLURIDINE
- TRIFLUOROTHYMINE DEOXYRIBOSIDE
- tfdu
- trifluoromethyldeoxyuridine
- 2'-DEOXY-5-TRIFLUOROMETHYLURIDINE
- ALPHA,ALPHA,ALPHA-TRIFLUOROTHYMIDINE
- Trifluridine, Trifluorothymine Deoxyriboside, a,a,a-Trifluorothymidine
- 2'-DEOXY-5-(TRIFLUOROMETHYL)URIOINE
- 2''-DEOXY-5-(TRILIUOROMETHYL)URIDINE
- 5-TRIFLUOROMETHYL-2'-DEOXYURIDINE
- F3TDR
- Trafluuridine
- MA-1 hydrochloride
- Trifluridina
- Fluorine urea glycosides
- Trifluorothymidine, 5-Trifluoromethyl-2’-deoxyuridine
- Trifluridine USP/EP/BP
- Trifluridine (trifluorothymidine)
- TIANFU-CHEM Trifluridine
- 5-Trifluorothymidine extrapure, 99%
- Trifluridine (1686309)
- Trifluridine (Viroptic)
- VIROPTIC; TRIFLUOROTHYMIDINE
- 2,4(1h,3h)-pyrimidinedione,1-(2-deoxy-beta-d-ribofuranosyl)-5-(trifluorometh
- f3t
- nsc75520
- TFT
- TRIFLUOROTHYMIDINE
- viroptic
- Triflurdine
- Thymidine, α,α,α-trifluoro-
- Triflurdine (Viroptic)
- Viroptic, Trifluorothymidine, F3Thd
- 3,6-Dihydro-3-methyl-N-nitro-2H-1,3,5-oxadiazin-4-amine 153719-38-1
- 1-[(2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)-2-tetrahydrofuryl]-5-(trifluoromethyl)pyrimidine-2,4(1H,3H)-dione
- 2'-5-CF3-dU
- 1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-(trifluoromethyl)pyrimidine-2,4-dione