Entecavir

Bezeichnung:Entecavir

CAS-Nr142217-69-4

Englisch Name:Entecavir

CBNumberCB0506719

SummenformelC12H15N5O3

Molgewicht277.28

MOL-Datei142217-69-4.mol

Entecavir physikalisch-chemischer Eigenschaften

Schmelzpunkt	249-252°C
Siedepunkt	661.4±65.0 °C(Predicted)
Dichte	1.81±0.1 g/cm3(Predicted)
storage temp.	-20°C
Löslichkeit	DMSO (Slightly), Methanol (Sparingly)
pka	14.22±0.60(Predicted)
Aggregatzustand	powder
Farbe	white to beige
Optische Aktivität	[α]/D +25 to +40°, c = 0.2 in H2O
Stabilität	Hygroscopic
CAS Datenbank	142217-69-4(CAS DataBase Reference)

Sicherheit

S-Sätze:	24/25
WGK Germany	3
HS Code	29339900
Giftige Stoffe Daten	142217-69-4(Hazardous Substances Data)

Gefahreninformationscode (GHS)

Entecavir Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung
Entecavir is a cyclopentyl guanosine analog launched for the once-daily oral treatment of chronic hepatitis B virus (HBV) infection, and it is the third nucleoside or nucleotide analog to be marketed for this indication. Lamivudine, a deoxythiacytosine analog, and adefovir dipivoxil, a nucleotide analog, have been marketed since 1998 and 2002, respectively. Entecavir and adefovir are specifically indicated for HBV, whereas lamivudine is indicated for both HBV and HIV infections.
Chemische Eigenschaften
White to Off-White/Yellow Crystalline Powder
Originator
BMS (US)
Verwenden
Entecavir is a new generation of guanine nucleoside analogues oral medicine for treatment of hepatitis B virus infection in, mainly for the treatment of adult patients with viral replication activity and serum transaminase continued to increase, or liver tissue for pathological activity of chronic hepatitis B, is currently down virus the fastest and the most powerful, the mutation rate lowest nucleoside analogues.
Definition
ChEBI: Guanine substituted at the 9 position by a 4-hydroxy-3-(hydroxymethyl)-2-methylidenecyclopentyl group. A synthetic analogue of 2'-deoxyguanosine, it is a nucleoside reverse transcriptase inhibitor with selective antiviral activity against hepatitis B virus Entecavir is phosphorylated intracellularly to the active triphosphate form, which competes with deoxyguanosine triphosphate, the natural substrate of hepatitis B virus reverse transcriptase, inhibiting every stage of the enzyme's activity, although it ha no activity against HIV. It is used for the treatment of chronic hepatitis B.
Handelsname
Baraclude (BMS)
Mechanism of action
Entecavir is a nucleoside analog, or more specifically, a deoxyguanosine analogue that belongs to a class of carbocyclic nucleosides and inhibits reverse transcription, DNA replication and transcription in the viral replication process.
Pharmakokinetik
Entecavir had a mean terminal half-life ranging from 128 to 149 hours and an effective half-life of approximately 24 hours. Elimination was predominantly through renal excretion, with mean urinary recovery ranging from 62% to 73%.
Clinical Use
Treatment of chronic hepatitis B virus infection in patients >16 years of age.
Entecavir comes as a tablet and solution (liquid) to take by mouth. It is usually taken once a day on an empty stomach, at least 2 hours after a meal and at least 2 hours before the next meal. Take entecavir at around the same time every day.
Nebenwirkungen
The most common side effects of entecavir: the increase of ALT, fatigue, dizziness, nausea, abdominal pain, abdominal discomfort, abdominal discomfort, liver, muscle, insomnia, rubella and indigestion, also be found in neutrophils decreased slightly.
These adverse reactions were mild to moderate. It also found that, as the same type of antiviral drugs, entecavir and the first generation of antiviral drugs have similar side effects, such as acid poisoning, hepatomegaly, liver fatty degeneration in the withdrawal will appear rebound phenomenon.
Synthese
Entecavir is synthesized from 4-trimethylsilyl-3-butyn-2-one and acrolein. The key features of its preparation are: (1) a stereoselective boron–aldol reaction to afford the acyclic carbon skeleton of the methylenecylopentane moiety; (2) its cyclization by a Cp2TiCl-catalyzed intramolecular radical addition of an epoxide to an alkyne; and (3) the coupling with a purine derivative by a Mitsunobu reaction.
Lager
Store at -20°C

Entecavir Upstream-Materialien And Downstream Produkte

Entecavir Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

142217-69-4, Entecavir Verwandte Suche:

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