Entecavir

(1S, 3R, 4S )-2 -amino-1 ,9 -dihydro -9 [4- hydroxy-3- hydroxymethyl -2- methylenecyclopentyl ] -6H -purin- 6-one

J05AF10

Virostatikum

> 220 ° C ( · entecavir monohydrate)

Slightly soluble in water ( 2.4 mg · ml -1 at 25 ° C)

Template: Infobox chemical / molecular formula search available

Entecavir is a chemical analogue of the nucleoside guanosine. It is an antiviral agent from the group of nucleoside reverse transcriptase inhibitors ( NRTI) and as a drug (trade name Baraclude ®, Bristol -Myers Squibb ) for the treatment of hepatitis B.

Pharmacology

Entecavir nucleoside is phosphorylated in the cell a nucleotide. In competition with the natural nucleotide deoxyguanosine triphosphate ( dGTP ) is entecavir -triphosphate incorporation into DNA. This leads to inhibition of viral reverse transcriptase:

  • The priming of the HBV polymerase,
  • Reverse transcription of the negative strand DNA from the pregenomic messenger RNA,
  • The synthesis of the positive strand of the HBV DNA.
CAS registry number PubChem Anatomical Therapeutic Chemical Classification System DrugBank Structural analog Active ingredient Bristol-Myers Squibb The New England Journal of Medicine
103800
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