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    Entecavir monohydrate

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      Entecavir monohydrate

      SKU
      E0229

      Category: API's & Intermediates

      Synonyms
      Baraclude , BMS 200475 , SQ 34,676 , 2-Amino-1,9-dihydro-9-[(1S,3R,4S)-4-hydroxy-3-(hydroxymethyl)-2-methylenecyclopentyl]-6H-purin-6-one monohydrate
      209216-23-9
      CAS-Number
      C12H15N5O3 · H2O
      Molecular Formula
      295.29
      Molecular Weight

      For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

      • Product Data
      • Handling
      • Safety Information
      • Details

      Specifications

      Purity
      ≥98% (HPLC)
      Appearance
      White to off-white powder
      Identity
      1H-NMR

      Properties

      Solvents
      DMSO (10 mg/ml), DMF (10 mg/ml), methanol, water (slightly)
      Shipping
      AMBIENT
      Short Term Storage
      RT
      Long Term Storage
      RT
      Handling Advice
      Protect from light and moisture.
      Use / Stability
      Stable for at least 2 years after receipt when stored at RT.
      Transportation
      Not dangerous goods
      Description
      Entecavir is an oral antiviral drug used in the treatment of hepatitis B (HBV) infection. It is marketed under the trade name Baraclude (BMS). Entecavir is a potent deoxyguanosine nucleoside analog with antiviral activity selective for hepadnaviruses. In vitro, the active intracellular form of entecavir, entecavir triphosphate, demonstrates a higher binding affinity for HBV DNA polymerase than the natural guanosine triphosphate substrate and effectively inhibits HBV DNA replication at 3 stages in the replication pathway: priming, reverse transcription and DNA-dependent DNA synthesis. Can be also used as a reference compound.
      Smiles
      O=C1C2=C(N([C@H]3C[C@H](O)[C@@H](CO)C3=C)C=N2)NC(N)=N1.O
      InChi Key
      YXPVEXCTPGULBZ-WQYNNSOESA-N
      References
      (1) S.F. Innaimo, et al., Antimicrob. Agents Chemother. 41, 1444 (1997) , (2) M. Seifer, et al., Antimicrob. Agents Chemother. 42, 3200 (1998) , (3) P. Honkoop & R.A. De Man, Expert. Opin. Investig. Drugs 12, 683 (2003) (Review) , (4) S.J. Matthews, Clin. Ther. 28, 184 (2006) (Review) , (5) K.A. Sims & A.M. Woodland, Pharmacotherapy 26, 1745 (2006) (Review) , (6) P.N. Cheng & T.T. Chang, Expert Rev. Anti. Infect. Ther. 6, 569 (2008) (Review)

      Entecavir is an oral antiviral drug used in the treatment of hepatitis B (HBV) infection. It is marketed under the trade name Baraclude (BMS). Entecavir is a potent deoxyguanosine nucleoside analog with antiviral activity selective for hepadnaviruses. In vitro, the active intracellular form of entecavir, entecavir triphosphate, demonstrates a higher binding affinity for HBV DNA polymerase than the natural guanosine triphosphate substrate and effectively inhibits HBV DNA replication at 3 stages in the replication pathway: priming, reverse transcription and DNA-dependent DNA synthesis. Can be also used as a reference compound.

      SKU: E0229 Category: API's & Intermediates
      • Additional information

      Additional information

      Synonyms

      Baraclude, BMS 200475, SQ 34,676, 2-Amino-1,9-dihydro-9-[(1S,3R,4S)-4-hydroxy-3-(hydroxymethyl)-2-methylenecyclopentyl]-6H-purin-6-one monohydrate

      Purity

      ≥98% (HPLC)

      Appearance

      White to off-white powder

      CAS-Number

      209216-23-9

      Molecular Formula

      C12H15N5O3 · H2O

      Molecular Weight

      295.29

      Identity

      1H-NMR

      Solvents

      DMSO (10 mg/ml), DMF (10 mg/ml), methanol, water (slightly)

      Smiles

      O=C1C2=C(N([C@H]3C[C@H](O)[C@@H](CO)C3=C)C=N2)NC(N)=N1.O

      InChi Key

      YXPVEXCTPGULBZ-WQYNNSOESA-N

      Shipping

      AMBIENT

      Short Term Storage

      RT

      Long Term Storage

      RT

      Handling Advice

      Protect from light and moisture.

      Use / Stability

      Stable for at least 2 years after receipt when stored at RT.

      Transportation

      Not dangerous goods

      References

      (1) S.F. Innaimo, et al., Antimicrob. Agents Chemother. 41, 1444 (1997), (2) M. Seifer, et al., Antimicrob. Agents Chemother. 42, 3200 (1998), (3) P. Honkoop & R.A. De Man, Expert. Opin. Investig. Drugs 12, 683 (2003) (Review), (4) S.J. Matthews, Clin. Ther. 28, 184 (2006) (Review), (5) K.A. Sims & A.M. Woodland, Pharmacotherapy 26, 1745 (2006) (Review), (6) P.N. Cheng & T.T. Chang, Expert Rev. Anti. Infect. Ther. 6, 569 (2008) (Review)

      Quantity

      50 mg, 200 mg, Bulk

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