Adefovir-pivoxil
Adefovir pivoxil, previously called bis-POM PMEA, is an organic phosphonate that is the dipivoxil ester of adefovir. A prodrug for adefovir, an HIV-1 reverse transcriptase inhibitor, adefovir pivoxil is used to treat chronic hepatitis B viral infection. A nephrotoxic agent, a HIV-1 reverse transcriptase inhibitor and a DNA synthesis inhibitor. It is ineffective against HIV-1.
General
Type : Pro-Drug, Drug, Propionate, Purine, tert-Butyl
Chemical_Nomenclature : [2-(6-aminopurin-9-yl)ethoxymethyl-(2,2-dimethylpropanoyloxymethoxy)phosphoryl]oxymethyl 2,2-dimethylpropanoate
Canonical SMILES : CC(C)(C)C(=O)OCOP(=O)(COCCN1C=NC2=C(N=CN=C21)N)OCOC(=O)C(C)(C)C
InChI : InChI=1S\/C20H32N5O8P\/c1-19(2,3)17(26)30-11-32-34(28,33-12-31-18(27)20(4,5)6)13-29-8-7-25-10-24-14-15(21)22-9-23-16(14)25\/h9-10H,7-8,11-13H2,1-6H3,(H2,21,22,23)
InChIKey : WOZSCQDILHKSGG-UHFFFAOYSA-N
Other name(s) : Adefovir pivoxil || Hepsera || Adefovir dipivoxil || Adefovir-dipivoxil || GS-0840 || RefChem:56260 || bis-POM PMEA || Bis(POM)-PMEA || Bis(pom)PMEA || Piv2PMEA || CHEMBL922 || SCHEMBL29729 || SCHEMBL29372789 || DB00718
MW : 501.5
Formula : C20H32N5O8P
CAS_number : 142340-99-6
PubChem : 60871
UniChem : WOZSCQDILHKSGG-UHFFFAOYSA-N
Target
Structures : No structure
Families : Carb_B_Chordata
References (6)
| Title : Safety, efficacy, and pharmacokinetics of pradefovir for the treatment of chronic hepatitis B infection - Zhang_2019_Antiviral.Res__104693 |
| Author(s) : Zhang H , Liu J , Zhu X , Li X , Jin W , Chen H , Wu M , Li C , Liu C , JunqiNiu , Ding Y |
| Ref : Antiviral Res , :104693 , 2019 |
| Abstract : |
| PubMedSearch : Zhang_2019_Antiviral.Res__104693 |
| PubMedID: 31838002 |
| Title : The role of human carboxylesterases in drug metabolism: have we overlooked their importance? - Laizure_2013_Pharmacotherapy_33_210 |
| Author(s) : Laizure SC , Herring V , Hu Z , Witbrodt K , Parker RB |
| Ref : Pharmacotherapy , 33 :210 , 2013 |
| Abstract : |
| PubMedSearch : Laizure_2013_Pharmacotherapy_33_210 |
| PubMedID: 23386599 |
| Title : Absorption enhancement of adefovir dipivoxil by incorporating MCT and ethyl oleate complex oil phase in emulsion - Li_2010_Acta.Pharmacol.Sin_31_881 |
| Author(s) : Li P , Yu HZ , Zhang XX , Gan L , Zhu CL , Gan Y |
| Ref : Acta Pharmacol Sin , 31 :881 , 2010 |
| Abstract : |
| PubMedSearch : Li_2010_Acta.Pharmacol.Sin_31_881 |
| PubMedID: 20562905 |
| Title : Reversible inhibitory effects of saturated and unsaturated alkyl esters on the carboxylesterases activity in rat intestine - Li_2010_Lipids_45_603 |
| Author(s) : Li P , Zhu CL , Zhang XX , Gan L , Yu HZ , Gan Y |
| Ref : Lipids , 45 :603 , 2010 |
| Abstract : |
| PubMedSearch : Li_2010_Lipids_45_603 |
| PubMedID: 20532832 |
| Title : Remofovir mesylate: a prodrug of PMEA with improved liver-targeting and safety in rats and monkeys - Lin_2004_Antivir.Chem.Chemother_15_307 |
| Author(s) : Lin CC , Yeh LT , Vitarella D , Hong Z , Erion MD |
| Ref : Antivir Chem Chemother , 15 :307 , 2004 |
| Abstract : |
| PubMedSearch : Lin_2004_Antivir.Chem.Chemother_15_307 |
| PubMedID: 15646644 |
| Title : Potent differentiation-inducing properties of the antiretroviral agent 9-(2-phosphonylmethoxyethyl) adenine (PMEA) in the rat choriocarcinoma (RCHO) tumor cell model - Hatse_1998_Biochem.Pharmacol_56_851 |
| Author(s) : Hatse S , Naesens L , De Clercq E , Balzarini J |
| Ref : Biochemical Pharmacology , 56 :851 , 1998 |
| Abstract : |
| PubMedSearch : Hatse_1998_Biochem.Pharmacol_56_851 |
| PubMedID: 9774147 |