Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00014)
Name
Adefovir dipivoxil
Synonyms    Click to Show/Hide the Synonyms of This API
ADEFOVIR DIPIVOXIL; 142340-99-6; Hepsera; Preveon; Adefovir pivoxil; bis-POM PMEA; GS 0840; GS-0840; GS 840; GS-840; Adefovir dipivoxyl; [2-(6-aminopurin-9-yl)ethoxymethyl-(2,2-dimethylpropanoyloxymethoxy)phosphoryl]oxymethyl 2,2-dimethylpropanoate; UNII-U6Q8Z01514; Adefovir dipivoxil (USAN); Adefovir dipivoxil [USAN]; (((2-(6-Amino-9H-purin-9-yl)ethoxy)methyl)phosphinylidene)bis(oxymethylene) 2,2-dimethylpropanoate; 9-(2-((Bis((pivaloyloxy)methoxy)phosphinyl)methoxy)ethyl)adenine; Adefovir di(pivaloyloxymethyl) ester; MFCD00869897; Adefovir Dipivoxil (Preveon, Hepsera); U6Q8Z01514; NCGC00164624-01; Adefovirdipivoxl; DSSTox_CID_26487; DSSTox_RID_81658; DSSTox_GSID_46487; 9-[2-[Bis(pivaloyloxymethoxy)phosphorylmethoxy]ethyl]adenine; YouHeDing; [({[2-(6-amino-9H-purin-9-yl)ethoxy]methyl}({[(2,2-dimethylpropanoyl)oxy]methoxy})phosphoryl)oxy]methyl 2,2-dimethylpropanoate; Bis(pom)PMEA; SMR002530072; Hepsera (TM); Hepsera (TN); Piv2PMEA; CAS-142340-99-6; C20H32N5O8P; Bis(POM)-PMEA; Adefovir pivoxil (JAN); 9-(2-((-Bis((pivaloyloxy)methoxy)phosphinyl)methoxy)ethyl)adenine; PubChem14224; CHEMBL922; ((2-(6-Amino-9H-purin-9-yl)ethoxy)methyl)phosphonic acid, diester with hydroxymethyl pivalate; SCHEMBL29729; MLS003915635; MLS004774124; Propanoic acid, 2,2-dimethyl-, (((2-(6-amino-9H-purin-9-yl)ethoxy)methyl)phosphinylidene)bis(oxymethylene) ester; ARONIS27063; DTXSID5046487; CHEBI:31175; Bis(pivaloyloxymethyl)-9-(2-phosphonylmethoxyethyl)adenine; BCPP000434; HMS3604F09; HMS3655I04; BCP22959; HY-B0255; ZINC3930376; Tox21_112243; ANW-43238; BDBM50248359; CA0117; STL257088; AKOS005145737; Tox21_112243_1; AB07592; AC-1693; BCP9000232; CCG-269700; DB00718; GS-3604; MCULE-6257358029; NCGC00164624-02; NCGC00164624-03; NCGC00164624-11; ((((2-(6-amino-9H-purin-9-yl)ethoxy)methyl)phosphoryl)bis(oxy))bis(methylene) bis(2,2-dimethylpropanoate); AK546547; BCP0726000157; AB0012816; FT-0631164; SW219933-1; D01655; W-2203; AB01274706-01; AB01274706_02; 340A996; A807894; Adefovir dipivoxil 100 microg/mL in Acetonitrile; SR-01000931258; Q-101927; SR-01000931258-2; BRD-K96159438-001-03-0; 9-(2[bis(Pivaloyloxymethoxy)phosphorylmethoxy]ethyl)adenine; Adefovir dipivoxil, Antibiotic for Culture Media Use Only; BIS(PIVALOYLOXYMETHYL)-9-[2-(PHOSPHONOMETHOXY)ETHYL]ADENINE; ((((2-(6-Amino-9H-purin-9-yl)ethoxy)methyl)phosphoryl)-bis(oxy))bis(methylene) bis(2,2-dimethylpropanoate); (((2-(6-AMINO-9H-PURIN-9-YL)ETHOXY)METHYL)PHOSPHORYL)BIS(OXY)BIS(METHYLENE) BIS(2,2-DIMETHYLPROPANOATE); ({[2-(6-amino-9H-purin-9-yl)ethoxy]methyl}phosphoryl)bis(oxymethanediyl) bis(2,2-dimethylpropanoate); 2,2-dimethylpropanoic acid [2-(6-aminopurin-9-yl)ethoxymethyl-[(2,2-dimethyl-1-oxopropoxy)methoxy]phosphoryl]oxymethyl ester; 3-{[2-(6-amino-9H-purin-9-yl)ethoxy]methyl}-8,8-dimethyl-3-oxido-7-oxo-2,4,6-trioxa-3?5-phosphanon-1-yl 2,2-dimethylpropanoate; 3-{[2-(6-amino-9H-purin-9-yl)ethoxy]methyl}-8,8-dimethyl-3-oxido-7-oxo-2,4,6-trioxa-3lambda~5~-phosphanon-1-yl 2,2-dimethylpropanoate
Clinical Status
Approved
Disease Indication Viral hepatitis ICD-11: 1E51 [1]
PubChem CID
60871
Formula
C20H32N5O8P
Canonical SMILES
CC(C)(C)C(=O)OCOP(=O)(COCCN1C=NC2=C(N=CN=C21)N)OCOC(=O)C(C)(C)C
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
   Click to Show/Hide the Molecular Data (Structure/Property) of This API
Structure
<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=60871"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 501.5 Topological Polar Surface Area 167
XlogP 1.8 Complexity 706
Heavy Atom Count 34 Rotatable Bond Count 15
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 12
Full List of Drug Formulations (DFMs) Containing This API
          Adefovir dipivoxil 10 mg tablet Click to Show/Hide the Full List of Formulation(s):          2 Formulation(s)
             Drug Formulation 1 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Anhydrous lactose; Magnesium stearate; Crospovidone; Silicon dioxide; Cellulose, microcrystalline; Copovidone
                   Dosage Form Oral Tablet
                   Company Sigmapharm Laboratories
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [2]
Crospovidone DIG Info Albendazole monooxygenase (Protein expression downregulation) [2]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [2]
             Drug Formulation 2 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Lactose monohydrate; Magnesium stearate; Talc; Water; Croscarmellose sodium; Starch, corn
                   Dosage Form Oral Tablet
                   Company Gilead Sciences
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [2]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [2]
References
1 FDA label for approved adefovir dipivoxil from the official website of the U.S. Food and Drug Administration.
2 Effects of commonly used excipients on the expression of CYP3A4 in colon and liver cells. Pharm Res. 2010 Aug;27(8):1703-12.

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