Molecular Formula: C9H14N5O4P
Molecular weight: 287.212321
InChi: InChI=1S/C9H14N5O4P/c1-6(18-5-19(15,16)17)2-14-4-13-7-8(10)11-3-12-9(7)14/h3-4,6H,2,5H2,1H3,(H2,10,11,12)(H2,15,16,17)/t6-/m1/s1
InChi Key: SGOIRFVFHAKUTI-ZCFIWIBFSA-N
SMILES: c12c(c(ncn2)N)ncn1C[C@H](OCP(=O)(O)O)C
Chemical Name
(R)-9-(2-phosphonylmethoxypropyl)adenine
(R)-9-[2-(phosphonomethoxy)propyl]adenine
(R)-PMPA
Tenofovir
[14C]-Tenofovir
[3H]-Tenofovir
(R)-9-(2-phosphonylmethoxypropyl)adenine
(R)-9-[2-(phosphonomethoxy)propyl]adenine
(R)-PMPA
Tenofovir
[14C]-Tenofovir
[3H]-Tenofovir
Authors of compound
Krecmerova, Marcela
Holy, Antonin
Elbert, Tomas
Dracinsky, Martin
Dvorakova, Hana
Jansa, Petr
Votruba, Ivan
Masojidkova, Milena
Andrei, Graciela
Snoeck, Robert
Balzarini, Jan
De Clercq, Erik
Hockova, Dana
Klepetarova, Blanka
Fanfrlik, Jindrich
Tloustova, Eva
Clercq, Erik de
Horska, Kvetoslava
Janeba, Zlatko
Zidek, Zdenek
Krejcova, Romana
Keith, Kathy A.
Hitchcock, Michael J. M.
Lee, William A.
Kern, Earl R.
Kmonickova, Eva
Potmesil, Petr
Kmoniekova, Eva
Duraffour, Sophie
Van Den Oord, Joost
De Vos, Rita
Crance, Jean-Marc
Garin, Daniel
Brehova, Petra
Baszczynski, Ondrej
Tryznova, Jana
Prenosil, Ondrej
Prochazkova, Eliska
BALZARINI, Jan, Marie, Rene
DE CLERCQ, Erik, Desire, Alice
Holy, Antonin
Elbert, Tomas
Dracinsky, Martin
Dvorakova, Hana
Jansa, Petr
Votruba, Ivan
Masojidkova, Milena
Andrei, Graciela
Snoeck, Robert
Balzarini, Jan
De Clercq, Erik
Hockova, Dana
Klepetarova, Blanka
Fanfrlik, Jindrich
Tloustova, Eva
Clercq, Erik de
Horska, Kvetoslava
Janeba, Zlatko
Zidek, Zdenek
Krejcova, Romana
Keith, Kathy A.
Hitchcock, Michael J. M.
Lee, William A.
Kern, Earl R.
Kmonickova, Eva
Potmesil, Petr
Kmoniekova, Eva
Duraffour, Sophie
Van Den Oord, Joost
De Vos, Rita
Crance, Jean-Marc
Garin, Daniel
Brehova, Petra
Baszczynski, Ondrej
Tryznova, Jana
Prenosil, Ondrej
Prochazkova, Eliska
BALZARINI, Jan, Marie, Rene
DE CLERCQ, Erik, Desire, Alice
Articles
Holy, Antonin;
Masojidkova, Milena, SYNTHESIS OF ENANTIOMERIC N-(2-PHOSPHONOMETHOXYPROPYL) DERIVATIVES OF PURINE AND PYRIMIDINE BASES. I. THE STEPWISE APPROACH. Collect. Czech. Chem. Commun. 1995, 60(7), 1196 - 1212, 10.1135/cccc19951196 .
Holy, Antonin;
Dvorakova, Hana;
Masojidkova, Milena, SYNTHESIS OF ENANTIOMERIC N-(2-PHOSPHONOMETHOXYPROPYL)DERIVATIVES OF PURINE AND PYRIMIDINE BASES. II. THE SYNTHON APPROACH. Collect. Czech. Chem. Commun. 1995, 60(8), 1390 - 1409, 10.1135/cccc19951390 .
Holy, Antonin;
Masojidkova, Milena;
Hockova, Dana, "Abbreviated" NADanalogues containing a phosphonate function. Collect. Czech. Chem. Commun. 1996, 61(10), 1538 - 1548, 10.1135/cccc19961538 .
Holy, Antonin;
Hockova, Dana, "Abbreviated" NAD Analogues Containing a Phosphonate Function. Collect. Czech. Chem. Commun. 1996, 61, S52 - S54.
Holy, Antonin;
Votruba, Ivan;
Zidek, Zdenek, Inhibition of Murine Lymphocyte Proliferation by N-Substituted Acyclic Purine Nucleoside Phosphonates. Collect. Czech. Chem. Commun. 1996, 61, S182 - S187.
Holy, Antonin;
Votruba, Ivan;
Horska, Kvetoslava;
Krejcova, Romana, Phosphorylation of purine (phosphonomethoxy)alkyl derivatives by mitochondrial AMP kinase (AK2 type) from L1210 cells. Collect. Czech. Chem. Commun. 2000, 65(10), 1653 - 1668.
Holy, Antonin;
Keith, Kathy A.;
Hitchcock, Michael J. M.;
Lee, William A.;
Kern, Earl R., Evaluation of nucleoside phosphonates and their analogs and prodrugs for inhibition of orthopoxvirus replication. Antimicrobial Agents and Chemotherapy 2003, 47(7), 2193 - 2198, 10.1128/AAC.47.7.2193-2198.2003 .
Holy, Antonin;
Zidek, Zdenek;
Kmonickova, Eva, Involvement of adenosine A receptors in upregulation of nitric oxide by acyclic nucleotide analogues. Eur. J. Pharmacol. 2004, 501(1-3), 79 - 86, 10.1016/j.ejphar.2004.08.031 .
Holy, Antonin;
Zidek, Zdenek;
Kmonickova, Eva;
Potmesil, Petr, Purine P receptor-dependent immunostimulatory effects of antiviral acyclic analogues of adenine and 2,6-diaminopurine. Eur. J. Pharmacol. 2006, 530(1-2), 179 - 187, 10.1016/j.ejphar.2005.11.037 .
Holy, Antonin;
Zidek, Zdenek;
Potmesil, Petr;
Kmoniekova, Eva, Immunobiological activity of N-[2-(phosphonomethoxy)alkyl] derivatives of N-substituted adenines, and 2,6-diaminopurines. Eur. J. Pharmacol. 2003, 475(1-3), 149 - 159, 10.1016/S0014-2999(03)02110-1 .
Holy, Antonin;
Masojidkova, Milena;
Andrei, Graciela;
Snoeck, Robert;
Balzarini, Jan;
De Clercq, Erik;
Hockova, Dana, Synthesis and antiviral activity of 2,4-diamino-5-cyano-6-[2- (phosphonomethoxy)ethoxy]pyrimidine and related compounds. Bioorganic and Medicinal Chemistry 2004, 12(12), 3197 - 3202, 10.1016/j.bmc.2004.04.002 .
Krecmerova, Marcela;
Holy, Antonin;
Andrei, Graciela;
Snoeck, Robert;
De Clercq, Erik;
Duraffour, Sophie;
Van Den Oord, Joost;
De Vos, Rita;
Crance, Jean-Marc;
Garin, Daniel, Activities of several classes of acyclic nucleoside phosphonates against camelpox virus replication in different cell culture models. Antimicrobial Agents and Chemotherapy 2007, 51(12), 4410 - 4419, 10.1128/AAC.00838-07 .
Holy, Antonin;
Zidek, Zdenek;
Kmonickova, Eva, Secretion of antiretroviral chemokines by human cells cultured with acyclic nucleoside phosphonates. Eur. J. Pharmacol. 2007, 574(1), 77 - 84, 10.1016/j.ejphar.2007.07.024 .
Holy, Antonin;
Dracinsky, Martin;
Jansa, Petr;
Votruba, Ivan;
Balzarini, Jan;
Klepetarova, Blanka;
Clercq, Erik de;
Janeba, Zlatko;
Baszczynski, Ondrej, Synthesis and antiviral activity of N-[3-fluoro-2- (phosphonomethoxy)propyl] analogues derived from N-substituted adenines and 2,6-diaminopurines. Bioorganic and Medicinal Chemistry 2011, 19(7), 2114 - 2124, 10.1016/j.bmc.2011.02.050 .
Holy, Antonin;
Elbert, Tomas;
Brehova, Petra, The preparation of H-labeled acyclic nucleoside phosphonates and study of their stability. Collect. Czech. Chem. Commun. 2010, 75(7), 757 - 766, 10.1135/cccc2010020 .
Holy, Antonin;
Votruba, Ivan;
Fanfrlik, Jindrich;
Tloustova, Eva;
Horska, Kvetoslava;
Brehova, Petra;
Tryznova, Jana;
Prenosil, Ondrej, Inhibition of human purine nucleoside phosphorylase by tenofovir phosphate congeners. Collect. Czech. Chem. Commun. 2010, 75(12), 1249 - 1257, 10.1135/cccc2010094 .