Molecular Formula: C9H15N6O4P
Molecular weight: 302.226961
InChi: InChI=1S/C9H15N6O4P/c1-5(19-4-20(16,17)18)2-15-3-12-6-7(10)13-9(11)14-8(6)15/h3,5H,2,4H2,1H3,(H2,16,17,18)(H4,10,11,13,14)/t5-/m1/s1
InChi Key: LWEKFDHXJHJYGB-RXMQYKEDSA-N
SMILES: c12c(c(nc(n2)N)N)ncn1C[C@H](OCP(=O)(O)O)C
Chemical Name
(R)-(((1-(2,6-diamino-9H-purin-9-yl)propan-2-yl)oxy)methyl)phosphonic acid
(R)-9-(2-phosphonomethoxypropyl)-2,6-diaminopurine
(R)-9-(2-phosphonylmethoxypropyl)-2,6-diaminopurine
(R)-9-[2-(phosphonomethoxy)propyl]-2,6-diamino-9H-purine
(R)-9-[2-(phosphonomethoxy)propyl]-2,6-diaminopurine
(R)-PMPDAP
(S)-9-(2-phosphonylmethoxypropyl)-2,6-diaminopurine
(R)-(((1-(2,6-diamino-9H-purin-9-yl)propan-2-yl)oxy)methyl)phosphonic acid
(R)-9-(2-phosphonomethoxypropyl)-2,6-diaminopurine
(R)-9-(2-phosphonylmethoxypropyl)-2,6-diaminopurine
(R)-9-[2-(phosphonomethoxy)propyl]-2,6-diamino-9H-purine
(R)-9-[2-(phosphonomethoxy)propyl]-2,6-diaminopurine
(R)-PMPDAP
(S)-9-(2-phosphonylmethoxypropyl)-2,6-diaminopurine
Authors of compound
Krecmerova, Marcela
Holy, Antonin
Dracinsky, Martin
Dvorakova, Hana
Jansa, Petr
Votruba, Ivan
Masojidkova, Milena
Mackman, Richard
Cihlar, Tomas
Bahador, Gina
Fanfrlik, Jindrich
Tloustova, Eva
Horska, Kvetoslava
Janeba, Zlatko
Zidek, Zdenek
Krejcova, Romana
Kmonickova, Eva
Potmesil, Petr
Kmoniekova, Eva
Horska, Kvtoslava
Neyts, Johan
Kasicka, Vaclav
Brehova, Petra
Baszczynski, Ondrej
Tryznova, Jana
Prenosil, Ondrej
Stepan, George
Prochazkova, Eliska
Vavrova, Katerina
Hrabalek, Alexandr
Sazelova, Petra
Skolova, Barbora
Roh, Jaroslav
Auwerx, Joeri
Kiss, Eleonora
Goris, Nesya
Diblikova, Denisa
Kopecna, Monika
Holy, Antonin
Dracinsky, Martin
Dvorakova, Hana
Jansa, Petr
Votruba, Ivan
Masojidkova, Milena
Mackman, Richard
Cihlar, Tomas
Bahador, Gina
Fanfrlik, Jindrich
Tloustova, Eva
Horska, Kvetoslava
Janeba, Zlatko
Zidek, Zdenek
Krejcova, Romana
Kmonickova, Eva
Potmesil, Petr
Kmoniekova, Eva
Horska, Kvtoslava
Neyts, Johan
Kasicka, Vaclav
Brehova, Petra
Baszczynski, Ondrej
Tryznova, Jana
Prenosil, Ondrej
Stepan, George
Prochazkova, Eliska
Vavrova, Katerina
Hrabalek, Alexandr
Sazelova, Petra
Skolova, Barbora
Roh, Jaroslav
Auwerx, Joeri
Kiss, Eleonora
Goris, Nesya
Diblikova, Denisa
Kopecna, Monika
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;
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;
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;
Votruba, Ivan;
Krejcova, Romana;
Horska, Kvtoslava, Interaction of guanine phosphonomethoxyalkyl derivatives with GMP kinase isoenzymes. Biochemical Pharmacology 2000, 60(12), 1907 - 1913, 10.1016/S0006-2952(00)00512-8 .
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;
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 .
Holy, Antonin;
Dracinsky, Martin;
Jansa, Petr;
Votruba, Ivan;
Mackman, Richard;
Cihlar, Tomas;
Bahador, Gina;
Janeba, Zlatko;
Zidek, Zdenek;
Baszczynski, Ondrej;
Stepan, George, A novel and efficient one-pot synthesis of symmetrical diamide (bis-amidate) prodrugs of acyclic nucleoside phosphonates and evaluation of their biological activities. European Journal of Medicinal Chemistry 2011, 46(9), 3748 - 3754, 10.1016/j.ejmech.2011.05.040 .
Dracinsky, Martin;
Jansa, Petr;
Janeba, Zlatko;
Baszczynski, Ondrej;
Prochazkova, Eliska, Microwave-assisted hydrolysis of phosphonate diesters: An efficient protocol for the preparation of phosphonic acids. Green Chemistry 2012, 14(8), 2282 - 2288, 10.1039/c2gc35547g .
Krecmerova, Marcela;
Dracinsky, Martin;
Jansa, Petr;
Janeba, Zlatko;
Neyts, Johan;
Kasicka, Vaclav;
Stepan, George;
Sazelova, Petra;
Auwerx, Joeri;
Kiss, Eleonora;
Goris, Nesya, 9-[2-(R)-(Phosphonomethoxy)propyl]-2,6-diaminopurine (R)-PMPDAP and its prodrugs: Optimized preparation, including identification of by-products formed, and antiviral evaluation in vitro. Bioorganic and Medicinal Chemistry 2013, 21(5), 1199 - 1208, 10.1016/j.bmc.2012.12.044 .