Molecular Formula: C8H12N5O5P
Molecular weight: 289.185141
InChi: InChI=1S/C8H12N5O5P/c9-8-11-6-5(7(14)12-8)10-3-13(6)1-2-18-4-19(15,16)17/h3H,1-2,4H2,(H2,15,16,17)(H3,9,11,12,14)
InChi Key: NZVORGQIEFTOQZ-UHFFFAOYSA-N
SMILES: c12c(c(=O)[nH]c(n2)N)ncn1CCOCP(=O)(O)O
Chemical Name
((2-(2-amino-6-oxo-1H-purin-9(6H)-yl)ethoxy)methyl)phosphonic acid
(2-(2-amino-6-oxo-1,6-dihydropurin-9-yl)ethoxy)methylphosphonic acid
9-(2-(phosphonomethoxy)ethyl)guanine
9-(2-phosphonylmethoxy-ethyl)guanine
9-(2-phosphonylmethoxyethyl)guanine
9-[2-(phosphonomethoxy)ethyl]guanine
PMEG
((2-(2-amino-6-oxo-1H-purin-9(6H)-yl)ethoxy)methyl)phosphonic acid
(2-(2-amino-6-oxo-1,6-dihydropurin-9-yl)ethoxy)methylphosphonic acid
9-(2-(phosphonomethoxy)ethyl)guanine
9-(2-phosphonylmethoxy-ethyl)guanine
9-(2-phosphonylmethoxyethyl)guanine
9-[2-(phosphonomethoxy)ethyl]guanine
PMEG
Authors of compound
Krecmerova, Marcela
Holy, Antonin
Elbert, Tomas
Dracinsky, Martin
Dvorakova, Hana
Jansa, Petr
Cesnek, Michal
Votruba, Ivan
Masojidkova, Milena
Andrei, Graciela
Snoeck, Robert
Balzarini, Jan
De Clercq, Erik
Hockova, Dana
Pohl, Radek
Mackman, Richard
Cihlar, Tomas
Bahador, Gina
Tloust'Ova, Eva
Clercq, Erik de
Guenter, Jaroslav
Janeba, Zlatko
Zidek, Zdenek
Olsanska, Lenka
Hajek, Miroslav
Matulova, Nadezda
Schinkmanova, Marketa
Horejsi, Katerina
Vrbkova, Silvie
Duraffour, Sophie
Van Den Oord, Joost
De Vos, Rita
Crance, Jean-Marc
Garin, Daniel
Shibata, Riri
Han, Bin
Liu, Xiaohong
Keough, Dianne T.
Guddat, Luke W.
Brehova, Petra
Jersey, John de
Baszczynski, Ondrej
Stepan, George
Prochazkova, Eliska
Holy, Antonin
Elbert, Tomas
Dracinsky, Martin
Dvorakova, Hana
Jansa, Petr
Cesnek, Michal
Votruba, Ivan
Masojidkova, Milena
Andrei, Graciela
Snoeck, Robert
Balzarini, Jan
De Clercq, Erik
Hockova, Dana
Pohl, Radek
Mackman, Richard
Cihlar, Tomas
Bahador, Gina
Tloust'Ova, Eva
Clercq, Erik de
Guenter, Jaroslav
Janeba, Zlatko
Zidek, Zdenek
Olsanska, Lenka
Hajek, Miroslav
Matulova, Nadezda
Schinkmanova, Marketa
Horejsi, Katerina
Vrbkova, Silvie
Duraffour, Sophie
Van Den Oord, Joost
De Vos, Rita
Crance, Jean-Marc
Garin, Daniel
Shibata, Riri
Han, Bin
Liu, Xiaohong
Keough, Dianne T.
Guddat, Luke W.
Brehova, Petra
Jersey, John de
Baszczynski, Ondrej
Stepan, George
Prochazkova, Eliska
Articles
Holy, Antonin;
Votruba, Ivan;
Cihlar, Tomas;
Olsanska, Lenka, Transport of adefovir (PMEA) in human T-lymphoblastoid cells. Collect. Czech. Chem. Commun. 1997, 62(5), 821 - 828.
Holy, Antonin;
Dvorakova, Hana;
Masojidkova, Milena;
Andrei, Graciela;
Snoeck, Robert;
Balzarini, Jan;
De Clercq, Erik;
Guenter, Jaroslav, Structure-antiviral activity relationship in the series of pyrimidine and purine N-[2-(2-phosphonomethoxy)ethyl] nucleotide analogues. 1. Derivatives substituted at the carbon atoms of the base. Journal of Medicinal Chemistry 1999, 42(12), 2064 - 2086, 10.1021/jm9811256 .
Holy, Antonin;
Votruba, Ivan;
Tloust'Ova, Eva;
Hajek, Miroslav;
Matulova, Nadezda, Inhibition of human telomerase by diphosphates of acyclic nucleoside phosphonates. Biochemical Pharmacology 2005, 70(6), 894 - 900, 10.1016/j.bcp.2005.06.007 .
Holy, Antonin;
Andrei, Graciela;
Snoeck, Robert;
Pohl, Radek;
Clercq, Erik de;
Horejsi, Katerina, Tricyclic etheno analogs of PMEG and PMEDAP: Synthesis and biological activity. Bioorganic and Medicinal Chemistry 2006, 14(23), 8057 - 8065, 10.1016/j.bmc.2006.07.036 .
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;
Dracinsky, Martin;
Vrbkova, Silvie, Synthesis of phosphonomethoxyethyl or 1,3-bis(phosphonomethoxy)propan-2-yl lipophilic esters of acyclic nucleoside phosphonates. Tetrahedron 2007, 63(46), 11391 - 11398, 10.1016/j.tet.2007.08.081 .
Holy, Antonin;
Votruba, Ivan;
Cihlar, Tomas;
Schinkmanova, Marketa;
Shibata, Riri;
Han, Bin;
Liu, Xiaohong, Human N-methyl-AMP/dAMP aminohydrolase (abacavir 5-monophosphate deaminase) is capable of metabolizing N-substituted purine acyclic nucleoside phosphonates. Collect. Czech. Chem. Commun. 2008, 73(2), 275 - 291, 10.1135/cccc20080275 .
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;
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 .
Holy, Antonin;
Dracinsky, Martin;
Cesnek, Michal;
Hockova, Dana;
Keough, Dianne T.;
Guddat, Luke W.;
Jersey, John de;
Baszczynski, Ondrej, Synthesis of 9-phosphonoalkyl and 9-phosphonoalkoxyalkyl purines: Evaluation of their ability to act as inhibitors of Plasmodium falciparum, Plasmodium vivax and human hypoxanthine-guanine-(xanthine) phosphoribosyltransferases. Bioorganic and Medicinal Chemistry 2012, 20(2), 1076 - 1089, 10.1016/j.bmc.2011.11.034 .