Molecular Formula: C9H14N5O5P
Molecular weight: 303.211721
InChi: InChI=1S/C9H14N5O5P/c10-8-7-9(12-3-11-8)14(4-13-7)1-6(2-15)19-5-20(16,17)18/h3-4,6,15H,1-2,5H2,(H2,10,11,12)(H2,16,17,18)/t6-/m0/s1
InChi Key: FRPXSOOHWNMLPH-LURJTMIESA-N
SMILES: c12c(c(ncn2)N)ncn1C[C@H](OCP(=O)(O)O)CO
Chemical Name
(S)-(((1-(6-amino-9H-purin-9-yl)-3-hydroxypropan-2-yl)oxy)methyl)phosphonic acid
(S)-9-<3-hydroxy-2-(phosphonomethoxy)propyl>adenine
(S)-9-(3-hydroxy-2-(phosphonylmethoxy)propyl)adenine
(S)-9-(3-hydroxy-2-phosphonylmethoxypropyl)adenine
(S)-9-[3-Hydroxy-2-(phosphonomethoxy)propyl]adenine
(S)-HPMPA
HPMPA
(S)-(((1-(6-amino-9H-purin-9-yl)-3-hydroxypropan-2-yl)oxy)methyl)phosphonic acid
(S)-9-<3-hydroxy-2-(phosphonomethoxy)propyl>adenine
(S)-9-(3-hydroxy-2-(phosphonylmethoxy)propyl)adenine
(S)-9-(3-hydroxy-2-phosphonylmethoxypropyl)adenine
(S)-9-[3-Hydroxy-2-(phosphonomethoxy)propyl]adenine
(S)-HPMPA
HPMPA
Authors of compound
Krecmerova, Marcela
Holy, Antonin
Dracinsky, Martin
Dvorakova, Hana
Jansa, Petr
Votruba, Ivan
Masojidkova, Milena
Andrei, Graciela
Snoeck, Robert
Balzarini, Jan
De Clercq, Erik
Otmar, Miroslav
Rosenberg, Ivan
Horska, Kvetoslava
Sigel, Helmut
Alexander, Petr
Song, Bin
Janeba, Zlatko
Zidek, Zdenek
Krejcova, Romana
Naesens, Lieve
Keith, Kathy A.
Hitchcock, Michael J. M.
Lee, William A.
Kern, Earl R.
Bortos, Sanaa
William, Samia
Hammam, Olfat
Naesens
Lenaerts
Andrei
Snoeck
Van Beers
Lebeau, Ilya
Duraffour, Sophie
Van Den Oord, Joost
De Vos, Rita
Crance, Jean-Marc
Garin, Daniel
Baszczynski, Ondrej
Prochazkova, Eliska
Holy, Antonin
Dracinsky, Martin
Dvorakova, Hana
Jansa, Petr
Votruba, Ivan
Masojidkova, Milena
Andrei, Graciela
Snoeck, Robert
Balzarini, Jan
De Clercq, Erik
Otmar, Miroslav
Rosenberg, Ivan
Horska, Kvetoslava
Sigel, Helmut
Alexander, Petr
Song, Bin
Janeba, Zlatko
Zidek, Zdenek
Krejcova, Romana
Naesens, Lieve
Keith, Kathy A.
Hitchcock, Michael J. M.
Lee, William A.
Kern, Earl R.
Bortos, Sanaa
William, Samia
Hammam, Olfat
Naesens
Lenaerts
Andrei
Snoeck
Van Beers
Lebeau, Ilya
Duraffour, Sophie
Van Den Oord, Joost
De Vos, Rita
Crance, Jean-Marc
Garin, Daniel
Baszczynski, Ondrej
Prochazkova, Eliska
Articles
Holy, Antonin;
Rosenberg, Ivan, SYNTHESIS OF ISOMERIC AND ENANTIOMERIC O-PHOSPHONYLMETHYL DERIVATIVES OF 9-(2,3-DIHYDROXYPROPYL)ADENINE. Collect. Czech. Chem. Commun. 1987, 52(11), 2775 - 2791.
Holy, Antonin;
Rosenberg, Ivan, SYNTHESIS OF POTENTIAL PRODRUGS AND METABOLITES OF 9-(S)-(3-HYDROXY-2-PHOSPHONYLMETHOXYPROPYL)ADENINE. Collect. Czech. Chem. Commun. 1987, 52(11), 2792 - 2800.
Holy, Antonin;
Dvorakova, Hana;
Masojidkova, Milena, FLUORESCENT ANALOGUES OF ACYCLIC INHIBITORS OF S-ADENOSYL-L-HOMOCYSTEINE HYDROLASE. Collect. Czech. Chem. Commun. 1988, 53(8), 1779 - 1794.
Holy, Antonin, SYNTHESES OF ENANTIOMERIC N-(3-HYDROXY-2-PHOSPHONOMETHOXYPROPYL)DERIVATIVES OF PURINE AND PYRIMIDINE BASES. Collect. Czech. Chem. Commun. 1993, 58(3), 649 - 674, 10.1135/cccc19930649 .
Holy, Antonin;
Alexander, Petr, GENERAL METHOD OF PREPARATION OF N-<(S)-(3-HYDROXY-2-PHOSPHONOMETHOXYPROPYL)> DERIVATIVES OF HETEROCYCLIC BASES. Collect. Czech. Chem. Commun. 1993, 58, 1151 - 1163, 10.1135/cccc19931151 .
Holy, Antonin;
Sigel, Helmut;
Song, Bin, METAL ION-COORDINATING PROPERTIES OF THE ANTIVIRAL (S)-9-<3-HYDROXY-2-(PHOSPHONOMETHOXY)PROPYL>ADENINE (HPMPA) IN AQUEOUS SOLUTION. Gazz. Chim. Ital. 1994, 124(10), 387 - 392.
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;
Votruba, Ivan;
Masojidkova, Milena;
Otmar, Miroslav, An alternative synthesis of HPMPC and HPMPA diphosphoryl derivatives. Collect. Czech. Chem. Commun. 2001, 66(3), 500 - 506, 10.1135/cccc20010500 .
Holy, Antonin;
Votruba, Ivan;
Masojidkova, Milena;
Andrei, Graciela;
Snoeck, Robert;
Balzarini, Jan;
De Clercq, Erik;
Naesens, Lieve, 6-[2-(Phosphonomethoxy)alkoxy]pyrimidines with antiviral activity. Journal of Medicinal Chemistry 2002, 45(9), 1918 - 1929, 10.1021/jm011095y .
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;
Bortos, Sanaa;
William, Samia;
Hammam, Olfat, Activity of 9-(S)-[3-Hydroxy-2-(Phosphonomethoxy)Propyl]Adenine against Schistosomiasis mansoni in Mice. Antimicrobial Agents and Chemotherapy 2003, 47(12), 3853 - 3858, 10.1128/AAC.47.12.3853-3858.2003 .
Holy, Antonin;
Balzarini, Jan;
De Clercq, Erik;
Naesens;
Lenaerts;
Andrei;
Snoeck;
Van Beers, Antiadenovirus activities of several classes of nucleoside and nucleotide analogues. Antimicrobial Agents and Chemotherapy 2005, 49(3), 1010 - 1016, 10.1128/AAC.49.3.1010-1016.2005 .
Krecmerova, Marcela;
Holy, Antonin;
Andrei, Graciela;
Snoeck, Robert;
De Clercq, Erik;
Lebeau, Ilya, Inhibitory activities of three classes of acyclic nucleoside phosphonates against murine polyomavirus and primate simian virus 40 strains. Antimicrobial Agents and Chemotherapy 2007, 51(6), 2268 - 2273, 10.1128/AAC.01422-06 .
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 .