Molecular Formula: C5H4ClN5
Molecular weight: 169.57176
InChi: InChI=1S/C5H4ClN5/c6-3-2-4(9-1-8-2)11-5(7)10-3/h1H,(H3,7,8,9,10,11)
InChi Key: RYYIULNRIVUMTQ-UHFFFAOYSA-N
SMILES: c12c(c(nc(n1)N)Cl)nc[nH]2
Chemical Name
1H-2-amino-6-chloropurine
2-amino-6-chloro-9H-purine
2-amino-6-chloro-purine
2-amino-6-chloropurine
6-chloro-9H-purin-2-ylamine
6-Chloroguanine
1H-2-amino-6-chloropurine
2-amino-6-chloro-9H-purine
2-amino-6-chloro-purine
2-amino-6-chloropurine
6-chloro-9H-purin-2-ylamine
6-Chloroguanine
Authors of compound
Budesinsky, Milos
Krecmerova, Marcela
Holy, Antonin
Jindrich, Jindrich
Dracinsky, Martin
Dvorakova, Hana
Sedlak, Milos
Simunek, Petr
Jansa, Petr
Hocek, Michal
Cesnek, Michal
Votruba, Ivan
Masojidkova, Milena
Andrei, Graciela
Snoeck, Robert
Balzarini, Jan
De Clercq, Erik
Hockova, Dana
Capek, Petr
Pohl, Radek
Vrabel, Milan
Hasnik, Zbynek
Fanfrlik, Jindrich
Tloustova, Eva
Rosenberg, Ivan
Liboska, Radek
Alexander, Petr
Spassova, Maria
Guenter, Jaroslav
Janeba, Zlatko
Zidek, Zdenek
Sala, Michal
Dolakova, Petra
Horejsi, Katerina
Vrbovska, Silvie
Vrbkova, Silvie
Keough, Dianne T.
De Jersey, John
Guddat, Luke W.
Jersey, John de
Cechova, Lucie
Baszczynski, Ondrej
Mertlikova-Kaiserova, Helena
Kolman, Viktor
Kostinova, Alexandra
Wang, Tzu-Hsuan
Antonietti, Markus
Krecmerova, Marcela
Holy, Antonin
Jindrich, Jindrich
Dracinsky, Martin
Dvorakova, Hana
Sedlak, Milos
Simunek, Petr
Jansa, Petr
Hocek, Michal
Cesnek, Michal
Votruba, Ivan
Masojidkova, Milena
Andrei, Graciela
Snoeck, Robert
Balzarini, Jan
De Clercq, Erik
Hockova, Dana
Capek, Petr
Pohl, Radek
Vrabel, Milan
Hasnik, Zbynek
Fanfrlik, Jindrich
Tloustova, Eva
Rosenberg, Ivan
Liboska, Radek
Alexander, Petr
Spassova, Maria
Guenter, Jaroslav
Janeba, Zlatko
Zidek, Zdenek
Sala, Michal
Dolakova, Petra
Horejsi, Katerina
Vrbovska, Silvie
Vrbkova, Silvie
Keough, Dianne T.
De Jersey, John
Guddat, Luke W.
Jersey, John de
Cechova, Lucie
Baszczynski, Ondrej
Mertlikova-Kaiserova, Helena
Kolman, Viktor
Kostinova, Alexandra
Wang, Tzu-Hsuan
Antonietti, Markus
Articles
Holy, Antonin;
Hocek, Michal, A FACILE SYNTHESIS OF 6-CYANOPURINE BASES. Collect. Czech. Chem. Commun. 1995, 60(8), 1386 - 1389, 10.1135/cccc19951386 
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Hocek, Michal;
Capek, Petr;
Pohl, Radek;
Vrabel, Milan;
Hasnik, Zbynek, Aqueous-phase Suzuki-Miyaura cross-coupling reactions of free halopurine bases. Synthesis 2006(20), 3515 - 3526, 10.1055/s-2006-950240 .
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Holy, Antonin;
Dvorakova, Hana;
Rosenberg, Ivan, SYNTHESIS OF N-(2-(2-PHOSPHONYLETHOXY)ETHYL) DERIVATIVES OF HETEROCYCLIC BASES. Collect. Czech. Chem. Commun. 1990, 55(3), 809 - 818.
Holy, Antonin;
Dvorakova, Hana;
Rosenberg, Ivan, SYNTHESIS OF N-(2-PHOSPHONYLMETHOXYETHYL) DERIVATIVES OF HETEROCYCLIC BASES. Collect. Czech. Chem. Commun. 1989, 54(8), 2190 - 2210.
Holy, Antonin;
Dvorakova, Hana;
Rosenberg, Ivan, SYNTHESIS OF (3-HYDROXY-2-PHOSPHONYLMETHOXYPROPYL) DERIVATIVES OF HETEROCYCLIC BASES. Collect. Czech. Chem. Commun. 1989, 54(9), 2470 - 2501.
Holy, Antonin;
Jindrich, Jindrich;
Dvorakova, Hana, SYNTHESIS OF ISOMERIC N-(3-FLUORO-2-HYDROXYPROPYL) AND N-(2-FLUORO-3-HYDROXYPROPYL) DERIVATIVES OF PURINE AND PYRIMIDINE BASES. Collect. Czech. Chem. Commun. 1992, 57(7), 1466 - 1482, 10.1135/cccc19921466 .
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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 .
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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 .
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Holy, Antonin;
Jindrich, Jindrich;
Dvorakova, Hana, SYNTHESIS OF N-(3-FLUORO-2-PHOSPHONOMETHOXYPROPYL) (FPMP) DERIVATIVES OF HETEROCYCLIC BASES. Collect. Czech. Chem. Commun. 1993, 58(7), 1645 - 1667, 10.1135/cccc19931645 .
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Budesinsky, Milos;
Holy, Antonin;
Dvorakova, Hana;
Masojidkova, Milena;
Spassova, Maria, SYNTHEIS OF N-(3-AZIDO-2-HYDROXYPROPYL), N-(3-PHTHALIMIDO-2-HYDROXYPROPYL) AND N-(3-AMINO-2-HYDROXYPROPYL)DERIVATIVES OF HETEROCYCLIC BASES. Collect. Czech. Chem. Commun. 1994, 59(5), 1153 - 1174, 10.1135/cccc19941153 .
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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 .
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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 .
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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 .
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Holy, Antonin;
Votruba, Ivan;
Masojidkova, Milena;
Tloustova, Eva, Synthesis and cytostatic activity of N-[2-(phosphonomethoxy)alkyl] derivatives of N-substituted adenines, 2,6-diaminopurines and related compounds. Collect. Czech. Chem. Commun. 2001, 66(10), 1545 - 1592.
Holy, Antonin;
Cesnek, Michal;
Masojidkova, Milena, 6-Guanidinopurine nucleosides and their analogues. Tetrahedron 2002, 58(15), 2985 - 2996, 10.1016/S0040-4020(02)00186-2 .
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Krecmerova, Marcela;
Holy, Antonin;
Masojidkova, Milena, Synthesis of N- and N-[2-hydroxy-3- (phosphonomethoxy)-propyl] derivatives of N-substituted adenines, 2,6-diaminopurines and related compounds. Collect. Czech. Chem. Commun. 2004, 69(10), 1889 - 1913, 10.1135/cccc20041889 .
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Holy, Antonin;
Cesnek, Michal;
Masojidkova, Milena;
Zidek, Zdenek, Synthesis of 9-alkyl and 9-heteroalkyl substituted 2-amino-6- guanidinopurines and their influence on the NO-production in macrophages. Bioorganic and Medicinal Chemistry 2005, 13(8), 2917 - 2926, 10.1016/j.bmc.2005.02.008 .
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Holy, Antonin;
Masojidkova, Milena;
Dolakova, Petra, Synthesis of Base Substituted 2-Hydroxy-3-(purin-9-yl)-propanoic Acids and 4-(Purin-9-yl)-3-butenoic Acids. Nucleosides, Nucleotides and Nucleic Acids 2003, 22(12), 2145 - 2160, 10.1081/NCN-120026636 .
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Holy, Antonin;
Pohl, Radek;
Horejsi, Katerina, Tricyclic purine analogs derived from 2-amino-6-chloropurine and 2,6-diaminopurine and their methylated quaternary salts. Collect. Czech. Chem. Commun. 2006, 71(1), 77 - 90, 10.1135/cccc20060077 .
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Holy, Antonin;
Masojidkova, Milena;
Pohl, Radek;
Vrbovska, Silvie, Bifunctional acyclic nucleoside phosphonates. 1. Symmetrical 1,3-bis[(phosphonomethoxy)propan-2-yl] derivatives of purines and pyrimidines. Collect. Czech. Chem. Commun. 2006, 71(4), 543 - 566, 10.1135/cccc20060543 .
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Holy, Antonin;
Dracinsky, Martin;
Vrbkova, Silvie, Bifunctional acyclic nucleoside phosphonates: synthesis of chiral 9-{3-hydroxy[1,4-bis(phosphonomethoxy)]butan-2-yl} derivatives of purines. Tetrahedron Asymmetry 2007, 18(18), 2233 - 2247, 10.1016/j.tetasy.2007.09.021 .
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Holy, Antonin;
Dracinsky, Martin;
Vrbkova, Silvie, Bifunctional acyclic nucleoside phosphonates: 2. Symmetrical 2-{[bis(phosphono)methoxy]methyl}ethyl derivatives of purines and pyrimidines. Collect. Czech. Chem. Commun. 2007, 72(7), 965 - 983, 10.1135/cccc20070965 .
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Holy, Antonin;
Dracinsky, Martin;
Fanfrlik, Jindrich;
Dolakova, Petra, Synthesis of analogues of Acyclic nucleoside diphosphates containing a (phosphonomethyl)phosphanyl moiety and studies of their phosphorylation. European Journal of Organic Chemistry 2009(7), 1082 - 1092, 10.1002/ejoc.200800911 .
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Holy, Antonin;
Dracinsky, Martin;
Hockova, Dana, Synthesis and properties of a novel type of acyclic nucleoside phosphonates: 2-(purin-9-yl)ethoxyphenylphosphonic acids. European Journal of Organic Chemistry 2010(15), 2885 - 2892, 10.1002/ejoc.201000061 .
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Holy, Antonin;
Masojidkova, Milena;
Hockova, Dana;
Keough, Dianne T.;
Guddat, Luke W.;
Jersey, John de, Synthesis of branched 9-[2-(2-phosphonoethoxy)ethyl]purines as a new class of acyclic nucleoside phosphonates which inhibit Plasmodium falciparum hypoxanthine-guanine-xanthine phosphoribosyltransferase. Bioorganic and Medicinal Chemistry 2009, 17(17), 6218 - 6232, 10.1016/j.bmc.2009.07.044 .
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Holy, Antonin;
Dracinsky, Martin;
Jansa, Petr;
Janeba, Zlatko;
Sala, Michal;
Cechova, Lucie, The optimized microwave-assisted decomposition of formamides and its synthetic utility in the amination reactions of purines. Tetrahedron 2011, 67(5), 866 - 871, 10.1016/j.tet.2010.12.040 .
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Holy, Antonin;
Andrei, Graciela;
Snoeck, Robert;
Balzarini, Jan;
Hockova, Dana, Acyclic nucleoside phosphonates with a branched 2-(2-phosphonoethoxy)ethyl chain: Efficient synthesis and antiviral activity. Bioorganic and Medicinal Chemistry 2011, 19(15), 4445 - 4453, 10.1016/j.bmc.2011.06.045 .
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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 .
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Krecmerova, Marcela;
Holy, Antonin;
Dracinsky, Martin;
Hockova, Dana;
Keough, Dianne T.;
Guddat, Luke W., Synthesis of purine N-[2-hydroxy-3-O-(phosphonomethoxy)propyl] derivatives and their side-chain modified analogs as potential antimalarial agents. Bioorganic and Medicinal Chemistry 2012, 20(3), 1222 - 1230, 10.1016/j.bmc.2011.12.034 .
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Holy, Antonin;
Dracinsky, Martin;
Jansa, Petr;
Hockova, Dana;
Janeba, Zlatko;
Keough, Dianne T.;
Guddat, Luke W.;
Baszczynski, Ondrej, The effect of novel [3-fluoro-(2-phosphonoethoxy)propyl]purines on the inhibition of Plasmodium falciparum, Plasmodium vivax and human hypoxanthine-guanine-(xanthine) phosphoribosyltransferases. European Journal of Medicinal Chemistry 2013, 67, 81 - 89, 10.1016/j.ejmech.2013.06.032 .
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Dracinsky, Martin;
Jansa, Petr;
Janeba, Zlatko;
Mertlikova-Kaiserova, Helena;
Kolman, Viktor;
Kostinova, Alexandra, Efficient synthesis and biological properties of the 2'-trifluoromethyl analogues of acyclic nucleosides and acyclic nucleoside phosphonates. Collect. Czech. Chem. Commun. 2011, 76(10), 1187 - 1198, 10.1135/cccc2011105 .
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Hockova, Dana;
Janeba, Zlatko;
Keough, Dianne T.;
De Jersey, John;
Guddat, Luke W.;
Wang, Tzu-Hsuan, Synthesis of novel N-branched acyclic nucleoside phosphonates as potent and selective inhibitors of human, plasmodium falciparum and plasmodium vivax 6-oxopurine phosphoribosyltransferases. Journal of Medicinal Chemistry 2012, 55(13), 6209 - 6223, 10.1021/jm300662d .
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