Molecular Formula: C5H3ClN4
Molecular weight: 154.55712
InChi: InChI=1S/C5H3ClN4/c6-4-3-5(9-1-7-3)10-2-8-4/h1-2H,(H,7,8,9,10)
InChi Key: ZKBQDFAWXLTYKS-UHFFFAOYSA-N
SMILES: c12c(ncnc1Cl)[nH]cn2
Chemical Name
1H-6-chloropurine
5-chloropurine
6-chloro-1H-purine
6-chloro-9H-purine
6-chloro-purine
6-Chloropurine
1H-6-chloropurine
5-chloropurine
6-chloro-1H-purine
6-chloro-9H-purine
6-chloro-purine
6-Chloropurine
Authors of compound
Cisarova, Ivana
Budesinsky, Milos
Krecmerova, Marcela
Holy, Antonin
et al.
Dracinsky, Martin
Dvorakova, Hana
Jansa, Petr
Dvorak, Dalimil
Hocek, Michal
Cesnek, Michal
Tobrman, Tomas
Kotek, Vladislav
Chudikova, Nadezda
Votruba, Ivan
Masojidkova, Milena
Andrei, Graciela
Snoeck, Robert
Balzarini, Jan
De Clercq, Erik
Hockova, Dana
Seckarova, Pavlina
Marek, Radek
Malinakova, Katerina
Kolehmainen, Erkki
Sklenar, Vladimir
Capek, Petr
Pohl, Radek
Klepetarova, Blanka
Silhar, Peter
Cerna, Igor
Shih, I-hung
Mabery, Eric
Mackman, Richard
Vrabel, Milan
Hasnik, Zbynek
Tloustova, Eva
Rosenberg, Ivan
Hrebabecky, Hubert
Liboska, Radek
Spassova, Maria
Guenter, Jaroslav
Janeba, Zlatko
Zidek, Zdenek
Sala, Michal
Kmonickova, Eva
Dolakova, Petra
Vrbovska, Silvie
Neyts, Johan
Dejmek, Milan
De Palma, Armando M.
Keough, Dianne T.
Guddat, Luke W.
Jersey, John de
Cechova, Lucie
Baszczynski, Ondrej
Budesinsky, Milos
Krecmerova, Marcela
Holy, Antonin
et al.
Dracinsky, Martin
Dvorakova, Hana
Jansa, Petr
Dvorak, Dalimil
Hocek, Michal
Cesnek, Michal
Tobrman, Tomas
Kotek, Vladislav
Chudikova, Nadezda
Votruba, Ivan
Masojidkova, Milena
Andrei, Graciela
Snoeck, Robert
Balzarini, Jan
De Clercq, Erik
Hockova, Dana
Seckarova, Pavlina
Marek, Radek
Malinakova, Katerina
Kolehmainen, Erkki
Sklenar, Vladimir
Capek, Petr
Pohl, Radek
Klepetarova, Blanka
Silhar, Peter
Cerna, Igor
Shih, I-hung
Mabery, Eric
Mackman, Richard
Vrabel, Milan
Hasnik, Zbynek
Tloustova, Eva
Rosenberg, Ivan
Hrebabecky, Hubert
Liboska, Radek
Spassova, Maria
Guenter, Jaroslav
Janeba, Zlatko
Zidek, Zdenek
Sala, Michal
Kmonickova, Eva
Dolakova, Petra
Vrbovska, Silvie
Neyts, Johan
Dejmek, Milan
De Palma, Armando M.
Keough, Dianne T.
Guddat, Luke W.
Jersey, John de
Cechova, Lucie
Baszczynski, Ondrej
Articles
Dvorak, Dalimil;
Tobrman, Tomas;
Kotek, Vladislav;
Chudikova, Nadezda, Selective synthesis of 7-substituted purines via 7,8-dihydropurines. Organic Letters 2010, 12(24), 5724 - 5727, 10.1021/ol1025525 
.
.
Holy, Antonin;
Dvorakova, Hana;
Hocek, Michal;
Votruba, Ivan, Cytostatic 6-arylpurine nucleosides II. Synthesis of sugar-modified derivatives: 9-(2-deoxy-β-D-erythro-pentofuranosyl)-, 9-(5-deoxy-β-D-ribofuranosyl)- and 9-(2,3-dihydroxypropyl)-6-phenylpurines. Collect. Czech. Chem. Commun. 2000, 65(11), 1683 - 1697.
Cisarova, Ivana;
Dvorakova, Hana;
Hocek, Michal, Covalent analogues of DNA base-pairs and triplets V. Synthesis of purine-purine and purine-pyrimidine conjugates connected by diverse types of acyclic carbon linkages. Collect. Czech. Chem. Commun. 2002, 67(10), 1560 - 1578, 10.1135/cccc20021560 .
.
Hocek, Michal;
Hockova, Dana;
Seckarova, Pavlina;
Marek, Radek;
Malinakova, Katerina;
Kolehmainen, Erkki;
Sklenar, Vladimir, Direct determination of tautomerism in purine derivatives by low-temperature NMR spectroscopy. Tetrahedron Letters 2004, 45(33), 6259 - 6263, 10.1016/j.tetlet.2004.06.088 .
.
Hocek, Michal;
Silhar, Peter;
Shih, I-hung;
Mabery, Eric;
Mackman, Richard, Cytostatic and antiviral 6-arylpurine ribonucleosides. Part 7: Synthesis and evaluation of 6-substituted purine l-ribonucleosides. Bioorganic and Medicinal Chemistry Letters 2006, 16(20), 5290 - 5293, 10.1016/j.bmcl.2006.07.092 .
.
Hocek, Michal;
Capek, Petr;
Pohl, Radek, Cross-coupling reactions of unprotected halopurine bases, nucleosides, nucleotides and nucleoside triphosphates with 4-boronophenylalanine in water. Synthesis of (purin-8-yl)- and (purin-6-yl)phenylalanines. Organic and Biomolecular Chemistry 2006, 4(11), 2278 - 2284, 10.1039/b604010a .
.
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 .
.
Hocek, Michal;
Silhar, Peter;
Hasnik, Zbynek, Synthesis of (purin-6-yl)acetates and 6-(2-hydroxyethyl)purines via cross-couplings of 6-chloropurines with the Reformatsky reagent. Tetrahedron Letters 2007, 48(32), 5589 - 5592, 10.1016/j.tetlet.2007.06.053 .
.
Hocek, Michal;
Pohl, Radek;
Klepetarova, Blanka;
Cerna, Igor, Synthesis of 6,8,9-tri- and 2,6,8,9-tetrasubstituted purines by a combination of the Suzuki cross-coupling, N-arylation, and direct C-H arylation reactions. Journal of Organic Chemistry 2008, 73(22), 9048 - 9054, 10.1021/jo8018126 .
.
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 .
.
Holy, Antonin;
et al.;
Dvorakova, Hana;
Votruba, Ivan;
Hockova, Dana;
Guenter, Jaroslav, SYNTHESIS OF 2-DEOXY-β-D-RIBONUCLEOSIDES AND2,3-DIDEOXY.β-D-PENTOFURANOSIDES ON IMMOBILIZED BACTERIAL CELLS. Collect. Czech. Chem. Commun. 1994, 59(10), 2303 - 2330, 10.1135/cccc19942303 .
.
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;
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;
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 .
.
Budesinsky, Milos;
Krecmerova, Marcela;
Holy, Antonin;
Masojidkova, Milena, Synthesis of optically active N-alkyl derivatives of (R)-3-(adenin-9-yl)-2-hydroxypropanoic acid and related compounds. Collect. Czech. Chem. Commun. 2003, 68(5), 931 - 950, 10.1135/cccc20030931 .
.
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 .
.
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 .
.
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 .
.
Holy, Antonin;
Cesnek, Michal;
Masojidkova, Milena;
Zidek, Zdenek;
Kmonickova, Eva, Synthesis of guanidino analogues of PMPDAP and their immunobiological activity. Bioorganic and Medicinal Chemistry 2008, 16(2), 965 - 980, 10.1016/j.bmc.2007.10.010 .
.
Holy, Antonin;
Dracinsky, Martin;
Hrebabecky, Hubert;
Dejmek, Milan, Synthesis of novel carbocyclic nucleoside analogues derived from 2-(hydroxymethyl)bicyclo[2.2.1]heptane. Collect. Czech. Chem. Commun. 2007, 72(11), 1523 - 1544, 10.1135/cccc20071523 .
.
Holy, Antonin;
Dracinsky, Martin;
Hrebabecky, Hubert;
Neyts, Johan;
De Palma, Armando M., Synthesis of novel carbocyclic nucleoside analogues derived from 7-oxabicyclo[2.2.1]heptane-2-methanol. Collect. Czech. Chem. Commun. 2009, 74(3), 487 - 502, 10.1135/cccc2008204 .
.
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 .
.
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 .
.
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 .
.
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 .
.
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 .
.
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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