JP2017513955A5 - - Google Patents
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- Publication number
- JP2017513955A5 JP2017513955A5 JP2017507914A JP2017507914A JP2017513955A5 JP 2017513955 A5 JP2017513955 A5 JP 2017513955A5 JP 2017507914 A JP2017507914 A JP 2017507914A JP 2017507914 A JP2017507914 A JP 2017507914A JP 2017513955 A5 JP2017513955 A5 JP 2017513955A5
- Authority
- JP
- Japan
- Prior art keywords
- methoxy
- purin
- dihydroxytetrahydrofuran
- alkyl
- amino
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 125000000217 alkyl group Chemical group 0.000 claims 120
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims 96
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 94
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 40
- 125000005843 halogen group Chemical group 0.000 claims 34
- 125000001424 substituent group Chemical group 0.000 claims 33
- 125000003118 aryl group Chemical group 0.000 claims 29
- 150000003839 salts Chemical class 0.000 claims 29
- 150000001875 compounds Chemical class 0.000 claims 28
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims 23
- 125000001313 C5-C10 heteroaryl group Chemical group 0.000 claims 19
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims 17
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims 16
- 125000006568 (C4-C7) heterocycloalkyl group Chemical group 0.000 claims 16
- 229910052799 carbon Inorganic materials 0.000 claims 16
- 229910052739 hydrogen Inorganic materials 0.000 claims 14
- -1 (Methylsulfonyl) methyl Chemical group 0.000 claims 13
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims 10
- 125000004966 cyanoalkyl group Chemical group 0.000 claims 10
- 125000006376 (C3-C10) cycloalkyl group Chemical group 0.000 claims 9
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 9
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 9
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 8
- 125000006163 5-membered heteroaryl group Chemical group 0.000 claims 3
- 125000003545 alkoxy group Chemical group 0.000 claims 3
- 125000000753 cycloalkyl group Chemical group 0.000 claims 3
- 125000001072 heteroaryl group Chemical group 0.000 claims 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims 2
- QMCUISJHXICPLC-XNIJJKJLSA-N NC1=C2N=CN(C2=NC(=N1)Cl)[C@H]1[C@@H]([C@@H]([C@H](O1)COC(C(=O)O)(C(=O)O)CC1=C(C=CC=C1F)F)O)O Chemical compound NC1=C2N=CN(C2=NC(=N1)Cl)[C@H]1[C@@H]([C@@H]([C@H](O1)COC(C(=O)O)(C(=O)O)CC1=C(C=CC=C1F)F)O)O QMCUISJHXICPLC-XNIJJKJLSA-N 0.000 claims 2
- OGXXBFXUZNNBBS-UQAWHXBNSA-N O[C@@H]1[C@@H](COC(C(O)=O)C(O)=O)O[C@H]([C@@H]1O)N1C=NC2=C(N[C@@H]3CCOC3)N=C(Cl)N=C12 Chemical compound O[C@@H]1[C@@H](COC(C(O)=O)C(O)=O)O[C@H]([C@@H]1O)N1C=NC2=C(N[C@@H]3CCOC3)N=C(Cl)N=C12 OGXXBFXUZNNBBS-UQAWHXBNSA-N 0.000 claims 2
- 125000003342 alkenyl group Chemical group 0.000 claims 2
- 125000000304 alkynyl group Chemical group 0.000 claims 2
- 229910052760 oxygen Inorganic materials 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 2
- FKRCODPIKNYEAC-UHFFFAOYSA-N propionic acid ethyl ester Natural products CCOC(=O)CC FKRCODPIKNYEAC-UHFFFAOYSA-N 0.000 claims 2
- 229910052717 sulfur Inorganic materials 0.000 claims 2
- OYYIRWXXCQBYJG-QLRVTQMJSA-N 2-[[(1R,2R,3S,4R)-4-(5-chloro-4-oxoquinazolin-3-yl)-2,3-dihydroxycyclopentyl]methoxy]-2-phosphonoacetic acid Chemical compound ClC1=C2C(N(C=NC2=CC=C1)[C@H]1[C@@H]([C@@H]([C@H](C1)COC(C(=O)O)P(=O)(O)O)O)O)=O OYYIRWXXCQBYJG-QLRVTQMJSA-N 0.000 claims 1
- NNACJYKNBNMOIB-FDGLDMCPSA-N 2-[[(2R,3S,4R,5R)-3,4-dihydroxy-5-[6-(4-hydroxypiperidin-1-yl)purin-9-yl]oxolan-2-yl]methoxy]-2-phosphonoacetic acid Chemical compound O[C@@H]1[C@H](O[C@H]([C@@H]1O)N1C2=NC=NC(=C2N=C1)N1CCC(CC1)O)COC(C(=O)O)P(=O)(O)O NNACJYKNBNMOIB-FDGLDMCPSA-N 0.000 claims 1
- KJEXWSKRPPXAMG-XNIJJKJLSA-N 2-[[(2R,3S,4R,5R)-5-(6-amino-2-chloropurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy]-2-[(4-fluorophenyl)methyl]propanedioic acid Chemical compound NC1=C2N=CN(C2=NC(=N1)Cl)[C@H]1[C@@H]([C@@H]([C@H](O1)COC(C(=O)O)(C(=O)O)CC1=CC=C(C=C1)F)O)O KJEXWSKRPPXAMG-XNIJJKJLSA-N 0.000 claims 1
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- BFHYAOVYTYZXAQ-HEOLNDPQSA-N CCOC(=O)C(OC[C@H]1C[C@H]([C@H](O)[C@@H]1O)N1N=NC2=C1N=C(Cl)N=C2N)P(O)(O)=O Chemical compound CCOC(=O)C(OC[C@H]1C[C@H]([C@H](O)[C@@H]1O)N1N=NC2=C1N=C(Cl)N=C2N)P(O)(O)=O BFHYAOVYTYZXAQ-HEOLNDPQSA-N 0.000 claims 1
- MAWBBBBUAWAYIY-RIEBNTRSSA-N CCOC(=O)C(OC[C@H]1C[C@H]([C@H](O)[C@@H]1O)N1N=NC2=C1N=C(Cl)N=C2NC1CCCC1)P(O)(O)=O Chemical compound CCOC(=O)C(OC[C@H]1C[C@H]([C@H](O)[C@@H]1O)N1N=NC2=C1N=C(Cl)N=C2NC1CCCC1)P(O)(O)=O MAWBBBBUAWAYIY-RIEBNTRSSA-N 0.000 claims 1
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- 229940127272 CD73 inhibitor Drugs 0.000 claims 1
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| US10167302B2 (en) * | 2014-05-23 | 2019-01-01 | University College Cork | Phosphonate nucleosides useful in the treatment of viral diseases |
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| ES2826566T3 (es) | 2014-11-21 | 2021-05-18 | Bristol Myers Squibb Co | Anticuerpos que comprenden regiones constantes pesadas modificadas |
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| MX2019002281A (es) * | 2016-08-26 | 2019-06-20 | Mitsubishi Tanabe Pharma Corp | Compuesto heterociclico nitrogenado biciclico. |
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| US20040043959A1 (en) * | 2002-03-04 | 2004-03-04 | Bloom Laura A. | Combination therapies for treating methylthioadenosine phosphorylase deficient cells |
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| US20090156545A1 (en) * | 2005-04-01 | 2009-06-18 | Hostetler Karl Y | Substituted Phosphate Esters of Nucleoside Phosphonates |
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| WO2011131472A1 (en) | 2010-04-22 | 2011-10-27 | Institut Gustave Roussy | Compounds and uses thereof to induce an immunogenic cancer cell death in a subject |
| WO2012031320A1 (en) | 2010-09-06 | 2012-03-15 | Peter Maccallum Cancer Institute | Cancer diagnostic |
| WO2014153424A1 (en) | 2013-03-19 | 2014-09-25 | La Jolla Institute For Allergy And Immunology | Reducing diabetes in patients receiving hmg-coa reductase inhibitors (statins) |
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