JP2018104451A5 - - Google Patents
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- JP2018104451A5 JP2018104451A5 JP2018024710A JP2018024710A JP2018104451A5 JP 2018104451 A5 JP2018104451 A5 JP 2018104451A5 JP 2018024710 A JP2018024710 A JP 2018024710A JP 2018024710 A JP2018024710 A JP 2018024710A JP 2018104451 A5 JP2018104451 A5 JP 2018104451A5
- Authority
- JP
- Japan
- Prior art keywords
- iodo
- dihydro
- inden
- ethyl
- propyl
- 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
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- -1 heterocyclic amine Chemical class 0.000 claims 27
- 150000001875 compounds Chemical class 0.000 claims 11
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 11
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 9
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 6
- 239000008194 pharmaceutical composition Substances 0.000 claims 5
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 claims 3
- 125000006321 2-propynyl amino group Chemical group [H]C#CC([H])([H])N([H])* 0.000 claims 2
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 claims 2
- 101100016370 Danio rerio hsp90a.1 gene Proteins 0.000 claims 2
- 101100285708 Dictyostelium discoideum hspD gene Proteins 0.000 claims 2
- 206010028980 Neoplasm Diseases 0.000 claims 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 claims 2
- 101100071627 Schizosaccharomyces pombe (strain 972 / ATCC 24843) swo1 gene Proteins 0.000 claims 2
- 125000000278 alkyl amino alkyl group Chemical group 0.000 claims 2
- 201000011510 cancer Diseases 0.000 claims 2
- 238000009472 formulation Methods 0.000 claims 2
- 229910052736 halogen Inorganic materials 0.000 claims 2
- 150000002367 halogens Chemical class 0.000 claims 2
- 230000002401 inhibitory effect Effects 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- 230000004770 neurodegeneration Effects 0.000 claims 2
- 208000015122 neurodegenerative disease Diseases 0.000 claims 2
- NAZOWGNHOLMKMR-UHFFFAOYSA-N 1-[3-[3-[6-amino-2-fluoro-8-[(6-iodo-2,3-dihydro-1h-inden-5-yl)methyl]purin-9-yl]propyl]pyrrolidin-1-yl]ethanone Chemical compound C1N(C(=O)C)CCC1CCCN1C2=NC(F)=NC(N)=C2N=C1CC(C(=C1)I)=CC2=C1CCC2 NAZOWGNHOLMKMR-UHFFFAOYSA-N 0.000 claims 1
- CGPUKQAOCGQHIL-UHFFFAOYSA-N 1-[3-[3-[6-amino-8-[(6-iodo-2,3-dihydro-1h-inden-5-yl)sulfanyl]purin-9-yl]propyl]pyrrolidin-1-yl]ethanone Chemical compound C1N(C(=O)C)CCC1CCCN1C2=NC=NC(N)=C2N=C1SC(C(=C1)I)=CC2=C1CCC2 CGPUKQAOCGQHIL-UHFFFAOYSA-N 0.000 claims 1
- IUYWRBYQQZVXSS-UHFFFAOYSA-N 1-[3-[6-amino-2-fluoro-8-[(6-iodo-2,3-dihydro-1h-inden-5-yl)methyl]purin-9-yl]propyl]pyrrolidin-3-one Chemical compound C=1C=2CCCC=2C=C(I)C=1CC1=NC=2C(N)=NC(F)=NC=2N1CCCN1CCC(=O)C1 IUYWRBYQQZVXSS-UHFFFAOYSA-N 0.000 claims 1
- YVPLUWFTHUKTDT-UHFFFAOYSA-N 1-[3-[6-amino-8-[(6-iodo-2,3-dihydro-1h-inden-5-yl)sulfanyl]purin-9-yl]propyl]pyrrolidin-3-one Chemical compound C=1C=2CCCC=2C=C(I)C=1SC1=NC=2C(N)=NC=NC=2N1CCCN1CCC(=O)C1 YVPLUWFTHUKTDT-UHFFFAOYSA-N 0.000 claims 1
- FMRQQAUFTXAXOX-UHFFFAOYSA-N 2-fluoro-8-[(6-iodo-2,3-dihydro-1h-inden-5-yl)methyl]-9-[2-(1-methylpiperidin-2-yl)ethyl]purin-6-amine Chemical compound CN1CCCCC1CCN1C2=NC(F)=NC(N)=C2N=C1CC(C(=C1)I)=CC2=C1CCC2 FMRQQAUFTXAXOX-UHFFFAOYSA-N 0.000 claims 1
- FIHRGEQXARUNPX-UHFFFAOYSA-N 2-fluoro-8-[(6-iodo-2,3-dihydro-1h-inden-5-yl)methyl]-9-[2-(1-methylpiperidin-3-yl)ethyl]purin-6-amine Chemical compound C1N(C)CCCC1CCN1C2=NC(F)=NC(N)=C2N=C1CC(C(=C1)I)=CC2=C1CCC2 FIHRGEQXARUNPX-UHFFFAOYSA-N 0.000 claims 1
- SPQNBAJLFLRLJF-UHFFFAOYSA-N 2-fluoro-8-[(6-iodo-2,3-dihydro-1h-inden-5-yl)methyl]-9-[2-(1-methylsulfonylpiperidin-3-yl)ethyl]purin-6-amine Chemical compound C1N(S(=O)(=O)C)CCCC1CCN1C2=NC(F)=NC(N)=C2N=C1CC(C(=C1)I)=CC2=C1CCC2 SPQNBAJLFLRLJF-UHFFFAOYSA-N 0.000 claims 1
- LLYSOLHUCYZKNG-UHFFFAOYSA-N 2-fluoro-8-[(6-iodo-2,3-dihydro-1h-inden-5-yl)methyl]-9-[2-(2-methylpropylamino)ethyl]purin-6-amine Chemical compound N1=C(F)N=C2N(CCNCC(C)C)C(CC=3C(=CC=4CCCC=4C=3)I)=NC2=C1N LLYSOLHUCYZKNG-UHFFFAOYSA-N 0.000 claims 1
- SMADWRYCYBUIKH-UHFFFAOYSA-N 2-methyl-7h-purin-6-amine Chemical compound CC1=NC(N)=C2NC=NC2=N1 SMADWRYCYBUIKH-UHFFFAOYSA-N 0.000 claims 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims 1
- KVRMZUDNQMHYDI-UHFFFAOYSA-N 8-[(6-iodo-2,3-dihydro-1h-inden-5-yl)sulfanyl]-9-[2-(1-methylpiperidin-3-yl)ethyl]purin-6-amine Chemical compound C1N(C)CCCC1CCN1C2=NC=NC(N)=C2N=C1SC(C(=C1)I)=CC2=C1CCC2 KVRMZUDNQMHYDI-UHFFFAOYSA-N 0.000 claims 1
- YAJRFJIIDACZTN-UHFFFAOYSA-N 8-[(6-iodo-2,3-dihydro-1h-inden-5-yl)sulfanyl]-9-[2-(1-methylsulfonylpiperidin-3-yl)ethyl]purin-6-amine Chemical compound C1N(S(=O)(=O)C)CCCC1CCN1C2=NC=NC(N)=C2N=C1SC(C(=C1)I)=CC2=C1CCC2 YAJRFJIIDACZTN-UHFFFAOYSA-N 0.000 claims 1
- CULDUFHOZXWPGC-UHFFFAOYSA-N 8-[(6-iodo-2,3-dihydro-1h-inden-5-yl)sulfanyl]-9-[2-(2-methylpropylamino)ethyl]purin-6-amine Chemical compound N1=CN=C2N(CCNCC(C)C)C(SC=3C(=CC=4CCCC=4C=3)I)=NC2=C1N CULDUFHOZXWPGC-UHFFFAOYSA-N 0.000 claims 1
- SSZKGJHMQYVGOZ-UHFFFAOYSA-N 8-[(6-iodo-2,3-dihydro-1h-inden-5-yl)sulfanyl]-9-[3-(propan-2-ylamino)propyl]purin-6-amine Chemical compound N1=CN=C2N(CCCNC(C)C)C(SC=3C(=CC=4CCCC=4C=3)I)=NC2=C1N SSZKGJHMQYVGOZ-UHFFFAOYSA-N 0.000 claims 1
- ZTMCFEKXHPYMKI-UHFFFAOYSA-N 9-(2-aminoethyl)-8-[(6-iodo-2,3-dihydro-1h-inden-5-yl)sulfanyl]purin-6-amine Chemical compound N1=CN=C2N(CCN)C(SC=3C(=CC=4CCCC=4C=3)I)=NC2=C1N ZTMCFEKXHPYMKI-UHFFFAOYSA-N 0.000 claims 1
- SSMZTJOOPMNQEL-UHFFFAOYSA-N 9-(3-aminopropyl)-8-[(6-iodo-2,3-dihydro-1h-inden-5-yl)sulfanyl]purin-6-amine Chemical compound N1=CN=C2N(CCCN)C(SC=3C(=CC=4CCCC=4C=3)I)=NC2=C1N SSMZTJOOPMNQEL-UHFFFAOYSA-N 0.000 claims 1
- HIHAAXIARJFGSG-UHFFFAOYSA-N 9-[2-(2,2-dimethylpropylamino)ethyl]-8-[(6-iodo-2,3-dihydro-1h-inden-5-yl)sulfanyl]purin-6-amine Chemical compound N1=CN=C2N(CCNCC(C)(C)C)C(SC=3C(=CC=4CCCC=4C=3)I)=NC2=C1N HIHAAXIARJFGSG-UHFFFAOYSA-N 0.000 claims 1
- IWTGLPOAFGYPOK-UHFFFAOYSA-N 9-[3-(tert-butylamino)propyl]-2-fluoro-8-[(6-iodo-2,3-dihydro-1h-inden-5-yl)methyl]purin-6-amine Chemical compound N1=C(F)N=C2N(CCCNC(C)(C)C)C(CC=3C(=CC=4CCCC=4C=3)I)=NC2=C1N IWTGLPOAFGYPOK-UHFFFAOYSA-N 0.000 claims 1
- FDCWCLLDDQWVDC-UHFFFAOYSA-N 9-[3-(tert-butylamino)propyl]-8-[(6-iodo-2,3-dihydro-1H-inden-5-yl)sulfanyl]purin-6-amine Chemical compound CC(C)(C)NCCCn1c(Sc2cc3CCCc3cc2I)nc2c(N)ncnc12 FDCWCLLDDQWVDC-UHFFFAOYSA-N 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 235000010650 Hyssopus officinalis Nutrition 0.000 claims 1
- 240000001812 Hyssopus officinalis Species 0.000 claims 1
- 125000004103 aminoalkyl group Chemical group 0.000 claims 1
- 125000003710 aryl alkyl group Chemical group 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 1
- ALBYIUDWACNRRB-UHFFFAOYSA-N hexanamide Chemical compound CCCCCC(N)=O ALBYIUDWACNRRB-UHFFFAOYSA-N 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 229910052740 iodine Inorganic materials 0.000 claims 1
- 239000011630 iodine Substances 0.000 claims 1
- 125000006316 iso-butyl amino group Chemical group [H]N(*)C([H])([H])C([H])(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 1
- ICFQGMYPBURXAZ-UHFFFAOYSA-N pentane-1-sulfonamide Chemical compound CCCCCS(N)(=O)=O ICFQGMYPBURXAZ-UHFFFAOYSA-N 0.000 claims 1
- 125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 239000001294 propane Substances 0.000 claims 1
- JHHZLHWJQPUNKB-UHFFFAOYSA-N pyrrolidin-3-ol Chemical compound OC1CCNC1 JHHZLHWJQPUNKB-UHFFFAOYSA-N 0.000 claims 1
- 125000006318 tert-butyl amino group Chemical group [H]N(*)C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US24934909P | 2009-10-07 | 2009-10-07 | |
| US61/249,349 | 2009-10-07 |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016101964A Division JP6326088B2 (ja) | 2009-10-07 | 2016-05-20 | Ｈｓｐ９０阻害剤として有用なプリン誘導体 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2018104451A JP2018104451A (ja) | 2018-07-05 |
| JP2018104451A5 true JP2018104451A5 (https=) | 2018-08-23 |
| JP6804483B2 JP6804483B2 (ja) | 2020-12-23 |
Family
ID=43857159
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012533327A Expired - Fee Related JP5941407B2 (ja) | 2009-10-07 | 2010-10-07 | Ｈｓｐ９０阻害剤 |
| JP2016101964A Expired - Fee Related JP6326088B2 (ja) | 2009-10-07 | 2016-05-20 | Ｈｓｐ９０阻害剤として有用なプリン誘導体 |
| JP2018024710A Expired - Fee Related JP6804483B2 (ja) | 2009-10-07 | 2018-02-15 | Ｈｓｐ９０阻害剤として有用なプリン誘導体 |
Family Applications Before (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012533327A Expired - Fee Related JP5941407B2 (ja) | 2009-10-07 | 2010-10-07 | Ｈｓｐ９０阻害剤 |
| JP2016101964A Expired - Fee Related JP6326088B2 (ja) | 2009-10-07 | 2016-05-20 | Ｈｓｐ９０阻害剤として有用なプリン誘導体 |
Country Status (16)
| Country | Link |
|---|---|
| US (2) | US9328114B2 (https=) |
| EP (2) | EP3091019B1 (https=) |
| JP (3) | JP5941407B2 (https=) |
| KR (2) | KR101906568B1 (https=) |
| CN (3) | CN106083855B (https=) |
| AU (1) | AU2010303343B2 (https=) |
| BR (1) | BR112012008019A2 (https=) |
| CA (1) | CA2776308C (https=) |
| DK (1) | DK2486039T3 (https=) |
| EA (1) | EA029272B1 (https=) |
| ES (2) | ES2733131T3 (https=) |
| LT (1) | LT2486039T (https=) |
| MX (1) | MX340714B (https=) |
| NZ (2) | NZ599138A (https=) |
| PT (1) | PT2486039T (https=) |
| WO (1) | WO2011044394A1 (https=) |
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| CN103596955B (zh) | 2011-04-05 | 2016-11-16 | 索隆-基特林癌症研究协会 | Hsp90抑制剂 |
| JP6266506B2 (ja) | 2011-04-05 | 2018-01-24 | スローン − ケッタリング インスティチュート フォー キャンサー リサーチ | Ｈｓｐ９０阻害物質 |
| EA201490230A1 (ru) * | 2011-07-08 | 2014-06-30 | Слоан-Кеттеринг Инститьют Фор Кэнсер Рисерч | Применение меченых ингибиторов hsp90 |
| EP2972394A4 (en) | 2013-03-15 | 2016-11-02 | Sloan Kettering Inst Cancer | HSP90-DESIGNING AND THERAPY |
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| JP5941407B2 (ja) | 2009-10-07 | 2016-06-29 | スローン − ケッタリング インスティチュート フォー キャンサー リサーチ | Ｈｓｐ９０阻害剤 |
| CN103596955B (zh) | 2011-04-05 | 2016-11-16 | 索隆-基特林癌症研究协会 | Hsp90抑制剂 |
| JP6266506B2 (ja) | 2011-04-05 | 2018-01-24 | スローン − ケッタリング インスティチュート フォー キャンサー リサーチ | Ｈｓｐ９０阻害物質 |
| SG11201601542SA (en) | 2013-08-16 | 2016-04-28 | Sloan Kettering Inst Cancer | Selective grp94 inhibitors and uses thereof |
-
2010
- 2010-10-07 JP JP2012533327A patent/JP5941407B2/ja not_active Expired - Fee Related
- 2010-10-07 EP EP16171952.1A patent/EP3091019B1/en not_active Not-in-force
- 2010-10-07 AU AU2010303343A patent/AU2010303343B2/en not_active Ceased
- 2010-10-07 NZ NZ599138A patent/NZ599138A/en not_active IP Right Cessation
- 2010-10-07 BR BR112012008019A patent/BR112012008019A2/pt not_active IP Right Cessation
- 2010-10-07 NZ NZ625593A patent/NZ625593A/en not_active IP Right Cessation
- 2010-10-07 CA CA2776308A patent/CA2776308C/en not_active Expired - Fee Related
- 2010-10-07 LT LTEP10822718.2T patent/LT2486039T/lt unknown
- 2010-10-07 US US13/500,809 patent/US9328114B2/en active Active
- 2010-10-07 CN CN201610269904.3A patent/CN106083855B/zh not_active Expired - Fee Related
- 2010-10-07 KR KR1020127011546A patent/KR101906568B1/ko not_active Expired - Fee Related
- 2010-10-07 WO PCT/US2010/051872 patent/WO2011044394A1/en not_active Ceased
- 2010-10-07 EA EA201270535A patent/EA029272B1/ru not_active IP Right Cessation
- 2010-10-07 CN CN201610270112.8A patent/CN105924443A/zh active Pending
- 2010-10-07 ES ES16171952T patent/ES2733131T3/es active Active
- 2010-10-07 PT PT108227182T patent/PT2486039T/pt unknown
- 2010-10-07 MX MX2012004089A patent/MX340714B/es active IP Right Grant
- 2010-10-07 EP EP10822718.2A patent/EP2486039B1/en active Active
- 2010-10-07 DK DK10822718.2T patent/DK2486039T3/en active
- 2010-10-07 CN CN201080055473.1A patent/CN102639534A/zh active Pending
- 2010-10-07 KR KR1020187028594A patent/KR102129420B1/ko not_active Expired - Fee Related
- 2010-10-07 ES ES10822718.2T patent/ES2589403T3/es active Active
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2016
- 2016-04-21 US US15/135,121 patent/US10172863B2/en active Active
- 2016-05-20 JP JP2016101964A patent/JP6326088B2/ja not_active Expired - Fee Related
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2018
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