JP6843767B2 - 抗がん剤としての三環式化合物 - Google Patents
抗がん剤としての三環式化合物 Download PDFInfo
- Publication number
- JP6843767B2 JP6843767B2 JP2017559003A JP2017559003A JP6843767B2 JP 6843767 B2 JP6843767 B2 JP 6843767B2 JP 2017559003 A JP2017559003 A JP 2017559003A JP 2017559003 A JP2017559003 A JP 2017559003A JP 6843767 B2 JP6843767 B2 JP 6843767B2
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- JP
- Japan
- Prior art keywords
- alkyl
- optionally substituted
- cycloalkyl
- substituted
- aryl
- 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.)
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- 0 CC(C)C(NC)=C(*)N=[N+] Chemical compound CC(C)C(NC)=C(*)N=[N+] 0.000 description 25
- IRDVNWTUGSTEPG-UHFFFAOYSA-N CC(C)N(C)c(c1c2[n](C(C(CC3)CCC3(F)F)c3ccccc3)c3cc(-c4c(C)nn[n]4C)cnc13)ncc2S(C)(=O)=O Chemical compound CC(C)N(C)c(c1c2[n](C(C(CC3)CCC3(F)F)c3ccccc3)c3cc(-c4c(C)nn[n]4C)cnc13)ncc2S(C)(=O)=O IRDVNWTUGSTEPG-UHFFFAOYSA-N 0.000 description 2
- SZNWQTGLPHJTIT-UHFFFAOYSA-N CC(C)Oc(c1c2[n](C(C(CC3)CCC3(F)F)c3ccccc3)c3cc(-c4c(C)nn[n]4C)cnc13)ncc2S(C)(=O)=O Chemical compound CC(C)Oc(c1c2[n](C(C(CC3)CCC3(F)F)c3ccccc3)c3cc(-c4c(C)nn[n]4C)cnc13)ncc2S(C)(=O)=O SZNWQTGLPHJTIT-UHFFFAOYSA-N 0.000 description 2
- GQMOCSHCUPBTOY-YTTGMZPUSA-N CC(C)(C(CC1)CCN1c(cc1)nc([n]([C@@H](C2CCOCC2)c(cccc2)c2F)c2c3)c1c2ncc3-c1c(C)nn[n]1C)O Chemical compound CC(C)(C(CC1)CCN1c(cc1)nc([n]([C@@H](C2CCOCC2)c(cccc2)c2F)c2c3)c1c2ncc3-c1c(C)nn[n]1C)O GQMOCSHCUPBTOY-YTTGMZPUSA-N 0.000 description 1
- WVSOQBGVQROJBC-MUUNZHRXSA-N CC(C)(c(cnc(OC)c12)c1[n]([C@@H](C1CCOCC1)c1ccccc1)c1c2ncc(-c2c(C)[o]nc2C)c1)O Chemical compound CC(C)(c(cnc(OC)c12)c1[n]([C@@H](C1CCOCC1)c1ccccc1)c1c2ncc(-c2c(C)[o]nc2C)c1)O WVSOQBGVQROJBC-MUUNZHRXSA-N 0.000 description 1
- RRJLHIHGYHDMEB-MRXNPFEDSA-N CC(C)Oc(c1c2[n]([C@H](C)C3CCOCC3)c3cc(-c4c(C)nn[n]4C)cnc13)ncc2S(C)(=O)=O Chemical compound CC(C)Oc(c1c2[n]([C@H](C)C3CCOCC3)c3cc(-c4c(C)nn[n]4C)cnc13)ncc2S(C)(=O)=O RRJLHIHGYHDMEB-MRXNPFEDSA-N 0.000 description 1
- WNRLHLMSCHRUDZ-UHFFFAOYSA-N CC(C)c1c(C)nn[n]1I Chemical compound CC(C)c1c(C)nn[n]1I WNRLHLMSCHRUDZ-UHFFFAOYSA-N 0.000 description 1
- QOGJTHPLTJNWIA-SSEXGKCCSA-N CC(CC1)(CCN1c(cc1)nc([n]([C@@H](C2CCOCC2)c2ccccc2)c2c3)c1c2ncc3-c1c(C)nn[n]1C)O Chemical compound CC(CC1)(CCN1c(cc1)nc([n]([C@@H](C2CCOCC2)c2ccccc2)c2c3)c1c2ncc3-c1c(C)nn[n]1C)O QOGJTHPLTJNWIA-SSEXGKCCSA-N 0.000 description 1
- XABREEJXVKOURU-MHZLTWQESA-N CC(c1cnc(c(cc2)c([n]3[C@H](C4CCOCC4)c4ccccc4)nc2-c2c(C)nn[n]2C)c3c1)=O Chemical compound CC(c1cnc(c(cc2)c([n]3[C@H](C4CCOCC4)c4ccccc4)nc2-c2c(C)nn[n]2C)c3c1)=O XABREEJXVKOURU-MHZLTWQESA-N 0.000 description 1
- XFKUKXQKORNTHH-GYPFFMPGSA-O CC/C(/N=[NH2+])=C(\C(C)C)/NC Chemical compound CC/C(/N=[NH2+])=C(\C(C)C)/NC XFKUKXQKORNTHH-GYPFFMPGSA-O 0.000 description 1
- SZHINPJMFVKABA-UHFFFAOYSA-N CCCc1c(C)[o]nc1C Chemical compound CCCc1c(C)[o]nc1C SZHINPJMFVKABA-UHFFFAOYSA-N 0.000 description 1
- JNWIPCVMTWLCMW-RUZDIDTESA-N Cc1c(-c(cc2[n]([C@@H](C3CCOCC3)c3ccccc3)c3c(cn4)Cl)cnc2c3c4OC)[n](C)nn1 Chemical compound Cc1c(-c(cc2[n]([C@@H](C3CCOCC3)c3ccccc3)c3c(cn4)Cl)cnc2c3c4OC)[n](C)nn1 JNWIPCVMTWLCMW-RUZDIDTESA-N 0.000 description 1
- RSKRNFNHZSYPBN-RUZDIDTESA-N Cc1c(-c(cc2[n]([C@@H](C3CCOCC3)c3ccccc3)c3c(cn4)S(C)(=O)=O)cnc2c3c4O)[n](C)nn1 Chemical compound Cc1c(-c(cc2[n]([C@@H](C3CCOCC3)c3ccccc3)c3c(cn4)S(C)(=O)=O)cnc2c3c4O)[n](C)nn1 RSKRNFNHZSYPBN-RUZDIDTESA-N 0.000 description 1
- DNGADADQCUCDHJ-RUZDIDTESA-N Cc1c(-c(cc2[n]([C@@H](C3CCOCC3)c3ccccc3)c3c(nc4)Cl)cnc2c3c4OC)[n](C)nn1 Chemical compound Cc1c(-c(cc2[n]([C@@H](C3CCOCC3)c3ccccc3)c3c(nc4)Cl)cnc2c3c4OC)[n](C)nn1 DNGADADQCUCDHJ-RUZDIDTESA-N 0.000 description 1
- BCQCAEKWMFKZIU-MUUNZHRXSA-N Cc1c(-c2cc([n]([C@@H](C3CCOCC3)c3ccccc3)c(c3c(NCC4CC4)nc4)c4Cl)c3nc2)[n](C)nn1 Chemical compound Cc1c(-c2cc([n]([C@@H](C3CCOCC3)c3ccccc3)c(c3c(NCC4CC4)nc4)c4Cl)c3nc2)[n](C)nn1 BCQCAEKWMFKZIU-MUUNZHRXSA-N 0.000 description 1
- OEBDFBSFMJKSFH-UHFFFAOYSA-N Cc1c(-c2cnc(c(cc3)c([n]4C(C(CC5)CCC5(F)F)c5ccccc5)nc3-c3c(C)nn[n]3C)c4c2)[n](C)nn1 Chemical compound Cc1c(-c2cnc(c(cc3)c([n]4C(C(CC5)CCC5(F)F)c5ccccc5)nc3-c3c(C)nn[n]3C)c4c2)[n](C)nn1 OEBDFBSFMJKSFH-UHFFFAOYSA-N 0.000 description 1
- USBFJDCXGUZHEC-GDLZYMKVSA-N Cc1c(-c2cnc(c(cc3)c([n]4[C@@H](C5CCOCC5)c5ccccc5)nc3S(N3CCCC3)(=O)=O)c4c2)[n](C)nn1 Chemical compound Cc1c(-c2cnc(c(cc3)c([n]4[C@@H](C5CCOCC5)c5ccccc5)nc3S(N3CCCC3)(=O)=O)c4c2)[n](C)nn1 USBFJDCXGUZHEC-GDLZYMKVSA-N 0.000 description 1
- KASBWRCPNRNUSO-SSEXGKCCSA-N Cc1c(-c2cnc(c(cnc(N(CC3)CCS3(=O)=O)c3)c3[n]3[C@@H](C4CCOCC4)c4ccccc4)c3c2)[n](C)nn1 Chemical compound Cc1c(-c2cnc(c(cnc(N(CC3)CCS3(=O)=O)c3)c3[n]3[C@@H](C4CCOCC4)c4ccccc4)c3c2)[n](C)nn1 KASBWRCPNRNUSO-SSEXGKCCSA-N 0.000 description 1
- YXOFYHJEIJJGJN-UHFFFAOYSA-N Cc1c(-c2cnc(c3ccnc(NCCO)c3[n]3C(C4CCOCC4)c4ccccc4)c3c2)[n](C)nn1 Chemical compound Cc1c(-c2cnc(c3ccnc(NCCO)c3[n]3C(C4CCOCC4)c4ccccc4)c3c2)[n](C)nn1 YXOFYHJEIJJGJN-UHFFFAOYSA-N 0.000 description 1
- YTSKEEVOSXSNNX-UHFFFAOYSA-N Cc1c(-c2cnc(c3ccnc(NCCOC)c3[n]3C(C4CCOCC4)c4ccccc4)c3c2)[n](C)nn1 Chemical compound Cc1c(-c2cnc(c3ccnc(NCCOC)c3[n]3C(C4CCOCC4)c4ccccc4)c3c2)[n](C)nn1 YTSKEEVOSXSNNX-UHFFFAOYSA-N 0.000 description 1
- TZKKOHDULHTKNF-AREMUKBSSA-N Cc1c(-c2cnc3c(c(OC)ncc4S(C)(=O)=O)c4[n]([C@@H](C4CCOCC4)c4ccccc4)c3c2)[n](C)nn1 Chemical compound Cc1c(-c2cnc3c(c(OC)ncc4S(C)(=O)=O)c4[n]([C@@H](C4CCOCC4)c4ccccc4)c3c2)[n](C)nn1 TZKKOHDULHTKNF-AREMUKBSSA-N 0.000 description 1
- WZICGFPHVPGGGF-LJQANCHMSA-N Cc1n[o]c(C)c1-c1cnc(c(cc2)c([n]3[C@@H](C4CCOCC4)C=C)nc2S(C)(=O)=O)c3c1 Chemical compound Cc1n[o]c(C)c1-c1cnc(c(cc2)c([n]3[C@@H](C4CCOCC4)C=C)nc2S(C)(=O)=O)c3c1 WZICGFPHVPGGGF-LJQANCHMSA-N 0.000 description 1
- LZHDGHLKYGCIFE-MHZLTWQESA-N Cc1n[o]c(C)c1-c1cnc(c(cc2)c([n]3[C@@H](C4CCOCC4)c(cccc4)c4F)nc2S(C)(=O)=O)c3c1 Chemical compound Cc1n[o]c(C)c1-c1cnc(c(cc2)c([n]3[C@@H](C4CCOCC4)c(cccc4)c4F)nc2S(C)(=O)=O)c3c1 LZHDGHLKYGCIFE-MHZLTWQESA-N 0.000 description 1
- DNPSJOXDIBTLHM-MHZLTWQESA-N Cc1n[o]c(C)c1-c1cnc2c(c(OC)ncc3S(C)(=O)=O)c3[n]([C@@H](C3CCOCC3)c(cccc3)c3F)c2c1 Chemical compound Cc1n[o]c(C)c1-c1cnc2c(c(OC)ncc3S(C)(=O)=O)c3[n]([C@@H](C3CCOCC3)c(cccc3)c3F)c2c1 DNPSJOXDIBTLHM-MHZLTWQESA-N 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/12—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains three hetero rings
- C07D471/14—Ortho-condensed systems
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- A61K31/4375—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems the heterocyclic ring system containing a six-membered ring having nitrogen as a ring heteroatom, e.g. quinolizines, naphthyridines, berberine, vincamine
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- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
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- A61K31/4523—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems
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- A61K31/5375—1,4-Oxazines, e.g. morpholine
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D519/00—Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6561—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing systems of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring or ring system, with or without other non-condensed hetero rings
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- Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
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| CN108137589B (zh) * | 2016-01-20 | 2021-03-26 | 宁波文达医药科技有限公司 | 作为布罗莫区结构域抑制剂的咔啉衍生物 |
| US20190040063A1 (en) * | 2016-02-05 | 2019-02-07 | Chia Tai Tianqing Pharmaceutical Group Co., Ltd. | Tricyclic compound for bromodomain-containing protein inhibitor and preparation pharmaceutical composition, and application thereof |
| BR102018007822A2 (pt) | 2017-04-20 | 2018-11-06 | Gilead Sciences, Inc. | composto, métodos para inibir pd-1, pd-l1 e/ou interação de pd-1/pd-l1 e para tratamento de câncer, composição farmacêutica, e, kit para tratamento de ou prevenção de câncer ou uma doença ou condição |
| WO2019080941A1 (en) * | 2017-10-27 | 2019-05-02 | Jacobio-Beta Pharmaceuticals Co., Ltd. | NEW TRICYCLIC COMPOUNDS |
| CR20200347A (es) | 2018-02-13 | 2020-09-23 | Gilead Sciences Inc | Inhibidores pd-1/pd-l1 |
| AU2019295983B2 (en) * | 2018-06-25 | 2021-09-30 | Jacobio Pharmaceuticals Co., Ltd. | Tricyclic compounds |
| SG11202012425QA (en) | 2018-07-13 | 2021-01-28 | Gilead Sciences Inc | Pd-1/pd-l1 inhibitors |
| WO2020200284A1 (zh) * | 2019-04-04 | 2020-10-08 | 上海华汇拓医药科技有限公司 | 三环类化合物制备方法及其在医药领域的应用 |
| US10947253B2 (en) | 2019-08-05 | 2021-03-16 | Ankh Life Sciences Limited | Fused polycyclic dimers |
| EP4051663B1 (en) * | 2019-10-30 | 2024-02-21 | Janssen Sciences Ireland Unlimited Company | Synthesis of 3-nitro-n-(2,2,2-trifluoroethyl)-4-pyridinamine |
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| WO2024099441A1 (en) * | 2022-11-11 | 2024-05-16 | Jingrui Biopharma (Shandong) Co., Ltd. | Bromodomain and extra-terminal (bet) protein degrader |
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