KR102279999B1 - 선택적 에스트로겐 수용체 분해제로서의 벤조티오펜 유도체 및 그의 조성물 - Google Patents
선택적 에스트로겐 수용체 분해제로서의 벤조티오펜 유도체 및 그의 조성물 Download PDFInfo
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- KR102279999B1 KR102279999B1 KR1020157025506A KR20157025506A KR102279999B1 KR 102279999 B1 KR102279999 B1 KR 102279999B1 KR 1020157025506 A KR1020157025506 A KR 1020157025506A KR 20157025506 A KR20157025506 A KR 20157025506A KR 102279999 B1 KR102279999 B1 KR 102279999B1
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- Prior art keywords
- alkyl
- mmol
- phenyl
- oxy
- thiophen
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- 0 *C(C=CC(N(*)c1c(-c2c(*)cccc2)[s]c2cc(OI)ccc12)=CI)=* Chemical compound *C(C=CC(N(*)c1c(-c2c(*)cccc2)[s]c2cc(OI)ccc12)=CI)=* 0.000 description 1
- BPMCEHCMSBNYSA-WYMLVPIESA-N C/C(/C(O)=O)=C\c(cc1)ccc1Oc1c(-c(cc2)ccc2O)[s]c2cc(O)ccc12 Chemical compound C/C(/C(O)=O)=C\c(cc1)ccc1Oc1c(-c(cc2)ccc2O)[s]c2cc(O)ccc12 BPMCEHCMSBNYSA-WYMLVPIESA-N 0.000 description 1
- WMKJPEIIQAMKEU-LTGZKZEYSA-N CC(C)c(cccc1)c1-c([s]c1c2ccc(OCN(C(c3c4cccc3)=O)S4(=O)=O)c1)c2Oc1ccc(/C=C/C(OC(C)(C)C)=O)cc1 Chemical compound CC(C)c(cccc1)c1-c([s]c1c2ccc(OCN(C(c3c4cccc3)=O)S4(=O)=O)c1)c2Oc1ccc(/C=C/C(OC(C)(C)C)=O)cc1 WMKJPEIIQAMKEU-LTGZKZEYSA-N 0.000 description 1
- OBSUYYXASXMBHB-NTEUORMPSA-N CC(C)c(cccc1)c1-c([s]c1cc(O)ccc11)c1Oc1ccc(/C=C/C(O)=O)cc1 Chemical compound CC(C)c(cccc1)c1-c([s]c1cc(O)ccc11)c1Oc1ccc(/C=C/C(O)=O)cc1 OBSUYYXASXMBHB-NTEUORMPSA-N 0.000 description 1
- RSZWNDWOUUDKOZ-UHFFFAOYSA-N CC(c(cc(cc1)F)c1Br)=C Chemical compound CC(c(cc(cc1)F)c1Br)=C RSZWNDWOUUDKOZ-UHFFFAOYSA-N 0.000 description 1
- NJHZIPCIIIZAJJ-UHFFFAOYSA-N CC(c(cccc1)c1Br)F Chemical compound CC(c(cccc1)c1Br)F NJHZIPCIIIZAJJ-UHFFFAOYSA-N 0.000 description 1
- WYIHORIWOUUXED-XNTDXEJSSA-N COCc(cccc1)c1-c([s]c1c2ccc(OC)c1)c2Oc1ccc(/C=C/C(OC)=O)cc1 Chemical compound COCc(cccc1)c1-c([s]c1c2ccc(OC)c1)c2Oc1ccc(/C=C/C(OC)=O)cc1 WYIHORIWOUUXED-XNTDXEJSSA-N 0.000 description 1
- JERKJFZSNPFGSG-UHFFFAOYSA-N COc(cc1)cc2c1C(Oc(cc1)ccc1Br)=CS2(=O)=O Chemical compound COc(cc1)cc2c1C(Oc(cc1)ccc1Br)=CS2(=O)=O JERKJFZSNPFGSG-UHFFFAOYSA-N 0.000 description 1
- FNLSHMXGVURELI-UHFFFAOYSA-N COc(cc1)ccc1C(S(c1c2ccc(OC)c1)=O)=C2Oc(cc1)ccc1Br Chemical compound COc(cc1)ccc1C(S(c1c2ccc(OC)c1)=O)=C2Oc(cc1)ccc1Br FNLSHMXGVURELI-UHFFFAOYSA-N 0.000 description 1
- WPHJQTRSUGFTTB-AWNIVKPZSA-N Cc1nnc(/C=C/c(cc2)ccc2Oc2c(-c(cc3)c(C)cc3F)[s]c3cc(OC)ccc23)[nH]1 Chemical compound Cc1nnc(/C=C/c(cc2)ccc2Oc2c(-c(cc3)c(C)cc3F)[s]c3cc(OC)ccc23)[nH]1 WPHJQTRSUGFTTB-AWNIVKPZSA-N 0.000 description 1
- PLFWTSTZSDJCFU-KGVSQERTSA-N OC(/C=C/c(cc1)ccc1Oc1c(-c(cc2)ccc2O)[s]c2c1ccc(O)c2)=O Chemical compound OC(/C=C/c(cc1)ccc1Oc1c(-c(cc2)ccc2O)[s]c2c1ccc(O)c2)=O PLFWTSTZSDJCFU-KGVSQERTSA-N 0.000 description 1
- VLWKJMJGMQBKLS-KGVSQERTSA-N OC(/C=C/c(cc1)ccc1Oc1c(-c2ccc(C(F)(F)F)cc2)[s]c2c1ccc(O)c2)=O Chemical compound OC(/C=C/c(cc1)ccc1Oc1c(-c2ccc(C(F)(F)F)cc2)[s]c2c1ccc(O)c2)=O VLWKJMJGMQBKLS-KGVSQERTSA-N 0.000 description 1
- NBMKTCICIYWVMJ-UHFFFAOYSA-N OC(CCc(cc1)ccc1Oc1c(-c(cc2)ccc2O)[s]c2c1ccc(O)c2)=O Chemical compound OC(CCc(cc1)ccc1Oc1c(-c(cc2)ccc2O)[s]c2c1ccc(O)c2)=O NBMKTCICIYWVMJ-UHFFFAOYSA-N 0.000 description 1
- WMCHZWIIKZUXJO-UHFFFAOYSA-N Oc(cc1)ccc1-c([s]c1c2ccc(O)c1)c2Oc(cc1)ccc1Br Chemical compound Oc(cc1)ccc1-c([s]c1c2ccc(O)c1)c2Oc(cc1)ccc1Br WMCHZWIIKZUXJO-UHFFFAOYSA-N 0.000 description 1
Classifications
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/38—Heterocyclic compounds having sulfur as a ring hetero atom
- A61K31/381—Heterocyclic compounds having sulfur as a ring hetero atom having five-membered rings
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- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/397—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having four-membered rings, e.g. azetidine
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- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
- A61K31/4025—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil not condensed and containing further heterocyclic rings, e.g. cromakalim
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- A61K31/403—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil condensed with carbocyclic rings, e.g. carbazole
- A61K31/404—Indoles, e.g. pindolol
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- A61K31/4196—1,2,4-Triazoles
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- A61K31/42—Oxazoles
- A61K31/422—Oxazoles not condensed and containing further heterocyclic rings
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- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
- A61K31/4436—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a heterocyclic ring having sulfur as a ring hetero atom
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- A61K31/4738—Quinolines; Isoquinolines ortho- or peri-condensed with heterocyclic ring systems
- A61K31/4745—Quinolines; Isoquinolines ortho- or peri-condensed with heterocyclic ring systems condensed with ring systems having nitrogen as a ring hetero atom, e.g. phenantrolines
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- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
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- A61K31/5375—1,4-Oxazines, e.g. morpholine
- A61K31/5377—1,4-Oxazines, e.g. morpholine not condensed and containing further heterocyclic rings, e.g. timolol
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- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D333/52—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes
- C07D333/62—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the hetero ring
- C07D333/64—Oxygen atoms
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D333/52—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes
- C07D333/62—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the hetero ring
- C07D333/66—Nitrogen atoms not forming part of a nitro radical
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- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
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- C07D409/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/10—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing aromatic rings
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
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- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
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- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
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- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201361766439P | 2013-02-19 | 2013-02-19 | |
| US61/766,439 | 2013-02-19 | ||
| PCT/US2014/015938 WO2014130310A1 (en) | 2013-02-19 | 2014-02-12 | Benzothiophene derivatives and compositions thereof as selective estrogen receptor degraders |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR20150119385A KR20150119385A (ko) | 2015-10-23 |
| KR102279999B1 true KR102279999B1 (ko) | 2021-07-22 |
Family
ID=50239942
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020157025506A Expired - Fee Related KR102279999B1 (ko) | 2013-02-19 | 2014-02-12 | 선택적 에스트로겐 수용체 분해제로서의 벤조티오펜 유도체 및 그의 조성물 |
Country Status (46)
Families Citing this family (40)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SI2958907T1 (en) | 2013-02-19 | 2018-05-31 | Novartis Ag | Benzothiophene derivatives and their compositions as selective estrogen receptor antagonists |
| WO2016132998A1 (ja) * | 2015-02-19 | 2016-08-25 | Jnc株式会社 | ベンゾチオフェンを有する液晶性化合物、液晶組成物および液晶表示素子 |
| TWI708770B (zh) | 2015-06-08 | 2020-11-01 | 日商捷恩智股份有限公司 | 具有苯并噻吩的液晶性化合物、液晶組成物及液晶顯示元件 |
| EP3386968B1 (en) * | 2015-12-09 | 2025-04-02 | The Board of Trustees of the University of Illinois | Benzothiophene-based selective estrogen receptor downregulator compounds |
| AU2017242027B2 (en) | 2016-04-01 | 2020-10-08 | Recurium Ip Holdings, Llc | Estrogen receptor modulators |
| WO2018081168A2 (en) * | 2016-10-24 | 2018-05-03 | The Board Of Trustees Of The University Of Illinois | Benzothiophene-based selective mixed estrogen receptor downregulators |
| AU2018205262A1 (en) * | 2017-01-06 | 2019-07-11 | G1 Therapeutics, Inc. | Combination therapy for the treatment of cancer |
| EP3580223A4 (en) * | 2017-02-10 | 2021-01-06 | G1 Therapeutics, Inc. | Benzothiophene estrogen receptor modulators |
| RU2020119578A (ru) | 2017-11-16 | 2021-12-17 | Новартис Аг | Комбинированные терапии |
| WO2019097426A1 (en) | 2017-11-16 | 2019-05-23 | Novartis Ag | Pharmaceutical combination comprising lsz102 and ribociclib |
| US10695333B2 (en) | 2017-12-01 | 2020-06-30 | Novartis Ag | Pharmaceutical combination comprising LSZ102 and alpelisib |
| KR102766460B1 (ko) * | 2018-01-22 | 2025-02-11 | 래디어스 파마슈티컬스, 인코포레이티드 | 에스트로겐 수용체-조절 화합물 |
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