CN103333161B - 1’-氧代靛玉红的制备和用途 - Google Patents
1’-氧代靛玉红的制备和用途 Download PDFInfo
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- CN103333161B CN103333161B CN201310202029.3A CN201310202029A CN103333161B CN 103333161 B CN103333161 B CN 103333161B CN 201310202029 A CN201310202029 A CN 201310202029A CN 103333161 B CN103333161 B CN 103333161B
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- Prior art keywords
- indirubin
- oxo
- acid
- oxime
- chloro
- 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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- CRDNMYFJWFXOCH-BUHFOSPRSA-N Couroupitine B Natural products N\1C2=CC=CC=C2C(=O)C/1=C1/C2=CC=CC=C2NC1=O CRDNMYFJWFXOCH-BUHFOSPRSA-N 0.000 title claims abstract description 58
- CRDNMYFJWFXOCH-UHFFFAOYSA-N isoindigotin Natural products N1C2=CC=CC=C2C(=O)C1=C1C2=CC=CC=C2NC1=O CRDNMYFJWFXOCH-UHFFFAOYSA-N 0.000 title claims abstract description 58
- 238000002360 preparation method Methods 0.000 title claims description 9
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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
- C07D471/02—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 two hetero rings
- C07D471/04—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/06—Antipsoriatics
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A61P35/02—Antineoplastic agents specific for leukemia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/08—Antiallergic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/04—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
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- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Diabetes (AREA)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Hematology (AREA)
- Dermatology (AREA)
- Endocrinology (AREA)
- Oncology (AREA)
- Psychiatry (AREA)
- Obesity (AREA)
- Emergency Medicine (AREA)
- Virology (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Immunology (AREA)
- Communicable Diseases (AREA)
- Hospice & Palliative Care (AREA)
- Pulmonology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Epidemiology (AREA)
- Dispersion Chemistry (AREA)
- Saccharide Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Priority Applications (11)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310202029.3A CN103333161B (zh) | 2013-05-28 | 2013-05-28 | 1’-氧代靛玉红的制备和用途 |
| RU2015140611A RU2015140611A (ru) | 2013-05-28 | 2014-05-26 | Коньюгат бензофуранона и индола или азаиндола, его получение и применения |
| AU2014273751A AU2014273751A1 (en) | 2013-05-28 | 2014-05-26 | Conjugate of benzofuranone and indole or azaindole, and preparation and uses thereof |
| KR1020157026851A KR20160012984A (ko) | 2013-05-28 | 2014-05-26 | 벤조푸라논과 인돌 또는 아자인돌 콘쥬게이트 및 그의 제조방법과 용도 |
| EP14803761.7A EP3006442A4 (en) | 2013-05-28 | 2014-05-26 | Conjugate of benzofuranone and indole or azaindole, and preparation and uses thereof |
| MX2015016217A MX2015016217A (es) | 2013-05-28 | 2014-05-26 | Derivados acoplados de benzofuranona-indol/azaindol, preparacion y uso de los mismos. |
| US14/779,719 US9868734B2 (en) | 2013-05-28 | 2014-05-26 | Conjugate of benzofuranone and indole or azaindole, and preparation and uses thereof |
| JP2016515609A JP2016519167A (ja) | 2013-05-28 | 2014-05-26 | ベンゾフラノン−インドール／アザインドール複合体およびその調製と応用 |
| PCT/CN2014/000525 WO2014190758A1 (zh) | 2013-05-28 | 2014-05-26 | 苯并呋喃酮与吲哚或氮杂吲哚偶合物及其制备与应用 |
| CA2912943A CA2912943A1 (en) | 2013-05-28 | 2014-05-26 | Benzofuranone-indole/azaindole coupled derivatives, their preparation and use thereof |
| CN201480016601.XA CN105189486B (zh) | 2013-05-28 | 2014-05-26 | 苯并呋喃酮与吲哚或氮杂吲哚偶合物及其制备与应用 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310202029.3A CN103333161B (zh) | 2013-05-28 | 2013-05-28 | 1’-氧代靛玉红的制备和用途 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN103333161A CN103333161A (zh) | 2013-10-02 |
| CN103333161B true CN103333161B (zh) | 2015-09-30 |
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Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201310202029.3A Expired - Fee Related CN103333161B (zh) | 2013-05-28 | 2013-05-28 | 1’-氧代靛玉红的制备和用途 |
| CN201480016601.XA Expired - Fee Related CN105189486B (zh) | 2013-05-28 | 2014-05-26 | 苯并呋喃酮与吲哚或氮杂吲哚偶合物及其制备与应用 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
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| CN201480016601.XA Expired - Fee Related CN105189486B (zh) | 2013-05-28 | 2014-05-26 | 苯并呋喃酮与吲哚或氮杂吲哚偶合物及其制备与应用 |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US9868734B2 (enExample) |
| EP (1) | EP3006442A4 (enExample) |
| JP (1) | JP2016519167A (enExample) |
| KR (1) | KR20160012984A (enExample) |
| CN (2) | CN103333161B (enExample) |
| AU (1) | AU2014273751A1 (enExample) |
| CA (1) | CA2912943A1 (enExample) |
| MX (1) | MX2015016217A (enExample) |
| RU (1) | RU2015140611A (enExample) |
| WO (1) | WO2014190758A1 (enExample) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103333161B (zh) * | 2013-05-28 | 2015-09-30 | 滁州市洛达生物科技有限公司 | 1’-氧代靛玉红的制备和用途 |
| CN108721279B (zh) * | 2017-04-19 | 2021-06-29 | 安尼根有限公司 | 包含5′-羟基-5-硝基-靛玉红-3′-肟作为活性成分的乳腺癌治疗剂 |
| CN106946760A (zh) * | 2017-04-28 | 2017-07-14 | 遵义医学院 | 靛玉红衍生物或药学上能接受的盐用于抗肿瘤药物及制备方法 |
| CN111233741B (zh) * | 2020-03-04 | 2021-04-16 | 大连理工大学 | 一种有机催化靛红自缩合制备异靛蓝类化合物的方法 |
| WO2021188855A1 (en) * | 2020-03-19 | 2021-09-23 | Board Of Regents Of The University Of Nebraska | Symbiotic prodrugs for the treatment of cancer and other diseases |
| WO2022171265A1 (en) * | 2021-02-09 | 2022-08-18 | Boehringer Ingelheim International Gmbh | Modulators of complex i |
| CN113072540B (zh) * | 2021-03-29 | 2023-07-14 | 贵州医科大学 | 一种靛玉红衍生的降解剂及其制备与应用 |
| WO2023090935A1 (ko) * | 2021-11-18 | 2023-05-25 | 애니젠 주식회사 | 뉴클레오린에 특이적으로 결합하는 agm 펩타이드를 제조하는 방법 |
Citations (4)
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| CN1355789A (zh) * | 1999-04-12 | 2002-06-26 | 格哈德·艾森布兰德 | 靛类双吲哚衍生物 |
| US20020107404A1 (en) * | 2000-10-24 | 2002-08-08 | Schering Ag | Sulfur-containing indirubin derivatives, their production and use |
| CN1378447A (zh) * | 1999-04-12 | 2002-11-06 | 海恩兹·赫伯特·菲比格 | 穿透细胞膜的靛类双吲哚衍生物的用途 |
| CN101074229A (zh) * | 2007-06-08 | 2007-11-21 | 无锡杰西医药科技有限公司 | 7－氮杂靛玉红和7－氮杂异靛蓝衍生物制备及其药学用途 |
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| JPS609022B2 (ja) * | 1981-06-19 | 1985-03-07 | イスクラ産業株式会社 | インジルビン誘導体およびそれを含有する抗腫瘍剤 |
| JPS617254A (ja) * | 1984-06-20 | 1986-01-13 | Isukura Sangyo Kk | ビスインドリノンおよびそれを主成分とする制癌剤 |
| CA2333661A1 (en) * | 1998-05-29 | 1999-12-09 | Cnrs (Centre National De Recherche Scientifique) France Innovation Scien Tifique Et Transfernt | Use of indigoid bisindole derivatives for the manufacture of a medicament to inhibit cyclin dependent kinases |
| US6503937B1 (en) * | 1998-10-22 | 2003-01-07 | Ciba Specialty Chemicals Corporation | Oxobenzofuranylide-dihydroindolone |
| DE10061162A1 (de) * | 2000-11-30 | 2002-07-11 | Schering Ag | Aryl-substituierte Indirubinderivate, deren Herstellung und Verwendung |
| DE10125763A1 (de) * | 2001-05-17 | 2002-11-28 | Schering Ag | Verwendung selektiver Indirubinderivate als VEGF-R Inhibitoren |
| DE10129028A1 (de) * | 2001-06-11 | 2003-01-02 | Schering Ag | Lösliche Cdk-inhibitorische Indirubinderivate |
| US20050154046A1 (en) * | 2004-01-12 | 2005-07-14 | Longgui Wang | Methods of treating an inflammatory-related disease |
| US20100098702A1 (en) * | 2008-09-16 | 2010-04-22 | Longgui Wang | Method of treating androgen independent prostate cancer |
| CA2469649C (en) * | 2001-12-13 | 2011-05-03 | Natrogen Therapeutics, Inc. | Derivatives of isoindigo, indigo and indirubin and use in treating cancer |
| CN1199946C (zh) * | 2002-10-29 | 2005-05-04 | 无锡杰西医药科技有限公司 | 一种特异性吲哚类化合物及制备方法与其在治疗和预防癌症等疾病中的应用 |
| KR100588803B1 (ko) * | 2004-01-27 | 2006-06-12 | 학교법인조선대학교 | 암세포주에 항암활성을 지닌 인디루빈 유도체 |
| US8552053B2 (en) * | 2005-12-23 | 2013-10-08 | Centre National De La Recherche Scientifique | 7-substituted indirubin-3′oximes and their applications |
| CN101023944A (zh) * | 2006-02-23 | 2007-08-29 | 黎明涛 | 靛玉红衍生物在制备治疗神经退行性变疾病药物中的应用 |
| CN101314584A (zh) * | 2007-05-28 | 2008-12-03 | 中国人民解放军军事医学科学院放射与辐射医学研究所 | HGF/c-Met信号通道抑制剂及其制备方法和用途 |
| EP2199292A1 (en) * | 2008-12-22 | 2010-06-23 | Technische Universität Kaiserlautern | 7-azaindirubins, 7'-azaindirubins, 7-7'-diazaindirubin and the corresponding 3'-oxime ether derivates: production thereof, their production and use as a medicament |
| EP2379549B1 (en) * | 2008-12-22 | 2016-09-21 | Eisenbrand, Gerhard | 7-azaindirubins, 7'-azaindirubins, 7-7'-diazaindirubin and the corresponding 3'-oxime ether derivates: production thereof, their production and use as a medicament |
| CN101492465A (zh) * | 2009-03-05 | 2009-07-29 | 上海交通大学 | 用于抗肿瘤药物的7，7＇-二氮杂靛玉红类化合物 |
| CN101492448B (zh) * | 2009-03-05 | 2012-09-19 | 上海交通大学 | 用于抗肿瘤药物的7＇-氮杂靛玉红类化合物 |
| CN101492410B (zh) * | 2009-03-05 | 2011-06-22 | 上海交通大学 | 用于抗肿瘤药物的靛玉红类化合物 |
| CN101704813B (zh) * | 2009-11-25 | 2011-11-16 | 上海交通大学 | 1′-硫代靛玉红类化合物、用途及其制备方法 |
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| CN103627748B (zh) * | 2013-11-21 | 2016-03-30 | 华侨大学 | 一种靛玉红衍生物的制备方法 |
-
2013
- 2013-05-28 CN CN201310202029.3A patent/CN103333161B/zh not_active Expired - Fee Related
-
2014
- 2014-05-26 JP JP2016515609A patent/JP2016519167A/ja active Pending
- 2014-05-26 US US14/779,719 patent/US9868734B2/en not_active Expired - Fee Related
- 2014-05-26 AU AU2014273751A patent/AU2014273751A1/en not_active Abandoned
- 2014-05-26 MX MX2015016217A patent/MX2015016217A/es unknown
- 2014-05-26 KR KR1020157026851A patent/KR20160012984A/ko not_active Withdrawn
- 2014-05-26 EP EP14803761.7A patent/EP3006442A4/en not_active Withdrawn
- 2014-05-26 WO PCT/CN2014/000525 patent/WO2014190758A1/zh not_active Ceased
- 2014-05-26 CN CN201480016601.XA patent/CN105189486B/zh not_active Expired - Fee Related
- 2014-05-26 CA CA2912943A patent/CA2912943A1/en not_active Abandoned
- 2014-05-26 RU RU2015140611A patent/RU2015140611A/ru unknown
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| CN1355789A (zh) * | 1999-04-12 | 2002-06-26 | 格哈德·艾森布兰德 | 靛类双吲哚衍生物 |
| CN1378447A (zh) * | 1999-04-12 | 2002-11-06 | 海恩兹·赫伯特·菲比格 | 穿透细胞膜的靛类双吲哚衍生物的用途 |
| US20020107404A1 (en) * | 2000-10-24 | 2002-08-08 | Schering Ag | Sulfur-containing indirubin derivatives, their production and use |
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Also Published As
| Publication number | Publication date |
|---|---|
| EP3006442A1 (en) | 2016-04-13 |
| EP3006442A4 (en) | 2017-03-08 |
| MX2015016217A (es) | 2016-03-01 |
| CN103333161A (zh) | 2013-10-02 |
| KR20160012984A (ko) | 2016-02-03 |
| US9868734B2 (en) | 2018-01-16 |
| CN105189486A (zh) | 2015-12-23 |
| CN105189486B (zh) | 2018-07-31 |
| CA2912943A1 (en) | 2014-12-04 |
| RU2015140611A (ru) | 2017-07-04 |
| JP2016519167A (ja) | 2016-06-30 |
| US20160185771A1 (en) | 2016-06-30 |
| AU2014273751A1 (en) | 2015-10-29 |
| WO2014190758A1 (zh) | 2014-12-04 |
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