CN105283456B - 5-溴-靛玉红 - Google Patents

5-溴-靛玉红 Download PDF

Info

Publication number
CN105283456B
CN105283456B CN201480021350.4A CN201480021350A CN105283456B CN 105283456 B CN105283456 B CN 105283456B CN 201480021350 A CN201480021350 A CN 201480021350A CN 105283456 B CN105283456 B CN 105283456B
Authority
CN
China
Prior art keywords
unsubstituted
substituted
compound
cancer
alkyl
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.)
Active
Application number
CN201480021350.4A
Other languages
English (en)
Chinese (zh)
Other versions
CN105283456A (zh
Inventor
R·约韦
S·南
D·霍内
J·谢
A·L·斯卡拉特苏尼什
M·克里特萨尼达
N·加博里奥-科拉尔
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
National and Kapodistrian University of Athens
City of Hope
Original Assignee
National and Kapodistrian University of Athens
City of Hope
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by National and Kapodistrian University of Athens, City of Hope filed Critical National and Kapodistrian University of Athens
Publication of CN105283456A publication Critical patent/CN105283456A/zh
Application granted granted Critical
Publication of CN105283456B publication Critical patent/CN105283456B/zh
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • 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
    • A61K31/403—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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing three or more hetero rings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435—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
    • A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
    • A61K31/4439—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. omeprazole
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
    • A61K31/496—Non-condensed piperazines containing further heterocyclic rings, e.g. rifampin, thiothixene or sparfloxacin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
    • A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
    • 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
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
    • C07D209/40—Nitrogen atoms, not forming part of a nitro radical, e.g. isatin semicarbazone
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/44—Iso-indoles; Hydrogenated iso-indoles
    • C07D209/48—Iso-indoles; Hydrogenated iso-indoles with oxygen atoms in positions 1 and 3, e.g. phthalimide
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Epidemiology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oncology (AREA)
  • Hematology (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Indole Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
CN201480021350.4A 2013-03-14 2014-03-14 5-溴-靛玉红 Active CN105283456B (zh)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201361783290P 2013-03-14 2013-03-14
US61/783,290 2013-03-14
PCT/US2014/028730 WO2014153023A1 (en) 2013-03-14 2014-03-14 5-bromo-indirubins

Publications (2)

Publication Number Publication Date
CN105283456A CN105283456A (zh) 2016-01-27
CN105283456B true CN105283456B (zh) 2018-12-18

Family

ID=51581389

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201480021350.4A Active CN105283456B (zh) 2013-03-14 2014-03-14 5-溴-靛玉红

Country Status (12)

Country Link
US (4) US20160068517A1 (enExample)
EP (1) EP2970310B1 (enExample)
JP (1) JP6422936B2 (enExample)
KR (1) KR102275112B1 (enExample)
CN (1) CN105283456B (enExample)
AU (1) AU2014236370C1 (enExample)
BR (1) BR112015023383A2 (enExample)
CA (1) CA2902914A1 (enExample)
EA (1) EA035877B1 (enExample)
IL (1) IL240916A0 (enExample)
MX (1) MX2015013021A (enExample)
WO (1) WO2014153023A1 (enExample)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2970310B1 (en) * 2013-03-14 2020-11-11 City of Hope 5-bromo-indirubins
US20150259288A1 (en) 2014-03-14 2015-09-17 City Of Hope 5-bromo-indirubins
CA2991052A1 (en) 2015-07-02 2017-01-05 City Of Hope Compounds and compositions including phosphorothioated oligodeoxynucleotide, and methods of use thereof
AU2018358582B2 (en) * 2017-10-31 2021-06-10 Pelemed Co., Ltd. Pharmaceutical composition for prevention or treatment of acute myeloid leukemia or metastatic breast cancer
KR102443617B1 (ko) * 2019-12-06 2022-09-16 광주과학기술원 근감소증 또는 근위축증의 예방 또는 치료용 약제학적 조성물
KR102744517B1 (ko) * 2022-02-14 2024-12-19 주식회사 펠레메드 신규한 헤테로비시클릭 잔기를 갖는 인디루빈 유도체 및 이의 용도

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1949968A (zh) * 2004-05-12 2007-04-18 拜尔作物科学有限公司 植物生长调节作用
WO2007099402A2 (en) * 2005-12-23 2007-09-07 Centre National De La Recherche Scientifique (Cnrs) New 3’-, 7-substituted indirubins and their applications
EP2149553A1 (en) * 2008-08-01 2010-02-03 Centre National De La Recherche Scientifique 3', 6-substituted indirubins and their biological applications

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4911920A (en) 1986-07-30 1990-03-27 Alcon Laboratories, Inc. Sustained release, comfort formulation for glaucoma therapy
FR2588189B1 (fr) 1985-10-03 1988-12-02 Merck Sharp & Dohme Composition pharmaceutique de type a transition de phase liquide-gel
JP2594486B2 (ja) 1991-01-15 1997-03-26 アルコン ラボラトリーズ インコーポレイテッド 局所的眼薬組成物
US5212162A (en) 1991-03-27 1993-05-18 Alcon Laboratories, Inc. Use of combinations gelling polysaccharides and finely divided drug carrier substrates in topical ophthalmic compositions
FR2801216A1 (fr) * 1999-11-23 2001-05-25 Centre Nat Rech Scient Utilisation de derives d'indirubine pour la fabrication de medicaments
US20050154046A1 (en) * 2004-01-12 2005-07-14 Longgui Wang Methods of treating an inflammatory-related disease
US20060078494A1 (en) * 2004-09-24 2006-04-13 Sapphire Therapeutics, Inc. Use of inhibitors of 24-hydroxylase in the treatment of cancer
EP2518139A1 (en) * 2011-04-27 2012-10-31 Universitätsklinikum Jena Use of indirubin derivatives for producing pluripotent stem cells
JP6019412B2 (ja) 2011-07-15 2016-11-02 学校法人日本大学 悪性腫瘍に対する高選択的細胞毒性を有するインディルビン誘導体
US10435367B2 (en) * 2013-03-14 2019-10-08 City Of Hope Indirubin derivatives, and uses thereof
EP2970310B1 (en) 2013-03-14 2020-11-11 City of Hope 5-bromo-indirubins
US20150259288A1 (en) 2014-03-14 2015-09-17 City Of Hope 5-bromo-indirubins

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1949968A (zh) * 2004-05-12 2007-04-18 拜尔作物科学有限公司 植物生长调节作用
WO2007099402A2 (en) * 2005-12-23 2007-09-07 Centre National De La Recherche Scientifique (Cnrs) New 3’-, 7-substituted indirubins and their applications
EP2149553A1 (en) * 2008-08-01 2010-02-03 Centre National De La Recherche Scientifique 3', 6-substituted indirubins and their biological applications

Non-Patent Citations (4)

* Cited by examiner, † Cited by third party
Title
Photoreactivity of indirubin derivatives;David Olivier 等;《Photochemical & Photobiological Sciences》;20080122;第7卷(第3期);第328-336页，参见Fig.1，Table 1-3，第328、333页 *
Soluble 3’,6-Substituted Indirubins with Enhanced Selectivity toward Glycogen Synthase Kinase -3 Alter Circadian Period;Konstantina Vougogiannopoulou 等;《J. Med. Chem.》;20080925;第51卷(第20期);第6421-6431页，尤其Scheme I,Table 1 *
Synthesis of novel 5-substituted indirubins as protein kinases inhibitors;Anne Beauchard 等;《Bioorganic & Medicinal Chemistry》;20060608;第14卷(第18期);第6434-6443页，参见Table 3，第4.2节，第6434页 *
Water-Soluble Cationic Derivatives of Indirubin, the Active Anticancer Component from Indigo naturalis;Werner Ginzinger 等;《CHEMISTRY & BIODIVERSITY》;20121031;第9卷(第10期);第2175-2185页，参见第2176、2179-2180、2183页 *

Also Published As

Publication number Publication date
MX2015013021A (es) 2016-07-14
HK1220197A1 (zh) 2017-04-28
US11306072B2 (en) 2022-04-19
EP2970310B1 (en) 2020-11-11
CN105283456A (zh) 2016-01-27
US20160068517A1 (en) 2016-03-10
JP2016514160A (ja) 2016-05-19
EA035877B1 (ru) 2020-08-25
BR112015023383A2 (pt) 2017-07-18
AU2014236370B2 (en) 2018-07-19
US20180170915A1 (en) 2018-06-21
WO2014153023A1 (en) 2014-09-25
EP2970310A1 (en) 2016-01-20
CA2902914A1 (en) 2014-09-25
AU2014236370A1 (en) 2015-09-17
AU2014236370C1 (en) 2019-01-17
US20200283421A1 (en) 2020-09-10
EP2970310A4 (en) 2016-09-07
EA201591709A1 (ru) 2016-03-31
KR20160006669A (ko) 2016-01-19
US20220274964A1 (en) 2022-09-01
KR102275112B1 (ko) 2021-07-08
JP6422936B2 (ja) 2018-11-14
IL240916A0 (en) 2015-10-29

Similar Documents

Publication Publication Date Title
US10703718B2 (en) 5-bromo-indirubins
US20250064812A1 (en) Methods for treating testicular and ovarian adrenal rest tumors
US11730736B2 (en) Anticancer agents
US20220274964A1 (en) 5-bromo-indirubins
US11213510B2 (en) Thioindirubins
HK40040045A (en) Methods for treating testicular and ovarian adrenal rest tumors
HK40040045B (en) Methods for treating testicular and ovarian adrenal rest tumors
HK1220197B (en) 5-bromo-indirubins

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
GR01 Patent grant
GR01 Patent grant