CO4940464A1 - Derivados bis-indol con actividad antimestastatica un pro- ceso para su separacion y composiciones farmaceuticas que los contienen - Google Patents
Derivados bis-indol con actividad antimestastatica un pro- ceso para su separacion y composiciones farmaceuticas que los contienenInfo
- Publication number
- CO4940464A1 CO4940464A1 CO98036361A CO98036361A CO4940464A1 CO 4940464 A1 CO4940464 A1 CO 4940464A1 CO 98036361 A CO98036361 A CO 98036361A CO 98036361 A CO98036361 A CO 98036361A CO 4940464 A1 CO4940464 A1 CO 4940464A1
- Authority
- CO
- Colombia
- Prior art keywords
- carboxy
- conhoh
- hydroxy
- amino
- antimestatic
- Prior art date
Links
- 238000000034 method Methods 0.000 title 1
- 239000008194 pharmaceutical composition Substances 0.000 title 1
- 238000000926 separation method Methods 0.000 title 1
- -1 hydroxy, hydroxymethyl Chemical group 0.000 abstract 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 2
- 125000004663 dialkyl amino group Chemical group 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 abstract 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 1
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 abstract 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical class [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 1
- 125000004414 alkyl thio group Chemical group 0.000 abstract 1
- 230000000259 anti-tumor effect Effects 0.000 abstract 1
- 239000002257 antimetastatic agent Substances 0.000 abstract 1
- 239000002246 antineoplastic agent Substances 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 229910052731 fluorine Inorganic materials 0.000 abstract 1
- 239000011737 fluorine Substances 0.000 abstract 1
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 150000002431 hydrogen Chemical group 0.000 abstract 1
- QWPPOHNGKGFGJK-UHFFFAOYSA-N hypochlorous acid Chemical group ClO QWPPOHNGKGFGJK-UHFFFAOYSA-N 0.000 abstract 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical group II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 125000001624 naphthyl group Chemical group 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 125000004076 pyridyl group Chemical group 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000011593 sulfur Substances 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 0.000 abstract 1
Classifications
-
- 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
-
- 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
-
- 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
- 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
- A61P35/04—Antineoplastic agents specific for metastasis
-
- 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
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/14—Radicals substituted by nitrogen atoms, not forming part of a nitro radical
-
- 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
-
- 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
- C07D405/14—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 three or more hetero rings
-
- 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
- C07D409/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings
-
- 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
- C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
- C07F9/572—Five-membered rings
- C07F9/5728—Five-membered rings condensed with carbocyclic rings or carbocyclic ring systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Epidemiology (AREA)
- Oncology (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Indole Compounds (AREA)
- Pyridine Compounds (AREA)
Abstract
La presente invención se relaciona con compuestos de lafórmula general (I): en que: R y R1 se seleccionan independientemente entre hidrógeno, hidroxi, cloro, bromo, yodo, flúor y grupos alquilo (C1 -C6 ), alcoxi (C1 -C4 ), amino, monoalquilamino (C1 -C4 ), dialquilamino (C1 -C4 ), -SH, alquiltio (C1 -C4 ), carboxi, alcoxicarbonil (C1 -C4 ) R y R1 ´ se seleccionan independientemente entre hidrógeno, hidroxi, hidroximetil, amino, carboxi, y grupos alquil (C1 -C4 ). A es un grupo fenilo o naftilo sustituido con por lo menos un grupo seleccionado entre hidroxi, carboxi, -SH, -CONHOH o -PO3 H2 , o es un heterociclo de 5 ó 6 miembros, que contiene 1 ó 2 heteroátomos, seleccionados entre oxígeno, nitrógeno o azufre, y que puede ser opcionalmente benzocondensado y/o sustituido con por lo menos un grupo seleccionado entre piridilo, SH, -PO3 H2 , carboxi o -CONHOH, o es un grupo de fórmula -(CH2 )n -X, en que n es 1 ó 2, y X se selecciona entre -SH, -CONHOH o -PO3 H2 , carboxi, amino, monoalquilamino (C1 -C4 ), dialquilamino (C1 -C4 ), enantiómeros, diasteroisómeros, racematos y mezclas de ellos, así como sales de ellos con ácidos y bases farmacéuticamente aceptables, útiles como agentes antitumorales y antimetastáticos.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP97110336A EP0887348A1 (en) | 1997-06-25 | 1997-06-25 | Bis-Indole derivatives having antimetastatic activity, a process for their preparation and pharmaceutical compositions containing them |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CO4940464A1 true CO4940464A1 (es) | 2000-07-24 |
Family
ID=8226954
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CO98036361A CO4940464A1 (es) | 1997-06-25 | 1998-06-25 | Derivados bis-indol con actividad antimestastatica un pro- ceso para su separacion y composiciones farmaceuticas que los contienen |
Country Status (14)
| Country | Link |
|---|---|
| EP (2) | EP0887348A1 (es) |
| JP (1) | JP2002507206A (es) |
| KR (1) | KR20010014215A (es) |
| CN (1) | CN1268134A (es) |
| AR (1) | AR016283A1 (es) |
| AU (1) | AU8629598A (es) |
| BR (1) | BR9810947A (es) |
| CA (1) | CA2294250A1 (es) |
| CO (1) | CO4940464A1 (es) |
| HR (1) | HRP980357A2 (es) |
| MA (1) | MA26513A1 (es) |
| TR (1) | TR199903218T2 (es) |
| WO (1) | WO1999000381A1 (es) |
| ZA (1) | ZA985482B (es) |
Families Citing this family (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ATE277010T1 (de) | 1998-07-08 | 2004-10-15 | Harbor Branch Oceanographic | Bis-indolederivate und ihre verwendung als entzündungshemmende mittel |
| US7709520B2 (en) * | 2000-10-06 | 2010-05-04 | The Texas A&M University System | Diindolylmethane and C-substituted diindolylmethane compositions and methods for the treatment of multiple cancers |
| IT1317925B1 (it) * | 2000-11-03 | 2003-07-15 | Sigma Tau Ind Farmaceuti | Bis-eterocicli ad attivita' antitumorale e chemosensibilizzante. |
| WO2002038546A1 (en) | 2000-11-08 | 2002-05-16 | K.U. Leuven Research & Development | Substituted bis-indole derivatives useful as contrast agents, pharmaceutical compositions containing them and intermediates for producing them |
| GB2368843A (en) * | 2000-11-08 | 2002-05-15 | Leuven K U Res & Dev | Non-porphyrin multipurpose contrast agents |
| JP2005508355A (ja) * | 2001-10-19 | 2005-03-31 | トランス テック ファーマ，インコーポレイテッド | 治療薬としてのビス−ヘテロアリールアルカン |
| US7652036B2 (en) | 2003-02-25 | 2010-01-26 | Topotarget Uk Limited | Carbamic acid compounds comprising a bicyclic heteroaryl group as HDAC inhibitors |
| ATE462692T1 (de) | 2004-06-01 | 2010-04-15 | Hoffmann La Roche | 3-amino-1-arylpropyl-indole als monoamin- wiederaufnahmehemmer |
| WO2006023891A2 (en) * | 2004-08-23 | 2006-03-02 | The Texas A & M University System | Ligand-dependant activation of nur77 and uses thereof |
| CN100412058C (zh) * | 2005-05-12 | 2008-08-20 | 苏州大学 | 一种双吲哚烷基化合物的合成方法 |
| CN1332948C (zh) * | 2005-05-12 | 2007-08-22 | 苏州大学 | 双吲哚烷基衍生物的合成方法 |
| TW200716545A (en) | 2005-06-10 | 2007-05-01 | Sigma Tau Ind Farmaceuti | Indole derivatives having anti-tumor activity |
| AU2006319229B2 (en) | 2005-11-30 | 2011-09-15 | F. Hoffmann-La Roche Ag | Methods for synthesis of 3-amino-1-arylpropyl indoles |
| JP2009517432A (ja) | 2005-11-30 | 2009-04-30 | エフ．ホフマン−ラ ロシュ アーゲー | ３−アミノ−２−アリールプロピルアザインドールおよびその使用 |
| AU2006319231A1 (en) | 2005-11-30 | 2007-06-07 | F. Hoffmann-La Roche Ag | 3-amino-1-arylpropyl indoles and aza-substituted indoles |
| CN102333761B (zh) * | 2009-01-28 | 2017-12-19 | 卡鲁斯治疗有限公司 | Scriptaid电子等排体及其在治疗中的用途 |
| CN101585800B (zh) * | 2009-06-19 | 2011-06-15 | 中国科学院上海有机化学研究所 | 具有生物活性双吲哚甲烷类化合物 |
| USRE47009E1 (en) | 2011-02-01 | 2018-08-28 | The Children's Hospital Of Philadelphia | HDAC inhibitors and therapeutic methods using the same |
| CA2888861A1 (en) * | 2012-11-07 | 2014-05-15 | Karus Therapeutics Ltd | Novel histone deacetylase inhibitors and their use in therapy |
| PT2994465T (pt) | 2013-05-10 | 2018-10-25 | Karus Therapeutics Ltd | Novos inibidores de histona desacetilase |
| CN103274987A (zh) * | 2013-06-07 | 2013-09-04 | 华东师范大学 | 3,3-二取代氧化吲哚衍生物及其合成方法和应用 |
| CN104030964B (zh) * | 2014-06-05 | 2016-06-29 | 天津科技大学 | 双吲哚类化合物及合成方法 |
| GB201419264D0 (en) | 2014-10-29 | 2014-12-10 | Karus Therapeutics Ltd | Compounds |
| GB201419228D0 (en) | 2014-10-29 | 2014-12-10 | Karus Therapeutics Ltd | Compounds |
| CN107698658B (zh) * | 2015-06-23 | 2021-02-12 | 首都医科大学 | 双[3-(乙酰-Lys-AA-OBzl)-吲哚-2-基]乙烷,其制备,活性和应用 |
| CA3072456A1 (en) * | 2017-08-10 | 2019-02-14 | The Texas A&M University System | Nr4a1 ligands, pharmaceutical compositions, and related methods of use |
| US20210401803A1 (en) * | 2018-11-21 | 2021-12-30 | The University Of The West Indies | Compounds and uses thereof |
| AU2021225838A1 (en) * | 2020-02-25 | 2022-10-20 | The Texas A&M University System | Methods for treating endometriosis |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4866084A (en) * | 1987-07-17 | 1989-09-12 | Harbor Branch Oceanographic Institution, Inc. | Topsentin compounds effective against viruses and certain tumors |
| US5380746A (en) * | 1989-05-05 | 1995-01-10 | Goedecke Aktiengesellschaft | Bis-(1H-indol-3-YL)-maleinimide derivatives, processes for the preparation thereof and pharmaceutical compositions containing them |
| GB9516943D0 (en) * | 1995-08-18 | 1995-10-18 | Cancer Soc Auckland Div Nz Inc | Novel cyclopropylindoles and their secoprecursors,and their use as prodrugs |
-
1997
- 1997-06-25 EP EP97110336A patent/EP0887348A1/en not_active Withdrawn
-
1998
- 1998-06-19 MA MA25125A patent/MA26513A1/fr unknown
- 1998-06-23 TR TR1999/03218T patent/TR199903218T2/xx unknown
- 1998-06-23 CN CN98808565A patent/CN1268134A/zh active Pending
- 1998-06-23 CA CA002294250A patent/CA2294250A1/en not_active Abandoned
- 1998-06-23 BR BR9810947-2A patent/BR9810947A/pt not_active Application Discontinuation
- 1998-06-23 EP EP98937539A patent/EP0991645A1/en not_active Withdrawn
- 1998-06-23 WO PCT/EP1998/003837 patent/WO1999000381A1/en not_active Application Discontinuation
- 1998-06-23 JP JP50527199A patent/JP2002507206A/ja active Pending
- 1998-06-23 KR KR1019997012300A patent/KR20010014215A/ko not_active Application Discontinuation
- 1998-06-23 AU AU86295/98A patent/AU8629598A/en not_active Abandoned
- 1998-06-24 ZA ZA9805482A patent/ZA985482B/xx unknown
- 1998-06-24 HR HR97110336.1A patent/HRP980357A2/hr not_active Application Discontinuation
- 1998-06-24 AR ARP980103029A patent/AR016283A1/es unknown
- 1998-06-25 CO CO98036361A patent/CO4940464A1/es unknown
Also Published As
| Publication number | Publication date |
|---|---|
| HRP980357A2 (en) | 1999-02-28 |
| BR9810947A (pt) | 2000-09-26 |
| ZA985482B (en) | 1999-12-24 |
| EP0991645A1 (en) | 2000-04-12 |
| JP2002507206A (ja) | 2002-03-05 |
| KR20010014215A (ko) | 2001-02-26 |
| CN1268134A (zh) | 2000-09-27 |
| AU8629598A (en) | 1999-01-19 |
| CA2294250A1 (en) | 1999-01-07 |
| AR016283A1 (es) | 2001-07-04 |
| EP0887348A1 (en) | 1998-12-30 |
| MA26513A1 (fr) | 2004-12-20 |
| WO1999000381A1 (en) | 1999-01-07 |
| TR199903218T2 (xx) | 2000-07-21 |
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