RU94043792A - 6-(х-(2-гидроксиэтил)аминоалкил)-5,11-диоксо-5,6-дигидро-11-н-индено (1,2-с) изохинолины и их применение в качестве противоопухолевых средств - Google Patents
6-(х-(2-гидроксиэтил)аминоалкил)-5,11-диоксо-5,6-дигидро-11-н-индено (1,2-с) изохинолины и их применение в качестве противоопухолевых средствInfo
- Publication number
- RU94043792A RU94043792A RU94043792/04A RU94043792A RU94043792A RU 94043792 A RU94043792 A RU 94043792A RU 94043792/04 A RU94043792/04 A RU 94043792/04A RU 94043792 A RU94043792 A RU 94043792A RU 94043792 A RU94043792 A RU 94043792A
- Authority
- RU
- Russia
- Prior art keywords
- indeno
- dioxo
- dihydro
- hydroxyethyl
- aminoalkyl
- Prior art date
Links
- -1 2-HYDROXYETHYL Chemical class 0.000 title claims 3
- AWJUIBRHMBBTKR-UHFFFAOYSA-N Isoquinoline Chemical compound C1=NC=CC2=CC=CC=C21 AWJUIBRHMBBTKR-UHFFFAOYSA-N 0.000 title 1
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 4
- NMNDQBZTIMGTSF-UHFFFAOYSA-N 11H-indeno[1,2-h]isoquinoline Chemical compound C1=CN=CC2=C3CC4=CC=CC=C4C3=CC=C21 NMNDQBZTIMGTSF-UHFFFAOYSA-N 0.000 claims 2
- 125000004103 aminoalkyl group Chemical group 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- 229940079593 drugs Drugs 0.000 claims 2
- 150000002537 isoquinolines Chemical class 0.000 claims 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- 239000011780 sodium chloride Substances 0.000 claims 2
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims 1
- PQNFLJBBNBOBRQ-UHFFFAOYSA-N Indane Chemical group C1=CC=C2CCCC2=C1 PQNFLJBBNBOBRQ-UHFFFAOYSA-N 0.000 claims 1
- IQZZFVDIZRWADY-UHFFFAOYSA-N Isocoumarin Chemical compound C1=CC=C2C(=O)OC=CC2=C1 IQZZFVDIZRWADY-UHFFFAOYSA-N 0.000 claims 1
- 241000124008 Mammalia Species 0.000 claims 1
- 125000005263 alkylenediamine group Chemical group 0.000 claims 1
- 230000000259 anti-tumor Effects 0.000 claims 1
- 239000000010 aprotic solvent Substances 0.000 claims 1
- 201000011510 cancer Diseases 0.000 claims 1
- 125000004432 carbon atoms Chemical group C* 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- HZAXFHJVJLSVMW-UHFFFAOYSA-N ethanolamine Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims 1
- 150000007522 mineralic acids Chemical class 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- 125000004433 nitrogen atoms Chemical group N* 0.000 claims 1
- 150000007524 organic acids Chemical class 0.000 claims 1
- 235000005985 organic acids Nutrition 0.000 claims 1
- 239000001184 potassium carbonate Substances 0.000 claims 1
- 229910000027 potassium carbonate Inorganic materials 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
Claims (1)
- Новые 6-[X-(2- гидроксиэтил) аминоалкил]-5,11- диоксо- 5,6-дигидро-11H-индено [1,2-с] изохинолины общей формулы:
в которой X представляет число атомов углерода, равное 0 - 5 в аминоалкильной группе, расположенной у атома азота в 6 положении канонической формулы инденоизохинолина, и их соли с неорганическими и органическими кислотами. Инденоизохинолины с противоопухолевой активностью наиболее предпочтительно получать способом, в котором индено[1,2-с]изокумарин и/или 1-метокси-2- (2-метоксикарбонилфенил) -1-инден-3-он соответственно вводят в реакцию с N-(гидроксиэтил)алкилендиамином в среде приемлемого апротонного растворителя, предпочтительно диметилформамида и при повышенной температуре. Другой способ получения состоит в реакции 6-(X-хлоралкил)- 5,11-диоксо-5,6-дигидро- 11H-индено[1,2-с] изохинолинов с 2-аминоэтанолом в приемлемом растворителе, предпочтительно диметилформамиде в присутствии безводного карбоната калия. Новые соединения и их соли применимы для приготовления лекарственных средств и препаратов, предназначенных для лечения злокачественных опухолей у млекопитающих.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CSDP2669-91 | 1991-08-29 | ||
| CS912669A CZ281473B6 (cs) | 1991-08-29 | 1991-08-29 | Deriváty 6-/X-(2-hydroxyethyl)aminoalkyl/-5,11 -dioxo-5,6-dihydro-11H-indeno/1,2-c/-isochinolinu a způsob jejich výroby |
| CSPV2669-91 | 1991-08-29 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU94043792A true RU94043792A (ru) | 1995-12-10 |
| RU2120939C1 RU2120939C1 (ru) | 1998-10-27 |
Family
ID=5364459
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU94043792A RU2120939C1 (ru) | 1991-08-29 | 1992-08-27 | 6-[x-(2-гидроксиэтил)аминоалкил]-5,11-диоксо-5,6-дигидро-11h-инде- но/1,2-с/изохинолины или их соли с неорганическими и органическими кислотами, способы их получения и фармацевтическая композиция на их основе |
Country Status (15)
| Country | Link |
|---|---|
| EP (1) | EP0643699B1 (ru) |
| JP (1) | JPH07500581A (ru) |
| AT (1) | ATE144499T1 (ru) |
| AU (1) | AU663729B2 (ru) |
| CA (1) | CA2116680A1 (ru) |
| CZ (1) | CZ281473B6 (ru) |
| DE (1) | DE69214842T2 (ru) |
| DK (1) | DK0643699T3 (ru) |
| FI (1) | FI107256B (ru) |
| HU (1) | HU217551B (ru) |
| NO (1) | NO180194C (ru) |
| PL (1) | PL169572B1 (ru) |
| RU (1) | RU2120939C1 (ru) |
| SK (1) | SK278794B6 (ru) |
| WO (1) | WO1993005023A1 (ru) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP3141148B2 (ja) * | 1995-08-08 | 2001-03-05 | 大鵬薬品工業株式会社 | 縮合インダン誘導体及びその塩 |
| CA2347100C (en) * | 1998-10-14 | 2010-12-14 | Purdue Research Foundation | Novel indenoisoquinolines as antineoplastic agents |
| US6956035B2 (en) | 2001-08-31 | 2005-10-18 | Inotek Pharmaceuticals Corporation | Isoquinoline derivatives and methods of use thereof |
| US20030096833A1 (en) | 2001-08-31 | 2003-05-22 | Jagtap Prakash G. | Substituted ideno[1,2-c]isoquinoline derivatives and methods of use thereof |
| CA2517260A1 (en) * | 2003-02-28 | 2005-02-03 | Inotek Pharmaceuticals Corporation | Tetracyclic benzamide derivatives and methods of use thereof |
| US20050228007A1 (en) | 2004-02-26 | 2005-10-13 | Prakash Jagtap | Isoquinoline derivatives and methods of use thereof |
| CN101137377A (zh) | 2005-02-25 | 2008-03-05 | 伊诺泰克制药公司 | 四环氨基和甲酰胺基化合物及其用法 |
| EP1937268A4 (en) | 2005-08-24 | 2009-07-22 | Inotek Pharmaceuticals Corp | INDENOISOQUINOLINONE ANALOGUES AND METHODS OF USE |
| AU2008221358A1 (en) | 2007-02-28 | 2008-09-04 | Inotek Pharmaceuticals Corporation | Indenoisoquinolinone analogs and methods of use thereof |
| CN102250000A (zh) * | 2010-05-17 | 2011-11-23 | 中国人民解放军第二军医大学 | 茚并喹啉酮类化合物及其制备方法和用途 |
| TWI642658B (zh) * | 2017-11-01 | 2018-12-01 | 國立臺灣師範大學 | 茚並異喹啉衍生物的製備方法 |
-
1991
- 1991-08-29 SK SK2669-91A patent/SK278794B6/sk unknown
- 1991-08-29 CZ CS912669A patent/CZ281473B6/cs not_active IP Right Cessation
-
1992
- 1992-08-27 EP EP92920015A patent/EP0643699B1/en not_active Expired - Lifetime
- 1992-08-27 AU AU25835/92A patent/AU663729B2/en not_active Ceased
- 1992-08-27 WO PCT/CS1992/000026 patent/WO1993005023A1/en active IP Right Grant
- 1992-08-27 DK DK92920015.2T patent/DK0643699T3/da active
- 1992-08-27 HU HU9400563A patent/HU217551B/hu not_active IP Right Cessation
- 1992-08-27 RU RU94043792A patent/RU2120939C1/ru active
- 1992-08-27 JP JP5504800A patent/JPH07500581A/ja active Pending
- 1992-08-27 PL PL92302568A patent/PL169572B1/pl unknown
- 1992-08-27 CA CA002116680A patent/CA2116680A1/en not_active Abandoned
- 1992-08-27 AT AT92920015T patent/ATE144499T1/de active
- 1992-08-27 DE DE69214842T patent/DE69214842T2/de not_active Expired - Fee Related
-
1994
- 1994-02-17 NO NO940542A patent/NO180194C/no not_active IP Right Cessation
- 1994-02-25 FI FI940895A patent/FI107256B/fi active
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