FI64586C - Analogifoerfarande foer framstaellning av terapeutiskt aktiva 2-piperazinyl-6,7-dimetoxikinazoliner och syraadditionssalter daerav - Google Patents
Analogifoerfarande foer framstaellning av terapeutiskt aktiva 2-piperazinyl-6,7-dimetoxikinazoliner och syraadditionssalter daerav Download PDFInfo
- Publication number
- FI64586C FI64586C FI770486A FI770486A FI64586C FI 64586 C FI64586 C FI 64586C FI 770486 A FI770486 A FI 770486A FI 770486 A FI770486 A FI 770486A FI 64586 C FI64586 C FI 64586C
- Authority
- FI
- Finland
- Prior art keywords
- formula
- piperazinyl
- amino
- dimethoxyquinazoline
- color
- Prior art date
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- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 230000000004 hemodynamic effect Effects 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- UVYKKFKLOUEFAR-UHFFFAOYSA-N hydron;piperazine-1-carboxamide;chloride Chemical compound Cl.NC(=O)N1CCNCC1 UVYKKFKLOUEFAR-UHFFFAOYSA-N 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 208000012866 low blood pressure Diseases 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 229940098779 methanesulfonic acid Drugs 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- GRVDJDISBSALJP-UHFFFAOYSA-N methyloxidanyl Chemical compound [O]C GRVDJDISBSALJP-UHFFFAOYSA-N 0.000 description 1
- 239000008267 milk Substances 0.000 description 1
- 235000013336 milk Nutrition 0.000 description 1
- 210000004080 milk Anatomy 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- LNOPIUAQISRISI-UHFFFAOYSA-N n'-hydroxy-2-propan-2-ylsulfonylethanimidamide Chemical compound CC(C)S(=O)(=O)CC(N)=NO LNOPIUAQISRISI-UHFFFAOYSA-N 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 230000011514 reflex Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 239000000052 vinegar Substances 0.000 description 1
- 235000021419 vinegar Nutrition 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
- C07D403/02—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 two hetero rings
- C07D403/04—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 two hetero rings directly linked by a ring-member-to-ring-member bond
-
- 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
- C07D405/12—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 linked by a chain containing hetero atoms as chain links
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/659,059 US4060615A (en) | 1976-02-18 | 1976-02-18 | 2-Piperazinyl-6,7-dimethoxyquinazolines |
| US65905976 | 1976-02-18 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| FI770486A FI770486A (da) | 1977-08-19 |
| FI64586B FI64586B (fi) | 1983-08-31 |
| FI64586C true FI64586C (fi) | 1983-12-12 |
Family
ID=24643862
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FI770486A FI64586C (fi) | 1976-02-18 | 1977-02-15 | Analogifoerfarande foer framstaellning av terapeutiskt aktiva 2-piperazinyl-6,7-dimetoxikinazoliner och syraadditionssalter daerav |
Country Status (22)
| Country | Link |
|---|---|
| US (1) | US4060615A (da) |
| JP (1) | JPS52100479A (da) |
| AU (1) | AU505080B2 (da) |
| BE (1) | BE851447A (da) |
| CA (1) | CA1090803A (da) |
| CH (2) | CH620925A5 (da) |
| CY (1) | CY1155A (da) |
| DE (1) | DE2707068A1 (da) |
| DK (1) | DK144010C (da) |
| FI (1) | FI64586C (da) |
| FR (1) | FR2341576A1 (da) |
| GB (1) | GB1545697A (da) |
| HK (1) | HK32682A (da) |
| IE (1) | IE44613B1 (da) |
| KE (1) | KE3221A (da) |
| LU (1) | LU76779A1 (da) |
| MY (1) | MY8300172A (da) |
| NL (1) | NL7701584A (da) |
| SE (1) | SE431753B (da) |
| SG (1) | SG30882G (da) |
| YU (4) | YU42577A (da) |
| ZA (1) | ZA77587B (da) |
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| FR2421888A1 (fr) * | 1978-02-06 | 1979-11-02 | Synthelabo | Amides d'alkylene-diamines et leur application en therapeutique |
| JPS6016948B2 (ja) * | 1978-03-29 | 1985-04-30 | 住友化学工業株式会社 | 新規なキナゾリン誘導体及びその製造法 |
| US4287341A (en) * | 1979-11-01 | 1981-09-01 | Pfizer Inc. | Alkoxy-substituted-6-chloro-quinazoline-2,4-diones |
| EP0022481A1 (en) * | 1979-06-21 | 1981-01-21 | Mitsubishi Yuka Pharmaceutical Co., Ltd. | 5,6-Alkylenepyrimidine derivatives, processes for preparing the same and pharmaceutical compositions |
| GB2068961B (en) * | 1980-02-13 | 1983-11-30 | Sankyo Co | Quinazoline derivatives |
| US4377581A (en) * | 1980-03-03 | 1983-03-22 | Pfizer Inc. | Chloro- and alkoxy-substituted-2,4-diaminoquinazolines |
| US4351940A (en) * | 1980-03-03 | 1982-09-28 | Pfizer Inc. | Chloro- and alkoxy-substituted-2-chloro-4-aminodquinazolines |
| US4367335A (en) * | 1981-08-03 | 1983-01-04 | Mead Johnson & Company | Thiazolidinylalkylene piperazine derivatives |
| DE3304292A1 (de) * | 1982-10-11 | 1984-04-12 | Brown, Boveri & Cie Ag, 6800 Mannheim | Verfahren und vorrichtung zum ausregeln von netzfrequenzeinbruechen bei einem gleitdruckbetriebenen dampfkraftwerkblock |
| DE3346675A1 (de) * | 1983-12-23 | 1985-07-04 | Beiersdorf Ag, 2000 Hamburg | Substituierte 1-(4-amino-6,7-dialkoxy-chinazolinyl)-4- cyclohexenyl-derivate des piperazins und homopiperazins, verfahren zu ihrer herstellung und ihre verwendung sowie diese verbindungen enthaltende zubereitungen und zwischenprodukte |
| AT384218B (de) * | 1985-12-04 | 1987-10-12 | Gerot Pharmazeutika | Verfahren zur herstellung von neuen chinazolin-derivaten |
| JP2657760B2 (ja) * | 1992-07-15 | 1997-09-24 | 小野薬品工業株式会社 | ４−アミノキナゾリン誘導体およびそれを含有する医薬品 |
| CA2077252C (en) * | 1992-08-31 | 2001-04-10 | Khashayar Karimian | Methods of making ureas and guanidines, and intermediates therefor |
| US20060222647A1 (en) * | 1993-05-27 | 2006-10-05 | Beavo Joseph A | Methods and compositions for modulating the activity of PDE5 |
| US5696159A (en) * | 1994-08-03 | 1997-12-09 | Cell Pathways, Inc. | Lactone compounds for treating patients with precancerous lesions |
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| US5869486A (en) * | 1995-02-24 | 1999-02-09 | Ono Pharmaceutical Co., Ltd. | Fused pyrimidines and pyriazines as pharmaceutical compounds |
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| UA46166C2 (uk) * | 1997-11-12 | 2002-05-15 | Баєр Акцієнгезельшафт | 2-фенілзаміщені імідазотриазинони як інгібітори фосфодіестерази, спосіб їх одержання та лікарський засіб на їх основі |
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| US6046199A (en) * | 1998-01-14 | 2000-04-04 | Cell Pathways, Inc. | Method of inhibiting neoplastic cells with tetracyclic pyrido[3,4-B]indole derivatives |
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| US5990117A (en) * | 1998-04-15 | 1999-11-23 | Cell Pathways, Inc. | Method for inhibiting neoplastic cells and related conditions by exposure to quinazoline derivatives |
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| US6034099A (en) * | 1998-11-24 | 2000-03-07 | Cell Pathways, Inc. | Method for inhibiting neoplastic lesions by administering 4-(arylmethylene)- 2, 3- dihydro-pyrazol-3-ones |
| US6077842A (en) * | 1998-11-24 | 2000-06-20 | Cell Pathways, Inc. | Method of inhibiting neoplastic cells with pyrazolopyridylpyridazinone derivatives |
| US6486155B1 (en) | 1998-11-24 | 2002-11-26 | Cell Pathways Inc | Method of inhibiting neoplastic cells with isoquinoline derivatives |
| US6025394A (en) | 1999-01-29 | 2000-02-15 | Cell Pathways, Inc. | Method for treating patients with acne by administering substituted sulfonyl indenyl acetic acids, amides and alcohols |
| US6020379A (en) * | 1999-02-19 | 2000-02-01 | Cell Pathways, Inc. | Position 7 substituted indenyl-3-acetic acid derivatives and amides thereof for the treatment of neoplasia |
| US6555547B1 (en) | 2000-02-28 | 2003-04-29 | Cell Pathways, Inc. | Method for treating a patient with neoplasia by treatment with a vinca alkaloid derivative |
| US6569638B1 (en) | 2000-03-03 | 2003-05-27 | Cell Pathways, Inc | Method for screening compounds for the treatment of neoplasia |
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| CA2449163C (en) * | 2001-05-09 | 2010-07-13 | Bayer Healthcare Ag | New use of 2-phenyl-substituted imidazotriazinones |
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| US7208516B2 (en) * | 2002-03-20 | 2007-04-24 | Celgene Corporation | Methods of the treatment of psoriatic arthritis using (+)-2-[1-(3-ethoxy-4-methoxyphenyl)-2-methylsulfonylethyl]-4-acetylaminoisoindoline-1,3-dione |
| US6962940B2 (en) * | 2002-03-20 | 2005-11-08 | Celgene Corporation | (+)-2-[1-(3-Ethoxy-4-methoxyphenyl)-2-methylsulfonylethyl]-4-acetylaminoisoindoline-1,3-dione: methods of using and compositions thereof |
| US7276529B2 (en) * | 2002-03-20 | 2007-10-02 | Celgene Corporation | Methods of the treatment or prevention of exercise-induced asthma using (+)-2-[1-(3-ethoxy-4-methoxyphenyl)-2-methylsulfonylethyl]-4-acetylaminoisoindoline-1,3-dione |
| MXPA04009997A (es) * | 2002-04-12 | 2004-12-13 | Celgene Corp | Modulacion de la diferenciacion de celulas madre y progenitoras, ensayos y usos de las mismas. |
| WO2003086373A1 (en) * | 2002-04-12 | 2003-10-23 | Celgene Corporation | Methods for identification of modulators of angiogenesis, compounds discovered thereby, and methods of treatment using the compounds |
| DE10232113A1 (de) * | 2002-07-16 | 2004-01-29 | Bayer Ag | Vardenafil Hydrochlorid Trihydrat enthaltende Arzneimittel |
| NZ547327A (en) | 2003-11-21 | 2009-08-28 | Array Biopharma Inc | AKT protein kinase inhibitors |
| DE102005001989A1 (de) * | 2005-01-15 | 2006-07-20 | Bayer Healthcare Ag | Intravenöse Formulierungen von PDE-Inhibitoren |
| DE102005009241A1 (de) * | 2005-03-01 | 2006-09-07 | Bayer Healthcare Ag | Arzneiformen mit kontrollierter Bioverfügbarkeit |
| DE102005009240A1 (de) * | 2005-03-01 | 2006-09-07 | Bayer Healthcare Ag | Arzneiformen mit verbesserten pharmakokinetischen Eigenschaften |
| AU2006299232A1 (en) * | 2005-09-29 | 2007-04-12 | Bayer Schering Pharma Aktiengesellschaft | PDE inhibitors and combinations thereof for the treatment of urological disorders |
| GB0601951D0 (en) | 2006-01-31 | 2006-03-15 | Novartis Ag | Organic compounds |
| CA2656566C (en) | 2006-07-06 | 2014-06-17 | Array Biopharma Inc. | Dihydrofuro pyrimidines as akt protein kinase inhibitors |
| US8063050B2 (en) | 2006-07-06 | 2011-11-22 | Array Biopharma Inc. | Hydroxylated and methoxylated pyrimidyl cyclopentanes as AKT protein kinase inhibitors |
| WO2008006039A1 (en) | 2006-07-06 | 2008-01-10 | Array Biopharma Inc. | Dihydrothieno pyrimidines as akt protein kinase inhibitors |
| NZ573979A (en) * | 2006-07-06 | 2012-02-24 | Array Biopharma Inc | Cyclopenta [d] pyrimidines as akt protein kinase inhibitors |
| WO2008151734A1 (en) * | 2007-06-13 | 2008-12-18 | Bayer Schering Pharma Aktiengesellschaft | Pde inhibitors for the treatment of hearing impairment |
| US9409886B2 (en) | 2007-07-05 | 2016-08-09 | Array Biopharma Inc. | Pyrimidyl cyclopentanes as AKT protein kinase inhibitors |
| MX2009014013A (es) * | 2007-07-05 | 2010-01-28 | Array Biopharma Inc | Pirimidil ciclopentanos como inhibidores de la proteina cinasa akt. |
| BRPI0813999A2 (pt) | 2007-07-05 | 2019-10-01 | Array Biopharma Inc | ciclopentanos de pirimidil como inibidores de akt proteína cinase |
| US8846683B2 (en) | 2007-07-05 | 2014-09-30 | Array Biopharma, Inc. | Pyrimidyl cyclopentanes as Akt protein kinase inhibitors |
| NZ586720A (en) * | 2008-01-09 | 2012-11-30 | Array Biopharma Inc | Hydroxylated pyrimidyl cyclopentane as akt protein kinase inhibitor |
| EP2247578B1 (en) * | 2008-01-09 | 2013-05-22 | Array Biopharma, Inc. | Hydroxylated pyrimidyl cyclopentanes as akt protein kinase inhibitors |
| WO2009120296A1 (en) * | 2008-03-24 | 2009-10-01 | Celgene Corporation | Treatment of psoriasis or psoriatic arthritis using cyclopropyl-n-{2-{(1s)-1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethyl]-3-oxoisoindoline-4-yl}carboxamide |
| SG194045A1 (en) | 2011-04-01 | 2013-11-29 | Genentech Inc | Combinations of akt inhibitor compounds and abiraterone, and methods of use |
| KR20140022053A (ko) | 2011-04-01 | 2014-02-21 | 제넨테크, 인크. | Akt 및 mek 억제제 화합물의 조합물, 및 사용 방법 |
| JP6687550B2 (ja) | 2014-06-23 | 2020-04-22 | セルジーン コーポレイション | 肝疾患又は肝機能異常を治療するためのアプレミラスト |
| US11944624B2 (en) * | 2017-07-06 | 2024-04-02 | Case Western Reserve University | Peptide and small molecule agonists of EphA and their uses |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3511836A (en) * | 1967-12-13 | 1970-05-12 | Pfizer & Co C | 2,4,6,7-tetra substituted quinazolines |
| US3669968A (en) * | 1970-05-21 | 1972-06-13 | Pfizer | Trialkoxy quinazolines |
| JPS536156B2 (da) * | 1972-10-30 | 1978-03-04 | ||
| US3935213A (en) * | 1973-12-05 | 1976-01-27 | Pfizer Inc. | Process for hypotensive 4-amino-2-(piperazin-1-yl) quinazoline derivatives |
-
1976
- 1976-02-18 US US05/659,059 patent/US4060615A/en not_active Expired - Lifetime
-
1977
- 1977-01-20 CA CA270,098A patent/CA1090803A/en not_active Expired
- 1977-02-02 ZA ZA770587A patent/ZA77587B/xx unknown
- 1977-02-03 AU AU21897/77A patent/AU505080B2/en not_active Expired
- 1977-02-15 NL NL7701584A patent/NL7701584A/xx not_active Application Discontinuation
- 1977-02-15 FI FI770486A patent/FI64586C/fi not_active IP Right Cessation
- 1977-02-15 BE BE174951A patent/BE851447A/xx not_active IP Right Cessation
- 1977-02-15 DK DK65077A patent/DK144010C/da not_active IP Right Cessation
- 1977-02-16 SE SE7701731A patent/SE431753B/xx unknown
- 1977-02-16 FR FR7704348A patent/FR2341576A1/fr active Granted
- 1977-02-16 JP JP1511077A patent/JPS52100479A/ja active Pending
- 1977-02-16 LU LU76779A patent/LU76779A1/xx unknown
- 1977-02-17 CH CH199377A patent/CH620925A5/fr not_active IP Right Cessation
- 1977-02-17 YU YU00425/77A patent/YU42577A/xx unknown
- 1977-02-17 GB GB6703/77A patent/GB1545697A/en not_active Expired
- 1977-02-17 IE IE337/77A patent/IE44613B1/en unknown
- 1977-02-17 CY CY1155A patent/CY1155A/xx unknown
- 1977-02-18 DE DE19772707068 patent/DE2707068A1/de not_active Withdrawn
-
1980
- 1980-02-04 CH CH88580A patent/CH623051A5/fr not_active IP Right Cessation
-
1982
- 1982-07-06 SG SG308/82A patent/SG30882G/en unknown
- 1982-07-07 KE KE3221A patent/KE3221A/xx unknown
- 1982-07-15 HK HK326/82A patent/HK32682A/xx unknown
- 1982-07-28 YU YU1653/82A patent/YU40622B/xx unknown
- 1982-07-28 YU YU01652/82A patent/YU165282A/xx unknown
- 1982-07-28 YU YU01654/82A patent/YU165482A/xx unknown
-
1983
- 1983-12-30 MY MY172/83A patent/MY8300172A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| FI770486A (da) | 1977-08-19 |
| CH620925A5 (da) | 1980-12-31 |
| IE44613B1 (en) | 1982-01-27 |
| IE44613L (en) | 1977-08-18 |
| FI64586B (fi) | 1983-08-31 |
| ZA77587B (en) | 1977-12-28 |
| CY1155A (en) | 1983-01-28 |
| CA1090803A (en) | 1980-12-02 |
| YU42577A (en) | 1982-10-31 |
| FR2341576A1 (fr) | 1977-09-16 |
| MY8300172A (en) | 1983-12-31 |
| JPS52100479A (en) | 1977-08-23 |
| AU505080B2 (en) | 1979-11-08 |
| FR2341576B1 (da) | 1979-01-19 |
| US4060615A (en) | 1977-11-29 |
| SG30882G (en) | 1983-07-08 |
| YU165282A (en) | 1982-10-31 |
| SE431753B (sv) | 1984-02-27 |
| YU40622B (en) | 1986-02-28 |
| BE851447A (fr) | 1977-08-16 |
| HK32682A (en) | 1982-07-23 |
| LU76779A1 (da) | 1977-08-19 |
| CH623051A5 (da) | 1981-05-15 |
| YU165382A (en) | 1982-10-31 |
| DK144010C (da) | 1982-04-26 |
| AU2189777A (en) | 1978-08-10 |
| GB1545697A (en) | 1979-05-10 |
| SE7701731L (sv) | 1977-08-19 |
| DK65077A (da) | 1977-08-19 |
| YU165482A (en) | 1982-10-31 |
| DE2707068A1 (de) | 1977-09-01 |
| NL7701584A (nl) | 1977-08-22 |
| KE3221A (en) | 1982-08-13 |
| DK144010B (da) | 1981-11-16 |
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