DE60312701T8 - Darstellung von 1h-imidazo[4,5-c]chinolin-4-aminen über neue 1h-imidazo[4,5-c] chinolin-4-cyano- und 1h-imidazo[4,5-c]chinolin-4-carboxamid intermediate - Google Patents
Darstellung von 1h-imidazo[4,5-c]chinolin-4-aminen über neue 1h-imidazo[4,5-c] chinolin-4-cyano- und 1h-imidazo[4,5-c]chinolin-4-carboxamid intermediate Download PDFInfo
- Publication number
- DE60312701T8 DE60312701T8 DE60312701T DE60312701T DE60312701T8 DE 60312701 T8 DE60312701 T8 DE 60312701T8 DE 60312701 T DE60312701 T DE 60312701T DE 60312701 T DE60312701 T DE 60312701T DE 60312701 T8 DE60312701 T8 DE 60312701T8
- Authority
- DE
- Germany
- Prior art keywords
- imidazo
- chinolin
- cyano
- quinoline
- amine
- 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.)
- Expired - Fee Related
Links
- 238000002360 preparation method Methods 0.000 title abstract 2
- 239000000543 intermediate Substances 0.000 abstract 5
- UQUPJGMZYBOGDJ-UHFFFAOYSA-N 3h-imidazo[4,5-c]quinoline-4-carboxamide Chemical compound NC(=O)C1=NC2=CC=CC=C2C2=C1N=CN2 UQUPJGMZYBOGDJ-UHFFFAOYSA-N 0.000 abstract 2
- DOUYETYNHWVLEO-UHFFFAOYSA-N imiquimod Chemical compound C1=CC=CC2=C3N(CC(C)C)C=NC3=C(N)N=C21 DOUYETYNHWVLEO-UHFFFAOYSA-N 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- ZDKGVDBUWDUSTO-UHFFFAOYSA-N 1-(2-methylpropyl)imidazo[4,5-c]quinoline-4-carboxamide Chemical compound C1=CC=CC2=C3N(CC(C)C)C=NC3=C(C(N)=O)N=C21 ZDKGVDBUWDUSTO-UHFFFAOYSA-N 0.000 abstract 1
- ITIRVXDSMXFTPW-UHFFFAOYSA-N 1H-imidazo[4,5-c]quinoline Chemical compound C1=CC=CC2=C(NC=N3)C3=CN=C21 ITIRVXDSMXFTPW-UHFFFAOYSA-N 0.000 abstract 1
- HQBUPOAKJGJGCD-UHFFFAOYSA-N 3h-imidazo[4,5-c]quinolin-4-amine Chemical class NC1=NC2=CC=CC=C2C2=C1N=CN2 HQBUPOAKJGJGCD-UHFFFAOYSA-N 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 229960002751 imiquimod Drugs 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
Classifications
-
- 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
- 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
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Veterinary Medicine (AREA)
- Immunology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Virology (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Breeding Of Plants And Reproduction By Means Of Culturing (AREA)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US39859202P | 2002-07-26 | 2002-07-26 | |
US398592P | 2002-07-26 | ||
PCT/US2003/023543 WO2004011462A1 (en) | 2002-07-26 | 2003-07-28 | Preparation of 1h-imidazo [4,5-c] quinolin-4-amines via novel 1h-imidazo [4,5-c] quinolin-4-cyano and 1h-imidazo [4,5-c] quinolin-4-carboxamide intermediates |
Publications (3)
Publication Number | Publication Date |
---|---|
DE60312701D1 DE60312701D1 (de) | 2007-05-03 |
DE60312701T2 DE60312701T2 (de) | 2007-12-06 |
DE60312701T8 true DE60312701T8 (de) | 2008-08-21 |
Family
ID=31188428
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE60312701T Expired - Fee Related DE60312701T8 (de) | 2002-07-26 | 2003-07-28 | Darstellung von 1h-imidazo[4,5-c]chinolin-4-aminen über neue 1h-imidazo[4,5-c] chinolin-4-cyano- und 1h-imidazo[4,5-c]chinolin-4-carboxamid intermediate |
Country Status (18)
Country | Link |
---|---|
US (3) | US6841678B2 (de) |
EP (1) | EP1539752B1 (de) |
JP (1) | JP2005537287A (de) |
KR (1) | KR20050030958A (de) |
CN (1) | CN100372847C (de) |
AT (1) | ATE357445T1 (de) |
AU (1) | AU2003254221A1 (de) |
CA (1) | CA2493158A1 (de) |
DE (1) | DE60312701T8 (de) |
DK (1) | DK1539752T3 (de) |
ES (1) | ES2282691T3 (de) |
HR (1) | HRP20050183A2 (de) |
IL (2) | IL166307A0 (de) |
MX (1) | MXPA05000997A (de) |
PL (1) | PL374866A1 (de) |
PT (1) | PT1539752E (de) |
SI (1) | SI1539752T1 (de) |
WO (1) | WO2004011462A1 (de) |
Families Citing this family (66)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6677347B2 (en) * | 2000-12-08 | 2004-01-13 | 3M Innovative Properties Company | Sulfonamido ether substituted imidazoquinolines |
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CN100372847C (zh) * | 2002-07-26 | 2008-03-05 | 特瓦药厂私人有限公司 | 通过新的1h-咪唑并[4,5-c]喹啉-4-氰基和1h-咪唑并[4,5-c]喹啉-4-碳酰胺中间体制备1h-咪唑并[4,5-c]喹啉-4-胺 |
US20040265351A1 (en) | 2003-04-10 | 2004-12-30 | Miller Richard L. | Methods and compositions for enhancing immune response |
WO2004096144A2 (en) * | 2003-04-28 | 2004-11-11 | 3M Innovative Properties Company | Compositions and methods for induction of opioid receptors |
US7648997B2 (en) * | 2003-08-12 | 2010-01-19 | Coley Pharmaceutical Group, Inc. | Hydroxylamine substituted imidazoquinolines |
EP1653959B1 (de) * | 2003-08-14 | 2015-05-27 | 3M Innovative Properties Company | Lipid-modifizierte modifikatoren der immunantwort |
JP5128815B2 (ja) * | 2003-08-27 | 2013-01-23 | スリーエム イノベイティブ プロパティズ カンパニー | アリールオキシ置換およびアリールアルキレンオキシ置換イミダゾキノリン |
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KR20060120069A (ko) | 2003-10-03 | 2006-11-24 | 쓰리엠 이노베이티브 프로퍼티즈 컴파니 | 피라졸로피리딘 및 그의 유사체 |
US20090075980A1 (en) * | 2003-10-03 | 2009-03-19 | Coley Pharmaceutical Group, Inc. | Pyrazolopyridines and Analogs Thereof |
US7544697B2 (en) * | 2003-10-03 | 2009-06-09 | Coley Pharmaceutical Group, Inc. | Pyrazolopyridines and analogs thereof |
CN1906192A (zh) | 2003-11-14 | 2007-01-31 | 3M创新有限公司 | 羟胺取代的咪唑环化合物 |
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JP2007513170A (ja) * | 2003-12-04 | 2007-05-24 | スリーエム イノベイティブ プロパティズ カンパニー | スルホン置換イミダゾ環エーテル |
JP2007517035A (ja) * | 2003-12-29 | 2007-06-28 | スリーエム イノベイティブ プロパティズ カンパニー | アリールアルケニルおよびアリールアルキニル置換されたイミダゾキノリン |
WO2005066172A1 (en) * | 2003-12-29 | 2005-07-21 | 3M Innovative Properties Company | Piperazine, [1,4]diazepane, [1,4]diazocane, and [1,5]diazocane fused imidazo ring compounds |
AU2004312508A1 (en) * | 2003-12-30 | 2005-07-21 | 3M Innovative Properties Company | Imidazoquinolinyl, imidazopyridinyl, and imidazonaphthyridinyl sulfonamides |
AU2005228150A1 (en) * | 2004-03-24 | 2005-10-13 | 3M Innovative Properties Company | Amide substituted imidazopyridines, imidazoquinolines, and imidazonaphthyridines |
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US8017779B2 (en) * | 2004-06-15 | 2011-09-13 | 3M Innovative Properties Company | Nitrogen containing heterocyclyl substituted imidazoquinolines and imidazonaphthyridines |
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JP2008526751A (ja) * | 2004-12-30 | 2008-07-24 | 武田薬品工業株式会社 | 1−(2−メチルプロピル)−1h−イミダゾ[4,5−c][1,5]ナフチリジン−4−アミンエタンスルホナート及び1−(2−メチルプロピル)−1h−イミダゾ[4,5−c][1,5]ナフチリジン−4−アミンメタンスルホナート |
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JP2008531567A (ja) * | 2005-02-23 | 2008-08-14 | コーリー ファーマシューティカル グループ,インコーポレイテッド | ヒドロキシアルキル置換イミダゾキノリン化合物および方法 |
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US20080149123A1 (en) | 2006-12-22 | 2008-06-26 | Mckay William D | Particulate material dispensing hairbrush with combination bristles |
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CA2838023C (en) | 2011-06-03 | 2019-08-13 | 3M Innovative Properties Company | Hydrazino 1h-imidazoquinolin-4-amines and conjugates made therefrom |
CN103582496B (zh) | 2011-06-03 | 2016-05-11 | 3M创新有限公司 | 具有聚乙二醇链段的异双官能连接基以及由其制成的免疫应答调节剂缀合物 |
CN104725304B (zh) * | 2013-12-18 | 2017-08-18 | 上海医药工业研究院 | 一种3‑取代‑2‑氰基吡啶类化合物的制备方法 |
US11306083B2 (en) | 2017-12-20 | 2022-04-19 | 3M Innovative Properties Company | Amide substituted imidazo[4,5-C]quinoline compounds with a branched chain linking group for use as an immune response modifier |
FR3113287B1 (fr) | 2020-08-07 | 2023-06-23 | Phv Pharma | Procédé industriel de synthèse de l’imiquimod à partir de la quinolèine-2,4-diol applicable à son utilisation pharmaceutique |
Family Cites Families (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
ZA848968B (en) | 1983-11-18 | 1986-06-25 | Riker Laboratories Inc | 1h-imidazo(4,5-c)quinolines and 1h-imidazo(4,5-c)quinolin-4-amines |
IL73534A (en) | 1983-11-18 | 1990-12-23 | Riker Laboratories Inc | 1h-imidazo(4,5-c)quinoline-4-amines,their preparation and pharmaceutical compositions containing certain such compounds |
CA1271477A (en) | 1983-11-18 | 1990-07-10 | John F. Gerster | 1h-imidazo[4,5-c]quinolin-4-amines |
US4689388A (en) | 1985-01-24 | 1987-08-25 | Ajinomoto Co., Inc. | One pack type alicyclic epoxy resin compositions |
US5238944A (en) | 1988-12-15 | 1993-08-24 | Riker Laboratories, Inc. | Topical formulations and transdermal delivery systems containing 1-isobutyl-1H-imidazo[4,5-c]quinolin-4-amine |
DK0385630T3 (da) | 1989-02-27 | 1997-05-12 | Riker Laboratories Inc | 1H-imidazo(4,5-c)quinolin-4-aminer som antivirale midler |
US5756747A (en) | 1989-02-27 | 1998-05-26 | Riker Laboratories, Inc. | 1H-imidazo 4,5-c!quinolin-4-amines |
US4988815A (en) | 1989-10-26 | 1991-01-29 | Riker Laboratories, Inc. | 3-Amino or 3-nitro quinoline compounds which are intermediates in preparing 1H-imidazo[4,5-c]quinolines |
ATE121088T1 (de) * | 1990-10-05 | 1995-04-15 | Minnesota Mining & Mfg | Verfahren zur herstellung von imidazo(4,5- c>chinolin-4-aminen. |
JP2941413B2 (ja) | 1990-11-28 | 1999-08-25 | ライカー ラボラトリース インコーポレーテッド | 1H―イミダゾ[4,5―c]キノリン類の製造方法 |
US5175296A (en) | 1991-03-01 | 1992-12-29 | Minnesota Mining And Manufacturing Company | Imidazo[4,5-c]quinolin-4-amines and processes for their preparation |
US5395937A (en) | 1993-01-29 | 1995-03-07 | Minnesota Mining And Manufacturing Company | Process for preparing quinoline amines |
JP3257893B2 (ja) * | 1993-10-18 | 2002-02-18 | 三菱電機株式会社 | 位相シフトマスク、その位相シフトマスクの製造方法およびその位相シフトマスクを用いた露光方法 |
US5741908A (en) | 1996-06-21 | 1998-04-21 | Minnesota Mining And Manufacturing Company | Process for reparing imidazoquinolinamines |
IL150841A0 (en) * | 2000-02-09 | 2003-02-12 | Hokuriku Pharmaceutical | 1h-imidazopyridine derivatives |
GB0211649D0 (en) * | 2002-05-21 | 2002-07-03 | Novartis Ag | Organic compounds |
CN100372847C (zh) * | 2002-07-26 | 2008-03-05 | 特瓦药厂私人有限公司 | 通过新的1h-咪唑并[4,5-c]喹啉-4-氰基和1h-咪唑并[4,5-c]喹啉-4-碳酰胺中间体制备1h-咪唑并[4,5-c]喹啉-4-胺 |
-
2003
- 2003-07-28 CN CNB038225409A patent/CN100372847C/zh not_active Expired - Fee Related
- 2003-07-28 HR HR20050183A patent/HRP20050183A2/xx not_active Application Discontinuation
- 2003-07-28 JP JP2004524952A patent/JP2005537287A/ja active Pending
- 2003-07-28 PL PL03374866A patent/PL374866A1/xx unknown
- 2003-07-28 DK DK03771977T patent/DK1539752T3/da active
- 2003-07-28 ES ES03771977T patent/ES2282691T3/es not_active Expired - Lifetime
- 2003-07-28 MX MXPA05000997A patent/MXPA05000997A/es unknown
- 2003-07-28 US US10/628,927 patent/US6841678B2/en not_active Expired - Fee Related
- 2003-07-28 WO PCT/US2003/023543 patent/WO2004011462A1/en active IP Right Grant
- 2003-07-28 EP EP03771977A patent/EP1539752B1/de not_active Expired - Lifetime
- 2003-07-28 KR KR1020057001402A patent/KR20050030958A/ko not_active Ceased
- 2003-07-28 AU AU2003254221A patent/AU2003254221A1/en not_active Abandoned
- 2003-07-28 DE DE60312701T patent/DE60312701T8/de not_active Expired - Fee Related
- 2003-07-28 CA CA002493158A patent/CA2493158A1/en not_active Abandoned
- 2003-07-28 PT PT03771977T patent/PT1539752E/pt unknown
- 2003-07-28 SI SI200330819T patent/SI1539752T1/sl unknown
- 2003-07-28 AT AT03771977T patent/ATE357445T1/de not_active IP Right Cessation
- 2003-07-28 IL IL16630703A patent/IL166307A0/xx unknown
-
2004
- 2004-12-09 US US11/008,846 patent/US7335772B2/en not_active Expired - Fee Related
- 2004-12-09 US US11/009,259 patent/US7166721B2/en not_active Expired - Fee Related
-
2005
- 2005-01-16 IL IL166307A patent/IL166307A/en not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
US6841678B2 (en) | 2005-01-11 |
US20050101627A1 (en) | 2005-05-12 |
AU2003254221A1 (en) | 2004-02-16 |
MXPA05000997A (es) | 2005-05-16 |
KR20050030958A (ko) | 2005-03-31 |
US7335772B2 (en) | 2008-02-26 |
US20050119294A1 (en) | 2005-06-02 |
DE60312701D1 (de) | 2007-05-03 |
US20040063743A1 (en) | 2004-04-01 |
PL374866A1 (en) | 2005-11-14 |
DK1539752T3 (da) | 2007-07-16 |
DE60312701T2 (de) | 2007-12-06 |
HRP20050183A2 (en) | 2005-06-30 |
JP2005537287A (ja) | 2005-12-08 |
CA2493158A1 (en) | 2004-02-05 |
EP1539752A1 (de) | 2005-06-15 |
IL166307A (en) | 2010-04-15 |
CN100372847C (zh) | 2008-03-05 |
CN1684963A (zh) | 2005-10-19 |
WO2004011462A1 (en) | 2004-02-05 |
SI1539752T1 (sl) | 2007-08-31 |
PT1539752E (pt) | 2007-05-31 |
US7166721B2 (en) | 2007-01-23 |
ES2282691T3 (es) | 2007-10-16 |
EP1539752B1 (de) | 2007-03-21 |
ATE357445T1 (de) | 2007-04-15 |
IL166307A0 (en) | 2006-01-15 |
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