CA2128205C - Methotrexate derivatives - Google Patents
Methotrexate derivatives Download PDFInfo
- Publication number
- CA2128205C CA2128205C CA002128205A CA2128205A CA2128205C CA 2128205 C CA2128205 C CA 2128205C CA 002128205 A CA002128205 A CA 002128205A CA 2128205 A CA2128205 A CA 2128205A CA 2128205 C CA2128205 C CA 2128205C
- Authority
- CA
- Canada
- Prior art keywords
- general formula
- compound
- carbon atoms
- lower alkyl
- alkyl group
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D475/00—Heterocyclic compounds containing pteridine ring systems
- C07D475/06—Heterocyclic compounds containing pteridine ring systems with a nitrogen atom directly attached in position 4
- C07D475/08—Heterocyclic compounds containing pteridine ring systems with a nitrogen atom directly attached in position 4 with a nitrogen atom directly attached in position 2
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Applications Claiming Priority (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP5305192 | 1992-01-27 | ||
| JP53051/1992 | 1992-01-27 | ||
| JP75106/1992 | 1992-02-13 | ||
| JP7510692 | 1992-02-13 | ||
| JP10832092 | 1992-03-16 | ||
| JP108320/1992 | 1992-03-16 | ||
| JP115126/1992 | 1992-03-24 | ||
| JP11512692 | 1992-03-24 | ||
| PCT/JP1993/000096 WO1993015077A1 (en) | 1992-01-27 | 1993-01-27 | Methotrexate derivative |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2128205A1 CA2128205A1 (en) | 1993-08-05 |
| CA2128205C true CA2128205C (en) | 2004-03-30 |
Family
ID=27462860
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002128205A Expired - Fee Related CA2128205C (en) | 1992-01-27 | 1993-01-27 | Methotrexate derivatives |
Country Status (10)
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ATE204576T1 (de) * | 1992-01-27 | 2001-09-15 | Chugai Pharmaceutical Co Ltd | Methotrexat-derivate |
| EP0676399B1 (en) * | 1992-12-25 | 1999-09-15 | Chugai Seiyaku Kabushiki Kaisha | Methotrexate derivatives |
| KR100400509B1 (ko) * | 1995-03-27 | 2004-04-03 | 쥬가이 세이야쿠 가부시키가이샤 | 메토트렉세이트유도체를함유하는약제 |
| US7276506B2 (en) * | 1998-12-28 | 2007-10-02 | 4 Aza Bioscience Nv | Immunosuppressive effects of pteridine derivatives |
| EP1283199A4 (en) * | 2000-05-16 | 2003-12-17 | Takeda Chemical Industries Ltd | MELANIN CONCENTRATION HORMONE ANTAGONIST |
| US20070032477A1 (en) * | 2003-10-17 | 2007-02-08 | Waer Mark J A | Pteridine derivatives useful for making pharmaceutical compositions |
| US20060039985A1 (en) * | 2004-04-27 | 2006-02-23 | Bennett David B | Methotrexate compositions |
| US7601834B2 (en) * | 2005-02-22 | 2009-10-13 | Savvipharm Inc | Compositions and methods of reducing side effects and toxicity of methotrexate when given as orotate derivatives |
| EP1954292B1 (en) | 2005-11-28 | 2014-05-07 | Verrow Pharmaceuticals, Inc. | Compositions useful for reducing nephrotoxicity and methods of use thereof |
| WO2007098089A2 (en) * | 2006-02-17 | 2007-08-30 | Novacea, Inc. | Treatment of hyperproliferative diseases with methotrexate n-oxide and analogs |
| US10144736B2 (en) * | 2006-07-20 | 2018-12-04 | Gilead Sciences, Inc. | Substituted pteridines useful for the treatment and prevention of viral infections |
| PT2150514T (pt) | 2007-04-11 | 2019-02-01 | Merck & Cie | Folatos etiquetados com 18f |
| MX2011004006A (es) | 2008-11-19 | 2011-05-19 | Pola Chem Ind Inc | Agentes antiarrugas. |
| DK3321265T3 (da) | 2015-03-04 | 2020-06-08 | Gilead Sciences Inc | 4,6-diamino-pyrido[3,2-d]pyrimidinforbindelser og deres udnyttelse som modulatorer af toll-lignende receptorer |
| US10640499B2 (en) | 2016-09-02 | 2020-05-05 | Gilead Sciences, Inc. | Toll like receptor modulator compounds |
| CN109923106B (zh) | 2016-09-02 | 2022-09-13 | 吉利德科学公司 | toll样受体调节剂化合物 |
| TW202210480A (zh) | 2019-04-17 | 2022-03-16 | 美商基利科學股份有限公司 | 類鐸受體調節劑之固體形式 |
| TW202212339A (zh) | 2019-04-17 | 2022-04-01 | 美商基利科學股份有限公司 | 類鐸受體調節劑之固體形式 |
| TW202115056A (zh) | 2019-06-28 | 2021-04-16 | 美商基利科學股份有限公司 | 類鐸受體調節劑化合物的製備方法 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FI812775L (fi) | 1980-09-12 | 1982-03-13 | Farmos Oy | Foerfarande foer framstaellning av n-/4-/(2,4-diamino-6-pteridinyl)-metyl/metylamino/benzoyl/glutaminsyra och derivat daerav |
| US4490529A (en) * | 1983-09-06 | 1984-12-25 | Dana-Farber Cancer Institute, Inc. | Cysteic acid and homocysteic acid analogues of methotrexate and aminopterin |
| CA2088665C (en) * | 1990-08-14 | 2001-05-01 | Nobuhiro Ohi | Methotrexate derivative |
| JP3124592B2 (ja) * | 1990-08-14 | 2001-01-15 | 中外製薬株式会社 | 新規メトトレキセート誘導体 |
| JP3207285B2 (ja) * | 1992-01-27 | 2001-09-10 | 中外製薬株式会社 | 新規メトトレキセート誘導体 |
| ATE204576T1 (de) * | 1992-01-27 | 2001-09-15 | Chugai Pharmaceutical Co Ltd | Methotrexat-derivate |
| JP3274532B2 (ja) * | 1992-03-24 | 2002-04-15 | 中外製薬株式会社 | 抗リウマチ剤 |
-
1993
- 1993-01-27 AT AT93902536T patent/ATE204576T1/de active
- 1993-01-27 DE DE69330639T patent/DE69330639T2/de not_active Expired - Fee Related
- 1993-01-27 AU AU33676/93A patent/AU3367693A/en not_active Abandoned
- 1993-01-27 TW TW082100448A patent/TW223637B/zh active
- 1993-01-27 US US08/256,441 patent/US6559149B1/en not_active Expired - Fee Related
- 1993-01-27 WO PCT/JP1993/000096 patent/WO1993015077A1/ja active IP Right Grant
- 1993-01-27 EP EP93902536A patent/EP0632038B1/en not_active Expired - Lifetime
- 1993-01-27 KR KR1019940702559A patent/KR100248324B1/ko not_active IP Right Cessation
- 1993-01-27 ES ES93902536T patent/ES2161713T3/es not_active Expired - Lifetime
- 1993-01-27 CA CA002128205A patent/CA2128205C/en not_active Expired - Fee Related
-
2003
- 2003-03-03 US US10/376,711 patent/US20030171376A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| KR100248324B1 (ko) | 2000-04-01 |
| US6559149B1 (en) | 2003-05-06 |
| CA2128205A1 (en) | 1993-08-05 |
| EP0632038A4 (en) | 1995-02-22 |
| ATE204576T1 (de) | 2001-09-15 |
| WO1993015077A1 (en) | 1993-08-05 |
| US20030171376A1 (en) | 2003-09-11 |
| EP0632038A1 (en) | 1995-01-04 |
| ES2161713T3 (es) | 2001-12-16 |
| AU3367693A (en) | 1993-09-01 |
| EP0632038B1 (en) | 2001-08-22 |
| DE69330639D1 (de) | 2001-09-27 |
| DE69330639T2 (de) | 2002-07-04 |
| TW223637B (US07229986-20070612-C00126.png) | 1994-05-11 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CA2128205C (en) | Methotrexate derivatives | |
| AU592271B2 (en) | Anti-cancer quinazoline derivatives | |
| US4447608A (en) | Anti-cancer quinazoline derivatives | |
| RU2266280C2 (ru) | Замещенные производные n-бензилиндол-3-ил-глиоксиловой кислоты, обладающие противоопухолевым действием (варианты), их кислотно-аддитивные соли (варианты), фармацевтический препарат, фармацевтическая форма | |
| DK168005B1 (da) | N-acyleret diamidderivat af sure aminosyrer og fremgangsmaade til fremstilling af samme samt et antiulcermiddel indeholdende et saadant derivat | |
| US5128345A (en) | Carcinostatic composition comprising indolquinolines | |
| US5703089A (en) | Dihydrodibenzisoquinolinediones | |
| Jaycox et al. | Potential DNA bis‐intercalating agents: Synthesis and antitumor activity of novel, conformationally restricted bis (9‐aminoacridines) | |
| US7728000B2 (en) | Substituted quinolines for the treatment of cancer | |
| KR20010013149A (ko) | 세포 증식 억제제로서의 시아노구아니딘 | |
| JP3207285B2 (ja) | 新規メトトレキセート誘導体 | |
| US4892939A (en) | Oligopeptidyl-5-fluorouridine compounds and process for preparing the same | |
| Rosowsky et al. | Synthesis and biological activity of the 2-desamino and 2-desamino-2-methyl analogs of aminopterin and methotrexate | |
| JP3274532B2 (ja) | 抗リウマチ剤 | |
| JPH08231514A (ja) | フェニルベンズイミダゾール誘導体 | |
| EP0137640A1 (en) | Chain extended analogues of methotrexate and aminopterin | |
| JPH05194517A (ja) | ６−メルカプトプリン誘導体及びその製法 | |
| JP3145533B2 (ja) | 新規メトトレキセート誘導体 | |
| CN117247374A (zh) | 一种bcl-xl抑制剂及其制药用途 | |
| El-Moghazy Aly et al. | Design and synthesis of some substituted acridine derivatives of anticipated antitumor activity | |
| JPS61225186A (ja) | ５−オクソ−ピリド〔４，３−ｄ〕ピリミジン誘導体、その製造方法および用途 | |
| Aymamí et al. | Substituted Quinolines for the Treatment of Cancer | |
| JPS60178853A (ja) | スパガリン関連ニトリル化合物及びその製造法 | |
| JPS62187409A (ja) | 抗腫瘍剤 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKLA | Lapsed |