CA2128205C - Methotrexate derivatives - Google Patents

Methotrexate derivatives Download PDF

Info

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
Application number
CA002128205A
Other languages
English (en)
French (fr)
Other versions
CA2128205A1 (en
Inventor
Hiroharu Matsuoka
Hiroshi Suzuki
Nobuaki Kato
Keiichiro Tsuji
Toshio Kuroki
Nobuaki Maruyama
Kazuya Nakagomi
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Chugai Pharmaceutical Co Ltd
Original Assignee
Chugai Pharmaceutical Co Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Chugai Pharmaceutical Co Ltd filed Critical Chugai Pharmaceutical Co Ltd
Publication of CA2128205A1 publication Critical patent/CA2128205A1/en
Application granted granted Critical
Publication of CA2128205C publication Critical patent/CA2128205C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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)
CA002128205A 1992-01-27 1993-01-27 Methotrexate derivatives Expired - Fee Related CA2128205C (en)

Applications Claiming Priority (9)

Application Number Priority Date Filing Date Title
JP5305192 1992-01-27
JP53051/1992 1992-01-27
JP7510692 1992-02-13
JP75106/1992 1992-02-13
JP10832092 1992-03-16
JP108320/1992 1992-03-16
JP11512692 1992-03-24
JP115126/1992 1992-03-24
PCT/JP1993/000096 WO1993015077A1 (fr) 1992-01-27 1993-01-27 Derive de methotrexate

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)

Country Link
US (2) US6559149B1 (enExample)
EP (1) EP0632038B1 (enExample)
KR (1) KR100248324B1 (enExample)
AT (1) ATE204576T1 (enExample)
AU (1) AU3367693A (enExample)
CA (1) CA2128205C (enExample)
DE (1) DE69330639T2 (enExample)
ES (1) ES2161713T3 (enExample)
TW (1) TW223637B (enExample)
WO (1) WO1993015077A1 (enExample)

Families Citing this family (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE69330639T2 (de) * 1992-01-27 2002-07-04 Chugai Seiyaku K.K., Tokio/Tokyo Methotrexat-derivate
CN1037771C (zh) * 1992-12-25 1998-03-18 中外制药株式会社 甲氨喋呤衍生物
US5958928A (en) * 1995-03-27 1999-09-28 Chugai Seiyaku Kabushiki Kaisha Pharmaceutical agents containing methotrexate derivative
US7276506B2 (en) * 1998-12-28 2007-10-02 4 Aza Bioscience Nv Immunosuppressive effects of pteridine derivatives
US7229986B2 (en) 2000-05-16 2007-06-12 Takeda Pharmaceutical Company Ltd. Melanin-concentrating 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
NZ592293A (en) 2005-11-28 2012-10-26 Verrow Pharmaceuticals Inc Compositions comprising an oligosaccharide such as a cyclodextrin for reducing the nephrotoxicity of other drugs
WO2007098089A2 (en) * 2006-02-17 2007-08-30 Novacea, Inc. Treatment of hyperproliferative diseases with methotrexate n-oxide and analogs
WO2008009078A2 (en) 2006-07-20 2008-01-24 Gilead Sciences, Inc. 4,6-dl- and 2,4,6-trisubstituted quinazoline derivatives useful for treating viral infections
US10144736B2 (en) * 2006-07-20 2018-12-04 Gilead Sciences, Inc. Substituted pteridines useful for the treatment and prevention of viral infections
JP5693950B2 (ja) 2007-04-11 2015-04-01 メルク エ カンパニー １８ｆ標識葉酸
US8835498B2 (en) 2008-11-19 2014-09-16 Pola Chemical Industries Inc. Anti-wrinkle agents
US9670205B2 (en) 2015-03-04 2017-06-06 Gilead Sciences, Inc. Toll like receptor modulator compounds
WO2018045150A1 (en) 2016-09-02 2018-03-08 Gilead Sciences, Inc. 4,6-diamino-pyrido[3,2-d]pyrimidine derivaties as toll like receptor modulators
AU2017318601B2 (en) 2016-09-02 2020-09-03 Gilead Sciences, Inc. Toll like receptor modulator compounds
TWI751516B (zh) 2019-04-17 2022-01-01 美商基利科學股份有限公司 類鐸受體調節劑之固體形式
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
TWI879779B (zh) 2019-06-28 2025-04-11 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)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FI812775A7 (fi) * 1980-09-12 1982-03-13 Farmos Oy Menetelmä N-/4-/(2,4-diamino-6- pteridinyyli)-metyyli/- metyyliamino/bentsoyyli/glutamiinihapon ja senjohdannaisten valmistamiseksi.
US4490529A (en) * 1983-09-06 1984-12-25 Dana-Farber Cancer Institute, Inc. Cysteic acid and homocysteic acid analogues of methotrexate and aminopterin
HU223948B1 (hu) * 1990-08-14 2005-03-29 Chugai Seiyaku Kabushiki Kaisha Metotrexát-származékok, ilyeneket tartalmazó gyógyszerkészítmények és eljárás előállításukra
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
DE69330639T2 (de) * 1992-01-27 2002-07-04 Chugai Seiyaku K.K., Tokio/Tokyo Methotrexat-derivate
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
JP3274532B2 (ja) * 1992-03-24 2002-04-15 中外製薬株式会社 抗リウマチ剤

Also Published As

Publication number Publication date
US6559149B1 (en) 2003-05-06
DE69330639T2 (de) 2002-07-04
KR100248324B1 (ko) 2000-04-01
ES2161713T3 (es) 2001-12-16
EP0632038A1 (en) 1995-01-04
CA2128205A1 (en) 1993-08-05
WO1993015077A1 (fr) 1993-08-05
AU3367693A (en) 1993-09-01
EP0632038A4 (en) 1995-02-22
TW223637B (enExample) 1994-05-11
DE69330639D1 (de) 2001-09-27
EP0632038B1 (en) 2001-08-22
US20030171376A1 (en) 2003-09-11
ATE204576T1 (de) 2001-09-15

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