KR900018100A - N-(5,6,7,8-테트라히드로피리도(2,3,-d)피리미딘-6-일-알카노일)-글루탐산 유도체 및 그의 제조방법 - Google Patents

N-(5,6,7,8-테트라히드로피리도(2,3,-d)피리미딘-6-일-알카노일)-글루탐산 유도체 및 그의 제조방법 Download PDF

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Publication number
KR900018100A
KR900018100A KR1019890007041A KR890007041A KR900018100A KR 900018100 A KR900018100 A KR 900018100A KR 1019890007041 A KR1019890007041 A KR 1019890007041A KR 890007041 A KR890007041 A KR 890007041A KR 900018100 A KR900018100 A KR 900018100A
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South Korea
Prior art keywords
compound
amino
glutamic acid
hydroxy
tetrahydropyrido
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KR1019890007041A
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KR0131589B1 (ko
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쉬히 추안
씨. 테일러 에드워드
Original Assignee
원본미기재
더 트러스티스 어브 프린스톤 유니버시티
레로이 휘테이커
일라이 릴리 앤드 컴페니
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Priority claimed from US07/198,201 external-priority patent/US4882333A/en
Priority claimed from US07/198,207 external-priority patent/US4882334A/en
Application filed by 원본미기재, 더 트러스티스 어브 프린스톤 유니버시티, 레로이 휘테이커, 일라이 릴리 앤드 컴페니 filed Critical 원본미기재
Publication of KR900018100A publication Critical patent/KR900018100A/ko
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    • 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
    • A61P35/00—Antineoplastic agents
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Abstract

내용 없음

Description

N-(5,6,7,8-테트라히드로피리도{2,3-D}피리미딘-6-일-알카노일)-글루탐산유도체 및 그의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (17)

  1. 하기 일반식의 글루탐산 유도체로 구성된 군에서 선정된 화합물 및 약학적으로 허용되는 그의 염:
    상기식에서, R1은 -OH 또는 -NH2이고, R2는 수소 또는 카르복시 보호기이며, R3은 탄소-탄소결합, C1-C4알킬렌, N클로헥실렌, 또는이고; R4는 수소 또는 아미노 보호기이며, Q는 -S- 또는 -O-이고, R5는 수소, 염소 또는 불소이며, 또 *표시된 탄소 원자에 대한 구조는 S이다.
  2. 제1항에 있어서, R1이 -OH이고 또 R2및 R4각각이 수소인 화합물.
  3. 제2항에 있어서, R3이 메틸렌, 에틸렌 또는 트리메틸렌인 화합물
  4. 제3항에 있어서, (S,S)-N-[3-(2-아미노-4-히드록시-5,6,7,8-테트라히드로피리도[2,3-d]피리미딘-6-일)프로피오일]-L-글루탐산 또는 (R,S)-N-[3-(2-아미노-4-히드록시-5,6,7,8-테트라히도로피리도(2,3-d]-피리미딘-6-일)프로피오일}-L-글루탐산 화합물.
  5. 제3항에 있어서, (S,S)-N-[4-(2-아미노-4-히드록시-5,6,7,8-테트라히드로피리도[2,3-d]피리미딘-6-일)부탄오일}-L-글루탐산 또는 (R,S)-N-(2-아미노-4-히드록시-5,6,7,8-테트라히드로피리도(2,3,-d]-피리미딘-6-일)부탄오일]-L-글루탐산 화합물.
  6. 제3항에 있어서, (S,S)-N-[5-(2-아미노-4-히드록시-5,6,7,8-테트라히드로피리도[2,3-d]피리미딘-6-일)펜탄오일}-L-글루탐산 또는 (R,S)-N-[3-(2-아미노-5-히드록시-5,6,7,8-테트라히드로피리도(2,3,-d]-피리미딘-6-일)펜탄오일]-L-글루탐산 화합물.
  7. 제3항에 있어서, (S,S)-N-[6-(2-아미노-4-히드록시-5,6,7,8-테트라히드로피리도[2,3-d]피리미딘-6-일)헥산오일}-L-글루탐산 또는 (R,S)-N-{3-(2-아미노-6-히드록시-5,6,7,8-테트라히드로피리도-(2,3,-d]-피리미딘-6-일)헥산오일]-L-글루탐산 화합물
  8. 제2항에 있어서, R3이 시클로헥사-1,4-디일인 화합물.
  9. 제8항에 있어서, (S,S)-N-[2-(2-아미노-4-히드록시-5,6,7,8-테트라히드로피리도[2,3-d]피리미딘-6-일)에텔]시클로헥스-1-일카르보닐]-L-글루탐산 또는 (R,S)-N-[2-(2-아미노-4-히드록시-5,6,7,8-테트라히드로피리도[2,3-d]피리미딘-6-일)에틸]시클로헥스-1-일카르보닐]-L-글루탐산 화합물.
  10. 제2항에 있어서, R3 인 화합물.
  11. 제10항에 있어서, R5가 수소이고 Q가 -S-인 화합물.
  12. 제 11항에 있어서, (S,S)-N-[5-(2-(2-아미노-4-히드록시-5,6,7,8-테트라히드로피리도[2,3-d]피리미딘-6-일)에틸)티엔-2-일카르보닐]-L-글루탐산 또는 (R,S)-N-[5-(2-(2-아미노-4-히드록시-5,6,7,8-테트라히드로피리도[2,3-d]피리미딘-6-일)에틸)티엔-2-일카르보닐]-L-글루탐산 화합물.
  13. 제10항에 있어서, R5가 수소이고 Q가 -S-인 화합물.
  14. 제10항에 있어서, (S,S)-N-[5-(2-(2-아미노-4-히드록시-5,6,7,8-테트라히드로피리도[2,3-d]피리미딘-6-일)에틸)푸란-2-일카르보닐]-L-글루탐산 또는 (R,S)-N-[5-(2-[2-아미노-4-히드록시-5,6,7,8-테트라히드로피리도[2,3-d]피리미딘-6-일)에틸)푸란-2-일카르보닐]-L-글루탐산 화합물.
  15. 단일 또는 중복 식이법으로 제1항에 따른 화합물 유효량을 포유 동물에 투여하는 것을 포함하는, 포유 동물의 신생물 성장을 억제하는 방법.
  16. 단일 또는 중복 복용 식이법으로 포유 동물에 투여하면 포유동물의 신생물 성장을 억제하는데 효과적이며 제1항에 따른 화합물 유효량을 약학적으로 허용된 담체와 함께 포함하는, 포유 동물의 신생물 성작을 억제하기 위한 약학적 조성물.
  17. 하기 일반식(IA') 또는 (IB')의 화합물 또는 이들의 혼합물을 가수분해시키는 것을 포함하는, 하기 일반식(IA) 또는 (IB)의 글루탐산 유도체로 구성된 군으로부터 선정된 화합물 및 약학적으로 허용되는 그의 염을 제조하는 방법:
    상기식에서, R1은 -OH 또는 -NH2이고, R3은 탄소-탄소 결합, 탄소 원자수1 내지 4개의 알킬렌, 시클로헥실렌, 또는이며: Q는 -S- 또는 -O-이고, R5는 수소, 염소 또는 불소이며: 또 R2'은 수소 또는 카르복시 보호기이고, R4'은 수소 또는 아미노 보호기이며: 또 *로 표시된 탄소 원자에 대한 배열은 S이고, R2' 및 R4'중 적어도 하나는 수소이외의 것일 수 있다.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019890007041A 1988-05-25 1989-05-25 N-(5,6,7,8-테트라히드로피리도(2,3-d)피리미딘-6-일-알카노일)-글루탐산 유도체 및 그의 제조방법 KR0131589B1 (ko)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US198.201 1988-05-25
US07/198,201 US4882333A (en) 1988-05-25 1988-05-25 N-(5,6,7,8-tetrahydropyrido[2,3-d]pyrimidin-6-yl-alkanoyl)-glutamic acid derivatives
US198.207 1988-05-25
US07/198.201 1988-05-25
US07/198,207 US4882334A (en) 1988-05-25 1988-05-25 N-(5,6,7,8-tetrahydropyrido]2,3-d]pyrimidin-6-ylethl-thineyl-and furylcarbonyl)-glutamic acid derivatives

Publications (2)

Publication Number Publication Date
KR900018100A true KR900018100A (ko) 1990-12-20
KR0131589B1 KR0131589B1 (ko) 1998-04-17

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EP (1) EP0343801B1 (ko)
JP (1) JP2818198B2 (ko)
KR (1) KR0131589B1 (ko)
CN (1) CN1025334C (ko)
AT (1) ATE109480T1 (ko)
AU (1) AU611027B2 (ko)
CA (1) CA1340631C (ko)
CY (1) CY2055B1 (ko)
DE (1) DE68917211T2 (ko)
DK (1) DK172753B1 (ko)
ES (1) ES2057116T3 (ko)
HK (1) HK1000284A1 (ko)
HU (1) HU205356B (ko)
IE (1) IE63620B1 (ko)
IL (1) IL90179A (ko)
NZ (1) NZ229242A (ko)
PT (1) PT90635B (ko)
RU (1) RU2002747C1 (ko)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH03173890A (ja) * 1989-09-21 1991-07-29 Takeda Chem Ind Ltd ピロロ［２，３―ｄ］ピリミジン誘導体，その製造法，用途及び中間体
IL96531A (en) * 1989-12-11 1995-08-31 Univ Princeton History of Acid N- (Diomeric-H1-Pyrolo] D-2,3 [Pyrimidine-3-Ilacyl (-glutamic, preparation and pharmaceutical preparations containing them)
CA2032695A1 (en) * 1989-12-20 1991-06-21 Hiroshi Akimoto Condensed heterocyclic compounds, their production and use
CZ66893A3 (en) * 1992-04-23 1993-12-15 Lilly Co Eli Application of gar - transformylase inhibitor
US5608082A (en) * 1994-07-28 1997-03-04 Agouron Pharmaceuticals, Inc. Compounds useful as antiproliferative agents and GARFT inhibitors
CA2184783A1 (en) * 1995-09-08 1997-03-09 William J. Gill Nonclassical antifolates
AU7073296A (en) * 1996-05-01 1997-11-19 Eli Lilly And Company 5,6,7,8-tetrahydropyrido{2,3-d}pyrimidines
WO1999041230A1 (en) * 1998-02-11 1999-08-19 Eli Lilly And Company Processes and intermediates useful to make antifolates

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ZA861235B (en) * 1985-03-08 1986-10-29 Univ Princeton Pyrido(2,3-d)pyrimidine derivatives
US4684653A (en) * 1985-03-08 1987-08-04 The Trustees Of Princeton University Pyrido(2,3-d)pyrimidine derivatives
NZ219971A (en) * 1986-06-06 1989-08-29 Univ Princeton Tetrahydropyrido (2,3-d pyrimidine derivatives and pharmaceutical compositions
IE60038B1 (en) * 1986-06-30 1994-05-18 Univ Princeton 4(3H)-oxo-5, 6, 7, 8-tetrahydropyrido-[2, 3-d]pyrimidine derivatives

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IL90179A (en) 1994-02-27
AU611027B2 (en) 1991-05-30
NZ229242A (en) 1990-10-26
DE68917211T2 (de) 1994-11-24
DK215289A (da) 1989-11-26
DE68917211D1 (de) 1994-09-08
AU3510989A (en) 1989-11-30
CA1340631C (en) 1999-07-06
IE63620B1 (en) 1995-05-17
EP0343801A3 (en) 1991-05-02
HU205356B (en) 1992-04-28
IE891767L (en) 1989-11-25
DK172753B1 (da) 1999-06-28
DK215289D0 (da) 1989-05-02
JP2818198B2 (ja) 1998-10-30
IL90179A0 (en) 1989-12-15
CY2055B1 (en) 1998-06-12
PT90635B (pt) 1994-10-31
RU2002747C1 (ru) 1993-11-15
CN1038098A (zh) 1989-12-20
KR0131589B1 (ko) 1998-04-17
EP0343801B1 (en) 1994-08-03
HK1000284A1 (en) 1998-02-20
EP0343801A2 (en) 1989-11-29
CN1025334C (zh) 1994-07-06
ATE109480T1 (de) 1994-08-15
PT90635A (pt) 1989-11-30
HUT50342A (en) 1990-01-29
ES2057116T3 (es) 1994-10-16
JPH0267281A (ja) 1990-03-07

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