KR920002627A - α-케토 아미드 유도체 - Google Patents
α-케토 아미드 유도체 Download PDFInfo
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- KR920002627A KR920002627A KR1019910012754A KR910012754A KR920002627A KR 920002627 A KR920002627 A KR 920002627A KR 1019910012754 A KR1019910012754 A KR 1019910012754A KR 910012754 A KR910012754 A KR 910012754A KR 920002627 A KR920002627 A KR 920002627A
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- C07K5/06—Dipeptides
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- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D207/08—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon radicals, substituted by hetero atoms, attached to ring carbon atoms
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D207/08—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon radicals, substituted by hetero atoms, attached to ring carbon atoms
- C07D207/09—Radicals substituted by nitrogen atoms, not forming part of a nitro radical
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- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
- C07D211/18—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D211/34—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/02—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link
- C07K5/0202—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link containing the structure -NH-X-X-C(=0)-, X being an optionally substituted carbon atom or a heteroatom, e.g. beta-amino acids
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
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- 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
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- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
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Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (26)
- 하기 일반식(1)의 신규한 α-케토 아미드 유도체 또는 이의 염:
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- 상기식에서, X는 작용성 그룹이 보호될 수 있는 펩티드잔기 또는 아미노산 잔기이거나, 수소원자 또는 아미노-보호그룹이며; Y는 작용성 그룹이 보호될 수 있는 펩티드잔기 또는 아미노산 잔기이고; E는 알킬렌(CnH2n-1)상의 치환체를 나타내며, 할로겐, 저급알콕시 또는 수소이고; A는 카보닐그룹이거나, 일-또는 이-치환된 메틸렌이고, 이때 치환체 하이드록시, 저급알콕시, 페닐이미노 또는 벤질이미노이고; n은 2내지 6중의 한 정수이다.
- 제1항에 있어서, X가 저급알킬(C1-6)카보닐, 아미노그룹이 보호될 수 있는 α-아미노산 잔기, 또는 아미노 그룹이 보호될 수 있는 α-아미노산을 함유하는 디펩티드잔기이며; E는 수소이고, n은 3인 화합물.
- 제2항에 있어서, Y가 작용성 그룹이 보호될 수 있는 아미노산잔기 또는 작용성 그룹이 보호될 수 있는 디펩티드 잔기인 화합물.
- 제2항에 있어서, X가 측쇄 알킬(C3-6)카보닐, 아미노그룹이 보호되는 α-아미노알킬((C1-5)카보닐, N-보호된-2-피롤리디닐카보닐, 또는 아미노산그룹이 보호될 수 있는 α-아미노산(C2-10)을 함유하는 디펩티드잔기인 화합물.
- 제2항에 있어서, Y가 α-카복시그룹이 보호될 수 있는 α-카복시알킬(C1-6)아미노그룹인 화합물.
- 제4항에 있어서, X가 측쇄 알킬(C3-6)카보닐, Z-Phe-, Z-Pro-또는 Z-Val-Val이며; Y는 카복실그룹이 보호 또는 비보호될 수 있는 류신 또는 글리신잔기이거나, 카복실그룹이 보호되는 -Leu-Val인 화합물.
- 제4항에 있어서, A가 카보닐그룹인 화합물.
- 제5항에 있어서, Y가 카복실그룹이 비보되는 류신 또는 글리신잔기이거나, 카복실그룹이 보호되는 류신 또는 글리신 잔기이거나, 카복실그룹이 에스테르형 보호그룹 또는 아미드형 보호그룹에 의해 보호되는 -Leu-Val인 화합물.
- 제5항에 있어서, 카복실그룹이 알킬(C1-6)그룹 또는 알킬(C1-6)아미드그룹에 의해 보호되는 화합물.
- 제6항에 있어서, X가 (CH3)3CCH2CO- 또는 Z-Phe-인 화합물.
- 제10항에 있어서, Y가 -Leu-OH, -Leu-NH(t-Bu), -Leu-O(t-Bu), -Leu-OBzl, Gly-OH 또는 -Gly-O(t-Bu)인 화합물.
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- 중에서 선택된 화합물 또는 이의 염.
- 내용없음
- 하기 일반식의 α-하이드록시아세트산 유도체:
-
- 상기식에서, X'는 작용성 그룹이 보호될 수 있는 펩티드잔기 또는 아미노산 잔기이거나, 아미노-보호그룹이며; Y'는 작용성 그룹이 보호되는 펩티드잔기 또는 아미노산 잔기이고; n은 2내지 6중의 한 정수이다.
- 하기 일반식(1")의 α-하이드록시아세트산 유도체를 산화시키고; 필요한 경우, 보호그룹을 제거함으로써 하기 일반식(1')의 신규한 α-케토 아미드유도체 또는 이의 염을 제조하는 방법;
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- 상기식에서, X는 작용성 그룹이 보호될 수 있는 펩티드잔기 또느 아미노산 잔기이거나, 수소원자 또는 아미노-보호그룹이며; X'는 작용성 그룹이 보호되는 펩티드잔기 또는 아미노산 잔기이거나, 아미노-보호그룹이고; Y는 작용성 그룹이 보호될 수 있는 펩티드잔기 또는 아미노산 잔기이며; Y'는 작용성 그룹이 보호되는 펩티드잔기 또는 아미노산 잔기이고; E는 알킬렌(CnH2n-1)상의 치환체를 나타내며, 할로겐, 저급알콕시 또는 수소이며; A'는 카보닐그룹이거나, 일-또는 이-치환된 메틸렌이고, 이때 치환체는 저급알콕시, 페닐이미노 또는 벤질이미노이고; n은 2내지 6중의 한 정수이다.
- 제14항에 있어서, E가 수소이며, n은 정수 3인 신규한 α-케토 아미드유도체 또는 이의 염을 제조하는 방법.
- 제15항에 있어서, 하이드록실그룹을 산화제의 존재하에 산화시킴으로써 반응을 수행하여 신규한 α-케토아미드 유도체 또는 이의 염을 제조하는 방법.
- 제16항에 있어서, 불활성 유기 용매중에서 -10℃내지 용매의 비점에서 반응을 수행하여 신규한 α-케토아미드 유도체 또는 이의 염을 제조하는 방법.
- ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP91-57753 | 1990-03-01 | ||
JP90-197753 | 1990-07-27 | ||
JP19775390 | 1990-07-27 | ||
JP3057753A JPH04211648A (ja) | 1990-07-27 | 1991-03-01 | ケト酸アミド誘導体 |
Publications (1)
Publication Number | Publication Date |
---|---|
KR920002627A true KR920002627A (ko) | 1992-02-28 |
Family
ID=26398823
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019910012754A KR920002627A (ko) | 1990-03-01 | 1991-07-25 | α-케토 아미드 유도체 |
Country Status (6)
Country | Link |
---|---|
US (1) | US5221752A (ko) |
EP (1) | EP0468339B1 (ko) |
JP (1) | JPH04211648A (ko) |
KR (1) | KR920002627A (ko) |
DE (1) | DE69125537T2 (ko) |
ES (1) | ES2102989T3 (ko) |
Families Citing this family (50)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5371072A (en) * | 1992-10-16 | 1994-12-06 | Corvas International, Inc. | Asp-Pro-Arg α-keto-amide enzyme inhibitors |
US5656600A (en) * | 1993-03-25 | 1997-08-12 | Corvas International, Inc. | α-ketoamide derivatives as inhibitors of thrombosis |
US5541290A (en) * | 1993-06-24 | 1996-07-30 | Harbeson; Scott L. | Optically pure calpain inhibitor compounds |
DE69428703T2 (de) * | 1993-07-23 | 2002-05-29 | Zaidan Hojin Biseibutsu Kagaku Kenkyu Kai, Tokio/Tokyo | Pyrrolidin derivate |
WO1995003278A1 (fr) * | 1993-07-26 | 1995-02-02 | Zaidan Hojin Biseibutsu Kagaku Kenkyukai | Derive de pyrrolidine ou sel de celui-ci pharmaceutiquement acceptable |
WO1996016079A2 (en) * | 1994-11-24 | 1996-05-30 | Takeda Chemical Industries, Ltd | Alpha-ketoamide derivatives as cathepsin l inhibitor |
US5859031A (en) * | 1995-06-07 | 1999-01-12 | Gpi Nil Holdings, Inc. | Small molecule inhibitors of rotamase enzyme activity |
US5801197A (en) * | 1995-10-31 | 1998-09-01 | Gpi Nil Holdings, Inc. | Rotamase enzyme activity inhibitors |
TW498068B (en) | 1996-09-06 | 2002-08-11 | Nippon Kayaku Kk | Novel acetamide derivatives and protease inhibitors |
US5786378A (en) * | 1996-09-25 | 1998-07-28 | Gpi Nil Holdings, Inc. | Heterocyclic thioesters |
US6218424B1 (en) | 1996-09-25 | 2001-04-17 | Gpi Nil Holdings, Inc. | Heterocyclic ketone and thioester compounds and uses |
US5801187A (en) | 1996-09-25 | 1998-09-01 | Gpi-Nil Holdings, Inc. | Heterocyclic esters and amides |
US6274602B1 (en) | 1998-06-03 | 2001-08-14 | Gpi Nil Holdings, Inc. | Heterocyclic thioester and ketone hair growth compositions and uses |
US6187784B1 (en) | 1998-06-03 | 2001-02-13 | Gpi Nil Holdings, Inc. | Pipecolic acid derivative hair growth compositions and uses |
US6271244B1 (en) | 1998-06-03 | 2001-08-07 | Gpi Nil Holdings, Inc. | N-linked urea or carbamate of heterocyclic thioester hair growth compositions and uses |
US5945441A (en) * | 1997-06-04 | 1999-08-31 | Gpi Nil Holdings, Inc. | Pyrrolidine carboxylate hair revitalizing agents |
US6187796B1 (en) | 1998-06-03 | 2001-02-13 | Gpi Nil Holdings, Inc. | Sulfone hair growth compositions and uses |
US6075150A (en) * | 1998-01-26 | 2000-06-13 | Cv Therapeutics, Inc. | α-ketoamide inhibitors of 20S proteasome |
US6331537B1 (en) | 1998-06-03 | 2001-12-18 | Gpi Nil Holdings, Inc. | Carboxylic acids and carboxylic acid isosteres of N-heterocyclic compounds |
US6429215B1 (en) | 1998-06-03 | 2002-08-06 | Gpi Nil Holdings, Inc. | N-oxide of heterocyclic ester, amide, thioester, or ketone hair growth compositions and uses |
CA2334204A1 (en) | 1998-06-03 | 1999-12-09 | Gpi Nil Holdings, Inc. | Heterocyclic ester and amide hair growth compositions and uses |
US6172087B1 (en) | 1998-06-03 | 2001-01-09 | Gpi Nil Holding, Inc. | N-oxide of heterocyclic ester, amide, thioester, or ketone hair growth compositions and uses |
US6395758B1 (en) | 1998-08-14 | 2002-05-28 | Gpi Nil Holdings, Inc. | Small molecule carbamates or ureas for vision and memory disorders |
US7338976B1 (en) | 1998-08-14 | 2008-03-04 | Gpi Nil Holdings, Inc. | Heterocyclic esters or amides for vision and memory disorders |
US6335348B1 (en) | 1998-08-14 | 2002-01-01 | Gpi Nil Holdings, Inc. | Nitrogen-containing linear and azepinyl/ compositions and uses for vision and memory disorders |
US6506788B1 (en) | 1998-08-14 | 2003-01-14 | Gpi Nil Holdings, Inc. | N-linked urea or carbamate of heterocyclic thioesters for vision and memory disorders |
US6218423B1 (en) | 1998-08-14 | 2001-04-17 | Gpi Nil Holdings, Inc. | Pyrrolidine derivatives for vision and memory disorders |
US6384056B1 (en) | 1998-08-14 | 2002-05-07 | Gpi Nil Holdings, Inc. | Heterocyclic thioesters or ketones for vision and memory disorders |
US6399648B1 (en) | 1998-08-14 | 2002-06-04 | Gpi Nil Holdings, Inc. | N-oxides of heterocyclic ester, amide, thioester, or ketone for vision and memory disorders |
US6376517B1 (en) | 1998-08-14 | 2002-04-23 | Gpi Nil Holdings, Inc. | Pipecolic acid derivatives for vision and memory disorders |
US6333340B1 (en) | 1998-08-14 | 2001-12-25 | Gpi Nil Holdings, Inc. | Small molecule sulfonamides for vision and memory disorders |
US6337340B1 (en) | 1998-08-14 | 2002-01-08 | Gpi Nil Holdings, Inc. | Carboxylic acids and isosteres of heterocyclic ring compounds having multiple heteroatoms for vision and memory disorders |
US6339101B1 (en) | 1998-08-14 | 2002-01-15 | Gpi Nil Holdings, Inc. | N-linked sulfonamides of N-heterocyclic carboxylic acids or isosteres for vision and memory disorders |
US6462072B1 (en) | 1998-09-21 | 2002-10-08 | Gpi Nil Holdings, Inc. | Cyclic ester or amide derivatives |
EP2289887A3 (en) | 2000-06-30 | 2011-07-06 | Seikagaku Corporation | Epoxycarboxylic acid amides, azides and amino alcohols and processes for preparation of alpha-keto amides by using them |
FI20011466A0 (fi) | 2001-07-04 | 2001-07-04 | Orion Corp | Prolyylioligopeptidaasia inhiboivaa aktiivisuutta omaavia yhdisteitä, niiden valmistusmenetelmiä ja käyttö |
ATE342261T1 (de) * | 2001-09-21 | 2006-11-15 | Novartis Pharma Gmbh | Pyranderivate als inhibitoren von ace und nep |
EP1620091B1 (en) | 2003-05-05 | 2010-03-31 | Probiodrug AG | Inhibitors of glutaminyl cyclase |
NZ546887A (en) | 2003-11-03 | 2009-04-30 | Probiodrug Ag | Combinations useful for the treatment of neuronal disorders |
KR101099206B1 (ko) | 2004-02-05 | 2011-12-27 | 프로비오드룩 아게 | 신규한 글루타미닐 시클라제 저해제 |
WO2008055945A1 (en) | 2006-11-09 | 2008-05-15 | Probiodrug Ag | 3-hydr0xy-1,5-dihydr0-pyrr0l-2-one derivatives as inhibitors of glutaminyl cyclase for the treatment of ulcer, cancer and other diseases |
WO2008065141A1 (en) | 2006-11-30 | 2008-06-05 | Probiodrug Ag | Novel inhibitors of glutaminyl cyclase |
EP2481408A3 (en) | 2007-03-01 | 2013-01-09 | Probiodrug AG | New use of glutaminyl cyclase inhibitors |
EP2865670B1 (en) | 2007-04-18 | 2017-01-11 | Probiodrug AG | Thiourea derivatives as glutaminyl cyclase inhibitors |
US8486940B2 (en) | 2009-09-11 | 2013-07-16 | Probiodrug Ag | Inhibitors |
JP6026284B2 (ja) | 2010-03-03 | 2016-11-16 | プロビオドルグ エージー | グルタミニルシクラーゼの阻害剤 |
EP2545047B9 (en) | 2010-03-10 | 2015-06-10 | Probiodrug AG | Heterocyclic inhibitors of glutaminyl cyclase (qc, ec 2.3.2.5) |
EP2560953B1 (en) | 2010-04-21 | 2016-01-06 | Probiodrug AG | Inhibitors of glutaminyl cyclase |
JP6050264B2 (ja) | 2011-03-16 | 2016-12-21 | プロビオドルグ エージー | グルタミニルシクラーゼの阻害剤としてのベンゾイミダゾール誘導体 |
PL3461819T3 (pl) | 2017-09-29 | 2020-11-30 | Probiodrug Ag | Inhibitory cyklazy glutaminylowej |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4626545A (en) * | 1984-08-27 | 1986-12-02 | Merck & Co., Inc. | Amino acid derivatives as enzyme inhibitors |
US4880827A (en) * | 1986-03-18 | 1989-11-14 | Sumitomo Pharmaceuticals Company, Ltd. | Pyrrolidine derivatives having inhibitory action for proline specific endopepidase |
-
1991
- 1991-03-01 JP JP3057753A patent/JPH04211648A/ja active Pending
- 1991-07-12 US US07/729,419 patent/US5221752A/en not_active Expired - Fee Related
- 1991-07-16 ES ES91111819T patent/ES2102989T3/es not_active Expired - Lifetime
- 1991-07-16 EP EP91111819A patent/EP0468339B1/en not_active Expired - Lifetime
- 1991-07-16 DE DE69125537T patent/DE69125537T2/de not_active Expired - Fee Related
- 1991-07-25 KR KR1019910012754A patent/KR920002627A/ko active IP Right Grant
Also Published As
Publication number | Publication date |
---|---|
EP0468339A3 (en) | 1993-02-17 |
DE69125537T2 (de) | 1997-07-17 |
DE69125537D1 (de) | 1997-05-15 |
EP0468339A2 (en) | 1992-01-29 |
JPH04211648A (ja) | 1992-08-03 |
EP0468339B1 (en) | 1997-04-09 |
ES2102989T3 (es) | 1997-08-16 |
US5221752A (en) | 1993-06-22 |
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