KR900007860A - 활성 에스테르기를 갖는 시알산 유도체 - Google Patents
활성 에스테르기를 갖는 시알산 유도체 Download PDFInfo
- Publication number
- KR900007860A KR900007860A KR1019890017467A KR890017467A KR900007860A KR 900007860 A KR900007860 A KR 900007860A KR 1019890017467 A KR1019890017467 A KR 1019890017467A KR 890017467 A KR890017467 A KR 890017467A KR 900007860 A KR900007860 A KR 900007860A
- Authority
- KR
- South Korea
- Prior art keywords
- group
- sialic acid
- active ester
- acid derivative
- hydrogen
- Prior art date
Links
- SQVRNKJHWKZAKO-OQPLDHBCSA-N sialic acid Chemical class CC(=O)N[C@@H]1[C@@H](O)C[C@@](O)(C(O)=O)OC1[C@H](O)[C@H](O)CO SQVRNKJHWKZAKO-OQPLDHBCSA-N 0.000 title claims 8
- 125000004185 ester group Chemical group 0.000 title claims 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 6
- 229910052739 hydrogen Inorganic materials 0.000 claims 6
- 239000001257 hydrogen Substances 0.000 claims 6
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims 5
- 125000000217 alkyl group Chemical group 0.000 claims 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 4
- 229910052760 oxygen Inorganic materials 0.000 claims 4
- 239000001301 oxygen Substances 0.000 claims 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 3
- 125000003158 alcohol group Chemical group 0.000 claims 3
- 125000003277 amino group Chemical group 0.000 claims 3
- 229910052717 sulfur Chemical group 0.000 claims 3
- 239000011593 sulfur Chemical group 0.000 claims 3
- 125000005194 alkoxycarbonyloxy group Chemical group 0.000 claims 2
- -1 amino compound Chemical class 0.000 claims 2
- 150000002148 esters Chemical class 0.000 claims 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 2
- IZUPBVBPLAPZRR-UHFFFAOYSA-N pentachlorophenol Chemical compound OC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl IZUPBVBPLAPZRR-UHFFFAOYSA-N 0.000 claims 2
- LHJGJYXLEPZJPM-UHFFFAOYSA-N 2,4,5-trichlorophenol Chemical compound OC1=CC(Cl)=C(Cl)C=C1Cl LHJGJYXLEPZJPM-UHFFFAOYSA-N 0.000 claims 1
- UFBJCMHMOXMLKC-UHFFFAOYSA-N 2,4-dinitrophenol Chemical compound OC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O UFBJCMHMOXMLKC-UHFFFAOYSA-N 0.000 claims 1
- CFMZSMGAMPBRBE-UHFFFAOYSA-N 2-hydroxyisoindole-1,3-dione Chemical compound C1=CC=C2C(=O)N(O)C(=O)C2=C1 CFMZSMGAMPBRBE-UHFFFAOYSA-N 0.000 claims 1
- BTJIUGUIPKRLHP-UHFFFAOYSA-N 4-nitrophenol Chemical compound OC1=CC=C([N+]([O-])=O)C=C1 BTJIUGUIPKRLHP-UHFFFAOYSA-N 0.000 claims 1
- 239000004606 Fillers/Extenders Substances 0.000 claims 1
- NQTADLQHYWFPDB-UHFFFAOYSA-N N-Hydroxysuccinimide Chemical group ON1C(=O)CCC1=O NQTADLQHYWFPDB-UHFFFAOYSA-N 0.000 claims 1
- 229940093740 amino acid and derivative Drugs 0.000 claims 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- 229940088623 biologically active substance Drugs 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- ZUSSTQCWRDLYJA-UHFFFAOYSA-N n-hydroxy-5-norbornene-2,3-dicarboximide Chemical compound C1=CC2CC1C1C2C(=O)N(O)C1=O ZUSSTQCWRDLYJA-UHFFFAOYSA-N 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H5/00—Compounds containing saccharide radicals in which the hetero bonds to oxygen have been replaced by the same number of hetero bonds to halogen, nitrogen, sulfur, selenium, or tellurium
- C07H5/04—Compounds containing saccharide radicals in which the hetero bonds to oxygen have been replaced by the same number of hetero bonds to halogen, nitrogen, sulfur, selenium, or tellurium to nitrogen
- C07H5/06—Aminosugars
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/20—Carbocyclic rings
- C07H15/203—Monocyclic carbocyclic rings other than cyclohexane rings; Bicyclic carbocyclic ring systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/50—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
- A61K47/51—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent
- A61K47/54—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic compound
- A61K47/549—Sugars, nucleosides, nucleotides or nucleic acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/20—Carbocyclic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Genetics & Genomics (AREA)
- Biotechnology (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Epidemiology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Saccharide Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Peptides Or Proteins (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (7)
- 다음 일반식(Ⅰ)의 활성 에스테르기를 갖는 시알산 유도체.식중, R1은 수소 또는 아세틸기, R2는 수소 또는 저급알킬기, R3는 C2H4, C3H6또는 C2H2,R4는 하이드록실기, 활성 에스테르의 알코올 부분으로부터 수소를 제거후에 남는 잔기 또는 알킬옥시카보닐 옥시기이며, Ac는 아세틸기, Ph는 페닐기, X는 산소 또는 황을 나타낸다.
- 제1항에 있어서, 상기 활성 에스테르의 알코올부분은 N-하이드록시석이미드, N-하이드록시-5-노르보넨-2,3-디카르복스이미드, N-하이드록시프탈이미드, N-하이드록시벤조트리아졸, p-니트로페놀, 2,4-디니트로페놀, 2,4,5-트리클로로페놀, 또는 펜타클로로페놀의 기로부터 선택되는 일종임을 특징으로 하는 활성 에스테르기를 갖는 시알산 유도체.
- 제1항에 있어서, 알킬옥시카보닐옥시기의 알킬기는 메틸기, 에틸기, n-부틸기, 이소부틸기, 페닐기 및 벤질기로부터 선택되는 일종임을 특징으로 활성 에스테르기를 갖는 시알산 유도체.
- 제1항 내지 제3항중 어느 하나에 따른 활성 에스테르기를 함유하는 시알산 유도체로 구성되는 생물학적 활성 물질의 생물학적 반감기 증량제.
- 다음 일반식(Ⅱ)의 시알산 유도체.식중, R1은 수소 또는 아세틸기, R2는 수소 또는 저급알킬기, R3는 C2H4, C3H6또는 C2H2, AC는 아세틸기, m은 1-60, Ph는 페닐기, X는 산소 또는 황, Y는 아미노화합물로부터 아미노기의 수를 제거함으로서 남은 잔기이다.
- 제5항에 있어서, 아미노 화합물은 아미노산 및 그들의 유도체를 포함함을 특징으로 하는 시알산 유도체.
- 다음 일반식(Ⅲ)의 시알산 유도체.식중, R2는 수소 또는 저급 알킬기, Ac는 아세틸기, m은 1-60, Ph는 페닐기, X는 산소 또는 황, Z는 X가 산소일 때 Z가 니트로기가 아닌 경우, 니트로기, 아미노기, N,N'-디알킬-치환 아미노기 및 N-석신이미드기로 구성되는 기로부터 선택되는 일종을 나타낸다.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP88-301955 | 1988-11-29 | ||
| JP63301955A JPH02145596A (ja) | 1988-11-29 | 1988-11-29 | 活性エステル基を持つシタル酸誘導体 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR900007860A true KR900007860A (ko) | 1990-06-02 |
Family
ID=17903128
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019890017467A KR900007860A (ko) | 1988-11-29 | 1989-11-29 | 활성 에스테르기를 갖는 시알산 유도체 |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US5077397A (ko) |
| EP (1) | EP0371495A3 (ko) |
| JP (1) | JPH02145596A (ko) |
| KR (1) | KR900007860A (ko) |
| AU (1) | AU4562089A (ko) |
| CA (1) | CA2003984A1 (ko) |
| IL (1) | IL92478A0 (ko) |
| NZ (1) | NZ231557A (ko) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5438125A (en) * | 1991-03-06 | 1995-08-01 | Nippon Zoki Pharmaceutical Co., Ltd. | Sialic acid derivatives |
| JPH04300891A (ja) * | 1991-03-29 | 1992-10-23 | Nisshin Oil Mills Ltd:The | Ｓ−グリコシドを有するガングリオシド類縁体 |
| US6664235B1 (en) * | 1999-08-20 | 2003-12-16 | Riken | Medicaments comprising sialic acid derivatives as active ingredients |
| CN101039965A (zh) * | 2004-08-12 | 2007-09-19 | 利普生技术有限公司 | 唾液酸衍生物 |
| EP1776389B1 (en) | 2004-08-12 | 2016-06-29 | Lipoxen Technologies Limited | Sialic acid derivatives |
| EP1853634B1 (en) | 2005-02-23 | 2016-08-10 | Lipoxen Technologies Limited | Activated sialic acid derivatives for protein derivatisation and conjugation |
| US9119866B2 (en) * | 2008-04-08 | 2015-09-01 | Huiru Wang | Glycan-based drugs, therapies and biomarkers |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3219209A1 (de) * | 1981-05-22 | 1982-12-09 | Kanto Ishi Pharmaceutical Co., Ltd., Tokyo | N-acetylneuraminsaeure-derivate |
| US4533493A (en) * | 1981-08-27 | 1985-08-06 | Miles Laboratories, Inc. | Theophylline immunogens, antibodies, labeled conjugates, and related derivatives |
| JPS63264493A (ja) * | 1986-12-29 | 1988-11-01 | Mect Corp | 活性カルボニル基を持つシアル酸誘導体 |
| JPH029898A (ja) * | 1988-06-28 | 1990-01-12 | Mect Corp | シアル酸結合オクタペプチドおよびその製造方法 |
| JP2782345B2 (ja) * | 1988-08-12 | 1998-07-30 | 和光純薬工業株式会社 | シアル酸誘導体の製造法 |
-
1988
- 1988-11-29 JP JP63301955A patent/JPH02145596A/ja active Pending
-
1989
- 1989-11-27 CA CA002003984A patent/CA2003984A1/en not_active Abandoned
- 1989-11-27 US US07/441,270 patent/US5077397A/en not_active Expired - Fee Related
- 1989-11-28 IL IL92478A patent/IL92478A0/xx unknown
- 1989-11-28 NZ NZ231557A patent/NZ231557A/en unknown
- 1989-11-28 AU AU45620/89A patent/AU4562089A/en not_active Abandoned
- 1989-11-29 EP EP19890122070 patent/EP0371495A3/en not_active Withdrawn
- 1989-11-29 KR KR1019890017467A patent/KR900007860A/ko not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| EP0371495A3 (en) | 1991-09-25 |
| EP0371495A2 (en) | 1990-06-06 |
| US5077397A (en) | 1991-12-31 |
| IL92478A0 (en) | 1990-08-31 |
| AU4562089A (en) | 1990-06-07 |
| JPH02145596A (ja) | 1990-06-05 |
| CA2003984A1 (en) | 1990-05-29 |
| NZ231557A (en) | 1991-03-26 |
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| WITN | Application deemed withdrawn, e.g. because no request for examination was filed or no examination fee was paid |