ATE145894T1 - Amidinophenolderivate - Google Patents
AmidinophenolderivateInfo
- Publication number
- ATE145894T1 ATE145894T1 AT93307354T AT93307354T ATE145894T1 AT E145894 T1 ATE145894 T1 AT E145894T1 AT 93307354 T AT93307354 T AT 93307354T AT 93307354 T AT93307354 T AT 93307354T AT E145894 T1 ATE145894 T1 AT E145894T1
- Authority
- AT
- Austria
- Prior art keywords
- alkyl
- sulfur
- phenylalkyl
- coor
- alkylene
- Prior art date
Links
- IYELGEUXPAPULN-UHFFFAOYSA-N 2-hydroxybenzenecarboximidamide Chemical class NC(=N)C1=CC=CC=C1O IYELGEUXPAPULN-UHFFFAOYSA-N 0.000 title abstract 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 6
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 6
- 125000003884 phenylalkyl group Chemical group 0.000 abstract 6
- 229910052717 sulfur Inorganic materials 0.000 abstract 6
- 239000011593 sulfur Substances 0.000 abstract 6
- 125000002947 alkylene group Chemical group 0.000 abstract 4
- 125000004450 alkenylene group Chemical group 0.000 abstract 3
- 125000004419 alkynylene group Chemical group 0.000 abstract 3
- 125000004432 carbon atom Chemical group C* 0.000 abstract 3
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 abstract 3
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 abstract 2
- 125000006374 C2-C10 alkenyl group Chemical group 0.000 abstract 2
- 206010033645 Pancreatitis Diseases 0.000 abstract 2
- 108090000631 Trypsin Proteins 0.000 abstract 2
- 102000004142 Trypsin Human genes 0.000 abstract 2
- 125000000304 alkynyl group Chemical group 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 150000002367 halogens Chemical class 0.000 abstract 2
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- 239000012588 trypsin Substances 0.000 abstract 2
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 abstract 1
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 abstract 1
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 abstract 1
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 abstract 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 abstract 1
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 abstract 1
- 108010088842 Fibrinolysin Proteins 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 108060005987 Kallikrein Proteins 0.000 abstract 1
- 102000001399 Kallikrein Human genes 0.000 abstract 1
- 208000034486 Multi-organ failure Diseases 0.000 abstract 1
- 208000010718 Multiple Organ Failure Diseases 0.000 abstract 1
- 108091005804 Peptidases Proteins 0.000 abstract 1
- 102000035195 Peptidases Human genes 0.000 abstract 1
- 102100026918 Phospholipase A2 Human genes 0.000 abstract 1
- 101710096328 Phospholipase A2 Proteins 0.000 abstract 1
- 239000004365 Protease Substances 0.000 abstract 1
- 108090000190 Thrombin Proteins 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 208000026935 allergic disease Diseases 0.000 abstract 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 208000009190 disseminated intravascular coagulation Diseases 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 208000027866 inflammatory disease Diseases 0.000 abstract 1
- 230000002401 inhibitory effect Effects 0.000 abstract 1
- 208000029744 multiple organ dysfunction syndrome Diseases 0.000 abstract 1
- 229940012957 plasmin Drugs 0.000 abstract 1
- 230000002265 prevention Effects 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 abstract 1
- 229960004072 thrombin Drugs 0.000 abstract 1
- 229960001322 trypsin Drugs 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
- C07D295/18—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
- C07D295/182—Radicals derived from carboxylic acids
- C07D295/185—Radicals derived from carboxylic acids from aliphatic carboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
- C07C237/28—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton
- C07C237/44—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton having carbon atoms of carboxamide groups, amino groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring
-
- 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]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/08—Antiallergic agents
-
- 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
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C257/00—Compounds containing carboxyl groups, the doubly-bound oxygen atom of a carboxyl group being replaced by a doubly-bound nitrogen atom, this nitrogen atom not being further bound to an oxygen atom, e.g. imino-ethers, amidines
- C07C257/10—Compounds containing carboxyl groups, the doubly-bound oxygen atom of a carboxyl group being replaced by a doubly-bound nitrogen atom, this nitrogen atom not being further bound to an oxygen atom, e.g. imino-ethers, amidines with replacement of the other oxygen atom of the carboxyl group by nitrogen atoms, e.g. amidines
- C07C257/18—Compounds containing carboxyl groups, the doubly-bound oxygen atom of a carboxyl group being replaced by a doubly-bound nitrogen atom, this nitrogen atom not being further bound to an oxygen atom, e.g. imino-ethers, amidines with replacement of the other oxygen atom of the carboxyl group by nitrogen atoms, e.g. amidines having carbon atoms of amidino groups bound to carbon atoms of six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C323/50—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton
- C07C323/51—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
- C07C323/57—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being further substituted by nitrogen atoms, not being part of nitro or nitroso groups
- C07C323/58—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being further substituted by nitrogen atoms, not being part of nitro or nitroso groups with amino groups bound to the carbon skeleton
- C07C323/59—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being further substituted by nitrogen atoms, not being part of nitro or nitroso groups with amino groups bound to the carbon skeleton with acylated amino groups bound to the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C323/50—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton
- C07C323/62—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton
-
- 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
- C07D207/10—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 hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D207/16—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/18—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
- C07D209/20—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 substituted additionally by nitrogen atoms, e.g. tryptophane
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
- C07D295/18—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
- C07D295/182—Radicals derived from carboxylic acids
- C07D295/192—Radicals derived from carboxylic acids from aromatic carboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/02—Systems containing only non-condensed rings with a three-membered ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/04—Systems containing only non-condensed rings with a four-membered ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/06—Systems containing only non-condensed rings with a five-membered ring
- C07C2601/10—Systems containing only non-condensed rings with a five-membered ring the ring being unsaturated
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pulmonology (AREA)
- Immunology (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Indole Compounds (AREA)
- Pyrrole Compounds (AREA)
- Hydrogenated Pyridines (AREA)
- Peptides Or Proteins (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP27499292 | 1992-09-18 | ||
| JP9675893 | 1993-03-31 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ATE145894T1 true ATE145894T1 (de) | 1996-12-15 |
Family
ID=26437939
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT93307354T ATE145894T1 (de) | 1992-09-18 | 1993-09-17 | Amidinophenolderivate |
Country Status (11)
| Country | Link |
|---|---|
| US (3) | US5432178A (de) |
| EP (1) | EP0588655B1 (de) |
| JP (2) | JP2736952B2 (de) |
| KR (1) | KR100210355B1 (de) |
| AT (1) | ATE145894T1 (de) |
| CA (1) | CA2106452C (de) |
| DE (2) | DE69306345T4 (de) |
| DK (1) | DK0588655T3 (de) |
| ES (1) | ES2097457T3 (de) |
| GR (1) | GR3022642T3 (de) |
| TW (1) | TW279846B (de) |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2132535T3 (es) | 1994-09-20 | 1999-08-16 | Ono Pharmaceutical Co | Derivados de amidinofenol como inhibidores de proteasa. |
| US6388122B1 (en) * | 1996-04-10 | 2002-05-14 | Ono Pharmaceutical Co., Ltd. | Tryptase inhibitor and novel guanidino derivatives |
| AU4557397A (en) * | 1996-09-26 | 1998-04-17 | Novartis Ag | Aryl-substituted acrylamides with leukotriene b4 (ltb-4) receptor antagonist activity |
| US6740682B2 (en) | 1997-08-29 | 2004-05-25 | Tularik Limited | Meta-benzamidine derivatives as serine protease inhibitors |
| US6262069B1 (en) * | 1997-08-29 | 2001-07-17 | Protherics Molecular Design Limited | 1-amino-7-isoquinoline derivatives as serine protease inhibitors |
| US6066673A (en) | 1998-03-12 | 2000-05-23 | The Procter & Gamble Company | Enzyme inhibitors |
| RU2202539C2 (ru) * | 1998-11-10 | 2003-04-20 | Ф.Хоффманн-Ля Рош Аг | Производные n-(4-карбамимидофенил)глицинамида, промежуточные соединения, способ получения и фармкомпозиция |
| KR100473966B1 (ko) * | 1998-12-14 | 2005-03-08 | 에프. 호프만-라 로슈 아게 | 페닐글리신 유도체 |
| US6849605B1 (en) * | 1999-03-05 | 2005-02-01 | The Trustees Of University Technology Corporation | Inhibitors of serine protease activity, methods and compositions for treatment of viral infections |
| AU3511500A (en) | 1999-03-05 | 2000-09-21 | Trustees Of University Technology Corporation, The | Inhibitors of serine protease activity, methods and compositions for treatment of nitric oxide-induced clinical conditions |
| AU3731400A (en) * | 1999-03-05 | 2000-09-21 | Trustees Of University Technology Corporation, The | Methods and compositions useful in inhibiting apoptosis |
| WO2000051625A1 (en) * | 1999-03-05 | 2000-09-08 | The Trustees Of University Technology Corporation | Inhibitors of serine protease activity, methods and compositions for treatment of herpes viruses |
| BR0315942A (pt) | 2002-11-27 | 2005-10-04 | Dmi Biosciences Inc | Tratamento de doenças e condições mediadas pelo aumento de fosforilação |
| US20040220242A1 (en) * | 2003-05-02 | 2004-11-04 | Leland Shapiro | Inhibitors of serine protease activity, methods and compositions for treatment of nitric oxide induced clinical conditions |
| US7850970B2 (en) | 2003-08-26 | 2010-12-14 | The Regents Of The University Of Colorado | Inhibitors of serine protease activity and their use in methods and compositions for treatment of bacterial infections |
| CA2538352A1 (en) * | 2003-09-25 | 2005-04-07 | Dmi Biosciences Inc. | Methods and products which utilize n-acyl-l-aspartic acid |
| JPWO2006057152A1 (ja) * | 2004-11-08 | 2008-06-05 | 小野薬品工業株式会社 | タンパク質分解酵素阻害化合物からなる糖尿病治療剤 |
| GB0507577D0 (en) | 2005-04-14 | 2005-05-18 | Novartis Ag | Organic compounds |
| GB2450117A (en) * | 2007-06-13 | 2008-12-17 | Reckitt Benckiser Healthcare | A water- and oxygen-occlusive blister tablet pack |
| CN102225903B (zh) * | 2011-04-21 | 2014-11-26 | 任建东 | 脒基胍基取代芳杂环类化合物的合成方法及其用途 |
| KR101981347B1 (ko) | 2011-09-15 | 2019-05-22 | 아스텔라스세이야쿠 가부시키가이샤 | 구아니디노벤조산 화합물 |
| JP7264589B2 (ja) * | 2017-12-25 | 2023-04-25 | 株式会社 資生堂 | トロンビンの抑制作用を指標とした皮膚状態改善剤のスクリーニング方法、及びトロンビン作用阻害剤を含む皮膚状態改善剤 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2095239B (en) * | 1981-02-27 | 1985-03-06 | Torii & Co Ltd | Novel amidine compounds |
| US4639365A (en) * | 1984-10-18 | 1987-01-27 | The Board Of Regents, The University Of Texas System | Gadolinium chelates as NMR contrast agents |
| JPH0625158B2 (ja) * | 1985-05-13 | 1994-04-06 | 広栄化学工業株式会社 | 1−(2−ピリミジル)ピペラジン類の製造法 |
| JPS61260074A (ja) * | 1985-05-13 | 1986-11-18 | Koei Chem Co Ltd | 1−アミジノ−4−ホルミルピペラジン類の製造法 |
| US4642303A (en) * | 1985-12-27 | 1987-02-10 | Texaco Inc. | Catalyst composition |
| JPH0651955B2 (ja) * | 1988-04-01 | 1994-07-06 | 株式会社日本触媒 | セルロース系繊維の染色方法 |
| JP2598957B2 (ja) * | 1988-04-07 | 1997-04-09 | 品川燃料株式会社 | 抗菌性材料の製造法 |
| US4888447A (en) * | 1988-06-30 | 1989-12-19 | Ethyl Corporation | Process for preparing alkoxylated tertiary amines |
| US4976950A (en) * | 1988-12-19 | 1990-12-11 | The Dow Chemical Company | Bone marrow suppressing agents |
| EP0518819B1 (de) * | 1991-06-11 | 1995-08-02 | Ciba-Geigy Ag | Amidino-Verbindungen, ihre Herstellung und Verwendung als Arzneimittel |
-
1993
- 1993-09-16 US US08/121,499 patent/US5432178A/en not_active Expired - Fee Related
- 1993-09-16 JP JP5252178A patent/JP2736952B2/ja not_active Expired - Fee Related
- 1993-09-17 ES ES93307354T patent/ES2097457T3/es not_active Expired - Lifetime
- 1993-09-17 EP EP93307354A patent/EP0588655B1/de not_active Expired - Lifetime
- 1993-09-17 DK DK93307354.6T patent/DK0588655T3/da active
- 1993-09-17 CA CA002106452A patent/CA2106452C/en not_active Expired - Fee Related
- 1993-09-17 AT AT93307354T patent/ATE145894T1/de not_active IP Right Cessation
- 1993-09-17 DE DE69306345T patent/DE69306345T4/de not_active Expired - Lifetime
- 1993-09-17 DE DE69306345A patent/DE69306345T2/de not_active Expired - Fee Related
- 1993-09-18 KR KR1019930019019A patent/KR100210355B1/ko not_active Expired - Fee Related
- 1993-09-21 TW TW082107718A patent/TW279846B/zh active
-
1995
- 1995-03-01 US US08/396,784 patent/US5622984A/en not_active Expired - Fee Related
- 1995-06-05 US US08/464,206 patent/US5614555A/en not_active Expired - Fee Related
-
1996
- 1996-01-12 JP JP8020606A patent/JP2736967B2/ja not_active Expired - Fee Related
-
1997
- 1997-02-26 GR GR960403600T patent/GR3022642T3/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| JP2736967B2 (ja) | 1998-04-08 |
| ES2097457T3 (es) | 1997-04-01 |
| TW279846B (de) | 1996-07-01 |
| EP0588655A1 (de) | 1994-03-23 |
| GR3022642T3 (en) | 1997-05-31 |
| EP0588655B1 (de) | 1996-12-04 |
| DK0588655T3 (da) | 1996-12-23 |
| US5432178A (en) | 1995-07-11 |
| CA2106452C (en) | 1999-11-09 |
| JPH08259512A (ja) | 1996-10-08 |
| DE69306345D1 (de) | 1997-01-16 |
| JPH08109164A (ja) | 1996-04-30 |
| DE69306345T2 (de) | 1997-05-07 |
| US5622984A (en) | 1997-04-22 |
| KR940006993A (ko) | 1994-04-26 |
| DE69306345T4 (de) | 1997-10-23 |
| JP2736952B2 (ja) | 1998-04-08 |
| CA2106452A1 (en) | 1994-03-19 |
| KR100210355B1 (ko) | 1999-07-15 |
| US5614555A (en) | 1997-03-25 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| TW279846B (de) | ||
| AU743735B2 (en) | Selective factor Xa inhibitors | |
| DK1754475T3 (da) | Anvendelse af C-terminal modificerede oxamyl dipeptider som inhibitorer af ice/ced-3 familien af cysteinproteaser | |
| EE9600146A (et) | Faktori Xa inhibiitorid | |
| KR920004416A (ko) | 트롬빈 저해활성을 가지고 있는 화합물 | |
| DE69403459T2 (de) | Peptidboronsäurederivate mit protease inhibierenden aktivität | |
| MY128063A (en) | Aromatic heterocyclic compound as antiinflammatory agents | |
| DE69925268D1 (de) | Dipeptid kaspase inhibitoren und deren verwendung | |
| CA2319554A1 (en) | Quinoxalinones as serine protease inhibitors such as factor xa and thrombin | |
| KR950017929A (ko) | 아미디노페놀 유도체 | |
| DE60329995D1 (de) | Gamma-sekretase-inhibitoren | |
| Kadowaki et al. | Suppression of virulence of Porphyromonas gingivalis by potent inhibitors specific for gingipains | |
| ATE207498T1 (de) | Neutrophilen inhibitoren aus nematoden | |
| KR950701222A (ko) | 이식 조직의 거부반응 억제제 및 il-1 생산 억제제 | |
| WO2000027378A3 (en) | Cystine derivatives as therapeutic agents for matrix metalloprotease related diseases | |
| Langner et al. | Comparative determination of the antiproteolytic potential of therapeutically used blood protein preparations. | |
| MX9605037A (es) | Inhibidores de factor xa. | |
| TH24523A (th) | ไดไฮโดรเบนโซฟิวแรนและสารประกอบที่เกี่ยวข้องซึ่งใช้ประประโยชน์เป็นสารต่อต้านการอักเสบ |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| REN | Ceased due to non-payment of the annual fee |