DE2654124A1 - Derivate des trypsin-kallikrein-inhibitors aus rinderorganen (bpti) mit proteasenhemmwirkung und antiphlogistischer wirkung, ihre herstellung und ihre verwendung als arzneimittel - Google Patents
Derivate des trypsin-kallikrein-inhibitors aus rinderorganen (bpti) mit proteasenhemmwirkung und antiphlogistischer wirkung, ihre herstellung und ihre verwendung als arzneimittelInfo
- Publication number
- DE2654124A1 DE2654124A1 DE19762654124 DE2654124A DE2654124A1 DE 2654124 A1 DE2654124 A1 DE 2654124A1 DE 19762654124 DE19762654124 DE 19762654124 DE 2654124 A DE2654124 A DE 2654124A DE 2654124 A1 DE2654124 A1 DE 2654124A1
- Authority
- DE
- Germany
- Prior art keywords
- bpti
- solution
- derivatives
- azo
- acetic acid
- 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.)
- Pending
Links
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- JQKBUTDZZRGQDR-UHFFFAOYSA-N hydron;4-methylaniline;chloride Chemical compound Cl.CC1=CC=C(N)C=C1 JQKBUTDZZRGQDR-UHFFFAOYSA-N 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 150000002463 imidates Chemical class 0.000 description 1
- 230000006698 induction Effects 0.000 description 1
- 238000001802 infusion Methods 0.000 description 1
- 238000007918 intramuscular administration Methods 0.000 description 1
- 238000010255 intramuscular injection Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- PXFUDSMGEYRNNC-LURJTMIESA-N l-alanine-4-nitroanilide Chemical compound C[C@H](N)C(=O)NC1=CC=C([N+]([O-])=O)C=C1 PXFUDSMGEYRNNC-LURJTMIESA-N 0.000 description 1
- 239000006210 lotion Substances 0.000 description 1
- 125000003588 lysine group Chemical group [H]N([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])(N([H])[H])C(*)=O 0.000 description 1
- 230000002132 lysosomal effect Effects 0.000 description 1
- 238000003760 magnetic stirring Methods 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 239000003550 marker Substances 0.000 description 1
- 230000013011 mating Effects 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- DWCZIOOZPIDHAB-UHFFFAOYSA-L methyl green Chemical compound [Cl-].[Cl-].C1=CC(N(C)C)=CC=C1C(C=1C=CC(=CC=1)[N+](C)(C)C)=C1C=CC(=[N+](C)C)C=C1 DWCZIOOZPIDHAB-UHFFFAOYSA-L 0.000 description 1
- DEQXHPXOGUSHDX-UHFFFAOYSA-N methylaminomethanetriol;hydrochloride Chemical compound Cl.CNC(O)(O)O DEQXHPXOGUSHDX-UHFFFAOYSA-N 0.000 description 1
- 230000011987 methylation Effects 0.000 description 1
- 238000007069 methylation reaction Methods 0.000 description 1
- UICBCXONCUFSOI-UHFFFAOYSA-N n'-phenylacetohydrazide Chemical compound CC(=O)NNC1=CC=CC=C1 UICBCXONCUFSOI-UHFFFAOYSA-N 0.000 description 1
- SLFVYFOEHHLHDW-UHFFFAOYSA-N n-(trifluoromethyl)aniline Chemical class FC(F)(F)NC1=CC=CC=C1 SLFVYFOEHHLHDW-UHFFFAOYSA-N 0.000 description 1
- VBEGHXKAFSLLGE-UHFFFAOYSA-N n-phenylnitramide Chemical class [O-][N+](=O)NC1=CC=CC=C1 VBEGHXKAFSLLGE-UHFFFAOYSA-N 0.000 description 1
- 230000001338 necrotic effect Effects 0.000 description 1
- 230000002956 necrotizing effect Effects 0.000 description 1
- FEMOMIGRRWSMCU-UHFFFAOYSA-N ninhydrin Chemical compound C1=CC=C2C(=O)C(O)(O)C(=O)C2=C1 FEMOMIGRRWSMCU-UHFFFAOYSA-N 0.000 description 1
- 150000002826 nitrites Chemical class 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- VPCDQGACGWYTMC-UHFFFAOYSA-N nitrosyl chloride Chemical compound ClN=O VPCDQGACGWYTMC-UHFFFAOYSA-N 0.000 description 1
- 235000019392 nitrosyl chloride Nutrition 0.000 description 1
- VQTGUFBGYOIUFS-UHFFFAOYSA-N nitrosylsulfuric acid Chemical compound OS(=O)(=O)ON=O VQTGUFBGYOIUFS-UHFFFAOYSA-N 0.000 description 1
- 235000016709 nutrition Nutrition 0.000 description 1
- 239000002674 ointment Substances 0.000 description 1
- 230000008816 organ damage Effects 0.000 description 1
- 238000012261 overproduction Methods 0.000 description 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- INVZMZZUHLNNHA-UHFFFAOYSA-N phenyl(sulfo)sulfamic acid Chemical class OS(=O)(=O)N(S(O)(=O)=O)C1=CC=CC=C1 INVZMZZUHLNNHA-UHFFFAOYSA-N 0.000 description 1
- JLXXLCJERIYMQG-UHFFFAOYSA-N phenylcyanamide Chemical class N#CNC1=CC=CC=C1 JLXXLCJERIYMQG-UHFFFAOYSA-N 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 238000006303 photolysis reaction Methods 0.000 description 1
- 230000015843 photosynthesis, light reaction Effects 0.000 description 1
- 230000002980 postoperative effect Effects 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 239000013049 sediment Substances 0.000 description 1
- 108010021648 semen liquefaction factor Proteins 0.000 description 1
- 210000002966 serum Anatomy 0.000 description 1
- 210000000813 small intestine Anatomy 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- JVBXVOWTABLYPX-UHFFFAOYSA-L sodium dithionite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])=O JVBXVOWTABLYPX-UHFFFAOYSA-L 0.000 description 1
- 239000004317 sodium nitrate Substances 0.000 description 1
- 235000010344 sodium nitrate Nutrition 0.000 description 1
- 239000004328 sodium tetraborate Substances 0.000 description 1
- 235000010339 sodium tetraborate Nutrition 0.000 description 1
- BXQYQBFZTKKPHI-UHFFFAOYSA-M sodium;nitrite;hydrochloride Chemical compound [Na+].Cl.[O-]N=O BXQYQBFZTKKPHI-UHFFFAOYSA-M 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000007920 subcutaneous administration Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- IIACRCGMVDHOTQ-UHFFFAOYSA-N sulfamic acid Chemical compound NS(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 239000012085 test solution Substances 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 229940108519 trasylol Drugs 0.000 description 1
- 150000004654 triazenes Chemical class 0.000 description 1
- 230000001960 triggered effect Effects 0.000 description 1
- 229960004441 tyrosine Drugs 0.000 description 1
- 229960005356 urokinase Drugs 0.000 description 1
- 230000002792 vascular Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K14/00—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
- C07K14/81—Protease inhibitors
- C07K14/8107—Endopeptidase (E.C. 3.4.21-99) inhibitors
- C07K14/811—Serine protease (E.C. 3.4.21) inhibitors
- C07K14/8114—Kunitz type inhibitors
- C07K14/8117—Bovine/basic pancreatic trypsin inhibitor (BPTI, aprotinin)
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- Molecular Biology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Animal Behavior & Ethology (AREA)
- General Chemical & Material Sciences (AREA)
- Genetics & Genomics (AREA)
- Veterinary Medicine (AREA)
- Biophysics (AREA)
- Biochemistry (AREA)
- Gastroenterology & Hepatology (AREA)
- Rheumatology (AREA)
- Pain & Pain Management (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Immunology (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Peptides Or Proteins (AREA)
- Compounds Of Unknown Constitution (AREA)
Priority Applications (10)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19762654124 DE2654124A1 (de) | 1976-11-29 | 1976-11-29 | Derivate des trypsin-kallikrein-inhibitors aus rinderorganen (bpti) mit proteasenhemmwirkung und antiphlogistischer wirkung, ihre herstellung und ihre verwendung als arzneimittel |
| US05/847,886 US4153687A (en) | 1976-11-29 | 1977-11-02 | Derivatives, having an inhibitory action against protease and an antiphlogistic action, of the trypsin-kallikrein inhibitor obtained from cattle organs (BPTI), their preparation and their use as medicaments |
| JP14083877A JPS5368701A (en) | 1976-11-29 | 1977-11-25 | Callicreinntrypsin inhibition gene derivative * method of producing same and its use |
| GB49159/77A GB1557599A (en) | 1976-11-29 | 1977-11-25 | Derivatives having an inhibitory action protease and an antiphlogistic action of the trypsin kallikrein inhibitor obtained from cattle organs bpti their preparation and theiruse as medicaments |
| NL7713091A NL7713091A (nl) | 1976-11-29 | 1977-11-28 | Derivaten van de trypsine-callicreine-remmer uit runderorganen (bpti) met proteasen remmende werking en antiflogistische werking, alsmede de bereiding van dergelijke derivaten en preparaten, die deze derivaten bevatten. |
| DK526077A DK526077A (da) | 1976-11-29 | 1977-11-28 | Derivater af trypsin-kallikrein-inhibitoren fra okseorganer (bpti) med proteansehaemmende virkning og antiphlogistsk virknig en fremgangsmaade til fremstilling deraf og deres anvendelse som laegemidler |
| BE182978A BE861267A (fr) | 1976-11-29 | 1977-11-28 | Nouveaux derives de l'inhibiteur de trypsine et de kallicreine d'organes de boeuf a effets antiproteolytique et anti-inflammatoire |
| FR7735774A FR2373516A1 (fr) | 1976-11-29 | 1977-11-28 | Nouveaux derives de l'inhibiteur de trypsine et de kallicreine d'organes de boeuf a effet antiproteolytique et anti-inflammatoire, leur procede de preparation et medicaments les contenant |
| SE7713436A SE7713436L (sv) | 1976-11-29 | 1977-11-28 | Derivat av trypsin-kallikrein-inhibitor fran notorgan (bpti) med proteashemmande verkan och antiflogistisk verkan, framstellning och anvendning derav som lekemedel |
| ES464571A ES464571A1 (es) | 1976-11-29 | 1977-11-29 | Procedimiento para la obtencion de derivados del inhibidor de tripsina-calicreina. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19762654124 DE2654124A1 (de) | 1976-11-29 | 1976-11-29 | Derivate des trypsin-kallikrein-inhibitors aus rinderorganen (bpti) mit proteasenhemmwirkung und antiphlogistischer wirkung, ihre herstellung und ihre verwendung als arzneimittel |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2654124A1 true DE2654124A1 (de) | 1978-06-01 |
Family
ID=5994225
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19762654124 Pending DE2654124A1 (de) | 1976-11-29 | 1976-11-29 | Derivate des trypsin-kallikrein-inhibitors aus rinderorganen (bpti) mit proteasenhemmwirkung und antiphlogistischer wirkung, ihre herstellung und ihre verwendung als arzneimittel |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US4153687A (cg-RX-API-DMAC7.html) |
| JP (1) | JPS5368701A (cg-RX-API-DMAC7.html) |
| BE (1) | BE861267A (cg-RX-API-DMAC7.html) |
| DE (1) | DE2654124A1 (cg-RX-API-DMAC7.html) |
| DK (1) | DK526077A (cg-RX-API-DMAC7.html) |
| ES (1) | ES464571A1 (cg-RX-API-DMAC7.html) |
| FR (1) | FR2373516A1 (cg-RX-API-DMAC7.html) |
| GB (1) | GB1557599A (cg-RX-API-DMAC7.html) |
| NL (1) | NL7713091A (cg-RX-API-DMAC7.html) |
| SE (1) | SE7713436L (cg-RX-API-DMAC7.html) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0001773A1 (de) * | 1977-10-27 | 1979-05-16 | Bayer Ag | Neue Derivate des BPTI(basic pancreatic trypsin-inhibitor), Verfahren zu ihrer Herstellung sowie ihre Verwendung als Arzneimittel |
| EP0001774A1 (de) * | 1977-10-27 | 1979-05-16 | Bayer Ag | Neue Derivate des BPTI(basic pancreatic trypsin-inhibitor), Verfahren zu ihrer Herstellung und ihre Verwendung als Arzneimittel |
Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2054180C1 (ru) * | 1991-08-21 | 1996-02-10 | Жирнов Олег Петрович (н/п) | Способ лечения вирусных респираторных инфекций |
| CA2180950C (en) * | 1994-01-11 | 2005-03-29 | William Markland | Kallikrein-inhibiting "kunitz domain" proteins and analogues thereof |
| US6057287A (en) * | 1994-01-11 | 2000-05-02 | Dyax Corp. | Kallikrein-binding "Kunitz domain" proteins and analogues thereof |
| PT737207E (pt) * | 1994-01-11 | 2005-02-28 | Dyax Corp | Inibidores de plasmina humana derivados de dominios kunitz |
| US20040054082A1 (en) * | 2001-12-03 | 2004-03-18 | Bank David H | Toughened polymer blends with improved surface properties |
| EP2298278B1 (en) | 2002-06-07 | 2015-11-11 | Dyax Corp. | Prevention and reduction of blood loss and inflammatory response |
| US7153829B2 (en) * | 2002-06-07 | 2006-12-26 | Dyax Corp. | Kallikrein-inhibitor therapies |
| ES2395014T3 (es) | 2002-08-28 | 2013-02-07 | Dyax Corp. | Métodos para conservar órganos y tejidos |
| US7235530B2 (en) | 2004-09-27 | 2007-06-26 | Dyax Corporation | Kallikrein inhibitors and anti-thrombolytic agents and uses thereof |
| US7276480B1 (en) | 2005-12-30 | 2007-10-02 | Dyax Corp. | Prevention and reduction of blood loss |
| JP2009529542A (ja) * | 2006-03-10 | 2009-08-20 | ダイアックス コーポレーション | エカランチドに関する配合物 |
| AU2010203712A1 (en) * | 2009-01-06 | 2010-07-15 | Dyax Corp. | Treatment of mucositis with kallikrein inhibitors |
| ES2905545T3 (es) | 2010-01-06 | 2022-04-11 | Takeda Pharmaceuticals Co | Proteínas de unión a calicreína plasmática |
| CN105713092B (zh) | 2011-01-06 | 2019-09-10 | 戴埃克斯有限公司 | 血浆前激肽释放酶结合蛋白 |
| WO2012170945A2 (en) | 2011-06-10 | 2012-12-13 | Isis Pharmaceuticals, Inc. | Methods for modulating kallikrein (klkb1) expression |
| CA2840614A1 (en) | 2011-06-29 | 2013-01-03 | Isis Pharmaceuticals, Inc. | Methods for modulating kallikrein (klkb1) expression |
| RU2712559C9 (ru) | 2013-08-28 | 2020-10-08 | Ионис Фармасьютикалз, Инк. | Модуляция экспрессии прекалликреина (пкк) |
| US10428158B2 (en) | 2014-03-27 | 2019-10-01 | Dyax Corp. | Compositions and methods for treatment of diabetic macular edema |
| EP4534092A3 (en) | 2014-05-01 | 2025-07-02 | Ionis Pharmaceuticals, Inc. | Compositions and methods for modulating pkk expression |
| BR112018011622A2 (pt) | 2015-12-11 | 2018-11-27 | Dyax Corp | método para tratar ataque de angioedema hereditário (hae) ou reduzir a taxa de ataque de hae |
-
1976
- 1976-11-29 DE DE19762654124 patent/DE2654124A1/de active Pending
-
1977
- 1977-11-02 US US05/847,886 patent/US4153687A/en not_active Expired - Lifetime
- 1977-11-25 JP JP14083877A patent/JPS5368701A/ja active Pending
- 1977-11-25 GB GB49159/77A patent/GB1557599A/en not_active Expired
- 1977-11-28 SE SE7713436A patent/SE7713436L/ unknown
- 1977-11-28 BE BE182978A patent/BE861267A/xx unknown
- 1977-11-28 FR FR7735774A patent/FR2373516A1/fr active Granted
- 1977-11-28 NL NL7713091A patent/NL7713091A/xx not_active Application Discontinuation
- 1977-11-28 DK DK526077A patent/DK526077A/da unknown
- 1977-11-29 ES ES464571A patent/ES464571A1/es not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0001773A1 (de) * | 1977-10-27 | 1979-05-16 | Bayer Ag | Neue Derivate des BPTI(basic pancreatic trypsin-inhibitor), Verfahren zu ihrer Herstellung sowie ihre Verwendung als Arzneimittel |
| EP0001774A1 (de) * | 1977-10-27 | 1979-05-16 | Bayer Ag | Neue Derivate des BPTI(basic pancreatic trypsin-inhibitor), Verfahren zu ihrer Herstellung und ihre Verwendung als Arzneimittel |
Also Published As
| Publication number | Publication date |
|---|---|
| DK526077A (da) | 1978-05-30 |
| GB1557599A (en) | 1979-12-12 |
| JPS5368701A (en) | 1978-06-19 |
| NL7713091A (nl) | 1978-05-31 |
| FR2373516B1 (cg-RX-API-DMAC7.html) | 1980-06-13 |
| US4153687A (en) | 1979-05-08 |
| BE861267A (fr) | 1978-05-29 |
| SE7713436L (sv) | 1978-05-30 |
| ES464571A1 (es) | 1978-09-01 |
| FR2373516A1 (fr) | 1978-07-07 |
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Legal Events
| Date | Code | Title | Description |
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| OAP | Request for examination filed | ||
| OHN | Withdrawal |