NO328933B1 - Peptid-deformylaseinhibitorer - Google Patents
Peptid-deformylaseinhibitorer Download PDFInfo
- Publication number
- NO328933B1 NO328933B1 NO20044186A NO20044186A NO328933B1 NO 328933 B1 NO328933 B1 NO 328933B1 NO 20044186 A NO20044186 A NO 20044186A NO 20044186 A NO20044186 A NO 20044186A NO 328933 B1 NO328933 B1 NO 328933B1
- Authority
- NO
- Norway
- Prior art keywords
- ylmethyl
- butyl
- hydroxyformamide
- dioxoimidazolidin
- group
- Prior art date
Links
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- 239000006185 dispersion Substances 0.000 description 1
- 239000002552 dosage form Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 230000002500 effect on skin Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000005538 encapsulation Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 235000019441 ethanol Nutrition 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 235000019197 fats Nutrition 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000003818 flash chromatography Methods 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 229940047650 haemophilus influenzae Drugs 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 235000014304 histidine Nutrition 0.000 description 1
- 150000002411 histidines Chemical class 0.000 description 1
- 238000007327 hydrogenolysis reaction Methods 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 150000002443 hydroxylamines Chemical class 0.000 description 1
- 238000000338 in vitro Methods 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 230000003834 intracellular effect Effects 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 239000000787 lecithin Substances 0.000 description 1
- 235000010445 lecithin Nutrition 0.000 description 1
- 229940067606 lecithin Drugs 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000006210 lotion Substances 0.000 description 1
- 239000007937 lozenge Substances 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 159000000003 magnesium salts Chemical class 0.000 description 1
- 235000019359 magnesium stearate Nutrition 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000001360 methionine group Chemical group N[C@@H](CCSC)C(=O)* 0.000 description 1
- 108010057757 methionyl-tRNA formyltransferase Proteins 0.000 description 1
- CUOGQSHIYFHDEM-IONNQARKSA-N methyl (2r,4s)-2-tert-butyl-3-formyl-1,3-oxazolidine-4-carboxylate Chemical compound COC(=O)[C@@H]1CO[C@H](C(C)(C)C)N1C=O CUOGQSHIYFHDEM-IONNQARKSA-N 0.000 description 1
- ANSUDRATXSJBLY-VKHMYHEASA-N methyl (2s)-2-amino-3-hydroxypropanoate Chemical compound COC(=O)[C@@H](N)CO ANSUDRATXSJBLY-VKHMYHEASA-N 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- GIILUZLSDNTVQT-IBGZPJMESA-N n-[[(4s)-1-[2-(1-benzofuran-2-yl)-2-oxoethyl]-4-butyl-2,5-dioxoimidazolidin-4-yl]methyl]-n-hydroxyformamide Chemical compound O=C1[C@](CCCC)(CN(O)C=O)NC(=O)N1CC(=O)C1=CC2=CC=CC=C2O1 GIILUZLSDNTVQT-IBGZPJMESA-N 0.000 description 1
- WKRHYPNQUMKSBC-HNNXBMFYSA-N n-[[(4s)-4-butyl-1-(2-morpholin-4-ylethyl)-2,5-dioxoimidazolidin-4-yl]methyl]-n-hydroxyformamide Chemical compound O=C1[C@](CCCC)(CN(O)C=O)NC(=O)N1CCN1CCOCC1 WKRHYPNQUMKSBC-HNNXBMFYSA-N 0.000 description 1
- 239000002687 nonaqueous vehicle Substances 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- XYEOALKITRFCJJ-UHFFFAOYSA-N o-benzylhydroxylamine Chemical compound NOCC1=CC=CC=C1 XYEOALKITRFCJJ-UHFFFAOYSA-N 0.000 description 1
- HYDZPXNVHXJHBG-UHFFFAOYSA-N o-benzylhydroxylamine;hydron;chloride Chemical compound Cl.NOCC1=CC=CC=C1 HYDZPXNVHXJHBG-UHFFFAOYSA-N 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 239000002674 ointment Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 150000002917 oxazolidines Chemical class 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- 239000000081 peptide deformylase inhibitor Substances 0.000 description 1
- 239000008194 pharmaceutical composition Substances 0.000 description 1
- LIGACIXOYTUXAW-UHFFFAOYSA-N phenacyl bromide Chemical compound BrCC(=O)C1=CC=CC=C1 LIGACIXOYTUXAW-UHFFFAOYSA-N 0.000 description 1
- DGTNSSLYPYDJGL-UHFFFAOYSA-N phenyl isocyanate Chemical compound O=C=NC1=CC=CC=C1 DGTNSSLYPYDJGL-UHFFFAOYSA-N 0.000 description 1
- 235000021118 plant-derived protein Nutrition 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 239000008057 potassium phosphate buffer Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- 125000006239 protecting group Chemical group 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 229960001153 serine Drugs 0.000 description 1
- 150000003354 serine derivatives Chemical class 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 239000000829 suppository Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- QKSQWQOAUQFORH-UHFFFAOYSA-N tert-butyl n-[(2-methylpropan-2-yl)oxycarbonylimino]carbamate Chemical compound CC(C)(C)OC(=O)N=NC(=O)OC(C)(C)C QKSQWQOAUQFORH-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 239000012049 topical pharmaceutical composition Substances 0.000 description 1
- 230000002110 toxicologic effect Effects 0.000 description 1
- 231100000759 toxicological effect Toxicity 0.000 description 1
- TUQOTMZNTHZOKS-UHFFFAOYSA-N tributylphosphine Chemical compound CCCCP(CCCC)CCCC TUQOTMZNTHZOKS-UHFFFAOYSA-N 0.000 description 1
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 1
- 229940029284 trichlorofluoromethane Drugs 0.000 description 1
- 230000001960 triggered effect Effects 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000012178 vegetable wax Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two 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
- C07D233/72—Two oxygen atoms, e.g. hydantoin
- C07D233/76—Two oxygen atoms, e.g. hydantoin with substituted hydrocarbon radicals attached to the third ring carbon atom
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two 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
- C07D233/72—Two oxygen atoms, e.g. hydantoin
- C07D233/76—Two oxygen atoms, e.g. hydantoin with substituted hydrocarbon radicals attached to the third ring carbon atom
- C07D233/78—Radicals substituted by oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Oncology (AREA)
- Pharmacology & Pharmacy (AREA)
- Communicable Diseases (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Peptides Or Proteins (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US36442302P | 2002-03-13 | 2002-03-13 | |
| PCT/US2003/007509 WO2003077913A1 (en) | 2002-03-13 | 2003-03-13 | Peptide deformylase inhibitors |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| NO20044186L NO20044186L (no) | 2004-09-30 |
| NO328933B1 true NO328933B1 (no) | 2010-06-21 |
Family
ID=28041913
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO20044186A NO328933B1 (no) | 2002-03-13 | 2004-09-30 | Peptid-deformylaseinhibitorer |
Country Status (20)
| Country | Link |
|---|---|
| US (2) | US20050124677A1 (ko) |
| EP (1) | EP1482930B1 (ko) |
| JP (1) | JP4471663B2 (ko) |
| KR (1) | KR100980145B1 (ko) |
| CN (1) | CN100336809C (ko) |
| AT (1) | ATE514683T1 (ko) |
| AU (1) | AU2003216554A1 (ko) |
| BR (1) | BR0308321A (ko) |
| CA (1) | CA2478331A1 (ko) |
| ES (1) | ES2366396T3 (ko) |
| IL (1) | IL163899A0 (ko) |
| IS (1) | IS7441A (ko) |
| MX (1) | MXPA04008799A (ko) |
| NO (1) | NO328933B1 (ko) |
| NZ (1) | NZ534839A (ko) |
| PL (1) | PL371016A1 (ko) |
| RU (1) | RU2287525C2 (ko) |
| TW (1) | TWI294778B (ko) |
| WO (1) | WO2003077913A1 (ko) |
| ZA (1) | ZA200406973B (ko) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7208595B2 (en) * | 2003-07-25 | 2007-04-24 | The Ohio State University Research Foundation | Peptide deformylase inhibitors as novel antibiotics |
| KR20080014988A (ko) * | 2005-06-07 | 2008-02-15 | 노파르티스 아게 | 펩티드 데포르밀라제 (ｐｄｆ) 억제제 4 |
| HUE025137T2 (en) * | 2007-08-21 | 2016-01-28 | Senomyx Inc | Compositions are bitter taste blocking (blocking) compounds |
| DE102009045969B4 (de) * | 2009-10-23 | 2019-01-31 | Technische Universität Bergakademie Freiberg | Verfahren und Mittel zur Spaltung von Estern, Amiden und Thioestern der Ameisensäure |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TW448172B (en) | 1996-03-08 | 2001-08-01 | Pharmacia & Upjohn Co Llc | Novel hydroxamic acid derivatives useful for the treatment of diseases related to connective tissue degradation |
| EP0816341A1 (de) * | 1996-07-04 | 1998-01-07 | F. Hoffmann-La Roche Ag | Verfahren zur Herstellung von chiralen Bernsteinsäurederivaten |
| AU4181000A (en) * | 1999-04-02 | 2000-10-23 | Du Pont Pharmaceuticals Company | Novel lactam inhibitors of matrix metalloproteinases, tnf-alpha, and aggrecanase |
| AU2002230385A1 (en) | 2000-09-25 | 2002-04-15 | Questcor Pharmaceuticals, Inc. | Peptide deformylase inhibitors |
| US6825215B2 (en) * | 2001-01-11 | 2004-11-30 | Bristol-Myers Squibb Pharma Company | 1,1-disubstituted cyclic inhibitors of matrix metalloproteases and TNF-α |
-
2003
- 2003-03-11 TW TW092105141A patent/TWI294778B/zh not_active IP Right Cessation
- 2003-03-12 JP JP2003575966A patent/JP4471663B2/ja not_active Expired - Fee Related
- 2003-03-12 RU RU2004130454/04A patent/RU2287525C2/ru not_active IP Right Cessation
- 2003-03-12 CA CA002478331A patent/CA2478331A1/en not_active Abandoned
- 2003-03-12 NZ NZ534839A patent/NZ534839A/en not_active IP Right Cessation
- 2003-03-12 US US10/507,510 patent/US20050124677A1/en not_active Abandoned
- 2003-03-12 PL PL03371016A patent/PL371016A1/xx not_active Application Discontinuation
- 2003-03-12 AU AU2003216554A patent/AU2003216554A1/en not_active Abandoned
- 2003-03-12 CN CNB038106507A patent/CN100336809C/zh not_active Expired - Fee Related
- 2003-03-12 AT AT03744644T patent/ATE514683T1/de not_active IP Right Cessation
- 2003-03-12 ES ES03744644T patent/ES2366396T3/es not_active Expired - Lifetime
- 2003-03-12 EP EP03744644A patent/EP1482930B1/en not_active Expired - Lifetime
- 2003-03-13 BR BR0308321-7A patent/BR0308321A/pt not_active IP Right Cessation
- 2003-03-13 MX MXPA04008799A patent/MXPA04008799A/es active IP Right Grant
- 2003-03-13 IL IL16389903A patent/IL163899A0/xx unknown
- 2003-03-13 WO PCT/US2003/007509 patent/WO2003077913A1/en active Application Filing
- 2003-03-13 KR KR1020047014184A patent/KR100980145B1/ko not_active IP Right Cessation
-
2004
- 2004-09-01 ZA ZA200406973A patent/ZA200406973B/en unknown
- 2004-09-08 IS IS7441A patent/IS7441A/is unknown
- 2004-09-30 NO NO20044186A patent/NO328933B1/no not_active IP Right Cessation
-
2007
- 2007-02-16 US US11/675,788 patent/US7745637B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| KR100980145B1 (ko) | 2010-09-03 |
| JP2005525383A (ja) | 2005-08-25 |
| TWI294778B (en) | 2008-03-21 |
| EP1482930A4 (en) | 2006-06-28 |
| RU2287525C2 (ru) | 2006-11-20 |
| CN100336809C (zh) | 2007-09-12 |
| ATE514683T1 (de) | 2011-07-15 |
| NZ534839A (en) | 2006-09-29 |
| TW200405810A (en) | 2004-04-16 |
| EP1482930A1 (en) | 2004-12-08 |
| WO2003077913A1 (en) | 2003-09-25 |
| RU2004130454A (ru) | 2005-04-10 |
| US20070155810A1 (en) | 2007-07-05 |
| US7745637B2 (en) | 2010-06-29 |
| KR20040091120A (ko) | 2004-10-27 |
| MXPA04008799A (es) | 2004-11-26 |
| CA2478331A1 (en) | 2003-09-25 |
| JP4471663B2 (ja) | 2010-06-02 |
| AU2003216554A1 (en) | 2003-09-29 |
| ES2366396T3 (es) | 2011-10-19 |
| US20050124677A1 (en) | 2005-06-09 |
| BR0308321A (pt) | 2004-12-28 |
| CN1652775A (zh) | 2005-08-10 |
| IL163899A0 (en) | 2005-12-18 |
| IS7441A (is) | 2004-09-08 |
| EP1482930B1 (en) | 2011-06-29 |
| ZA200406973B (en) | 2005-06-23 |
| PL371016A1 (en) | 2005-06-13 |
| NO20044186L (no) | 2004-09-30 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM1K | Lapsed by not paying the annual fees |