NO884818L - Fremgangsmaate og mellomprodukter for fremstilling av halogenerte proteasehemmere. - Google Patents
Fremgangsmaate og mellomprodukter for fremstilling av halogenerte proteasehemmere.Info
- Publication number
- NO884818L NO884818L NO88884818A NO884818A NO884818L NO 884818 L NO884818 L NO 884818L NO 88884818 A NO88884818 A NO 88884818A NO 884818 A NO884818 A NO 884818A NO 884818 L NO884818 L NO 884818L
- Authority
- NO
- Norway
- Prior art keywords
- product
- formula
- carbon atoms
- acid
- branched chain
- Prior art date
Links
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- 230000003246 elastolytic effect Effects 0.000 description 1
- 238000010828 elution Methods 0.000 description 1
- PQVSTLUFSYVLTO-UHFFFAOYSA-N ethyl n-ethoxycarbonylcarbamate Chemical compound CCOC(=O)NC(=O)OCC PQVSTLUFSYVLTO-UHFFFAOYSA-N 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000002360 explosive Substances 0.000 description 1
- 230000020764 fibrinolysis Effects 0.000 description 1
- 210000002950 fibroblast Anatomy 0.000 description 1
- 230000004907 flux Effects 0.000 description 1
- 239000012634 fragment Substances 0.000 description 1
- 238000013467 fragmentation Methods 0.000 description 1
- 238000006062 fragmentation reaction Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 230000009395 genetic defect Effects 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 229960003180 glutathione Drugs 0.000 description 1
- 150000005171 halobenzenes Chemical class 0.000 description 1
- 150000003977 halocarboxylic acids Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910000042 hydrogen bromide Inorganic materials 0.000 description 1
- JEGUKCSWCFPDGT-UHFFFAOYSA-M hydroxide;hydrate Chemical compound O.[OH-] JEGUKCSWCFPDGT-UHFFFAOYSA-M 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000028993 immune response Effects 0.000 description 1
- 208000026278 immune system disease Diseases 0.000 description 1
- 238000000338 in vitro Methods 0.000 description 1
- 230000002779 inactivation Effects 0.000 description 1
- 230000003960 inflammatory cascade Effects 0.000 description 1
- 208000027866 inflammatory disease Diseases 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 239000011630 iodine Chemical group 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 230000002427 irreversible effect Effects 0.000 description 1
- 125000000468 ketone group Chemical group 0.000 description 1
- 210000000867 larynx Anatomy 0.000 description 1
- VNYSSYRCGWBHLG-AMOLWHMGSA-N leukotriene B4 Chemical compound CCCCC\C=C/C[C@@H](O)\C=C\C=C\C=C/[C@@H](O)CCCC(O)=O VNYSSYRCGWBHLG-AMOLWHMGSA-N 0.000 description 1
- YEESKJGWJFYOOK-IJHYULJSSA-N leukotriene D4 Chemical compound CCCCC\C=C/C\C=C/C=C/C=C/[C@H]([C@@H](O)CCCC(O)=O)SC[C@H](N)C(=O)NCC(O)=O YEESKJGWJFYOOK-IJHYULJSSA-N 0.000 description 1
- 210000003041 ligament Anatomy 0.000 description 1
- 230000000670 limiting effect Effects 0.000 description 1
- 229940040692 lithium hydroxide monohydrate Drugs 0.000 description 1
- GLXDVVHUTZTUQK-UHFFFAOYSA-M lithium hydroxide monohydrate Substances [Li+].O.[OH-] GLXDVVHUTZTUQK-UHFFFAOYSA-M 0.000 description 1
- HTAPNOLUCXKCTN-UHFFFAOYSA-N lithium;n-propan-2-ylcyclohexanamine Chemical compound [Li].CC(C)NC1CCCCC1 HTAPNOLUCXKCTN-UHFFFAOYSA-N 0.000 description 1
- 238000011866 long-term treatment Methods 0.000 description 1
- 210000002540 macrophage Anatomy 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 210000004962 mammalian cell Anatomy 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 206010061289 metastatic neoplasm Diseases 0.000 description 1
- RDKOJYLCEGDWKL-UHFFFAOYSA-N methyl 2-chloro-4-octadecanoylbenzoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)C1=CC=C(C(=O)OC)C(Cl)=C1 RDKOJYLCEGDWKL-UHFFFAOYSA-N 0.000 description 1
- LOTBYPQQWICYBB-UHFFFAOYSA-N methyl n-hexyl-n-[2-(hexylamino)ethyl]carbamate Chemical compound CCCCCCNCCN(C(=O)OC)CCCCCC LOTBYPQQWICYBB-UHFFFAOYSA-N 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 210000005087 mononuclear cell Anatomy 0.000 description 1
- 235000010460 mustard Nutrition 0.000 description 1
- UYYCVBASZNFFRX-UHFFFAOYSA-N n-propan-2-ylcyclohexanamine Chemical compound CC(C)NC1CCCCC1 UYYCVBASZNFFRX-UHFFFAOYSA-N 0.000 description 1
- 210000000440 neutrophil Anatomy 0.000 description 1
- 239000012038 nucleophile Substances 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 210000000496 pancreas Anatomy 0.000 description 1
- 230000007170 pathology Effects 0.000 description 1
- IUBQJLUDMLPAGT-UHFFFAOYSA-N potassium bis(trimethylsilyl)amide Chemical compound C[Si](C)(C)N([K])[Si](C)(C)C IUBQJLUDMLPAGT-UHFFFAOYSA-N 0.000 description 1
- NTTOTNSKUYCDAV-UHFFFAOYSA-N potassium hydride Chemical compound [KH] NTTOTNSKUYCDAV-UHFFFAOYSA-N 0.000 description 1
- 229910000105 potassium hydride Inorganic materials 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 102000004196 processed proteins & peptides Human genes 0.000 description 1
- HLPGMTXXLGGTNN-UHFFFAOYSA-N propan-2-yl 2-chloro-4-octadecanoylbenzoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)C1=CC=C(C(=O)OC(C)C)C(Cl)=C1 HLPGMTXXLGGTNN-UHFFFAOYSA-N 0.000 description 1
- XEYBRNLFEZDVAW-UHFFFAOYSA-N prostaglandin E2 Natural products CCCCCC(O)C=CC1C(O)CC(=O)C1CC=CCCCC(O)=O XEYBRNLFEZDVAW-UHFFFAOYSA-N 0.000 description 1
- 239000002599 prostaglandin synthase inhibitor Substances 0.000 description 1
- 235000004252 protein component Nutrition 0.000 description 1
- 210000001147 pulmonary artery Anatomy 0.000 description 1
- 208000023504 respiratory system disease Diseases 0.000 description 1
- 238000010956 selective crystallization Methods 0.000 description 1
- 210000003491 skin Anatomy 0.000 description 1
- 208000017520 skin disease Diseases 0.000 description 1
- 239000000779 smoke Substances 0.000 description 1
- 210000000329 smooth muscle myocyte Anatomy 0.000 description 1
- 239000003998 snake venom Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 239000012312 sodium hydride Substances 0.000 description 1
- 229910000104 sodium hydride Inorganic materials 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 235000011149 sulphuric acid Nutrition 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 125000003396 thiol group Chemical group [H]S* 0.000 description 1
- 210000004881 tumor cell Anatomy 0.000 description 1
- 230000007306 turnover Effects 0.000 description 1
- 210000001260 vocal cord Anatomy 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
- C07C69/67—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of saturated acids
- C07C69/716—Esters of keto-carboxylic acids or aldehydo-carboxylic acids
- C07C69/72—Acetoacetic acid esters
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/76—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
- C07C69/78—Benzoic acid esters
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/02—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen
- C07C69/22—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen having three or more carbon atoms in the acid moiety
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US07/114,186 US4803294A (en) | 1987-10-29 | 1987-10-29 | Process and intermediates for the preparation of halogenated protease inhibitors |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| NO884818D0 NO884818D0 (no) | 1988-10-28 |
| NO884818L true NO884818L (no) | 1989-05-02 |
Family
ID=22353816
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO88884818A NO884818L (no) | 1987-10-29 | 1988-10-28 | Fremgangsmaate og mellomprodukter for fremstilling av halogenerte proteasehemmere. |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US4803294A (da) |
| EP (1) | EP0314126A3 (da) |
| JP (1) | JPH01149754A (da) |
| KR (1) | KR890006562A (da) |
| AU (1) | AU2437488A (da) |
| DK (1) | DK602288A (da) |
| FI (1) | FI884958A7 (da) |
| IL (1) | IL88183A0 (da) |
| NO (1) | NO884818L (da) |
| NZ (1) | NZ226749A (da) |
| PT (1) | PT88870B (da) |
| ZA (1) | ZA888113B (da) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7063838B1 (en) * | 1999-09-24 | 2006-06-20 | Proteon Therapeutics Llc | Methods for treating an artery or vein in a human subject |
| US7632494B2 (en) * | 1999-09-24 | 2009-12-15 | Proteon Therapeutics, Inc. | Methods for enlarging the diameter of a biological conduit in a human subject |
| AU7612100A (en) * | 1999-09-24 | 2001-04-24 | Johns Hopkins University, The | Systems and methods for opening obstructed biological conduits |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4469885A (en) * | 1983-05-09 | 1984-09-04 | G. D. Searle & Co. | Halogenated protease inhibitors |
| US4499295A (en) * | 1983-05-09 | 1985-02-12 | G. D. Searle & Co. | Protease inhibitors |
| US4501895A (en) * | 1983-05-09 | 1985-02-26 | G.D. Searle & Co. | [Halo-4-(4,5-dihydro-4,4-dimethyl-2-oxazolyl)-phenyl]octadecan-ols and -ones |
-
1987
- 1987-10-29 US US07/114,186 patent/US4803294A/en not_active Expired - Lifetime
-
1988
- 1988-10-27 IL IL88183A patent/IL88183A0/xx unknown
- 1988-10-27 AU AU24374/88A patent/AU2437488A/en not_active Withdrawn
- 1988-10-27 PT PT88870A patent/PT88870B/pt not_active IP Right Cessation
- 1988-10-27 KR KR1019880014026A patent/KR890006562A/ko not_active Withdrawn
- 1988-10-27 EP EP88117897A patent/EP0314126A3/en not_active Ceased
- 1988-10-27 NZ NZ226749A patent/NZ226749A/xx unknown
- 1988-10-27 FI FI884958A patent/FI884958A7/fi not_active IP Right Cessation
- 1988-10-28 DK DK602288A patent/DK602288A/da not_active Application Discontinuation
- 1988-10-28 JP JP63271108A patent/JPH01149754A/ja active Pending
- 1988-10-28 ZA ZA888113A patent/ZA888113B/xx unknown
- 1988-10-28 NO NO88884818A patent/NO884818L/no unknown
Also Published As
| Publication number | Publication date |
|---|---|
| EP0314126A2 (en) | 1989-05-03 |
| FI884958A7 (fi) | 1989-04-30 |
| EP0314126A3 (en) | 1990-01-31 |
| JPH01149754A (ja) | 1989-06-12 |
| AU2437488A (en) | 1989-05-04 |
| PT88870B (pt) | 1993-01-29 |
| NZ226749A (en) | 1989-10-27 |
| FI884958A0 (fi) | 1988-10-27 |
| IL88183A0 (en) | 1989-06-30 |
| DK602288A (da) | 1989-04-30 |
| KR890006562A (ko) | 1989-06-14 |
| DK602288D0 (da) | 1988-10-28 |
| ZA888113B (en) | 1989-12-27 |
| US4803294A (en) | 1989-02-07 |
| NO884818D0 (no) | 1988-10-28 |
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