NO812766L - Imidazokinazolinderivater. - Google Patents
Imidazokinazolinderivater.Info
- Publication number
- NO812766L NO812766L NO812766A NO812766A NO812766L NO 812766 L NO812766 L NO 812766L NO 812766 A NO812766 A NO 812766A NO 812766 A NO812766 A NO 812766A NO 812766 L NO812766 L NO 812766L
- Authority
- NO
- Norway
- Prior art keywords
- quinazolin
- dihydroimidazo
- methyl
- chloro
- formula
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 claims description 30
- 229910052739 hydrogen Inorganic materials 0.000 claims description 16
- 239000001257 hydrogen Substances 0.000 claims description 16
- AVRPFRMDMNDIDH-UHFFFAOYSA-N 1h-quinazolin-2-one Chemical compound C1=CC=CC2=NC(O)=NC=C21 AVRPFRMDMNDIDH-UHFFFAOYSA-N 0.000 claims description 14
- 239000002253 acid Substances 0.000 claims description 13
- 150000003839 salts Chemical class 0.000 claims description 13
- 238000000034 method Methods 0.000 claims description 11
- -1 methylenedioxy Chemical group 0.000 claims description 9
- 150000002431 hydrogen Chemical class 0.000 claims description 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 6
- 229910052736 halogen Inorganic materials 0.000 claims description 5
- 150000002367 halogens Chemical class 0.000 claims description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
- 238000002360 preparation method Methods 0.000 claims description 5
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 4
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 4
- 229910052794 bromium Inorganic materials 0.000 claims description 4
- 229910052801 chlorine Inorganic materials 0.000 claims description 4
- 239000000460 chlorine Substances 0.000 claims description 4
- 239000007858 starting material Substances 0.000 claims description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 3
- 230000027119 gastric acid secretion Effects 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- 230000002401 inhibitory effect Effects 0.000 claims description 3
- FZYSUXNTYREFSS-UHFFFAOYSA-N 3,5-dihydro-1h-imidazo[1,2-a]quinazolin-2-one Chemical compound C1=CC=C2N3CC(=O)N=C3NCC2=C1 FZYSUXNTYREFSS-UHFFFAOYSA-N 0.000 claims description 2
- TWHNMQLUWJIEQV-UHFFFAOYSA-N 5-methyl-3,5-dihydro-1h-imidazo[1,2-a]quinazolin-2-one Chemical compound C1=CC=C2C(C)NC3=NC(=O)CN3C2=C1 TWHNMQLUWJIEQV-UHFFFAOYSA-N 0.000 claims description 2
- FAZYZWHJDQZFRW-UHFFFAOYSA-N 6,7,8-trimethoxy-3,5-dihydro-1h-imidazo[1,2-a]quinazolin-2-one Chemical compound N12CC(=O)N=C2NCC2=C1C=C(OC)C(OC)=C2OC FAZYZWHJDQZFRW-UHFFFAOYSA-N 0.000 claims description 2
- OEWLEHLOCMPZTR-UHFFFAOYSA-N 6-chloro-7-methoxy-3,5-dihydro-1h-imidazo[1,2-a]quinazolin-2-one Chemical compound N1CC2=C(Cl)C(OC)=CC=C2N2CC(=O)N=C21 OEWLEHLOCMPZTR-UHFFFAOYSA-N 0.000 claims description 2
- QOVRLRWUWRBNDE-UHFFFAOYSA-N 7-chloro-6-methyl-3,5-dihydro-1h-imidazo[1,2-a]quinazolin-2-one Chemical compound N12CC(=O)N=C2NCC2=C1C=CC(Cl)=C2C QOVRLRWUWRBNDE-UHFFFAOYSA-N 0.000 claims description 2
- QDAMHISSUJSSFK-UHFFFAOYSA-N 8-chloro-3,5-dihydro-1h-imidazo[1,2-a]quinazolin-2-one Chemical compound C1NC2=NC(=O)CN2C2=CC(Cl)=CC=C21 QDAMHISSUJSSFK-UHFFFAOYSA-N 0.000 claims description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 2
- 208000010110 spontaneous platelet aggregation Diseases 0.000 claims description 2
- VABFEDGYWLQUOX-UHFFFAOYSA-N 6,7-dimethyl-3,5-dihydro-1h-imidazo[1,2-a]quinazolin-2-one Chemical compound N1CC2=C(C)C(C)=CC=C2N2CC(=O)N=C21 VABFEDGYWLQUOX-UHFFFAOYSA-N 0.000 claims 1
- ZXTWYJVKTZTJEM-UHFFFAOYSA-N 6-methyl-3,5-dihydro-1h-imidazo[1,2-a]quinazolin-2-one Chemical compound N12CC(=O)N=C2NCC2=C1C=CC=C2C ZXTWYJVKTZTJEM-UHFFFAOYSA-N 0.000 claims 1
- IHTRXYOZMRWKMA-UHFFFAOYSA-N 7-bromo-6-methyl-3,5-dihydro-1h-imidazo[1,2-a]quinazolin-2-one Chemical compound N12CC(=O)N=C2NCC2=C1C=CC(Br)=C2C IHTRXYOZMRWKMA-UHFFFAOYSA-N 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 150000003246 quinazolines Chemical class 0.000 claims 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 25
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
- 239000000243 solution Substances 0.000 description 9
- 241001465754 Metazoa Species 0.000 description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
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- 239000011707 mineral Substances 0.000 description 4
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 4
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- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 2
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- MNWILYZOPFHKMZ-UHFFFAOYSA-N 7-methoxy-6-methyl-3,5-dihydro-1h-imidazo[1,2-a]quinazolin-2-one Chemical compound N1CC2=C(C)C(OC)=CC=C2N2CC(=O)N=C21 MNWILYZOPFHKMZ-UHFFFAOYSA-N 0.000 description 2
- GTNGFXSKGZVYIV-UHFFFAOYSA-N 8-methyl-3,5-dihydro-1h-imidazo[1,2-a]quinazolin-2-one Chemical compound C1NC2=NC(=O)CN2C2=CC(C)=CC=C21 GTNGFXSKGZVYIV-UHFFFAOYSA-N 0.000 description 2
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- 239000000205 acacia gum Substances 0.000 description 1
- 235000010489 acacia gum Nutrition 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- 230000037005 anaesthesia Effects 0.000 description 1
- 230000001174 ascending effect Effects 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000001772 blood platelet Anatomy 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- 244000309464 bull Species 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 150000001733 carboxylic acid esters Chemical class 0.000 description 1
- 239000012876 carrier material Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 238000003776 cleavage reaction Methods 0.000 description 1
- ATDGTVJJHBUTRL-UHFFFAOYSA-N cyanogen bromide Chemical compound BrC#N ATDGTVJJHBUTRL-UHFFFAOYSA-N 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 231100000673 dose–response relationship Toxicity 0.000 description 1
- 239000008298 dragée Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- DZGCGKFAPXFTNM-UHFFFAOYSA-N ethanol;hydron;chloride Chemical compound Cl.CCO DZGCGKFAPXFTNM-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- MFFXVVHUKRKXCI-UHFFFAOYSA-N ethyl iodoacetate Chemical compound CCOC(=O)CI MFFXVVHUKRKXCI-UHFFFAOYSA-N 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 239000012458 free base Substances 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- FUKUFMFMCZIRNT-UHFFFAOYSA-N hydron;methanol;chloride Chemical compound Cl.OC FUKUFMFMCZIRNT-UHFFFAOYSA-N 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 description 1
- 235000016709 nutrition Nutrition 0.000 description 1
- 230000035764 nutrition Effects 0.000 description 1
- 239000002674 ointment Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000003204 osmotic effect Effects 0.000 description 1
- 235000019271 petrolatum Nutrition 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 210000004623 platelet-rich plasma Anatomy 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 210000001187 pylorus Anatomy 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 238000010583 slow cooling Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 210000003462 vein Anatomy 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/70—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings condensed with carbocyclic rings or ring systems
- C07D239/72—Quinazolines; Hydrogenated quinazolines
- C07D239/78—Quinazolines; Hydrogenated quinazolines with hetero atoms directly attached in position 2
- C07D239/84—Nitrogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Fats And Perfumes (AREA)
- Polymerisation Methods In General (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH619280 | 1980-08-15 | ||
| CH348381 | 1981-05-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NO812766L true NO812766L (no) | 1982-02-16 |
Family
ID=25693125
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO812766A NO812766L (no) | 1980-08-15 | 1981-08-14 | Imidazokinazolinderivater. |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US4390540A (es) |
| EP (1) | EP0046267A1 (es) |
| AR (1) | AR231447A1 (es) |
| AU (1) | AU7388081A (es) |
| CA (1) | CA1162537A (es) |
| CS (1) | CS220343B2 (es) |
| DK (1) | DK316881A (es) |
| ES (1) | ES8300332A1 (es) |
| FI (1) | FI812303L (es) |
| HU (1) | HU183543B (es) |
| IL (1) | IL63524A0 (es) |
| MC (1) | MC1410A1 (es) |
| NO (1) | NO812766L (es) |
| NZ (1) | NZ197966A (es) |
| PT (1) | PT73525B (es) |
| ZW (1) | ZW16481A1 (es) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4455311A (en) * | 1981-08-28 | 1984-06-19 | Hoffmann-La Roche Inc. | Imidazoquinazoline derivatives which inhibit the aggregation of blood platelets, inhibit gastric secretion or have activity on the circulatory system |
| GB2141594B (en) * | 1983-06-17 | 1986-11-26 | Nissan Motor | Bolting together electrical connecters |
| US4837239A (en) * | 1985-08-23 | 1989-06-06 | Syntex (U.S.A.) Inc. | Cardiotonic phosphodiesterase inhibitors complexed with water soluble vitamins |
| CN1738623A (zh) * | 2003-01-23 | 2006-02-22 | 夏尔控股公司 | 治疗血小板增多症的制剂和方法 |
| US7700608B2 (en) | 2004-08-04 | 2010-04-20 | Shire Holdings Ag | Quinazoline derivatives and their use in the treatment of thrombocythemia |
| US20060030574A1 (en) * | 2004-08-04 | 2006-02-09 | Shire Holdings Ag | Quinazoline derivatives useful for the treatment of peripheral arterial disease and as phosphodiesterase inhibitors |
| WO2007022946A1 (de) | 2005-08-21 | 2007-03-01 | Abbott Gmbh & Co. Kg | Heterocyclische verbindungen und ihre verwendung als bindungspartner für 5-ht5-rezeptoren |
| US7910597B2 (en) * | 2006-11-28 | 2011-03-22 | Shire Llc | Substituted quinazolines |
| US8304420B2 (en) | 2006-11-28 | 2012-11-06 | Shire Llc | Substituted quinazolines for reducing platelet count |
| WO2014089904A1 (en) | 2012-12-10 | 2014-06-19 | Abbvie Inc. | Triazinone compounds |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE794964A (fr) * | 1972-02-04 | 1973-08-02 | Bristol Myers Co | Nouveaux agents hypotenseurs et procede pour les preparer |
| US3883524A (en) * | 1972-06-08 | 1975-05-13 | Hoechst Co American | Quinazoline derivatives |
| JPS5398997A (en) * | 1977-02-09 | 1978-08-29 | Sumitomo Chem Co Ltd | Fused pyridine derivertives and process for their preparation |
| NL7807507A (nl) * | 1977-07-25 | 1979-01-29 | Hoffmann La Roche | Tricyclische verbindingen. |
| JPS5555188A (en) * | 1978-10-20 | 1980-04-22 | Sumitomo Chem Co Ltd | Tricyclic condensed pyrimidine derivative and its preparation |
| JPS5629591A (en) * | 1979-08-17 | 1981-03-24 | Dai Ichi Seiyaku Co Ltd | Tricyclic compound |
-
1981
- 1981-07-13 ZW ZW164/81A patent/ZW16481A1/xx unknown
- 1981-07-15 DK DK316881A patent/DK316881A/da not_active Application Discontinuation
- 1981-07-17 CS CS815501A patent/CS220343B2/cs unknown
- 1981-07-22 FI FI812303A patent/FI812303L/fi not_active Application Discontinuation
- 1981-07-24 CA CA000382464A patent/CA1162537A/en not_active Expired
- 1981-08-07 AU AU73880/81A patent/AU7388081A/en not_active Abandoned
- 1981-08-07 NZ NZ197966A patent/NZ197966A/en unknown
- 1981-08-07 IL IL63524A patent/IL63524A0/xx unknown
- 1981-08-11 EP EP81106257A patent/EP0046267A1/de not_active Ceased
- 1981-08-11 AR AR286404A patent/AR231447A1/es active
- 1981-08-12 MC MC811534A patent/MC1410A1/xx unknown
- 1981-08-12 US US06/292,315 patent/US4390540A/en not_active Expired - Fee Related
- 1981-08-12 HU HU812340A patent/HU183543B/hu unknown
- 1981-08-14 ES ES504758A patent/ES8300332A1/es not_active Expired
- 1981-08-14 PT PT73525A patent/PT73525B/pt unknown
- 1981-08-14 NO NO812766A patent/NO812766L/no unknown
Also Published As
| Publication number | Publication date |
|---|---|
| ZW16481A1 (en) | 1982-03-10 |
| AR231447A1 (es) | 1984-11-30 |
| IL63524A0 (en) | 1981-11-30 |
| NZ197966A (en) | 1984-07-31 |
| HU183543B (en) | 1984-05-28 |
| AU7388081A (en) | 1982-02-18 |
| CA1162537A (en) | 1984-02-21 |
| US4390540A (en) | 1983-06-28 |
| DK316881A (da) | 1982-02-16 |
| ES504758A0 (es) | 1982-11-01 |
| PT73525B (en) | 1983-08-16 |
| ES8300332A1 (es) | 1982-11-01 |
| EP0046267A1 (de) | 1982-02-24 |
| MC1410A1 (fr) | 1982-07-16 |
| CS220343B2 (en) | 1983-03-25 |
| FI812303L (fi) | 1982-02-16 |
| PT73525A (en) | 1981-09-01 |
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