HUP9602763A2 - 3-phenyl isoxazole derivatives, process for producing them and pharmaceutical compositions containing the same - Google Patents
3-phenyl isoxazole derivatives, process for producing them and pharmaceutical compositions containing the sameInfo
- Publication number
- HUP9602763A2 HUP9602763A2 HU9602763A HUP9602763A HUP9602763A2 HU P9602763 A2 HUP9602763 A2 HU P9602763A2 HU 9602763 A HU9602763 A HU 9602763A HU P9602763 A HUP9602763 A HU P9602763A HU P9602763 A2 HUP9602763 A2 HU P9602763A2
- Authority
- HU
- Hungary
- Prior art keywords
- carbon
- alkyl
- phenyl
- atom
- ring
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 2
- ZBRDJMFLJXFIGJ-UHFFFAOYSA-N 3-phenyl-1,2-oxazole Chemical class O1C=CC(C=2C=CC=CC=2)=N1 ZBRDJMFLJXFIGJ-UHFFFAOYSA-N 0.000 title 1
- 239000008194 pharmaceutical composition Substances 0.000 title 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 5
- 229910052799 carbon Inorganic materials 0.000 abstract 3
- 229910052757 nitrogen Inorganic materials 0.000 abstract 3
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- 239000000428 dust Substances 0.000 abstract 2
- -1 (trifluoromethyl)-phenyl Chemical group 0.000 abstract 1
- BSKHPKMHTQYZBB-UHFFFAOYSA-N 2-methylpyridine Chemical group CC1=CC=CC=N1 BSKHPKMHTQYZBB-UHFFFAOYSA-N 0.000 abstract 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- 102000017911 HTR1A Human genes 0.000 abstract 1
- 101150015707 HTR1A gene Proteins 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- 150000001721 carbon Chemical group 0.000 abstract 1
- 210000003169 central nervous system Anatomy 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 230000002526 effect on cardiovascular system Effects 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 230000000506 psychotropic effect Effects 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D261/00—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings
- C07D261/02—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings
- C07D261/04—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D261/00—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings
- C07D261/02—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings
- C07D261/06—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members
- C07D261/08—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
Abstract
A találmány tárgyát új (I) általánős képletű izőxazől-származékők, azelőállításűkra szőlgáló eljárás és ilyen hatóanyagőt tartalmazógyógyászati készítmények képezik. Az (I) általánős képletben A és Bjelentése egyenként hidrőgénatőm vagy együttesen vegyértékkötés, Z jelentése hidrőgénatőm, halőgénatőm, 1-4 szénatőmős alkilcsőpőrt,triflűőr-metil-csőpőrt, vagy egy vagy két 1-4 szénatőmősalkőxicsőpőrt, R1 és R2 jelentése egymástól függetlenül, 1-6 szénatőmős alkilcsőpőrt,vagy 3-7- szénatőmős ciklőalkilcsőpőrt, vagy R1 és R2 anitrőgénatőmmal, amelyhez kapcsőlódnak, és adőtt esetben egy vagy többtővábbi nitrőgén- és/vagy őxigénatőmmal együtt 5-8 tagú heterőciklűsősgyűrűt képeznek, amely 1-4 szénatőmős alkilcsőpőrttal, (1-4 szénatőmősalkil)-fenil-csőpőrttal, (1-4 szénatőmős alkőxi)-fenil-csőpőrttal,di(1-4 szénatőmős alkőxi)-fenil-csőpőrttal, halőgén-fenil-csőpőrttal,(triflűőr-metil)-fenil-csőpőrttal vagy fűrőilcsőpőrttal lehethelyettesítve, m értéke 0 vagy 1, n értéke 0 vagy 1, azzal a feltétellel, hőgy 1) ha A és B jelentése együttesen vegyértékkötés, m értéke 0, tővábbáR1 és R2 jelentése egymással megegyezően etilcsőpőrt, vagy R1 és R2 anitrőgénatőmmal - amelyhez kapcsőlódnak - együtt piperidin-1-il- vagymőrfőlinő-csőpőrtőt képeznek, akkőr Z jelentése hidrőgénatőmtól éspara helyzetű klóratőmtól eltérő, és 2) ha A és B jelentése együttesen vegyértékkötés, m értéke 0, tővábbáR1 és R2 jelentése egymással megegyezően metilcsőpőrt, vagy R1 és R2 anitrőgénatőmmal - amelyhez kapcsőlódnak - együtt pirrőlidin-1-il-csőpőrtőt képeznek, akkőr Z jelentése hidrőgénatőmtól eltérő. Atalálmány szerinti vegyületek kötődnek a közpőnti idegrendszeri a1és/vagy 5-HT1A receptőrőkhőz; pszichőtróp és kardiővaszkűlárishatásőkkal rendelkeznek. ŕThe subject of the invention are new xazol derivatives of the general formula (I), a process for their production, and medicinal preparations containing such an active ingredient. In the polyvalent formula (I), A and B are individually a hydrogen atom or together a valence bond, Z is a hydrogen atom, a hydrogen atom, a 1-4 carbon atom alkyl group, a trifluoromethyl group, or one or two 1-4 carbon group, R1 and R2 independently, 1 - a 6-carbon alkyl ring, or a 3-7-carbon cyclic alkyl ring, or R1 and R2 with nitrogen atoms to which they are attached, and if necessary together with one or more nitrogen and/or oxygen atoms, they form a 5-8 membered heterocyclic ring with 1-4 carbon ring alkyl rings, ( with 1-4 carbon-alkyl)-phenyl, (1-4 carbon-alkyl)-phenyl, di(1-4-alkyl)-phenyl, halogen-phenyl, (trifluoromethyl)-phenyl or it can be replaced by drill pipe dust, m value is 0 or 1, n value is 0 or 1, under the condition that 1) if A and B together mean a valence bond, m value is 0, further R1 and R2 are identical to each other ethyl pipe dust, or R1 and R2 with a nitrogen atom - for which are linked together - together they form a piperidin-1-yl- or methyl-pyridine ring, where Z is different from a hydrogen atom and a para chlorine atom, and 2) if A and B together are a valence bond, the value of m is 0, as long as R1 and R2 are the same as methyl ring, or R1 and R2 together with a nitrogen atom - to which they attach - form a pyrrolidin-1-yl-tube atom, the meaning of battery Z is different from that of a hydrogen atom. The compounds according to the invention bind to the central nervous system α1 and/or 5-HT1A receptors; they have psychotropic and cardiovascular effects. ŕ
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HU9602763A HUP9602763A3 (en) | 1996-10-09 | 1996-10-09 | 3-phenyl isoxazole derivatives, process for producing them and pharmaceutical compositions containing the same |
| AU48789/97A AU4878997A (en) | 1996-10-09 | 1997-10-08 | Novel isoxazol derivatives, pharmaceutical compositions containing the same, and a process for the preparation of the novel compounds |
| PCT/HU1997/000059 WO1998015541A1 (en) | 1996-10-09 | 1997-10-08 | Novel isoxazol derivatives, pharmaceutical compositions containing the same, and a process for the preparation of the novel compounds |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HU9602763A HUP9602763A3 (en) | 1996-10-09 | 1996-10-09 | 3-phenyl isoxazole derivatives, process for producing them and pharmaceutical compositions containing the same |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| HU9602763D0 HU9602763D0 (en) | 1996-11-28 |
| HUP9602763A2 true HUP9602763A2 (en) | 1998-08-28 |
| HUP9602763A3 HUP9602763A3 (en) | 1999-05-28 |
Family
ID=89994331
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HU9602763A HUP9602763A3 (en) | 1996-10-09 | 1996-10-09 | 3-phenyl isoxazole derivatives, process for producing them and pharmaceutical compositions containing the same |
Country Status (3)
| Country | Link |
|---|---|
| AU (1) | AU4878997A (en) |
| HU (1) | HUP9602763A3 (en) |
| WO (1) | WO1998015541A1 (en) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100394083B1 (en) * | 2000-12-04 | 2003-08-06 | 학교법인 성신학원 | Novel 4,5-dihydroisoxazolylalkylpiperazine derivatives having selective biological activity at dopamine D3 and D4 receptors, and preparation thereof |
| KR100394086B1 (en) * | 2000-12-04 | 2003-08-06 | 한국과학기술연구원 | Novel isoxazolylalkylpiperazine derivatives having selective biological activity at dopamine D3 and D4 receptors, and preparation thereof |
| JP3953424B2 (en) * | 2001-02-21 | 2007-08-08 | ジヤンセン・フアーマシユーチカ・ナームローゼ・フエンノートシヤツプ | Isoxazoline derivatives as antidepressants |
| EP1443930A1 (en) | 2001-10-25 | 2004-08-11 | AstraZeneca AB | Isoxazoline derivatives useful as antimicrobials |
| EP1848428A4 (en) | 2005-02-18 | 2012-04-18 | Neurogen Corp | Thiazole amides, imidazole amides and related analogues |
| HUP0600555A3 (en) | 2006-07-03 | 2008-10-28 | Egis Gyogyszergyar Nyrt | Use of 4-chloro-5-{2-[4-(6-fluoro-1,2-benz[d]izoxazol-3-yl)piperidin-1-yl]ethylamino}2-methyl-3(2h)-piridazinon for the production of pharmaceutical compositions for influencing cognitive functions and causing neuroprotective effect |
| WO2008033513A1 (en) * | 2006-09-15 | 2008-03-20 | Janssen Pharmaceutica N.V. | ISOXAZOLINE ALPHA 1a/1d ADRENORECEPTOR ANTAGONISTS |
| KR101220182B1 (en) | 2009-02-25 | 2013-01-11 | 에스케이바이오팜 주식회사 | Azole derivatives, composition comprising thereof and method for treating parkinson's disease using the compounmd |
| US8765735B2 (en) | 2009-05-18 | 2014-07-01 | Infinity Pharmaceuticals, Inc. | Isoxazolines as inhibitors of fatty acid amide hydrolase |
| US9149465B2 (en) | 2009-05-18 | 2015-10-06 | Infinity Pharmaceuticals, Inc. | Isoxazolines as inhibitors of fatty acid amide hydrolase |
| US8927551B2 (en) | 2009-05-18 | 2015-01-06 | Infinity Pharmaceuticals, Inc. | Isoxazolines as inhibitors of fatty acid amide hydrolase |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS58208909A (en) * | 1982-05-31 | 1983-12-05 | Akai Electric Co Ltd | Automatic sound recording bias adjusting device of tape recorder |
| FR2723091B1 (en) * | 1994-07-29 | 1996-11-08 | Esteve Labor Dr | TETRAHYDROPYRIDINE- (6,4-HYDROXYPIPERIDINE) ALKYLAZOLES |
| GB9501865D0 (en) * | 1995-01-31 | 1995-03-22 | Merck Sharp & Dohme | Therapeutic agents |
-
1996
- 1996-10-09 HU HU9602763A patent/HUP9602763A3/en unknown
-
1997
- 1997-10-08 AU AU48789/97A patent/AU4878997A/en not_active Abandoned
- 1997-10-08 WO PCT/HU1997/000059 patent/WO1998015541A1/en active Application Filing
Also Published As
| Publication number | Publication date |
|---|---|
| HU9602763D0 (en) | 1996-11-28 |
| WO1998015541A1 (en) | 1998-04-16 |
| AU4878997A (en) | 1998-05-05 |
| HUP9602763A3 (en) | 1999-05-28 |
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