HUP0105001A2 - PDE-IV gátló aktivitással rendelkező fenil-fenantridinek és ezeket tartalmazó gyógyszerkészítmények - Google Patents
PDE-IV gátló aktivitással rendelkező fenil-fenantridinek és ezeket tartalmazó gyógyszerkészítményekInfo
- Publication number
- HUP0105001A2 HUP0105001A2 HU0105001A HUP0105001A HUP0105001A2 HU P0105001 A2 HUP0105001 A2 HU P0105001A2 HU 0105001 A HU0105001 A HU 0105001A HU P0105001 A HUP0105001 A HU P0105001A HU P0105001 A2 HUP0105001 A2 HU P0105001A2
- Authority
- HU
- Hungary
- Prior art keywords
- group
- alkyl
- hydrogen atom
- aryl
- alkoxy
- Prior art date
Links
- SKHUPKIELOSDON-UHFFFAOYSA-N 1-phenylphenanthridine Chemical class C1=CC=CC=C1C1=CC=CC2=NC=C(C=CC=C3)C3=C12 SKHUPKIELOSDON-UHFFFAOYSA-N 0.000 title 1
- 239000003814 drug Substances 0.000 title 1
- 230000002401 inhibitory effect Effects 0.000 title 1
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 10
- -1 1-piperedinyl Chemical group 0.000 abstract 10
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 9
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 abstract 5
- 125000003118 aryl group Chemical group 0.000 abstract 5
- 229910052799 carbon Inorganic materials 0.000 abstract 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 4
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 abstract 3
- 125000004981 cycloalkylmethyl group Chemical group 0.000 abstract 3
- 125000004214 1-pyrrolidinyl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 229910052731 fluorine Inorganic materials 0.000 abstract 2
- 239000011737 fluorine Substances 0.000 abstract 2
- 125000001153 fluoro group Chemical group F* 0.000 abstract 2
- 125000005843 halogen group Chemical group 0.000 abstract 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 2
- 125000003830 C1- C4 alkylcarbonylamino group Chemical group 0.000 abstract 1
- YZCKVEUIGOORGS-IGMARMGPSA-N Protium Chemical group [1H] YZCKVEUIGOORGS-IGMARMGPSA-N 0.000 abstract 1
- 125000004448 alkyl carbonyl group Chemical group 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 125000005530 alkylenedioxy group Chemical group 0.000 abstract 1
- 125000005129 aryl carbonyl group Chemical group 0.000 abstract 1
- 125000000000 cycloalkoxy group Chemical group 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 abstract 1
- KZNICNPSHKQLFF-UHFFFAOYSA-N dihydromaleimide Natural products O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 abstract 1
- 125000004076 pyridyl group Chemical group 0.000 abstract 1
- 125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D221/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00
- C07D221/02—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00 condensed with carbocyclic rings or ring systems
- C07D221/04—Ortho- or peri-condensed ring systems
- C07D221/06—Ring systems of three rings
- C07D221/10—Aza-phenanthrenes
- C07D221/12—Phenanthridines
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
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- A—HUMAN NECESSITIES
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- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/47—Quinolines; Isoquinolines
- A61K31/473—Quinolines; Isoquinolines ortho- or peri-condensed with carbocyclic ring systems, e.g. acridines, phenanthridines
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- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
- C07D211/10—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with radicals containing only carbon and hydrogen atoms attached to ring carbon atoms
- C07D211/14—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with radicals containing only carbon and hydrogen atoms attached to ring carbon atoms with hydrocarbon or substituted hydrocarbon radicals attached to the ring nitrogen atom
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- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/10—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing aromatic rings
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Abstract
Az (I) ltal nos képletű 6-fenil-fenantidinek (mely képletben R1jelentése hidroxil-, 1-4 szénatomos alkoxi-, 3-7 szénatomoscikloalkoxi-, 3-7 szénatomos cikloalkil-metoxicsoport vagy fluorralteljesen vagy túlnyomórészt helyettesített 1-4 szénatomosalkoxicsoport; R2 jelentése hidroxil-, 1-4 szénatomos alkoxi-, 3-7szénatomos cikloalkoxi-, 3-7 szénatomos cikloalkil-metoxicsoport vagyfluorral teljesen vagy túlnyomórészt helyettesített 1-4 szénatomosalkoxicsoport; vagy R1 és R2 együtt 1-2 szénatomosalkiléndioxicsoportot képez; R3 jelentése hidrogénatom vagy 1-4szénatomos alkilcsoport; R31 jelentése hidrogénatom vagy 1-4szénatomos alkilcsoport vagy R3 és R31 együtt 1-4 szénatomosalkiléncsoportot képez; R4 jelentése hidrogénatom vagy 1-4 szénatomosalkilcsoport; R5 jelentése hidrogénatom; R51 jelentése hidrogénatom;vagy R5 és R51 együtt tov bbi k"tést képez; R6 jelentése O-R7, -S-R8,-C(O)-R9, -CH2-R10, -S(O)2-aril, -O-S(O)2-R11, pirrolidin-1-il,pirrolidin-1-il-2-on, pirrolidin-1-il-2,5-dion, piperedin-l-il,piperedin-l-il-2-on vagy piperedin-1-il-2,6-dioncsoport, ahol R7jelentése 3-7 szénatomos cikloalkil-, 3-7 szénatomos cikloalkil-metil-, 1-4 szénatomos alkoxi-(1-4 szénatomos alkil)-, aril- vagyfenil-(1-4 szénatomos alkil)-csoport; R8 jelentése hidrogénatom, 1-4szénatomos alkil-, 1-4 szénatomos alkil-karbonil-, aril-karbonil-,trifluorrmetil-, difluor-metil-, triklór-metil- vagy fenilcsoport; R9jelentése 1-4 szénatomos alkil-, 3-7 szénatomos cikloalkil-, 3-7szénatomos cikloalkil-metil-, 1-pirrolidinil-, 1-piperedinil-, 1-piperazinil-, 4-metil-piperazinil-, 4-morfolinil- vagy arilcsoport;R10 jelentése hidroxilcsoport, halogénatom, ciano-, karboxil-, 1-4szénatomos alkoxi-, fenoxi-, 1-4 szénatomos alkoxi-karbonil-, amino-karbonil-, mono- vagy di-(1-4 szénatomos alkil)-amino-karbonil-, -N(R15)R16 vagy 1-4 szénatomos alkil-karbonil-aminocsoport és R11jelentése 1-4 szénatomos lkíl-, amino-, mono- vagy di-(1-4 szénatomosalkil)-amino- vagy arilcsoport; aril jelentése fenil-, piridil- vagyhelyettesített fenilcsoport; R13 jelentése hidrogénatom,hidroxilcsoport, halogénatom, ciano-, nitro-, amino-, 1-4 szénatomosalkil-, trifluor-metil-, 1-4 szénatomos alkoxicsoport fluorralhelyettesített 1-4 szénatomos alkoxicsoport, fenil-, fenil-(1-4szénatomos alkil)-csoport, -C(O)-OR14, -C(O)-N(R15)R16, -N(R17)R18, -S(O)2-R19, -S(O)2-N(R15)R16 csoport vagy valamely, R6 értelmezésénélmegadott csoport; R14, R15 és R16 jelentése hidrogénatom, 1-4szénatomos alkil-, 3-7 szénatomos cikloalkil-, 3-7 szénatomoscikloalkil-metil- vagy arilcsoport; vagy R15 és R16 a nitrogénatommalegyütt, amelyhez kapcsolódik, 5-7 tagú gyűrűt képez; R17 jelentésehidrogénatom, 1-4 szénatomos alkil-, -S(O)2 (1-4 szénatomos alkil vagy-S(O)2-arilcsoport; R18 jelentése 1-4 szénatomos a
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP99100694 | 1999-01-15 | ||
PCT/EP2000/000172 WO2000042020A1 (en) | 1999-01-15 | 2000-01-12 | Phenylphenanthridines with pde-iv inhibiting activity |
Publications (3)
Publication Number | Publication Date |
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HUP0105001A2 true HUP0105001A2 (hu) | 2002-04-29 |
HUP0105001A3 HUP0105001A3 (en) | 2002-10-28 |
HU227624B1 HU227624B1 (en) | 2011-09-28 |
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ID=8237351
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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HU0105001A HU227624B1 (en) | 1999-01-15 | 2000-01-12 | Phenylphenanthridines with pde-iv inhibiting activity and medicaments containing them |
Country Status (32)
Country | Link |
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US (1) | US6476025B1 (hu) |
EP (2) | EP1147089B1 (hu) |
JP (1) | JP4653314B2 (hu) |
KR (1) | KR100720906B1 (hu) |
CN (1) | CN1152864C (hu) |
AT (1) | ATE312081T1 (hu) |
AU (1) | AU774868B2 (hu) |
BG (1) | BG65126B1 (hu) |
BR (1) | BR0007527B1 (hu) |
CA (1) | CA2359440C (hu) |
CY (1) | CY1106436T1 (hu) |
CZ (1) | CZ300366B6 (hu) |
DE (1) | DE60024581T2 (hu) |
DK (1) | DK1147089T3 (hu) |
EA (1) | EA003780B1 (hu) |
EE (1) | EE05105B1 (hu) |
ES (1) | ES2254132T3 (hu) |
HK (1) | HK1040997B (hu) |
HR (1) | HRP20010578A2 (hu) |
HU (1) | HU227624B1 (hu) |
ID (1) | ID29070A (hu) |
IL (2) | IL144026A0 (hu) |
NO (1) | NO320182B1 (hu) |
NZ (1) | NZ512872A (hu) |
PL (1) | PL205670B1 (hu) |
RS (1) | RS50297B (hu) |
SI (1) | SI1147089T1 (hu) |
SK (1) | SK286946B6 (hu) |
TR (2) | TR200101938T2 (hu) |
UA (1) | UA69436C2 (hu) |
WO (1) | WO2000042020A1 (hu) |
ZA (1) | ZA200104864B (hu) |
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