ZA200500070B - N-aryl diazaspiracyclic compounds and methods of preparation and use thereof. - Google Patents
N-aryl diazaspiracyclic compounds and methods of preparation and use thereof. Download PDFInfo
- Publication number
- ZA200500070B ZA200500070B ZA200500070A ZA200500070A ZA200500070B ZA 200500070 B ZA200500070 B ZA 200500070B ZA 200500070 A ZA200500070 A ZA 200500070A ZA 200500070 A ZA200500070 A ZA 200500070A ZA 200500070 B ZA200500070 B ZA 200500070B
- Authority
- ZA
- South Africa
- Prior art keywords
- diazaspiro
- pyridyl
- nonane
- spiro
- substance
- Prior art date
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- VTUYFWWPZFYJDH-UHFFFAOYSA-N methyl 2-amino-3-(oxolan-3-yl)propanoate Chemical compound COC(=O)C(N)CC1CCOC1 VTUYFWWPZFYJDH-UHFFFAOYSA-N 0.000 description 1
- KQSSATDQUYCRGS-UHFFFAOYSA-N methyl glycinate Chemical compound COC(=O)CN KQSSATDQUYCRGS-UHFFFAOYSA-N 0.000 description 1
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- 238000007339 nucleophilic aromatic substitution reaction Methods 0.000 description 1
- IPMSGDXIFAMMSO-UHFFFAOYSA-N octanoic acid;hydrochloride Chemical compound Cl.CCCCCCCC(O)=O IPMSGDXIFAMMSO-UHFFFAOYSA-N 0.000 description 1
- 229940099990 ogen Drugs 0.000 description 1
- 238000006772 olefination reaction Methods 0.000 description 1
- 201000008482 osteoarthritis Diseases 0.000 description 1
- 229940061319 ovide Drugs 0.000 description 1
- JMJRYTGVHCAYCT-UHFFFAOYSA-N oxan-4-one Chemical compound O=C1CCOCC1 JMJRYTGVHCAYCT-UHFFFAOYSA-N 0.000 description 1
- 238000007248 oxidative elimination reaction Methods 0.000 description 1
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- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 229910000073 phosphorus hydride Inorganic materials 0.000 description 1
- 239000006187 pill Substances 0.000 description 1
- HXEACLLIILLPRG-UHFFFAOYSA-N pipecolic acid Chemical group OC(=O)C1CCCCN1 HXEACLLIILLPRG-UHFFFAOYSA-N 0.000 description 1
- XUWHAWMETYGRKB-UHFFFAOYSA-N piperidin-2-one Chemical compound O=C1CCCCN1 XUWHAWMETYGRKB-UHFFFAOYSA-N 0.000 description 1
- 235000015320 potassium carbonate Nutrition 0.000 description 1
- 235000011181 potassium carbonates Nutrition 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 150000003139 primary aliphatic amines Chemical class 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 201000002212 progressive supranuclear palsy Diseases 0.000 description 1
- ONIBWKKTOPOVIA-UHFFFAOYSA-M prolinate Chemical compound [O-]C(=O)C1CCCN1 ONIBWKKTOPOVIA-UHFFFAOYSA-M 0.000 description 1
- 150000003147 proline derivatives Chemical class 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 238000000159 protein binding assay Methods 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 125000002098 pyridazinyl group Chemical group 0.000 description 1
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- ODZPKZBBUMBTMG-UHFFFAOYSA-N sodium amide Chemical compound [NH2-].[Na+] ODZPKZBBUMBTMG-UHFFFAOYSA-N 0.000 description 1
- CMXPERZAMAQXSF-UHFFFAOYSA-M sodium;1,4-bis(2-ethylhexoxy)-1,4-dioxobutane-2-sulfonate;1,8-dihydroxyanthracene-9,10-dione Chemical compound [Na+].O=C1C2=CC=CC(O)=C2C(=O)C2=C1C=CC=C2O.CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC CMXPERZAMAQXSF-UHFFFAOYSA-M 0.000 description 1
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- JELLCUBKSQEJGE-UHFFFAOYSA-N spiro[1-azabicyclo[2.2.1]heptane-2,3'-pyrrolidine] Chemical compound C1NCCC21N(C1)CCC1C2 JELLCUBKSQEJGE-UHFFFAOYSA-N 0.000 description 1
- KRMSXHMBJVUIRD-UHFFFAOYSA-N spiro[1-azabicyclo[2.2.1]heptane-7,3'-pyrrolidine] Chemical compound C1NCCC21N1CCC2CC1 KRMSXHMBJVUIRD-UHFFFAOYSA-N 0.000 description 1
- MWXBQECGTIYCJT-UHFFFAOYSA-N spiro[1-azabicyclo[2.2.2]octane-2,3'-pyrrolidine] Chemical compound C1NCCC21N(CC1)CCC1C2 MWXBQECGTIYCJT-UHFFFAOYSA-N 0.000 description 1
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- 125000005017 substituted alkenyl group Chemical group 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
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- HQYFHYDDVSZPPP-UHFFFAOYSA-N tert-butyl 2,6-diazaspiro[4.5]decane-6-carboxylate Chemical compound CC(C)(C)OC(=O)N1CCCCC11CNCC1 HQYFHYDDVSZPPP-UHFFFAOYSA-N 0.000 description 1
- WKKIHGBRNBOCMB-UHFFFAOYSA-N tert-butyl 3-hydroxy-7-azabicyclo[2.2.1]heptane-7-carboxylate Chemical compound C1CC2C(O)CC1N2C(=O)OC(C)(C)C WKKIHGBRNBOCMB-UHFFFAOYSA-N 0.000 description 1
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- 125000000335 thiazolyl group Chemical group 0.000 description 1
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- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 1
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- PTMFUWGXPRYYMC-UHFFFAOYSA-N triethylazanium;formate Chemical compound OC=O.CCN(CC)CC PTMFUWGXPRYYMC-UHFFFAOYSA-N 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- C07D453/00—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids
- C07D453/02—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids containing not further condensed quinuclidine ring systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/10—Spiro-condensed systems
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- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
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-
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- C07—ORGANIC CHEMISTRY
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- 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
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- C07D487/10—Spiro-condensed systems
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- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
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- General Health & Medical Sciences (AREA)
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- Engineering & Computer Science (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Communicable Diseases (AREA)
- Immunology (AREA)
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- Psychiatry (AREA)
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- Psychology (AREA)
- Rheumatology (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Diabetes (AREA)
- Vascular Medicine (AREA)
- AIDS & HIV (AREA)
- Molecular Biology (AREA)
- Hematology (AREA)
- Transplantation (AREA)
- Hospice & Palliative Care (AREA)
- Tropical Medicine & Parasitology (AREA)
- Orthopedic Medicine & Surgery (AREA)
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- Urology & Nephrology (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US39433702P | 2002-07-05 | 2002-07-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ZA200500070B true ZA200500070B (en) | 2005-11-01 |
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Family Applications (1)
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| KR (1) | KR101052287B1 (xx) |
| CN (1) | CN100564381C (xx) |
| AT (1) | ATE451373T1 (xx) |
| AU (1) | AU2003245753B2 (xx) |
| BR (1) | BR0312414A (xx) |
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| MX (1) | MXPA05000370A (xx) |
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| PL (1) | PL374434A1 (xx) |
| PT (1) | PT1519939E (xx) |
| SI (1) | SI1519939T1 (xx) |
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| ZA (1) | ZA200500070B (xx) |
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- 2003-06-27 BR BR0312414-2A patent/BR0312414A/pt not_active IP Right Cessation
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- 2003-06-27 DK DK03739358.4T patent/DK1519939T5/da active
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- 2003-06-27 CA CA2491506A patent/CA2491506C/en not_active Expired - Fee Related
- 2003-06-27 EP EP09004359A patent/EP2078718A1/en not_active Withdrawn
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- 2003-06-27 WO PCT/US2003/020524 patent/WO2004005293A2/en active Application Filing
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