JP2003519209A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2003519209A5 JP2003519209A5 JP2001550191A JP2001550191A JP2003519209A5 JP 2003519209 A5 JP2003519209 A5 JP 2003519209A5 JP 2001550191 A JP2001550191 A JP 2001550191A JP 2001550191 A JP2001550191 A JP 2001550191A JP 2003519209 A5 JP2003519209 A5 JP 2003519209A5
- Authority
- JP
- Japan
- Prior art keywords
- substituted
- unsubstituted
- mono
- alkyl
- branched
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 229920006395 saturated elastomer Polymers 0.000 description 70
- 125000004432 carbon atom Chemical group C* 0.000 description 59
- SNOOUWRIMMFWNE-UHFFFAOYSA-M sodium;6-[(3,4,5-trimethoxybenzoyl)amino]hexanoate Chemical class [Na+].COC1=CC(C(=O)NCCCCCC([O-])=O)=CC(OC)=C1OC SNOOUWRIMMFWNE-UHFFFAOYSA-M 0.000 description 46
- 125000006374 C2-C10 alkenyl group Chemical group 0.000 description 42
- 125000003118 aryl group Chemical group 0.000 description 34
- 229910052739 hydrogen Inorganic materials 0.000 description 33
- 229910052801 chlorine Inorganic materials 0.000 description 32
- 229910052731 fluorine Inorganic materials 0.000 description 32
- 125000001072 heteroaryl group Chemical group 0.000 description 31
- 125000005865 C2-C10alkynyl group Chemical group 0.000 description 27
- 229910052760 oxygen Inorganic materials 0.000 description 27
- 229910052717 sulfur Inorganic materials 0.000 description 27
- 125000000623 heterocyclic group Chemical group 0.000 description 26
- 125000000753 cycloalkyl group Chemical group 0.000 description 25
- 125000002877 alkyl aryl group Chemical group 0.000 description 24
- 229910052799 carbon Inorganic materials 0.000 description 24
- 229910052794 bromium Inorganic materials 0.000 description 22
- 229910052740 iodine Inorganic materials 0.000 description 22
- 150000001875 compounds Chemical class 0.000 description 18
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 14
- 125000000304 alkynyl group Chemical group 0.000 description 11
- 125000006656 (C2-C4) alkenyl group Chemical group 0.000 description 10
- NWSCVDPHHGDSBE-UHFFFAOYSA-N 2-(aminomethyl)-2-phenylcyclohexan-1-one Chemical class C=1C=CC=CC=1C1(CN)CCCCC1=O NWSCVDPHHGDSBE-UHFFFAOYSA-N 0.000 description 10
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 9
- 125000001624 naphthyl group Chemical group 0.000 description 9
- 239000002253 acid Substances 0.000 description 8
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 8
- 239000003814 drug Substances 0.000 description 8
- 125000000217 alkyl group Chemical group 0.000 description 7
- 150000003839 salts Chemical class 0.000 description 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- 125000004649 C2-C8 alkynyl group Chemical group 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
- 239000012458 free base Substances 0.000 description 6
- 125000005842 heteroatom Chemical group 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- 230000006698 induction Effects 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- IJOOHPMOJXWVHK-UHFFFAOYSA-N chlorotrimethylsilane Chemical compound C[Si](C)(C)Cl IJOOHPMOJXWVHK-UHFFFAOYSA-N 0.000 description 4
- 229940079593 drug Drugs 0.000 description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 description 3
- LVHXNNHYTOYSOE-UHFFFAOYSA-N 9-[(dimethylamino)methyl]-10-(3-methoxyphenyl)-3,3-dimethyl-1,5-dioxaspiro[5.5]undecan-10-ol Chemical compound COC1=CC=CC(C2(O)C(CCC3(C2)OCC(C)(C)CO3)CN(C)C)=C1 LVHXNNHYTOYSOE-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- 125000004202 aminomethyl group Chemical group [H]N([H])C([H])([H])* 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 125000005843 halogen group Chemical group 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 3
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 2
- VYUKCVLHGXBZDF-UHFFFAOYSA-N 3-methoxycyclohexan-1-one Chemical compound COC1CCCC(=O)C1 VYUKCVLHGXBZDF-UHFFFAOYSA-N 0.000 description 2
- QCQCHGYLTSGIGX-GHXANHINSA-N 4-[[(3ar,5ar,5br,7ar,9s,11ar,11br,13as)-5a,5b,8,8,11a-pentamethyl-3a-[(5-methylpyridine-3-carbonyl)amino]-2-oxo-1-propan-2-yl-4,5,6,7,7a,9,10,11,11b,12,13,13a-dodecahydro-3h-cyclopenta[a]chrysen-9-yl]oxy]-2,2-dimethyl-4-oxobutanoic acid Chemical compound N([C@@]12CC[C@@]3(C)[C@]4(C)CC[C@H]5C(C)(C)[C@@H](OC(=O)CC(C)(C)C(O)=O)CC[C@]5(C)[C@H]4CC[C@@H]3C1=C(C(C2)=O)C(C)C)C(=O)C1=CN=CC(C)=C1 QCQCHGYLTSGIGX-GHXANHINSA-N 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- 239000013543 active substance Substances 0.000 description 2
- -1 amino methyl - phenyl Chemical group 0.000 description 2
- 239000008346 aqueous phase Substances 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 239000002775 capsule Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000006196 drop Substances 0.000 description 2
- 239000008187 granular material Substances 0.000 description 2
- 239000007924 injection Substances 0.000 description 2
- 238000002347 injection Methods 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 239000012074 organic phase Substances 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 239000012047 saturated solution Substances 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 239000003826 tablet Substances 0.000 description 2
- 230000000699 topical effect Effects 0.000 description 2
- 239000005051 trimethylchlorosilane Substances 0.000 description 2
- PAAZPARNPHGIKF-UHFFFAOYSA-N 1,2-dibromoethane Chemical compound BrCCBr PAAZPARNPHGIKF-UHFFFAOYSA-N 0.000 description 1
- JDIYBZKVHULHNE-UHFFFAOYSA-N 3-amino-2-methyl-2-phenylcyclohexan-1-one Chemical compound C=1C=CC=CC=1C1(C)C(N)CCCC1=O JDIYBZKVHULHNE-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 208000007848 Alcoholism Diseases 0.000 description 1
- 125000004648 C2-C8 alkenyl group Chemical group 0.000 description 1
- LXHDCSRTANCMGD-UHFFFAOYSA-N CN(C)CC1CC=CC(=O)C1C2=CC(=CC=C2)OC Chemical compound CN(C)CC1CC=CC(=O)C1C2=CC(=CC=C2)OC LXHDCSRTANCMGD-UHFFFAOYSA-N 0.000 description 1
- PZIXJJVOIDYJIW-UHFFFAOYSA-N CN(C)CC1CC=CC(=O)C1C2=CC(=CC=C2)OC.Cl Chemical compound CN(C)CC1CC=CC(=O)C1C2=CC(=CC=C2)OC.Cl PZIXJJVOIDYJIW-UHFFFAOYSA-N 0.000 description 1
- 208000024172 Cardiovascular disease Diseases 0.000 description 1
- 206010011224 Cough Diseases 0.000 description 1
- 206010012735 Diarrhoea Diseases 0.000 description 1
- 206010013654 Drug abuse Diseases 0.000 description 1
- 208000007882 Gastritis Diseases 0.000 description 1
- 206010020751 Hypersensitivity Diseases 0.000 description 1
- 206010021639 Incontinence Diseases 0.000 description 1
- 206010061218 Inflammation Diseases 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- 208000003251 Pruritus Diseases 0.000 description 1
- 208000028017 Psychotic disease Diseases 0.000 description 1
- 208000018569 Respiratory Tract disease Diseases 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 206010001584 alcohol abuse Diseases 0.000 description 1
- 208000025746 alcohol use disease Diseases 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 230000003796 beauty Effects 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 230000037396 body weight Effects 0.000 description 1
- 239000004067 bulking agent Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 229940125904 compound 1 Drugs 0.000 description 1
- JHIVVAPYMSGYDF-PTQBSOBMSA-N cyclohexanone Chemical class O=[13C]1CCCCC1 JHIVVAPYMSGYDF-PTQBSOBMSA-N 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 239000008298 dragée Substances 0.000 description 1
- 206010015037 epilepsy Diseases 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 150000003840 hydrochlorides Chemical class 0.000 description 1
- 230000002757 inflammatory effect Effects 0.000 description 1
- 238000007918 intramuscular administration Methods 0.000 description 1
- 238000007912 intraperitoneal administration Methods 0.000 description 1
- 238000001990 intravenous administration Methods 0.000 description 1
- 230000007803 itching Effects 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 210000004400 mucous membrane Anatomy 0.000 description 1
- 239000002674 ointment Substances 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 208000011117 substance-related disease Diseases 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- 125000000335 thiazolyl group Chemical group 0.000 description 1
- 125000001544 thienyl group Chemical group 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10000311A DE10000311A1 (de) | 2000-01-05 | 2000-01-05 | Aminomethyl-Phonyl-Cyclohexanonderivate |
| DE10000311.7 | 2000-01-05 | ||
| PCT/EP2000/013282 WO2001049651A2 (de) | 2000-01-05 | 2000-12-27 | Aminomethyl-phenyl-cyclohexanonderivate |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2003519209A JP2003519209A (ja) | 2003-06-17 |
| JP2003519209A5 true JP2003519209A5 (enExample) | 2008-02-21 |
Family
ID=7626852
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2001550191A Pending JP2003519209A (ja) | 2000-01-05 | 2000-12-27 | アミノメチル−フェニル−シクロヘキサノン誘導体 |
Country Status (28)
| Country | Link |
|---|---|
| US (1) | US6890959B2 (enExample) |
| EP (1) | EP1246791B1 (enExample) |
| JP (1) | JP2003519209A (enExample) |
| KR (1) | KR100748378B1 (enExample) |
| CN (1) | CN100467441C (enExample) |
| AR (1) | AR030683A1 (enExample) |
| AT (1) | ATE280752T1 (enExample) |
| AU (1) | AU782862B2 (enExample) |
| BR (1) | BR0016941A (enExample) |
| CA (1) | CA2396310A1 (enExample) |
| CO (1) | CO5261627A1 (enExample) |
| CZ (1) | CZ20022338A3 (enExample) |
| DE (2) | DE10000311A1 (enExample) |
| DK (1) | DK1246791T3 (enExample) |
| ES (1) | ES2231304T3 (enExample) |
| HU (1) | HUP0203859A3 (enExample) |
| IL (2) | IL150558A0 (enExample) |
| MX (1) | MXPA02006697A (enExample) |
| NO (1) | NO20022983L (enExample) |
| NZ (1) | NZ520468A (enExample) |
| PE (1) | PE20011043A1 (enExample) |
| PL (1) | PL356642A1 (enExample) |
| PT (1) | PT1246791E (enExample) |
| RU (1) | RU2002120897A (enExample) |
| SI (1) | SI1246791T1 (enExample) |
| SK (1) | SK286799B6 (enExample) |
| WO (1) | WO2001049651A2 (enExample) |
| ZA (1) | ZA200206150B (enExample) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7457762B2 (en) * | 2001-09-04 | 2008-11-25 | Accenture Global Services Gmbh | Optimization of management of maintenance, repair and overhaul of equipment in a specified time window |
| DE10326097A1 (de) * | 2003-06-06 | 2005-01-05 | Grünenthal GmbH | Verfahren zur Herstellung von Dimethyl-(3-aryl-butyl)-aminverbindungen |
| DE10328316A1 (de) | 2003-06-23 | 2005-01-20 | Grünenthal GmbH | Verfahren zur Herstellung von Dimethyl-(3-aryl-buthyl)-aminverbindungen als pharmazeutische Wirkstoffe |
| US7260408B2 (en) * | 2004-02-20 | 2007-08-21 | Airespace, Inc. | Wireless node location mechanism using antenna pattern diversity to enhance accuracy of location estimates |
| US20050236892A1 (en) * | 2004-04-27 | 2005-10-27 | Akihito Kusano | Hydraulic braking pressure generating apparatus for vehicles |
| DE102005052588A1 (de) | 2005-11-02 | 2007-05-10 | Grünenthal GmbH | Verfahren zur Herstellung substituierter Dimethyl-(3-aryl-butyl)-amin-Verbindungen mittels homogener Katalyse |
| TWI448447B (zh) | 2006-07-24 | 2014-08-11 | Gruenenthal Chemie | 製備（１ｒ，２ｒ）-３-（３-二甲胺基-１-乙基-２-甲基-丙基）-酚之方法 |
| JP5009736B2 (ja) * | 2007-10-15 | 2012-08-22 | 日本曹達株式会社 | 環状アミノエーテルを用いたマンニッヒ反応 |
| EP2262759A1 (de) | 2008-02-29 | 2010-12-22 | Grünenthal GmbH | Verfahren zur herstellung von (1rs,3rs,6rs)-6-dimethylaminomethyl-1-(3-methoxyphenyl)-cyclohexan-1,3-diol |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1518663A1 (de) * | 1965-08-02 | 1969-12-18 | Gruenenthal Chemie | Basisch substituierte Cycloalken-derivate und Verfahren zu ihrer Herstellung |
| US3652589A (en) * | 1967-07-27 | 1972-03-28 | Gruenenthal Chemie | 1-(m-substituted phenyl)-2-aminomethyl cyclohexanols |
| US3974157A (en) * | 1974-03-04 | 1976-08-10 | Pennwalt Corporation | 1-(Amino-alkyl)-2-aryl-cyclohexane alcohols and esters |
| JPS51143650A (en) * | 1975-06-06 | 1976-12-10 | Takeda Chem Ind Ltd | A process for preparing cyclohexanol derivatives |
| DE69029668T2 (de) | 1989-03-08 | 1997-08-07 | Merck Sharp & Dohme | Tetrahydroquinolin-Derivate, verwendbar bei neurodegenerativen Krankheiten |
| IL112569A (en) * | 1994-02-10 | 1999-12-22 | Wyeth John & Brother Ltd | Pharmaceutical compositions comprising cyclohexylamine derivatives certain such novel compounds and their preparation |
| DE19525137C2 (de) * | 1995-07-11 | 2003-02-27 | Gruenenthal Gmbh | 6-Dimethylaminomethyl-1-phenyl-cyclohexanverbin -dungen als Zwischenprodukte zur Herstellung pharmazeutischer Wirkstoffe |
| DE19547766A1 (de) * | 1995-12-20 | 1997-06-26 | Gruenenthal Gmbh | 1-Phenyl-2-dimethylaminomethyl-cyclohexan-1-ol-verbindungen als pharmazeutische Wirkstoffe |
| DE19609847A1 (de) * | 1996-03-13 | 1997-09-18 | Gruenenthal Gmbh | Dimethyl-(3-aryl-but-3-enyl)-aminverbindungen als pharmazeutische Wirkstoffe |
| MY125037A (en) | 1998-06-10 | 2006-07-31 | Glaxo Wellcome Spa | 1,2,3,4 tetrahydroquinoline derivatives |
| DE19830105C1 (de) * | 1998-07-06 | 2000-02-17 | Gruenenthal Gmbh | Acridinderivate |
-
2000
- 2000-01-05 DE DE10000311A patent/DE10000311A1/de not_active Withdrawn
- 2000-12-27 BR BR0016941-2A patent/BR0016941A/pt not_active Application Discontinuation
- 2000-12-27 MX MXPA02006697A patent/MXPA02006697A/es active IP Right Grant
- 2000-12-27 DK DK00990824T patent/DK1246791T3/da active
- 2000-12-27 CN CNB008192669A patent/CN100467441C/zh not_active Expired - Fee Related
- 2000-12-27 JP JP2001550191A patent/JP2003519209A/ja active Pending
- 2000-12-27 SI SI200030587T patent/SI1246791T1/xx unknown
- 2000-12-27 CA CA002396310A patent/CA2396310A1/en not_active Abandoned
- 2000-12-27 ES ES00990824T patent/ES2231304T3/es not_active Expired - Lifetime
- 2000-12-27 EP EP20000990824 patent/EP1246791B1/de not_active Expired - Lifetime
- 2000-12-27 KR KR1020027008706A patent/KR100748378B1/ko not_active Expired - Fee Related
- 2000-12-27 SK SK980-2002A patent/SK286799B6/sk not_active IP Right Cessation
- 2000-12-27 IL IL15055800A patent/IL150558A0/xx active IP Right Grant
- 2000-12-27 DE DE50008447T patent/DE50008447D1/de not_active Expired - Lifetime
- 2000-12-27 RU RU2002120897/04A patent/RU2002120897A/ru unknown
- 2000-12-27 PT PT00990824T patent/PT1246791E/pt unknown
- 2000-12-27 CZ CZ20022338A patent/CZ20022338A3/cs unknown
- 2000-12-27 WO PCT/EP2000/013282 patent/WO2001049651A2/de not_active Ceased
- 2000-12-27 AT AT00990824T patent/ATE280752T1/de active
- 2000-12-27 AU AU30169/01A patent/AU782862B2/en not_active Ceased
- 2000-12-27 PL PL00356642A patent/PL356642A1/xx unknown
- 2000-12-27 NZ NZ520468A patent/NZ520468A/en unknown
- 2000-12-27 HU HU0203859A patent/HUP0203859A3/hu unknown
-
2001
- 2001-01-02 AR ARP010100008A patent/AR030683A1/es unknown
- 2001-01-04 PE PE2001000012A patent/PE20011043A1/es not_active Application Discontinuation
- 2001-01-04 CO CO01000529A patent/CO5261627A1/es not_active Application Discontinuation
-
2002
- 2002-06-20 NO NO20022983A patent/NO20022983L/no not_active Application Discontinuation
- 2002-07-03 IL IL150558A patent/IL150558A/en not_active IP Right Cessation
- 2002-07-05 US US10/189,184 patent/US6890959B2/en not_active Expired - Fee Related
- 2002-08-01 ZA ZA200206150A patent/ZA200206150B/xx unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DK169333B1 (da) | Fremgangsmåde til fremstilling af optisk aktive S(-)-carbazolderivater, nye S(-)-carbazolderivater, samt lægemidler, der indeholder disse forbindelser | |
| JP5248331B2 (ja) | 重水素化カテコールアミン誘導体およびその化合物を含む薬剤 | |
| CN108727378A (zh) | 新型异喹啉类化合物及其医药用途 | |
| JPS6354321A (ja) | 血糖降下剤 | |
| JPS6252742B2 (enExample) | ||
| JP2002508375A5 (enExample) | ||
| JP2002525363A (ja) | インデノ−、ナフト−およびベンゾシクロヘプタジヒドロチアゾール誘導体、それらの製造ならびに食欲抑制薬としてのそれらの使用 | |
| JP2003519209A5 (enExample) | ||
| KR100687806B1 (ko) | 특정약의 질산에스테르 및 질산염 | |
| JPS5825656B2 (ja) | ドパミンユウドウタイ ノ セイゾウホウ | |
| JP4393376B2 (ja) | フェニルシクロヘキシルプロパノールアミン誘導体、その製造法、およびその治療的適用 | |
| JP2004534802A (ja) | 重水素化Ｎ−及びα−置換ジフェニルアルコキシ酢酸アミノアルキルエステル並びにこれを含有する医薬品 | |
| Baldwin et al. | . beta.-Adrenergic blocking agents with acute antihypertensive activity | |
| EP0104614B1 (en) | Phenylpiperazine derivatives and process for producing the same | |
| JPS6340784B2 (enExample) | ||
| JP2002538101A (ja) | 肥満症を予防または治療するための薬剤の製造における多環式チアゾール系の使用 | |
| JP2003519209A (ja) | アミノメチル−フェニル−シクロヘキサノン誘導体 | |
| JPH0471067B2 (enExample) | ||
| WO2003016313A1 (en) | New compounds for treating impotence | |
| ZA200005589B (en) | 2-methylpropionic acid derivatives and medicinal compositions containing the same. | |
| JP2017513934A (ja) | フェナントロリンホスホン酸誘導体及びその調製方法と応用 | |
| JP2002538147A (ja) | 多環２−アミノジヒドロチアゾール系、その製造方法および医薬としての使用 | |
| SU1549481A3 (ru) | Способ получени трициклических дибензоконденсированных производных или их фармацевтически приемлемых солей | |
| CA2109224A1 (en) | Using the immunoactivating activity of 3-naphthyloxy-2-hydroxy-propylamines, in particular for providing cell immunity, e.g. against viral infections | |
| JPH0132826B2 (enExample) |