NO312030B1 - Substituerte pyrimidinforbindelser, anvendelse og fremstilling derav, samt farmasöytisk middel - Google Patents
Substituerte pyrimidinforbindelser, anvendelse og fremstilling derav, samt farmasöytisk middel Download PDFInfo
- Publication number
- NO312030B1 NO312030B1 NO19970162A NO970162A NO312030B1 NO 312030 B1 NO312030 B1 NO 312030B1 NO 19970162 A NO19970162 A NO 19970162A NO 970162 A NO970162 A NO 970162A NO 312030 B1 NO312030 B1 NO 312030B1
- Authority
- NO
- Norway
- Prior art keywords
- alkyl
- stands
- compound
- halogen
- phenyl
- Prior art date
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- 238000002360 preparation method Methods 0.000 title claims description 11
- 239000008177 pharmaceutical agent Substances 0.000 title claims description 5
- 150000003230 pyrimidines Chemical class 0.000 title abstract description 6
- 150000001875 compounds Chemical class 0.000 claims abstract description 71
- VYFYYTLLBUKUHU-UHFFFAOYSA-N dopamine Chemical compound NCCC1=CC=C(O)C(O)=C1 VYFYYTLLBUKUHU-UHFFFAOYSA-N 0.000 claims abstract description 14
- 229960003638 dopamine Drugs 0.000 claims abstract description 7
- 239000003446 ligand Substances 0.000 claims abstract description 5
- 229910052736 halogen Inorganic materials 0.000 claims description 22
- 150000002367 halogens Chemical class 0.000 claims description 22
- 125000001424 substituent group Chemical group 0.000 claims description 21
- 239000002253 acid Substances 0.000 claims description 20
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 19
- 125000000217 alkyl group Chemical group 0.000 claims description 14
- 150000003839 salts Chemical class 0.000 claims description 13
- 125000002947 alkylene group Chemical group 0.000 claims description 12
- 229910052717 sulfur Inorganic materials 0.000 claims description 12
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 12
- 229910052760 oxygen Inorganic materials 0.000 claims description 11
- JNCMHMUGTWEVOZ-UHFFFAOYSA-N F[CH]F Chemical compound F[CH]F JNCMHMUGTWEVOZ-UHFFFAOYSA-N 0.000 claims description 10
- 108010081348 HRT1 protein Hairy Proteins 0.000 claims description 10
- 102100021881 Hairy/enhancer-of-split related with YRPW motif protein 1 Human genes 0.000 claims description 10
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 10
- 125000000714 pyrimidinyl group Chemical group 0.000 claims description 10
- -1 Pyrimidine compound Chemical class 0.000 claims description 9
- 125000000168 pyrrolyl group Chemical group 0.000 claims description 9
- 150000007513 acids Chemical class 0.000 claims description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims description 8
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims description 8
- 125000004076 pyridyl group Chemical group 0.000 claims description 7
- 125000002541 furyl group Chemical group 0.000 claims description 6
- 229910052799 carbon Inorganic materials 0.000 claims description 5
- 201000010099 disease Diseases 0.000 claims description 5
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- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 4
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims description 4
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- 125000000753 cycloalkyl group Chemical group 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 125000004194 piperazin-1-yl group Chemical group [H]N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 claims description 4
- 239000000018 receptor agonist Substances 0.000 claims description 4
- 125000004306 triazinyl group Chemical group 0.000 claims description 4
- 229940088353 Dopamine D3 receptor antagonist Drugs 0.000 claims description 3
- JCXJVPUVTGWSNB-UHFFFAOYSA-N Nitrogen dioxide Chemical compound O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 claims description 3
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- 229910052731 fluorine Inorganic materials 0.000 claims description 3
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- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 2
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 2
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- 125000004185 ester group Chemical group 0.000 claims description 2
- 125000004434 sulfur atom Chemical group 0.000 claims description 2
- CPRRHERYRRXBRZ-SRVKXCTJSA-N methyl n-[(2s)-1-[[(2s)-1-hydroxy-3-[(3s)-2-oxopyrrolidin-3-yl]propan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]carbamate Chemical compound COC(=O)N[C@@H](CC(C)C)C(=O)N[C@H](CO)C[C@@H]1CCNC1=O CPRRHERYRRXBRZ-SRVKXCTJSA-N 0.000 claims 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 102000004073 Dopamine D3 Receptors Human genes 0.000 abstract description 3
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- 238000005160 1H NMR spectroscopy Methods 0.000 description 2
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Classifications
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- C—CHEMISTRY; METALLURGY
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- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/47—One nitrogen atom and one oxygen or sulfur atom, e.g. cytosine
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- A—HUMAN NECESSITIES
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- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/506—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim not condensed and containing further heterocyclic rings
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- A—HUMAN NECESSITIES
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- 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
- A61K31/55—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having seven-membered rings, e.g. azelastine, pentylenetetrazole
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
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- A61P25/00—Drugs for disorders of the nervous system
- A61P25/26—Psychostimulants, e.g. nicotine, cocaine
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/32—One oxygen, sulfur or nitrogen atom
- C07D239/38—One sulfur atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/56—One oxygen atom and one sulfur atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/60—Three or more oxygen or sulfur atoms
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Neurosurgery (AREA)
- Engineering & Computer Science (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Epidemiology (AREA)
- Psychiatry (AREA)
- Psychology (AREA)
- Pain & Pain Management (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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DE4425143A DE4425143A1 (de) | 1994-07-15 | 1994-07-15 | Substituierte Pyrimidinverbindungen und deren Verwendung |
PCT/EP1995/002784 WO1996002519A1 (de) | 1994-07-15 | 1995-07-14 | Substituierte pyrimidinverbindungen und deren verwendung |
Publications (3)
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NO970162D0 NO970162D0 (no) | 1997-01-14 |
NO970162L NO970162L (no) | 1997-03-14 |
NO312030B1 true NO312030B1 (no) | 2002-03-04 |
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NO19970162A NO312030B1 (no) | 1994-07-15 | 1997-01-14 | Substituerte pyrimidinforbindelser, anvendelse og fremstilling derav, samt farmasöytisk middel |
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US (2) | US6342604B1 (bg) |
EP (1) | EP0772603B1 (bg) |
JP (1) | JP3819024B2 (bg) |
KR (1) | KR100395394B1 (bg) |
CN (1) | CN1124269C (bg) |
AT (1) | ATE219063T1 (bg) |
AU (1) | AU703857B2 (bg) |
BG (1) | BG63257B1 (bg) |
CA (1) | CA2195241A1 (bg) |
CZ (1) | CZ295346B6 (bg) |
DE (2) | DE4425143A1 (bg) |
DK (1) | DK0772603T3 (bg) |
ES (1) | ES2178676T3 (bg) |
FI (1) | FI970150A (bg) |
HU (1) | HUT77535A (bg) |
IL (1) | IL114599A (bg) |
NO (1) | NO312030B1 (bg) |
NZ (1) | NZ290389A (bg) |
PT (1) | PT772603E (bg) |
SI (1) | SI9520080B (bg) |
TW (1) | TW455587B (bg) |
WO (1) | WO1996002519A1 (bg) |
ZA (1) | ZA955868B (bg) |
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DE19600934A1 (de) | 1996-01-12 | 1997-07-17 | Basf Ag | Substituierte Aza- und Diazacycloheptan- und Cyclooctanverbindungen und deren Verwendung |
DE19728996A1 (de) * | 1997-07-07 | 1999-01-14 | Basf Ag | Triazolverbindungen und deren Verwendung |
US6486162B2 (en) | 1997-08-14 | 2002-11-26 | Abbott Laboratories | 2-{3-[4-(2-t-butyl-6-trifluoromethyl-4-pyrimidinyl)-1- piperazinyl] propylthio}-4-pyrimidinol fumarate |
DE19735410A1 (de) | 1997-08-14 | 1999-02-18 | Basf Ag | 2-{3-[4-(2-t-Butyl-6-trifluormethylpyrimidin-4-yl)piperazin-1-yl]propylmercapto}pyrimidin-4-ol-fumarat |
US6632823B1 (en) * | 1997-12-22 | 2003-10-14 | Merck & Co., Inc. | Substituted pyridine compounds useful as modulators of acetylcholine receptors |
GB9810876D0 (en) | 1998-05-20 | 1998-07-22 | Smithkline Beecham Plc | Compounds |
HUP0104280A3 (en) | 1998-10-08 | 2002-07-29 | Smithkline Beecham Plc | Tetrahydrobenzazepine derivatives useful as modulators of dopamine d3 receptors, process for their preparation, medicaments containing them |
DE19922443A1 (de) * | 1999-05-07 | 2000-11-09 | Basf Ag | Verwendung von Dopamin-D3-Rezeptorliganden zur Herstellung von Arzneimittel für die Behandlung von Nierenfunktionsstörungen |
ES2311012T3 (es) * | 2000-03-27 | 2009-02-01 | ABBOTT GMBH & CO. KG | Ligandos del receptor d3 de la dopamina para el tratamiento de la adiccion. |
DE10131543A1 (de) * | 2001-06-29 | 2003-01-16 | Abbott Lab | Pyrimidinoxyalkylpiperazine und ihre therapeutische Verwendung |
US7605259B2 (en) | 2002-09-14 | 2009-10-20 | University Of North Texas Health Science Center At Fort Worth | Structurally rigid dopamine d3 receptor selective ligands and process for making them |
DE10311065A1 (de) | 2003-03-13 | 2004-09-23 | Abbott Gmbh & Co. Kg | Pyrimidin-2-on-Verbindungen und ihre therapeutische Verwendung |
US20040204422A1 (en) * | 2003-04-14 | 2004-10-14 | Abbott Gmbh & Co. Kg. | N-[(Piperazinyl)hetaryl]arylsulfonamide compounds |
US7320979B2 (en) * | 2003-04-14 | 2008-01-22 | Abbott Gmbh & Co. Kg. | N-[(piperazinyl)hetaryl]arylsulfonamide compounds |
DE10358004A1 (de) | 2003-12-11 | 2005-07-14 | Abbott Gmbh & Co. Kg | Ketolactam-Verbindungen und ihre Verwendung |
US8207160B2 (en) | 2003-12-18 | 2012-06-26 | Abbott Gmbh & Co. Kg | Tetrahydrobenzazepines and their use in he modulation of the dopamine D3 receptor |
US20050137186A1 (en) | 2003-12-18 | 2005-06-23 | Abbott Gmbh & Co. Kg. | Tetrahydrobenzazepines and their use |
EP1591455A1 (en) * | 2004-04-29 | 2005-11-02 | Institut National De La Sante Et De La Recherche Medicale (Inserm) | Essential tremor diagnostic and treatment |
DE102004027358A1 (de) | 2004-06-04 | 2005-12-29 | Abbott Gmbh & Co. Kg | Pyrimidinverbindungen und ihre Verwendung |
DE102004027359A1 (de) * | 2004-06-04 | 2005-12-29 | Abbott Gmbh & Co. Kg | Pyridin-2-onverbindungen und deren Verwendung |
ATE452134T1 (de) | 2004-08-09 | 2010-01-15 | Abbott Gmbh & Co Kg | Zur behandlung von auf eine modulation des dopamin-d3-rezeptors ansprechende erkrankungen geeignete 4-piperazinylpyrimidinverbindungen |
WO2006040182A1 (en) * | 2004-10-14 | 2006-04-20 | Abbott Gmbh & Co. Kg | Heterocyclic compounds suitable for treating disorders that respond to modulation of the dopamine d3 receptor |
DE102004061593A1 (de) | 2004-12-21 | 2006-06-22 | Abbott Gmbh & Co. Kg | Substituierte N-heterocyclische Verbindungen und ihre therapeutische Verwendung |
US7951900B2 (en) * | 2005-06-17 | 2011-05-31 | Eastman Chemical Company | Dialysis filter housings comprising polyester compositions formed from 2,2,4,4-tetramethyl-1,3-cyclobutanediol and 1,4-cyclohexanedimethanol |
GB0703387D0 (en) * | 2007-02-21 | 2007-03-28 | Glaxo Group Ltd | Novel compounds |
PE20071152A1 (es) * | 2006-04-03 | 2007-12-16 | Glaxo Group Ltd | Compuestos derivados de azabiciclo[3.1.0]hex como moduladores de receptores de dopamina d3 |
JP5189076B2 (ja) * | 2006-04-03 | 2013-04-24 | グラクソ グループ リミテッド | ドーパミンd3受容体のモジュレーターとしてのアザビシクロ[3.1.0]ヘキシル誘導体 |
PA8802101A1 (es) | 2007-11-02 | 2009-08-26 | Abbott Gmbh & Co Kg | Compuestos de 1,2,4-3,5-diona adecuados para el tratamiento de trastornos que responden a la modulación del receptor de dopamina d3 |
GB0908394D0 (en) | 2009-05-15 | 2009-06-24 | Univ Leuven Kath | Novel viral replication inhibitors |
GB0913636D0 (en) | 2009-08-05 | 2009-09-16 | Univ Leuven Kath | Novel viral replication inhibitors |
EP2640705A2 (en) | 2010-11-15 | 2013-09-25 | Katholieke Universiteit Leuven | Novel antiviral compounds |
CN105541702B (zh) * | 2016-01-27 | 2019-10-22 | 宜春学院 | 类卢扎朵仑结构的芳胺基烷基硫类化合物及其制备方法 |
EP3442955B1 (en) * | 2016-04-14 | 2021-09-29 | The United States of America, as represented by the Secretary, Department of Health and Human Services | Selective d3 dopamine receptor agonists and methods of their use |
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DE1946472U (de) | 1966-06-13 | 1966-09-22 | Karl Schwarzwaelder | Endstein der kotplate in stallboeden. |
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BE755015A (fr) * | 1969-08-20 | 1971-02-01 | Byk Gulden Lomberg Chem Fab | Piperazinyl-alcoylamino-uraciles substitues par un groupe aryle, leurs ethers et thioethers, ainsi que leur procede de preparation |
BE756127A (fr) * | 1969-09-12 | 1971-03-15 | Hoechst Ag | Ethers heterocycliques et leur preparation |
GB1345449A (en) * | 1971-05-14 | 1974-01-30 | Science Union & Cie | Pyridylpiperazines and process for their preparation |
BE787125A (fr) * | 1971-08-04 | 1973-02-05 | Byk Gulden Lomberg Chem Fab | Pyrimidines substituees, leurs procedes de preparation et medicaments les contenant |
BE787126A (fr) * | 1971-08-04 | 1973-02-05 | Byk Gulden Lomberg Chem Fab | Pyrimidines substituees, procedes de preparation de ces composes et medicaments contenant lesdits composes |
BE792206A (bg) * | 1971-12-02 | 1973-06-01 | Byk Gulden Lomberg Chem Fab | |
CA985683A (en) * | 1972-10-27 | 1976-03-16 | Gilbert Regnier | Procede de preparation de n-amidoethyl piperazines |
GR66581B (bg) * | 1978-02-21 | 1981-03-27 | Delalande Sa | |
FR2539990A1 (fr) * | 1983-01-28 | 1984-08-03 | Sanofi Sa | Composition pharmaceutique a action psychotrope dopaminergique contenant une 2-piperazinopyrimidine |
DE3609598A1 (de) * | 1986-03-21 | 1987-10-01 | Hoechst Ag | 2-azolylmethyl-2-aryl-1,3-dioxolane und deren salze, verfahren zu ihrer herstellung, sie enthaltende mittel und ihre verwendung |
DE3609596A1 (de) * | 1986-03-21 | 1987-10-01 | Hoechst Ag | 2-azolylmethyl-2-aryl-1,3-dioxolane und deren salze, verfahren zu ihrer herstellung, sie enthaltende mittel und ihre verwendung |
FR2631625B1 (fr) * | 1988-05-17 | 1992-10-16 | Synthelabo | Derives de phenyl-6 piperazinylalkyl-3 1h,3h-pyrimidinedione-2,4, leur preparation et leur application en therapeutique |
DE3840289A1 (de) * | 1988-11-30 | 1990-05-31 | Merck Patent Gmbh | Aminosaeurederivate |
JP2814600B2 (ja) * | 1989-08-31 | 1998-10-22 | 正幸 石川 | 排尿障害治療剤 |
FR2663638B2 (fr) | 1990-04-06 | 1995-02-10 | Institut Nal Sante Recherc Medic | Polypeptides ayant une activite de recepteur dopaminergique, acides nucleiques codant pour ces polypeptides et utilisation de ces polypeptides pour le criblage de substances actives sur ces polypeptides. |
JP2518965B2 (ja) | 1990-09-21 | 1996-07-31 | 三井東圧化学株式会社 | 新規ピリジン誘導体及びそれを有効成分として含有する制癌剤効果増強剤 |
FR2668771B1 (fr) | 1990-11-06 | 1995-03-17 | Inst Nat Sante Rech Med | Acides nucleiques codant pour des polypeptides ayant une activite de recepteur dopaminergique humain et utilisation de ces polypeptides pour le criblage de substances actives sur ces polypeptides. |
FR2678272B1 (fr) * | 1991-06-27 | 1994-01-14 | Synthelabo | Derives de 2-aminopyrimidine-4-carboxamide, leur preparation et leur application en therapeutique. |
ES2073951T3 (es) * | 1992-07-03 | 1995-08-16 | Synthelabo | Derivados de 2-amino-n-(((4-(aminocarbonil)pirimidin-2-il)amino)alquil)pirimidina-4-carboxamida, su preparacion y su aplicacion en terapeutica. |
FR2697253B1 (fr) * | 1992-10-22 | 1994-12-02 | Synthelabo | Dérivés de 2-aminopyrimidine-4-carboxamide, leur préparation et leur application en thérapeutique. |
WO1995010506A1 (en) * | 1993-10-12 | 1995-04-20 | The Du Pont Merck Pharmaceutical Company | 1n-alkyl-n-arylpyrimidinamines and derivatives thereof |
US5688795A (en) | 1994-11-08 | 1997-11-18 | Syntex (U.S.A.) Inc. | 3-(4-phenylpiperazin-1-yl)propyl-amino, thio and oxy!-pyridine, pyrimidine and benzene derivatives as α1 -adrenoceptor antagonists |
HUT76266A (en) * | 1995-10-31 | 1997-07-28 | Egyt Gyogyszervegyeszeti Gyar | New piperazinyl-alkylthio-pyrimidine derivatives, pharmaceutical compositions containing them, and process for producing the active components |
-
1994
- 1994-07-15 DE DE4425143A patent/DE4425143A1/de not_active Withdrawn
-
1995
- 1995-07-14 ES ES95926898T patent/ES2178676T3/es not_active Expired - Lifetime
- 1995-07-14 NZ NZ290389A patent/NZ290389A/xx not_active IP Right Cessation
- 1995-07-14 HU HU9700113A patent/HUT77535A/hu unknown
- 1995-07-14 US US08/765,292 patent/US6342604B1/en not_active Expired - Lifetime
- 1995-07-14 DK DK95926898T patent/DK0772603T3/da active
- 1995-07-14 CN CN95194141A patent/CN1124269C/zh not_active Expired - Fee Related
- 1995-07-14 JP JP50470396A patent/JP3819024B2/ja not_active Expired - Lifetime
- 1995-07-14 EP EP95926898A patent/EP0772603B1/de not_active Expired - Lifetime
- 1995-07-14 PT PT95926898T patent/PT772603E/pt unknown
- 1995-07-14 ZA ZA955868A patent/ZA955868B/xx unknown
- 1995-07-14 AT AT95926898T patent/ATE219063T1/de not_active IP Right Cessation
- 1995-07-14 CZ CZ1997123A patent/CZ295346B6/cs not_active IP Right Cessation
- 1995-07-14 KR KR1019970700267A patent/KR100395394B1/ko active IP Right Grant
- 1995-07-14 CA CA002195241A patent/CA2195241A1/en not_active Abandoned
- 1995-07-14 AU AU31116/95A patent/AU703857B2/en not_active Ceased
- 1995-07-14 DE DE59510244T patent/DE59510244D1/de not_active Expired - Lifetime
- 1995-07-14 SI SI9520080A patent/SI9520080B/sl not_active IP Right Cessation
- 1995-07-14 WO PCT/EP1995/002784 patent/WO1996002519A1/de active IP Right Grant
- 1995-07-14 IL IL11459995A patent/IL114599A/xx not_active IP Right Cessation
- 1995-08-08 TW TW084108221A patent/TW455587B/zh not_active IP Right Cessation
-
1997
- 1997-01-06 BG BG101110A patent/BG63257B1/bg unknown
- 1997-01-14 NO NO19970162A patent/NO312030B1/no not_active IP Right Cessation
- 1997-01-14 FI FI970150A patent/FI970150A/fi not_active IP Right Cessation
-
2001
- 2001-08-29 US US09/940,937 patent/US6444674B1/en not_active Expired - Lifetime
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