AR015036A1 - ANTISICOTIC INDOLYL DERIVATIVES, PHARMACEUTICAL COMPOSITION THAT CONTAINS THEM AND ITS USE FOR THE MANUFACTURE OF A MEDICINAL PRODUCT - Google Patents
ANTISICOTIC INDOLYL DERIVATIVES, PHARMACEUTICAL COMPOSITION THAT CONTAINS THEM AND ITS USE FOR THE MANUFACTURE OF A MEDICINAL PRODUCTInfo
- Publication number
- AR015036A1 AR015036A1 ARP990101975A ARP990101975A AR015036A1 AR 015036 A1 AR015036 A1 AR 015036A1 AR P990101975 A ARP990101975 A AR P990101975A AR P990101975 A ARP990101975 A AR P990101975A AR 015036 A1 AR015036 A1 AR 015036A1
- Authority
- AR
- Argentina
- Prior art keywords
- group
- alkyl
- alkoxy
- manufacture
- phenyl
- Prior art date
Links
- -1 INDOLYL Chemical class 0.000 title abstract 4
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- 239000008194 pharmaceutical composition Substances 0.000 title abstract 2
- 229940126601 medicinal product Drugs 0.000 title 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 4
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 3
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 3
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 abstract 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- 125000003118 aryl group Chemical group 0.000 abstract 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 150000002367 halogens Chemical class 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 2
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 abstract 1
- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical compound C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 abstract 1
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 abstract 1
- 101150065749 Churc1 gene Proteins 0.000 abstract 1
- 102100038239 Protein Churchill Human genes 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- BNBQRQQYDMDJAH-UHFFFAOYSA-N benzodioxan Chemical group C1=CC=C2OCCOC2=C1 BNBQRQQYDMDJAH-UHFFFAOYSA-N 0.000 abstract 1
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 208000015114 central nervous system disease Diseases 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 229910052731 fluorine Inorganic materials 0.000 abstract 1
- QNLOWBMKUIXCOW-UHFFFAOYSA-N indol-2-one Chemical compound C1=CC=CC2=NC(=O)C=C21 QNLOWBMKUIXCOW-UHFFFAOYSA-N 0.000 abstract 1
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 abstract 1
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 abstract 1
- FGFUBBNNYLNVLJ-UHFFFAOYSA-N indolone Natural products C1=CC=C2C(=O)C=NC2=C1 FGFUBBNNYLNVLJ-UHFFFAOYSA-N 0.000 abstract 1
- 125000001041 indolyl group Chemical group 0.000 abstract 1
- 229910052740 iodine Inorganic materials 0.000 abstract 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
- C07D209/32—Oxygen atoms
- C07D209/34—Oxygen atoms in position 2
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- 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
- A61P25/16—Anti-Parkinson drugs
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/22—Anxiolytics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/24—Antidepressants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/08—Indoles; Hydrogenated indoles with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to carbon atoms of the hetero ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
- C07D209/42—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Medicinal Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Psychiatry (AREA)
- Psychology (AREA)
- Pain & Pain Management (AREA)
- Hospice & Palliative Care (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Indole Compounds (AREA)
Abstract
Derivados de indolilo antisicotico de la formula general (1) en donde: R1 y R2 son cada uno independientemente seleccionados entre H, OH, F, Cl, Br, I,alquilo C1-6 o alquenilo C1-6, alcoxi C1-6, arilo, OR5, nitro, amino, CF3, fenilo, bencilo, benciloxi o piridina, los anillos aromáticos de los cuales sonoptativamente sustituidos por entre 1 a 3 sustituyentes seleccionados entre halogeno, alquilo C1-6, alcoxi C1-6, S-alquilo C1-6, -CN, -OH, -NO2 o CF3; o R1 yR2 son tomados conjuntamente, forman un anillo fusionado en las posiciones 1,2 o 2,3 proporcionando un grupo fenilo fusionado o un grupo benzodioxano, o ungrupo indol 4- o 7-sustituido, o un grupo quinolina 4- o 5- u 8-sustituido; R3 representa un grupo seleccionado entre hidrogeno, alquilo C1-6, alcoxi C1-4 o unhalogeno; R4 representa un grupo seleccionado entre hidrogeno, alquilo C1-6 o R5; R5 es CH2Ph en el cual el anillo fenilo puede estar optativamente sustituidopor un grupo seleccionado entre OMe, halogeno, CF3; X se selecciona entre un grupo representado por N, CR4, CHR4 y CHCH; A se selecciona entre un gruporepresentado por N, NH, CH y CH2; B se selecciona entre un grupo representado por =O, =S, H y H2; o A y B pueden estar concatenados juntos para formarporciones indol, benzimidazol, indolona o indolina; o su sal farmacéuticamente aceptable; composiciones farmacéuticas para el tratamiento de los trastornos delsistema nervioso central utilizando estos compuestos y su uso para la manufactura de un medicamento.Antisychotic indolyl derivatives of the general formula (1) wherein: R1 and R2 are each independently selected from H, OH, F, Cl, Br, I, C1-6 alkyl or C1-6 alkenyl, C1-6 alkoxy, aryl, OR5, nitro, amino, CF3, phenyl, benzyl, benzyloxy or pyridine, the aromatic rings of which are optionally substituted by 1 to 3 substituents selected from halogen, C1-6 alkyl, C1-6 alkoxy, S-C1 alkyl -6, -CN, -OH, -NO2 or CF3; or R1 and R2 are taken together, form a fused ring at positions 1,2 or 2,3 providing a fused phenyl group or a benzodioxane group, or a 4- or 7-substituted indole group, or a 4- or 5- quinoline group or 8-substituted; R3 represents a group selected from hydrogen, C1-6 alkyl, C1-4 alkoxy or unhalogen; R4 represents a group selected from hydrogen, C1-6 alkyl or R5; R5 is CH2Ph in which the phenyl ring may be optionally substituted by a group selected from OMe, halogen, CF3; X is selected from a group represented by N, CR4, CHR4 and CHCH; A is selected from a group represented by N, NH, CH and CH2; B is selected from a group represented by = O, = S, H and H2; or A and B may be concatenated together to form indole, benzimidazole, indolone or indoline portions; or its pharmaceutically acceptable salt; Pharmaceutical compositions for the treatment of central nervous system disorders using these compounds and their use for the manufacture of a medicament.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US6912998A | 1998-04-29 | 1998-04-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR015036A1 true AR015036A1 (en) | 2001-04-11 |
Family
ID=22086935
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP990101975A AR015036A1 (en) | 1998-04-29 | 1999-04-28 | ANTISICOTIC INDOLYL DERIVATIVES, PHARMACEUTICAL COMPOSITION THAT CONTAINS THEM AND ITS USE FOR THE MANUFACTURE OF A MEDICINAL PRODUCT |
Country Status (7)
| Country | Link |
|---|---|
| EP (1) | EP1076647A2 (en) |
| JP (1) | JP2002513001A (en) |
| CN (1) | CN1155567C (en) |
| AR (1) | AR015036A1 (en) |
| AU (1) | AU3667899A (en) |
| CA (1) | CA2330452A1 (en) |
| WO (1) | WO1999055672A2 (en) |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL146564A0 (en) * | 1999-05-24 | 2002-07-25 | Mitsubishi Pharma Corp | Phenoxypropylamine derivatives and pharmaceutical compositions containing the same |
| AU1057401A (en) * | 1999-11-11 | 2001-06-06 | Senju Pharmaceutical Co., Ltd. | Pancreatitis remedies |
| US6844344B2 (en) | 1999-12-20 | 2005-01-18 | Eli Lilly And Company | Benzofuran derivatives |
| WO2001046187A1 (en) * | 1999-12-20 | 2001-06-28 | Eli Lilly And Company | Azabicyclo[3.2.1]octane derivatives |
| AR027134A1 (en) * | 1999-12-30 | 2003-03-12 | Lundbeck & Co As H | DERIVATIVES OF INDOL. |
| EP1333821A2 (en) * | 2000-11-14 | 2003-08-13 | MERCK PATENT GmbH | Novel uses of combined selective dopamine d2 receptor antagonists and 5-ht1a receptor agonists |
| AU2002243394A1 (en) | 2000-11-16 | 2002-06-24 | Wyeth | Aryloxy piperidinyl derivatives for the treatment of depression |
| WO2002042297A1 (en) * | 2000-11-27 | 2002-05-30 | Mitsubishi Pharma Corporation | Piperidine compounds and medicinal use thereof |
| KR20040019027A (en) | 2001-06-29 | 2004-03-04 | 하. 룬트벡 아크티에 셀스카브 | Novel indole derivatives |
| MXPA04000775A (en) | 2001-07-26 | 2004-04-20 | Merck Patent Ges Mit Baschrank | Novel use of 2-[5 -(4-fluorophenyl) -3 -pyridylmethylaminomethyl] -chromane and its physiologically acceptable salts. |
| AR033485A1 (en) * | 2001-09-25 | 2003-12-26 | Otsuka Pharma Co Ltd | MEDICINAL SUBSTANCE OF ARIPIPRAZOL OF LOW HYGROSCOPICITY AND PROCESS FOR THE PREPARATION OF THE SAME |
| BRPI0512261A (en) | 2004-06-17 | 2008-02-26 | Wyeth Corp | Gonadotropin-releasing hormone receptor antagonists |
| BRPI0512239A (en) | 2004-06-17 | 2008-02-19 | Wyeth Corp | processes for preparing gonatropin-releasing hormone receptor antagonists |
| DE602005016836D1 (en) | 2004-11-26 | 2009-11-05 | Janssen Pharmaceutica Nv | CHOTIC AND ANXIOLYTIC ACTIVITY |
| US7534796B2 (en) | 2005-02-18 | 2009-05-19 | Wyeth | Imidazo[4,5-b]pyridine antagonists of gonadotropin releasing hormone receptor |
| US7582634B2 (en) | 2005-02-18 | 2009-09-01 | Wyeth | 7-substituted imidazo[4,5-c]pyridine antagonists of gonadotropin releasing hormone receptor |
| US7538113B2 (en) | 2005-02-18 | 2009-05-26 | Wyeth | 4-substituted imidazo[4,5-c]pyridine antagonists of gonadotropin releasing hormone receptor |
| US7531542B2 (en) | 2005-05-18 | 2009-05-12 | Wyeth | Benzooxazole and benzothiazole antagonists of gonadotropin releasing hormone receptor |
| US7582636B2 (en) | 2005-05-26 | 2009-09-01 | Wyeth | Piperazinylimidazopyridine and piperazinyltriazolopyridine antagonists of Gonadotropin Releasing Hormone receptor |
| AU2006268713A1 (en) | 2005-07-13 | 2007-01-18 | F. Hoffmann-La Roche Ag | Benzimidazole derivatives as 5-HT6,5-HT24 |
| CA2668959A1 (en) | 2006-11-09 | 2008-05-15 | F. Hoffmann-La Roche Ag | Indole and benzofuran 2-carboxamide derivatives |
| JP2011529090A (en) | 2008-07-28 | 2011-12-01 | 江蘇国華投資有限公司 | Aralkylpiperidine (or piperazine) derivatives and their use for the treatment of schizophrenia |
| CN101973925B (en) * | 2010-10-15 | 2012-03-28 | 中国药科大学 | 2-indolinone compound with anti-inflammatory activity, its preparation method and medical application |
| PL395469A1 (en) | 2011-06-29 | 2013-01-07 | Adamed Spólka Z Ograniczona Odpowiedzialnoscia | Indolamines derivatives for the treatment of diseases of the central nervous system |
| CN102871978B (en) * | 2012-10-19 | 2014-04-09 | 河北仁合益康药业有限公司 | Levosulpiride tablets and preparation method thereof |
| CN116554145B (en) * | 2022-01-29 | 2025-06-03 | 江苏恩华药业股份有限公司 | Aralkyl-4-(1H)indolylpiperazine derivatives, preparation methods and applications thereof |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4335126A (en) * | 1977-03-10 | 1982-06-15 | Degussa Aktiengesellschaft | 1-[3-(3,4,5-Trimethoxyphenoxy)-2-hydroxy-propyl]-4-aryl-piperazine-derivatives having pharmaceutical activity |
| FR2567884B1 (en) * | 1984-07-19 | 1987-03-06 | Roussel Uclaf | NEW INDOLE DERIVATIVES, THEIR PREPARATION, THEIR APPLICATION AS MEDICAMENTS AND THE COMPOSITIONS CONTAINING THEM |
| US5576321A (en) * | 1995-01-17 | 1996-11-19 | Eli Lilly And Company | Compounds having effects on serotonin-related systems |
| US5912256A (en) * | 1996-06-20 | 1999-06-15 | Eli Lilly And Company | Compounds having effects on serotonin-related systems |
-
1999
- 1999-04-28 EP EP99918863A patent/EP1076647A2/en not_active Withdrawn
- 1999-04-28 CA CA002330452A patent/CA2330452A1/en not_active Abandoned
- 1999-04-28 AU AU36678/99A patent/AU3667899A/en not_active Abandoned
- 1999-04-28 JP JP2000545832A patent/JP2002513001A/en active Pending
- 1999-04-28 WO PCT/US1999/009132 patent/WO1999055672A2/en not_active Ceased
- 1999-04-28 CN CNB998078220A patent/CN1155567C/en not_active Expired - Fee Related
- 1999-04-28 AR ARP990101975A patent/AR015036A1/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| EP1076647A2 (en) | 2001-02-21 |
| CA2330452A1 (en) | 1999-11-04 |
| CN1155567C (en) | 2004-06-30 |
| CN1307562A (en) | 2001-08-08 |
| WO1999055672A3 (en) | 2000-01-20 |
| JP2002513001A (en) | 2002-05-08 |
| WO1999055672A2 (en) | 1999-11-04 |
| AU3667899A (en) | 1999-11-16 |
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