NO310073B1 - Nye polymorfer av lesopitron-diklorhydrat og dets hydratiserte former, fremstillingsmetoder og sammensetning inneholdende dem - Google Patents
Nye polymorfer av lesopitron-diklorhydrat og dets hydratiserte former, fremstillingsmetoder og sammensetning inneholdende dem Download PDFInfo
- Publication number
- NO310073B1 NO310073B1 NO970392A NO970392A NO310073B1 NO 310073 B1 NO310073 B1 NO 310073B1 NO 970392 A NO970392 A NO 970392A NO 970392 A NO970392 A NO 970392A NO 310073 B1 NO310073 B1 NO 310073B1
- Authority
- NO
- Norway
- Prior art keywords
- polymorph
- lesopitron dihydrochloride
- lesopitron
- hydrate
- dihydrochloride
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 18
- 238000002360 preparation method Methods 0.000 title claims description 6
- AHCPKWJUALHOPH-UHFFFAOYSA-N lesopitron Chemical compound C1=C(Cl)C=NN1CCCCN1CCN(C=2N=CC=CN=2)CC1 AHCPKWJUALHOPH-UHFFFAOYSA-N 0.000 title description 5
- 229950001590 lesopitron Drugs 0.000 title description 5
- 239000000203 mixture Substances 0.000 title description 5
- RGDLQJUAYQRGBC-UHFFFAOYSA-N 2-[4-[4-(4-chloropyrazol-1-yl)butyl]piperazin-1-yl]pyrimidine;dihydrochloride Chemical compound Cl.Cl.C1=C(Cl)C=NN1CCCCN1CCN(C=2N=CC=CN=2)CC1 RGDLQJUAYQRGBC-UHFFFAOYSA-N 0.000 claims description 70
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 26
- 150000001875 compounds Chemical class 0.000 claims description 23
- 238000001228 spectrum Methods 0.000 claims description 22
- 238000004519 manufacturing process Methods 0.000 claims description 13
- 239000003814 drug Substances 0.000 claims description 12
- 238000000634 powder X-ray diffraction Methods 0.000 claims description 11
- 238000002425 crystallisation Methods 0.000 claims description 10
- 230000008025 crystallization Effects 0.000 claims description 10
- 230000005855 radiation Effects 0.000 claims description 10
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims description 9
- 229940079593 drug Drugs 0.000 claims description 9
- 229910016523 CuKa Inorganic materials 0.000 claims description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 210000003169 central nervous system Anatomy 0.000 claims description 6
- 239000008194 pharmaceutical composition Substances 0.000 claims description 6
- 238000010992 reflux Methods 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 239000003937 drug carrier Substances 0.000 claims description 5
- 230000000694 effects Effects 0.000 claims description 5
- 230000000144 pharmacologic effect Effects 0.000 claims description 5
- 208000012661 Dyskinesia Diseases 0.000 claims description 4
- 208000018737 Parkinson disease Diseases 0.000 claims description 4
- 208000028017 Psychotic disease Diseases 0.000 claims description 4
- 208000007271 Substance Withdrawal Syndrome Diseases 0.000 claims description 4
- 206010047700 Vomiting Diseases 0.000 claims description 4
- 230000001430 anti-depressive effect Effects 0.000 claims description 4
- 239000000935 antidepressant agent Substances 0.000 claims description 4
- 229940005513 antidepressants Drugs 0.000 claims description 4
- 239000002249 anxiolytic agent Substances 0.000 claims description 4
- 230000000949 anxiolytic effect Effects 0.000 claims description 4
- 230000003920 cognitive function Effects 0.000 claims description 4
- 230000002496 gastric effect Effects 0.000 claims description 4
- 230000005764 inhibitory process Effects 0.000 claims description 4
- 230000028327 secretion Effects 0.000 claims description 4
- 230000002936 tranquilizing effect Effects 0.000 claims description 4
- 230000008673 vomiting Effects 0.000 claims description 4
- 238000010583 slow cooling Methods 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims 4
- 125000004429 atom Chemical group 0.000 claims 1
- 239000000725 suspension Substances 0.000 description 9
- 239000000243 solution Substances 0.000 description 7
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
- 238000002329 infrared spectrum Methods 0.000 description 5
- 239000003826 tablet Substances 0.000 description 5
- 230000005540 biological transmission Effects 0.000 description 4
- 238000009792 diffusion process Methods 0.000 description 4
- 238000001914 filtration Methods 0.000 description 4
- 238000009835 boiling Methods 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 239000000825 pharmaceutical preparation Substances 0.000 description 3
- 229940127557 pharmaceutical product Drugs 0.000 description 3
- -1 pyrimidine compound Chemical class 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 238000002441 X-ray diffraction Methods 0.000 description 2
- 239000004480 active ingredient Substances 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 239000002775 capsule Substances 0.000 description 2
- 238000005119 centrifugation Methods 0.000 description 2
- 238000004090 dissolution Methods 0.000 description 2
- 239000000546 pharmaceutical excipient Substances 0.000 description 2
- 238000000985 reflectance spectrum Methods 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 208000019901 Anxiety disease Diseases 0.000 description 1
- 238000002083 X-ray spectrum Methods 0.000 description 1
- 230000036506 anxiety Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000036571 hydration Effects 0.000 description 1
- 238000006703 hydration reaction Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Classifications
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/08—Drugs for disorders of the alimentary tract or the digestive system for nausea, cinetosis or vertigo; Antiemetics
-
- 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
- A61P25/22—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
- A61P25/26—Psychostimulants, e.g. nicotine, cocaine
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Psychiatry (AREA)
- Pain & Pain Management (AREA)
- Hospice & Palliative Care (AREA)
- Otolaryngology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ES09501086A ES2099031B1 (es) | 1995-05-31 | 1995-05-31 | Nuevos polimorfos de diclorhidrato de lesopitron y sus formas hidratadas, procedimientos de preparacion y composiciones que los contienen. |
| PCT/ES1996/000121 WO1996038439A1 (fr) | 1995-05-31 | 1996-05-29 | Nouveaux polymorphes de dichlorohydrate de lesopitron et leurs formes hydratees, procedes de preparation et compositions les contenant |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| NO970392D0 NO970392D0 (no) | 1997-01-29 |
| NO970392L NO970392L (no) | 1997-04-01 |
| NO310073B1 true NO310073B1 (no) | 2001-05-14 |
Family
ID=8290585
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO970392A NO310073B1 (no) | 1995-05-31 | 1997-01-29 | Nye polymorfer av lesopitron-diklorhydrat og dets hydratiserte former, fremstillingsmetoder og sammensetning inneholdende dem |
Country Status (29)
| Country | Link |
|---|---|
| US (1) | US5872125A (fr) |
| EP (1) | EP0771798A1 (fr) |
| JP (1) | JPH10503532A (fr) |
| CN (1) | CN1076020C (fr) |
| AR (1) | AR003952A1 (fr) |
| AU (1) | AU699210B2 (fr) |
| BG (1) | BG62966B1 (fr) |
| CA (1) | CA2196425A1 (fr) |
| CO (1) | CO4700461A1 (fr) |
| CZ (1) | CZ24797A3 (fr) |
| EE (1) | EE9700067A (fr) |
| ES (1) | ES2099031B1 (fr) |
| GE (1) | GEP20002241B (fr) |
| HU (1) | HUP9700284A3 (fr) |
| IL (1) | IL118494A0 (fr) |
| IN (1) | IN186820B (fr) |
| IS (1) | IS4420A (fr) |
| MA (1) | MA23883A1 (fr) |
| MX (1) | MX9700792A (fr) |
| NO (1) | NO310073B1 (fr) |
| NZ (1) | NZ308110A (fr) |
| PL (1) | PL318280A1 (fr) |
| RU (1) | RU2178789C2 (fr) |
| SK (1) | SK12697A3 (fr) |
| TR (1) | TR199600455A2 (fr) |
| UY (1) | UY24241A1 (fr) |
| WO (1) | WO1996038439A1 (fr) |
| YU (1) | YU32396A (fr) |
| ZA (1) | ZA964139B (fr) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6869970B2 (en) | 2002-02-04 | 2005-03-22 | Novartis Ag | Crystalline salt forms of valsartan |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2642759B1 (fr) * | 1989-02-09 | 1991-05-17 | Laboratorios Esteve Sa | Derives de pyrimidyl-piperazinyl-alkyl azoles avec activite anxiolytique et/ou tranquillisante |
| FR2654621B1 (fr) * | 1989-11-22 | 1994-09-23 | Esteve Labor Dr | Inhibition du syndrome d'abstinence. |
| FR2672052B1 (fr) * | 1991-01-28 | 1995-05-24 | Esteve Labor Dr | Derives d'aryl (ou heteroaryl)-piperazinyl-alkyl-azoles, leur preparation et leur application en tant que medicaments. |
| FR2671972B1 (fr) * | 1991-01-25 | 1995-03-03 | Esteve Labor Dr | Utilisation de derives 1-h-azole-(omega-(4-(2-pyrimidinyl)-1-piperazinyl)-alkyl) pour la preparation de medicaments destines au traitement des troubles des fonctions cognitives. |
| FR2673628B1 (fr) * | 1991-03-07 | 1993-07-09 | Esteve Labor Dr | Procede de preparation de derives d'aryl (ou heteroaryl)-piperazinyl-butyl-azoles. |
| FR2705098B1 (fr) * | 1993-05-10 | 1995-08-04 | Esteve Labor Dr | Procédé de préparation de 2-{4-[4-(chloro-1-pyrazolyl)butyl]1-pipérazinyl}pyrimidine (Lesopitron) . |
-
1995
- 1995-05-31 ES ES09501086A patent/ES2099031B1/es not_active Expired - Fee Related
-
1996
- 1996-05-21 IN IN921CA1996 patent/IN186820B/en unknown
- 1996-05-21 AR ARP960102643A patent/AR003952A1/es unknown
- 1996-05-23 ZA ZA9604139A patent/ZA964139B/xx unknown
- 1996-05-29 CA CA002196425A patent/CA2196425A1/fr not_active Abandoned
- 1996-05-29 RU RU97102703/04A patent/RU2178789C2/ru active
- 1996-05-29 MA MA24252A patent/MA23883A1/fr unknown
- 1996-05-29 AU AU57650/96A patent/AU699210B2/en not_active Ceased
- 1996-05-29 PL PL96318280A patent/PL318280A1/xx unknown
- 1996-05-29 WO PCT/ES1996/000121 patent/WO1996038439A1/fr not_active Application Discontinuation
- 1996-05-29 HU HU9700284A patent/HUP9700284A3/hu unknown
- 1996-05-29 CZ CZ97247A patent/CZ24797A3/cs unknown
- 1996-05-29 SK SK126-97A patent/SK12697A3/sk unknown
- 1996-05-29 GE GEAP19963558A patent/GEP20002241B/en unknown
- 1996-05-29 NZ NZ308110A patent/NZ308110A/xx unknown
- 1996-05-29 US US08/776,113 patent/US5872125A/en not_active Expired - Fee Related
- 1996-05-29 CN CN96190703A patent/CN1076020C/zh not_active Expired - Fee Related
- 1996-05-29 EE EE9700067A patent/EE9700067A/xx unknown
- 1996-05-29 JP JP8536224A patent/JPH10503532A/ja active Pending
- 1996-05-29 MX MX9700792A patent/MX9700792A/es unknown
- 1996-05-29 EP EP96914220A patent/EP0771798A1/fr not_active Withdrawn
- 1996-05-30 IL IL11849496A patent/IL118494A0/xx unknown
- 1996-05-30 CO CO96027954A patent/CO4700461A1/es unknown
- 1996-05-30 YU YU32396A patent/YU32396A/sh unknown
- 1996-05-30 UY UY24241A patent/UY24241A1/es not_active IP Right Cessation
- 1996-05-31 TR TR96/00455A patent/TR199600455A2/xx unknown
-
1997
- 1997-01-27 BG BG101176A patent/BG62966B1/bg unknown
- 1997-01-29 NO NO970392A patent/NO310073B1/no not_active IP Right Cessation
- 1997-01-29 IS IS4420A patent/IS4420A/is unknown
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM1K | Lapsed by not paying the annual fees |
Free format text: LAPSED IN NOVEMBER 2002 |