AU752722B2 - A combination of a 5-HT reuptake inhibitor and a h5-HT 1B antagonist or partial agonist - Google Patents
A combination of a 5-HT reuptake inhibitor and a h5-HT 1B antagonist or partial agonist Download PDFInfo
- Publication number
- AU752722B2 AU752722B2 AU91930/98A AU9193098A AU752722B2 AU 752722 B2 AU752722 B2 AU 752722B2 AU 91930/98 A AU91930/98 A AU 91930/98A AU 9193098 A AU9193098 A AU 9193098A AU 752722 B2 AU752722 B2 AU 752722B2
- Authority
- AU
- Australia
- Prior art keywords
- methylpiperazin
- tetrahydro
- naphthyl
- mmol
- compound
- 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.)
- Ceased
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- QZAYGJVTTNCVMB-UHFFFAOYSA-N serotonin Chemical compound C1=C(O)C=C2C(CCN)=CNC2=C1 QZAYGJVTTNCVMB-UHFFFAOYSA-N 0.000 title claims description 52
- 239000003112 inhibitor Substances 0.000 title claims description 25
- 239000005557 antagonist Substances 0.000 title claims description 19
- 239000004031 partial agonist Substances 0.000 title claims description 13
- 150000001875 compounds Chemical class 0.000 claims description 146
- 238000002360 preparation method Methods 0.000 claims description 61
- 239000000203 mixture Substances 0.000 claims description 55
- 229910052739 hydrogen Inorganic materials 0.000 claims description 29
- 238000000034 method Methods 0.000 claims description 28
- 239000001257 hydrogen Substances 0.000 claims description 24
- 150000002431 hydrogen Chemical class 0.000 claims description 20
- 208000019022 Mood disease Diseases 0.000 claims description 17
- 239000008194 pharmaceutical composition Substances 0.000 claims description 16
- 150000003839 salts Chemical class 0.000 claims description 15
- 230000008569 process Effects 0.000 claims description 13
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 11
- 229910052736 halogen Inorganic materials 0.000 claims description 10
- 125000006367 bivalent amino carbonyl group Chemical group [H]N([*:1])C([*:2])=O 0.000 claims description 9
- 238000009472 formulation Methods 0.000 claims description 9
- 150000002367 halogens Chemical class 0.000 claims description 9
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 8
- 239000003814 drug Substances 0.000 claims description 7
- 229910052799 carbon Inorganic materials 0.000 claims description 6
- WSEQXVZVJXJVFP-HXUWFJFHSA-N (R)-citalopram Chemical compound C1([C@@]2(C3=CC=C(C=C3CO2)C#N)CCCN(C)C)=CC=C(F)C=C1 WSEQXVZVJXJVFP-HXUWFJFHSA-N 0.000 claims description 5
- QRAOZQGIUIDZQZ-UHFFFAOYSA-N 4-methyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1,4-benzoxazine Chemical compound C=1C=C2N(C)CCOC2=CC=1B1OC(C)(C)C(C)(C)O1 QRAOZQGIUIDZQZ-UHFFFAOYSA-N 0.000 claims description 5
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- 239000000546 pharmaceutical excipient Substances 0.000 claims description 5
- 125000001246 bromo group Chemical group Br* 0.000 claims description 4
- 239000012453 solvate Substances 0.000 claims description 4
- AHOUBRCZNHFOSL-YOEHRIQHSA-N (+)-Casbol Chemical compound C1=CC(F)=CC=C1[C@H]1[C@H](COC=2C=C3OCOC3=CC=2)CNCC1 AHOUBRCZNHFOSL-YOEHRIQHSA-N 0.000 claims description 3
- GLCNLSFPYIMZJK-UHFFFAOYSA-N 5-methoxy-8-(4-methylpiperazin-1-yl)-n-(4-morpholin-4-ylphenyl)-1,2,3,4-tetrahydronaphthalene-2-carboxamide Chemical compound C1=2CC(C(=O)NC=3C=CC(=CC=3)N3CCOCC3)CCC=2C(OC)=CC=C1N1CCN(C)CC1 GLCNLSFPYIMZJK-UHFFFAOYSA-N 0.000 claims description 3
- AHOUBRCZNHFOSL-UHFFFAOYSA-N Paroxetine hydrochloride Natural products C1=CC(F)=CC=C1C1C(COC=2C=C3OCOC3=CC=2)CNCC1 AHOUBRCZNHFOSL-UHFFFAOYSA-N 0.000 claims description 3
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- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 2
- RTHCYVBBDHJXIQ-MRXNPFEDSA-N (R)-fluoxetine Chemical compound O([C@H](CCNC)C=1C=CC=CC=1)C1=CC=C(C(F)(F)F)C=C1 RTHCYVBBDHJXIQ-MRXNPFEDSA-N 0.000 claims description 2
- GDLIGKIOYRNHDA-UHFFFAOYSA-N Clomipramine Chemical compound C1CC2=CC=C(Cl)C=C2N(CCCN(C)C)C2=CC=CC=C21 GDLIGKIOYRNHDA-UHFFFAOYSA-N 0.000 claims description 2
- 229960004606 clomipramine Drugs 0.000 claims description 2
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 229960002073 sertraline Drugs 0.000 claims description 2
- VGKDLMBJGBXTGI-SJCJKPOMSA-N sertraline Chemical compound C1([C@@H]2CC[C@@H](C3=CC=CC=C32)NC)=CC=C(Cl)C(Cl)=C1 VGKDLMBJGBXTGI-SJCJKPOMSA-N 0.000 claims description 2
- 208000020401 Depressive disease Diseases 0.000 claims 3
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- 238000004519 manufacturing process Methods 0.000 claims 2
- JMQUFKWBATWTAM-HXUWFJFHSA-N (2r)-5-methoxy-8-(4-methylpiperazin-1-yl)-n-[2-(morpholine-4-carbonyl)phenyl]-1,2,3,4-tetrahydronaphthalene-2-carboxamide Chemical compound C([C@H](CC=12)C(=O)NC=3C(=CC=CC=3)C(=O)N3CCOCC3)CC=1C(OC)=CC=C2N1CCN(C)CC1 JMQUFKWBATWTAM-HXUWFJFHSA-N 0.000 claims 1
- VWKPXMVDYLABIW-UHFFFAOYSA-N 5-methoxy-1,2,3,4-tetrahydronaphthalene-2-carboxamide Chemical compound COC1=C2CCC(CC2=CC=C1)C(=O)N VWKPXMVDYLABIW-UHFFFAOYSA-N 0.000 claims 1
- 208000017194 Affective disease Diseases 0.000 claims 1
- 229940000425 combination drug Drugs 0.000 claims 1
- WZMSJJIAEOODBC-JOCHJYFZSA-N n-[(2r)-5-methoxy-8-(4-methylpiperazin-1-yl)-1,2,3,4-tetrahydronaphthalen-2-yl]-4-(morpholine-4-carbonyl)benzamide Chemical compound C([C@H](CC=12)NC(=O)C=3C=CC(=CC=3)C(=O)N3CCOCC3)CC=1C(OC)=CC=C2N1CCN(C)CC1 WZMSJJIAEOODBC-JOCHJYFZSA-N 0.000 claims 1
- 230000013275 serotonin uptake Effects 0.000 claims 1
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 156
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- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 58
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 57
- 238000002451 electron ionisation mass spectrometry Methods 0.000 description 55
- 239000003480 eluent Substances 0.000 description 50
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 44
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 43
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 39
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- 239000002585 base Substances 0.000 description 37
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 36
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- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 26
- 238000000746 purification Methods 0.000 description 25
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 24
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 24
- -1 piperazinyl-substituted 1,2,3,4-tetrahydronaphthalene Chemical class 0.000 description 24
- PFKFTWBEEFSNDU-UHFFFAOYSA-N carbonyldiimidazole Chemical compound C1=CN=CN1C(=O)N1C=CN=C1 PFKFTWBEEFSNDU-UHFFFAOYSA-N 0.000 description 23
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- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 22
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- 229940086542 triethylamine Drugs 0.000 description 19
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- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 18
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- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 17
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- 229920006395 saturated elastomer Polymers 0.000 description 14
- 238000004440 column chromatography Methods 0.000 description 13
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- 229940124834 selective serotonin reuptake inhibitor Drugs 0.000 description 13
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- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 12
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- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 12
- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 12
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- 125000000753 cycloalkyl group Chemical group 0.000 description 11
- 239000000377 silicon dioxide Substances 0.000 description 11
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- DYHSDKLCOJIUFX-UHFFFAOYSA-N tert-butoxycarbonyl anhydride Chemical compound CC(C)(C)OC(=O)OC(=O)OC(C)(C)C DYHSDKLCOJIUFX-UHFFFAOYSA-N 0.000 description 10
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- 125000000217 alkyl group Chemical group 0.000 description 7
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- XVAJKPNTGSKZSQ-UHFFFAOYSA-N 4-morpholinobenzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1N1CCOCC1 XVAJKPNTGSKZSQ-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 4
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- QPQGTZMAQRXCJW-UHFFFAOYSA-N [chloro(phenyl)phosphoryl]benzene Chemical compound C=1C=CC=CC=1P(=O)(Cl)C1=CC=CC=C1 QPQGTZMAQRXCJW-UHFFFAOYSA-N 0.000 description 4
- 229910052783 alkali metal Inorganic materials 0.000 description 4
- 239000000935 antidepressant agent Substances 0.000 description 4
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- 238000005574 benzylation reaction Methods 0.000 description 4
- ILAHWRKJUDSMFH-UHFFFAOYSA-N boron tribromide Chemical compound BrB(Br)Br ILAHWRKJUDSMFH-UHFFFAOYSA-N 0.000 description 4
- 238000003776 cleavage reaction Methods 0.000 description 4
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- 125000004193 piperazinyl group Chemical group 0.000 description 4
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- JVBXVOWTABLYPX-UHFFFAOYSA-L sodium dithionite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])=O JVBXVOWTABLYPX-UHFFFAOYSA-L 0.000 description 4
- 239000012312 sodium hydride Substances 0.000 description 4
- MFRIHAYPQRLWNB-UHFFFAOYSA-N sodium tert-butoxide Chemical compound [Na+].CC(C)(C)[O-] MFRIHAYPQRLWNB-UHFFFAOYSA-N 0.000 description 4
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- YTDMYKINIDQZJN-VZYDHVRKSA-N tert-butyl 4-[(7R)-4-bromo-7-[(4-morpholin-4-ylbenzoyl)amino]-5,6,7,8-tetrahydronaphthalen-1-yl]piperazine-1-carboxylate 4-morpholin-4-ylbenzoic acid Chemical compound OC(=O)c1ccc(cc1)N1CCOCC1.CC(C)(C)OC(=O)N1CCN(CC1)c1ccc(Br)c2CC[C@H](Cc12)NC(=O)c1ccc(cc1)N1CCOCC1 YTDMYKINIDQZJN-VZYDHVRKSA-N 0.000 description 1
- MEMUIPXIMAJPLJ-XMMPIXPASA-N tert-butyl 4-[(7r)-7-[(4-morpholin-4-ylbenzoyl)amino]-5,6,7,8-tetrahydronaphthalen-1-yl]piperazine-1-carboxylate Chemical compound C1CN(C(=O)OC(C)(C)C)CCN1C1=CC=CC2=C1C[C@H](NC(=O)C=1C=CC(=CC=1)N1CCOCC1)CC2 MEMUIPXIMAJPLJ-XMMPIXPASA-N 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
- QYEFBJRXKKSABU-UHFFFAOYSA-N xylazine hydrochloride Chemical compound Cl.CC1=CC=CC(C)=C1NC1=NCCCS1 QYEFBJRXKKSABU-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- 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
- A61K31/495—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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- 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
- A61K31/535—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one oxygen as the ring hetero atoms, e.g. 1,2-oxazines
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- 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
-
- 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
- A61P25/18—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
Landscapes
- Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Epidemiology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Neurology (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Psychiatry (AREA)
- Pain & Pain Management (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Winding, Rewinding, Material Storage Devices (AREA)
- Replacement Of Web Rolls (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE9703375 | 1997-09-18 | ||
| SE9703375A SE9703375D0 (sv) | 1997-09-18 | 1997-09-18 | A new combination |
| PCT/SE1998/001601 WO1999013877A1 (en) | 1997-09-18 | 1998-09-09 | A COMBINATION OF A 5-HT REUPTAKE INHIBITOR AND A h5-HT1B ANTAGONIST OR PARTIAL AGONIST |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU9193098A AU9193098A (en) | 1999-04-05 |
| AU752722B2 true AU752722B2 (en) | 2002-09-26 |
Family
ID=20408295
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU91930/98A Ceased AU752722B2 (en) | 1997-09-18 | 1998-09-09 | A combination of a 5-HT reuptake inhibitor and a h5-HT 1B antagonist or partial agonist |
Country Status (29)
| Country | Link |
|---|---|
| US (1) | US6159971A (https=) |
| EP (1) | EP1014985B1 (https=) |
| JP (1) | JP2001516718A (https=) |
| KR (1) | KR20010024076A (https=) |
| CN (1) | CN1195519C (https=) |
| AR (1) | AR015448A1 (https=) |
| AT (1) | ATE240733T1 (https=) |
| AU (1) | AU752722B2 (https=) |
| BR (1) | BR9812088A (https=) |
| CA (1) | CA2302382A1 (https=) |
| DE (1) | DE69814882T2 (https=) |
| DK (1) | DK1014985T3 (https=) |
| EE (1) | EE04141B1 (https=) |
| ES (1) | ES2200370T3 (https=) |
| HU (1) | HUP0200602A3 (https=) |
| IL (1) | IL134776A0 (https=) |
| IS (1) | IS5406A (https=) |
| MY (1) | MY116280A (https=) |
| NO (1) | NO20001399L (https=) |
| NZ (1) | NZ503171A (https=) |
| PL (1) | PL339371A1 (https=) |
| PT (1) | PT1014985E (https=) |
| RU (1) | RU2214824C2 (https=) |
| SE (1) | SE9703375D0 (https=) |
| SK (1) | SK2852000A3 (https=) |
| TR (1) | TR200000727T2 (https=) |
| TW (1) | TW589183B (https=) |
| WO (1) | WO1999013877A1 (https=) |
| ZA (1) | ZA987817B (https=) |
Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SE9601110D0 (sv) | 1996-03-22 | 1996-03-22 | Astra Ab | Substituted 1,2,3,4-tetrahydronaphthalene derivatives |
| AR021155A1 (es) * | 1999-07-08 | 2002-06-12 | Lundbeck & Co As H | Tratamiento de desordenes neuroticos |
| UA77650C2 (en) * | 1999-12-06 | 2007-01-15 | Lundbeck & Co As H | Use of serotonin reuptake inhibitor in combination with deramcyclane |
| WO2002066454A1 (fr) * | 2001-02-21 | 2002-08-29 | Sankyo Company, Limited | Derives de chromene |
| EA200301195A1 (ru) * | 2001-05-01 | 2004-04-29 | Х. Лундбекк А/С | Применение энантиомерно чистого эсциталопрама |
| ATE424825T1 (de) * | 2001-07-20 | 2009-03-15 | Psychogenics Inc | Behandlung von hyperaktivitätsstörungen und aufmerksamkeitsdefiziten |
| US10675280B2 (en) | 2001-10-20 | 2020-06-09 | Sprout Pharmaceuticals, Inc. | Treating sexual desire disorders with flibanserin |
| UA78974C2 (en) | 2001-10-20 | 2007-05-10 | Boehringer Ingelheim Pharma | Use of flibanserin for treating disorders of sexual desire |
| SE0203778D0 (sv) * | 2002-12-09 | 2002-12-09 | Astrazeneca Ab | A new oral immediated release dosage form |
| AR047553A1 (es) | 2003-07-04 | 2006-01-25 | Lundbeck & Co As H | La combinacion de un inhibidor de reabsorcion de serotonina y agomelatina |
| KR100511288B1 (ko) * | 2003-11-14 | 2005-08-31 | 엘지전자 주식회사 | 4대의 압축기를 구비한 공기조화기의 실외기 |
| US20060217394A1 (en) * | 2005-02-23 | 2006-09-28 | Silvan S. Tomkins Institute, Inc. | Treatment of anhedonia |
| ES2646326T3 (es) | 2005-08-03 | 2017-12-13 | Sprout Pharmaceuticals, Inc. | Uso de flibanserina en el tratamiento de la obesidad |
| FR2890862B1 (fr) * | 2005-09-19 | 2008-01-25 | Sanofi Aventis Sa | Association d'agoniste aux recepteurs beta 3 et d'inhibiteur de la recapture de monoamnies, compostion pharmaceutique la contenant et son utilisation en therapeutique. |
| CA2626134C (en) | 2005-10-29 | 2013-12-24 | Boehringer Ingelheim International Gmbh | Benzimidazolone derivatives for the treatment of premenstrual and other female sexual disorders |
| US8748419B2 (en) | 2006-06-16 | 2014-06-10 | Theracos, Inc. | Treating obesity with muscarinic receptor M1 antagonists |
| RU2455981C2 (ru) * | 2006-06-16 | 2012-07-20 | Теракос, Инк. | Лечение ожирения антагонистами мускаринового рецептора м1 |
| US7893053B2 (en) | 2006-06-16 | 2011-02-22 | Theracos, Inc. | Treating psychological conditions using muscarinic receptor M1 antagonists |
| JP2009541443A (ja) | 2006-06-30 | 2009-11-26 | ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング | 尿失禁及び関連疾患の治療のためのフリバンセリン |
| EP2054041A2 (en) | 2006-08-14 | 2009-05-06 | Boehringer Ingelheim International GmbH | Formulations of flibanserin and method for manufacturing the same |
| CL2007002214A1 (es) | 2006-08-14 | 2008-03-07 | Boehringer Ingelheim Int | Composicion farmaceutica en la forma de comprimido, donde al menos la longitud del comprimido en el estado anterior de la aplicacion es al menos 7/12 del diametro pilorico del paciente y despues de ingerirlo en estado alimentado, la longitud del comp |
| IL197129A (en) | 2006-08-25 | 2014-08-31 | Boehringer Ingelheim Int | Controlled release system and method for production |
| CL2008002693A1 (es) | 2007-09-12 | 2009-10-16 | Boehringer Ingelheim Int | Uso de flibanserina para el tratamiento de sintomas vasomotores seleccionados de sofocos, sudores nocturnos, cambios de estado de animo e irritabilidad |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9119932D0 (en) * | 1991-09-18 | 1991-10-30 | Glaxo Group Ltd | Chemical compounds |
| PT533268E (pt) * | 1991-09-18 | 2002-02-28 | Glaxo Group Ltd | Derivados de benzanilida como antagonistas de 5-ht1d |
| SE9601110D0 (sv) * | 1996-03-22 | 1996-03-22 | Astra Ab | Substituted 1,2,3,4-tetrahydronaphthalene derivatives |
| SE9703374D0 (sv) * | 1997-09-18 | 1997-09-18 | Astra Ab | A new combination |
-
1997
- 1997-09-18 SE SE9703375A patent/SE9703375D0/xx unknown
-
1998
- 1998-08-27 ZA ZA987817A patent/ZA987817B/xx unknown
- 1998-08-29 TW TW087114344A patent/TW589183B/zh not_active IP Right Cessation
- 1998-09-09 IL IL13477698A patent/IL134776A0/xx unknown
- 1998-09-09 ES ES98944375T patent/ES2200370T3/es not_active Expired - Lifetime
- 1998-09-09 WO PCT/SE1998/001601 patent/WO1999013877A1/en not_active Ceased
- 1998-09-09 BR BR9812088-3A patent/BR9812088A/pt not_active IP Right Cessation
- 1998-09-09 PT PT98944375T patent/PT1014985E/pt unknown
- 1998-09-09 CA CA002302382A patent/CA2302382A1/en not_active Abandoned
- 1998-09-09 HU HU0200602A patent/HUP0200602A3/hu unknown
- 1998-09-09 SK SK285-2000A patent/SK2852000A3/sk unknown
- 1998-09-09 DE DE69814882T patent/DE69814882T2/de not_active Expired - Fee Related
- 1998-09-09 JP JP2000511499A patent/JP2001516718A/ja active Pending
- 1998-09-09 RU RU2000109563/14A patent/RU2214824C2/ru not_active IP Right Cessation
- 1998-09-09 TR TR2000/00727T patent/TR200000727T2/xx unknown
- 1998-09-09 KR KR1020007002822A patent/KR20010024076A/ko not_active Ceased
- 1998-09-09 CN CNB98811206XA patent/CN1195519C/zh not_active Expired - Fee Related
- 1998-09-09 PL PL98339371A patent/PL339371A1/xx unknown
- 1998-09-09 EP EP98944375A patent/EP1014985B1/en not_active Expired - Lifetime
- 1998-09-09 NZ NZ503171A patent/NZ503171A/en unknown
- 1998-09-09 AU AU91930/98A patent/AU752722B2/en not_active Ceased
- 1998-09-09 US US09/171,580 patent/US6159971A/en not_active Expired - Fee Related
- 1998-09-09 EE EEP200000141A patent/EE04141B1/xx not_active IP Right Cessation
- 1998-09-09 AT AT98944375T patent/ATE240733T1/de not_active IP Right Cessation
- 1998-09-09 DK DK98944375T patent/DK1014985T3/da active
- 1998-09-16 MY MYPI98004225A patent/MY116280A/en unknown
- 1998-09-17 AR ARP980104634A patent/AR015448A1/es unknown
-
2000
- 2000-03-15 IS IS5406A patent/IS5406A/is unknown
- 2000-03-17 NO NO20001399A patent/NO20001399L/no not_active Application Discontinuation
Also Published As
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Legal Events
| Date | Code | Title | Description |
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| TC | Change of applicant's name (sec. 104) |
Owner name: ASTRAZENECA AB Free format text: FORMER NAME: ASTRA AKTIEBOLAG |
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| FGA | Letters patent sealed or granted (standard patent) |