OA11663A - Tetrahydrobenzazepine derivatives useful as modulators of dopamine D3 receptors recptors (antipsychotic agents). - Google Patents
Tetrahydrobenzazepine derivatives useful as modulators of dopamine D3 receptors recptors (antipsychotic agents). Download PDFInfo
- Publication number
- OA11663A OA11663A OA1200100090A OA1200100090A OA11663A OA 11663 A OA11663 A OA 11663A OA 1200100090 A OA1200100090 A OA 1200100090A OA 1200100090 A OA1200100090 A OA 1200100090A OA 11663 A OA11663 A OA 11663A
- Authority
- OA
- OAPI
- Prior art keywords
- benzazepine
- tetrahydro
- cyclohexyl
- ethyl
- amino
- Prior art date
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- 239000000164 antipsychotic agent Substances 0.000 title abstract description 6
- 102000004073 Dopamine D3 Receptors Human genes 0.000 title description 8
- 108090000525 Dopamine D3 Receptors Proteins 0.000 title description 8
- MZBVNYACSSGXID-UHFFFAOYSA-N 2,3,4,5-tetrahydro-1h-1-benzazepine Chemical class N1CCCCC2=CC=CC=C21 MZBVNYACSSGXID-UHFFFAOYSA-N 0.000 title description 3
- 150000001875 compounds Chemical class 0.000 claims abstract description 178
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 38
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 22
- 125000001424 substituent group Chemical group 0.000 claims abstract description 17
- 239000001257 hydrogen Substances 0.000 claims abstract description 15
- 229910052717 sulfur Inorganic materials 0.000 claims abstract description 15
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 13
- 102000005962 receptors Human genes 0.000 claims abstract description 12
- 108020003175 receptors Proteins 0.000 claims abstract description 12
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 11
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 11
- 238000011282 treatment Methods 0.000 claims abstract description 9
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 8
- 125000006615 aromatic heterocyclic group Chemical group 0.000 claims abstract description 8
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims abstract description 8
- 108050004812 Dopamine receptor Proteins 0.000 claims abstract description 7
- 102000015554 Dopamine receptor Human genes 0.000 claims abstract description 7
- RAHZWNYVWXNFOC-UHFFFAOYSA-N sulfur dioxide Inorganic materials O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 claims abstract description 4
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims abstract 4
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 343
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 202
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 74
- -1 methylsulphonyl Chemical group 0.000 claims description 73
- 125000005518 carboxamido group Chemical group 0.000 claims description 63
- 125000000738 acetamido group Chemical group [H]C([H])([H])C(=O)N([H])[*] 0.000 claims description 44
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims description 44
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 28
- 238000006243 chemical reaction Methods 0.000 claims description 28
- 238000000034 method Methods 0.000 claims description 24
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- 125000001041 indolyl group Chemical group 0.000 claims description 19
- 229910052786 argon Inorganic materials 0.000 claims description 17
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 15
- DQFQCHIDRBIESA-UHFFFAOYSA-N 1-benzazepine Chemical compound N1C=CC=CC2=CC=CC=C12 DQFQCHIDRBIESA-UHFFFAOYSA-N 0.000 claims description 9
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- 239000008194 pharmaceutical composition Substances 0.000 claims description 7
- MWVMYAWMFTVYED-UHFFFAOYSA-N 2,3,4,5-tetrahydro-1h-3-benzazepine Chemical compound C1CNCCC2=CC=CC=C21 MWVMYAWMFTVYED-UHFFFAOYSA-N 0.000 claims description 6
- 125000004070 6 membered heterocyclic group Chemical group 0.000 claims description 6
- 208000028017 Psychotic disease Diseases 0.000 claims description 6
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- 125000002373 5 membered heterocyclic group Chemical group 0.000 claims description 5
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- 125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 claims description 5
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- 201000000980 schizophrenia Diseases 0.000 claims description 5
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- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims description 2
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- 239000003210 dopamine receptor blocking agent Substances 0.000 claims 1
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- 230000004807 localization Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- QARBMVPHQWIHKH-UHFFFAOYSA-N methanesulfonyl chloride Chemical compound CS(Cl)(=O)=O QARBMVPHQWIHKH-UHFFFAOYSA-N 0.000 description 1
- KXKVLQRXCPHEJC-UHFFFAOYSA-N methyl acetate Chemical compound COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 125000004458 methylaminocarbonyl group Chemical group [H]N(C(*)=O)C([H])([H])[H] 0.000 description 1
- PQIOSYKVBBWRRI-UHFFFAOYSA-N methylphosphonyl difluoride Chemical group CP(F)(F)=O PQIOSYKVBBWRRI-UHFFFAOYSA-N 0.000 description 1
- BXPGOVASPWDJAJ-UHFFFAOYSA-N methylsulfinylmethane;2,2,2-trifluoroacetic acid Chemical compound CS(C)=O.OC(=O)C(F)(F)F BXPGOVASPWDJAJ-UHFFFAOYSA-N 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
- 230000000701 neuroleptic effect Effects 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 230000009871 nonspecific binding Effects 0.000 description 1
- 239000002674 ointment Substances 0.000 description 1
- 229940100692 oral suspension Drugs 0.000 description 1
- WCPAKWJPBJAGKN-UHFFFAOYSA-N oxadiazole Chemical group C1=CON=N1 WCPAKWJPBJAGKN-UHFFFAOYSA-N 0.000 description 1
- 150000003891 oxalate salts Chemical class 0.000 description 1
- YJVFFLUZDVXJQI-UHFFFAOYSA-L palladium(ii) acetate Chemical compound [Pd+2].CC([O-])=O.CC([O-])=O YJVFFLUZDVXJQI-UHFFFAOYSA-L 0.000 description 1
- UQPUONNXJVWHRM-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 UQPUONNXJVWHRM-UHFFFAOYSA-N 0.000 description 1
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- 229960003424 phenylacetic acid Drugs 0.000 description 1
- 239000003279 phenylacetic acid Substances 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
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- LJCNRYVRMXRIQR-OLXYHTOASA-L potassium sodium L-tartrate Chemical compound [Na+].[K+].[O-]C(=O)[C@H](O)[C@@H](O)C([O-])=O LJCNRYVRMXRIQR-OLXYHTOASA-L 0.000 description 1
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- 125000006239 protecting group Chemical group 0.000 description 1
- 125000005495 pyridazyl group Chemical group 0.000 description 1
- 125000000246 pyrimidin-2-yl group Chemical group [H]C1=NC(*)=NC([H])=C1[H] 0.000 description 1
- 125000000719 pyrrolidinyl group Chemical group 0.000 description 1
- 125000006085 pyrrolopyridyl group Chemical group 0.000 description 1
- 125000000168 pyrrolyl group Chemical group 0.000 description 1
- 125000002294 quinazolinyl group Chemical group N1=C(N=CC2=CC=CC=C12)* 0.000 description 1
- 238000012552 review Methods 0.000 description 1
- HFHDHCJBZVLPGP-UHFFFAOYSA-N schardinger α-dextrin Chemical compound O1C(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(O)C2O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC2C(O)C(O)C1OC2CO HFHDHCJBZVLPGP-UHFFFAOYSA-N 0.000 description 1
- 238000007790 scraping Methods 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000008159 sesame oil Substances 0.000 description 1
- 235000011803 sesame oil Nutrition 0.000 description 1
- 231100000872 sexual dysfunction Toxicity 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 208000019116 sleep disease Diseases 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
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- 235000010234 sodium benzoate Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000011006 sodium potassium tartrate Nutrition 0.000 description 1
- 229940080313 sodium starch Drugs 0.000 description 1
- 229940045902 sodium stearyl fumarate Drugs 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 238000004611 spectroscopical analysis Methods 0.000 description 1
- 239000012258 stirred mixture Substances 0.000 description 1
- 238000007920 subcutaneous administration Methods 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 239000000829 suppository Substances 0.000 description 1
- 239000002511 suppository base Substances 0.000 description 1
- 238000004114 suspension culture 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
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 125000001113 thiadiazolyl group Chemical group 0.000 description 1
- 125000000335 thiazolyl group Chemical group 0.000 description 1
- 239000000196 tragacanth Substances 0.000 description 1
- 235000010487 tragacanth Nutrition 0.000 description 1
- 229940116362 tragacanth Drugs 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 125000004306 triazinyl group Chemical group 0.000 description 1
- 125000001425 triazolyl group Chemical group 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- WTVXIBRMWGUIMI-UHFFFAOYSA-N trifluoro($l^{1}-oxidanylsulfonyl)methane Chemical group [O]S(=O)(=O)C(F)(F)F WTVXIBRMWGUIMI-UHFFFAOYSA-N 0.000 description 1
- 238000001665 trituration Methods 0.000 description 1
- 231100000889 vertigo Toxicity 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- GTLDTDOJJJZVBW-UHFFFAOYSA-N zinc cyanide Chemical compound [Zn+2].N#[C-].N#[C-] GTLDTDOJJJZVBW-UHFFFAOYSA-N 0.000 description 1
Classifications
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- C07D—HETEROCYCLIC COMPOUNDS
- C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
- C07D223/14—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
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- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/55—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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- 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
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- 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
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Addiction (AREA)
- Psychiatry (AREA)
- Psychology (AREA)
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- Gynecology & Obstetrics (AREA)
- Pain & Pain Management (AREA)
- Anesthesiology (AREA)
- Endocrinology (AREA)
- Reproductive Health (AREA)
- Otolaryngology (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
- Hydrogenated Pyridines (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB9821976.9A GB9821976D0 (en) | 1998-10-08 | 1998-10-08 | Compounds |
| GBGB9824340.5A GB9824340D0 (en) | 1998-11-06 | 1998-11-06 | Compounds |
| GBGB9910711.2A GB9910711D0 (en) | 1999-05-07 | 1999-05-07 | Compounds |
| GBGB9918032.5A GB9918032D0 (en) | 1999-07-30 | 1999-07-30 | Compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| OA11663A true OA11663A (en) | 2004-12-08 |
Family
ID=27451837
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| OA1200100090A OA11663A (en) | 1998-10-08 | 1999-10-06 | Tetrahydrobenzazepine derivatives useful as modulators of dopamine D3 receptors recptors (antipsychotic agents). |
Country Status (30)
| Country | Link |
|---|---|
| US (1) | US6605607B1 (de) |
| EP (1) | EP1119563B1 (de) |
| JP (1) | JP2002527433A (de) |
| KR (1) | KR20010085898A (de) |
| CN (1) | CN1329609A (de) |
| AP (1) | AP2001002114A0 (de) |
| AR (1) | AR023681A1 (de) |
| AT (1) | ATE316969T1 (de) |
| AU (1) | AU761018B2 (de) |
| BG (1) | BG105467A (de) |
| BR (1) | BR9914370A (de) |
| CA (1) | CA2346689A1 (de) |
| CO (1) | CO5140073A1 (de) |
| CZ (1) | CZ20011270A3 (de) |
| DE (1) | DE69929704T2 (de) |
| EA (1) | EA200100428A1 (de) |
| ES (1) | ES2255311T3 (de) |
| HK (1) | HK1038745A1 (de) |
| HU (1) | HUP0104280A3 (de) |
| ID (1) | ID28385A (de) |
| IL (1) | IL142388A0 (de) |
| MA (1) | MA26696A1 (de) |
| NO (1) | NO20011745L (de) |
| NZ (1) | NZ511018A (de) |
| OA (1) | OA11663A (de) |
| PE (1) | PE20001088A1 (de) |
| PL (1) | PL347237A1 (de) |
| SK (1) | SK4782001A3 (de) |
| TR (1) | TR200101025T2 (de) |
| WO (1) | WO2000021951A1 (de) |
Families Citing this family (33)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9810876D0 (en) | 1998-05-20 | 1998-07-22 | Smithkline Beecham Plc | Compounds |
| ID28385A (id) | 1998-10-08 | 2001-05-17 | Smithkline Beecham Plc | Turunan-turunan tetrahidrobenzazepina yang berguna sebagai modulator reseptor d3 dopamina (bahan antipsikotik) |
| US7229986B2 (en) | 2000-05-16 | 2007-06-12 | Takeda Pharmaceutical Company Ltd. | Melanin-concentrating hormone antagonist |
| PL362992A1 (en) * | 2000-11-14 | 2004-11-15 | Smithkline Beecham P.L.C. | Tetrahydrobenzazepine derivatives useful as modulators of dopamine d3 receptors (antipsychotic agents) |
| WO2002051232A2 (en) * | 2000-12-27 | 2002-07-04 | Actelion Pharmaceuticals Ltd. | Novel benzazepines and related heterocyclic derivatives |
| HU227543B1 (en) * | 2001-09-28 | 2011-08-29 | Richter Gedeon Nyrt | N-[4-(2-piperazin- and 2-piperidin-1-yl-ethyl)-cyclohexyl]-sulfon- and sulfamides, process for their preparation, their use and pharmaceutical compositions containing them |
| EP1456178A1 (de) * | 2001-12-21 | 2004-09-15 | Smithkline Beecham Plc | 7-sulfonyl-3-benzazepinderivate als modulatoren des dopaminrezeptors und deren verwendung in der behandlung von krankheiten des zentralen nervensystems |
| WO2003068732A2 (en) * | 2002-02-13 | 2003-08-21 | Glaxo Group Limited | Benzenesulfonamide derivatives and their use as dopamine d3 and d2 receptor liga ds |
| WO2003068749A1 (en) | 2002-02-15 | 2003-08-21 | Glaxo Group Limited | Vanilloid receptor modulators |
| GB0224083D0 (en) * | 2002-10-16 | 2002-11-27 | Glaxo Group Ltd | Novel compounds |
| ES2401319T3 (es) | 2002-12-20 | 2013-04-18 | Glaxo Group Limited | Nuevo derivado de benzazepina |
| HUE055434T2 (hu) | 2003-04-11 | 2021-11-29 | Ptc Therapeutics Inc | 1,2,4-Oxadiazol-benzoesav vegyület és alkalmazása nonszensz szupresszióra és betegség kezelésére |
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-
1999
- 1999-10-06 ID IDW20010785A patent/ID28385A/id unknown
- 1999-10-06 JP JP2000575857A patent/JP2002527433A/ja not_active Withdrawn
- 1999-10-06 PE PE1999001015A patent/PE20001088A1/es not_active Application Discontinuation
- 1999-10-06 EP EP99953833A patent/EP1119563B1/de not_active Expired - Lifetime
- 1999-10-06 IL IL14238899A patent/IL142388A0/xx unknown
- 1999-10-06 AP APAP/P/2001/002114A patent/AP2001002114A0/en unknown
- 1999-10-06 AT AT99953833T patent/ATE316969T1/de not_active IP Right Cessation
- 1999-10-06 CO CO99063348A patent/CO5140073A1/es unknown
- 1999-10-06 US US09/806,902 patent/US6605607B1/en not_active Expired - Fee Related
- 1999-10-06 OA OA1200100090A patent/OA11663A/en unknown
- 1999-10-06 WO PCT/EP1999/007763 patent/WO2000021951A1/en not_active Ceased
- 1999-10-06 DE DE69929704T patent/DE69929704T2/de not_active Expired - Fee Related
- 1999-10-06 CZ CZ20011270A patent/CZ20011270A3/cs unknown
- 1999-10-06 NZ NZ511018A patent/NZ511018A/en unknown
- 1999-10-06 CA CA002346689A patent/CA2346689A1/en not_active Abandoned
- 1999-10-06 CN CN99814062A patent/CN1329609A/zh active Pending
- 1999-10-06 MA MA25809A patent/MA26696A1/fr unknown
- 1999-10-06 KR KR1020017004442A patent/KR20010085898A/ko not_active Withdrawn
- 1999-10-06 SK SK478-2001A patent/SK4782001A3/sk unknown
- 1999-10-06 HU HU0104280A patent/HUP0104280A3/hu unknown
- 1999-10-06 HK HK02100150.4A patent/HK1038745A1/zh unknown
- 1999-10-06 EA EA200100428A patent/EA200100428A1/ru unknown
- 1999-10-06 PL PL99347237A patent/PL347237A1/xx not_active Application Discontinuation
- 1999-10-06 AR ARP990105055A patent/AR023681A1/es not_active Application Discontinuation
- 1999-10-06 AU AU10381/00A patent/AU761018B2/en not_active Ceased
- 1999-10-06 BR BR9914370-4A patent/BR9914370A/pt not_active IP Right Cessation
- 1999-10-06 TR TR2001/01025T patent/TR200101025T2/xx unknown
- 1999-10-06 ES ES99953833T patent/ES2255311T3/es not_active Expired - Lifetime
-
2001
- 2001-04-06 NO NO20011745A patent/NO20011745L/no not_active Application Discontinuation
- 2001-04-24 BG BG105467A patent/BG105467A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| AU1038100A (en) | 2000-05-01 |
| EP1119563A1 (de) | 2001-08-01 |
| PE20001088A1 (es) | 2000-12-02 |
| ID28385A (id) | 2001-05-17 |
| NO20011745D0 (no) | 2001-04-06 |
| AP2001002114A0 (en) | 2001-06-30 |
| MA26696A1 (fr) | 2004-12-20 |
| TR200101025T2 (tr) | 2001-09-21 |
| SK4782001A3 (en) | 2001-11-06 |
| CA2346689A1 (en) | 2000-04-20 |
| DE69929704D1 (de) | 2006-04-13 |
| HUP0104280A3 (en) | 2002-07-29 |
| IL142388A0 (en) | 2002-03-10 |
| AU761018B2 (en) | 2003-05-29 |
| ATE316969T1 (de) | 2006-02-15 |
| CN1329609A (zh) | 2002-01-02 |
| PL347237A1 (en) | 2002-03-25 |
| KR20010085898A (ko) | 2001-09-07 |
| JP2002527433A (ja) | 2002-08-27 |
| AR023681A1 (es) | 2002-09-04 |
| HUP0104280A2 (hu) | 2002-03-28 |
| EP1119563B1 (de) | 2006-02-01 |
| CZ20011270A3 (cs) | 2001-09-12 |
| BG105467A (en) | 2001-11-30 |
| BR9914370A (pt) | 2001-11-27 |
| NO20011745L (no) | 2001-06-06 |
| CO5140073A1 (es) | 2002-03-22 |
| HK1038745A1 (zh) | 2002-03-28 |
| US6605607B1 (en) | 2003-08-12 |
| WO2000021951A1 (en) | 2000-04-20 |
| ES2255311T3 (es) | 2006-06-16 |
| NZ511018A (en) | 2003-09-26 |
| DE69929704T2 (de) | 2006-07-20 |
| EA200100428A1 (ru) | 2001-10-22 |
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