JP2005508352A5 - - Google Patents
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- Publication number
- JP2005508352A5 JP2005508352A5 JP2003534405A JP2003534405A JP2005508352A5 JP 2005508352 A5 JP2005508352 A5 JP 2005508352A5 JP 2003534405 A JP2003534405 A JP 2003534405A JP 2003534405 A JP2003534405 A JP 2003534405A JP 2005508352 A5 JP2005508352 A5 JP 2005508352A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- cycloalkyl
- sulfonyl
- benzo
- thiazine
- 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.)
- Withdrawn
Links
- 125000000217 alkyl group Chemical group 0.000 claims 24
- 125000000753 cycloalkyl group Chemical group 0.000 claims 19
- 229910052739 hydrogen Inorganic materials 0.000 claims 18
- 239000001257 hydrogen Substances 0.000 claims 18
- UJVBZCCNLAAMOV-UHFFFAOYSA-N 2h-1,2-benzothiazine Chemical class C1=CC=C2C=CNSC2=C1 UJVBZCCNLAAMOV-UHFFFAOYSA-N 0.000 claims 15
- 150000002431 hydrogen Chemical class 0.000 claims 11
- 125000003342 alkenyl group Chemical group 0.000 claims 10
- 125000000304 alkynyl group Chemical group 0.000 claims 10
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 10
- -1 hydroxy, amino Chemical group 0.000 claims 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 7
- 125000003545 alkoxy group Chemical group 0.000 claims 7
- 125000003118 aryl group Chemical group 0.000 claims 7
- 229910052736 halogen Inorganic materials 0.000 claims 7
- 150000002367 halogens Chemical class 0.000 claims 7
- 125000001072 heteroaryl group Chemical group 0.000 claims 7
- 125000000623 heterocyclic group Chemical group 0.000 claims 7
- 125000002950 monocyclic group Chemical group 0.000 claims 7
- 229920006395 saturated elastomer Polymers 0.000 claims 7
- 125000000392 cycloalkenyl group Chemical group 0.000 claims 5
- 208000035475 disorder Diseases 0.000 claims 5
- 125000002618 bicyclic heterocycle group Chemical group 0.000 claims 4
- 125000002837 carbocyclic group Chemical group 0.000 claims 4
- 125000004432 carbon atom Chemical group C* 0.000 claims 4
- 201000010099 disease Diseases 0.000 claims 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 4
- 229910052757 nitrogen Inorganic materials 0.000 claims 4
- 150000003839 salts Chemical class 0.000 claims 4
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 claims 4
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 4
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 4
- 208000024827 Alzheimer disease Diseases 0.000 claims 3
- 229910052799 carbon Inorganic materials 0.000 claims 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 3
- 125000003003 spiro group Chemical group 0.000 claims 3
- MESFXNGUDNODTJ-UHFFFAOYSA-N 2h-thiazine 1,1-dioxide Chemical compound O=S1(=O)NC=CC=C1 MESFXNGUDNODTJ-UHFFFAOYSA-N 0.000 claims 2
- 102000003678 AMPA Receptors Human genes 0.000 claims 2
- 108090000078 AMPA Receptors Proteins 0.000 claims 2
- 208000026139 Memory disease Diseases 0.000 claims 2
- 206010002026 amyotrophic lateral sclerosis Diseases 0.000 claims 2
- 125000004429 atom Chemical group 0.000 claims 2
- 210000003169 central nervous system Anatomy 0.000 claims 2
- 230000006735 deficit Effects 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 2
- 125000005647 linker group Chemical group 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- 201000006417 multiple sclerosis Diseases 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 125000004193 piperazinyl group Chemical group 0.000 claims 2
- 125000003386 piperidinyl group Chemical group 0.000 claims 2
- 230000002265 prevention Effects 0.000 claims 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 2
- FQUYSHZXSKYCSY-UHFFFAOYSA-N 1,4-diazepane Chemical group C1CNCCNC1 FQUYSHZXSKYCSY-UHFFFAOYSA-N 0.000 claims 1
- FEKTZBLJGQYRGO-UHFFFAOYSA-N 1-[(3-cyclopentyl-1,1-dioxo-3,4-dihydro-2h-1$l^{6},2-benzothiazin-7-yl)sulfonyl]-n,n-dimethylpiperidin-4-amine Chemical compound C1CC(N(C)C)CCN1S(=O)(=O)C1=CC=C(CC(NS2(=O)=O)C3CCCC3)C2=C1 FEKTZBLJGQYRGO-UHFFFAOYSA-N 0.000 claims 1
- NXNVXQVVROGKLQ-UHFFFAOYSA-N 1-[(3-cyclopentyl-6-methyl-1,1-dioxo-3,4-dihydro-2h-1$l^{6},2-benzothiazin-7-yl)sulfonyl]piperidin-4-ol Chemical compound CC1=CC=2CC(C3CCCC3)NS(=O)(=O)C=2C=C1S(=O)(=O)N1CCC(O)CC1 NXNVXQVVROGKLQ-UHFFFAOYSA-N 0.000 claims 1
- OMTIEEKLZYEANQ-UHFFFAOYSA-N 3-cyclohexyl-7-(4-methylpiperazin-1-yl)sulfonyl-3,4-dihydro-2h-1$l^{6},2-benzothiazine 1,1-dioxide Chemical compound C1CN(C)CCN1S(=O)(=O)C1=CC=C(CC(NS2(=O)=O)C3CCCCC3)C2=C1 OMTIEEKLZYEANQ-UHFFFAOYSA-N 0.000 claims 1
- IABGLVGRFSTTHD-UHFFFAOYSA-N 3-cyclohexyl-7-piperidin-1-ylsulfonyl-3,4-dihydro-2h-1$l^{6},2-benzothiazine 1,1-dioxide Chemical compound C=1C=C2CC(C3CCCCC3)NS(=O)(=O)C2=CC=1S(=O)(=O)N1CCCCC1 IABGLVGRFSTTHD-UHFFFAOYSA-N 0.000 claims 1
- KQAGZLQCEURCKJ-UHFFFAOYSA-N 3-cyclopentyl-6-methyl-7-(4-methylpiperazin-1-yl)sulfonyl-3,4-dihydro-2h-1$l^{6},2-benzothiazine 1,1-dioxide Chemical compound C1CN(C)CCN1S(=O)(=O)C(C(=C1)C)=CC2=C1CC(C1CCCC1)NS2(=O)=O KQAGZLQCEURCKJ-UHFFFAOYSA-N 0.000 claims 1
- HPONCVDFKJUAHI-UHFFFAOYSA-N 3-cyclopentyl-6-methyl-7-morpholin-4-ylsulfonyl-3,4-dihydro-2h-1$l^{6},2-benzothiazine 1,1-dioxide Chemical compound CC1=CC=2CC(C3CCCC3)NS(=O)(=O)C=2C=C1S(=O)(=O)N1CCOCC1 HPONCVDFKJUAHI-UHFFFAOYSA-N 0.000 claims 1
- IUNMOUYVVPFXOJ-UHFFFAOYSA-N 3-cyclopentyl-6-methyl-7-piperidin-1-ylsulfonyl-3,4-dihydro-2h-1$l^{6},2-benzothiazine 1,1-dioxide Chemical compound CC1=CC=2CC(C3CCCC3)NS(=O)(=O)C=2C=C1S(=O)(=O)N1CCCCC1 IUNMOUYVVPFXOJ-UHFFFAOYSA-N 0.000 claims 1
- QZBQVXXESPXFPZ-UHFFFAOYSA-N 3-cyclopentyl-7-(4-methylpiperazin-1-yl)sulfonyl-3,4-dihydro-2h-1$l^{6},2-benzothiazine 1,1-dioxide Chemical compound C1CN(C)CCN1S(=O)(=O)C1=CC=C(CC(NS2(=O)=O)C3CCCC3)C2=C1 QZBQVXXESPXFPZ-UHFFFAOYSA-N 0.000 claims 1
- OFFUHSXGWXMEBR-UHFFFAOYSA-N 3-cyclopentyl-7-morpholin-4-ylsulfonyl-3,4-dihydro-2h-1$l^{6},2-benzothiazine 1,1-dioxide Chemical compound C=1C=C2CC(C3CCCC3)NS(=O)(=O)C2=CC=1S(=O)(=O)N1CCOCC1 OFFUHSXGWXMEBR-UHFFFAOYSA-N 0.000 claims 1
- DKONITGDYUPUBA-UHFFFAOYSA-N 3-cyclopentyl-7-piperidin-1-ylsulfonyl-3,4-dihydro-2h-1$l^{6},2-benzothiazine 1,1-dioxide Chemical compound C=1C=C2CC(C3CCCC3)NS(=O)(=O)C2=CC=1S(=O)(=O)N1CCCCC1 DKONITGDYUPUBA-UHFFFAOYSA-N 0.000 claims 1
- 208000007848 Alcoholism Diseases 0.000 claims 1
- 208000006096 Attention Deficit Disorder with Hyperactivity Diseases 0.000 claims 1
- 206010003805 Autism Diseases 0.000 claims 1
- 208000020706 Autistic disease Diseases 0.000 claims 1
- 201000006474 Brain Ischemia Diseases 0.000 claims 1
- 206010008120 Cerebral ischaemia Diseases 0.000 claims 1
- 208000020358 Learning disease Diseases 0.000 claims 1
- 241000124008 Mammalia Species 0.000 claims 1
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical group C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims 1
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical group C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims 1
- 206010039966 Senile dementia Diseases 0.000 claims 1
- 201000001880 Sexual dysfunction Diseases 0.000 claims 1
- 208000006011 Stroke Diseases 0.000 claims 1
- 230000032683 aging Effects 0.000 claims 1
- 201000007930 alcohol dependence Diseases 0.000 claims 1
- 230000000747 cardiac effect Effects 0.000 claims 1
- 206010008118 cerebral infarction Diseases 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 229940079593 drug Drugs 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 206010015037 epilepsy Diseases 0.000 claims 1
- 125000001188 haloalkyl group Chemical group 0.000 claims 1
- 125000005842 heteroatom Chemical group 0.000 claims 1
- 125000002632 imidazolidinyl group Chemical group 0.000 claims 1
- 208000014674 injury Diseases 0.000 claims 1
- 201000003723 learning disability Diseases 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 206010027175 memory impairment Diseases 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 125000002757 morpholinyl group Chemical group 0.000 claims 1
- 208000015122 neurodegenerative disease Diseases 0.000 claims 1
- 239000002581 neurotoxin Substances 0.000 claims 1
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 1
- 208000020016 psychiatric disease Diseases 0.000 claims 1
- 125000003072 pyrazolidinyl group Chemical group 0.000 claims 1
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims 1
- 201000000980 schizophrenia Diseases 0.000 claims 1
- 231100000872 sexual dysfunction Toxicity 0.000 claims 1
- 229910052717 sulfur Inorganic materials 0.000 claims 1
- 125000004434 sulfur atom Chemical group 0.000 claims 1
- 238000001356 surgical procedure Methods 0.000 claims 1
- 125000004568 thiomorpholinyl group Chemical group 0.000 claims 1
- 230000008733 trauma Effects 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DKPA200101498 | 2001-10-10 | ||
| PCT/DK2002/000654 WO2003031422A1 (en) | 2001-10-10 | 2002-10-02 | Novel benzothiazine derivatives, their preparation and use |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2005508352A JP2005508352A (ja) | 2005-03-31 |
| JP2005508352A5 true JP2005508352A5 (https=) | 2006-01-05 |
Family
ID=8160760
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003534405A Withdrawn JP2005508352A (ja) | 2001-10-10 | 2002-10-02 | 新規ベンゾチアジン誘導体、その製造方法及びその使用方法 |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US7199118B2 (https=) |
| EP (1) | EP1436270A1 (https=) |
| JP (1) | JP2005508352A (https=) |
| CN (1) | CN1275951C (https=) |
| CA (1) | CA2458388A1 (https=) |
| MX (1) | MXPA04003297A (https=) |
| NZ (1) | NZ531511A (https=) |
| WO (1) | WO2003031422A1 (https=) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP3547859B2 (ja) * | 1995-07-14 | 2004-07-28 | 愛知機械工業株式会社 | ２方向差動クラッチ |
| FR2856064B1 (fr) * | 2003-06-13 | 2005-08-19 | Servier Lab | Nouveaux derives de benzothiazine, leur procede de preparation et les compositions pharmaceutiques qui les contiennent. |
| FR2879201B1 (fr) * | 2004-12-10 | 2007-02-16 | Servier Lab | Nouveaux derives de benzothiazine et benzothiadiazine, leur procede de preparation et les compositions pharmaceutiques qui les contiennent |
| FR2933698A1 (fr) | 2008-07-09 | 2010-01-15 | Servier Lab | Nouveaux derives de benzothiadiazines cycloalkylees, leur procede de preparation et les compositions pharmaceutiques qui les contiennent. |
| FR2955107B1 (fr) * | 2010-01-08 | 2012-03-02 | Servier Lab | Nouveaux derives thiochromanes, leur procede de preparation et les compositions pharmaceutiques qui les contiennent |
| US9150591B2 (en) | 2010-08-10 | 2015-10-06 | Takeda Pharmaceutical Company Limited | Heterocyclic compound and use thereof |
| CR20220160A (es) | 2019-09-16 | 2022-06-16 | Takeda Pharmaceuticals Co | Derivados de piridazin-3(2h)-ona fusionados con azol |
| CN111393385B (zh) * | 2020-04-15 | 2022-01-18 | 华南理工大学 | 一种苯并噻嗪甲醛衍生物的合成方法 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3113075A (en) * | 1960-10-17 | 1963-12-03 | Merck & Co Inc | Heterocyclic compounds |
| DE1302858B (https=) * | 1962-09-21 | 1972-05-04 | ||
| FR1552763A (https=) * | 1963-11-08 | 1969-01-10 | ||
| FR3136M (fr) * | 1963-11-08 | 1965-02-15 | Merck & Co Inc | Nouveaux médicaments diurétiques. |
| CN1293665A (zh) * | 1998-02-18 | 2001-05-02 | 神经研究公司 | 新化合物及其用作阳性ampa受体调节剂 |
| DE10004572A1 (de) * | 2000-02-02 | 2001-08-09 | Boehringer Ingelheim Pharma | Neue positive allosterische AMPA-Rezeptor Modulatoren (PAARM), Verfahren zu deren Herstellung und deren Verwendung als Arzneimittel |
-
2002
- 2002-10-02 MX MXPA04003297A patent/MXPA04003297A/es unknown
- 2002-10-02 CA CA002458388A patent/CA2458388A1/en not_active Abandoned
- 2002-10-02 EP EP02800544A patent/EP1436270A1/en not_active Withdrawn
- 2002-10-02 WO PCT/DK2002/000654 patent/WO2003031422A1/en not_active Ceased
- 2002-10-02 NZ NZ531511A patent/NZ531511A/en unknown
- 2002-10-02 US US10/489,640 patent/US7199118B2/en not_active Expired - Fee Related
- 2002-10-02 CN CNB028195248A patent/CN1275951C/zh not_active Expired - Fee Related
- 2002-10-02 JP JP2003534405A patent/JP2005508352A/ja not_active Withdrawn
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