SI3107900T1 - DERIVATIVES OF 5-BENZYLISOQUINOLINE FOR CARRYING OUT OF CARDIOVASCULAR DISEASES - Google Patents
DERIVATIVES OF 5-BENZYLISOQUINOLINE FOR CARRYING OUT OF CARDIOVASCULAR DISEASES Download PDFInfo
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- SI3107900T1 SI3107900T1 SI201530161T SI201530161T SI3107900T1 SI 3107900 T1 SI3107900 T1 SI 3107900T1 SI 201530161 T SI201530161 T SI 201530161T SI 201530161 T SI201530161 T SI 201530161T SI 3107900 T1 SI3107900 T1 SI 3107900T1
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- Slovenia
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- pharmaceutically acceptable
- hydrates
- formula
- acceptable acid
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- 208000024172 Cardiovascular disease Diseases 0.000 title claims 2
- 230000002265 prevention Effects 0.000 claims abstract 5
- 230000015572 biosynthetic process Effects 0.000 claims abstract 4
- 238000003786 synthesis reaction Methods 0.000 claims abstract 4
- 230000007170 pathology Effects 0.000 claims abstract 3
- 101100356682 Caenorhabditis elegans rho-1 gene Proteins 0.000 claims abstract 2
- 101150111584 RHOA gene Proteins 0.000 claims abstract 2
- 230000004913 activation Effects 0.000 claims abstract 2
- 230000026731 phosphorylation Effects 0.000 claims abstract 2
- 238000006366 phosphorylation reaction Methods 0.000 claims abstract 2
- 239000011435 rock Substances 0.000 claims abstract 2
- 239000002253 acid Substances 0.000 claims 26
- 150000001875 compounds Chemical class 0.000 claims 26
- 150000004677 hydrates Chemical class 0.000 claims 26
- 150000003839 salts Chemical class 0.000 claims 26
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 24
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 19
- 230000003287 optical effect Effects 0.000 claims 16
- 125000004432 carbon atom Chemical group C* 0.000 claims 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 6
- 239000008194 pharmaceutical composition Substances 0.000 claims 6
- -1 2 -cyclohexyl group Chemical group 0.000 claims 5
- 125000005843 halogen group Chemical group 0.000 claims 5
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims 4
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims 3
- DHXVGJBLRPWPCS-UHFFFAOYSA-N Tetrahydropyran Chemical compound C1CCOCC1 DHXVGJBLRPWPCS-UHFFFAOYSA-N 0.000 claims 3
- 238000000034 method Methods 0.000 claims 3
- 230000008569 process Effects 0.000 claims 3
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims 2
- TWASBYPJZBHZQJ-UHFFFAOYSA-N 1-methylcyclopentan-1-amine Chemical compound CC1(N)CCCC1 TWASBYPJZBHZQJ-UHFFFAOYSA-N 0.000 claims 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 2
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 claims 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims 2
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 claims 2
- 206010064911 Pulmonary arterial hypertension Diseases 0.000 claims 2
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 208000037849 arterial hypertension Diseases 0.000 claims 2
- 229910052799 carbon Inorganic materials 0.000 claims 2
- NISGSNTVMOOSJQ-UHFFFAOYSA-N cyclopentanamine Chemical compound NC1CCCC1 NISGSNTVMOOSJQ-UHFFFAOYSA-N 0.000 claims 2
- 229910052731 fluorine Inorganic materials 0.000 claims 2
- 125000001153 fluoro group Chemical group F* 0.000 claims 2
- 125000000623 heterocyclic group Chemical group 0.000 claims 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 2
- AHVQYHFYQWKUKB-UHFFFAOYSA-N oxan-4-amine Chemical compound NC1CCOCC1 AHVQYHFYQWKUKB-UHFFFAOYSA-N 0.000 claims 2
- IPBPLHNLRKRLPJ-UHFFFAOYSA-N oxan-4-ylmethanamine Chemical compound NCC1CCOCC1 IPBPLHNLRKRLPJ-UHFFFAOYSA-N 0.000 claims 2
- 125000003386 piperidinyl group Chemical group 0.000 claims 2
- 238000006722 reduction reaction Methods 0.000 claims 2
- 230000009885 systemic effect Effects 0.000 claims 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims 2
- AQRLNPVMDITEJU-UHFFFAOYSA-N triethylsilane Chemical compound CC[SiH](CC)CC AQRLNPVMDITEJU-UHFFFAOYSA-N 0.000 claims 2
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 1
- DYIUGUJFYHGQBI-UHFFFAOYSA-N 1-[3,5-difluoro-4-(isoquinolin-5-ylmethyl)phenyl]ethanamine Chemical compound FC=1C=C(C=C(C=1CC1=C2C=CN=CC2=CC=C1)F)C(C)N DYIUGUJFYHGQBI-UHFFFAOYSA-N 0.000 claims 1
- BHRVKIXDBWVUEH-UHFFFAOYSA-N 2-amino-n-cyclopentylacetamide Chemical compound NCC(=O)NC1CCCC1 BHRVKIXDBWVUEH-UHFFFAOYSA-N 0.000 claims 1
- 125000004207 3-methoxyphenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(OC([H])([H])[H])=C1[H] 0.000 claims 1
- CNPURSDMOWDNOQ-UHFFFAOYSA-N 4-methoxy-7h-pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound COC1=NC(N)=NC2=C1C=CN2 CNPURSDMOWDNOQ-UHFFFAOYSA-N 0.000 claims 1
- HGZWLNMXGREFSV-UHFFFAOYSA-N 5-(1-amino-4,6-difluoro-2,3-dihydro-1H-indene-5-carbonyl)-2H-isoquinolin-1-one Chemical compound NC1CCC2=C(C(=C(C=C12)F)C(=O)C1=C2C=CNC(C2=CC=C1)=O)F HGZWLNMXGREFSV-UHFFFAOYSA-N 0.000 claims 1
- QFRGLNMYAGDIGJ-UHFFFAOYSA-N 5-(2,6-difluoro-4-piperidin-2-ylbenzoyl)-2H-isoquinolin-1-one Chemical compound FC1=C(C(=O)C2=C3C=CNC(C3=CC=C2)=O)C(=CC(=C1)C1NCCCC1)F QFRGLNMYAGDIGJ-UHFFFAOYSA-N 0.000 claims 1
- HALMAQKIBIWCIX-CQSZACIVSA-N 5-[(3R)-3-amino-4,6-difluoro-2,3-dihydro-1H-indene-5-carbonyl]-2H-isoquinolin-1-one Chemical compound N[C@@H]1CCC2=CC(=C(C(=C12)F)C(=O)C1=C2C=CNC(C2=CC=C1)=O)F HALMAQKIBIWCIX-CQSZACIVSA-N 0.000 claims 1
- AOKNYSCOZNQCOY-UHFFFAOYSA-N 5-[2,6-difluoro-4-[1-(2-hydroxyethylamino)ethyl]benzoyl]-2H-isoquinolin-1-one Chemical compound FC1=C(C(=O)C2=C3C=CNC(C3=CC=C2)=O)C(=CC(=C1)C(C)NCCO)F AOKNYSCOZNQCOY-UHFFFAOYSA-N 0.000 claims 1
- ULWSQFKOWKECRV-SECBINFHSA-N 5-[3-[(1R)-1-aminoethyl]-2,6-difluorobenzoyl]-2H-isoquinolin-1-one Chemical compound N[C@H](C)C=1C(=C(C(=O)C2=C3C=CNC(C3=CC=C2)=O)C(=CC=1)F)F ULWSQFKOWKECRV-SECBINFHSA-N 0.000 claims 1
- VSHUNRKWZUXTEZ-UHFFFAOYSA-N 5-[4-(1-aminoethyl)-2-fluoro-3-methoxybenzoyl]-2H-isoquinolin-1-one Chemical compound NC(C)C1=C(C(=C(C(=O)C2=C3C=CNC(C3=CC=C2)=O)C=C1)F)OC VSHUNRKWZUXTEZ-UHFFFAOYSA-N 0.000 claims 1
- FYJHCCONKIYPKW-SNVBAGLBSA-N 5-[4-[(1R)-1-aminoethyl]-2,6-difluorobenzoyl]-4-methyl-2H-isoquinolin-1-one Chemical compound N[C@H](C)C1=CC(=C(C(=O)C2=C3C(=CNC(C3=CC=C2)=O)C)C(=C1)F)F FYJHCCONKIYPKW-SNVBAGLBSA-N 0.000 claims 1
- DUXHWHVGNPCVDY-GFCCVEGCSA-N 5-[4-[(1R)-1-aminoethyl]-2-methylbenzoyl]-2H-isoquinolin-1-one Chemical compound N[C@H](C)C1=CC(=C(C(=O)C2=C3C=CNC(C3=CC=C2)=O)C=C1)C DUXHWHVGNPCVDY-GFCCVEGCSA-N 0.000 claims 1
- UTHPGLXUGMSYSS-GFCCVEGCSA-N 5-[5-[(1R)-1-aminoethyl]-3,4-dihydro-2H-chromene-8-carbonyl]-2H-isoquinolin-1-one Chemical compound N[C@H](C)C1=C2CCCOC2=C(C=C1)C(=O)C1=C2C=CNC(C2=CC=C1)=O UTHPGLXUGMSYSS-GFCCVEGCSA-N 0.000 claims 1
- IGGBAFJWZHYCGF-LLVKDONJSA-N 5-[8-[(1R)-1-aminoethyl]-2,3-dihydro-1,4-benzodioxine-5-carbonyl]-2H-isoquinolin-1-one Chemical compound N[C@H](C)C1=CC=C(C2=C1OCCO2)C(=O)C1=C2C=CNC(C2=CC=C1)=O IGGBAFJWZHYCGF-LLVKDONJSA-N 0.000 claims 1
- 206010002329 Aneurysm Diseases 0.000 claims 1
- 206010002383 Angina Pectoris Diseases 0.000 claims 1
- 201000001320 Atherosclerosis Diseases 0.000 claims 1
- 201000006474 Brain Ischemia Diseases 0.000 claims 1
- 208000027775 Bronchopulmonary disease Diseases 0.000 claims 1
- 239000004215 Carbon black (E152) Substances 0.000 claims 1
- 206010008120 Cerebral ischaemia Diseases 0.000 claims 1
- PMPVIKIVABFJJI-UHFFFAOYSA-N Cyclobutane Chemical compound C1CCC1 PMPVIKIVABFJJI-UHFFFAOYSA-N 0.000 claims 1
- LVZWSLJZHVFIQJ-UHFFFAOYSA-N Cyclopropane Chemical compound C1CC1 LVZWSLJZHVFIQJ-UHFFFAOYSA-N 0.000 claims 1
- 208000007342 Diabetic Nephropathies Diseases 0.000 claims 1
- 208000010228 Erectile Dysfunction Diseases 0.000 claims 1
- 208000010412 Glaucoma Diseases 0.000 claims 1
- 206010019280 Heart failures Diseases 0.000 claims 1
- 206010020772 Hypertension Diseases 0.000 claims 1
- 206010022489 Insulin Resistance Diseases 0.000 claims 1
- 206010072877 Intestinal fibrosis Diseases 0.000 claims 1
- 201000009594 Systemic Scleroderma Diseases 0.000 claims 1
- 206010042953 Systemic sclerosis Diseases 0.000 claims 1
- 208000007536 Thrombosis Diseases 0.000 claims 1
- YOQPTORFJXGRNM-APDXDRDNSA-N [4-[(1S)-1-aminoethyl]-2,6-difluorophenyl]-isoquinolin-5-ylmethanol Chemical compound N[C@@H](C)C1=CC(=C(C(=C1)F)C(O)C1=C2C=CN=CC2=CC=C1)F YOQPTORFJXGRNM-APDXDRDNSA-N 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 claims 1
- 125000004202 aminomethyl group Chemical group [H]N([H])C([H])([H])* 0.000 claims 1
- 238000002399 angioplasty Methods 0.000 claims 1
- 210000000709 aorta Anatomy 0.000 claims 1
- 210000001367 artery Anatomy 0.000 claims 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 1
- 230000009787 cardiac fibrosis Effects 0.000 claims 1
- 239000003054 catalyst Substances 0.000 claims 1
- 206010008118 cerebral infarction Diseases 0.000 claims 1
- 238000005859 coupling reaction Methods 0.000 claims 1
- 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 1
- 206010012601 diabetes mellitus Diseases 0.000 claims 1
- 208000033679 diabetic kidney disease Diseases 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 206010061989 glomerulosclerosis Diseases 0.000 claims 1
- DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 claims 1
- 229930195733 hydrocarbon Natural products 0.000 claims 1
- 150000002430 hydrocarbons Chemical class 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 201000001421 hyperglycemia Diseases 0.000 claims 1
- 201000001881 impotence Diseases 0.000 claims 1
- 208000001286 intracranial vasospasm Diseases 0.000 claims 1
- VDBNYAPERZTOOF-UHFFFAOYSA-N isoquinolin-1(2H)-one Chemical compound C1=CC=C2C(=O)NC=CC2=C1 VDBNYAPERZTOOF-UHFFFAOYSA-N 0.000 claims 1
- 208000019423 liver disease Diseases 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 claims 1
- 208000010125 myocardial infarction Diseases 0.000 claims 1
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 1
- 231100000252 nontoxic Toxicity 0.000 claims 1
- 230000003000 nontoxic effect Effects 0.000 claims 1
- 239000003960 organic solvent Substances 0.000 claims 1
- 229910052763 palladium Inorganic materials 0.000 claims 1
- 230000002093 peripheral effect Effects 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 229910000073 phosphorus hydride Inorganic materials 0.000 claims 1
- 230000001144 postural effect Effects 0.000 claims 1
- 208000005069 pulmonary fibrosis Diseases 0.000 claims 1
- 201000002793 renal fibrosis Diseases 0.000 claims 1
- 208000037803 restenosis Diseases 0.000 claims 1
- 229910052703 rhodium Inorganic materials 0.000 claims 1
- 239000010948 rhodium Substances 0.000 claims 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 claims 1
- 230000019491 signal transduction Effects 0.000 claims 1
- 208000001072 type 2 diabetes mellitus Diseases 0.000 claims 1
- 102000003505 Myosin Human genes 0.000 abstract 1
- 108060008487 Myosin Proteins 0.000 abstract 1
- 125000002183 isoquinolinyl group Chemical class C1(=NC=CC2=CC=CC=C12)* 0.000 abstract 1
- 230000037361 pathway Effects 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/02—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with only hydrogen atoms or radicals containing only carbon and hydrogen atoms, directly attached to carbon atoms of the nitrogen-containing ring; Alkylene-bis-isoquinolines
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- A61K31/47—Quinolines; Isoquinolines
- A61K31/472—Non-condensed isoquinolines, e.g. papaverine
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- A61K31/47—Quinolines; Isoquinolines
- A61K31/472—Non-condensed isoquinolines, e.g. papaverine
- A61K31/4725—Non-condensed isoquinolines, e.g. papaverine containing further heterocyclic rings
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/22—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the nitrogen-containing ring
- C07D217/24—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- 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
- C07D401/10—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 carbon chain containing aromatic rings
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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
- C07D403/10—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 carbon chain containing aromatic rings
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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
- C07D405/06—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 carbon chain containing only aliphatic carbon atoms
-
- 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
- C07D405/10—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 carbon chain containing aromatic rings
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Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR1451389A FR3017868A1 (fr) | 2014-02-21 | 2014-02-21 | Derives d'isoquinoleine, leur procede de preparation et les compositions pharmaceutiques qui les contiennent |
| EP15709289.1A EP3107900B1 (fr) | 2014-02-21 | 2015-02-20 | Dérivés de 5-benzylisoquinoléine pour le traitement de maladies cardiovasculaires |
| PCT/FR2015/050415 WO2015124877A1 (fr) | 2014-02-21 | 2015-02-20 | Dérivés de 5-benzylisoquinoléine pour le traitement de maladies cardiovasculaires |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SI3107900T1 true SI3107900T1 (en) | 2018-02-28 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SI201530161T SI3107900T1 (en) | 2014-02-21 | 2015-02-20 | DERIVATIVES OF 5-BENZYLISOQUINOLINE FOR CARRYING OUT OF CARDIOVASCULAR DISEASES |
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Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
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| US10640496B2 (en) * | 2016-06-17 | 2020-05-05 | Daewoong Pharmaceutical Co., Ltd. | Method for producing diphenylmethane derivative |
| US12338238B2 (en) | 2018-06-07 | 2025-06-24 | Disarm Therapeutics, Inc. | Inhibitors of SARM1 |
| JP2021529830A (ja) * | 2018-07-02 | 2021-11-04 | エコール・ポリテクニーク・フェデラル・ドゥ・ローザンヌ（ウペエフエル）Ｅｃｏｌｅ Ｐｏｌｙｔｅｃｈｎｉｑｕｅ Ｆｅｄｅｒａｌｅ ｄｅ Ｌａｕｓａｎｎｅ （ＥＰＦＬ） | ラクテート増強化合物及びその使用 |
| US11248004B2 (en) | 2018-11-06 | 2022-02-15 | Cervello Therapeutics, Llc. | Substituted isoquinolines as rock kinase inhibitors |
| ES2991902T3 (es) | 2018-11-06 | 2024-12-05 | Cervello Therapeutics LLC | Inhibidores de la cinasa rock |
| BR112021017354A2 (pt) | 2019-03-01 | 2021-11-16 | Beijing Tide Pharmaceutical Co Ltd | Método para o tratamento de doença hepática adiposa e/ou esteatoepatite |
| JP7699820B2 (ja) | 2019-03-22 | 2025-06-30 | サニオナ エー／エス | 新規カリウムチャネル阻害剤 |
| EP4051680B1 (en) | 2019-10-30 | 2025-09-03 | Biogen MA Inc. | Condensed bi-heterocycles as inhibiting agents for bruton's tyrosine kinase |
| CN115974647B (zh) * | 2022-12-05 | 2024-09-03 | 江苏宏邦化工科技有限公司 | 以四氢-4-甲基-2-苯基-2h-吡喃-4-醇为原料制备苯乐戊醇的方法 |
Family Cites Families (22)
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|---|---|---|---|---|
| EP0187371B1 (en) | 1984-12-27 | 1991-06-19 | Asahi Kasei Kogyo Kabushiki Kaisha | Substituted isoquinolinesulfonyl compounds |
| JPH07277979A (ja) * | 1994-04-12 | 1995-10-24 | Asahi Chem Ind Co Ltd | 過粘性症候群治療または予防剤 |
| ATE506967T1 (de) | 1999-04-27 | 2011-05-15 | Mitsubishi Tanabe Pharma Corp | Arzneimittel zur präventiven oder therapeutische behandlung von lebererkrankungen |
| BR0113170A (pt) * | 2000-08-11 | 2004-01-06 | Purdue Research Foundation | Processo para a preparação de dinapsolina |
| AU2002326823B2 (en) * | 2001-09-06 | 2005-12-15 | Merck Sharp & Dohme Corp. | 17beta-hydroxysteroid dehydrogenase type 3 inhibitors for the treatment of androgen dependent diseases |
| EP1470121B1 (en) * | 2002-01-23 | 2012-07-11 | Bayer HealthCare LLC | Pyrimidine derivatives as rho-kinase inhibitors |
| JP2007008816A (ja) | 2003-10-15 | 2007-01-18 | Ube Ind Ltd | 新規イソキノリン誘導体 |
| RS51139B (sr) * | 2005-06-28 | 2010-10-31 | Sanofi-Aventis | Derivati izohinolina kao inhibitori rho-kinaze |
| MX2008001053A (es) | 2005-07-26 | 2008-03-19 | Sanofi Aventis | Derivados de isoquinolona sustituidos con piperidinilo en calidad de inhibidores de rho-quinasa. |
| PT1912949E (pt) | 2005-07-26 | 2011-11-23 | Sanofi Sa | Derivados de ciclo-hexilamina isoquinolona como inibidores da rho-cinase |
| US7867999B1 (en) * | 2005-12-22 | 2011-01-11 | Alcon Research, Ltd. | Hydroxyamino- and amino-substituted pyridine analogs for treating rho kinase-mediated diseases and conditions |
| US7893088B2 (en) * | 2006-08-18 | 2011-02-22 | N.V. Organon | 6-substituted isoquinoline derivatives |
| DK2102164T3 (da) | 2006-12-27 | 2011-03-21 | Sanofi Aventis | Cycloalkylaminsubstituerede isochinolin- og isochinolinonderivater |
| MX2009005862A (es) * | 2006-12-27 | 2009-06-17 | Sanofi Aventis | Nuevos derivados de isoquinolina e isoquinolinona sustituidos. |
| KR20090094338A (ko) | 2006-12-27 | 2009-09-04 | 사노피-아벤티스 | 치환된 이소퀴놀린 및 이소퀴놀리논 유도체 |
| JP5421783B2 (ja) | 2006-12-27 | 2014-02-19 | サノフイ | Ｒｈｏキナーゼ阻害剤としての置換イソキノロン及びイソキノリノン誘導体 |
| MX2009005964A (es) | 2006-12-27 | 2009-06-15 | Sanofi Aventis | Derivados de isoquinolina sustituidos con cicloalquilamina. |
| ES2364511T3 (es) | 2006-12-27 | 2011-09-05 | Sanofi | Derivados de isoquinolona e isoquinolinona sustituidos con cicloalquilamina. |
| TW200845988A (en) * | 2007-04-05 | 2008-12-01 | Astrazeneca Ab | New compounds and their uses 707 |
| BRPI0914330A2 (pt) | 2008-06-24 | 2019-09-24 | Sanofi Aventis | derivados de isoquinolina e isoquinolinona substituídos bl-e policíclicos |
| PL2313374T3 (pl) | 2008-06-24 | 2014-03-31 | Sanofi Sa | 6-podstawione izochinoliny i izochinolinony |
| US8541449B2 (en) | 2008-06-24 | 2013-09-24 | Sanofi | Substituted isoquinolines and isoquinolinones as Rho kinase inhibitors |
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2014
- 2014-02-21 FR FR1451389A patent/FR3017868A1/fr not_active Withdrawn
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- 2015-02-20 CN CN201580008635.9A patent/CN105980361B/zh active Active
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- 2015-02-20 DK DK15709289.1T patent/DK3107900T3/en active
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