JP2008534511A5 - - Google Patents
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- JP2008534511A5 JP2008534511A5 JP2008503223A JP2008503223A JP2008534511A5 JP 2008534511 A5 JP2008534511 A5 JP 2008534511A5 JP 2008503223 A JP2008503223 A JP 2008503223A JP 2008503223 A JP2008503223 A JP 2008503223A JP 2008534511 A5 JP2008534511 A5 JP 2008534511A5
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- JP
- Japan
- Prior art keywords
- oxo
- adamantyl
- substituted
- acetamide
- unsubstituted
- 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.)
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- -1 amino, cyano, sulfo, sulfanyl Chemical group 0.000 claims 149
- 150000001875 compounds Chemical class 0.000 claims 49
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 27
- 125000000217 alkyl group Chemical group 0.000 claims 22
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 18
- 239000008194 pharmaceutical composition Substances 0.000 claims 18
- 208000002193 Pain Diseases 0.000 claims 17
- 125000000753 cycloalkyl group Chemical group 0.000 claims 17
- 208000004296 neuralgia Diseases 0.000 claims 16
- 201000010099 disease Diseases 0.000 claims 15
- DLFVBJFMPXGRIB-UHFFFAOYSA-N thioacetamide Natural products CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims 15
- 125000003118 aryl group Chemical group 0.000 claims 13
- 125000002252 acyl group Chemical group 0.000 claims 12
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 12
- 208000035475 disorder Diseases 0.000 claims 12
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 12
- 125000001475 halogen functional group Chemical group 0.000 claims 11
- 208000024891 symptom Diseases 0.000 claims 11
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims 10
- 125000002102 aryl alkyloxo group Chemical group 0.000 claims 10
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 10
- 229910052739 hydrogen Inorganic materials 0.000 claims 10
- 125000001072 heteroaryl group Chemical group 0.000 claims 9
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 9
- 239000001257 hydrogen Substances 0.000 claims 9
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 9
- 230000001404 mediated effect Effects 0.000 claims 9
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 9
- 125000001424 substituent group Chemical group 0.000 claims 9
- 125000000547 substituted alkyl group Chemical group 0.000 claims 9
- 125000003545 alkoxy group Chemical group 0.000 claims 8
- 208000023275 Autoimmune disease Diseases 0.000 claims 7
- 206010061218 Inflammation Diseases 0.000 claims 7
- 230000004054 inflammatory process Effects 0.000 claims 7
- 125000003107 substituted aryl group Chemical group 0.000 claims 7
- 208000020925 Bipolar disease Diseases 0.000 claims 6
- 208000036110 Neuroinflammatory disease Diseases 0.000 claims 6
- 208000003251 Pruritus Diseases 0.000 claims 6
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims 6
- 125000004391 aryl sulfonyl group Chemical group 0.000 claims 6
- 125000004093 cyano group Chemical group *C#N 0.000 claims 6
- 208000037765 diseases and disorders Diseases 0.000 claims 6
- 230000004064 dysfunction Effects 0.000 claims 6
- 230000003959 neuroinflammation Effects 0.000 claims 6
- 150000003457 sulfones Chemical class 0.000 claims 6
- 150000003462 sulfoxides Chemical class 0.000 claims 6
- 125000006833 (C1-C5) alkylene group Chemical group 0.000 claims 5
- 206010029240 Neuritis Diseases 0.000 claims 5
- 125000004442 acylamino group Chemical group 0.000 claims 5
- 125000003282 alkyl amino group Chemical group 0.000 claims 5
- 125000004947 alkyl aryl amino group Chemical group 0.000 claims 5
- 125000004414 alkyl thio group Chemical group 0.000 claims 5
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims 5
- 125000003710 aryl alkyl group Chemical group 0.000 claims 5
- 150000001540 azides Chemical class 0.000 claims 5
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 5
- 125000004663 dialkyl amino group Chemical group 0.000 claims 5
- 229910052736 halogen Inorganic materials 0.000 claims 5
- 150000002367 halogens Chemical class 0.000 claims 5
- 125000005553 heteroaryloxy group Chemical group 0.000 claims 5
- 208000021722 neuropathic pain Diseases 0.000 claims 5
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 5
- 201000008482 osteoarthritis Diseases 0.000 claims 5
- 206010039073 rheumatoid arthritis Diseases 0.000 claims 5
- 125000000446 sulfanediyl group Chemical group *S* 0.000 claims 5
- 125000003396 thiol group Chemical group [H]S* 0.000 claims 5
- 208000006561 Cluster Headache Diseases 0.000 claims 4
- 206010019233 Headaches Diseases 0.000 claims 4
- 206010028980 Neoplasm Diseases 0.000 claims 4
- 208000018737 Parkinson disease Diseases 0.000 claims 4
- 206010043269 Tension headache Diseases 0.000 claims 4
- 208000008548 Tension-Type Headache Diseases 0.000 claims 4
- 208000030886 Traumatic Brain injury Diseases 0.000 claims 4
- 125000000278 alkyl amino alkyl group Chemical group 0.000 claims 4
- 125000004103 aminoalkyl group Chemical group 0.000 claims 4
- 201000011510 cancer Diseases 0.000 claims 4
- 208000018912 cluster headache syndrome Diseases 0.000 claims 4
- 125000004985 dialkyl amino alkyl group Chemical group 0.000 claims 4
- 231100000869 headache Toxicity 0.000 claims 4
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 4
- 238000001727 in vivo Methods 0.000 claims 4
- 125000001476 phosphono group Chemical group [H]OP(*)(=O)O[H] 0.000 claims 4
- 102000005962 receptors Human genes 0.000 claims 4
- 108020003175 receptors Proteins 0.000 claims 4
- 208000004371 toothache Diseases 0.000 claims 4
- 230000009529 traumatic brain injury Effects 0.000 claims 4
- 208000019901 Anxiety disease Diseases 0.000 claims 3
- 201000001320 Atherosclerosis Diseases 0.000 claims 3
- 206010004446 Benign prostatic hyperplasia Diseases 0.000 claims 3
- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 claims 3
- 208000000094 Chronic Pain Diseases 0.000 claims 3
- 208000030814 Eating disease Diseases 0.000 claims 3
- 208000034347 Faecal incontinence Diseases 0.000 claims 3
- 208000019454 Feeding and Eating disease Diseases 0.000 claims 3
- 206010020751 Hypersensitivity Diseases 0.000 claims 3
- 208000022559 Inflammatory bowel disease Diseases 0.000 claims 3
- 206010065390 Inflammatory pain Diseases 0.000 claims 3
- 241000124008 Mammalia Species 0.000 claims 3
- 208000019695 Migraine disease Diseases 0.000 claims 3
- 208000008589 Obesity Diseases 0.000 claims 3
- 208000004403 Prostatic Hyperplasia Diseases 0.000 claims 3
- 201000004681 Psoriasis Diseases 0.000 claims 3
- 208000018569 Respiratory Tract disease Diseases 0.000 claims 3
- 206010039085 Rhinitis allergic Diseases 0.000 claims 3
- 206010046543 Urinary incontinence Diseases 0.000 claims 3
- 206010046851 Uveitis Diseases 0.000 claims 3
- 208000005298 acute pain Diseases 0.000 claims 3
- 125000003342 alkenyl group Chemical group 0.000 claims 3
- 125000000304 alkynyl group Chemical group 0.000 claims 3
- 201000009961 allergic asthma Diseases 0.000 claims 3
- 208000026935 allergic disease Diseases 0.000 claims 3
- 201000010105 allergic rhinitis Diseases 0.000 claims 3
- 150000001408 amides Chemical group 0.000 claims 3
- 230000036506 anxiety Effects 0.000 claims 3
- 208000006673 asthma Diseases 0.000 claims 3
- 125000004429 atom Chemical group 0.000 claims 3
- 208000028683 bipolar I disease Diseases 0.000 claims 3
- 230000036772 blood pressure Effects 0.000 claims 3
- 229910052794 bromium Inorganic materials 0.000 claims 3
- 210000001072 colon Anatomy 0.000 claims 3
- 235000014632 disordered eating Nutrition 0.000 claims 3
- 239000003814 drug Substances 0.000 claims 3
- 206010013990 dysuria Diseases 0.000 claims 3
- 230000000694 effects Effects 0.000 claims 3
- 206010014599 encephalitis Diseases 0.000 claims 3
- 206010015037 epilepsy Diseases 0.000 claims 3
- 150000002148 esters Chemical class 0.000 claims 3
- 125000004404 heteroalkyl group Chemical group 0.000 claims 3
- 125000005842 heteroatom Chemical group 0.000 claims 3
- 230000009610 hypersensitivity Effects 0.000 claims 3
- 230000002757 inflammatory effect Effects 0.000 claims 3
- 208000017169 kidney disease Diseases 0.000 claims 3
- 150000002632 lipids Chemical class 0.000 claims 3
- 206010027599 migraine Diseases 0.000 claims 3
- 201000006417 multiple sclerosis Diseases 0.000 claims 3
- 208000010125 myocardial infarction Diseases 0.000 claims 3
- 235000020824 obesity Nutrition 0.000 claims 3
- 239000000651 prodrug Substances 0.000 claims 3
- 229940002612 prodrug Drugs 0.000 claims 3
- 210000002307 prostate Anatomy 0.000 claims 3
- 208000036273 reactive airway disease Diseases 0.000 claims 3
- 150000003839 salts Chemical class 0.000 claims 3
- 201000000980 schizophrenia Diseases 0.000 claims 3
- 239000012453 solvate Substances 0.000 claims 3
- 125000005017 substituted alkenyl group Chemical group 0.000 claims 3
- 125000004426 substituted alkynyl group Chemical group 0.000 claims 3
- 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 claims 3
- 229940124530 sulfonamide Drugs 0.000 claims 3
- 150000003456 sulfonamides Chemical class 0.000 claims 3
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 3
- FDACXKJLBWEYTD-UHFFFAOYSA-N 2-(1-adamantyl)-n-(2-benzyl-1-oxo-3,4-dihydroisoquinolin-5-yl)acetamide Chemical compound C1C(C2)CC(C3)CC2CC13CC(=O)NC(C=1CC2)=CC=CC=1C(=O)N2CC1=CC=CC=C1 FDACXKJLBWEYTD-UHFFFAOYSA-N 0.000 claims 2
- 208000028698 Cognitive impairment Diseases 0.000 claims 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 claims 2
- 230000002159 abnormal effect Effects 0.000 claims 2
- ORILYTVJVMAKLC-UHFFFAOYSA-N adamantane Chemical class C1C(C2)CC3CC1CC2C3 ORILYTVJVMAKLC-UHFFFAOYSA-N 0.000 claims 2
- 125000002947 alkylene group Chemical group 0.000 claims 2
- 206010003246 arthritis Diseases 0.000 claims 2
- 125000005161 aryl oxy carbonyl group Chemical group 0.000 claims 2
- 125000004104 aryloxy group Chemical group 0.000 claims 2
- 231100001018 bone marrow damage Toxicity 0.000 claims 2
- YKPUWZUDDOIDPM-SOFGYWHQSA-N capsaicin Chemical compound COC1=CC(CNC(=O)CCCC\C=C\C(C)C)=CC=C1O YKPUWZUDDOIDPM-SOFGYWHQSA-N 0.000 claims 2
- 208000010877 cognitive disease Diseases 0.000 claims 2
- 229910052731 fluorine Inorganic materials 0.000 claims 2
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims 2
- 230000007803 itching Effects 0.000 claims 2
- 201000001119 neuropathy Diseases 0.000 claims 2
- 208000033808 peripheral neuropathy Diseases 0.000 claims 2
- 230000002265 prevention Effects 0.000 claims 2
- 125000004076 pyridyl group Chemical group 0.000 claims 2
- 230000000241 respiratory effect Effects 0.000 claims 2
- 208000019116 sleep disease Diseases 0.000 claims 2
- 238000006467 substitution reaction Methods 0.000 claims 2
- 208000011580 syndromic disease Diseases 0.000 claims 2
- VKOLDMVTJMKQHF-QMLMGQGISA-N (2r)-2-[5-[[2-(1-adamantyl)acetyl]amino]-1-oxoisoquinolin-2-yl]-3-cyclohexylpropanamide Chemical compound C([C@H](C(=O)N)N1C(C2=CC=CC(NC(=O)CC34CC5CC(CC(C5)C3)C4)=C2C=C1)=O)C1CCCCC1 VKOLDMVTJMKQHF-QMLMGQGISA-N 0.000 claims 1
- IVFYSIOCQACGEG-MASDEKCNSA-N (2s)-2-[5-[[2-(1-adamantyl)acetyl]amino]-1-oxoisoquinolin-2-yl]-3-phenylpropanamide Chemical compound C([C@@H](C(=O)N)N1C(C2=CC=CC(NC(=O)CC34CC5CC(CC(C5)C3)C4)=C2C=C1)=O)C1=CC=CC=C1 IVFYSIOCQACGEG-MASDEKCNSA-N 0.000 claims 1
- 125000004215 2,4-difluorophenyl group Chemical group [H]C1=C([H])C(*)=C(F)C([H])=C1F 0.000 claims 1
- JDJHGCNJEMTEQU-UHFFFAOYSA-N 2-(1-adamantyl)-n-(1-oxo-2h-isoquinolin-5-yl)acetamide Chemical compound C1=CNC(=O)C2=C1C(NC(CC13CC4CC(CC(C4)C1)C3)=O)=CC=C2 JDJHGCNJEMTEQU-UHFFFAOYSA-N 0.000 claims 1
- SMMBTBVCARTCJM-UHFFFAOYSA-N 2-(1-adamantyl)-n-(1-oxo-3,4-dihydro-2h-isoquinolin-5-yl)acetamide Chemical compound O=C1NCCC2=C1C=CC=C2NC(=O)CC1(C2)CC(C3)CC2CC3C1 SMMBTBVCARTCJM-UHFFFAOYSA-N 0.000 claims 1
- HWTGNACCBZZTFW-UHFFFAOYSA-N 2-(1-adamantyl)-n-[1-oxo-2-(1-phenylethyl)-3,4-dihydroisoquinolin-5-yl]acetamide Chemical compound C1CC2=C(NC(=O)CC34CC5CC(CC(C5)C3)C4)C=CC=C2C(=O)N1C(C)C1=CC=CC=C1 HWTGNACCBZZTFW-UHFFFAOYSA-N 0.000 claims 1
- RDASFHRSRKMMRM-UHFFFAOYSA-N 2-(1-adamantyl)-n-[1-oxo-2-(2-pyrrolidin-1-ylethyl)-3,4-dihydroisoquinolin-5-yl]acetamide Chemical compound C1C(C2)CC(C3)CC2CC13CC(=O)NC(C=1CC2)=CC=CC=1C(=O)N2CCN1CCCC1 RDASFHRSRKMMRM-UHFFFAOYSA-N 0.000 claims 1
- UWLAGCPMENJQEN-UHFFFAOYSA-N 2-(1-adamantyl)-n-[1-oxo-2-(3-pyrrolidin-1-ylpropyl)-3,4-dihydroisoquinolin-5-yl]acetamide Chemical compound C1C(C2)CC(C3)CC2CC13CC(=O)NC(C=1CC2)=CC=CC=1C(=O)N2CCCN1CCCC1 UWLAGCPMENJQEN-UHFFFAOYSA-N 0.000 claims 1
- GZMVNDBSXHENBR-UHFFFAOYSA-N 2-(1-adamantyl)-n-[1-oxo-2-(oxolan-2-ylmethyl)isoquinolin-5-yl]acetamide Chemical compound C1C(C2)CC(C3)CC2CC13CC(=O)NC1=CC=CC(C2=O)=C1C=CN2CC1CCCO1 GZMVNDBSXHENBR-UHFFFAOYSA-N 0.000 claims 1
- HEKVNGWUNGSYOI-UHFFFAOYSA-N 2-(1-adamantyl)-n-[1-oxo-2-(pyridin-3-ylmethyl)-3,4-dihydroisoquinolin-5-yl]acetamide Chemical compound C1C(C2)CC(C3)CC2CC13CC(=O)NC(C=1CC2)=CC=CC=1C(=O)N2CC1=CC=CN=C1 HEKVNGWUNGSYOI-UHFFFAOYSA-N 0.000 claims 1
- CJCPLCIZTFKWMK-UHFFFAOYSA-N 2-(1-adamantyl)-n-[1-oxo-2-[(1,3,5-trimethylpyrazol-4-yl)methyl]-3,4-dihydroisoquinolin-5-yl]acetamide Chemical compound CC1=NN(C)C(C)=C1CN1C(=O)C2=CC=CC(NC(=O)CC34CC5CC(CC(C5)C3)C4)=C2CC1 CJCPLCIZTFKWMK-UHFFFAOYSA-N 0.000 claims 1
- UQXJFQPNHZCOKX-UHFFFAOYSA-N 2-(1-adamantyl)-n-[1-oxo-2-[[4-(trifluoromethyl)phenyl]methyl]-3,4-dihydroisoquinolin-5-yl]acetamide Chemical compound C1=CC(C(F)(F)F)=CC=C1CN1C(=O)C2=CC=CC(NC(=O)CC34CC5CC(CC(C5)C3)C4)=C2CC1 UQXJFQPNHZCOKX-UHFFFAOYSA-N 0.000 claims 1
- DIFVKRFWKCKJRJ-UHFFFAOYSA-N 2-(1-adamantyl)-n-[2-(1,4-dioxan-2-ylmethyl)-1-oxo-3,4-dihydroisoquinolin-5-yl]acetamide Chemical compound C1C(C2)CC(C3)CC2CC13CC(=O)NC(C=1CC2)=CC=CC=1C(=O)N2CC1COCCO1 DIFVKRFWKCKJRJ-UHFFFAOYSA-N 0.000 claims 1
- YZITUWOPIOPHEE-UHFFFAOYSA-N 2-(1-adamantyl)-n-[2-(3-imidazol-1-ylpropyl)-1-oxo-3,4-dihydroisoquinolin-5-yl]acetamide Chemical compound C1C(C2)CC(C3)CC2CC13CC(=O)NC(C=1CC2)=CC=CC=1C(=O)N2CCCN1C=CN=C1 YZITUWOPIOPHEE-UHFFFAOYSA-N 0.000 claims 1
- GVHHTXATNZGZQC-UHFFFAOYSA-N 2-(1-adamantyl)-n-[2-[(1,5-dimethylpyrazol-3-yl)methyl]-1-oxo-3,4-dihydroisoquinolin-5-yl]acetamide Chemical compound CN1C(C)=CC(CN2C(C3=CC=CC(NC(=O)CC45CC6CC(CC(C6)C4)C5)=C3CC2)=O)=N1 GVHHTXATNZGZQC-UHFFFAOYSA-N 0.000 claims 1
- ANLVQUBWLMEIGJ-UHFFFAOYSA-N 2-(1-adamantyl)-n-[2-[(1-ethylpyrrolidin-2-yl)methyl]-1-oxo-3,4-dihydroisoquinolin-5-yl]acetamide Chemical compound CCN1CCCC1CN1C(=O)C2=CC=CC(NC(=O)CC34CC5CC(CC(C5)C3)C4)=C2CC1 ANLVQUBWLMEIGJ-UHFFFAOYSA-N 0.000 claims 1
- KJHYSFSVDGSHQY-UHFFFAOYSA-N 2-(1-adamantyl)-n-[2-[(2,4-difluorophenyl)methyl]-1-oxo-3,4-dihydroisoquinolin-5-yl]acetamide Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C2=CC=CC(NC(=O)CC34CC5CC(CC(C5)C3)C4)=C2CC1 KJHYSFSVDGSHQY-UHFFFAOYSA-N 0.000 claims 1
- DEOYVUDRXXXKRT-UHFFFAOYSA-N 2-(1-adamantyl)-n-[2-[(2,6-difluorophenyl)methyl]-1-oxo-3,4-dihydroisoquinolin-5-yl]acetamide Chemical compound FC1=CC=CC(F)=C1CN1C(=O)C2=CC=CC(NC(=O)CC34CC5CC(CC(C5)C3)C4)=C2CC1 DEOYVUDRXXXKRT-UHFFFAOYSA-N 0.000 claims 1
- OLNMMSYTDIBJEZ-UHFFFAOYSA-N 2-(1-adamantyl)-n-[2-[(2-chlorophenyl)methyl]-1-oxo-3,4-dihydroisoquinolin-5-yl]acetamide Chemical compound ClC1=CC=CC=C1CN1C(=O)C2=CC=CC(NC(=O)CC34CC5CC(CC(C5)C3)C4)=C2CC1 OLNMMSYTDIBJEZ-UHFFFAOYSA-N 0.000 claims 1
- RWJPJZWHADHNNG-UHFFFAOYSA-N 2-(1-adamantyl)-n-[2-[(2-fluorophenyl)methyl]-1-oxo-3,4-dihydroisoquinolin-5-yl]acetamide Chemical compound FC1=CC=CC=C1CN1C(=O)C2=CC=CC(NC(=O)CC34CC5CC(CC(C5)C3)C4)=C2CC1 RWJPJZWHADHNNG-UHFFFAOYSA-N 0.000 claims 1
- MWARKUJVVAFVMZ-UHFFFAOYSA-N 2-(1-adamantyl)-n-[2-[(3,4-difluorophenyl)methyl]-1-oxo-3,4-dihydroisoquinolin-5-yl]acetamide Chemical compound C1=C(F)C(F)=CC=C1CN1C(=O)C2=CC=CC(NC(=O)CC34CC5CC(CC(C5)C3)C4)=C2CC1 MWARKUJVVAFVMZ-UHFFFAOYSA-N 0.000 claims 1
- RECIRCZIEZOOJR-UHFFFAOYSA-N 2-(1-adamantyl)-n-[2-[(4-fluorophenyl)methyl]-1-oxo-3,4-dihydroisoquinolin-5-yl]acetamide Chemical compound C1=CC(F)=CC=C1CN1C(=O)C2=CC=CC(NC(=O)CC34CC5CC(CC(C5)C3)C4)=C2CC1 RECIRCZIEZOOJR-UHFFFAOYSA-N 0.000 claims 1
- HFFKTDVDMVZFKY-UHFFFAOYSA-N 2-(1-adamantyl)-n-[2-[(5-methylpiperazin-2-yl)methyl]-1-oxo-3,4-dihydroisoquinolin-5-yl]acetamide Chemical compound C1NC(C)CNC1CN1C(=O)C2=CC=CC(NC(=O)CC34CC5CC(CC(C5)C3)C4)=C2CC1 HFFKTDVDMVZFKY-UHFFFAOYSA-N 0.000 claims 1
- WJEJIAUGLDQDEF-UHFFFAOYSA-N 2-(1-adamantyl)-n-[2-[(5-methylpyrazin-2-yl)methyl]-1-oxo-3,4-dihydroisoquinolin-5-yl]acetamide Chemical compound C1=NC(C)=CN=C1CN1C(=O)C2=CC=CC(NC(=O)CC34CC5CC(CC(C5)C3)C4)=C2CC1 WJEJIAUGLDQDEF-UHFFFAOYSA-N 0.000 claims 1
- PBRAJFNQSKHYSE-UHFFFAOYSA-N 2-(1-adamantyl)-n-[2-[2-(1-methylpyrrolidin-2-yl)ethyl]-1-oxo-3,4-dihydroisoquinolin-5-yl]acetamide Chemical compound CN1CCCC1CCN1C(=O)C2=CC=CC(NC(=O)CC34CC5CC(CC(C5)C3)C4)=C2CC1 PBRAJFNQSKHYSE-UHFFFAOYSA-N 0.000 claims 1
- SXLRADZSFIUSMZ-UHFFFAOYSA-N 2-(1-adamantyl)-n-[2-[2-(4-methylpiperazin-1-yl)ethyl]-1-oxo-3,4-dihydroisoquinolin-5-yl]acetamide Chemical compound C1CN(C)CCN1CCN1C(=O)C2=CC=CC(NC(=O)CC34CC5CC(CC(C5)C3)C4)=C2CC1 SXLRADZSFIUSMZ-UHFFFAOYSA-N 0.000 claims 1
- WUSOJSXFGRIWJK-UHFFFAOYSA-N 2-(1-adamantyl)-n-[2-[3-(4-methylpiperazin-1-yl)propyl]-1-oxo-3,4-dihydroisoquinolin-5-yl]acetamide Chemical compound C1CN(C)CCN1CCCN1C(=O)C2=CC=CC(NC(=O)CC34CC5CC(CC(C5)C3)C4)=C2CC1 WUSOJSXFGRIWJK-UHFFFAOYSA-N 0.000 claims 1
- HGJGIVYSGIOOQN-UHFFFAOYSA-N 2-(1-adamantyl)-n-methyl-n-[2-(2-methylpropyl)-1-oxoisoquinolin-5-yl]acetamide Chemical compound C1C(C2)CC(C3)CC2CC13CC(=O)N(C)C1=C2C=CN(CC(C)C)C(=O)C2=CC=C1 HGJGIVYSGIOOQN-UHFFFAOYSA-N 0.000 claims 1
- FUUCEXHVZMBSPT-UHFFFAOYSA-N 2-(3,5-dimethyl-1-adamantyl)-n-(1-oxo-2h-isoquinolin-5-yl)acetamide Chemical compound C1=CNC(=O)C2=C1C(NC(=O)CC13CC4(C)CC(C3)CC(C4)(C1)C)=CC=C2 FUUCEXHVZMBSPT-UHFFFAOYSA-N 0.000 claims 1
- ADOVEHUINQMAMT-UHFFFAOYSA-N 2-(3,5-dimethyl-1-adamantyl)-n-[1-oxo-2-(1-phenylethyl)-3,4-dihydroisoquinolin-5-yl]acetamide Chemical compound C1CC2=C(NC(=O)CC34CC5(C)CC(C)(CC(C5)C3)C4)C=CC=C2C(=O)N1C(C)C1=CC=CC=C1 ADOVEHUINQMAMT-UHFFFAOYSA-N 0.000 claims 1
- ADOVEHUINQMAMT-ODRRXIACSA-N 2-(3,5-dimethyl-1-adamantyl)-n-[1-oxo-2-[(1s)-1-phenylethyl]-3,4-dihydroisoquinolin-5-yl]acetamide Chemical compound C1([C@@H](N2C(C3=CC=CC(NC(=O)CC45CC6(C)CC(C)(CC(C6)C4)C5)=C3CC2)=O)C)=CC=CC=C1 ADOVEHUINQMAMT-ODRRXIACSA-N 0.000 claims 1
- ISIIDDWBAOTPNC-UHFFFAOYSA-N 2-(3,5-dimethyl-1-adamantyl)-n-[2-[(2-fluorophenyl)methyl]-1-oxo-3,4-dihydroisoquinolin-5-yl]acetamide Chemical compound C1C(C)(C2)CC(C3)CC1(C)CC23CC(=O)NC(C=1CC2)=CC=CC=1C(=O)N2CC1=CC=CC=C1F ISIIDDWBAOTPNC-UHFFFAOYSA-N 0.000 claims 1
- AJZCJRWWIABLJB-UHFFFAOYSA-N 2-(3,5-dimethyl-1-adamantyl)-n-[2-[(5-methylpyrazin-2-yl)methyl]-1-oxo-3,4-dihydroisoquinolin-5-yl]acetamide Chemical compound C1=NC(C)=CN=C1CN1C(=O)C2=CC=CC(NC(=O)CC34CC5(C)CC(C)(CC(C5)C3)C4)=C2CC1 AJZCJRWWIABLJB-UHFFFAOYSA-N 0.000 claims 1
- 206010003399 Arthropod bite Diseases 0.000 claims 1
- 206010069632 Bladder dysfunction Diseases 0.000 claims 1
- 206010006482 Bronchospasm Diseases 0.000 claims 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 206010008334 Cervicobrachial syndrome Diseases 0.000 claims 1
- 208000013586 Complex regional pain syndrome type 1 Diseases 0.000 claims 1
- 208000019505 Deglutition disease Diseases 0.000 claims 1
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Families Citing this family (90)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP4829900B2 (ja) * | 2005-01-26 | 2011-12-07 | エフ．ホフマン−ラ ロシュ アーゲー | フェニルメタノン誘導体及びグリシントランスポーター１阻害剤としてのこれらの使用 |
| US7799795B2 (en) * | 2005-06-27 | 2010-09-21 | Amgen Inc. | Aryl nitrile compounds and compositions and their uses in treating inflammatory and related disorders |
| ES2501594T3 (es) | 2005-11-08 | 2014-10-02 | Vertex Pharmaceuticals Incorporated | Composición farmacéutica que contiene un modulador heterocíclico de transportadores de casete de unión a ATP |
| TWI464148B (zh) * | 2006-03-16 | 2014-12-11 | Evotec Us Inc | 作為ｐ２ｘ7調節劑之雙環雜芳基化合物與其用途 |
| CA2645551C (en) * | 2006-03-16 | 2016-06-28 | Renovis, Inc. | Bicycloheteroaryl compounds as p2x7 modulators and uses thereof |
| CA2645556C (en) * | 2006-03-16 | 2016-05-24 | Renovis, Inc. | Bicycloheteroaryl compounds as p2x7 modulators and uses thereof |
| HUE036165T2 (hu) | 2006-04-07 | 2018-06-28 | Vertex Pharma | ATP-kötõ kazetta transzportereinek modulátorai |
| US7645789B2 (en) | 2006-04-07 | 2010-01-12 | Vertex Pharmaceuticals Incorporated | Indole derivatives as CFTR modulators |
| USRE50453E1 (en) | 2006-04-07 | 2025-06-10 | Vertex Pharmaceuticals Incorporated | Indole derivatives as CFTR modulators |
| US7754739B2 (en) * | 2007-05-09 | 2010-07-13 | Vertex Pharmaceuticals Incorporated | Modulators of CFTR |
| EP2591675A1 (en) * | 2006-11-27 | 2013-05-15 | H. Lundbeck A/S | Heteroaryl amide derivatives |
| JP2010520875A (ja) * | 2007-03-09 | 2010-06-17 | レノビス， インコーポレイテッド | Ｐ２ｘ７調節因子としてのビシクロヘテロアリール化合物およびその使用 |
| EA200970931A1 (ru) * | 2007-04-10 | 2010-04-30 | Х. Лундбекк А/С | Аналоги гетероариламидов |
| PL2139334T3 (pl) * | 2007-04-17 | 2013-11-29 | Evotec Ag | Skondensowane związki heterocykliczne 2-cyjanofenylu i ich kompozycje i zastosowania |
| AU2008251504B2 (en) | 2007-05-09 | 2013-07-18 | Vertex Pharmaceuticals Incorporated | Modulators of CFTR |
| WO2009019503A2 (en) * | 2007-08-03 | 2009-02-12 | Astrazeneca Ab | P2x7 antagonists for use in the treatment of mood disorders |
| HUE029775T2 (en) | 2007-12-07 | 2017-04-28 | Vertex Pharma | Process for the preparation of cycloalkylcarboxamido pyridine benzoic acids |
| NZ585880A (en) | 2007-12-07 | 2012-08-31 | Vertex Pharma | Solid forms of 3-(6-(1-(2,2-difluorobenzo[d][1,3] dioxol-5-yl) cyclopropanecarboxamido)-3-methylpyridin-2-yl) benzoic acid |
| ES2647531T3 (es) | 2008-02-28 | 2017-12-22 | Vertex Pharmaceuticals Incorporated | Derivados de heteroarilo como moduladores de CFTR |
| AU2009228649B2 (en) | 2008-03-25 | 2014-05-22 | Affectis Pharmaceuticals Ag | Novel P2X7R antagonists and their use |
| JP5369173B2 (ja) * | 2008-04-22 | 2013-12-18 | ジヤンセン・フアーマシユーチカ・ナームローゼ・フエンノートシヤツプ | キノリン若しくはイソキノリン置換ｐ２ｘ７アンタゴニスト |
| CA2747170C (en) * | 2008-12-19 | 2017-07-18 | Abbott Laboratories | Tetrahydroisoquinoline derivatives and their uses to treat cancers and autoimmune disorders |
| WO2010118921A1 (en) | 2009-04-14 | 2010-10-21 | Affectis Pharmaceuticals Ag | Novel p2x7r antagonists and their use |
| US8802868B2 (en) | 2010-03-25 | 2014-08-12 | Vertex Pharmaceuticals Incorporated | Solid forms of (R)-1(2,2-difluorobenzo[D][1,3]dioxo1-5-yl)-N-(1-(2,3-dihydroxypropyl-6-fluoro-2-(1-hydroxy-2-methylpropan2-yl)-1H-Indol-5-yl)-Cyclopropanecarboxamide |
| EP3150198B1 (en) | 2010-04-07 | 2021-09-22 | Vertex Pharmaceuticals Incorporated | Pharmaceutical compositions of 3-(6-(1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl) cyclopropanecarboxamido)-3-methylpyriodin-2-yl)benzoic acid and administration thereof |
| EP2555754B1 (en) | 2010-04-07 | 2016-04-06 | Vertex Pharmaceuticals Incorporated | Solid forms of 3-(6-(1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl) cyclopropanecarboxamido)-3-methylpyridin-2-yl)benzoic acid |
| SG10201505700QA (en) | 2010-04-22 | 2015-08-28 | Vertex Pharma | Process of producing cycloalkylcarboxamido-indole compounds |
| JP2013526496A (ja) | 2010-05-14 | 2013-06-24 | アフェクティス ファーマシューティカルズ アーゲー | Ｐ２ｘ７ｒ拮抗剤の新規調製方法 |
| US8754114B2 (en) | 2010-12-22 | 2014-06-17 | Incyte Corporation | Substituted imidazopyridazines and benzimidazoles as inhibitors of FGFR3 |
| WO2012110190A1 (en) | 2011-02-17 | 2012-08-23 | Affectis Pharmaceuticals Ag | Novel p2x7r antagonists and their use |
| WO2012163792A1 (en) | 2011-05-27 | 2012-12-06 | Affectis Pharmaceuticals Ag | Novel p2x7r antagonists and their use |
| WO2012163456A1 (en) | 2011-05-27 | 2012-12-06 | Affectis Pharmaceuticals Ag | Novel p2x7r antagonists and their use |
| JP5955957B2 (ja) | 2011-07-22 | 2016-07-20 | アクテリオン ファーマシューティカルズ リミテッドＡｃｔｅｌｉｏｎ Ｐｈａｒｍａｃｅｕｔｉｃａｌｓ Ｌｔｄ | Ｐ２ｘ７受容体アンタゴニストとしての複素環アミド誘導体 |
| TWI561521B (en) * | 2011-10-14 | 2016-12-11 | Abbvie Inc | Apoptosis-inducing agents for the treatment of cancer and immune and autoimmune diseases |
| ES2622154T3 (es) | 2011-11-08 | 2017-07-05 | Vertex Pharmaceuticals Incorporated | Moduladores de transportadores de cassete de unión atp-binding |
| US9409917B2 (en) | 2012-01-20 | 2016-08-09 | Actelion Pharmaceuticals Ltd. | Heterocyclic amide derivatives as P2X7 receptor antagonists |
| HK1199205A1 (en) | 2012-01-25 | 2015-06-26 | 沃泰克斯药物股份有限公司 | Formulations of 3-(6-(1-(2.2-difluorobenzo[d][1,3]dioxol-5-yl) cyclopropanecarboxamido)-3-methylpyridin-2-yl)benzoic acid |
| PH12019502809B1 (en) | 2012-06-13 | 2024-04-24 | Incyte Holdings Corp | Substituted tricyclic compounds as fgfr inhibitors |
| AR092857A1 (es) | 2012-07-16 | 2015-05-06 | Vertex Pharma | Composiciones farmaceuticas de (r)-1-(2,2-difluorobenzo[d][1,3]dioxol-5-il)-n-(1-(2,3-dihidroxipropil)-6-fluoro-2-(1-hidroxi-2-metilpropan-2-il)-1h-indol-5-il)ciclopropancarboxamida y administracion de las mismas |
| WO2014026125A1 (en) | 2012-08-10 | 2014-02-13 | Incyte Corporation | Pyrazine derivatives as fgfr inhibitors |
| TWI612034B (zh) | 2012-12-12 | 2018-01-21 | 愛杜西亞製藥有限公司 | 作爲ｐ２ｘ７受體拮抗劑之吲哚羧醯胺衍生物 |
| US9556117B2 (en) | 2012-12-18 | 2017-01-31 | Actelion Pharmaceuticals Ltd. | Indole carboxamide derivatives as P2X7 receptor antagonists |
| US9266892B2 (en) | 2012-12-19 | 2016-02-23 | Incyte Holdings Corporation | Fused pyrazoles as FGFR inhibitors |
| ES2616114T3 (es) | 2013-01-22 | 2017-06-09 | Actelion Pharmaceuticals Ltd. | Derivados de amida heterocíclica como antagonistas del receptor P2X7 |
| CN104918946B (zh) | 2013-01-22 | 2017-03-29 | 埃科特莱茵药品有限公司 | 作为p2x7受体拮抗剂的杂环酰胺衍生物 |
| JO3509B1 (ar) | 2013-03-14 | 2020-07-05 | Janssen Pharmaceutica Nv | معدلات p2x7 |
| EP3112366B1 (en) | 2013-03-14 | 2018-02-28 | Janssen Pharmaceutica NV | P2x7 modulators |
| JP6467404B2 (ja) | 2013-03-14 | 2019-02-13 | ヤンセン ファーマシューティカ エヌ．ベー． | Ｐ２ｘ７モジュレーター |
| JO3773B1 (ar) | 2013-03-14 | 2021-01-31 | Janssen Pharmaceutica Nv | معدلات p2x7 |
| MY181497A (en) | 2013-04-19 | 2020-12-23 | Incyte Holdings Corp | Bicyclic heterocycles as fgfr inhibitors |
| EP3068392B9 (en) | 2013-11-12 | 2021-08-04 | Vertex Pharmaceuticals Incorporated | Process of preparing pharmaceutical compositions for the treatment of cftr mediated diseases |
| CA2944140C (en) | 2014-04-15 | 2022-10-04 | Vertex Pharmaceuticals Incorporated | Pharmaceutical compositions for the treatment of cystic fibrosis transmembrane conductance regulator mediated diseases |
| JP6592510B2 (ja) | 2014-09-12 | 2019-10-16 | ヤンセン ファーマシューティカ エヌ．ベー． | Ｐ２ｘ７調節因子 |
| CA2960972C (en) | 2014-09-12 | 2023-10-03 | Janssen Pharmaceutica Nv | P2x7 modulating n-acyl-triazolopyrazines |
| US10851105B2 (en) | 2014-10-22 | 2020-12-01 | Incyte Corporation | Bicyclic heterocycles as FGFR4 inhibitors |
| US10302602B2 (en) | 2014-11-18 | 2019-05-28 | Vertex Pharmaceuticals Incorporated | Process of conducting high throughput testing high performance liquid chromatography |
| WO2016134294A1 (en) | 2015-02-20 | 2016-08-25 | Incyte Corporation | Bicyclic heterocycles as fgfr4 inhibitors |
| PE20171514A1 (es) | 2015-02-20 | 2017-10-20 | Incyte Corp | Heterociclos biciclicos como inhibidores de fgfr |
| MA41551A (fr) | 2015-02-20 | 2017-12-26 | Incyte Corp | Hétérocycles bicycliques utilisés en tant qu'inhibiteurs de fgfr4 |
| US9957267B2 (en) | 2015-07-01 | 2018-05-01 | Crinetics Pharmaceuticals, Inc. | Somatostatin modulators and uses thereof |
| CN105198810B (zh) * | 2015-07-16 | 2018-01-05 | 西安交通大学 | 2‑苄基‑1‑异喹啉酮类化合物及其合成方法和用途 |
| CN105503724B (zh) * | 2016-01-20 | 2018-01-30 | 湘潭大学 | 一种多取代2‑苄基‑1‑异喹啉酮类化合物的制备方法 |
| US10870660B2 (en) | 2016-07-28 | 2020-12-22 | Shionogi & Co., Ltd. | Nitrogen-containing condensed ring compounds having dopamine D3 antagonistic effect |
| AR111960A1 (es) | 2017-05-26 | 2019-09-04 | Incyte Corp | Formas cristalinas de un inhibidor de fgfr y procesos para su preparación |
| US11028068B2 (en) | 2017-07-25 | 2021-06-08 | Crinetics Pharmaceuticals, Inc. | Somatostatin modulators and uses thereof |
| PL3684767T3 (pl) | 2017-09-22 | 2024-10-14 | Jubilant Epipad LLC | Związki heterocykliczne jako inhibitory pad |
| PL3697785T3 (pl) | 2017-10-18 | 2023-08-07 | Jubilant Epipad LLC | Związki imidazopirydynowe jako inhibitory pad |
| AU2018362046B2 (en) | 2017-11-06 | 2023-04-13 | Jubilant Prodel LLC | Pyrimidine derivatives as inhibitors of PD1/PD-L1 activation |
| SI3704120T1 (sl) | 2017-11-24 | 2024-07-31 | Jubilant Episcribe Llc | Heterociklične spojine kot inhibitorji prmt5 |
| AU2019211806A1 (en) | 2018-01-26 | 2020-07-30 | Shionogi & Co., Ltd. | Condensed cyclic compound having dopamine D3 receptor antagonism |
| EP3765453A1 (en) | 2018-03-13 | 2021-01-20 | Jubilant Prodel LLC | Bicyclic compounds as inhibitors of pd1/pd-l1 interaction/activation |
| CN112867716B (zh) | 2018-05-04 | 2024-09-13 | 因赛特公司 | Fgfr抑制剂的固体形式和其制备方法 |
| JP7568512B2 (ja) | 2018-05-04 | 2024-10-16 | インサイト・コーポレイション | Ｆｇｆｒ阻害剤の塩 |
| JP7413368B2 (ja) | 2018-09-28 | 2024-01-15 | ヤンセン ファーマシューティカ エヌ．ベー． | モノアシルグリセロールリパーゼ調節因子 |
| MY205440A (en) | 2018-09-28 | 2024-10-21 | Janssen Pharmaceutica Nv | Monoacylglycerol lipase modulators |
| WO2020185532A1 (en) | 2019-03-08 | 2020-09-17 | Incyte Corporation | Methods of treating cancer with an fgfr inhibitor |
| WO2021007269A1 (en) | 2019-07-09 | 2021-01-14 | Incyte Corporation | Bicyclic heterocycles as fgfr inhibitors |
| CA3156100A1 (en) | 2019-09-30 | 2021-04-08 | Janssen Pharmaceutica Nv | Radiolabelled mgl pet ligands |
| WO2021067374A1 (en) | 2019-10-01 | 2021-04-08 | Incyte Corporation | Bicyclic heterocycles as fgfr inhibitors |
| US11607416B2 (en) | 2019-10-14 | 2023-03-21 | Incyte Corporation | Bicyclic heterocycles as FGFR inhibitors |
| US11566028B2 (en) | 2019-10-16 | 2023-01-31 | Incyte Corporation | Bicyclic heterocycles as FGFR inhibitors |
| US11897891B2 (en) | 2019-12-04 | 2024-02-13 | Incyte Corporation | Tricyclic heterocycles as FGFR inhibitors |
| WO2021113462A1 (en) | 2019-12-04 | 2021-06-10 | Incyte Corporation | Derivatives of an fgfr inhibitor |
| WO2021146424A1 (en) | 2020-01-15 | 2021-07-22 | Incyte Corporation | Bicyclic heterocycles as fgfr inhibitors |
| MX2022011902A (es) | 2020-03-26 | 2023-01-04 | Janssen Pharmaceutica Nv | Moduladores de la monoacilglicerol lipasa. |
| CA3215903A1 (en) | 2021-04-12 | 2022-10-20 | Incyte Corporation | Combination therapy comprising an fgfr inhibitor and a nectin-4 targeting agent |
| JP2024522188A (ja) | 2021-06-09 | 2024-06-11 | インサイト・コーポレイション | Ｆｇｆｒ阻害剤としての三環式ヘテロ環 |
| US11939331B2 (en) | 2021-06-09 | 2024-03-26 | Incyte Corporation | Tricyclic heterocycles as FGFR inhibitors |
| WO2023179542A1 (en) * | 2022-03-21 | 2023-09-28 | Gasherbrum Bio , Inc. | 5,8-dihydro-1,7-naphthyridine derivatives as glp-1 agonists for the treatment of diabetes |
| CN118908892B (zh) * | 2024-07-18 | 2025-10-31 | 武汉大学 | 氨基异喹啉类衍生物及其在制备抗病毒药物中的应用 |
Family Cites Families (60)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2640829A (en) * | 1950-11-10 | 1953-06-02 | Smith Kline French Lab | Isoquinolyl heterocyclic ethers |
| US3978066A (en) * | 1973-11-06 | 1976-08-31 | Ayerst, Mckenna And Harrison Ltd. | Certain 4,6-dihydropyrrolotriazoline-quinoline derivatives |
| US5034393A (en) * | 1989-07-27 | 1991-07-23 | Dowelanco | Fungicidal use of pyridopyrimidine, pteridine, pyrimidopyrimidine, pyrimidopyridazine, and pyrimido-1,2,4-triazine derivatives |
| KR920008026A (ko) | 1990-10-24 | 1992-05-27 | 오노 화아마슈티칼 캄파니 리미팃드 | 이소퀴놀리논 유도체 또는 이의 무독성 산부가염 또는 이의 수화물, 이의 제조방법 및 이를 포함하는 약제 조성물 |
| JPH04224580A (ja) | 1990-12-25 | 1992-08-13 | Nippon Soda Co Ltd | ピリミジン誘導体、その製造方法及び農園芸用殺菌剤 |
| ATE345339T1 (de) | 1997-02-19 | 2006-12-15 | Berlex Lab | N-heterocyclische derivate als nos inhibitoren |
| JP2001521026A (ja) | 1997-10-24 | 2001-11-06 | スミスクライン・ビーチャム・パブリック・リミテッド・カンパニー | 置換イソキノリン誘導体および抗痙攣薬としての使用 |
| US6380193B1 (en) * | 1998-05-15 | 2002-04-30 | Guilford Pharmaceuticals Inc. | Fused tricyclic compounds, methods and compositions for inhibiting PARP activity |
| GB9816984D0 (en) * | 1998-08-05 | 1998-09-30 | Smithkline Beecham Plc | Novel compounds |
| TR200102005T2 (tr) | 1999-01-11 | 2001-12-21 | Agouron Pharmaceuticals,Inc. | Poli(adp-ribaz) polimerazların trisiklik inhibitörleri. |
| TR200102810T2 (tr) | 1999-04-01 | 2002-01-21 | Pfizer Products Inc. | Sorbitol dehidrojenaz inhibitörleri olarak aminopirimidinler |
| SV2002000205A (es) | 1999-11-01 | 2002-06-07 | Lilly Co Eli | Compuestos farmaceuticos ref. x-01095 |
| JP3873746B2 (ja) | 2000-05-19 | 2007-01-24 | アステラス製薬株式会社 | トリアゾール誘導体 |
| DE60128709T2 (de) | 2000-09-15 | 2007-12-27 | Vertex Pharmaceuticals Inc., Cambridge | Triazol-verbindungen als protein-kinase-inhibitoren |
| NZ526468A (en) | 2000-12-21 | 2004-03-26 | Vertex Pharma | Pyrazole compounds useful as protein kinase inhibitors |
| DE60110844T2 (de) | 2001-01-02 | 2006-01-12 | F. Hoffmann-La Roche Ag | Chinazolone derivate als alfa 1a/b adrenozeptor antagonisten |
| US7105667B2 (en) * | 2001-05-01 | 2006-09-12 | Bristol-Myers Squibb Co. | Fused heterocyclic compounds and use thereof |
| WO2002088079A2 (en) | 2001-05-01 | 2002-11-07 | Bristol-Myers Squibb Company | Dual inhibitors of pde 7 and pde 4 |
| EP1396488A1 (en) | 2001-05-23 | 2004-03-10 | Mitsubishi Pharma Corporation | Fused heterocyclic compound and medicinal use thereof |
| ATE383858T1 (de) * | 2001-06-06 | 2008-02-15 | Aventis Pharma Ltd | Substituierte tetrhydroisochinolin-derivate zur behandlung von entzündlichen erkrankungen |
| DE60216115T2 (de) | 2001-08-01 | 2007-05-31 | Merck & Co., Inc. | BENZIMIDAZO 4,5-föISOCHINOLINON-DERIVATE |
| AU2002364536B2 (en) | 2001-12-07 | 2008-10-23 | Vertex Pharmaceuticals, Inc. | Pyrimidine-based compounds useful as GSK-3 inhibitors |
| CA2473510A1 (en) | 2002-01-23 | 2003-07-31 | Bayer Pharmaceuticals Corporation | Pyrimidine derivatives as rho-kinase inhibitors |
| JP4614662B2 (ja) * | 2002-02-20 | 2011-01-19 | アボット・ラボラトリーズ | バニロイド受容体サブタイプ１（ｖｒ１）受容体を阻害する縮合アザ二環式化合物 |
| GB0206033D0 (en) | 2002-03-14 | 2002-04-24 | Pfizer Ltd | Compounds useful in therapy |
| GB0206876D0 (en) | 2002-03-22 | 2002-05-01 | Merck Sharp & Dohme | Therapeutic agents |
| SE0200920D0 (sv) * | 2002-03-25 | 2002-03-25 | Astrazeneca Ab | Novel compounds |
| DE10215316C1 (de) | 2002-04-02 | 2003-12-18 | Schering Ag | Chinolin- und Isochinolin-Derivate, ein pharmazeutisches Mittel und ihre Verwendung als Entzündungshemmer |
| PL372890A1 (en) | 2002-05-03 | 2005-08-08 | Schering Aktiengesellschaft | Thiazolidinones and the use thereof as polo-like kinase inhibitors |
| MY140680A (en) | 2002-05-20 | 2010-01-15 | Bristol Myers Squibb Co | Hepatitis c virus inhibitors |
| EP1552842A1 (en) | 2002-06-07 | 2005-07-13 | Kyowa Hakko Kogyo Co., Ltd. | Bicyclic pyrimidine derivatives |
| AU2003251869A1 (en) | 2002-07-15 | 2004-02-02 | Merck & Co., Inc. | Piperidino pyrimidine dipeptidyl peptidase inhibitors for the treatment of diabetes |
| AU2003301443A1 (en) * | 2002-10-18 | 2004-05-04 | E.I. Du Pont De Nemours And Company | Azolecarboxamide herbicides |
| US6933311B2 (en) * | 2003-02-11 | 2005-08-23 | Abbott Laboratories | Fused azabicyclic compounds that inhibit vanilloid receptor subtype 1 (VR1) receptor |
| GB0303439D0 (en) | 2003-02-14 | 2003-03-19 | Pfizer Ltd | Antiparasitic terpene alkaloids |
| CA2517146A1 (en) | 2003-03-03 | 2004-09-16 | F. Hoffmann-La Roche Ag | 2,5- and 2,6-substituted tetrahydroisoquinolines for use as 5-ht6 modulators |
| JP2006521398A (ja) | 2003-03-28 | 2006-09-21 | サイオス・インコーポレーテツド | ＴＧＦβの二−環式ピリミジン阻害剤 |
| GB0312609D0 (en) * | 2003-06-02 | 2003-07-09 | Astrazeneca Ab | Novel compounds |
| US7160894B2 (en) | 2003-06-06 | 2007-01-09 | Asahi Kasei Pharma Corporation | Tricyclic compound |
| CN1566099A (zh) * | 2003-06-13 | 2005-01-19 | 中国科学院上海药物研究所 | 异喹啉－1,3,4－三酮类化合物、制备方法及其用途 |
| WO2005005397A1 (en) | 2003-07-02 | 2005-01-20 | F. Hoffmann-La Roche Ag | 5-substituted quinazolinone derivatives |
| MXPA06001494A (es) | 2003-08-05 | 2007-05-11 | Vertex Pharma | Compuestos de piramidina condensados como inhibidores de canales ionicos gatillados por tension. |
| WO2005034939A1 (de) | 2003-10-08 | 2005-04-21 | Schering Aktiengesellschaft | Tetrahydronaphthalinderivate, verfahren zu ihrer herstellung und ihre verwendung als entzündungshemmer |
| JP2007008816A (ja) | 2003-10-15 | 2007-01-18 | Ube Ind Ltd | 新規イソキノリン誘導体 |
| US7419978B2 (en) | 2003-10-22 | 2008-09-02 | Bristol-Myers Squibb Company | Phenyl-aniline substituted bicyclic compounds useful as kinase inhibitors |
| MY141220A (en) | 2003-11-17 | 2010-03-31 | Astrazeneca Ab | Pyrazole derivatives as inhibitors of receptor tyrosine kinases |
| TW200530235A (en) | 2003-12-24 | 2005-09-16 | Renovis Inc | Bicycloheteroarylamine compounds as ion channel ligands and uses thereof |
| US7312330B2 (en) * | 2003-12-24 | 2007-12-25 | Renovis, Inc. | Bicycloheteroarylamine compounds as ion channel ligands and uses thereof |
| JP2007524673A (ja) * | 2004-01-23 | 2007-08-30 | アムジエン・インコーポレーテツド | バニロイド受容体リガンドと治療におけるその使用 |
| SE0400284D0 (sv) | 2004-02-10 | 2004-02-10 | Astrazeneca Ab | Novel compounds |
| US20060106020A1 (en) | 2004-04-28 | 2006-05-18 | Rodgers James D | Tetracyclic inhibitors of Janus kinases |
| US20050267202A1 (en) * | 2004-05-19 | 2005-12-01 | Konrad Krolikiewicz | Chromanol derivatives, a process for their production and their use as anti-inflammatory agents |
| GB0420722D0 (en) | 2004-09-17 | 2004-10-20 | Addex Pharmaceuticals Sa | Novel allosteric modulators |
| AP2007003923A0 (en) | 2004-09-30 | 2007-02-28 | Tibotec Pharm Ltd | Hcv inhibiting bi-cyclic pyrimidines |
| DE102004055633A1 (de) | 2004-11-12 | 2006-05-18 | Schering Ag | 5-substituierte Chinolin- und Isochinolin-Derivate, ein Verfahren zu ihrer Herstellung und ihre Verwendung als Entzündungshemmer |
| WO2006057270A1 (ja) | 2004-11-26 | 2006-06-01 | Asahi Kasei Pharma Corporation | 含窒素３環化合物 |
| US20060128710A1 (en) | 2004-12-09 | 2006-06-15 | Chih-Hung Lee | Antagonists to the vanilloid receptor subtype 1 (VR1) and uses thereof |
| DE102004063227A1 (de) | 2004-12-22 | 2006-07-06 | Schering Ag | Tricylische Aminoalkohole, Verfahren zu ihrer Herstellung und ihre Verwendung als Entzündungshemmer |
| WO2006074057A2 (en) | 2004-12-30 | 2006-07-13 | Exelixis, Inc. | Pyrimidine derivatives as kinase modulators and method of use |
| CA2645551C (en) * | 2006-03-16 | 2016-06-28 | Renovis, Inc. | Bicycloheteroaryl compounds as p2x7 modulators and uses thereof |
-
2006
- 2006-03-17 US US11/384,199 patent/US7402596B2/en not_active Expired - Fee Related
- 2006-03-17 US US11/384,045 patent/US7297700B2/en not_active Expired - Fee Related
- 2006-03-24 EP EP06739520A patent/EP1865774A4/en not_active Withdrawn
- 2006-03-24 CA CA002602717A patent/CA2602717A1/en not_active Abandoned
- 2006-03-24 WO PCT/US2006/010774 patent/WO2006102588A1/en not_active Ceased
- 2006-03-24 MX MX2007011854A patent/MX2007011854A/es active IP Right Grant
- 2006-03-24 WO PCT/US2006/010880 patent/WO2006102610A2/en not_active Ceased
- 2006-03-24 CA CA002602718A patent/CA2602718A1/en not_active Abandoned
- 2006-03-24 EP EP06739589A patent/EP1860942A4/en not_active Withdrawn
- 2006-03-24 JP JP2008503223A patent/JP2008534511A/ja not_active Withdrawn
- 2006-03-24 JP JP2008503245A patent/JP2008537741A/ja not_active Withdrawn
- 2006-03-24 MX MX2007011855A patent/MX2007011855A/es active IP Right Grant
-
2007
- 2007-07-03 US US11/773,106 patent/US20080039478A1/en not_active Abandoned
-
2008
- 2008-07-16 US US12/218,620 patent/US20090170838A1/en not_active Abandoned
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