HRP20211121T1 - Supstituirani biciklični spojevi - Google Patents
Supstituirani biciklični spojevi Download PDFInfo
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- HRP20211121T1 HRP20211121T1 HRP20211121TT HRP20211121T HRP20211121T1 HR P20211121 T1 HRP20211121 T1 HR P20211121T1 HR P20211121T T HRP20211121T T HR P20211121TT HR P20211121 T HRP20211121 T HR P20211121T HR P20211121 T1 HRP20211121 T1 HR P20211121T1
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- Prior art keywords
- phenyl
- disease
- ch2s
- compound according
- substituted
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- 125000002619 bicyclic group Chemical group 0.000 title 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 28
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 23
- 150000001875 compounds Chemical class 0.000 claims 17
- -1 methoxyphenyl Chemical group 0.000 claims 17
- 150000003839 salts Chemical class 0.000 claims 13
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 8
- 208000006673 asthma Diseases 0.000 claims 7
- 125000004076 pyridyl group Chemical group 0.000 claims 7
- 125000001424 substituent group Chemical group 0.000 claims 7
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 6
- 125000001412 tetrahydropyranyl group Chemical group 0.000 claims 6
- 201000004624 Dermatitis Diseases 0.000 claims 4
- 201000010099 disease Diseases 0.000 claims 4
- 125000000654 isopropylidene group Chemical group C(C)(C)=* 0.000 claims 4
- 206010018364 Glomerulonephritis Diseases 0.000 claims 3
- 206010019663 Hepatic failure Diseases 0.000 claims 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 3
- 125000000219 ethylidene group Chemical group [H]C(=[*])C([H])([H])[H] 0.000 claims 3
- 208000007903 liver failure Diseases 0.000 claims 3
- 231100000835 liver failure Toxicity 0.000 claims 3
- OSFBJERFMQCEQY-UHFFFAOYSA-N propylidene Chemical compound [CH]CC OSFBJERFMQCEQY-UHFFFAOYSA-N 0.000 claims 3
- 125000001544 thienyl group Chemical group 0.000 claims 3
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 2
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 claims 2
- 201000004384 Alopecia Diseases 0.000 claims 2
- 208000032467 Aplastic anaemia Diseases 0.000 claims 2
- 208000023275 Autoimmune disease Diseases 0.000 claims 2
- 208000009137 Behcet syndrome Diseases 0.000 claims 2
- 101150065749 Churc1 gene Proteins 0.000 claims 2
- 206010011831 Cytomegalovirus infection Diseases 0.000 claims 2
- NTYJJOPFIAHURM-UHFFFAOYSA-N Histamine Chemical compound NCCC1=CN=CN1 NTYJJOPFIAHURM-UHFFFAOYSA-N 0.000 claims 2
- 206010028980 Neoplasm Diseases 0.000 claims 2
- 206010029240 Neuritis Diseases 0.000 claims 2
- 102100038239 Protein Churchill Human genes 0.000 claims 2
- 208000001106 Takayasu Arteritis Diseases 0.000 claims 2
- 206010046851 Uveitis Diseases 0.000 claims 2
- 206010047115 Vasculitis Diseases 0.000 claims 2
- 201000011510 cancer Diseases 0.000 claims 2
- 230000001684 chronic effect Effects 0.000 claims 2
- 208000004921 cutaneous lupus erythematosus Diseases 0.000 claims 2
- 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 2
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims 2
- 208000035475 disorder Diseases 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- 230000000694 effects Effects 0.000 claims 2
- 125000001207 fluorophenyl group Chemical group 0.000 claims 2
- 208000015181 infectious disease Diseases 0.000 claims 2
- 208000023589 ischemic disease Diseases 0.000 claims 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 2
- 206010023332 keratitis Diseases 0.000 claims 2
- 210000004072 lung Anatomy 0.000 claims 2
- 201000005962 mycosis fungoides Diseases 0.000 claims 2
- 210000000056 organ Anatomy 0.000 claims 2
- 125000004430 oxygen atom Chemical group O* 0.000 claims 2
- 201000001245 periodontitis Diseases 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 125000003373 pyrazinyl group Chemical group 0.000 claims 2
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 2
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims 2
- 201000000306 sarcoidosis Diseases 0.000 claims 2
- 125000000335 thiazolyl group Chemical group 0.000 claims 2
- 238000002054 transplantation Methods 0.000 claims 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 2
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 1
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 1
- 125000005869 (methoxyethoxy)methanyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])OC([H])([H])* 0.000 claims 1
- XGWFJBFNAQHLEF-UHFFFAOYSA-N 9-anthroic acid Chemical compound C1=CC=C2C(C(=O)O)=C(C=CC=C3)C3=CC2=C1 XGWFJBFNAQHLEF-UHFFFAOYSA-N 0.000 claims 1
- 208000030507 AIDS Diseases 0.000 claims 1
- 208000002874 Acne Vulgaris Diseases 0.000 claims 1
- 208000009304 Acute Kidney Injury Diseases 0.000 claims 1
- 208000007788 Acute Liver Failure Diseases 0.000 claims 1
- 208000026872 Addison Disease Diseases 0.000 claims 1
- 201000010000 Agranulocytosis Diseases 0.000 claims 1
- 208000035285 Allergic Seasonal Rhinitis Diseases 0.000 claims 1
- 208000032671 Allergic granulomatous angiitis Diseases 0.000 claims 1
- 208000024827 Alzheimer disease Diseases 0.000 claims 1
- 206010002065 Anaemia megaloblastic Diseases 0.000 claims 1
- 208000028185 Angioedema Diseases 0.000 claims 1
- 206010002556 Ankylosing Spondylitis Diseases 0.000 claims 1
- 206010002660 Anoxia Diseases 0.000 claims 1
- 241000976983 Anoxia Species 0.000 claims 1
- 206010002961 Aplasia Diseases 0.000 claims 1
- 206010003210 Arteriosclerosis Diseases 0.000 claims 1
- 201000001320 Atherosclerosis Diseases 0.000 claims 1
- 208000032116 Autoimmune Experimental Encephalomyelitis Diseases 0.000 claims 1
- 206010003827 Autoimmune hepatitis Diseases 0.000 claims 1
- 208000035143 Bacterial infection Diseases 0.000 claims 1
- 208000023328 Basedow disease Diseases 0.000 claims 1
- 208000008439 Biliary Liver Cirrhosis Diseases 0.000 claims 1
- 208000033222 Biliary cirrhosis primary Diseases 0.000 claims 1
- 208000005623 Carcinogenesis Diseases 0.000 claims 1
- 208000031229 Cardiomyopathies Diseases 0.000 claims 1
- 208000002177 Cataract Diseases 0.000 claims 1
- 206010008609 Cholangitis sclerosing Diseases 0.000 claims 1
- 208000002691 Choroiditis Diseases 0.000 claims 1
- 208000006344 Churg-Strauss Syndrome Diseases 0.000 claims 1
- 206010009208 Cirrhosis alcoholic Diseases 0.000 claims 1
- 206010009657 Clostridium difficile colitis Diseases 0.000 claims 1
- 208000015943 Coeliac disease Diseases 0.000 claims 1
- 206010009900 Colitis ulcerative Diseases 0.000 claims 1
- 206010010744 Conjunctivitis allergic Diseases 0.000 claims 1
- 206010066968 Corneal leukoma Diseases 0.000 claims 1
- 208000011231 Crohn disease Diseases 0.000 claims 1
- 206010012438 Dermatitis atopic Diseases 0.000 claims 1
- 206010012441 Dermatitis bullous Diseases 0.000 claims 1
- 206010012442 Dermatitis contact Diseases 0.000 claims 1
- 208000007342 Diabetic Nephropathies Diseases 0.000 claims 1
- 208000006926 Discoid Lupus Erythematosus Diseases 0.000 claims 1
- 206010014561 Emphysema Diseases 0.000 claims 1
- 206010060742 Endocrine ophthalmopathy Diseases 0.000 claims 1
- 206010014950 Eosinophilia Diseases 0.000 claims 1
- 208000018428 Eosinophilic granulomatosis with polyangiitis Diseases 0.000 claims 1
- 206010014989 Epidermolysis bullosa Diseases 0.000 claims 1
- 206010015150 Erythema Diseases 0.000 claims 1
- 206010015218 Erythema multiforme Diseases 0.000 claims 1
- 206010015911 Eye burns Diseases 0.000 claims 1
- 206010016228 Fasciitis Diseases 0.000 claims 1
- 206010016654 Fibrosis Diseases 0.000 claims 1
- 208000007465 Giant cell arteritis Diseases 0.000 claims 1
- 208000024869 Goodpasture syndrome Diseases 0.000 claims 1
- 208000009329 Graft vs Host Disease Diseases 0.000 claims 1
- 206010018691 Granuloma Diseases 0.000 claims 1
- 208000035895 Guillain-Barré syndrome Diseases 0.000 claims 1
- 208000030836 Hashimoto thyroiditis Diseases 0.000 claims 1
- 208000035186 Hemolytic Autoimmune Anemia Diseases 0.000 claims 1
- 208000032759 Hemolytic-Uremic Syndrome Diseases 0.000 claims 1
- 241000700721 Hepatitis B virus Species 0.000 claims 1
- 206010019799 Hepatitis viral Diseases 0.000 claims 1
- 208000005100 Herpetic Keratitis Diseases 0.000 claims 1
- 206010020850 Hyperthyroidism Diseases 0.000 claims 1
- 206010021074 Hypoplastic anaemia Diseases 0.000 claims 1
- 206010021143 Hypoxia Diseases 0.000 claims 1
- 201000003838 Idiopathic interstitial pneumonia Diseases 0.000 claims 1
- 206010021245 Idiopathic thrombocytopenic purpura Diseases 0.000 claims 1
- 208000010159 IgA glomerulonephritis Diseases 0.000 claims 1
- 206010021263 IgA nephropathy Diseases 0.000 claims 1
- 208000021330 IgG4-related disease Diseases 0.000 claims 1
- 208000037142 IgG4-related systemic disease Diseases 0.000 claims 1
- 208000004187 Immunoglobulin G4-Related Disease Diseases 0.000 claims 1
- 208000022559 Inflammatory bowel disease Diseases 0.000 claims 1
- 208000003456 Juvenile Arthritis Diseases 0.000 claims 1
- 206010059176 Juvenile idiopathic arthritis Diseases 0.000 claims 1
- 206010024380 Leukoderma Diseases 0.000 claims 1
- GWNVDXQDILPJIG-SHSCPDMUSA-N Leukotriene C4 Natural products CCCCCC=C/CC=C/C=C/C=C/C(SCC(NC(=O)CCC(N)C(=O)O)C(=O)NCC(=O)O)C(O)CCCC(=O)O GWNVDXQDILPJIG-SHSCPDMUSA-N 0.000 claims 1
- 208000012309 Linear IgA disease Diseases 0.000 claims 1
- 206010058467 Lung neoplasm malignant Diseases 0.000 claims 1
- 208000005777 Lupus Nephritis Diseases 0.000 claims 1
- 208000000682 Megaloblastic Anemia Diseases 0.000 claims 1
- 208000027530 Meniere disease Diseases 0.000 claims 1
- 206010027476 Metastases Diseases 0.000 claims 1
- 208000019695 Migraine disease Diseases 0.000 claims 1
- 206010049567 Miller Fisher syndrome Diseases 0.000 claims 1
- 206010027910 Mononeuritis Diseases 0.000 claims 1
- 208000024599 Mooren ulcer Diseases 0.000 claims 1
- GXCLVBGFBYZDAG-UHFFFAOYSA-N N-[2-(1H-indol-3-yl)ethyl]-N-methylprop-2-en-1-amine Chemical compound CN(CCC1=CNC2=C1C=CC=C2)CC=C GXCLVBGFBYZDAG-UHFFFAOYSA-N 0.000 claims 1
- 206010051606 Necrotising colitis Diseases 0.000 claims 1
- 208000008589 Obesity Diseases 0.000 claims 1
- 208000027771 Obstructive airways disease Diseases 0.000 claims 1
- 206010073938 Ophthalmic herpes simplex Diseases 0.000 claims 1
- 208000001132 Osteoporosis Diseases 0.000 claims 1
- 206010033645 Pancreatitis Diseases 0.000 claims 1
- 206010034277 Pemphigoid Diseases 0.000 claims 1
- 241000721454 Pemphigus Species 0.000 claims 1
- 208000031845 Pernicious anaemia Diseases 0.000 claims 1
- 206010065159 Polychondritis Diseases 0.000 claims 1
- 206010036105 Polyneuropathy Diseases 0.000 claims 1
- 208000003971 Posterior uveitis Diseases 0.000 claims 1
- 208000012654 Primary biliary cholangitis Diseases 0.000 claims 1
- 206010036774 Proctitis Diseases 0.000 claims 1
- 208000003100 Pseudomembranous Enterocolitis Diseases 0.000 claims 1
- 206010037128 Pseudomembranous colitis Diseases 0.000 claims 1
- 201000004681 Psoriasis Diseases 0.000 claims 1
- 201000001263 Psoriatic Arthritis Diseases 0.000 claims 1
- 208000036824 Psoriatic arthropathy Diseases 0.000 claims 1
- 208000006311 Pyoderma Diseases 0.000 claims 1
- 206010037779 Radiculopathy Diseases 0.000 claims 1
- 208000033626 Renal failure acute Diseases 0.000 claims 1
- 206010063837 Reperfusion injury Diseases 0.000 claims 1
- 208000007014 Retinitis pigmentosa Diseases 0.000 claims 1
- 206010039705 Scleritis Diseases 0.000 claims 1
- 206010039710 Scleroderma Diseases 0.000 claims 1
- 206010048908 Seasonal allergy Diseases 0.000 claims 1
- 206010039793 Seborrhoeic dermatitis Diseases 0.000 claims 1
- 206010039966 Senile dementia Diseases 0.000 claims 1
- 206010040047 Sepsis Diseases 0.000 claims 1
- 206010040070 Septic Shock Diseases 0.000 claims 1
- 208000021386 Sjogren Syndrome Diseases 0.000 claims 1
- 102100025750 Sphingosine 1-phosphate receptor 1 Human genes 0.000 claims 1
- 101710155454 Sphingosine 1-phosphate receptor 1 Proteins 0.000 claims 1
- 208000007107 Stomach Ulcer Diseases 0.000 claims 1
- 208000031673 T-Cell Cutaneous Lymphoma Diseases 0.000 claims 1
- 206010053615 Thermal burn Diseases 0.000 claims 1
- 208000031981 Thrombocytopenic Idiopathic Purpura Diseases 0.000 claims 1
- 208000007536 Thrombosis Diseases 0.000 claims 1
- 206010067584 Type 1 diabetes mellitus Diseases 0.000 claims 1
- 201000006704 Ulcerative Colitis Diseases 0.000 claims 1
- 206010064996 Ulcerative keratitis Diseases 0.000 claims 1
- 208000024780 Urticaria Diseases 0.000 claims 1
- 208000001445 Uveomeningoencephalitic Syndrome Diseases 0.000 claims 1
- 208000034705 Vogt-Koyanagi-Harada syndrome Diseases 0.000 claims 1
- 206010000496 acne Diseases 0.000 claims 1
- 230000001154 acute effect Effects 0.000 claims 1
- 201000011040 acute kidney failure Diseases 0.000 claims 1
- 208000012998 acute renal failure Diseases 0.000 claims 1
- 206010064930 age-related macular degeneration Diseases 0.000 claims 1
- 230000032683 aging Effects 0.000 claims 1
- 230000036428 airway hyperreactivity Effects 0.000 claims 1
- 208000010002 alcoholic liver cirrhosis Diseases 0.000 claims 1
- 201000009961 allergic asthma Diseases 0.000 claims 1
- 208000002205 allergic conjunctivitis Diseases 0.000 claims 1
- 231100000360 alopecia Toxicity 0.000 claims 1
- 208000004631 alopecia areata Diseases 0.000 claims 1
- 230000007953 anoxia Effects 0.000 claims 1
- 208000011775 arteriosclerosis disease Diseases 0.000 claims 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 1
- 201000008937 atopic dermatitis Diseases 0.000 claims 1
- 208000010668 atopic eczema Diseases 0.000 claims 1
- 230000001363 autoimmune Effects 0.000 claims 1
- 201000000448 autoimmune hemolytic anemia Diseases 0.000 claims 1
- 201000003710 autoimmune thrombocytopenic purpura Diseases 0.000 claims 1
- 208000022362 bacterial infectious disease Diseases 0.000 claims 1
- 210000000988 bone and bone Anatomy 0.000 claims 1
- 206010006451 bronchitis Diseases 0.000 claims 1
- 208000000594 bullous pemphigoid Diseases 0.000 claims 1
- 230000036952 cancer formation Effects 0.000 claims 1
- 231100000504 carcinogenesis Toxicity 0.000 claims 1
- 210000004027 cell Anatomy 0.000 claims 1
- 208000010353 central nervous system vasculitis Diseases 0.000 claims 1
- 238000002512 chemotherapy Methods 0.000 claims 1
- 208000037976 chronic inflammation Diseases 0.000 claims 1
- 208000037893 chronic inflammatory disorder Diseases 0.000 claims 1
- 208000020832 chronic kidney disease Diseases 0.000 claims 1
- 208000025302 chronic primary adrenal insufficiency Diseases 0.000 claims 1
- 208000022831 chronic renal failure syndrome Diseases 0.000 claims 1
- 201000010002 cicatricial pemphigoid Diseases 0.000 claims 1
- 230000007882 cirrhosis Effects 0.000 claims 1
- 208000019425 cirrhosis of liver Diseases 0.000 claims 1
- 206010009887 colitis Diseases 0.000 claims 1
- 208000010247 contact dermatitis Diseases 0.000 claims 1
- 201000007241 cutaneous T cell lymphoma Diseases 0.000 claims 1
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 1
- 210000001750 dental cementum Anatomy 0.000 claims 1
- 201000001981 dermatomyositis Diseases 0.000 claims 1
- 208000033679 diabetic kidney disease Diseases 0.000 claims 1
- IPZJQDSFZGZEOY-UHFFFAOYSA-N dimethylmethylene Chemical compound C[C]C IPZJQDSFZGZEOY-UHFFFAOYSA-N 0.000 claims 1
- 229940079593 drug Drugs 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 239000000428 dust Substances 0.000 claims 1
- 238000003912 environmental pollution Methods 0.000 claims 1
- 230000002327 eosinophilic effect Effects 0.000 claims 1
- 201000001564 eosinophilic gastroenteritis Diseases 0.000 claims 1
- 231100000321 erythema Toxicity 0.000 claims 1
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 claims 1
- 208000024711 extrinsic asthma Diseases 0.000 claims 1
- 230000035784 germination Effects 0.000 claims 1
- 208000007565 gingivitis Diseases 0.000 claims 1
- 208000024908 graft versus host disease Diseases 0.000 claims 1
- 230000003779 hair growth Effects 0.000 claims 1
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- 201000010884 herpes simplex virus keratitis Diseases 0.000 claims 1
- 229960001340 histamine Drugs 0.000 claims 1
- 230000003463 hyperproliferative effect Effects 0.000 claims 1
- 206010021198 ichthyosis Diseases 0.000 claims 1
- 201000002597 ichthyosis vulgaris Diseases 0.000 claims 1
- 125000002883 imidazolyl group Chemical group 0.000 claims 1
- 230000002757 inflammatory effect Effects 0.000 claims 1
- 208000030603 inherited susceptibility to asthma Diseases 0.000 claims 1
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- 201000010659 intrinsic asthma Diseases 0.000 claims 1
- 208000012947 ischemia reperfusion injury Diseases 0.000 claims 1
- 208000023569 ischemic bowel disease Diseases 0.000 claims 1
- 230000000302 ischemic effect Effects 0.000 claims 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims 1
- 201000002215 juvenile rheumatoid arthritis Diseases 0.000 claims 1
- 201000010666 keratoconjunctivitis Diseases 0.000 claims 1
- 201000010260 leiomyoma Diseases 0.000 claims 1
- 230000003902 lesion Effects 0.000 claims 1
- GWNVDXQDILPJIG-NXOLIXFESA-N leukotriene C4 Chemical compound CCCCC\C=C/C\C=C/C=C/C=C/[C@H]([C@@H](O)CCCC(O)=O)SC[C@@H](C(=O)NCC(O)=O)NC(=O)CC[C@H](N)C(O)=O GWNVDXQDILPJIG-NXOLIXFESA-N 0.000 claims 1
- 201000011486 lichen planus Diseases 0.000 claims 1
- 210000004185 liver Anatomy 0.000 claims 1
- 231100000149 liver necrosis Toxicity 0.000 claims 1
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- 231100001016 megaloblastic anemia Toxicity 0.000 claims 1
- 206010063344 microscopic polyangiitis Diseases 0.000 claims 1
- 206010027599 migraine Diseases 0.000 claims 1
- 208000013734 mononeuritis simplex Diseases 0.000 claims 1
- 201000005518 mononeuropathy Diseases 0.000 claims 1
- 201000006417 multiple sclerosis Diseases 0.000 claims 1
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- 206010028417 myasthenia gravis Diseases 0.000 claims 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- 230000017074 necrotic cell death Effects 0.000 claims 1
- 208000004995 necrotizing enterocolitis Diseases 0.000 claims 1
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- 125000003566 oxetanyl group Chemical group 0.000 claims 1
- 239000001301 oxygen Substances 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
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- 230000001737 promoting effect Effects 0.000 claims 1
- 125000003226 pyrazolyl group Chemical group 0.000 claims 1
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- 208000009169 relapsing polychondritis Diseases 0.000 claims 1
- 238000002271 resection Methods 0.000 claims 1
- 230000002441 reversible effect Effects 0.000 claims 1
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- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
- C07C217/54—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
- C07C217/74—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with rings other than six-membered aromatic rings being part of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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 ring carbon atoms
- C07D213/62—Oxygen or sulfur atoms
- C07D213/70—Sulfur atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/13—Amines
- A61K31/135—Amines having aromatic rings, e.g. ketamine, nortriptyline
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/13—Amines
- A61K31/135—Amines having aromatic rings, e.g. ketamine, nortriptyline
- A61K31/137—Arylalkylamines, e.g. amphetamine, epinephrine, salbutamol, ephedrine or methadone
-
- A—HUMAN NECESSITIES
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Claims (14)
1. Spoj sa formulama (I), (II), (III), (IV), ili (V):
[image]
[image]
[image]
ili sol istog, pri čemu:
R1 je -OH ili -OP(O)(OH)2;
X1 je CH2 ili O;
X2 je CH2 ili O;
X3 je CH2 ili O, pod uvjetom da X2 je O jedino ukoliko X1 i X3 su svako CH2;
R2 je R2a ili R2b;
----- predstavlja bilo jednostruku vezu sa R2a ili dvostruku vezu sa R2b;
R2a je -(CH2)3-6CH3, -(CH2)1-4CH=CRxRx, -(CH2)1-4CH=CRx(CH2CH3), -CH=CH(CH2)1-3C(Rx)3, -CH=CH(CH2)1-3OCH3, -(CH2)1-3CH=CHCH=CRxRx, -CH=CH(CH2)1-3CH=CRxRx, -CH=CHRz, -(CH2)1-3Rz, -(CH2)1-3O(CH2)0-3Rz, -(CH2)1-3S(CH2)0-3Rz, -CH2S(O)Rz, -CH2S(O)2Rz, -O(CH2)1-2Rz, -O(CH2)1-2O(CH2)0-2Rz, -OC(O)Rz, -(CH2)1-4O(CH2)0-9C(Rx)3, -(CH2)1-4O(CH2)0-9CF3, -(CH2)1-4CRxRxO(CH2)0-4C(Rx)3,-(CH2)1-3O(CH2)1-4CH=CRx(CH2)0-3CH3, -(CH2)1-3O(CH2)1-4CH=CRxRx, -(CH2)1-3O(CH2)1-4C(OH)RxRx, -(CH2)1-3O(CH2)1-4O(CH2)0-3CH3, -(CH2)1-3S(CH2)0-4C(Rx)3, -(CH2)0-3O(CH2)1-4S(CH2)0-3C(Rx)3, -(CH2)1-3S(CH2)1-4Si(CH3)3, -(CH2)1-3S(O)(CH2)0-4C(Rx)3, -(CH2)1-3S(O)2(CH2)0-4C(Rx)3, -(CH2)1-5NRxRx, -O(CH2)1-7C(Rx)3, -O(CH2)1-4O(CH2)0-4C(Rx)3, -O(CH2)1-4CH=CRx(CH2)0-3CH3, -O(CH2)1-4O(CH2)0-3C(Rx)3, -O(CH2)1-4O(CH2)1-3CH=CRxRx, -O(CH2)1-4O(CH2)1-3C≡CRx, -C(O)(CH2)0-4C(Rx)3, -OC(O)(CH2)0-4C(Rx)3, -OC(O)CRxRx(CH2)0-4C(Rx)3, -OC(O)NRx(CH2)0-5C(Rx)3,-NRxC(O)NRx(CH2)0-5C(Rx)3, -C(CH3)=N-O(CH2)0-5C(Rx)3, -C(CH3)=N-O(CH2)1-2(fenil), -C(CH3)=N-O(CH2)1-2(fluorofenil), -C(CH3)=N-O(CH2)1-2(metoksifenil), fenil, ili piridinil;
R2b je
(i) 6-člani spiro-prsten koji ima jedan atom kisika i supstituiran sa nula ili 1 -(CH2)3CH3; ili
(ii) =N-O-(CH2)3CH3, =N-O-CH2CH(CH3)2, =N-OCH2CH2(fenil), ili =N-O-CH2CH2CH2(fenil);
Ra je H ili -OH;
svako Rb je nezavisno H ili -CH3;
svako Rc je nezavisno H, Cl, I, ili -CH3;
svako Rx je nezavisno H ili -CH3; i
Rz je fenil, imidazolil, pirazolil, piridinil, pirimidinil, pirazinil, hinolinil, tiofenil, tiazolil, oksetanil, C3-6 cikloalkil, adamantanil, ili tetrahidropiranil, svaki supstituiran sa nula do 4 supstituenata nezavisno odabranih od F, Cl, I,
C1-4 alkil, -O(C1-3-alkil), -CF3, -OCF3, -(CH2)1-6OCH3, -CH2NRxRx, -C(O)NRxRx, -C(O)NRx(C1-4 alkil), i -CH2C(O)NRxRx.
pod uvjetima da (i) ukoliko navedeni spoj ima strukturu formule (I) i R2 je -(CH2)5CH3, tada najmanje jedno od Rb i Rc nije H; i (ii) ukoliko navedeni spoj ima strukturu formule (II) i X1, X2, i X3 su svako CH2, tada R2a nije -(CH2)5CH3.
2. Spoj u skladu sa patentnim zahtjevom 1, pri čemu navedeni spoj ima strukturu formule (Ic), (IIc), (IIIc), (IVc), ili (Vc):
[image]
[image]
[image]
3. Spoj u skladu sa bilo kojim od patentnih zahtjeva 1 do 2, koje ima strukturu formule (I) ili sol istog, pri čemu:
R1 je -OH ili -OP(O)(OH)2;
R2 je R2a ili R2b;
R2a je -(CH2)3CH3, -(CH2)5CH3, -CH2CH=CHCH2CH3, -CH2CH2CH=CHCH2CH3, -(CH2)3CH=CHCH3, -(CH2)3CH=C(CH3)2, -(CH2)4CH=CH2, -(CH2)4CH=CHCH3, -CH=CH(CH2)3CH3, -CH=CH(CH2)3OCH3, -CH=CHCH2CH2CH(CH3)2, -CH=CHCH2CH2CH2OCH3, -CH2CH=CHCH=CHCH3, -CH=CHCH2CH2CH=CH2, -CH=CH(fenil) pri čemu navedeni fenil je supstituiran sa -CH3 ili -OCH3; -CH=CH(tetrahidropiranil), -(CH2)1-3(fenil) pri čemu navedeni fenil je supstituiran sa nula do 2 supstituenata nezavisno odabrana od F, I, -CH3, -OCH3, -OCH2CH3, -OCH(CH3)2, i -CH2C(O)N(CH3)2; -(CH2)2(metil imidazolil), -(CH2)2(metil pirazolil), -(CH2)1-2(piridinil) pri čemu je navedeni piridinil supstituiran sa nula do 1 supstituentom odabranim od -OCH3; -(CH2)2(pirimidinil), -(CH2)2(hinolinil), -(CH2)2-3(tetrahidropiranil), -CH2O(CH2)3-4CH3, CH2OCH2CH2CH(CH3)2, -CH2OCH2CH2C(CH3)3, -CH2O(CH2)9CH3, -CH2OCH2CH2CH2CF3, -CH2OCH2CH=CHCH2CH3, -CH2OCH2CH=C(CH3)2, -CH2OCH2CH=CHCH2CH2CH3, -CH2OCH2CH2CH=CH2, -CH2OCH2CH2CH2CH=CH2, -CH2OCH2CH2CH=C(CH3)2, -CH2OCH2CH2CH(OH)CH3, -CH2OCH2CH2CH2CH2OH, -CH2OCH2CH2CH2C(CH3)2(OH), -CH2OCH2CH2OCH3, -CH2OCH2CH2CH2OCH3, -CH2OCH2CH2OCH2CH2CH3, -CH2O(fenil) pri čemu je navedeni fenil supstituiran sa nula do 3 supstituenata nezavisno odabrana od F, Cl, -CH3, -CH(CH3)2, -C(CH3)3, -OCH3, -OCF3, -(CH2)1-6OCH3, -C(O)N(CH3)2, -CH2N(CH3)2, -C(O)N(CH2CH3)(CH3), -C(O)N(CH3)(CH2CH2CH2CH3), i -C(O)N(CH3)(CH2CH(CH3)2); -CH2O(metoksi piridinil), -CH2O(tetrahidropiranil), -CH2O(trifluorometil, metil pirazolil), -CH2OCH2(fenil) pri čemu je navedeni fenil supstituiran sa nula do 1 supstituentom odabranim od -CH3 i -OCH3; -CH2OCH2(metil pirazolil), -CH2OCH2(tetrahidropiranil), -CH2OCH2(tiofenil), -CH2OCH2(trifluoro metil tiofenil), -CH2OCH2(etil tiofenil), -CH2OCH2(dimetil tiofenil), -CH2CH2OCH2CH3, -CH2CH2OCH2CH(CH3)2, -CH2CH2O(metoksifenil), -CH2CH2OCH2(ciklopropil), -CH2CH2SCH(CH3)2, -(CH2)3OCH2CH3, -(CH2)3OCH(CH3)2, -(CH2)3OCH2CH2CH=CH2, -(CH2)3O(oksetanil), -(CH2)3O(tetrametil cikloheksil), -(CH2)3OCH2SCH3, -CH2S(CH2)2-4CH3, -CH2SCH(CH3)2, -CH2SCH2CH(CH3)2, -CH2SCH2C(CH3)3, -CH2SCH2CH2CH(CH3)2, -CH2SCH2CH2C(CH3)3, -CH2SCH2CH2Si(CH3)3, -CH2CH2S(CH2)1-2CH3, -CH2CH2SCH2CH(CH3)2, -CH2S(fenil) pri čemu navedeni fenil je supstituiran sa nula do 2 supstituenata nezavisno odabrana od -CH3, -CH(CH3)2, i -OCH3; -CH2S(adamantanil), -CH2S(piridinil), -CH2S(metil piridinil), -CH2SCH2CH2(fenil), -CH2SCH2CH2(pirazinil), -CH2SCH2CH2(piridinil), -CH2S(O)(CH2)3CH3, -CH2S(O)2(CH2)3CH3, -CH2S(O)(fenil), -CH2S(O)2(fenil), -(CH2)4OCH(CH3)2, -(CH2)4CH(CH3)OCH3, -(CH2)4C(CH3)2OCH3, -(CH2)5N(CH3)2, -O(CH2)4-7CH3, -OCH2CH2O(CH2)2-4CH3, -OCH2CH2OCH2CH(CH3)2, -OCH2CH=CH(CH2)2-3CH3, -OCH2CH2OCH2CH=CH2, -OCH2CH2OCH2CH=CH(CH3), -OCH2CH2OCH2CH=C(CH3)2, -OCH2CH2OCH2CH2C≡CH, -OCH2CH2O(CH2)2-3CH(CH3)2, -OCH2CH2S(CH2)2CH3, -OCH2(cikloheksil), -OCH2(tetrahidropiranil), -OCH2(fenil) pri čemu navedeni fenil je supstituiran sa nula do 1 supstituentom odabranim od -CH3, -CH2CH3, -OCH3, -OCF3, i -OCH2CH3; -OCH2CH2O(cikloheksil), -OCH2CH2O(metil fenil), -OCH2CH2OCH2(ciklobutil), -OCH2CH2OCH2(fenil), -OCH2CH2OCH2(tiazolil), -OCH2CH2OCH2(tiofenil), -OC(O)(CH2)4CH3, -OC(O)C(CH3)2(CH2)3CH3, -OC(O)(fenil), -OC(O)NH(CH2)3CH3, -OC(O)NH(CH2)5CH3, -OC(O)N(CH3)(CH2)3CH3, -OC(O)N(CH3)(CH2)4CH3, -NHC(O)NH(CH2)3CH3, -C(CH3)=N-O(CH2)3CH3, -C(CH3)=N-OCH2(fenil), -C(CH3)=N-OCH2(fluorofenil), -C(CH3)=N-OCH2(metoksifenil), -C(CH3)=N-OCH2CH2(fenil), -OC(O)NH(CH2)3CH3, -OC(O)NH(CH2)5CH3, -OC(O)N(CH3)(CH2)3-4CH3, -NHC(O)NH(CH2)3CH3, fenil, ili piridinil;
R2b je:
(i) 6-člani spiro-prsten koji ima jedan atom kisika i supstituiran sa nula ili 1 -(CH2)3CH3; ili
(ii) =N-O-(CH2)3CH3, =N-O-CH2CH(CH3)2, =N-OCH2CH2(fenil), ili =N-O-CH2CH2CH2(fenil);
Ra je H ili -OH;
svako Rb je nezavisno H ili -CH3; i
svako Rc je nezavisno H, Cl, I, ili -CH3.
4. Spoj u skladu sa bilo kojim od patentnih zahtjeva 1 do 2, koje ima strukturu formule (II) ili sol istog; pri čemu:
R1 je -OH ili -OP(O)(OH)2;
X1 je CH2 ili O;
X2 je CH2 ili O;
X3 je CH2 ili O; pod uvjetom da X2 je O samo ako oba X1 i X3 su svako CH2; i
R2a je -(CH2)5-6CH3 ili -CH2O(CH2)3-4CH3.
5. Spoj u skladu sa bilo kojim od patentnih zahtjeva 1 do 2 koje ima strukturu formule (III), formule (IV), ili formule (V) ili sol istog; pri čemu:
R1 je -OH ili -OP(O)(OH)2;
R2 je R2a;
R2a je -(CH2)3CH3, -(CH2)5CH3, -(CH2)3(fenil), ili -C(O)(CH2)4CH3; i
svako Rb je -CH3.
6. Spoj u skladu sa patentnim zahtjevom 1 koje ima strukturu:
[image]
ili sol istog; pri čemu:
R1 je -OH ili -OP(O)(OH)2; i
R2 je -(CH2)5OCH3, -(CH2)3OCH2CH3, -CH2O(metoksifenil),
ili -CH2CH2(metoksifenil).
7. Spoj u skladu sa bilo kojim od patentnih zahtjeva 1 do 3 i 6 koje ima strukturu:
[image]
ili sol istog; pri čemu:
R1 je -OH ili -OP(O)(OH)2.
8. Spoj u skladu sa bilo kojim od patentnih zahtjeva 1 do 3 i 6 do 7 koje ima strukturu:
[image]
ili sol istog.
9. Spoj u skladu sa bilo kojim od patentnih zahtjeva 1 do 3 i 6 do 7 koje ima strukturu:
[image]
ili sol istog.
10. Farmaceutska kompozicija koja sadrži spoj u skladu sa bilo kojim od patentnih zahtjeva 1 do 9 ili farmaceutski prihvatljivu sol istog; i farmaceutski prihvatljiv nosač.
11. Farmaceutska kompozicija u skladu sa patentnim zahtjevom 10 pri čemu R1 je -OH u spoju ili farmaceutski prihvatljivoj soli istog.
12. Spoj u skladu sa bilo kojim patentnim zahtjevom 1 do 10 ili farmaceutski prihvatljiva sol istog za primjenu kao lijek.
13. Spoj u skladu sa bilo kojim od patentnih zahtjeva 1 do 10 ili farmaceutski prihvatljiva sol istog za primjenu u liječenju bolesti ili poremećaja koji je u vezi sa aktivnošću G protein-spregnutog receptora S1P1, pri čemu je bolest ili poremećaj odabran od transplantacije organa ili tkiva, bolesti kalem-protiv-domaćina nastalih uslijed transplantacije, autoimunih sindroma uključujući reumatoidni artritis, juvenilni idiopatski artritis, sustavni eritemski lupus, kutani eritemski lupus (uključujući diskoidni eritemski lupus i subakutni eritemski lupus) i lupus nefritis, Hashimoto-ovog tiroiditisa, multiple skleroze, mijastenije gravis, tipa I dijabetesa, uveitisa, posteriornog uveitisa, alergijskog encefalomijelitisa, glomerulonefritisa, post-infektivnih autoimunih bolesti uključujući reumatsku groznicu i post-infektivni glomerulonefritis, inflamatornih i hiperproliferativnih kožnih bolesti, psorijaze, psorijatičnog artritisa, atopijskog dermatitisa, kontaktnog dermatitisa, ekcematoznog dermatitisa, seboreičnog dermatitisa, lichen planus-a, pemfigusa, buloznog pemfigoida, bulozne epidermolize, urtikarije, angioedema, vaskulitisa uključujući vaskulitis u vezi sa ANCA, arteritis divovskih stanica, Takayasu-ov arteritis, mikroskopski poliangiitis, vaskulitis centralnog živčanog sustava, Churg-Strauss-ov sindrom, i reumatoidni vaskulitis, eritema, kutane eozinofilije, akni, alopecije areata, keratokonjuktivitisa, vernalnog konjuktivitisa, uveitisa u vezi sa Behcet-ovom bolešću, keratitisa, herpetičnog keratitisa, konične rožnjače, distrofije epitela rožnjače, leukoma rožnjače, okularnog pemfigusa, Mooren-ovog ulcera, skleritisa, Graves-ove oftalmopatije, Vogt-Koyanagi-Harada sindroma, sarkoidoze, alergije na polen, reverzibilne opstruktivne bolesti dišnih puteva, bronhijalne astme, alergijske astme, intrinzičke astme, ekstrinzičke astme, astme uslijed prašine, kronične ili uporne astme, astme u kasnom dobu i hiperreaktivnosti dišnih puteva, bronhitisa, gastričnih ulcera, vaskularnog oštećenja uzrokovanog ishemijskim bolestima i trombozom, ishemijske bolesti crijeva, inflamatornih bolesti crijeva, nekrotizirajućeg enterokolitisa, intestinalnih lezija u vezi sa termičkim opekotinama, celijačnih bolesti, proktitisa, eozinofiličnog gastroenteritisa, mastocitoze, Crohn-ove bolesti, ulceroznog kolitisa, migrene, rinitisa, ekcema, intersticijalnog nefritisa, Goodpasture-ovog sindroma, hemolitičko-uremičnog sindroma, diabetične nefropatije, multiplog miozitisa, Guillain-Barre-ovog sindroma, Meniere-ove bolesti, polineuritisa, multiplog neuritisa, mononeuritisa, radikulopatije, hipertiroidizma, Basedow-ove bolesti, čiste aplazije crvenih stanica, aplastične anemije, hipoplastične anemije, idiopatske trombocitopenične purpure, autoimune hemolitične anemije, agranulocitoze, perniciozne anemije, megaloblastne anemije, aneritroplazije, osteoporoze, sarkoidoze, fibroidnih pluća, idiopatske intersticijalne pneumonije, dermatomiozitisa, leukoderme vulgaris, ihtioze vulgaris, fotoalergijske osetljivosti, kutanog T staničnog limfoma, arterioskleroze, ateroskleroze, aortitis sindroma, poliarteritis nodoze, miokardoze, skleroderme, Wegener-ovog granuloma, Sjögren-ovog sindroma, adipoze, eozinofilnog fascitisa, lezija gingive, periodoncija, alveolarne kosti, zubnog cementa, glomerulonefritisa, alopecije muškog uzorka ili senilne alopecije sprečavanjem epilacije ili osiguravanjem klijanja kose i/ili pospješivanjem generiranja kose i rasta kose, mišićne distrofije, pioderme i Sezary-evog sindroma, Addison-ove bolesti, ishemijsko-reperfuzione povrede organa koja se javlja tokom očuvanja, transplantacije ili ishemijske bolesti, endotoksinskog-šoka, pseudomembranoznog kolitisa, kolitisa izazvanog lijekom ili zračenjem, ishemijske akutne renalne insuficijencije, kronične renalne insuficijencije, toksinoze izazvane kisikom za pluća ili lijekovima, raka pluća, pulmonalnog emfizema, katarakte, sideroze, retinitisa pigmentoze, senilne makularne degeneracije, vitrealnog ožiljavanja, alkalne opekotine rožnjače, dermatitisa eritema multiforme, linearnog IgA buloznog dermatitisa i cementnog dermatitisa, gingivitisa, periodontitisa, sepse, pankreatitisa, bolesti izazvanih zagađenjem sredine, starenja, karcinogeneze, metastaze karcinoma i hipobaropatije, bolesti uzrokovane histaminom ili oslobađanjem leukotriena-C4, Behcet-ove bolesti, autoimunog hepatitisa, primarne bilijarne ciroze, sklerozirajućeg holangitisa, parcijalne resekcije jetre, akutne nekroze jetre, nekroze izazvane toksinom, virusnog hepatitisa, šoka, ili anoksije, B-virus hepatitisa, ne-A/ne-B hepatitisa, ciroze, alkoholne ciroze, insuficijencija jetre, fulminante insuficijencije jetre, insuficijencije jetre sa kasnim početkom, insuficijencije jetre "akutne-na-kroničnu", povećanja kemoterapijskog efekta, citomegalovirusne infekcije, HCMV infekcije, AIDS-a, raka, senilne demencije, traume, neuropatske boli, kronične bakterijske infekcije, trombocitopenije, IgA nefropatije, mezangioproliferativnog glomerulonefritisa, bolesti koja je u vezi sa IgG4, ankilozirajućeg spondilitisa, i relapsirajućeg polihondritisa.
14. Spoj za primjenu u sladu sa patentnim zahtjevom 13 ili farmaceutski prihvatljiva sol istog, za liječenje autoimune bolesti ili kronične inflamatorne bolesti.
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EP15756772.8A EP3183242B1 (en) | 2014-08-20 | 2015-08-20 | Substituted bicyclic compounds |
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