CA2742320A1 - Pyrido[4,3-b]indoles containing rigid moieties - Google Patents

Info

Publication number

CA2742320A1

CA2742320A1 CA2742320A CA2742320A CA2742320A1 CA 2742320 A1 CA2742320 A1 CA 2742320A1 CA 2742320 A CA2742320 A CA 2742320A CA 2742320 A CA2742320 A CA 2742320A CA 2742320 A1 CA2742320 A1 CA 2742320A1

Authority

CA

Canada

Prior art keywords

substituted

unsubstituted

compound

formula

alkyl

Prior art date

2008-10-31

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.)

Abandoned

Links

• Espacenet
• Global Dossier
• CIPO
• Discuss

• RDMFHRSPDKWERA-UHFFFAOYSA-N 5H-Pyrido[4,3-b]indole Chemical class C1=NC=C2C3=CC=CC=C3NC2=C1 RDMFHRSPDKWERA-UHFFFAOYSA-N 0.000 title abstract description 6
• 150000001875 compounds Chemical class 0.000 claims abstract description 630
• 125000000623 heterocyclic group Chemical group 0.000 claims abstract description 150
• 125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 119
• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 109
• 208000010877 cognitive disease Diseases 0.000 claims abstract description 53
• 238000000034 method Methods 0.000 claims abstract description 49
• 238000011282 treatment Methods 0.000 claims abstract description 48
• 125000000392 cycloalkenyl group Chemical group 0.000 claims abstract description 44
• 208000028017 Psychotic disease Diseases 0.000 claims abstract description 43
• 230000001537 neural effect Effects 0.000 claims abstract description 28
• 239000002858 neurotransmitter agent Substances 0.000 claims abstract description 26
• 230000001404 mediated effect Effects 0.000 claims abstract description 22
• 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 9
• -1 perhaloalkyl Chemical group 0.000 claims description 388
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 326
• 125000001072 heteroaryl group Chemical group 0.000 claims description 213
• 125000003118 aryl group Chemical group 0.000 claims description 202
• 125000003545 alkoxy group Chemical group 0.000 claims description 170
• 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims description 151
• 150000003839 salts Chemical class 0.000 claims description 133
• 125000004442 acylamino group Chemical group 0.000 claims description 111
• 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 109
• 125000000217 alkyl group Chemical group 0.000 claims description 107
• 125000005102 carbonylalkoxy group Chemical group 0.000 claims description 105
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 102
• 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 100
• 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 91
• 229910052799 carbon Inorganic materials 0.000 claims description 88
• 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 88
• OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 86
• 125000004648 C2-C8 alkenyl group Chemical group 0.000 claims description 77
• 125000004093 cyano group Chemical group *C#N 0.000 claims description 73
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 72
• 239000012453 solvate Substances 0.000 claims description 71
• 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims description 70
• 125000000266 alpha-aminoacyl group Chemical group 0.000 claims description 70
• 229910052731 fluorine Inorganic materials 0.000 claims description 69
• 125000004423 acyloxy group Chemical group 0.000 claims description 66
• 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 63
• 125000004076 pyridyl group Chemical group 0.000 claims description 59
• 125000002252 acyl group Chemical group 0.000 claims description 57
• 208000024891 symptom Diseases 0.000 claims description 57
• 125000003710 aryl alkyl group Chemical group 0.000 claims description 56
• 125000004001 thioalkyl group Chemical group 0.000 claims description 50
• 125000004104 aryloxy group Chemical group 0.000 claims description 49
• 229910052739 hydrogen Inorganic materials 0.000 claims description 48
• 229910052801 chlorine Inorganic materials 0.000 claims description 45
• 125000005589 carbonylalkylenealkoxy group Chemical group 0.000 claims description 44
• 125000004649 C2-C8 alkynyl group Chemical group 0.000 claims description 43
• 150000003573 thiols Chemical class 0.000 claims description 43
• 102000000543 Histamine Receptors Human genes 0.000 claims description 37
• 108010002059 Histamine Receptors Proteins 0.000 claims description 37
• 125000004432 carbon atom Chemical group C* 0.000 claims description 35
• 125000001475 halogen functional group Chemical group 0.000 claims description 32
• 125000003107 substituted aryl group Chemical group 0.000 claims description 31
• 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 29
• 125000000304 alkynyl group Chemical group 0.000 claims description 25
• 125000005121 aminocarbonylalkoxy group Chemical group 0.000 claims description 25
• 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims description 24
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 24
• 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 24
• 230000019771 cognition Effects 0.000 claims description 23
• 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims description 22
• 125000004656 alkyl sulfonylamino group Chemical group 0.000 claims description 22
• 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 20
• 239000003814 drug Substances 0.000 claims description 20
• 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims description 19
• 125000000714 pyrimidinyl group Chemical group 0.000 claims description 19
• 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 17
• 230000001771 impaired effect Effects 0.000 claims description 16
• 239000001257 hydrogen Substances 0.000 claims description 15
• 125000000547 substituted alkyl group Chemical group 0.000 claims description 14
• 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 14
• 125000003373 pyrazinyl group Chemical group 0.000 claims description 13
• 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 claims description 11
• 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 11
• 238000004519 manufacturing process Methods 0.000 claims description 11
• 230000003414 procognitive effect Effects 0.000 claims description 10
• 125000004206 2,2,2-trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 claims description 8
• 125000004777 2-fluoroethyl group Chemical group [H]C([H])(F)C([H])([H])* 0.000 claims description 8
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 8
• 125000002541 furyl group Chemical group 0.000 claims description 8
• 239000003937 drug carrier Substances 0.000 claims description 7
• 150000002431 hydrogen Chemical group 0.000 claims description 7
• 125000002883 imidazolyl group Chemical group 0.000 claims description 7
• 125000000168 pyrrolyl group Chemical group 0.000 claims description 7
• 125000001544 thienyl group Chemical group 0.000 claims description 7
• 125000000596 cyclohexenyl group Chemical group C1(=CCCCC1)* 0.000 claims description 6
• 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 5
• 125000001047 cyclobutenyl group Chemical group C1(=CCC1)* 0.000 claims description 5
• 125000002433 cyclopentenyl group Chemical group C1(=CCCC1)* 0.000 claims description 5
• 125000000298 cyclopropenyl group Chemical group [H]C1=C([H])C1([H])* 0.000 claims description 5
• 125000004527 pyrimidin-4-yl group Chemical group N1=CN=C(C=C1)* 0.000 claims description 4
• 230000000561 anti-psychotic effect Effects 0.000 claims description 3
• 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
• 229910052740 iodine Inorganic materials 0.000 claims description 2
• 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
• 125000004214 1-pyrrolidinyl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 1
• 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims 1
• 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 1
• 125000001715 oxadiazolyl group Chemical group 0.000 claims 1
• 125000002971 oxazolyl group Chemical group 0.000 claims 1
• 125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 1
• 230000001225 therapeutic effect Effects 0.000 abstract description 7
• 229930195735 unsaturated hydrocarbon Natural products 0.000 abstract description 3
• 125000001183 hydrocarbyl group Chemical group 0.000 abstract 1
• 125000005843 halogen group Chemical group 0.000 description 237
• PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 description 124
• 230000027455 binding Effects 0.000 description 59
• 125000001309 chloro group Chemical group Cl* 0.000 description 55
• 239000003446 ligand Substances 0.000 description 50
• 208000035475 disorder Diseases 0.000 description 49
• 230000000694 effects Effects 0.000 description 49
• 229940075993 receptor modulator Drugs 0.000 description 48
• 239000000203 mixture Substances 0.000 description 46
• 201000010099 disease Diseases 0.000 description 45
• 102000005962 receptors Human genes 0.000 description 41
• 108020003175 receptors Proteins 0.000 description 41
• 238000003556 assay Methods 0.000 description 34
• 102000015554 Dopamine receptor Human genes 0.000 description 31
• 108050004812 Dopamine receptor Proteins 0.000 description 31
• 125000001153 fluoro group Chemical group F* 0.000 description 31
• 239000000460 chlorine Substances 0.000 description 30
• 102000040125 5-hydroxytryptamine receptor family Human genes 0.000 description 29
• 108091032151 5-hydroxytryptamine receptor family Proteins 0.000 description 29
• 108060003345 Adrenergic Receptor Proteins 0.000 description 27
• 102000017910 Adrenergic receptor Human genes 0.000 description 27
• 125000001424 substituent group Chemical group 0.000 description 27
• 210000002569 neuron Anatomy 0.000 description 25
• 201000000980 schizophrenia Diseases 0.000 description 24
• 230000014511 neuron projection development Effects 0.000 description 23
• 208000024827 Alzheimer disease Diseases 0.000 description 19
• 229910052757 nitrogen Inorganic materials 0.000 description 19
• 102100036321 5-hydroxytryptamine receptor 2A Human genes 0.000 description 18
• 102100040368 5-hydroxytryptamine receptor 6 Human genes 0.000 description 17
• 101710150235 5-hydroxytryptamine receptor 6 Proteins 0.000 description 17
• 230000000875 corresponding effect Effects 0.000 description 17
• 125000003342 alkenyl group Chemical group 0.000 description 16
• 238000011161 development Methods 0.000 description 16
• 230000018109 developmental process Effects 0.000 description 16
• 208000036864 Attention deficit/hyperactivity disease Diseases 0.000 description 15
• 230000006870 function Effects 0.000 description 15
• 208000027061 mild cognitive impairment Diseases 0.000 description 15
• 101710138091 5-hydroxytryptamine receptor 2A Proteins 0.000 description 14
• 208000006096 Attention Deficit Disorder with Hyperactivity Diseases 0.000 description 14
• 239000003981 vehicle Substances 0.000 description 14
• 102100024959 5-hydroxytryptamine receptor 2C Human genes 0.000 description 13
• 101710138093 5-hydroxytryptamine receptor 2C Proteins 0.000 description 13
• 206010002026 amyotrophic lateral sclerosis Diseases 0.000 description 13
• 230000006735 deficit Effects 0.000 description 13
• 239000012535 impurity Substances 0.000 description 13
• GDUANFXPOZTYKS-UHFFFAOYSA-N 6-bromo-8-[(2,6-difluoro-4-methoxybenzoyl)amino]-4-oxochromene-2-carboxylic acid Chemical compound FC1=CC(OC)=CC(F)=C1C(=O)NC1=CC(Br)=CC2=C1OC(C(O)=O)=CC2=O GDUANFXPOZTYKS-UHFFFAOYSA-N 0.000 description 12
• 102000003688 G-Protein-Coupled Receptors Human genes 0.000 description 12
• 108090000045 G-Protein-Coupled Receptors Proteins 0.000 description 12
• 208000015802 attention deficit-hyperactivity disease Diseases 0.000 description 12
• 230000004044 response Effects 0.000 description 12
• 229910052701 rubidium Inorganic materials 0.000 description 12
• 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 12
• 102100039126 5-hydroxytryptamine receptor 7 Human genes 0.000 description 11
• 101710150237 5-hydroxytryptamine receptor 7 Proteins 0.000 description 11
• 230000003247 decreasing effect Effects 0.000 description 11
• 208000013403 hyperactivity Diseases 0.000 description 11
• 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 11
• 230000007074 memory dysfunction Effects 0.000 description 11
• 208000018737 Parkinson disease Diseases 0.000 description 10
• 210000004556 brain Anatomy 0.000 description 10
• 230000006378 damage Effects 0.000 description 10
• 229940079593 drug Drugs 0.000 description 10
• 208000014674 injury Diseases 0.000 description 10
• JNODQFNWMXFMEV-UHFFFAOYSA-N latrepirdine Chemical compound C1N(C)CCC2=C1C1=CC(C)=CC=C1N2CCC1=CC=C(C)N=C1 JNODQFNWMXFMEV-UHFFFAOYSA-N 0.000 description 10
• 230000010807 negative regulation of binding Effects 0.000 description 10
• 230000004766 neurogenesis Effects 0.000 description 10
• IZUPBVBPLAPZRR-UHFFFAOYSA-N pentachlorophenol Chemical compound OC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl IZUPBVBPLAPZRR-UHFFFAOYSA-N 0.000 description 10
• 208000020431 spinal cord injury Diseases 0.000 description 10
• 238000012360 testing method Methods 0.000 description 10
• QEBYEVQKHRUYPE-UHFFFAOYSA-N 2-(2-chlorophenyl)-5-[(1-methylpyrazol-3-yl)methyl]-4-[[methyl(pyridin-3-ylmethyl)amino]methyl]-1h-pyrazolo[4,3-c]pyridine-3,6-dione Chemical compound C1=CN(C)N=C1CN1C(=O)C=C2NN(C=3C(=CC=CC=3)Cl)C(=O)C2=C1CN(C)CC1=CC=CN=C1 QEBYEVQKHRUYPE-UHFFFAOYSA-N 0.000 description 9
• 208000023105 Huntington disease Diseases 0.000 description 9
• 241000700159 Rattus Species 0.000 description 9
• 208000030886 Traumatic Brain injury Diseases 0.000 description 9
• 239000000556 agonist Substances 0.000 description 9
• 239000005557 antagonist Substances 0.000 description 9
• 230000009286 beneficial effect Effects 0.000 description 9
• 230000034994 death Effects 0.000 description 9
• 210000002161 motor neuron Anatomy 0.000 description 9
• 230000004770 neurodegeneration Effects 0.000 description 9
• 208000015122 neurodegenerative disease Diseases 0.000 description 9
• 125000005017 substituted alkenyl group Chemical group 0.000 description 9
• 125000004426 substituted alkynyl group Chemical group 0.000 description 9
• 230000009529 traumatic brain injury Effects 0.000 description 9
• NTYJJOPFIAHURM-UHFFFAOYSA-N Histamine Chemical compound NCCC1=CN=CN1 NTYJJOPFIAHURM-UHFFFAOYSA-N 0.000 description 8
• 230000002159 abnormal effect Effects 0.000 description 8
• 238000002648 combination therapy Methods 0.000 description 8
• 208000002780 macular degeneration Diseases 0.000 description 8
• 230000035772 mutation Effects 0.000 description 8
• 230000000384 rearing effect Effects 0.000 description 8
• 210000000225 synapse Anatomy 0.000 description 8
• 238000002560 therapeutic procedure Methods 0.000 description 8
• IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 7
• 241000282465 Canis Species 0.000 description 7
• 241000282414 Homo sapiens Species 0.000 description 7
• 241001465754 Metazoa Species 0.000 description 7
• 208000027418 Wounds and injury Diseases 0.000 description 7
• 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 description 7
• 230000006399 behavior Effects 0.000 description 7
• 230000001713 cholinergic effect Effects 0.000 description 7
• 230000004064 dysfunction Effects 0.000 description 7
• 230000015654 memory Effects 0.000 description 7
• 210000003205 muscle Anatomy 0.000 description 7
• 230000008447 perception Effects 0.000 description 7
• 125000004193 piperazinyl group Chemical group 0.000 description 7
• 230000000750 progressive effect Effects 0.000 description 7
• 125000000719 pyrrolidinyl group Chemical group 0.000 description 7
• 239000000126 substance Substances 0.000 description 7
• 125000005415 substituted alkoxy group Chemical group 0.000 description 7
• 125000004568 thiomorpholinyl group Chemical group 0.000 description 7
• XASOHFCUIQARJT-UHFFFAOYSA-N 8-methoxy-6-[7-(2-morpholin-4-ylethoxy)imidazo[1,2-a]pyridin-3-yl]-2-(2,2,2-trifluoroethyl)-3,4-dihydroisoquinolin-1-one Chemical compound C(N1C(=O)C2=C(OC)C=C(C=3N4C(=NC=3)C=C(C=C4)OCCN3CCOCC3)C=C2CC1)C(F)(F)F XASOHFCUIQARJT-UHFFFAOYSA-N 0.000 description 6
• 206010003805 Autism Diseases 0.000 description 6
• 208000020706 Autistic disease Diseases 0.000 description 6
• 208000027776 Extrapyramidal disease Diseases 0.000 description 6
• 208000006011 Stroke Diseases 0.000 description 6
• 230000032683 aging Effects 0.000 description 6
• 210000004027 cell Anatomy 0.000 description 6
• 210000003169 central nervous system Anatomy 0.000 description 6
• 230000002068 genetic effect Effects 0.000 description 6
• LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 6
• 238000010172 mouse model Methods 0.000 description 6
• 201000006417 multiple sclerosis Diseases 0.000 description 6
• 230000000508 neurotrophic effect Effects 0.000 description 6
• 125000004433 nitrogen atom Chemical group N* 0.000 description 6
• 125000004043 oxo group Chemical group O=* 0.000 description 6
• 208000033808 peripheral neuropathy Diseases 0.000 description 6
• 239000000546 pharmaceutical excipient Substances 0.000 description 6
• 108090000623 proteins and genes Proteins 0.000 description 6
• QZAYGJVTTNCVMB-UHFFFAOYSA-N serotonin Chemical compound C1=C(O)C=C2C(CCN)=CNC2=C1 QZAYGJVTTNCVMB-UHFFFAOYSA-N 0.000 description 6
• 230000003997 social interaction Effects 0.000 description 6
• 125000004201 2,4-dichlorophenyl group Chemical group [H]C1=C([H])C(*)=C(Cl)C([H])=C1Cl 0.000 description 5
• 125000004215 2,4-difluorophenyl group Chemical group [H]C1=C([H])C(*)=C(F)C([H])=C1F 0.000 description 5
• 125000004189 3,4-dichlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(Cl)C([H])=C1* 0.000 description 5
• 102000013455 Amyloid beta-Peptides Human genes 0.000 description 5
• 108010090849 Amyloid beta-Peptides Proteins 0.000 description 5
• 208000028698 Cognitive impairment Diseases 0.000 description 5
• 208000032131 Diabetic Neuropathies Diseases 0.000 description 5
• 208000001640 Fibromyalgia Diseases 0.000 description 5
• 208000035895 Guillain-Barré syndrome Diseases 0.000 description 5
• 206010049567 Miller Fisher syndrome Diseases 0.000 description 5
• 125000002877 alkyl aryl group Chemical group 0.000 description 5
• 208000026935 allergic disease Diseases 0.000 description 5
• 239000000739 antihistaminic agent Substances 0.000 description 5
• 229960004170 clozapine Drugs 0.000 description 5
• QZUDBNBUXVUHMW-UHFFFAOYSA-N clozapine Chemical compound C1CN(C)CCN1C1=NC2=CC(Cl)=CC=C2NC2=CC=CC=C12 QZUDBNBUXVUHMW-UHFFFAOYSA-N 0.000 description 5
• 230000001149 cognitive effect Effects 0.000 description 5
• 230000006866 deterioration Effects 0.000 description 5
• 208000035231 inattentive type attention deficit hyperactivity disease Diseases 0.000 description 5
• 229940090044 injection Drugs 0.000 description 5
• 238000002347 injection Methods 0.000 description 5
• 239000007924 injection Substances 0.000 description 5
• 230000003993 interaction Effects 0.000 description 5
• 230000016273 neuron death Effects 0.000 description 5
• 201000001119 neuropathy Diseases 0.000 description 5
• 230000007823 neuropathy Effects 0.000 description 5
• 230000008569 process Effects 0.000 description 5
• 230000002829 reductive effect Effects 0.000 description 5
• 230000001953 sensory effect Effects 0.000 description 5
• 239000002904 solvent Substances 0.000 description 5
• 208000011580 syndromic disease Diseases 0.000 description 5
• 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 description 4
• 208000019901 Anxiety disease Diseases 0.000 description 4
• 208000020925 Bipolar disease Diseases 0.000 description 4
• VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
• 102100032509 Histamine H1 receptor Human genes 0.000 description 4
• 101001016841 Homo sapiens Histamine H1 receptor Proteins 0.000 description 4
• 108010025020 Nerve Growth Factor Proteins 0.000 description 4
• 208000028389 Nerve injury Diseases 0.000 description 4
• 208000022873 Ocular disease Diseases 0.000 description 4
• NBBJYMSMWIIQGU-UHFFFAOYSA-N Propionic aldehyde Chemical compound CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 description 4
• 239000002253 acid Substances 0.000 description 4
• 230000004913 activation Effects 0.000 description 4
• 230000003281 allosteric effect Effects 0.000 description 4
• 229940025084 amphetamine Drugs 0.000 description 4
• 230000036506 anxiety Effects 0.000 description 4
• 125000004429 atom Chemical group 0.000 description 4
• 125000002837 carbocyclic group Chemical group 0.000 description 4
• 230000002490 cerebral effect Effects 0.000 description 4
• 239000003795 chemical substances by application Substances 0.000 description 4
• 230000003920 cognitive function Effects 0.000 description 4
• 230000001143 conditioned effect Effects 0.000 description 4
• 239000013078 crystal Substances 0.000 description 4
• 230000002354 daily effect Effects 0.000 description 4
• 230000007423 decrease Effects 0.000 description 4
• ADEBPBSSDYVVLD-UHFFFAOYSA-N donepezil Chemical compound O=C1C=2C=C(OC)C(OC)=CC=2CC1CC(CC1)CCN1CC1=CC=CC=C1 ADEBPBSSDYVVLD-UHFFFAOYSA-N 0.000 description 4
• VYFYYTLLBUKUHU-UHFFFAOYSA-N dopamine Chemical compound NCCC1=CC=C(O)C(O)=C1 VYFYYTLLBUKUHU-UHFFFAOYSA-N 0.000 description 4
• 239000000835 fiber Substances 0.000 description 4
• 238000009472 formulation Methods 0.000 description 4
• 229910052736 halogen Inorganic materials 0.000 description 4
• 150000002367 halogens Chemical class 0.000 description 4
• 125000005842 heteroatom Chemical group 0.000 description 4
• 229960001340 histamine Drugs 0.000 description 4
• 150000002430 hydrocarbons Chemical group 0.000 description 4
• 230000001965 increasing effect Effects 0.000 description 4
• 230000002427 irreversible effect Effects 0.000 description 4
• 239000000463 material Substances 0.000 description 4
• 210000005036 nerve Anatomy 0.000 description 4
• 230000008764 nerve damage Effects 0.000 description 4
• 125000006574 non-aromatic ring group Chemical group 0.000 description 4
• 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 4
• 208000020016 psychiatric disease Diseases 0.000 description 4
• 230000002441 reversible effect Effects 0.000 description 4
• 125000005346 substituted cycloalkyl group Chemical group 0.000 description 4
• 229920002554 vinyl polymer Polymers 0.000 description 4
• 125000004169 (C1-C6) alkyl group Chemical group 0.000 description 3
• KWTSXDURSIMDCE-QMMMGPOBSA-N (S)-amphetamine Chemical compound C[C@H](N)CC1=CC=CC=C1 KWTSXDURSIMDCE-QMMMGPOBSA-N 0.000 description 3
• QDOSJZSFQZMSID-UHFFFAOYSA-N 2-(2,8-dimethyl-3,4-dihydro-1h-pyrido[4,3-b]indol-5-yl)cyclohexan-1-ol Chemical compound C1N(C)CCC2=C1C1=CC(C)=CC=C1N2C1CCCCC1O QDOSJZSFQZMSID-UHFFFAOYSA-N 0.000 description 3
• 125000004198 2-fluorophenyl group Chemical group [H]C1=C([H])C(F)=C(*)C([H])=C1[H] 0.000 description 3
• 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 3
• 125000000590 4-methylphenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 description 3
• 108091005436 5-HT7 receptors Proteins 0.000 description 3
• QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
• 201000004384 Alopecia Diseases 0.000 description 3
• 108010011485 Aspartame Proteins 0.000 description 3
• 102000004219 Brain-derived neurotrophic factor Human genes 0.000 description 3
• 108090000715 Brain-derived neurotrophic factor Proteins 0.000 description 3
• 241000282472 Canis lupus familiaris Species 0.000 description 3
• 208000009132 Catalepsy Diseases 0.000 description 3
• 102100020756 D(2) dopamine receptor Human genes 0.000 description 3
• 206010012289 Dementia Diseases 0.000 description 3
• 229930091371 Fructose Natural products 0.000 description 3
• 239000005715 Fructose Substances 0.000 description 3
• RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 description 3
• WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 3
• 101000931901 Homo sapiens D(2) dopamine receptor Proteins 0.000 description 3
• 206010020751 Hypersensitivity Diseases 0.000 description 3
• 239000005913 Maltodextrin Substances 0.000 description 3
• 229920002774 Maltodextrin Polymers 0.000 description 3
• 241000699670 Mus sp. Species 0.000 description 3
• 102000015336 Nerve Growth Factor Human genes 0.000 description 3
• MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
• KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
• HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
• 206010047853 Waxy flexibility Diseases 0.000 description 3
• 239000000654 additive Substances 0.000 description 3
• 230000000996 additive effect Effects 0.000 description 3
• 206010064930 age-related macular degeneration Diseases 0.000 description 3
• 150000001336 alkenes Chemical class 0.000 description 3
• 125000006598 aminocarbonylamino group Chemical group 0.000 description 3
• IAOZJIPTCAWIRG-QWRGUYRKSA-N aspartame Chemical compound OC(=O)C[C@H](N)C(=O)N[C@H](C(=O)OC)CC1=CC=CC=C1 IAOZJIPTCAWIRG-QWRGUYRKSA-N 0.000 description 3
• 239000000605 aspartame Substances 0.000 description 3
• 235000010357 aspartame Nutrition 0.000 description 3
• 229960003438 aspartame Drugs 0.000 description 3
• 230000003935 attention Effects 0.000 description 3
• 210000003050 axon Anatomy 0.000 description 3
• 230000008901 benefit Effects 0.000 description 3
• WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 3
• 230000004071 biological effect Effects 0.000 description 3
• 230000015572 biosynthetic process Effects 0.000 description 3
• 229940077737 brain-derived neurotrophic factor Drugs 0.000 description 3
• 229940125904 compound 1 Drugs 0.000 description 3
• 238000013270 controlled release Methods 0.000 description 3
• 125000004122 cyclic group Chemical group 0.000 description 3
• 239000008121 dextrose Substances 0.000 description 3
• 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 3
• 229960003878 haloperidol Drugs 0.000 description 3
• 210000000987 immune system Anatomy 0.000 description 3
• 229940035034 maltodextrin Drugs 0.000 description 3
• 206010027175 memory impairment Diseases 0.000 description 3
• 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 3
• 210000003470 mitochondria Anatomy 0.000 description 3
• 230000004065 mitochondrial dysfunction Effects 0.000 description 3
• 125000002757 morpholinyl group Chemical group 0.000 description 3
• 229940053128 nerve growth factor Drugs 0.000 description 3
• 210000000653 nervous system Anatomy 0.000 description 3
• 210000002241 neurite Anatomy 0.000 description 3
• 230000003955 neuronal function Effects 0.000 description 3
• JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 3
• 150000007530 organic bases Chemical class 0.000 description 3
• 229910052760 oxygen Inorganic materials 0.000 description 3
• 230000007170 pathology Effects 0.000 description 3
• 238000002203 pretreatment Methods 0.000 description 3
• 238000007634 remodeling Methods 0.000 description 3
• 229960001534 risperidone Drugs 0.000 description 3
• RAPZEAPATHNIPO-UHFFFAOYSA-N risperidone Chemical compound FC1=CC=C2C(C3CCN(CC3)CCC=3C(=O)N4CCCCC4=NC=3C)=NOC2=C1 RAPZEAPATHNIPO-UHFFFAOYSA-N 0.000 description 3
• 229920006395 saturated elastomer Polymers 0.000 description 3
• 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 3
• 229940076279 serotonin Drugs 0.000 description 3
• 229910052717 sulfur Inorganic materials 0.000 description 3
• 230000008733 trauma Effects 0.000 description 3
• 210000004885 white matter Anatomy 0.000 description 3
• SFLSHLFXELFNJZ-QMMMGPOBSA-N (-)-norepinephrine Chemical compound NC[C@H](O)C1=CC=C(O)C(O)=C1 SFLSHLFXELFNJZ-QMMMGPOBSA-N 0.000 description 2
• PIEXCQIOSMOEOU-UHFFFAOYSA-N 1-bromo-3-chloro-5,5-dimethylimidazolidine-2,4-dione Chemical group CC1(C)N(Br)C(=O)N(Cl)C1=O PIEXCQIOSMOEOU-UHFFFAOYSA-N 0.000 description 2
• HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
• 125000004493 2-methylbut-1-yl group Chemical group CC(C*)CC 0.000 description 2
• 125000004180 3-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(F)=C1[H] 0.000 description 2
• 229940116892 5 Hydroxytryptamine 2B receptor antagonist Drugs 0.000 description 2
• GOPJFIPEQQXANT-UHFFFAOYSA-N 5-[2-(4-fluorophenyl)prop-2-enyl]-2,8-dimethyl-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(C)=CC=C1N2CC(=C)C1=CC=C(F)C=C1 GOPJFIPEQQXANT-UHFFFAOYSA-N 0.000 description 2
• 102100022738 5-hydroxytryptamine receptor 1A Human genes 0.000 description 2
• 101710138638 5-hydroxytryptamine receptor 1A Proteins 0.000 description 2
• 102100027499 5-hydroxytryptamine receptor 1B Human genes 0.000 description 2
• 101710138639 5-hydroxytryptamine receptor 1B Proteins 0.000 description 2
• 102100024956 5-hydroxytryptamine receptor 2B Human genes 0.000 description 2
• 101710138092 5-hydroxytryptamine receptor 2B Proteins 0.000 description 2
• 208000037259 Amyloid Plaque Diseases 0.000 description 2
• 208000036640 Asperger disease Diseases 0.000 description 2
• 201000006062 Asperger syndrome Diseases 0.000 description 2
• 208000002177 Cataract Diseases 0.000 description 2
• 208000017667 Chronic Disease Diseases 0.000 description 2
• 206010012239 Delusion Diseases 0.000 description 2
• 208000003164 Diplopia Diseases 0.000 description 2
• 229920002148 Gellan gum Polymers 0.000 description 2
• WGCNASOHLSPBMP-UHFFFAOYSA-N Glycolaldehyde Chemical compound OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
• 208000004547 Hallucinations Diseases 0.000 description 2
• 102100032499 Histamine H2 receptor Human genes 0.000 description 2
• 102000004384 Histamine H3 receptors Human genes 0.000 description 2
• 108090000981 Histamine H3 receptors Proteins 0.000 description 2
• 241000282412 Homo Species 0.000 description 2
• 101001016827 Homo sapiens Histamine H2 receptor Proteins 0.000 description 2
• 101001092197 Homo sapiens RNA binding protein fox-1 homolog 3 Proteins 0.000 description 2
• 101150056637 Hrh2 gene Proteins 0.000 description 2
• 102000016252 Huntingtin Human genes 0.000 description 2
• 108050004784 Huntingtin Proteins 0.000 description 2
• VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
• 102000009032 Imidazoline Receptors Human genes 0.000 description 2
• 108010049134 Imidazoline Receptors Proteins 0.000 description 2
• GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 2
• 208000026139 Memory disease Diseases 0.000 description 2
• 229920000168 Microcrystalline cellulose Polymers 0.000 description 2
• 208000010428 Muscle Weakness Diseases 0.000 description 2
• 206010028372 Muscular weakness Diseases 0.000 description 2
• 102000006386 Myelin Proteins Human genes 0.000 description 2
• 108010083674 Myelin Proteins Proteins 0.000 description 2
• 229910003827 NRaRb Inorganic materials 0.000 description 2
• 206010028980 Neoplasm Diseases 0.000 description 2
• 102000004108 Neurotransmitter Receptors Human genes 0.000 description 2
• 108090000590 Neurotransmitter Receptors Proteins 0.000 description 2
• 208000002193 Pain Diseases 0.000 description 2
• NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
• 206010036105 Polyneuropathy Diseases 0.000 description 2
• 208000008348 Post-Concussion Syndrome Diseases 0.000 description 2
• 108010050254 Presenilins Proteins 0.000 description 2
• 208000032319 Primary lateral sclerosis Diseases 0.000 description 2
• 102100035530 RNA binding protein fox-1 homolog 3 Human genes 0.000 description 2
• 208000006289 Rett Syndrome Diseases 0.000 description 2
• CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
• 206010041349 Somnolence Diseases 0.000 description 2
• 229930006000 Sucrose Natural products 0.000 description 2
• CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 2
• NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
• QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
• 206010044565 Tremor Diseases 0.000 description 2
• 208000021017 Weight Gain Diseases 0.000 description 2
• 239000004480 active ingredient Substances 0.000 description 2
• 125000005073 adamantyl group Chemical group C12(CC3CC(CC(C1)C3)C2)* 0.000 description 2
• 238000011226 adjuvant chemotherapy Methods 0.000 description 2
• 125000002947 alkylene group Chemical group 0.000 description 2
• 231100000360 alopecia Toxicity 0.000 description 2
• 229940124623 antihistamine drug Drugs 0.000 description 2
• 229940125715 antihistaminic agent Drugs 0.000 description 2
• 101150031224 app gene Proteins 0.000 description 2
• QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
• 208000029560 autism spectrum disease Diseases 0.000 description 2
• 210000004227 basal ganglia Anatomy 0.000 description 2
• 208000013404 behavioral symptom Diseases 0.000 description 2
• 230000003542 behavioural effect Effects 0.000 description 2
• 239000011230 binding agent Substances 0.000 description 2
• 229910052794 bromium Inorganic materials 0.000 description 2
• 229910000019 calcium carbonate Inorganic materials 0.000 description 2
• 239000002775 capsule Substances 0.000 description 2
• 150000001721 carbon Chemical group 0.000 description 2
• 235000010418 carrageenan Nutrition 0.000 description 2
• 229920001525 carrageenan Polymers 0.000 description 2
• 238000000423 cell based assay Methods 0.000 description 2
• 239000001913 cellulose Substances 0.000 description 2
• 229920002678 cellulose Polymers 0.000 description 2
• 235000010980 cellulose Nutrition 0.000 description 2
• 239000007910 chewable tablet Substances 0.000 description 2
• 230000001055 chewing effect Effects 0.000 description 2
• 238000000576 coating method Methods 0.000 description 2
• 238000004891 communication Methods 0.000 description 2
• 230000006854 communication Effects 0.000 description 2
• 238000007906 compression Methods 0.000 description 2
• 230000006835 compression Effects 0.000 description 2
• 230000001054 cortical effect Effects 0.000 description 2
• 239000006071 cream Substances 0.000 description 2
• 238000002425 crystallisation Methods 0.000 description 2
• 230000008025 crystallization Effects 0.000 description 2
• 230000003412 degenerative effect Effects 0.000 description 2
• 231100000868 delusion Toxicity 0.000 description 2
• 210000001787 dendrite Anatomy 0.000 description 2
• 230000001419 dependent effect Effects 0.000 description 2
• VEVRNHHLCPGNDU-MUGJNUQGSA-O desmosine Chemical compound OC(=O)[C@@H](N)CCCC[N+]1=CC(CC[C@H](N)C(O)=O)=C(CCC[C@H](N)C(O)=O)C(CC[C@H](N)C(O)=O)=C1 VEVRNHHLCPGNDU-MUGJNUQGSA-O 0.000 description 2
• 238000003745 diagnosis Methods 0.000 description 2
• XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
• 239000007884 disintegrant Substances 0.000 description 2
• 229960003530 donepezil Drugs 0.000 description 2
• 229960003638 dopamine Drugs 0.000 description 2
• 230000003291 dopaminomimetic effect Effects 0.000 description 2
• 239000002552 dosage form Substances 0.000 description 2
• 238000005538 encapsulation Methods 0.000 description 2
• 235000003599 food sweetener Nutrition 0.000 description 2
• 239000000216 gellan gum Substances 0.000 description 2
• 235000010492 gellan gum Nutrition 0.000 description 2
• 239000003349 gelling agent Substances 0.000 description 2
• 230000002398 geroprotective effect Effects 0.000 description 2
• 230000012010 growth Effects 0.000 description 2
• 230000002008 hemorrhagic effect Effects 0.000 description 2
• 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 description 2
• 238000001727 in vivo Methods 0.000 description 2
• 208000015181 infectious disease Diseases 0.000 description 2
• 150000007529 inorganic bases Chemical class 0.000 description 2
• 239000000543 intermediate Substances 0.000 description 2
• 239000008101 lactose Substances 0.000 description 2
• 201000010901 lateral sclerosis Diseases 0.000 description 2
• 239000006210 lotion Substances 0.000 description 2
• 239000000314 lubricant Substances 0.000 description 2
• HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 2
• YECBIJXISLIIDS-UHFFFAOYSA-N mepyramine Chemical compound C1=CC(OC)=CC=C1CN(CCN(C)C)C1=CC=CC=N1 YECBIJXISLIIDS-UHFFFAOYSA-N 0.000 description 2
• 229960000582 mepyramine Drugs 0.000 description 2
• 235000019813 microcrystalline cellulose Nutrition 0.000 description 2
• 239000008108 microcrystalline cellulose Substances 0.000 description 2
• 229940016286 microcrystalline cellulose Drugs 0.000 description 2
• 150000007522 mineralic acids Chemical class 0.000 description 2
• 230000004898 mitochondrial function Effects 0.000 description 2
• 150000004682 monohydrates Chemical class 0.000 description 2
• 201000005518 mononeuropathy Diseases 0.000 description 2
• 206010028417 myasthenia gravis Diseases 0.000 description 2
• 210000005012 myelin Anatomy 0.000 description 2
• 238000003522 neurite outgrowth assay Methods 0.000 description 2
• 210000000715 neuromuscular junction Anatomy 0.000 description 2
• 230000005015 neuronal process Effects 0.000 description 2
• SFLSHLFXELFNJZ-UHFFFAOYSA-N norepinephrine Natural products NCC(O)C1=CC=C(O)C(O)=C1 SFLSHLFXELFNJZ-UHFFFAOYSA-N 0.000 description 2
• 229960002748 norepinephrine Drugs 0.000 description 2
• 102000039446 nucleic acids Human genes 0.000 description 2
• 108020004707 nucleic acids Proteins 0.000 description 2
• 150000007523 nucleic acids Chemical class 0.000 description 2
• 210000004248 oligodendroglia Anatomy 0.000 description 2
• 150000007524 organic acids Chemical class 0.000 description 2
• 239000001301 oxygen Substances 0.000 description 2
• 230000002093 peripheral effect Effects 0.000 description 2
• 125000004482 piperidin-4-yl group Chemical group N1CCC(CC1)* 0.000 description 2
• 230000007824 polyneuropathy Effects 0.000 description 2
• 238000012545 processing Methods 0.000 description 2
• 201000008752 progressive muscular atrophy Diseases 0.000 description 2
• 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
• 102000004169 proteins and genes Human genes 0.000 description 2
• 201000003004 ptosis Diseases 0.000 description 2
• 150000003254 radicals Chemical class 0.000 description 2
• 208000013406 repetitive behavior Diseases 0.000 description 2
• 230000003989 repetitive behavior Effects 0.000 description 2
• 230000029058 respiratory gaseous exchange Effects 0.000 description 2
• 201000008628 secondary progressive multiple sclerosis Diseases 0.000 description 2
• 230000035807 sensation Effects 0.000 description 2
• 230000008454 sleep-wake cycle Effects 0.000 description 2
• 239000008109 sodium starch glycolate Substances 0.000 description 2
• 229920003109 sodium starch glycolate Polymers 0.000 description 2
• 229940079832 sodium starch glycolate Drugs 0.000 description 2
• 239000000243 solution Substances 0.000 description 2
• 210000000278 spinal cord Anatomy 0.000 description 2
• 125000003003 spiro group Chemical group 0.000 description 2
• 210000000130 stem cell Anatomy 0.000 description 2
• 239000005720 sucrose Substances 0.000 description 2
• 239000011593 sulfur Substances 0.000 description 2
• 230000004083 survival effect Effects 0.000 description 2
• 239000000375 suspending agent Substances 0.000 description 2
• 230000009747 swallowing Effects 0.000 description 2
• 239000003765 sweetening agent Substances 0.000 description 2
• 230000002195 synergetic effect Effects 0.000 description 2
• 238000003786 synthesis reaction Methods 0.000 description 2
• 230000008448 thought Effects 0.000 description 2
• 210000001519 tissue Anatomy 0.000 description 2
• 238000012549 training Methods 0.000 description 2
• 102000035160 transmembrane proteins Human genes 0.000 description 2
• 108091005703 transmembrane proteins Proteins 0.000 description 2
• 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 description 2
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
• 230000004584 weight gain Effects 0.000 description 2
• 235000019786 weight gain Nutrition 0.000 description 2
• 238000005550 wet granulation Methods 0.000 description 2
• 239000000230 xanthan gum Substances 0.000 description 2
• 229920001285 xanthan gum Polymers 0.000 description 2
• 235000010493 xanthan gum Nutrition 0.000 description 2
• 229940082509 xanthan gum Drugs 0.000 description 2
• 125000003837 (C1-C20) alkyl group Chemical group 0.000 description 1
• WYZFLCYTROCEOJ-UHFFFAOYSA-N 1h-pyrido[4,3-b]indole Chemical compound C1=CC=CC2=C3CN=CC=C3N=C21 WYZFLCYTROCEOJ-UHFFFAOYSA-N 0.000 description 1
• RPROHCOBMVQVIV-UHFFFAOYSA-N 2,3,4,5-tetrahydro-1h-pyrido[4,3-b]indole Chemical class N1C2=CC=CC=C2C2=C1CCNC2 RPROHCOBMVQVIV-UHFFFAOYSA-N 0.000 description 1
• XQDRWCFJBHLWPR-UHFFFAOYSA-N 2,8-dimethyl-5-(2-phenylethenyl)-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(C)=CC=C1N2C=CC1=CC=CC=C1 XQDRWCFJBHLWPR-UHFFFAOYSA-N 0.000 description 1
• NCRLGWIBMFMWHM-UHFFFAOYSA-N 2,8-dimethyl-5-(2-phenylethynyl)-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(C)=CC=C1N2C#CC1=CC=CC=C1 NCRLGWIBMFMWHM-UHFFFAOYSA-N 0.000 description 1
• PCTQARYJOFONQY-UHFFFAOYSA-N 2,8-dimethyl-5-(2-pyrazin-2-ylethenyl)-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(C)=CC=C1N2C=CC1=CN=CC=N1 PCTQARYJOFONQY-UHFFFAOYSA-N 0.000 description 1
• SLLHLECTIAEFTR-UHFFFAOYSA-N 2,8-dimethyl-5-(2-pyridin-2-ylethenyl)-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(C)=CC=C1N2C=CC1=CC=CC=N1 SLLHLECTIAEFTR-UHFFFAOYSA-N 0.000 description 1
• DAZIZGHYHJVOSW-UHFFFAOYSA-N 2,8-dimethyl-5-(2-pyridin-2-ylethynyl)-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(C)=CC=C1N2C#CC1=CC=CC=N1 DAZIZGHYHJVOSW-UHFFFAOYSA-N 0.000 description 1
• JXKONIGHNZNBIY-UHFFFAOYSA-N 2,8-dimethyl-5-(2-pyridin-3-ylethenyl)-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(C)=CC=C1N2C=CC1=CC=CN=C1 JXKONIGHNZNBIY-UHFFFAOYSA-N 0.000 description 1
• CTSIMNCXAXCWOY-UHFFFAOYSA-N 2,8-dimethyl-5-(2-pyridin-3-ylethynyl)-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(C)=CC=C1N2C#CC1=CC=CN=C1 CTSIMNCXAXCWOY-UHFFFAOYSA-N 0.000 description 1
• ZBNYHEVTJCAGAE-UHFFFAOYSA-N 2,8-dimethyl-5-(2-pyridin-4-ylethenyl)-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(C)=CC=C1N2C=CC1=CC=NC=C1 ZBNYHEVTJCAGAE-UHFFFAOYSA-N 0.000 description 1
• SKLDPXZPHBQPFB-UHFFFAOYSA-N 2,8-dimethyl-5-(2-pyridin-4-ylethynyl)-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(C)=CC=C1N2C#CC1=CC=NC=C1 SKLDPXZPHBQPFB-UHFFFAOYSA-N 0.000 description 1
• ZNMRTEHYPUCREQ-UHFFFAOYSA-N 2,8-dimethyl-5-(3-pyridin-2-ylprop-2-ynyl)-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(C)=CC=C1N2CC#CC1=CC=CC=N1 ZNMRTEHYPUCREQ-UHFFFAOYSA-N 0.000 description 1
• LZUIBAORLZILET-FMIVXFBMSA-N 2,8-dimethyl-5-[(e)-2-[4-(trifluoromethyl)phenyl]ethenyl]-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(C)=CC=C1N2\C=C\C1=CC=C(C(F)(F)F)C=C1 LZUIBAORLZILET-FMIVXFBMSA-N 0.000 description 1
• XQDRWCFJBHLWPR-JLHYYAGUSA-N 2,8-dimethyl-5-[(e)-2-phenylethenyl]-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(C)=CC=C1N2\C=C\C1=CC=CC=C1 XQDRWCFJBHLWPR-JLHYYAGUSA-N 0.000 description 1
• ZBNYHEVTJCAGAE-KPKJPENVSA-N 2,8-dimethyl-5-[(e)-2-pyridin-4-ylethenyl]-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(C)=CC=C1N2\C=C\C1=CC=NC=C1 ZBNYHEVTJCAGAE-KPKJPENVSA-N 0.000 description 1
• KZVVSNNXOGHGRA-RMKNXTFCSA-N 2,8-dimethyl-5-[(e)-3-phenylprop-2-enyl]-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(C)=CC=C1N2C\C=C\C1=CC=CC=C1 KZVVSNNXOGHGRA-RMKNXTFCSA-N 0.000 description 1
• RQQAHXHRYPLNHN-FLIBITNWSA-N 2,8-dimethyl-5-[(z)-2-[3-(trifluoromethyl)phenyl]ethenyl]-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(C)=CC=C1N2\C=C/C1=CC=CC(C(F)(F)F)=C1 RQQAHXHRYPLNHN-FLIBITNWSA-N 0.000 description 1
• XQDRWCFJBHLWPR-RAXLEYEMSA-N 2,8-dimethyl-5-[(z)-2-phenylethenyl]-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(C)=CC=C1N2\C=C/C1=CC=CC=C1 XQDRWCFJBHLWPR-RAXLEYEMSA-N 0.000 description 1
• JXKONIGHNZNBIY-XFFZJAGNSA-N 2,8-dimethyl-5-[(z)-2-pyridin-3-ylethenyl]-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(C)=CC=C1N2\C=C/C1=CC=CN=C1 JXKONIGHNZNBIY-XFFZJAGNSA-N 0.000 description 1
• KZVVSNNXOGHGRA-TWGQIWQCSA-N 2,8-dimethyl-5-[(z)-3-phenylprop-2-enyl]-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(C)=CC=C1N2C\C=C/C1=CC=CC=C1 KZVVSNNXOGHGRA-TWGQIWQCSA-N 0.000 description 1
• PGTITFHSGHMHPT-UHFFFAOYSA-N 2,8-dimethyl-5-[2-(4-methylphenyl)ethenyl]-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(C)=CC=C1N2C=CC1=CC=C(C)C=C1 PGTITFHSGHMHPT-UHFFFAOYSA-N 0.000 description 1
• HRFNVTUUOBCAME-UHFFFAOYSA-N 2,8-dimethyl-5-[2-(4-propan-2-ylphenyl)ethenyl]-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1=CC(C(C)C)=CC=C1C=CN1C2=CC=C(C)C=C2C2=C1CCN(C)C2 HRFNVTUUOBCAME-UHFFFAOYSA-N 0.000 description 1
• GLSGJCUBUHJSIQ-UHFFFAOYSA-N 2,8-dimethyl-5-[2-(6-methylpyridin-3-yl)ethenyl]-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(C)=CC=C1N2C=CC1=CC=C(C)N=C1 GLSGJCUBUHJSIQ-UHFFFAOYSA-N 0.000 description 1
• RSHNEEVHCLAQOQ-UHFFFAOYSA-N 2,8-dimethyl-5-[2-[2-(trifluoromethyl)phenyl]ethynyl]-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(C)=CC=C1N2C#CC1=CC=CC=C1C(F)(F)F RSHNEEVHCLAQOQ-UHFFFAOYSA-N 0.000 description 1
• RIFLGKYWYCSTFV-UHFFFAOYSA-N 2,8-dimethyl-5-[2-[3-(trifluoromethyl)phenyl]ethynyl]-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(C)=CC=C1N2C#CC1=CC=CC(C(F)(F)F)=C1 RIFLGKYWYCSTFV-UHFFFAOYSA-N 0.000 description 1
• KITVOUQZQVHFAV-UHFFFAOYSA-N 2,8-dimethyl-5-[2-[4-(trifluoromethyl)phenyl]ethynyl]-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(C)=CC=C1N2C#CC1=CC=C(C(F)(F)F)C=C1 KITVOUQZQVHFAV-UHFFFAOYSA-N 0.000 description 1
• SHMKINVFEUFJFP-UHFFFAOYSA-N 2,8-dimethyl-5-[3-(4-methylphenyl)prop-2-enyl]-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(C)=CC=C1N2CC=CC1=CC=C(C)C=C1 SHMKINVFEUFJFP-UHFFFAOYSA-N 0.000 description 1
• GFRGSLRVKWQLRL-UHFFFAOYSA-N 2,9-dimethyl-3-[2-[8-methyl-5-(2-phenylethenyl)-3,4-dihydro-1h-pyrido[4,3-b]indol-2-yl]ethyl]pyrido[1,2-a]pyrimidin-4-one Chemical compound C1=2CCN(CCC=3C(N4C=CC=C(C)C4=NC=3C)=O)CC=2C2=CC(C)=CC=C2N1C=CC1=CC=CC=C1 GFRGSLRVKWQLRL-UHFFFAOYSA-N 0.000 description 1
• OPKXIKUVWOZOGF-PTNGSMBKSA-N 2-benzyl-8-methyl-5-[(z)-2-pyridin-3-ylethenyl]-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1=2CCN(CC=3C=CC=CC=3)CC=2C2=CC(C)=CC=C2N1\C=C/C1=CC=CN=C1 OPKXIKUVWOZOGF-PTNGSMBKSA-N 0.000 description 1
• 125000004974 2-butenyl group Chemical group C(C=CC)* 0.000 description 1
• SFOZDRXKZGBQMN-UHFFFAOYSA-N 2-methyl-3-[2-[8-methyl-5-(2-phenylethenyl)-3,4-dihydro-1h-pyrido[4,3-b]indol-2-yl]ethyl]-6,7,8,9-tetrahydropyrido[1,2-a]pyrimidin-4-one Chemical compound C1=2CCN(CCC=3C(N4CCCCC4=NC=3C)=O)CC=2C2=CC(C)=CC=C2N1C=CC1=CC=CC=C1 SFOZDRXKZGBQMN-UHFFFAOYSA-N 0.000 description 1
• HVZNFPPXEMVTAD-UHFFFAOYSA-N 2-methyl-5-(2-phenylethenyl)-8-(trifluoromethyl)-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(C(F)(F)F)=CC=C1N2C=CC1=CC=CC=C1 HVZNFPPXEMVTAD-UHFFFAOYSA-N 0.000 description 1
• XQOOIUOWFLBMEA-UHFFFAOYSA-N 2-methyl-5-(2-phenylethynyl)-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC=CC=C1N2C#CC1=CC=CC=C1 XQOOIUOWFLBMEA-UHFFFAOYSA-N 0.000 description 1
• LAOSTQCWEMLRTM-UHFFFAOYSA-N 2-methyl-5-(2-pyridin-2-ylethenyl)-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC=CC=C1N2C=CC1=CC=CC=N1 LAOSTQCWEMLRTM-UHFFFAOYSA-N 0.000 description 1
• GSXLVBCWMMBUKV-UHFFFAOYSA-N 2-methyl-5-(2-pyridin-2-ylethenyl)-3,4-dihydro-1h-pyrido[4,3-b]indole-8-carbonitrile Chemical compound C1N(C)CCC2=C1C1=CC(C#N)=CC=C1N2C=CC1=CC=CC=N1 GSXLVBCWMMBUKV-UHFFFAOYSA-N 0.000 description 1
• ZHQFDMCLKMBYHW-UHFFFAOYSA-N 2-methyl-5-(2-pyridin-2-ylethynyl)-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC=CC=C1N2C#CC1=CC=CC=N1 ZHQFDMCLKMBYHW-UHFFFAOYSA-N 0.000 description 1
• UHCVDZYZONGEEX-UHFFFAOYSA-N 2-methyl-5-(2-pyridin-3-ylethenyl)-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC=CC=C1N2C=CC1=CC=CN=C1 UHCVDZYZONGEEX-UHFFFAOYSA-N 0.000 description 1
• MVNYSGODLSEWHS-UHFFFAOYSA-N 2-methyl-5-(2-pyridin-3-ylethynyl)-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC=CC=C1N2C#CC1=CC=CN=C1 MVNYSGODLSEWHS-UHFFFAOYSA-N 0.000 description 1
• XBVCLWSNUNVPNC-UHFFFAOYSA-N 2-methyl-5-(2-pyridin-3-ylethynyl)-8-(trifluoromethyl)-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(C(F)(F)F)=CC=C1N2C#CC1=CC=CN=C1 XBVCLWSNUNVPNC-UHFFFAOYSA-N 0.000 description 1
• HVJRMUTVOBWKJG-UHFFFAOYSA-N 2-methyl-5-(2-pyridin-4-ylethenyl)-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC=CC=C1N2C=CC1=CC=NC=C1 HVJRMUTVOBWKJG-UHFFFAOYSA-N 0.000 description 1
• BRVBIUWDRRMEOQ-UHFFFAOYSA-N 2-methyl-5-(2-pyridin-4-ylethenyl)-3,4-dihydro-1h-pyrido[4,3-b]indole-8-carboxylic acid Chemical compound C1N(C)CCC2=C1C1=CC(C(O)=O)=CC=C1N2C=CC1=CC=NC=C1 BRVBIUWDRRMEOQ-UHFFFAOYSA-N 0.000 description 1
• GMXZYNLETNCSRQ-UHFFFAOYSA-N 2-methyl-5-(2-pyridin-4-ylethenyl)-8-(trifluoromethyl)-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(C(F)(F)F)=CC=C1N2C=CC1=CC=NC=C1 GMXZYNLETNCSRQ-UHFFFAOYSA-N 0.000 description 1
• VATHEBDOZWAVRR-UHFFFAOYSA-N 2-methyl-5-(2-pyridin-4-ylethynyl)-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC=CC=C1N2C#CC1=CC=NC=C1 VATHEBDOZWAVRR-UHFFFAOYSA-N 0.000 description 1
• VXKWUCFGHPQDJE-UHFFFAOYSA-N 2-methyl-5-(2-pyrimidin-5-ylethynyl)-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC=CC=C1N2C#CC1=CN=CN=C1 VXKWUCFGHPQDJE-UHFFFAOYSA-N 0.000 description 1
• ZLTIDZRETNUAHX-SDNWHVSQSA-N 2-methyl-5-[(e)-2-phenylethenyl]-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC=CC=C1N2\C=C\C1=CC=CC=C1 ZLTIDZRETNUAHX-SDNWHVSQSA-N 0.000 description 1
• LAOSTQCWEMLRTM-UKTHLTGXSA-N 2-methyl-5-[(e)-2-pyridin-2-ylethenyl]-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC=CC=C1N2\C=C\C1=CC=CC=N1 LAOSTQCWEMLRTM-UKTHLTGXSA-N 0.000 description 1
• HVJRMUTVOBWKJG-MDWZMJQESA-N 2-methyl-5-[(e)-2-pyridin-4-ylethenyl]-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC=CC=C1N2\C=C\C1=CC=NC=C1 HVJRMUTVOBWKJG-MDWZMJQESA-N 0.000 description 1
• ZLTIDZRETNUAHX-KAMYIIQDSA-N 2-methyl-5-[(z)-2-phenylethenyl]-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC=CC=C1N2\C=C/C1=CC=CC=C1 ZLTIDZRETNUAHX-KAMYIIQDSA-N 0.000 description 1
• UHCVDZYZONGEEX-WQLSENKSSA-N 2-methyl-5-[(z)-2-pyridin-3-ylethenyl]-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC=CC=C1N2\C=C/C1=CC=CN=C1 UHCVDZYZONGEEX-WQLSENKSSA-N 0.000 description 1
• FJOFAQDCTPDUPT-UHFFFAOYSA-N 2-methyl-5-[2-(4-methylphenyl)ethenyl]-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC=CC=C1N2C=CC1=CC=C(C)C=C1 FJOFAQDCTPDUPT-UHFFFAOYSA-N 0.000 description 1
• OEQFCNLGFBDMGI-UHFFFAOYSA-N 2-methyl-8-pyridin-3-yl-5-(2-pyridin-2-ylethenyl)-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(C=3C=NC=CC=3)=CC=C1N2C=CC1=CC=CC=N1 OEQFCNLGFBDMGI-UHFFFAOYSA-N 0.000 description 1
• AUOSGOPECILEFD-UVTDQMKNSA-N 2-tert-butyl-5-[(z)-2-pyridin-3-ylethenyl]-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C(C)(C)C)CCC2=C1C1=CC=CC=C1N2\C=C/C1=CC=CN=C1 AUOSGOPECILEFD-UVTDQMKNSA-N 0.000 description 1
• XUSNPFGLKGCWGN-UHFFFAOYSA-N 3-[4-(3-aminopropyl)piperazin-1-yl]propan-1-amine Chemical compound NCCCN1CCN(CCCN)CC1 XUSNPFGLKGCWGN-UHFFFAOYSA-N 0.000 description 1
• BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 description 1
• ASNHGEVAWNWCRQ-UHFFFAOYSA-N 4-(hydroxymethyl)oxolane-2,3,4-triol Chemical compound OCC1(O)COC(O)C1O ASNHGEVAWNWCRQ-UHFFFAOYSA-N 0.000 description 1
• SYXBXDJCGBWDNN-RAXLEYEMSA-N 4-[(z)-2-(8-fluoro-2-methyl-3,4-dihydro-1h-pyrido[4,3-b]indol-5-yl)ethenyl]-n,n-dimethylaniline Chemical compound C1=CC(N(C)C)=CC=C1\C=C/N1C2=CC=C(F)C=C2C2=C1CCN(C)C2 SYXBXDJCGBWDNN-RAXLEYEMSA-N 0.000 description 1
• GDXDMCHRYLOEPU-UHFFFAOYSA-N 4-[2-(2,8-dimethyl-3,4-dihydro-1h-pyrido[4,3-b]indol-5-yl)ethenyl]-n,n-dimethylaniline Chemical compound C1=CC(N(C)C)=CC=C1C=CN1C2=CC=C(C)C=C2C2=C1CCN(C)C2 GDXDMCHRYLOEPU-UHFFFAOYSA-N 0.000 description 1
• PBPFXNTUMMFNAA-UHFFFAOYSA-N 4-[2-(2,8-dimethyl-3,4-dihydro-1h-pyrido[4,3-b]indol-5-yl)ethynyl]-n,n-dimethylaniline Chemical compound C1=CC(N(C)C)=CC=C1C#CN1C2=CC=C(C)C=C2C2=C1CCN(C)C2 PBPFXNTUMMFNAA-UHFFFAOYSA-N 0.000 description 1
• 102000049773 5-HT2A Serotonin Receptor Human genes 0.000 description 1
• 108010072564 5-HT2A Serotonin Receptor Proteins 0.000 description 1
• 102000006902 5-HT2C Serotonin Receptor Human genes 0.000 description 1
• 108010072553 5-HT2C Serotonin Receptor Proteins 0.000 description 1
• 229940124801 5-HT6 antagonist Drugs 0.000 description 1
• SLKYZAGABKKIDN-FMIVXFBMSA-N 5-[(e)-2-(4-fluorophenyl)ethenyl]-2,8-dimethyl-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(C)=CC=C1N2\C=C\C1=CC=C(F)C=C1 SLKYZAGABKKIDN-FMIVXFBMSA-N 0.000 description 1
• WNJHDSAISXIKTF-SSZFMOIBSA-N 5-[(z)-2-(4-fluorophenyl)prop-1-enyl]-2,8-dimethyl-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(C)=CC=C1N2\C=C(\C)C1=CC=C(F)C=C1 WNJHDSAISXIKTF-SSZFMOIBSA-N 0.000 description 1
• NBLGYQHUKBRDOI-UHFFFAOYSA-N 5-[2-(2-fluorophenyl)ethynyl]-2,8-dimethyl-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(C)=CC=C1N2C#CC1=CC=CC=C1F NBLGYQHUKBRDOI-UHFFFAOYSA-N 0.000 description 1
• GXHZWDQDENWEIK-UHFFFAOYSA-N 5-[2-(2-methoxyphenyl)ethynyl]-2,8-dimethyl-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound COC1=CC=CC=C1C#CN1C2=CC=C(C)C=C2C2=C1CCN(C)C2 GXHZWDQDENWEIK-UHFFFAOYSA-N 0.000 description 1
• MZTCPDJFUXMOFR-UHFFFAOYSA-N 5-[2-(3-fluorophenyl)ethynyl]-2,8-dimethyl-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(C)=CC=C1N2C#CC1=CC=CC(F)=C1 MZTCPDJFUXMOFR-UHFFFAOYSA-N 0.000 description 1
• RQDKSMKTUGQASF-UHFFFAOYSA-N 5-[2-(3-methoxyphenyl)ethynyl]-2,8-dimethyl-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound COC1=CC=CC(C#CN2C3=CC=C(C)C=C3C=3CN(C)CCC=32)=C1 RQDKSMKTUGQASF-UHFFFAOYSA-N 0.000 description 1
• JCTPXHLDLGIWNG-UHFFFAOYSA-N 5-[2-(4-ethylphenyl)ethenyl]-2,8-dimethyl-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1=CC(CC)=CC=C1C=CN1C2=CC=C(C)C=C2C2=C1CCN(C)C2 JCTPXHLDLGIWNG-UHFFFAOYSA-N 0.000 description 1
• SLKYZAGABKKIDN-UHFFFAOYSA-N 5-[2-(4-fluorophenyl)ethenyl]-2,8-dimethyl-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(C)=CC=C1N2C=CC1=CC=C(F)C=C1 SLKYZAGABKKIDN-UHFFFAOYSA-N 0.000 description 1
• KYJWGIXCHNDYHP-UHFFFAOYSA-N 5-[2-(4-fluorophenyl)ethynyl]-2,8-dimethyl-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(C)=CC=C1N2C#CC1=CC=C(F)C=C1 KYJWGIXCHNDYHP-UHFFFAOYSA-N 0.000 description 1
• MFSKUIKDMBDVCX-UHFFFAOYSA-N 5-[2-(4-methoxyphenyl)ethenyl]-2,8-dimethyl-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1=CC(OC)=CC=C1C=CN1C2=CC=C(C)C=C2C2=C1CCN(C)C2 MFSKUIKDMBDVCX-UHFFFAOYSA-N 0.000 description 1
• WGZPAEUKXCKVDO-UHFFFAOYSA-N 5-[2-(4-methoxyphenyl)ethynyl]-2,8-dimethyl-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1=CC(OC)=CC=C1C#CN1C2=CC=C(C)C=C2C2=C1CCN(C)C2 WGZPAEUKXCKVDO-UHFFFAOYSA-N 0.000 description 1
• WHMCPYDOOZIBEN-UHFFFAOYSA-N 5-[3-(4-fluorophenyl)prop-2-enyl]-2,8-dimethyl-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(C)=CC=C1N2CC=CC1=CC=C(F)C=C1 WHMCPYDOOZIBEN-UHFFFAOYSA-N 0.000 description 1
• WHFVNKIEXOEYOH-UHFFFAOYSA-N 5-[3-(4-methoxyphenyl)prop-2-enyl]-2,8-dimethyl-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1=CC(OC)=CC=C1C=CCN1C2=CC=C(C)C=C2C2=C1CCN(C)C2 WHFVNKIEXOEYOH-UHFFFAOYSA-N 0.000 description 1
• DMDLFAUYFHKPRI-UHFFFAOYSA-N 6-fluoro-2-methyl-5-(2-pyridin-3-ylethynyl)-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC=CC(F)=C1N2C#CC1=CC=CN=C1 DMDLFAUYFHKPRI-UHFFFAOYSA-N 0.000 description 1
• ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
• DKNAKDYTVYSQQM-UHFFFAOYSA-N 8-(benzenesulfonyl)-2-methyl-5-(2-pyridin-2-ylethenyl)-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(S(=O)(=O)C=3C=CC=CC=3)=CC=C1N2C=CC1=CC=CC=N1 DKNAKDYTVYSQQM-UHFFFAOYSA-N 0.000 description 1
• RZCDJHBGVOBVKG-UHFFFAOYSA-N 8-bromo-2-methyl-5-(2-pyridin-2-ylethenyl)-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(Br)=CC=C1N2C=CC1=CC=CC=N1 RZCDJHBGVOBVKG-UHFFFAOYSA-N 0.000 description 1
• BGBNMDBTYCCSBL-UHFFFAOYSA-N 8-fluoro-2-methyl-5-(2-phenylethenyl)-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(F)=CC=C1N2C=CC1=CC=CC=C1 BGBNMDBTYCCSBL-UHFFFAOYSA-N 0.000 description 1
• HPKCQBHVECXYDR-UHFFFAOYSA-N 8-fluoro-2-methyl-5-(2-phenylethynyl)-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(F)=CC=C1N2C#CC1=CC=CC=C1 HPKCQBHVECXYDR-UHFFFAOYSA-N 0.000 description 1
• JLCBMWGBAILPFS-UHFFFAOYSA-N 8-fluoro-2-methyl-5-(2-pyridin-2-ylethenyl)-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(F)=CC=C1N2C=CC1=CC=CC=N1 JLCBMWGBAILPFS-UHFFFAOYSA-N 0.000 description 1
• IJTHZGGGQZEMPL-UHFFFAOYSA-N 8-fluoro-2-methyl-5-(2-pyridin-2-ylethynyl)-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(F)=CC=C1N2C#CC1=CC=CC=N1 IJTHZGGGQZEMPL-UHFFFAOYSA-N 0.000 description 1
• FKWDGWBIKDVBNA-UHFFFAOYSA-N 8-fluoro-2-methyl-5-(2-pyridin-3-ylethenyl)-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(F)=CC=C1N2C=CC1=CC=CN=C1 FKWDGWBIKDVBNA-UHFFFAOYSA-N 0.000 description 1
• DPTCIIYSUBFZKY-UHFFFAOYSA-N 8-fluoro-2-methyl-5-(2-pyridin-3-ylethynyl)-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(F)=CC=C1N2C#CC1=CC=CN=C1 DPTCIIYSUBFZKY-UHFFFAOYSA-N 0.000 description 1
• RZNJWVKDPLJHOA-UHFFFAOYSA-N 8-fluoro-2-methyl-5-(2-pyridin-4-ylethenyl)-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(F)=CC=C1N2C=CC1=CC=NC=C1 RZNJWVKDPLJHOA-UHFFFAOYSA-N 0.000 description 1
• HCWWPLNFZNUYRH-UHFFFAOYSA-N 8-fluoro-2-methyl-5-(2-pyridin-4-ylethynyl)-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(F)=CC=C1N2C#CC1=CC=NC=C1 HCWWPLNFZNUYRH-UHFFFAOYSA-N 0.000 description 1
• IDVWUOTUENBBMY-UHFFFAOYSA-N 8-fluoro-2-methyl-5-(3-phenylprop-2-enyl)-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(F)=CC=C1N2CC=CC1=CC=CC=C1 IDVWUOTUENBBMY-UHFFFAOYSA-N 0.000 description 1
• QAPNIPNUULKTRP-DHZHZOJOSA-N 8-fluoro-2-methyl-5-[(e)-2-[4-(trifluoromethyl)phenyl]ethenyl]-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(F)=CC=C1N2\C=C\C1=CC=C(C(F)(F)F)C=C1 QAPNIPNUULKTRP-DHZHZOJOSA-N 0.000 description 1
• BGBNMDBTYCCSBL-FMIVXFBMSA-N 8-fluoro-2-methyl-5-[(e)-2-phenylethenyl]-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(F)=CC=C1N2\C=C\C1=CC=CC=C1 BGBNMDBTYCCSBL-FMIVXFBMSA-N 0.000 description 1
• JLCBMWGBAILPFS-YRNVUSSQSA-N 8-fluoro-2-methyl-5-[(e)-2-pyridin-2-ylethenyl]-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(F)=CC=C1N2\C=C\C1=CC=CC=N1 JLCBMWGBAILPFS-YRNVUSSQSA-N 0.000 description 1
• RZNJWVKDPLJHOA-IZZDOVSWSA-N 8-fluoro-2-methyl-5-[(e)-2-pyridin-4-ylethenyl]-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(F)=CC=C1N2\C=C\C1=CC=NC=C1 RZNJWVKDPLJHOA-IZZDOVSWSA-N 0.000 description 1
• IDVWUOTUENBBMY-VMPITWQZSA-N 8-fluoro-2-methyl-5-[(e)-3-phenylprop-2-enyl]-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(F)=CC=C1N2C\C=C\C1=CC=CC=C1 IDVWUOTUENBBMY-VMPITWQZSA-N 0.000 description 1
• BGBNMDBTYCCSBL-XFXZXTDPSA-N 8-fluoro-2-methyl-5-[(z)-2-phenylethenyl]-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(F)=CC=C1N2\C=C/C1=CC=CC=C1 BGBNMDBTYCCSBL-XFXZXTDPSA-N 0.000 description 1
• FKWDGWBIKDVBNA-POHAHGRESA-N 8-fluoro-2-methyl-5-[(z)-2-pyridin-3-ylethenyl]-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(F)=CC=C1N2\C=C/C1=CC=CN=C1 FKWDGWBIKDVBNA-POHAHGRESA-N 0.000 description 1
• IDVWUOTUENBBMY-YVMONPNESA-N 8-fluoro-2-methyl-5-[(z)-3-phenylprop-2-enyl]-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(F)=CC=C1N2C\C=C/C1=CC=CC=C1 IDVWUOTUENBBMY-YVMONPNESA-N 0.000 description 1
• RHQAHTWVOWJAQS-UHFFFAOYSA-N 8-fluoro-2-methyl-5-[2-(4-methylphenyl)ethenyl]-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(F)=CC=C1N2C=CC1=CC=C(C)C=C1 RHQAHTWVOWJAQS-UHFFFAOYSA-N 0.000 description 1
• ITPRKYMOYOBGLS-UHFFFAOYSA-N 8-fluoro-2-methyl-5-[2-(6-methylpyridin-3-yl)ethenyl]-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(F)=CC=C1N2C=CC1=CC=C(C)N=C1 ITPRKYMOYOBGLS-UHFFFAOYSA-N 0.000 description 1
• QAPNIPNUULKTRP-UHFFFAOYSA-N 8-fluoro-2-methyl-5-[2-[4-(trifluoromethyl)phenyl]ethenyl]-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(F)=CC=C1N2C=CC1=CC=C(C(F)(F)F)C=C1 QAPNIPNUULKTRP-UHFFFAOYSA-N 0.000 description 1
• KXXBUVZERIKGCJ-UHFFFAOYSA-N 8-fluoro-2-methyl-5-[2-[4-(trifluoromethyl)phenyl]ethynyl]-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(F)=CC=C1N2C#CC1=CC=C(C(F)(F)F)C=C1 KXXBUVZERIKGCJ-UHFFFAOYSA-N 0.000 description 1
• SZZKZCMKZSYAHB-UHFFFAOYSA-N 8-fluoro-2-methyl-5-[3-(4-methylphenyl)prop-2-enyl]-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(F)=CC=C1N2CC=CC1=CC=C(C)C=C1 SZZKZCMKZSYAHB-UHFFFAOYSA-N 0.000 description 1
• XXLOLGBZLDQPQO-DHZHZOJOSA-N 8-fluoro-5-[(e)-2-(4-fluorophenyl)ethenyl]-2-methyl-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(F)=CC=C1N2\C=C\C1=CC=C(F)C=C1 XXLOLGBZLDQPQO-DHZHZOJOSA-N 0.000 description 1
• FQKWKLBSQHASLD-YFHOEESVSA-N 8-fluoro-5-[(z)-2-(3-fluorophenyl)ethenyl]-2-methyl-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(F)=CC=C1N2\C=C/C1=CC=CC(F)=C1 FQKWKLBSQHASLD-YFHOEESVSA-N 0.000 description 1
• KUBYGLRWOGNROT-XFXZXTDPSA-N 8-fluoro-5-[(z)-2-(4-methoxyphenyl)ethenyl]-2-methyl-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1=CC(OC)=CC=C1\C=C/N1C2=CC=C(F)C=C2C2=C1CCN(C)C2 KUBYGLRWOGNROT-XFXZXTDPSA-N 0.000 description 1
• BYXFJHQODHAJBJ-UHFFFAOYSA-N 8-fluoro-5-[2-(3-fluorophenyl)ethynyl]-2-methyl-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(F)=CC=C1N2C#CC1=CC=CC(F)=C1 BYXFJHQODHAJBJ-UHFFFAOYSA-N 0.000 description 1
• XXLOLGBZLDQPQO-UHFFFAOYSA-N 8-fluoro-5-[2-(4-fluorophenyl)ethenyl]-2-methyl-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(F)=CC=C1N2C=CC1=CC=C(F)C=C1 XXLOLGBZLDQPQO-UHFFFAOYSA-N 0.000 description 1
• RZJAPMAJSYCHTC-UHFFFAOYSA-N 8-fluoro-5-[2-(4-fluorophenyl)ethynyl]-2-methyl-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1N(C)CCC2=C1C1=CC(F)=CC=C1N2C#CC1=CC=C(F)C=C1 RZJAPMAJSYCHTC-UHFFFAOYSA-N 0.000 description 1
• KUBYGLRWOGNROT-UHFFFAOYSA-N 8-fluoro-5-[2-(4-methoxyphenyl)ethenyl]-2-methyl-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1=CC(OC)=CC=C1C=CN1C2=CC=C(F)C=C2C2=C1CCN(C)C2 KUBYGLRWOGNROT-UHFFFAOYSA-N 0.000 description 1
• QIFUPIGOSFZCEZ-UHFFFAOYSA-N 8-fluoro-5-[2-(4-methoxyphenyl)ethynyl]-2-methyl-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1=CC(OC)=CC=C1C#CN1C2=CC=C(F)C=C2C2=C1CCN(C)C2 QIFUPIGOSFZCEZ-UHFFFAOYSA-N 0.000 description 1
• ZHPDCNVYDHSIJP-UHFFFAOYSA-N 8-methoxy-2-methyl-5-(2-phenylethenyl)-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1=2CCN(C)CC=2C2=CC(OC)=CC=C2N1C=CC1=CC=CC=C1 ZHPDCNVYDHSIJP-UHFFFAOYSA-N 0.000 description 1
• OVBLJPWTFIMLHX-UHFFFAOYSA-N 8-methoxy-2-methyl-5-(2-pyridin-2-ylethenyl)-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1=2CCN(C)CC=2C2=CC(OC)=CC=C2N1C=CC1=CC=CC=N1 OVBLJPWTFIMLHX-UHFFFAOYSA-N 0.000 description 1
• SJEJVULXLXRLMF-UHFFFAOYSA-N 8-methoxy-2-methyl-5-(2-pyridin-3-ylethenyl)-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1=2CCN(C)CC=2C2=CC(OC)=CC=C2N1C=CC1=CC=CN=C1 SJEJVULXLXRLMF-UHFFFAOYSA-N 0.000 description 1
• CUGRAORGNYVLAG-UHFFFAOYSA-N 8-methoxy-2-methyl-5-(2-pyridin-4-ylethenyl)-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1=2CCN(C)CC=2C2=CC(OC)=CC=C2N1C=CC1=CC=NC=C1 CUGRAORGNYVLAG-UHFFFAOYSA-N 0.000 description 1
• PXEHSAXSFOHZSB-UHFFFAOYSA-N 8-methoxy-2-methyl-5-[3-(4-methylphenyl)prop-2-enyl]-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1=2CCN(C)CC=2C2=CC(OC)=CC=C2N1CC=CC1=CC=C(C)C=C1 PXEHSAXSFOHZSB-UHFFFAOYSA-N 0.000 description 1
• QXABUJPGZAUATJ-UHFFFAOYSA-N 8-methyl-2-(1-methylpiperidin-4-yl)-5-(2-pyridin-2-ylethenyl)-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1CN(C)CCC1N1CC(C=2C(=CC=C(C)C=2)N2C=CC=3N=CC=CC=3)=C2CC1 QXABUJPGZAUATJ-UHFFFAOYSA-N 0.000 description 1
• GGIGDHKUXHURLB-UHFFFAOYSA-N 8-methyl-2-(1-methylpiperidin-4-yl)-5-(2-pyridin-3-ylethenyl)-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1CN(C)CCC1N1CC(C=2C(=CC=C(C)C=2)N2C=CC=3C=NC=CC=3)=C2CC1 GGIGDHKUXHURLB-UHFFFAOYSA-N 0.000 description 1
• KWBYIMUIXRWGGM-UHFFFAOYSA-N 8-methyl-2-(1-methylpiperidin-4-yl)-5-(2-pyridin-4-ylethenyl)-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1CN(C)CCC1N1CC(C=2C(=CC=C(C)C=2)N2C=CC=3C=CN=CC=3)=C2CC1 KWBYIMUIXRWGGM-UHFFFAOYSA-N 0.000 description 1
• SKYZOTJRKOVXBB-UHFFFAOYSA-N 8-methyl-2-(4-methylphenyl)sulfonyl-5-(2-phenylethenyl)-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1=CC(C)=CC=C1S(=O)(=O)N1CC(C=2C(=CC=C(C)C=2)N2C=CC=3C=CC=CC=3)=C2CC1 SKYZOTJRKOVXBB-UHFFFAOYSA-N 0.000 description 1
• QRDGSKRXXBVAAU-UHFFFAOYSA-N 8-methyl-2-(4-methylphenyl)sulfonyl-5-(2-pyridin-2-ylethenyl)-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1=CC(C)=CC=C1S(=O)(=O)N1CC(C=2C(=CC=C(C)C=2)N2C=CC=3N=CC=CC=3)=C2CC1 QRDGSKRXXBVAAU-UHFFFAOYSA-N 0.000 description 1
• YPZWABGZVBRHNL-UHFFFAOYSA-N 8-methyl-2-[1-(4-methylphenyl)sulfonylpiperidin-4-yl]-5-(2-pyridin-4-ylethenyl)-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1=CC(C)=CC=C1S(=O)(=O)N1CCC(N2CC3=C(N(C4=CC=C(C)C=C43)C=CC=3C=CN=CC=3)CC2)CC1 YPZWABGZVBRHNL-UHFFFAOYSA-N 0.000 description 1
• BQHNXQHQXRIDIH-UHFFFAOYSA-N 8-methyl-2-piperidin-4-yl-5-(2-pyridin-2-ylethenyl)-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1=2CCN(C3CCNCC3)CC=2C2=CC(C)=CC=C2N1C=CC1=CC=CC=N1 BQHNXQHQXRIDIH-UHFFFAOYSA-N 0.000 description 1
• GWAIOVWYNFKRSI-UHFFFAOYSA-N 8-methyl-2-piperidin-4-yl-5-(2-pyridin-3-ylethenyl)-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1=2CCN(C3CCNCC3)CC=2C2=CC(C)=CC=C2N1C=CC1=CC=CN=C1 GWAIOVWYNFKRSI-UHFFFAOYSA-N 0.000 description 1
• QBWVZLKKZBQUBR-UHFFFAOYSA-N 8-methyl-2-piperidin-4-yl-5-(2-pyridin-4-ylethenyl)-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1=2CCN(C3CCNCC3)CC=2C2=CC(C)=CC=C2N1C=CC1=CC=NC=C1 QBWVZLKKZBQUBR-UHFFFAOYSA-N 0.000 description 1
• BPPRCPBAYVQCKN-UHFFFAOYSA-N 8-methyl-5-(2-phenylethenyl)-1,2,3,4-tetrahydropyrido[4,3-b]indole Chemical compound C1=2CCNCC=2C2=CC(C)=CC=C2N1C=CC1=CC=CC=C1 BPPRCPBAYVQCKN-UHFFFAOYSA-N 0.000 description 1
• WUMFNQNJXKIVNY-UHFFFAOYSA-N 8-methyl-5-(2-phenylethenyl)-2-(2-pyridin-2-ylethyl)-3,4-dihydro-1H-pyrido[4,3-b]indole Chemical compound CC1=CC=2C3=C(N(C=2C=C1)C=CC1=CC=CC=C1)CCN(C3)CCC1=NC=CC=C1 WUMFNQNJXKIVNY-UHFFFAOYSA-N 0.000 description 1
• SNOXDONKNSGNPT-UHFFFAOYSA-N 8-methyl-5-(2-phenylethenyl)-2-(pyridin-3-ylmethyl)-3,4-dihydro-1h-pyrido[4,3-b]indole Chemical compound C1=2CCN(CC=3C=NC=CC=3)CC=2C2=CC(C)=CC=C2N1C=CC1=CC=CC=C1 SNOXDONKNSGNPT-UHFFFAOYSA-N 0.000 description 1
• RNERLWSHGRYTQW-UHFFFAOYSA-N 8-methyl-5-(2-pyridin-2-ylethenyl)-1,2,3,4-tetrahydropyrido[4,3-b]indole Chemical compound C1=2CCNCC=2C2=CC(C)=CC=C2N1C=CC1=CC=CC=N1 RNERLWSHGRYTQW-UHFFFAOYSA-N 0.000 description 1
• PDDURELSEMKCSE-UHFFFAOYSA-N 8-methyl-5-(2-pyridin-3-ylethenyl)-1,2,3,4-tetrahydropyrido[4,3-b]indole Chemical compound C1=2CCNCC=2C2=CC(C)=CC=C2N1C=CC1=CC=CN=C1 PDDURELSEMKCSE-UHFFFAOYSA-N 0.000 description 1
• RQNOPZILQMBJNQ-UHFFFAOYSA-N 8-methyl-5-(2-pyridin-4-ylethenyl)-1,2,3,4-tetrahydropyrido[4,3-b]indole Chemical compound C1=2CCNCC=2C2=CC(C)=CC=C2N1C=CC1=CC=NC=C1 RQNOPZILQMBJNQ-UHFFFAOYSA-N 0.000 description 1
• 206010000117 Abnormal behaviour Diseases 0.000 description 1
• 101150051188 Adora2a gene Proteins 0.000 description 1
• 101150078577 Adora2b gene Proteins 0.000 description 1
• 208000006888 Agnosia Diseases 0.000 description 1
• 108700028369 Alleles Proteins 0.000 description 1
• 208000035285 Allergic Seasonal Rhinitis Diseases 0.000 description 1
• 208000000044 Amnesia Diseases 0.000 description 1
• 206010002027 Amyotrophy Diseases 0.000 description 1
• 206010002942 Apathy Diseases 0.000 description 1
• 108010060159 Apolipoprotein E4 Proteins 0.000 description 1
• 206010003062 Apraxia Diseases 0.000 description 1
• 201000001320 Atherosclerosis Diseases 0.000 description 1
• 208000025978 Athletic injury Diseases 0.000 description 1
• 206010061666 Autonomic neuropathy Diseases 0.000 description 1
• 208000037663 Best vitelliform macular dystrophy Diseases 0.000 description 1
• 201000004569 Blindness Diseases 0.000 description 1
• 241000283690 Bos taurus Species 0.000 description 1
• 206010006100 Bradykinesia Diseases 0.000 description 1
• 208000014644 Brain disease Diseases 0.000 description 1
• WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
• 125000006519 CCH3 Chemical group 0.000 description 1
• 239000004215 Carbon black (E152) Substances 0.000 description 1
• 229920000623 Cellulose acetate phthalate Polymers 0.000 description 1
• 208000027104 Chemotherapy-Related Cognitive Impairment Diseases 0.000 description 1
• ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
• 108010009685 Cholinergic Receptors Proteins 0.000 description 1
• 206010008748 Chorea Diseases 0.000 description 1
• 206010009696 Clumsiness Diseases 0.000 description 1
• 206010009848 Cogwheel rigidity Diseases 0.000 description 1
• 208000006992 Color Vision Defects Diseases 0.000 description 1
• 102000012437 Copper-Transporting ATPases Human genes 0.000 description 1
• 208000020406 Creutzfeldt Jacob disease Diseases 0.000 description 1
• 208000003407 Creutzfeldt-Jakob Syndrome Diseases 0.000 description 1
• 208000010859 Creutzfeldt-Jakob disease Diseases 0.000 description 1
• 229920002785 Croscarmellose sodium Polymers 0.000 description 1
• FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
• FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
• 208000016192 Demyelinating disease Diseases 0.000 description 1
• 206010012305 Demyelination Diseases 0.000 description 1
• 201000004624 Dermatitis Diseases 0.000 description 1
• 206010012559 Developmental delay Diseases 0.000 description 1
• 208000012239 Developmental disease Diseases 0.000 description 1
• FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
• 206010061818 Disease progression Diseases 0.000 description 1
• 206010013486 Distractibility Diseases 0.000 description 1
• 102000004980 Dopamine D2 Receptors Human genes 0.000 description 1
• 108090001111 Dopamine D2 Receptors Proteins 0.000 description 1
• 229940098778 Dopamine receptor agonist Drugs 0.000 description 1
• 229940121891 Dopamine receptor antagonist Drugs 0.000 description 1
• 201000001353 Doyne honeycomb retinal dystrophy Diseases 0.000 description 1
• 206010052805 Drug tolerance decreased Diseases 0.000 description 1
• 206010013887 Dysarthria Diseases 0.000 description 1
• 208000012661 Dyskinesia Diseases 0.000 description 1
• 206010013976 Dyspraxia Diseases 0.000 description 1
• 241000283073 Equus caballus Species 0.000 description 1
• VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
• 239000001856 Ethyl cellulose Substances 0.000 description 1
• ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 description 1
• 239000005977 Ethylene Substances 0.000 description 1
• 206010015995 Eyelid ptosis Diseases 0.000 description 1
• 208000013171 Fahr disease Diseases 0.000 description 1
• 208000037312 Familial drusen Diseases 0.000 description 1
• 208000001308 Fasciculation Diseases 0.000 description 1
• 241000282324 Felis Species 0.000 description 1
• PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
• 208000004262 Food Hypersensitivity Diseases 0.000 description 1
• 108091006027 G proteins Proteins 0.000 description 1
• 102000030782 GTP binding Human genes 0.000 description 1
• 108091000058 GTP-Binding Proteins 0.000 description 1
• 208000010412 Glaucoma Diseases 0.000 description 1
• 206010019196 Head injury Diseases 0.000 description 1
• 208000016988 Hemorrhagic Stroke Diseases 0.000 description 1
• 208000002972 Hepatolenticular Degeneration Diseases 0.000 description 1
• 208000032087 Hereditary Leber Optic Atrophy Diseases 0.000 description 1
• 208000007514 Herpes zoster Diseases 0.000 description 1
• 241000238631 Hexapoda Species 0.000 description 1
• 102000003834 Histamine H1 Receptors Human genes 0.000 description 1
• 108090000110 Histamine H1 Receptors Proteins 0.000 description 1
• 229940123322 Histamine receptor agonist Drugs 0.000 description 1
• 229940122236 Histamine receptor antagonist Drugs 0.000 description 1
• 101000619542 Homo sapiens E3 ubiquitin-protein ligase parkin Proteins 0.000 description 1
• 101000979001 Homo sapiens Methionine aminopeptidase 2 Proteins 0.000 description 1
• 101000969087 Homo sapiens Microtubule-associated protein 2 Proteins 0.000 description 1
• 101001109698 Homo sapiens Nuclear receptor subfamily 4 group A member 2 Proteins 0.000 description 1
• 241000257303 Hymenoptera Species 0.000 description 1
• 208000035150 Hypercholesterolemia Diseases 0.000 description 1
• 208000031226 Hyperlipidaemia Diseases 0.000 description 1
• 206010020772 Hypertension Diseases 0.000 description 1
• 208000006083 Hypokinesia Diseases 0.000 description 1
• 108060003951 Immunoglobulin Proteins 0.000 description 1
• 208000032578 Inherited retinal disease Diseases 0.000 description 1
• 208000015592 Involuntary movements Diseases 0.000 description 1
• 206010022998 Irritability Diseases 0.000 description 1
• 208000032382 Ischaemic stroke Diseases 0.000 description 1
• 201000003533 Leber congenital amaurosis Diseases 0.000 description 1
• 201000000639 Leber hereditary optic neuropathy Diseases 0.000 description 1
• 208000009829 Lewy Body Disease Diseases 0.000 description 1
• 201000002832 Lewy body dementia Diseases 0.000 description 1
• 208000016604 Lyme disease Diseases 0.000 description 1
• 241000124008 Mammalia Species 0.000 description 1
• 208000008948 Menkes Kinky Hair Syndrome Diseases 0.000 description 1
• 208000012583 Menkes disease Diseases 0.000 description 1
• 208000001145 Metabolic Syndrome Diseases 0.000 description 1
• 102100021118 Microtubule-associated protein 2 Human genes 0.000 description 1
• 206010027918 Mononeuropathy multiplex Diseases 0.000 description 1
• 208000002740 Muscle Rigidity Diseases 0.000 description 1
• 206010028347 Muscle twitching Diseases 0.000 description 1
• WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
• 150000001204 N-oxides Chemical class 0.000 description 1
• 102000007072 Nerve Growth Factors Human genes 0.000 description 1
• 208000012902 Nervous system disease Diseases 0.000 description 1
• 208000009668 Neurobehavioral Manifestations Diseases 0.000 description 1
• 102000008763 Neurofilament Proteins Human genes 0.000 description 1
• 108010088373 Neurofilament Proteins Proteins 0.000 description 1
• 206010060860 Neurological symptom Diseases 0.000 description 1
• GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
• JCXJVPUVTGWSNB-UHFFFAOYSA-N Nitrogen dioxide Chemical compound O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 description 1
• 208000016113 North Carolina macular dystrophy Diseases 0.000 description 1
• 102100022676 Nuclear receptor subfamily 4 group A member 2 Human genes 0.000 description 1
• 208000013661 Oguchi disease Diseases 0.000 description 1
• 206010061323 Optic neuropathy Diseases 0.000 description 1
• 206010053159 Organ failure Diseases 0.000 description 1
• 206010033799 Paralysis Diseases 0.000 description 1
• 208000034247 Pattern dystrophy Diseases 0.000 description 1
• 208000028361 Penetrating Head injury Diseases 0.000 description 1
• 206010034719 Personality change Diseases 0.000 description 1
• 206010067206 Postural reflex impairment Diseases 0.000 description 1
• 241000288906 Primates Species 0.000 description 1
• OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
• 108010029485 Protein Isoforms Proteins 0.000 description 1
• 102000001708 Protein Isoforms Human genes 0.000 description 1
• JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 1
• 206010037779 Radiculopathy Diseases 0.000 description 1
• 208000007400 Relapsing-Remitting Multiple Sclerosis Diseases 0.000 description 1
• 208000004756 Respiratory Insufficiency Diseases 0.000 description 1
• 208000032430 Retinal dystrophy Diseases 0.000 description 1
• 208000007014 Retinitis pigmentosa Diseases 0.000 description 1
• 229910006074 SO2NH2 Inorganic materials 0.000 description 1
• 206010039897 Sedation Diseases 0.000 description 1
• 206010040030 Sensory loss Diseases 0.000 description 1
• 229920002125 Sokalan® Polymers 0.000 description 1
• 208000022758 Sorsby fundus dystrophy Diseases 0.000 description 1
• 208000014604 Specific Language disease Diseases 0.000 description 1
• 201000010829 Spina bifida Diseases 0.000 description 1
• 208000006097 Spinal Dysraphism Diseases 0.000 description 1
• 229920002472 Starch Polymers 0.000 description 1
• 208000027073 Stargardt disease Diseases 0.000 description 1
• 235000021355 Stearic acid Nutrition 0.000 description 1
• 101100054666 Streptomyces halstedii sch3 gene Proteins 0.000 description 1
• KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
• 102000019355 Synuclein Human genes 0.000 description 1
• 108050006783 Synuclein Proteins 0.000 description 1
• FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
• 102100028651 Tenascin-N Human genes 0.000 description 1
• 101710087911 Tenascin-N Proteins 0.000 description 1
• 206010043431 Thinking abnormal Diseases 0.000 description 1
• 102100023935 Transmembrane glycoprotein NMB Human genes 0.000 description 1
• GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
• 102000004243 Tubulin Human genes 0.000 description 1
• 108090000704 Tubulin Proteins 0.000 description 1
• 206010046298 Upper motor neurone lesion Diseases 0.000 description 1
• 208000024780 Urticaria Diseases 0.000 description 1
• 208000014769 Usher Syndromes Diseases 0.000 description 1
• 241000256856 Vespidae Species 0.000 description 1
• 208000018839 Wilson disease Diseases 0.000 description 1
• 238000002441 X-ray diffraction Methods 0.000 description 1
• 201000000690 abdominal obesity-metabolic syndrome Diseases 0.000 description 1
• 230000005856 abnormality Effects 0.000 description 1
• 238000010521 absorption reaction Methods 0.000 description 1
• 235000011054 acetic acid Nutrition 0.000 description 1
• DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 1
• 102000034337 acetylcholine receptors Human genes 0.000 description 1
• 230000002378 acidificating effect Effects 0.000 description 1
• 208000037919 acquired disease Diseases 0.000 description 1
• 230000009471 action Effects 0.000 description 1
• 230000001154 acute effect Effects 0.000 description 1
• 239000000048 adrenergic agonist Substances 0.000 description 1
• 239000000674 adrenergic antagonist Substances 0.000 description 1
• 229940126157 adrenergic receptor agonist Drugs 0.000 description 1
• 125000003158 alcohol group Chemical group 0.000 description 1
• 229910001413 alkali metal ion Inorganic materials 0.000 description 1
• 125000003302 alkenyloxy group Chemical group 0.000 description 1
• 125000005133 alkynyloxy group Chemical group 0.000 description 1
• 239000013566 allergen Substances 0.000 description 1
• VREFGVBLTWBCJP-UHFFFAOYSA-N alprazolam Chemical compound C12=CC(Cl)=CC=C2N2C(C)=NN=C2CN=C1C1=CC=CC=C1 VREFGVBLTWBCJP-UHFFFAOYSA-N 0.000 description 1
• 230000004075 alteration Effects 0.000 description 1
• 229910052782 aluminium Inorganic materials 0.000 description 1
• WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 description 1
• 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
• 150000001412 amines Chemical class 0.000 description 1
• 229940024606 amino acid Drugs 0.000 description 1
• 150000001413 amino acids Chemical class 0.000 description 1
• DZHSAHHDTRWUTF-SIQRNXPUSA-N amyloid-beta polypeptide 42 Chemical compound C([C@@H](C(=O)N[C@@H](C)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@H](C(=O)NCC(=O)N[C@@H](CO)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CCCCN)C(=O)NCC(=O)N[C@@H](C)C(=O)N[C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)NCC(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](C(C)C)C(=O)NCC(=O)NCC(=O)N[C@@H](C(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](C)C(O)=O)[C@@H](C)CC)C(C)C)NC(=O)[C@H](CC=1C=CC=CC=1)NC(=O)[C@@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CC=1N=CNC=1)NC(=O)[C@H](CC=1N=CNC=1)NC(=O)[C@@H](NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CC=1C=CC(O)=CC=1)NC(=O)CNC(=O)[C@H](CO)NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CC=1N=CNC=1)NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](CC=1C=CC=CC=1)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](C)NC(=O)[C@@H](N)CC(O)=O)C(C)C)C(C)C)C1=CC=CC=C1 DZHSAHHDTRWUTF-SIQRNXPUSA-N 0.000 description 1
• 238000004458 analytical method Methods 0.000 description 1
• 230000008485 antagonism Effects 0.000 description 1
• 125000005428 anthryl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C3C(*)=C([H])C([H])=C([H])C3=C([H])C2=C1[H] 0.000 description 1
• 239000003420 antiserotonin agent Substances 0.000 description 1
• 201000007201 aphasia Diseases 0.000 description 1
• 230000006907 apoptotic process Effects 0.000 description 1
• 238000013459 approach Methods 0.000 description 1
• 208000006673 asthma Diseases 0.000 description 1
• 210000001130 astrocyte Anatomy 0.000 description 1
• 208000010668 atopic eczema Diseases 0.000 description 1
• 230000001363 autoimmune Effects 0.000 description 1
• 230000002567 autonomic effect Effects 0.000 description 1
• 210000002453 autonomic neuron Anatomy 0.000 description 1
• 201000002922 basal ganglia calcification Diseases 0.000 description 1
• 239000002585 base Substances 0.000 description 1
• 210000003651 basophil Anatomy 0.000 description 1
• 231100000871 behavioral problem Toxicity 0.000 description 1
• 125000004196 benzothienyl group Chemical group S1C(=CC2=C1C=CC=C2)* 0.000 description 1
• 208000016791 bilateral striopallidodentate calcinosis Diseases 0.000 description 1
• 238000004166 bioassay Methods 0.000 description 1
• 238000010256 biochemical assay Methods 0.000 description 1
• 230000000035 biogenic effect Effects 0.000 description 1
• 238000004820 blood count Methods 0.000 description 1
• 230000036772 blood pressure Effects 0.000 description 1
• 210000004958 brain cell Anatomy 0.000 description 1
• 230000004641 brain development Effects 0.000 description 1
• 208000029028 brain injury Diseases 0.000 description 1
• GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
• 125000001246 bromo group Chemical group Br* 0.000 description 1
• 210000001775 bruch membrane Anatomy 0.000 description 1
• KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
• 210000004899 c-terminal region Anatomy 0.000 description 1
• 229960003563 calcium carbonate Drugs 0.000 description 1
• AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
• 239000000920 calcium hydroxide Substances 0.000 description 1
• 229910001861 calcium hydroxide Inorganic materials 0.000 description 1
• 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 description 1
• 239000000679 carrageenan Substances 0.000 description 1
• 229940113118 carrageenan Drugs 0.000 description 1
• 239000000969 carrier Substances 0.000 description 1
• 206010007776 catatonia Diseases 0.000 description 1
• 230000001364 causal effect Effects 0.000 description 1
• 230000030833 cell death Effects 0.000 description 1
• 230000010267 cellular communication Effects 0.000 description 1
• 230000004637 cellular stress Effects 0.000 description 1
• 229940081734 cellulose acetate phthalate Drugs 0.000 description 1
• 210000001175 cerebrospinal fluid Anatomy 0.000 description 1
• 238000012512 characterization method Methods 0.000 description 1
• 238000006243 chemical reaction Methods 0.000 description 1
• 208000012601 choreatic disease Diseases 0.000 description 1
• 210000003161 choroid Anatomy 0.000 description 1
• 210000000349 chromosome Anatomy 0.000 description 1
• 230000001684 chronic effect Effects 0.000 description 1
• 238000003776 cleavage reaction Methods 0.000 description 1
• 239000011248 coating agent Substances 0.000 description 1
• 230000007278 cognition impairment Effects 0.000 description 1
• 230000003930 cognitive ability Effects 0.000 description 1
• 230000036992 cognitive tasks Effects 0.000 description 1
• 201000007254 color blindness Diseases 0.000 description 1
• 238000012875 competitive assay Methods 0.000 description 1
• 231100000867 compulsive behavior Toxicity 0.000 description 1
• 208000006623 congenital stationary night blindness Diseases 0.000 description 1
• 239000000470 constituent Substances 0.000 description 1
• 229960001681 croscarmellose sodium Drugs 0.000 description 1
• 235000010947 crosslinked sodium carboxy methyl cellulose Nutrition 0.000 description 1
• 238000005520 cutting process Methods 0.000 description 1
• 125000004210 cyclohexylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
• 230000001086 cytosolic effect Effects 0.000 description 1
• 239000002619 cytotoxin Substances 0.000 description 1
• 125000005508 decahydronaphthalenyl group Chemical group 0.000 description 1
• 206010061428 decreased appetite Diseases 0.000 description 1
• 230000007547 defect Effects 0.000 description 1
• 230000002950 deficient Effects 0.000 description 1
• 230000007850 degeneration Effects 0.000 description 1
• 230000001934 delay Effects 0.000 description 1
• 230000002939 deleterious effect Effects 0.000 description 1
• 206010012601 diabetes mellitus Diseases 0.000 description 1
• 238000003796 diagnosis of exclusion Methods 0.000 description 1
• 235000005911 diet Nutrition 0.000 description 1
• 230000037213 diet Effects 0.000 description 1
• ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
• 125000004982 dihaloalkyl group Chemical group 0.000 description 1
• 230000005750 disease progression Effects 0.000 description 1
• 239000003210 dopamine receptor blocking agent Substances 0.000 description 1
• 239000003136 dopamine receptor stimulating agent Substances 0.000 description 1
• 210000005064 dopaminergic neuron Anatomy 0.000 description 1
• 231100000673 dose–response relationship Toxicity 0.000 description 1
• 208000029444 double vision Diseases 0.000 description 1
• 238000012377 drug delivery Methods 0.000 description 1
• 230000008030 elimination Effects 0.000 description 1
• 238000003379 elimination reaction Methods 0.000 description 1
• 230000008451 emotion Effects 0.000 description 1
• 230000002996 emotional effect Effects 0.000 description 1
• 210000003372 endocrine gland Anatomy 0.000 description 1
• 239000002702 enteric coating Substances 0.000 description 1
• 238000009505 enteric coating Methods 0.000 description 1
• 230000007613 environmental effect Effects 0.000 description 1
• 239000003256 environmental substance Substances 0.000 description 1
• MVPICKVDHDWCJQ-UHFFFAOYSA-N ethyl 3-pyrrolidin-1-ylpropanoate Chemical compound CCOC(=O)CCN1CCCC1 MVPICKVDHDWCJQ-UHFFFAOYSA-N 0.000 description 1
• YXXOODZUYZSURV-UHFFFAOYSA-N ethyl 8-methyl-5-(2-phenylethenyl)-3,4-dihydro-1h-pyrido[4,3-b]indole-2-carboxylate Chemical compound C1N(C(=O)OCC)CCC2=C1C1=CC(C)=CC=C1N2C=CC1=CC=CC=C1 YXXOODZUYZSURV-UHFFFAOYSA-N 0.000 description 1
• 235000019325 ethyl cellulose Nutrition 0.000 description 1
• 229920001249 ethyl cellulose Polymers 0.000 description 1
• 210000003527 eukaryotic cell Anatomy 0.000 description 1
• 230000003203 everyday effect Effects 0.000 description 1
• 230000001747 exhibiting effect Effects 0.000 description 1
• 230000008921 facial expression Effects 0.000 description 1
• 239000000796 flavoring agent Substances 0.000 description 1
• 239000011737 fluorine Substances 0.000 description 1
• 235000020932 food allergy Nutrition 0.000 description 1
• 201000006321 fundus dystrophy Diseases 0.000 description 1
• 229940125384 geroprotector Drugs 0.000 description 1
• 210000004884 grey matter Anatomy 0.000 description 1
• 208000024963 hair loss Diseases 0.000 description 1
• 230000003676 hair loss Effects 0.000 description 1
• 230000036541 health Effects 0.000 description 1
• 230000005802 health problem Effects 0.000 description 1
• 230000000971 hippocampal effect Effects 0.000 description 1
• 239000003453 histamine agonist Substances 0.000 description 1
• 210000003630 histaminocyte Anatomy 0.000 description 1
• 235000012907 honey Nutrition 0.000 description 1
• 150000004677 hydrates Chemical class 0.000 description 1
• 229930195733 hydrocarbon Natural products 0.000 description 1
• 201000001421 hyperglycemia Diseases 0.000 description 1
• 230000009610 hypersensitivity Effects 0.000 description 1
• 239000012729 immediate-release (IR) formulation Substances 0.000 description 1
• 102000018358 immunoglobulin Human genes 0.000 description 1
• 229940072221 immunoglobulins Drugs 0.000 description 1
• 230000006872 improvement Effects 0.000 description 1
• 238000000099 in vitro assay Methods 0.000 description 1
• 238000005462 in vivo assay Methods 0.000 description 1
• 238000011065 in-situ storage Methods 0.000 description 1
• 239000005414 inactive ingredient Substances 0.000 description 1
• 125000002249 indol-2-yl group Chemical group [H]C1=C([H])C([H])=C2N([H])C([*])=C([H])C2=C1[H] 0.000 description 1
• 150000002475 indoles Chemical class 0.000 description 1
• 125000003406 indolizinyl group Chemical group C=1(C=CN2C=CC=CC12)* 0.000 description 1
• 230000028709 inflammatory response Effects 0.000 description 1
• 230000010365 information processing Effects 0.000 description 1
• 238000002329 infrared spectrum Methods 0.000 description 1
• 208000017532 inherited retinal dystrophy Diseases 0.000 description 1
• 230000002452 interceptive effect Effects 0.000 description 1
• 230000003834 intracellular effect Effects 0.000 description 1
• 208000020658 intracerebral hemorrhage Diseases 0.000 description 1
• 239000011630 iodine Substances 0.000 description 1
• PGHMRUGBZOYCAA-ADZNBVRBSA-N ionomycin Chemical compound O1[C@H](C[C@H](O)[C@H](C)[C@H](O)[C@H](C)/C=C/C[C@@H](C)C[C@@H](C)C(/O)=C/C(=O)[C@@H](C)C[C@@H](C)C[C@@H](CCC(O)=O)C)CC[C@@]1(C)[C@@H]1O[C@](C)([C@@H](C)O)CC1 PGHMRUGBZOYCAA-ADZNBVRBSA-N 0.000 description 1
• PGHMRUGBZOYCAA-UHFFFAOYSA-N ionomycin Natural products O1C(CC(O)C(C)C(O)C(C)C=CCC(C)CC(C)C(O)=CC(=O)C(C)CC(C)CC(CCC(O)=O)C)CCC1(C)C1OC(C)(C(C)O)CC1 PGHMRUGBZOYCAA-UHFFFAOYSA-N 0.000 description 1
• 150000002500 ions Chemical class 0.000 description 1
• 208000028867 ischemia Diseases 0.000 description 1
• 230000000302 ischemic effect Effects 0.000 description 1
• 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
• 230000008449 language Effects 0.000 description 1
• 239000010410 layer Substances 0.000 description 1
• 230000003902 lesion Effects 0.000 description 1
• 210000003715 limbic system Anatomy 0.000 description 1
• 235000019359 magnesium stearate Nutrition 0.000 description 1
• 238000002595 magnetic resonance imaging Methods 0.000 description 1
• VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
• 239000011976 maleic acid Substances 0.000 description 1
• 239000003550 marker Substances 0.000 description 1
• 238000002844 melting Methods 0.000 description 1
• 230000008018 melting Effects 0.000 description 1
• 230000006984 memory degeneration Effects 0.000 description 1
• 208000023060 memory loss Diseases 0.000 description 1
• 230000003340 mental effect Effects 0.000 description 1
• 230000003924 mental process Effects 0.000 description 1
• 210000001259 mesencephalon Anatomy 0.000 description 1
• 229910021645 metal ion Inorganic materials 0.000 description 1
• 230000003278 mimic effect Effects 0.000 description 1
• 230000007625 mitochondrial abnormality Effects 0.000 description 1
• 238000002156 mixing Methods 0.000 description 1
• 201000002003 mononeuritis multiplex Diseases 0.000 description 1
• 208000005264 motor neuron disease Diseases 0.000 description 1
• 230000003387 muscular Effects 0.000 description 1
• 230000017311 musculoskeletal movement, spinal reflex action Effects 0.000 description 1
• 210000003007 myelin sheath Anatomy 0.000 description 1
• 125000003136 n-heptyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
• 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
• 125000001624 naphthyl group Chemical group 0.000 description 1
• 230000009826 neoplastic cell growth Effects 0.000 description 1
• 210000005157 neural retina Anatomy 0.000 description 1
• 208000004296 neuralgia Diseases 0.000 description 1
• 210000004498 neuroglial cell Anatomy 0.000 description 1
• 238000002610 neuroimaging Methods 0.000 description 1
• 230000000926 neurological effect Effects 0.000 description 1
• 238000010984 neurological examination Methods 0.000 description 1
• 208000018360 neuromuscular disease Diseases 0.000 description 1
• 208000021722 neuropathic pain Diseases 0.000 description 1
• 230000007171 neuropathology Effects 0.000 description 1
• 239000004090 neuroprotective agent Substances 0.000 description 1
• 230000003557 neuropsychological effect Effects 0.000 description 1
• 231100000189 neurotoxic Toxicity 0.000 description 1
• 230000002887 neurotoxic effect Effects 0.000 description 1
• 229910017604 nitric acid Inorganic materials 0.000 description 1
• QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
• 125000003518 norbornenyl group Chemical group C12(C=CC(CC1)C2)* 0.000 description 1
• QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
• OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
• 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
• 201000001909 oculomotor nerve paralysis Diseases 0.000 description 1
• 208000020911 optic nerve disease Diseases 0.000 description 1
• 230000003287 optical effect Effects 0.000 description 1
• 210000000056 organ Anatomy 0.000 description 1
• 235000005985 organic acids Nutrition 0.000 description 1
• 235000006408 oxalic acid Nutrition 0.000 description 1
• 238000012856 packing Methods 0.000 description 1
• 238000007911 parenteral administration Methods 0.000 description 1
• 208000035824 paresthesia Diseases 0.000 description 1
• 102000045222 parkin Human genes 0.000 description 1
• 244000052769 pathogen Species 0.000 description 1
• 230000008506 pathogenesis Effects 0.000 description 1
• 230000001717 pathogenic effect Effects 0.000 description 1
• 210000000578 peripheral nerve Anatomy 0.000 description 1
• 210000001428 peripheral nervous system Anatomy 0.000 description 1
• 230000002085 persistent effect Effects 0.000 description 1
• 108091008695 photoreceptors Proteins 0.000 description 1
• 229920000642 polymer Polymers 0.000 description 1
• 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
• 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
• 208000028173 post-traumatic stress disease Diseases 0.000 description 1
• 229940069328 povidone Drugs 0.000 description 1
• 239000002243 precursor Substances 0.000 description 1
• 230000002265 prevention Effects 0.000 description 1
• 210000002243 primary neuron Anatomy 0.000 description 1
• 102000004196 processed proteins & peptides Human genes 0.000 description 1
• 108090000765 processed proteins & peptides Proteins 0.000 description 1
• 239000000047 product Substances 0.000 description 1
• 201000002241 progressive bulbar palsy Diseases 0.000 description 1
• 235000019260 propionic acid Nutrition 0.000 description 1
• QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
• 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
• 238000000159 protein binding assay Methods 0.000 description 1
• 238000000746 purification Methods 0.000 description 1
• 150000003230 pyrimidines Chemical class 0.000 description 1
• IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
• 238000001953 recrystallisation Methods 0.000 description 1
• 230000009467 reduction Effects 0.000 description 1
• 238000011160 research Methods 0.000 description 1
• 201000004193 respiratory failure Diseases 0.000 description 1
• 230000004043 responsiveness Effects 0.000 description 1
• 230000002207 retinal effect Effects 0.000 description 1
• 210000003583 retinal pigment epithelium Anatomy 0.000 description 1
• 210000004116 schwann cell Anatomy 0.000 description 1
• 230000007017 scission Effects 0.000 description 1
• 230000028327 secretion Effects 0.000 description 1
• 230000036280 sedation Effects 0.000 description 1
• 210000001044 sensory neuron Anatomy 0.000 description 1
• 239000003751 serotonin 6 antagonist Substances 0.000 description 1
• 239000000952 serotonin receptor agonist Substances 0.000 description 1
• 229940121356 serotonin receptor antagonist Drugs 0.000 description 1
• 210000002966 serum Anatomy 0.000 description 1
• 230000006403 short-term memory Effects 0.000 description 1
• 230000019491 signal transduction Effects 0.000 description 1
• 210000002027 skeletal muscle Anatomy 0.000 description 1
• 208000026473 slurred speech Diseases 0.000 description 1
• 230000011273 social behavior Effects 0.000 description 1
• 229910000029 sodium carbonate Inorganic materials 0.000 description 1
• 229940045902 sodium stearyl fumarate Drugs 0.000 description 1
• 239000000600 sorbitol Substances 0.000 description 1
• 241000894007 species Species 0.000 description 1
• 238000001228 spectrum Methods 0.000 description 1
• 208000002320 spinal muscular atrophy Diseases 0.000 description 1
• 210000000273 spinal nerve root Anatomy 0.000 description 1
• 229940032147 starch Drugs 0.000 description 1
• 239000008107 starch Substances 0.000 description 1
• 235000019698 starch Nutrition 0.000 description 1
• 239000008117 stearic acid Substances 0.000 description 1
• 238000003860 storage Methods 0.000 description 1
• 125000006296 sulfonyl amino group Chemical group [H]N(*)S(*)(=O)=O 0.000 description 1
• 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 1
• 230000002889 sympathetic effect Effects 0.000 description 1
• 230000007470 synaptic degeneration Effects 0.000 description 1
• 230000000946 synaptic effect Effects 0.000 description 1
• 239000003826 tablet Substances 0.000 description 1
• 239000011975 tartaric acid Substances 0.000 description 1
• 235000002906 tartaric acid Nutrition 0.000 description 1
• 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
• 229940124597 therapeutic agent Drugs 0.000 description 1
• 230000000451 tissue damage Effects 0.000 description 1
• 231100000827 tissue damage Toxicity 0.000 description 1
• 238000003325 tomography Methods 0.000 description 1
• 230000000699 topical effect Effects 0.000 description 1
• 125000002088 tosyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C([H])([H])[H])S(*)(=O)=O 0.000 description 1
• 231100000419 toxicity Toxicity 0.000 description 1
• 230000001988 toxicity Effects 0.000 description 1
• 230000002110 toxicologic effect Effects 0.000 description 1
• 231100000027 toxicology Toxicity 0.000 description 1
• VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
• 108091007466 transmembrane glycoproteins Proteins 0.000 description 1
• 125000004950 trifluoroalkyl group Chemical group 0.000 description 1
• 125000003258 trimethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])[*:1] 0.000 description 1
• 208000001072 type 2 diabetes mellitus Diseases 0.000 description 1
• 238000002562 urinalysis Methods 0.000 description 1
• 239000002435 venom Substances 0.000 description 1
• 231100000611 venom Toxicity 0.000 description 1
• 210000001048 venom Anatomy 0.000 description 1
• 230000035899 viability Effects 0.000 description 1
• 210000001835 viscera Anatomy 0.000 description 1
• 201000007790 vitelliform macular dystrophy Diseases 0.000 description 1
• 208000020938 vitelliform macular dystrophy 2 Diseases 0.000 description 1
• 230000001755 vocal effect Effects 0.000 description 1
• 230000003442 weekly effect Effects 0.000 description 1
• 230000004580 weight loss Effects 0.000 description 1
• 230000036642 wellbeing Effects 0.000 description 1
• 230000003936 working memory Effects 0.000 description 1
• UHVMMEOXYDMDKI-JKYCWFKZSA-L zinc;1-(5-cyanopyridin-2-yl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea;diacetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O.CCC(=O)C1=CC=C(F)C([C@H]2[C@H](C2)NC(=O)NC=2N=CC(=CC=2)C#N)=C1O UHVMMEOXYDMDKI-JKYCWFKZSA-L 0.000 description 1
• AIFRHYZBTHREPW-UHFFFAOYSA-N β-carboline Chemical class N1=CC=C2C3=CC=CC=C3NC2=C1 AIFRHYZBTHREPW-UHFFFAOYSA-N 0.000 description 1