JP7247106B2 - 内臓痛の治療のための化合物および方法 - Google Patents
内臓痛の治療のための化合物および方法 Download PDFInfo
- Publication number
- JP7247106B2 JP7247106B2 JP2019561224A JP2019561224A JP7247106B2 JP 7247106 B2 JP7247106 B2 JP 7247106B2 JP 2019561224 A JP2019561224 A JP 2019561224A JP 2019561224 A JP2019561224 A JP 2019561224A JP 7247106 B2 JP7247106 B2 JP 7247106B2
- Authority
- JP
- Japan
- Prior art keywords
- tetrahydro
- diaza
- compound
- cyclopropa
- pentalene
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- 208000009935 visceral pain Diseases 0.000 title claims description 89
- 238000011282 treatment Methods 0.000 title claims description 28
- 150000001875 compounds Chemical class 0.000 title description 1048
- 238000000034 method Methods 0.000 title description 212
- 208000002193 Pain Diseases 0.000 claims description 133
- 230000036407 pain Effects 0.000 claims description 126
- 229940126062 Compound A Drugs 0.000 claims description 93
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 claims description 93
- 239000000203 mixture Substances 0.000 claims description 85
- 150000003839 salts Chemical class 0.000 claims description 82
- 208000011231 Crohn disease Diseases 0.000 claims description 56
- 201000007094 prostatitis Diseases 0.000 claims description 34
- 238000000113 differential scanning calorimetry Methods 0.000 claims description 30
- 238000001757 thermogravimetry curve Methods 0.000 claims description 30
- 230000004580 weight loss Effects 0.000 claims description 30
- 238000000634 powder X-ray diffraction Methods 0.000 claims description 29
- 238000002411 thermogravimetry Methods 0.000 claims description 25
- 230000003187 abdominal effect Effects 0.000 claims description 20
- 230000002980 postoperative effect Effects 0.000 claims description 19
- 208000013507 chronic prostatitis Diseases 0.000 claims description 17
- 208000000668 Chronic Pancreatitis Diseases 0.000 claims description 16
- 206010033645 Pancreatitis Diseases 0.000 claims description 16
- 206010033649 Pancreatitis chronic Diseases 0.000 claims description 16
- 208000000450 Pelvic Pain Diseases 0.000 claims description 16
- 230000003902 lesion Effects 0.000 claims description 16
- 239000003814 drug Substances 0.000 claims description 15
- 239000003937 drug carrier Substances 0.000 claims description 13
- 230000001747 exhibiting effect Effects 0.000 claims description 13
- 210000000813 small intestine Anatomy 0.000 claims description 10
- 210000003405 ileum Anatomy 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 5
- 210000001986 peyer's patch Anatomy 0.000 claims description 5
- 210000001599 sigmoid colon Anatomy 0.000 claims description 5
- 210000000936 intestine Anatomy 0.000 claims description 4
- 230000009278 visceral effect Effects 0.000 claims 4
- -1 ureyl Chemical group 0.000 description 328
- SNOOUWRIMMFWNE-UHFFFAOYSA-M sodium;6-[(3,4,5-trimethoxybenzoyl)amino]hexanoate Chemical compound [Na+].COC1=CC(C(=O)NCCCCCC([O-])=O)=CC(OC)=C1OC SNOOUWRIMMFWNE-UHFFFAOYSA-M 0.000 description 218
- 125000003118 aryl group Chemical group 0.000 description 191
- 125000001072 heteroaryl group Chemical group 0.000 description 164
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 160
- 125000000753 cycloalkyl group Chemical group 0.000 description 130
- 125000000623 heterocyclic group Chemical group 0.000 description 120
- 125000001424 substituent group Chemical group 0.000 description 120
- 125000000217 alkyl group Chemical group 0.000 description 111
- 229910052736 halogen Inorganic materials 0.000 description 75
- 150000002367 halogens Chemical class 0.000 description 75
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 74
- 125000002947 alkylene group Chemical group 0.000 description 69
- 125000004093 cyano group Chemical group *C#N 0.000 description 65
- 208000005615 Interstitial Cystitis Diseases 0.000 description 60
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 57
- 241000700159 Rattus Species 0.000 description 56
- 229910052799 carbon Inorganic materials 0.000 description 54
- 239000008194 pharmaceutical composition Substances 0.000 description 53
- 238000003556 assay Methods 0.000 description 51
- 125000003545 alkoxy group Chemical group 0.000 description 49
- 150000001204 N-oxides Chemical class 0.000 description 48
- 208000022559 Inflammatory bowel disease Diseases 0.000 description 47
- 125000001188 haloalkyl group Chemical group 0.000 description 47
- 125000003161 (C1-C6) alkylene group Chemical group 0.000 description 46
- 125000002993 cycloalkylene group Chemical group 0.000 description 45
- 125000005549 heteroarylene group Chemical group 0.000 description 45
- 125000004663 dialkyl amino group Chemical group 0.000 description 41
- 125000001769 aryl amino group Chemical group 0.000 description 40
- 125000004104 aryloxy group Chemical group 0.000 description 40
- 150000001602 bicycloalkyls Chemical group 0.000 description 40
- 125000006310 cycloalkyl amino group Chemical group 0.000 description 40
- 125000003282 alkyl amino group Chemical group 0.000 description 36
- 230000000694 effects Effects 0.000 description 36
- 125000005553 heteroaryloxy group Chemical group 0.000 description 35
- 102100036214 Cannabinoid receptor 2 Human genes 0.000 description 32
- 101710187022 Cannabinoid receptor 2 Proteins 0.000 description 32
- 241001465754 Metazoa Species 0.000 description 31
- 239000002253 acid Substances 0.000 description 30
- 239000000556 agonist Substances 0.000 description 30
- 208000004998 Abdominal Pain Diseases 0.000 description 29
- 208000004454 Hyperalgesia Diseases 0.000 description 28
- 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 description 25
- 238000002360 preparation method Methods 0.000 description 25
- 125000004890 (C1-C6) alkylamino group Chemical group 0.000 description 24
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 description 23
- 239000003981 vehicle Substances 0.000 description 23
- 125000005518 carboxamido group Chemical group 0.000 description 22
- 150000002148 esters Chemical class 0.000 description 22
- 208000025865 Ulcer Diseases 0.000 description 21
- 239000012453 solvate Substances 0.000 description 21
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 21
- 125000005129 aryl carbonyl group Chemical group 0.000 description 20
- 229910019142 PO4 Inorganic materials 0.000 description 19
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 19
- 239000010452 phosphate Substances 0.000 description 19
- 230000004044 response Effects 0.000 description 19
- 239000005973 Carvone Substances 0.000 description 18
- 150000004677 hydrates Chemical class 0.000 description 18
- 238000012360 testing method Methods 0.000 description 17
- 239000004480 active ingredient Substances 0.000 description 16
- 210000004027 cell Anatomy 0.000 description 16
- 210000001835 viscera Anatomy 0.000 description 16
- 125000004453 alkoxycarbonyl group Chemical group 0.000 description 15
- 125000004390 alkyl sulfonyl group Chemical group 0.000 description 15
- 125000005724 cycloalkenylene group Chemical group 0.000 description 15
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 15
- 125000001153 fluoro group Chemical group F* 0.000 description 15
- 210000002683 foot Anatomy 0.000 description 15
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 15
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 15
- 229910052757 nitrogen Inorganic materials 0.000 description 15
- 125000004433 nitrogen atom Chemical group N* 0.000 description 15
- 239000000243 solution Substances 0.000 description 15
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 15
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 14
- UGJMXCAKCUNAIE-UHFFFAOYSA-N Gabapentin Chemical compound OC(=O)CC1(CN)CCCCC1 UGJMXCAKCUNAIE-UHFFFAOYSA-N 0.000 description 14
- 238000002347 injection Methods 0.000 description 14
- 239000007924 injection Substances 0.000 description 14
- GJVFBWCTGUSGDD-UHFFFAOYSA-L pentamethonium bromide Chemical compound [Br-].[Br-].C[N+](C)(C)CCCCC[N+](C)(C)C GJVFBWCTGUSGDD-UHFFFAOYSA-L 0.000 description 14
- 239000003826 tablet Substances 0.000 description 14
- 201000009273 Endometriosis Diseases 0.000 description 13
- 230000036760 body temperature Effects 0.000 description 13
- 238000002868 homogeneous time resolved fluorescence Methods 0.000 description 13
- 239000007788 liquid Substances 0.000 description 13
- 239000000843 powder Substances 0.000 description 13
- 239000007787 solid Substances 0.000 description 13
- KZMVXNSUJAASDF-HTRCEHHLSA-N (1ar,5ar)-2-(2,4-difluoro-phenyl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)O)=NN2C1=CC=C(F)C=C1F KZMVXNSUJAASDF-HTRCEHHLSA-N 0.000 description 12
- 241000282414 Homo sapiens Species 0.000 description 12
- 208000035154 Hyperesthesia Diseases 0.000 description 12
- 125000005431 alkyl carboxamide group Chemical group 0.000 description 12
- 125000000304 alkynyl group Chemical group 0.000 description 12
- 239000002775 capsule Substances 0.000 description 12
- 125000005363 dialkylsulfonamide group Chemical group 0.000 description 12
- 210000000548 hind-foot Anatomy 0.000 description 12
- 239000002904 solvent Substances 0.000 description 12
- 101710187010 Cannabinoid receptor 1 Proteins 0.000 description 11
- 102100033868 Cannabinoid receptor 1 Human genes 0.000 description 11
- 230000000202 analgesic effect Effects 0.000 description 11
- 230000001363 autoimmune Effects 0.000 description 11
- 238000002512 chemotherapy Methods 0.000 description 11
- 230000001684 chronic effect Effects 0.000 description 11
- ACSQLTBPYZSGBA-GMXVVIOVSA-N olorinab Chemical compound C([C@@H]1C[C@@H]1C=12)C=1C(C(=O)N[C@H](CO)C(C)(C)C)=NN2C1=C[N+]([O-])=CC=N1 ACSQLTBPYZSGBA-GMXVVIOVSA-N 0.000 description 11
- 102000005962 receptors Human genes 0.000 description 11
- 108020003175 receptors Proteins 0.000 description 11
- 238000001356 surgical procedure Methods 0.000 description 11
- DIWRORZWFLOCLC-HNNXBMFYSA-N (3s)-7-chloro-5-(2-chlorophenyl)-3-hydroxy-1,3-dihydro-1,4-benzodiazepin-2-one Chemical compound N([C@H](C(NC1=CC=C(Cl)C=C11)=O)O)=C1C1=CC=CC=C1Cl DIWRORZWFLOCLC-HNNXBMFYSA-N 0.000 description 10
- 125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 description 10
- 125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 description 10
- 239000013543 active substance Substances 0.000 description 10
- 102000000072 beta-Arrestins Human genes 0.000 description 10
- 108010080367 beta-Arrestins Proteins 0.000 description 10
- 239000003795 chemical substances by application Substances 0.000 description 10
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 10
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 10
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 10
- 229960004391 lorazepam Drugs 0.000 description 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 10
- 239000000014 opioid analgesic Substances 0.000 description 10
- NHJVRSWLHSJWIN-UHFFFAOYSA-N 2,4,6-trinitrobenzenesulfonic acid Chemical compound OS(=O)(=O)C1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O NHJVRSWLHSJWIN-UHFFFAOYSA-N 0.000 description 9
- 206010002091 Anaesthesia Diseases 0.000 description 9
- 239000002671 adjuvant Substances 0.000 description 9
- CBTVGIZVANVGBH-UHFFFAOYSA-N aminomethyl propanol Chemical compound CC(C)(N)CO CBTVGIZVANVGBH-UHFFFAOYSA-N 0.000 description 9
- 230000037005 anaesthesia Effects 0.000 description 9
- 239000002552 dosage form Substances 0.000 description 9
- 229940079593 drug Drugs 0.000 description 9
- 125000004438 haloalkoxy group Chemical group 0.000 description 9
- 238000005259 measurement Methods 0.000 description 9
- 239000000725 suspension Substances 0.000 description 9
- VRDXDROAZSDMSA-UHFFFAOYSA-N (1-aminocyclobutyl)methanol Chemical compound OCC1(N)CCC1 VRDXDROAZSDMSA-UHFFFAOYSA-N 0.000 description 8
- OWKCWDNEDBFLIL-RNFRBKRXSA-N (1ar,5ar)-2-(pyrazin-2-yl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)O)=NN2C1=CN=CC=N1 OWKCWDNEDBFLIL-RNFRBKRXSA-N 0.000 description 8
- KZMVXNSUJAASDF-XPUUQOCRSA-N (1as,5as)-2-(2,4-difluoro-phenyl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid Chemical compound C([C@@H]1C[C@@H]1C=12)C=1C(C(=O)O)=NN2C1=CC=C(F)C=C1F KZMVXNSUJAASDF-XPUUQOCRSA-N 0.000 description 8
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 description 8
- 102000003688 G-Protein-Coupled Receptors Human genes 0.000 description 8
- 108090000045 G-Protein-Coupled Receptors Proteins 0.000 description 8
- 230000004913 activation Effects 0.000 description 8
- 230000001154 acute effect Effects 0.000 description 8
- 230000027455 binding Effects 0.000 description 8
- 229930003827 cannabinoid Natural products 0.000 description 8
- 239000003557 cannabinoid Substances 0.000 description 8
- 201000010099 disease Diseases 0.000 description 8
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 description 8
- BQJCRHHNABKAKU-KBQPJGBKSA-N morphine Chemical compound O([C@H]1[C@H](C=C[C@H]23)O)C4=C5[C@@]12CCN(C)[C@@H]3CC5=CC=C4O BQJCRHHNABKAKU-KBQPJGBKSA-N 0.000 description 8
- KJNZJSIOABLVBK-MWLCHTKSSA-N (1ar,5ar)-2-(2,4-dichloro-phenyl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (1-hydroxymethyl-cyclopropyl)-amide Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C=3C(=CC(Cl)=CC=3)Cl)C=1C=2C(=O)NC1(CO)CC1 KJNZJSIOABLVBK-MWLCHTKSSA-N 0.000 description 7
- NORCYAGQZVMECV-MWLCHTKSSA-N (1ar,5ar)-2-(2,4-difluoro-phenyl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (2-hydroxy-1,1-dimethyl-ethyl)-amide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CC=C(F)C=C1F NORCYAGQZVMECV-MWLCHTKSSA-N 0.000 description 7
- VXHUHYVFORNNJX-VXGBXAGGSA-N (1ar,5ar)-2-(4-cyano-pyridin-2-yl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (2-hydroxy-1-hydroxymethyl-1-methyl-ethyl)-amide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(CO)(CO)C)=NN2C1=CC(C#N)=CC=N1 VXHUHYVFORNNJX-VXGBXAGGSA-N 0.000 description 7
- PWGWXPBOPHDDIR-MWLCHTKSSA-N (1ar,5ar)-2-(5-chloro-pyridin-2-yl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (2-hydroxy-1,1-dimethyl-ethyl)-amide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CC=C(Cl)C=N1 PWGWXPBOPHDDIR-MWLCHTKSSA-N 0.000 description 7
- KKFNSSOSJAWXJS-MWLCHTKSSA-N (1ar,5ar)-2-(5-cyano-pyrazin-2-yl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (2-hydroxy-1,1-dimethyl-ethyl)-amide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CN=C(C#N)C=N1 KKFNSSOSJAWXJS-MWLCHTKSSA-N 0.000 description 7
- NRNFYIOXSKULCO-MWLCHTKSSA-N (1ar,5ar)-2-(5-fluoro-pyridin-2-yl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (2-hydroxy-1,1-dimethyl-ethyl)-amide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CC=C(F)C=N1 NRNFYIOXSKULCO-MWLCHTKSSA-N 0.000 description 7
- TVCYLBQVKJBKGA-NQBHXWOUSA-N (1ar,5ar)-2-pyrazin-2-yl-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid ((s)-1-hydroxymethyl-2,2-dimethyl-propyl)-amide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@H](CO)C(C)(C)C)=NN2C1=CN=CC=N1 TVCYLBQVKJBKGA-NQBHXWOUSA-N 0.000 description 7
- PPXLCGDEKRKXGU-ONGXEEELSA-N (1as,5as)-2-(4-chloro-pyridin-2-yl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (2-fluoro-1,1-dimethyl-ethyl)-amide Chemical compound C([C@@H]1C[C@@H]1C=12)C=1C(C(=O)NC(C)(CF)C)=NN2C1=CC(Cl)=CC=N1 PPXLCGDEKRKXGU-ONGXEEELSA-N 0.000 description 7
- MDAXPDJSMRXHJO-SRVKXCTJSA-N (1as,5as)-2-(4-cyano-pyridin-2-yl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid ((s)-3,3,3-trifluoro-1-hydroxymethyl-propyl)-amide Chemical compound C([C@@H]1C[C@@H]1C=12)C=1C(C(=O)N[C@@H](CC(F)(F)F)CO)=NN2C1=CC(C#N)=CC=N1 MDAXPDJSMRXHJO-SRVKXCTJSA-N 0.000 description 7
- TVCYLBQVKJBKGA-GMXVVIOVSA-N (1as,5as)-2-pyrazin-2-yl-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid ((s)-1-hydroxymethyl-2,2-dimethyl-propyl)-amide Chemical compound C([C@@H]1C[C@@H]1C=12)C=1C(C(=O)N[C@H](CO)C(C)(C)C)=NN2C1=CN=CC=N1 TVCYLBQVKJBKGA-GMXVVIOVSA-N 0.000 description 7
- AJULGAUJJIKDFQ-UWVGGRQHSA-N (1as,5as)-2-pyrazin-2-yl-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (1-trifluoromethyl-cyclobutyl)-amide Chemical compound C([C@@H]1C[C@@H]1C=1N(N=2)C=3N=CC=NC=3)C=1C=2C(=O)NC1(C(F)(F)F)CCC1 AJULGAUJJIKDFQ-UWVGGRQHSA-N 0.000 description 7
- NYEWGZHXAYMNAG-IUCAKERBSA-N (1as,5as)-2-pyrazin-2-yl-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (1-trifluoromethyl-cyclopropyl)-amide Chemical compound C([C@@H]1C[C@@H]1C=1N(N=2)C=3N=CC=NC=3)C=1C=2C(=O)NC1(C(F)(F)F)CC1 NYEWGZHXAYMNAG-IUCAKERBSA-N 0.000 description 7
- BLILOWUXFRXWQN-IUCAKERBSA-N (1as,5as)-2-pyrazin-2-yl-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (2,2,2-trifluoro-1,1-dimethyl-ethyl)-amide Chemical compound C([C@@H]1C[C@@H]1C=12)C=1C(C(=O)NC(C)(C)C(F)(F)F)=NN2C1=CN=CC=N1 BLILOWUXFRXWQN-IUCAKERBSA-N 0.000 description 7
- GITVPBOHDLIKRA-UMVBOHGHSA-N (2R,4R)-N-[(1S)-2-hydroxy-1-(oxan-4-yl)ethyl]-9-pyrazin-2-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N([C@H](CO)C1CCOCC1)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CN=CC=N1 GITVPBOHDLIKRA-UMVBOHGHSA-N 0.000 description 7
- YFBWGBFWVFEGEZ-UHFFFAOYSA-N 1,1,1-trifluoro-2-methylpropan-2-amine Chemical compound CC(C)(N)C(F)(F)F YFBWGBFWVFEGEZ-UHFFFAOYSA-N 0.000 description 7
- UYHQDFQKVUGCAQ-UHFFFAOYSA-N 1-(trifluoromethyl)cyclobutan-1-amine Chemical compound FC(F)(F)C1(N)CCC1 UYHQDFQKVUGCAQ-UHFFFAOYSA-N 0.000 description 7
- FBWOFVFUKXZXKT-UHFFFAOYSA-N 1-(trifluoromethyl)cyclopropan-1-amine Chemical compound FC(F)(F)C1(N)CC1 FBWOFVFUKXZXKT-UHFFFAOYSA-N 0.000 description 7
- CHODSSFYKUSDHG-UHFFFAOYSA-N 1-fluoro-2-methylpropan-2-amine Chemical compound CC(C)(N)CF CHODSSFYKUSDHG-UHFFFAOYSA-N 0.000 description 7
- ZAXBVBGWLMVNJN-UHFFFAOYSA-N 1-methylcyclobutan-1-amine Chemical compound CC1(N)CCC1 ZAXBVBGWLMVNJN-UHFFFAOYSA-N 0.000 description 7
- VEGZXOSAJZVXKI-UHFFFAOYSA-N 1-pyridin-2-ylcyclobutan-1-amine Chemical compound C=1C=CC=NC=1C1(N)CCC1 VEGZXOSAJZVXKI-UHFFFAOYSA-N 0.000 description 7
- VBEVDXSKWIIPKQ-UHFFFAOYSA-N 7-(2,4-difluorophenyl)-N-(1-hydroxy-2-methylpropan-2-yl)-7,8-diazatricyclo[4.3.0.02,4]nona-1(6),8-diene-9-carboxamide Chemical compound C1=2CC3CC3C=2C(C(=O)NC(C)(CO)C)=NN1C1=CC=C(F)C=C1F VBEVDXSKWIIPKQ-UHFFFAOYSA-N 0.000 description 7
- 206010053552 allodynia Diseases 0.000 description 7
- 206010009887 colitis Diseases 0.000 description 7
- 239000013078 crystal Substances 0.000 description 7
- 229960002870 gabapentin Drugs 0.000 description 7
- 230000002757 inflammatory effect Effects 0.000 description 7
- 208000004296 neuralgia Diseases 0.000 description 7
- SFZNWMHZWDDKDL-MWLCHTKSSA-N (1ar,5ar)-2-(4-chloro-pyridin-2-yl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (cyano-dimethyl-methyl)-amide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(C)C#N)=NN2C1=CC(Cl)=CC=N1 SFZNWMHZWDDKDL-MWLCHTKSSA-N 0.000 description 6
- IXMKFODNZUOYIW-MWLCHTKSSA-N (1ar,5ar)-2-(4-fluoro-pyridin-2-yl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (2-hydroxy-1,1-dimethyl-ethyl)-amide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CC(F)=CC=N1 IXMKFODNZUOYIW-MWLCHTKSSA-N 0.000 description 6
- QBXHZDXUNZGSFL-NXEZZACHSA-N (1ar,5ar)-2-pyrazin-2-yl-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid tert-butylamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(C)C)=NN2C1=CN=CC=N1 QBXHZDXUNZGSFL-NXEZZACHSA-N 0.000 description 6
- SDASTXGOZXJKBD-ONGXEEELSA-N (1as,5as)-2-(4-chloro-pyridin-2-yl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (2-fluoro-1-fluoro methyl-1-hydroxymethyl-ethyl)-amide Chemical compound C([C@@H]1C[C@@H]1C=12)C=1C(C(=O)NC(CF)(CF)CO)=NN2C1=CC(Cl)=CC=N1 SDASTXGOZXJKBD-ONGXEEELSA-N 0.000 description 6
- ZVASZVVJJSXNHB-VXGBXAGGSA-N (2R,4R)-9-(4-cyanopyridin-2-yl)-N-(1-hydroxy-2-methylpropan-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CC(C#N)=CC=N1 ZVASZVVJJSXNHB-VXGBXAGGSA-N 0.000 description 6
- XOJUNYXOESDYTH-SSDOTTSWSA-N (2S)-2-amino-2-(oxan-4-yl)ethanol Chemical compound OC[C@@H](N)C1CCOCC1 XOJUNYXOESDYTH-SSDOTTSWSA-N 0.000 description 6
- 125000004737 (C1-C6) haloalkoxy group Chemical group 0.000 description 6
- MIDTUVOKEMQNOO-UHFFFAOYSA-N 1-(fluoromethyl)cyclobutan-1-amine Chemical compound FCC1(N)CCC1 MIDTUVOKEMQNOO-UHFFFAOYSA-N 0.000 description 6
- 206010065390 Inflammatory pain Diseases 0.000 description 6
- PIWKPBJCKXDKJR-UHFFFAOYSA-N Isoflurane Chemical compound FC(F)OC(Cl)C(F)(F)F PIWKPBJCKXDKJR-UHFFFAOYSA-N 0.000 description 6
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 6
- 229930012538 Paclitaxel Natural products 0.000 description 6
- 208000027418 Wounds and injury Diseases 0.000 description 6
- 229940035676 analgesics Drugs 0.000 description 6
- 239000000730 antalgic agent Substances 0.000 description 6
- 229940065144 cannabinoids Drugs 0.000 description 6
- 230000006378 damage Effects 0.000 description 6
- 239000012634 fragment Substances 0.000 description 6
- 230000006742 locomotor activity Effects 0.000 description 6
- 208000021722 neuropathic pain Diseases 0.000 description 6
- 229960001592 paclitaxel Drugs 0.000 description 6
- 238000013222 sprague-dawley male rat Methods 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- RCINICONZNJXQF-MZXODVADSA-N taxol Chemical compound O([C@@H]1[C@@]2(C[C@@H](C(C)=C(C2(C)C)[C@H](C([C@]2(C)[C@@H](O)C[C@H]3OC[C@]3([C@H]21)OC(C)=O)=O)OC(=O)C)OC(=O)[C@H](O)[C@@H](NC(=O)C=1C=CC=CC=1)C=1C=CC=CC=1)O)C(=O)C1=CC=CC=C1 RCINICONZNJXQF-MZXODVADSA-N 0.000 description 6
- GBBSUAFBMRNDJC-MRXNPFEDSA-N (5R)-zopiclone Chemical compound C1CN(C)CCN1C(=O)O[C@@H]1C2=NC=CN=C2C(=O)N1C1=CC=C(Cl)C=N1 GBBSUAFBMRNDJC-MRXNPFEDSA-N 0.000 description 5
- ZEUITGRIYCTCEM-KRWDZBQOSA-N (S)-duloxetine Chemical compound C1([C@@H](OC=2C3=CC=CC=C3C=CC=2)CCNC)=CC=CS1 ZEUITGRIYCTCEM-KRWDZBQOSA-N 0.000 description 5
- 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
- YNZFFALZMRAPHQ-SYYKKAFVSA-N 2-[(1r,2r,5r)-5-hydroxy-2-(3-hydroxypropyl)cyclohexyl]-5-(2-methyloctan-2-yl)phenol Chemical compound OC1=CC(C(C)(C)CCCCCC)=CC=C1[C@H]1[C@H](CCCO)CC[C@@H](O)C1 YNZFFALZMRAPHQ-SYYKKAFVSA-N 0.000 description 5
- GNXFOGHNGIVQEH-UHFFFAOYSA-N 2-hydroxy-3-(2-methoxyphenoxy)propyl carbamate Chemical compound COC1=CC=CC=C1OCC(O)COC(N)=O GNXFOGHNGIVQEH-UHFFFAOYSA-N 0.000 description 5
- 125000003542 3-methylbutan-2-yl group Chemical group [H]C([H])([H])C([H])(*)C([H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 5
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 description 5
- KPYSYYIEGFHWSV-UHFFFAOYSA-N Baclofen Chemical compound OC(=O)CC(CN)C1=CC=C(Cl)C=C1 KPYSYYIEGFHWSV-UHFFFAOYSA-N 0.000 description 5
- 108030001720 Bontoxilysin Proteins 0.000 description 5
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 5
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 5
- 239000005977 Ethylene Substances 0.000 description 5
- 206010020751 Hypersensitivity Diseases 0.000 description 5
- PHVGLTMQBUFIQQ-UHFFFAOYSA-N Nortryptiline Chemical compound C1CC2=CC=CC=C2C(=CCCNC)C2=CC=CC=C21 PHVGLTMQBUFIQQ-UHFFFAOYSA-N 0.000 description 5
- 241000283984 Rodentia Species 0.000 description 5
- KJADKKWYZYXHBB-XBWDGYHZSA-N Topiramic acid Chemical compound C1O[C@@]2(COS(N)(=O)=O)OC(C)(C)O[C@H]2[C@@H]2OC(C)(C)O[C@@H]21 KJADKKWYZYXHBB-XBWDGYHZSA-N 0.000 description 5
- 229960000583 acetic acid Drugs 0.000 description 5
- VREFGVBLTWBCJP-UHFFFAOYSA-N alprazolam Chemical compound C12=CC(Cl)=CC=C2N2C(C)=NN=C2CN=C1C1=CC=CC=C1 VREFGVBLTWBCJP-UHFFFAOYSA-N 0.000 description 5
- 229960004538 alprazolam Drugs 0.000 description 5
- KRMDCWKBEZIMAB-UHFFFAOYSA-N amitriptyline Chemical compound C1CC2=CC=CC=C2C(=CCCN(C)C)C2=CC=CC=C21 KRMDCWKBEZIMAB-UHFFFAOYSA-N 0.000 description 5
- 229960000836 amitriptyline Drugs 0.000 description 5
- 230000000573 anti-seizure effect Effects 0.000 description 5
- 239000000935 antidepressant agent Substances 0.000 description 5
- 229940005513 antidepressants Drugs 0.000 description 5
- 239000002249 anxiolytic agent Substances 0.000 description 5
- 229960000794 baclofen Drugs 0.000 description 5
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 5
- 229940053031 botulinum toxin Drugs 0.000 description 5
- 125000001246 bromo group Chemical group Br* 0.000 description 5
- 229960000623 carbamazepine Drugs 0.000 description 5
- FFGPTBGBLSHEPO-UHFFFAOYSA-N carbamazepine Chemical compound C1=CC2=CC=CC=C2N(C(=O)N)C2=CC=CC=C21 FFGPTBGBLSHEPO-UHFFFAOYSA-N 0.000 description 5
- 239000000969 carrier Substances 0.000 description 5
- 125000001309 chloro group Chemical group Cl* 0.000 description 5
- 201000003146 cystitis Diseases 0.000 description 5
- 230000007423 decrease Effects 0.000 description 5
- AAOVKJBEBIDNHE-UHFFFAOYSA-N diazepam Chemical compound N=1CC(=O)N(C)C2=CC=C(Cl)C=C2C=1C1=CC=CC=C1 AAOVKJBEBIDNHE-UHFFFAOYSA-N 0.000 description 5
- 229960003529 diazepam Drugs 0.000 description 5
- 229960002866 duloxetine Drugs 0.000 description 5
- 239000000839 emulsion Substances 0.000 description 5
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 description 5
- 125000004216 fluoromethyl group Chemical group [H]C([H])(F)* 0.000 description 5
- 125000006343 heptafluoro propyl group Chemical group 0.000 description 5
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 description 5
- 238000007912 intraperitoneal administration Methods 0.000 description 5
- 229960002725 isoflurane Drugs 0.000 description 5
- 229960001848 lamotrigine Drugs 0.000 description 5
- PYZRQGJRPPTADH-UHFFFAOYSA-N lamotrigine Chemical compound NC1=NC(N)=NN=C1C1=CC=CC(Cl)=C1Cl PYZRQGJRPPTADH-UHFFFAOYSA-N 0.000 description 5
- 230000033001 locomotion Effects 0.000 description 5
- 229960002330 methocarbamol Drugs 0.000 description 5
- 229920000609 methyl cellulose Polymers 0.000 description 5
- 239000001923 methylcellulose Substances 0.000 description 5
- 235000010981 methylcellulose Nutrition 0.000 description 5
- 229940035363 muscle relaxants Drugs 0.000 description 5
- 239000003158 myorelaxant agent Substances 0.000 description 5
- 210000005036 nerve Anatomy 0.000 description 5
- 229960001158 nortriptyline Drugs 0.000 description 5
- 201000008482 osteoarthritis Diseases 0.000 description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 5
- AYXYPKUFHZROOJ-ZETCQYMHSA-N pregabalin Chemical compound CC(C)C[C@H](CN)CC(O)=O AYXYPKUFHZROOJ-ZETCQYMHSA-N 0.000 description 5
- 229960001233 pregabalin Drugs 0.000 description 5
- 229940002612 prodrug Drugs 0.000 description 5
- 239000000651 prodrug Substances 0.000 description 5
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 5
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 5
- 125000004307 pyrazin-2-yl group Chemical group [H]C1=C([H])N=C(*)C([H])=N1 0.000 description 5
- 125000004076 pyridyl group Chemical group 0.000 description 5
- 125000000719 pyrrolidinyl group Chemical group 0.000 description 5
- 239000000375 suspending agent Substances 0.000 description 5
- 125000005931 tert-butyloxycarbonyl group Chemical group [H]C([H])([H])C(OC(*)=O)(C([H])([H])[H])C([H])([H])[H] 0.000 description 5
- 230000001225 therapeutic effect Effects 0.000 description 5
- 210000001519 tissue Anatomy 0.000 description 5
- 229960004394 topiramate Drugs 0.000 description 5
- PNVNVHUZROJLTJ-UHFFFAOYSA-N venlafaxine Chemical compound C1=CC(OC)=CC=C1C(CN(C)C)C1(O)CCCCC1 PNVNVHUZROJLTJ-UHFFFAOYSA-N 0.000 description 5
- 229960004688 venlafaxine Drugs 0.000 description 5
- 230000003442 weekly effect Effects 0.000 description 5
- 229960000820 zopiclone Drugs 0.000 description 5
- 102000004190 Enzymes Human genes 0.000 description 4
- 108090000790 Enzymes Proteins 0.000 description 4
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 4
- 239000012124 Opti-MEM Substances 0.000 description 4
- 238000003005 PathHunter Beta-Arrestin Assay Methods 0.000 description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- HQVHOQAKMCMIIM-HXUWFJFHSA-N WIN 55212-2 Chemical compound C([C@@H]1COC=2C=CC=C3C(C(=O)C=4C5=CC=CC=C5C=CC=4)=C(N1C3=2)C)N1CCOCC1 HQVHOQAKMCMIIM-HXUWFJFHSA-N 0.000 description 4
- 208000026935 allergic disease Diseases 0.000 description 4
- 229940125708 antidiabetic agent Drugs 0.000 description 4
- 239000003472 antidiabetic agent Substances 0.000 description 4
- 230000006399 behavior Effects 0.000 description 4
- 230000037396 body weight Effects 0.000 description 4
- YKPUWZUDDOIDPM-SOFGYWHQSA-N capsaicin Chemical compound COC1=CC(CNC(=O)CCCC\C=C\C(C)C)=CC=C1O YKPUWZUDDOIDPM-SOFGYWHQSA-N 0.000 description 4
- 230000008859 change Effects 0.000 description 4
- 230000000112 colonic effect Effects 0.000 description 4
- 229960003572 cyclobenzaprine Drugs 0.000 description 4
- JURKNVYFZMSNLP-UHFFFAOYSA-N cyclobenzaprine Chemical compound C1=CC2=CC=CC=C2C(=CCCN(C)C)C2=CC=CC=C21 JURKNVYFZMSNLP-UHFFFAOYSA-N 0.000 description 4
- 238000009826 distribution Methods 0.000 description 4
- 238000002474 experimental method Methods 0.000 description 4
- 239000000796 flavoring agent Substances 0.000 description 4
- 108020001507 fusion proteins Proteins 0.000 description 4
- 102000037865 fusion proteins Human genes 0.000 description 4
- 230000002496 gastric effect Effects 0.000 description 4
- 230000009610 hypersensitivity Effects 0.000 description 4
- 208000014674 injury Diseases 0.000 description 4
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 4
- 229960005181 morphine Drugs 0.000 description 4
- 210000003205 muscle Anatomy 0.000 description 4
- 231100000252 nontoxic Toxicity 0.000 description 4
- 230000003000 nontoxic effect Effects 0.000 description 4
- 208000033808 peripheral neuropathy Diseases 0.000 description 4
- 239000002953 phosphate buffered saline Substances 0.000 description 4
- 238000003653 radioligand binding assay Methods 0.000 description 4
- 230000002829 reductive effect Effects 0.000 description 4
- 238000012216 screening Methods 0.000 description 4
- 210000001032 spinal nerve Anatomy 0.000 description 4
- ZSJLQEPLLKMAKR-GKHCUFPYSA-N streptozocin Chemical compound O=NN(C)C(=O)N[C@H]1[C@@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O ZSJLQEPLLKMAKR-GKHCUFPYSA-N 0.000 description 4
- 208000024891 symptom Diseases 0.000 description 4
- 238000003786 synthesis reaction Methods 0.000 description 4
- 238000002560 therapeutic procedure Methods 0.000 description 4
- 238000005303 weighing Methods 0.000 description 4
- 125000004206 2,2,2-trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 description 3
- KDFDOINBXBEOLZ-UHFFFAOYSA-N 2-phenylpropan-2-amine Chemical compound CC(C)(N)C1=CC=CC=C1 KDFDOINBXBEOLZ-UHFFFAOYSA-N 0.000 description 3
- 108010074051 C-Reactive Protein Proteins 0.000 description 3
- 102100032752 C-reactive protein Human genes 0.000 description 3
- 102000009135 CB2 Cannabinoid Receptor Human genes 0.000 description 3
- 108010073376 CB2 Cannabinoid Receptor Proteins 0.000 description 3
- 208000000094 Chronic Pain Diseases 0.000 description 3
- 229920002261 Corn starch Polymers 0.000 description 3
- 241000282412 Homo Species 0.000 description 3
- CUTJOFILLNRVQR-UHFFFAOYSA-N N-(1-hydroxy-2-methylpropan-2-yl)pentalene-1-carboxamide Chemical compound OCC(C)(C)NC(=O)C=1C2=CC=CC2=CC=1 CUTJOFILLNRVQR-UHFFFAOYSA-N 0.000 description 3
- 150000001200 N-acyl ethanolamides Chemical class 0.000 description 3
- 206010028980 Neoplasm Diseases 0.000 description 3
- 208000004550 Postoperative Pain Diseases 0.000 description 3
- ZSJLQEPLLKMAKR-UHFFFAOYSA-N Streptozotocin Natural products O=NN(C)C(=O)NC1C(O)OC(CO)C(O)C1O ZSJLQEPLLKMAKR-UHFFFAOYSA-N 0.000 description 3
- 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 3
- 230000003213 activating effect Effects 0.000 description 3
- 208000005298 acute pain Diseases 0.000 description 3
- 238000007792 addition Methods 0.000 description 3
- 239000012131 assay buffer Substances 0.000 description 3
- 108010005774 beta-Galactosidase Proteins 0.000 description 3
- 239000011230 binding agent Substances 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000000872 buffer Substances 0.000 description 3
- 239000001768 carboxy methyl cellulose Substances 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 239000003086 colorant Substances 0.000 description 3
- 239000008120 corn starch Substances 0.000 description 3
- 230000003247 decreasing effect Effects 0.000 description 3
- 235000005911 diet Nutrition 0.000 description 3
- 230000037213 diet Effects 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 239000003085 diluting agent Substances 0.000 description 3
- 239000002270 dispersing agent Substances 0.000 description 3
- 231100000673 dose–response relationship Toxicity 0.000 description 3
- 239000002621 endocannabinoid Substances 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 235000013305 food Nutrition 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 230000001939 inductive effect Effects 0.000 description 3
- 230000003993 interaction Effects 0.000 description 3
- 230000000968 intestinal effect Effects 0.000 description 3
- 229910052740 iodine Inorganic materials 0.000 description 3
- 239000007937 lozenge Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000012528 membrane Substances 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 201000001119 neuropathy Diseases 0.000 description 3
- 230000007823 neuropathy Effects 0.000 description 3
- 210000000929 nociceptor Anatomy 0.000 description 3
- SOWBFZRMHSNYGE-UHFFFAOYSA-N oxamic acid Chemical compound NC(=O)C(O)=O SOWBFZRMHSNYGE-UHFFFAOYSA-N 0.000 description 3
- 239000006201 parenteral dosage form Substances 0.000 description 3
- 239000008188 pellet Substances 0.000 description 3
- 230000002093 peripheral effect Effects 0.000 description 3
- 239000013641 positive control Substances 0.000 description 3
- 239000003755 preservative agent Substances 0.000 description 3
- 238000011321 prophylaxis Methods 0.000 description 3
- 239000000523 sample Substances 0.000 description 3
- 210000003497 sciatic nerve Anatomy 0.000 description 3
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 3
- 239000011780 sodium chloride Substances 0.000 description 3
- 239000003381 stabilizer Substances 0.000 description 3
- 229960001052 streptozocin Drugs 0.000 description 3
- 238000007920 subcutaneous administration Methods 0.000 description 3
- 239000000829 suppository Substances 0.000 description 3
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- GITVPBOHDLIKRA-NFAWXSAZSA-N (2R,4R)-N-[(1R)-2-hydroxy-1-(oxan-4-yl)ethyl]-9-pyrazin-2-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N([C@@H](CO)C1CCOCC1)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CN=CC=N1 GITVPBOHDLIKRA-NFAWXSAZSA-N 0.000 description 2
- SSNHGLKFJISNTR-DYSNNVSPSA-N (6ar,10ar)-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromen-1-ol;2-[(1r,6r)-3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl]-5-pentylbenzene-1,3-diol Chemical class OC1=CC(CCCCC)=CC(O)=C1[C@H]1[C@H](C(C)=C)CCC(C)=C1.C1=C(C)CC[C@H]2C(C)(C)OC3=CC(CCCCC)=CC(O)=C3[C@@H]21 SSNHGLKFJISNTR-DYSNNVSPSA-N 0.000 description 2
- GHOKWGTUZJEAQD-ZETCQYMHSA-N (D)-(+)-Pantothenic acid Chemical compound OCC(C)(C)[C@@H](O)C(=O)NCCC(O)=O GHOKWGTUZJEAQD-ZETCQYMHSA-N 0.000 description 2
- AXNNZTURGGNMJF-UHFFFAOYSA-N 1-(2-fluorophenyl)cyclobutan-1-amine Chemical compound C=1C=CC=C(F)C=1C1(N)CCC1 AXNNZTURGGNMJF-UHFFFAOYSA-N 0.000 description 2
- OYRBDGKUVUVWRI-UHFFFAOYSA-N 1-phenylcyclopropan-1-amine Chemical compound C=1C=CC=CC=1C1(N)CC1 OYRBDGKUVUVWRI-UHFFFAOYSA-N 0.000 description 2
- IDWHILRTFFJHIU-UHFFFAOYSA-N 1-pyridin-4-ylcyclobutan-1-amine Chemical compound C=1C=NC=CC=1C1(N)CCC1 IDWHILRTFFJHIU-UHFFFAOYSA-N 0.000 description 2
- JKMHFZQWWAIEOD-UHFFFAOYSA-N 2-[4-(2-hydroxyethyl)piperazin-1-yl]ethanesulfonic acid Chemical compound OCC[NH+]1CCN(CCS([O-])(=O)=O)CC1 JKMHFZQWWAIEOD-UHFFFAOYSA-N 0.000 description 2
- JQULXIOYDDCNGR-UHFFFAOYSA-N 2-amino-2-methylpropanenitrile Chemical compound CC(C)(N)C#N JQULXIOYDDCNGR-UHFFFAOYSA-N 0.000 description 2
- JCXYZQUYVNLCTG-UHFFFAOYSA-N 2-methyl-1-morpholin-4-ylpropan-2-amine Chemical compound CC(C)(N)CN1CCOCC1 JCXYZQUYVNLCTG-UHFFFAOYSA-N 0.000 description 2
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 description 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 2
- 206010003591 Ataxia Diseases 0.000 description 2
- 102100026189 Beta-galactosidase Human genes 0.000 description 2
- BKROMADERDAIKE-IUODEOHRSA-N C=1C=CN=CC=1C(C)(C)NC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F Chemical compound C=1C=CN=CC=1C(C)(C)NC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F BKROMADERDAIKE-IUODEOHRSA-N 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
- 206010058019 Cancer Pain Diseases 0.000 description 2
- 241000218236 Cannabis Species 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 208000017667 Chronic Disease Diseases 0.000 description 2
- 206010009900 Colitis ulcerative Diseases 0.000 description 2
- RGHNJXZEOKUKBD-SQOUGZDYSA-N D-gluconic acid Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O RGHNJXZEOKUKBD-SQOUGZDYSA-N 0.000 description 2
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- OHCQJHSOBUTRHG-KGGHGJDLSA-N FORSKOLIN Chemical compound O=C([C@@]12O)C[C@](C)(C=C)O[C@]1(C)[C@@H](OC(=O)C)[C@@H](O)[C@@H]1[C@]2(C)[C@@H](O)CCC1(C)C OHCQJHSOBUTRHG-KGGHGJDLSA-N 0.000 description 2
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- 108010093031 Galactosidases Proteins 0.000 description 2
- 102000002464 Galactosidases Human genes 0.000 description 2
- 108010010803 Gelatin Proteins 0.000 description 2
- 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 2
- 239000007995 HEPES buffer Substances 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 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
- 102000001109 Leukocyte L1 Antigen Complex Human genes 0.000 description 2
- 108010069316 Leukocyte L1 Antigen Complex Proteins 0.000 description 2
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 2
- YNZYKPIVVIWDGU-CYBMUJFWSA-N N-[(2S)-1-hydroxy-3,3-dimethylbutan-2-yl]pentalene-1-carboxamide Chemical compound OC[C@H](C(C)(C)C)NC(=O)C=1C2=CC=CC2=CC1 YNZYKPIVVIWDGU-CYBMUJFWSA-N 0.000 description 2
- GPAUKUWZNAEPNY-CYBMUJFWSA-N N-[(2S)-3,3-dimethyl-1-(methylamino)-1-oxobutan-2-yl]pentalene-1-carboxamide Chemical compound CC([C@@H](C(NC)=O)NC(=O)C=1C2=CC=CC2=CC=1)(C)C GPAUKUWZNAEPNY-CYBMUJFWSA-N 0.000 description 2
- QIAFMBKCNZACKA-UHFFFAOYSA-N N-benzoylglycine Chemical compound OC(=O)CNC(=O)C1=CC=CC=C1 QIAFMBKCNZACKA-UHFFFAOYSA-N 0.000 description 2
- MBBZMMPHUWSWHV-BDVNFPICSA-N N-methylglucamine Chemical compound CNC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO MBBZMMPHUWSWHV-BDVNFPICSA-N 0.000 description 2
- GGHJSXZWNLNXFL-UHFFFAOYSA-N N-tert-butyl-2,2-dimethyl-1-pyridin-2-ylpropan-1-amine Chemical compound CC(C)(C)C(C1=CC=CC=N1)NC(C)(C)C GGHJSXZWNLNXFL-UHFFFAOYSA-N 0.000 description 2
- QOVYHDHLFPKQQG-NDEPHWFRSA-N N[C@@H](CCC(=O)N1CCC(CC1)NC1=C2C=CC=CC2=NC(NCC2=CN(CCCNCCCNC3CCCCC3)N=N2)=N1)C(O)=O Chemical compound N[C@@H](CCC(=O)N1CCC(CC1)NC1=C2C=CC=CC2=NC(NCC2=CN(CCCNCCCNC3CCCCC3)N=N2)=N1)C(O)=O QOVYHDHLFPKQQG-NDEPHWFRSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 201000006704 Ulcerative Colitis Diseases 0.000 description 2
- 206010052428 Wound Diseases 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 108010070626 acid beta-galactosidase Proteins 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 239000008186 active pharmaceutical agent Substances 0.000 description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 2
- 235000001014 amino acid Nutrition 0.000 description 2
- 150000001413 amino acids Chemical class 0.000 description 2
- 238000010171 animal model Methods 0.000 description 2
- 239000005557 antagonist Substances 0.000 description 2
- 230000000949 anxiolytic effect Effects 0.000 description 2
- 229940005530 anxiolytics Drugs 0.000 description 2
- 238000013459 approach Methods 0.000 description 2
- 238000011948 assay development Methods 0.000 description 2
- JUHORIMYRDESRB-UHFFFAOYSA-N benzathine Chemical compound C=1C=CC=CC=1CNCCNCC1=CC=CC=C1 JUHORIMYRDESRB-UHFFFAOYSA-N 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- 229910052791 calcium Inorganic materials 0.000 description 2
- BPKIGYQJPYCAOW-FFJTTWKXSA-I calcium;potassium;disodium;(2s)-2-hydroxypropanoate;dichloride;dihydroxide;hydrate Chemical compound O.[OH-].[OH-].[Na+].[Na+].[Cl-].[Cl-].[K+].[Ca+2].C[C@H](O)C([O-])=O BPKIGYQJPYCAOW-FFJTTWKXSA-I 0.000 description 2
- 201000011510 cancer Diseases 0.000 description 2
- 235000017663 capsaicin Nutrition 0.000 description 2
- 229960002504 capsaicin Drugs 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
- 150000001768 cations Chemical class 0.000 description 2
- 210000003169 central nervous system Anatomy 0.000 description 2
- 210000001612 chondrocyte Anatomy 0.000 description 2
- 229940110456 cocoa butter Drugs 0.000 description 2
- 235000019868 cocoa butter Nutrition 0.000 description 2
- 230000003920 cognitive function Effects 0.000 description 2
- 210000001072 colon Anatomy 0.000 description 2
- 229940125782 compound 2 Drugs 0.000 description 2
- 229940126214 compound 3 Drugs 0.000 description 2
- 238000002425 crystallisation Methods 0.000 description 2
- 230000008025 crystallization Effects 0.000 description 2
- 238000001514 detection method Methods 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- JXTHNDFMNIQAHM-UHFFFAOYSA-N dichloroacetic acid Chemical compound OC(=O)C(Cl)Cl JXTHNDFMNIQAHM-UHFFFAOYSA-N 0.000 description 2
- 239000007884 disintegrant Substances 0.000 description 2
- 208000035475 disorder Diseases 0.000 description 2
- 238000009509 drug development Methods 0.000 description 2
- 238000002567 electromyography Methods 0.000 description 2
- 238000001839 endoscopy Methods 0.000 description 2
- 230000002255 enzymatic effect Effects 0.000 description 2
- 238000003174 enzyme fragment complementation Methods 0.000 description 2
- 201000010063 epididymitis Diseases 0.000 description 2
- 238000013213 extrapolation Methods 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 230000002550 fecal effect Effects 0.000 description 2
- 235000019634 flavors Nutrition 0.000 description 2
- 238000000684 flow cytometry Methods 0.000 description 2
- 238000002866 fluorescence resonance energy transfer Methods 0.000 description 2
- 125000003784 fluoroethyl group Chemical group [H]C([H])(F)C([H])([H])* 0.000 description 2
- 125000002541 furyl group Chemical group 0.000 description 2
- 239000000499 gel Substances 0.000 description 2
- 239000008273 gelatin Substances 0.000 description 2
- 229920000159 gelatin Polymers 0.000 description 2
- 235000019322 gelatine Nutrition 0.000 description 2
- 235000011852 gelatine desserts Nutrition 0.000 description 2
- 238000002695 general anesthesia Methods 0.000 description 2
- 239000008187 granular material Substances 0.000 description 2
- 230000036541 health Effects 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000003326 hypnotic agent Substances 0.000 description 2
- 230000000147 hypnotic effect Effects 0.000 description 2
- 230000036543 hypotension Effects 0.000 description 2
- 210000002865 immune cell Anatomy 0.000 description 2
- 238000002513 implantation Methods 0.000 description 2
- 230000006872 improvement Effects 0.000 description 2
- 230000001965 increasing effect Effects 0.000 description 2
- CGIGDMFJXJATDK-UHFFFAOYSA-N indomethacin Chemical compound CC1=C(CC(O)=O)C2=CC(OC)=CC=C2N1C(=O)C1=CC=C(Cl)C=C1 CGIGDMFJXJATDK-UHFFFAOYSA-N 0.000 description 2
- 208000015181 infectious disease Diseases 0.000 description 2
- 229940102223 injectable solution Drugs 0.000 description 2
- 239000011630 iodine Substances 0.000 description 2
- SUMDYPCJJOFFON-UHFFFAOYSA-N isethionic acid Chemical compound OCCS(O)(=O)=O SUMDYPCJJOFFON-UHFFFAOYSA-N 0.000 description 2
- 210000003127 knee Anatomy 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 239000008101 lactose Substances 0.000 description 2
- 210000003141 lower extremity Anatomy 0.000 description 2
- 239000000314 lubricant Substances 0.000 description 2
- 239000012139 lysis buffer Substances 0.000 description 2
- 229910001629 magnesium chloride Inorganic materials 0.000 description 2
- 235000019359 magnesium stearate Nutrition 0.000 description 2
- 230000001404 mediated effect Effects 0.000 description 2
- 239000002609 medium Substances 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- 210000002569 neuron Anatomy 0.000 description 2
- 230000002981 neuropathic effect Effects 0.000 description 2
- 230000003040 nociceptive effect Effects 0.000 description 2
- 229940021182 non-steroidal anti-inflammatory drug Drugs 0.000 description 2
- 239000000346 nonvolatile oil Substances 0.000 description 2
- 229940005483 opioid analgesics Drugs 0.000 description 2
- 239000006186 oral dosage form Substances 0.000 description 2
- 238000003305 oral gavage Methods 0.000 description 2
- 150000007530 organic bases Chemical class 0.000 description 2
- 235000006408 oxalic acid Nutrition 0.000 description 2
- 229940054299 painaid Drugs 0.000 description 2
- 210000004197 pelvis Anatomy 0.000 description 2
- GUVXZFRDPCKWEM-UHFFFAOYSA-N pentalene Chemical compound C1=CC2=CC=CC2=C1 GUVXZFRDPCKWEM-UHFFFAOYSA-N 0.000 description 2
- 239000000546 pharmaceutical excipient Substances 0.000 description 2
- 239000006187 pill Substances 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 229920001592 potato starch Polymers 0.000 description 2
- MFDFERRIHVXMIY-UHFFFAOYSA-N procaine Chemical compound CCN(CC)CCOC(=O)C1=CC=C(N)C=C1 MFDFERRIHVXMIY-UHFFFAOYSA-N 0.000 description 2
- 230000000750 progressive effect Effects 0.000 description 2
- 125000006239 protecting group Chemical group 0.000 description 2
- 239000000700 radioactive tracer Substances 0.000 description 2
- 239000002287 radioligand Substances 0.000 description 2
- 229940044601 receptor agonist Drugs 0.000 description 2
- 239000000018 receptor agonist Substances 0.000 description 2
- 239000002469 receptor inverse agonist Substances 0.000 description 2
- 230000011514 reflex Effects 0.000 description 2
- 230000035945 sensitivity Effects 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 2
- AGDSCTQQXMDDCV-UHFFFAOYSA-M sodium;2-iodoacetate Chemical compound [Na+].[O-]C(=O)CI AGDSCTQQXMDDCV-UHFFFAOYSA-M 0.000 description 2
- 210000000278 spinal cord Anatomy 0.000 description 2
- 238000012453 sprague-dawley rat model Methods 0.000 description 2
- 210000002784 stomach Anatomy 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- 239000000454 talc Substances 0.000 description 2
- 229910052623 talc Inorganic materials 0.000 description 2
- YBRBMKDOPFTVDT-UHFFFAOYSA-N tert-butylamine Chemical compound CC(C)(C)N YBRBMKDOPFTVDT-UHFFFAOYSA-N 0.000 description 2
- 239000002562 thickening agent Substances 0.000 description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- 210000003932 urinary bladder Anatomy 0.000 description 2
- 239000000080 wetting agent Substances 0.000 description 2
- JXQMPARWOGCJIW-SVYNMNNPSA-N ((1r,2r)-2-{[(1ar,5ar)-2-(2,4-difluoro-phenyl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carbonyl]amino}-cyclohexyl)-carbamic acid tert-butyl ester Chemical compound CC(C)(C)OC(=O)N[C@@H]1CCCC[C@H]1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 JXQMPARWOGCJIW-SVYNMNNPSA-N 0.000 description 1
- AGTPSAZJSOQXHJ-UHFFFAOYSA-N (1-methylpiperidin-4-yl)methanamine Chemical compound CN1CCC(CN)CC1 AGTPSAZJSOQXHJ-UHFFFAOYSA-N 0.000 description 1
- JNCPKKGFSCOURD-UHFFFAOYSA-N (1-morpholin-4-ylcyclopentyl)methanamine Chemical compound C1COCCN1C1(CN)CCCC1 JNCPKKGFSCOURD-UHFFFAOYSA-N 0.000 description 1
- WPRXXGZKFVDYPB-VIFPVBQESA-N (1R)-1-(5-fluoropyridin-2-yl)-2,2-dimethylpropan-1-amine Chemical compound CC(C)(C)[C@@H](N)C1=CC=C(F)C=N1 WPRXXGZKFVDYPB-VIFPVBQESA-N 0.000 description 1
- ASGMFNBUXDJWJJ-JLCFBVMHSA-N (1R,3R)-3-[[3-bromo-1-[4-(5-methyl-1,3,4-thiadiazol-2-yl)phenyl]pyrazolo[3,4-d]pyrimidin-6-yl]amino]-N,1-dimethylcyclopentane-1-carboxamide Chemical compound BrC1=NN(C2=NC(=NC=C21)N[C@H]1C[C@@](CC1)(C(=O)NC)C)C1=CC=C(C=C1)C=1SC(=NN=1)C ASGMFNBUXDJWJJ-JLCFBVMHSA-N 0.000 description 1
- UAOUIVVJBYDFKD-XKCDOFEDSA-N (1R,9R,10S,11R,12R,15S,18S,21R)-10,11,21-trihydroxy-8,8-dimethyl-14-methylidene-4-(prop-2-enylamino)-20-oxa-5-thia-3-azahexacyclo[9.7.2.112,15.01,9.02,6.012,18]henicosa-2(6),3-dien-13-one Chemical compound C([C@@H]1[C@@H](O)[C@@]23C(C1=C)=O)C[C@H]2[C@]12C(N=C(NCC=C)S4)=C4CC(C)(C)[C@H]1[C@H](O)[C@]3(O)OC2 UAOUIVVJBYDFKD-XKCDOFEDSA-N 0.000 description 1
- AOSZTAHDEDLTLQ-AZKQZHLXSA-N (1S,2S,4R,8S,9S,11S,12R,13S,19S)-6-[(3-chlorophenyl)methyl]-12,19-difluoro-11-hydroxy-8-(2-hydroxyacetyl)-9,13-dimethyl-6-azapentacyclo[10.8.0.02,9.04,8.013,18]icosa-14,17-dien-16-one Chemical compound C([C@@H]1C[C@H]2[C@H]3[C@]([C@]4(C=CC(=O)C=C4[C@@H](F)C3)C)(F)[C@@H](O)C[C@@]2([C@@]1(C1)C(=O)CO)C)N1CC1=CC=CC(Cl)=C1 AOSZTAHDEDLTLQ-AZKQZHLXSA-N 0.000 description 1
- VNFFKRIBYGBSNJ-ROJVFRGKSA-N (1ar,5ar)-2-(1-oxo-hexahydro-1lambda4-thiopyran-4-yl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (2-hydroxy-1,1-dimethyl-ethyl)-amide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1CCS(=O)CC1 VNFFKRIBYGBSNJ-ROJVFRGKSA-N 0.000 description 1
- OTLXMZDNCXEPRI-ZYHUDNBSSA-N (1ar,5ar)-2-(2,4-difluoro-phenyl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carb oxylic acid pyridin-2-ylamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC=2N=CC=CC=2)=N1 OTLXMZDNCXEPRI-ZYHUDNBSSA-N 0.000 description 1
- BMQKXQAATFZGDG-QTDMDRALSA-N (1ar,5ar)-2-(2,4-difluoro-phenyl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid ((1r,2r)-2-amino-cyclohexyl)-amide Chemical compound N[C@@H]1CCCC[C@H]1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 BMQKXQAATFZGDG-QTDMDRALSA-N 0.000 description 1
- JOYICYNQFDGTFL-IXPVHAAZSA-N (1ar,5ar)-2-(2,4-difluoro-phenyl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid ((s)-1-cyclopropyl-2-hydroxy-ethyl)-amide Chemical compound N([C@H](CO)C1CC1)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F JOYICYNQFDGTFL-IXPVHAAZSA-N 0.000 description 1
- AMNVHIFIPRRQTH-SUYBPPKGSA-N (1ar,5ar)-2-(2,4-difluoro-phenyl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid ((s)-2-hydroxy-1-pyridin-4-yl-ethyl)-amide Chemical compound N([C@H](CO)C=1C=CN=CC=1)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F AMNVHIFIPRRQTH-SUYBPPKGSA-N 0.000 description 1
- CKSZJBOBIGAVKY-IUODEOHRSA-N (1ar,5ar)-2-(2,4-difluoro-phenyl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (1-(6-methoxylpyridin-3-yl)-1,1-dimethyl-methyl)-amide Chemical compound C1=NC(OC)=CC=C1C(C)(C)NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 CKSZJBOBIGAVKY-IUODEOHRSA-N 0.000 description 1
- UMXDYOMSOKXHSK-UKRRQHHQSA-N (1ar,5ar)-2-(2,4-difluoro-phenyl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (1-dimethylaminomethyl-cyclopentyl)-amide Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C=3C(=CC(F)=CC=3)F)C=1C=2C(=O)NC1(CN(C)C)CCCC1 UMXDYOMSOKXHSK-UKRRQHHQSA-N 0.000 description 1
- PBMFBAGKYCXWOV-DGCLKSJQSA-N (1ar,5ar)-2-(2,4-difluoro-phenyl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (1-hydroxymethyl-cyclopentyl)-amide Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C=3C(=CC(F)=CC=3)F)C=1C=2C(=O)NC1(CO)CCCC1 PBMFBAGKYCXWOV-DGCLKSJQSA-N 0.000 description 1
- HZJISAONKFNAPO-CZUORRHYSA-N (1ar,5ar)-2-(2,4-difluoro-phenyl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (1-methyl-1-phenyl-ethyl)-amide Chemical compound C=1C=CC=CC=1C(C)(C)NC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F HZJISAONKFNAPO-CZUORRHYSA-N 0.000 description 1
- GRKIYQHPWAXLAL-KYKNFFTOSA-N (1ar,5ar)-2-(2,4-difluoro-phenyl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (1-oxo-hexahydro-1lambda4-thiopyran-4-yl)-amide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC2CCS(=O)CC2)=N1 GRKIYQHPWAXLAL-KYKNFFTOSA-N 0.000 description 1
- ZFXHOJOOJSZFQH-VDCCYECJSA-N (1ar,5ar)-2-(2,4-difluoro-phenyl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (2-hydroxy-1-pyridin-3-yl-ethyl)-amide Chemical compound C=1C=CN=CC=1C(CO)NC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F ZFXHOJOOJSZFQH-VDCCYECJSA-N 0.000 description 1
- OGPGAFLHUNJPEU-MWLCHTKSSA-N (1ar,5ar)-2-(2,4-difluoro-phenyl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (3-hydroxy-pyridin-2-yl)-amide Chemical compound OC1=CC=CN=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 OGPGAFLHUNJPEU-MWLCHTKSSA-N 0.000 description 1
- JXUJUEKTHWFEMR-BXKDBHETSA-N (1ar,5ar)-2-(2,4-difluoro-phenyl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (4-hydroxy-pyridin-2-yl)-amide Chemical compound OC1=CC=NC(NC(=O)C=2C=3C[C@H]4C[C@H]4C=3N(N=2)C=2C(=CC(F)=CC=2)F)=C1 JXUJUEKTHWFEMR-BXKDBHETSA-N 0.000 description 1
- QWYXBNJSGJDLJE-ZWNOBZJWSA-N (1ar,5ar)-2-(2,4-difluoro-phenyl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (tetrahydro-thiopyran-4-yl)-amide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC2CCSCC2)=N1 QWYXBNJSGJDLJE-ZWNOBZJWSA-N 0.000 description 1
- RUODABCULSDSHY-KYHPRHEASA-N (1ar,5ar)-2-(2,4-difluoro-phenyl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid [1-((r)-2-(s)-methyl-5-methyl-pyrrolidine-1-carbonyl)-cyclopentyl]-amide Chemical compound C[C@H]1CC[C@@H](C)N1C(=O)C1(NC(=O)C=2C=3C[C@H]4C[C@H]4C=3N(N=2)C=2C(=CC(F)=CC=2)F)CCCC1 RUODABCULSDSHY-KYHPRHEASA-N 0.000 description 1
- SOKBNKIIISQCFV-NVXWUHKLSA-N (1ar,5ar)-2-(2,4-difluoro-phenyl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid [1-(2-methoxy-ethyl)-piperidin-4-ylmethyl]-amide Chemical compound C1CN(CCOC)CCC1CNC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 SOKBNKIIISQCFV-NVXWUHKLSA-N 0.000 description 1
- HOLLQNUWCLYZKT-BXUZGUMPSA-N (1ar,5ar)-2-(2,4-difluoro-phenyl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid [1-(6-hydroxy-pyridin-3-yl)-1-methyl-ethyl]-amide Chemical compound C=1C=C(O)N=CC=1C(C)(C)NC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F HOLLQNUWCLYZKT-BXUZGUMPSA-N 0.000 description 1
- UEKWLJLFONWQKB-HTRCEHHLSA-N (1ar,5ar)-2-(2,4-difluoro-phenyl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid amide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N)=NN2C1=CC=C(F)C=C1F UEKWLJLFONWQKB-HTRCEHHLSA-N 0.000 description 1
- SBZPSGDDHXUSEC-DGCLKSJQSA-N (1ar,5ar)-2-(2,4-difluoro-phenyl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid methyl-pyridin-2-yl-amide Chemical compound C=1C=CC=NC=1N(C)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F SBZPSGDDHXUSEC-DGCLKSJQSA-N 0.000 description 1
- OHGTWJXEHNRGHH-MWLCHTKSSA-N (1ar,5ar)-2-(2-chloro-pyridin-4-yl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (2-hydroxy-1,1-dimethyl-ethyl)-amide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CC=NC(Cl)=C1 OHGTWJXEHNRGHH-MWLCHTKSSA-N 0.000 description 1
- CYTRPSCGIPGGEU-ZYHUDNBSSA-N (1ar,5ar)-2-(2-methoxy-pyridin-4-yl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (2-hydroxy-1,1-dimethyl-ethyl)-amide Chemical compound C1=NC(OC)=CC(N2C=3[C@@H]4C[C@@H]4CC=3C(C(=O)NC(C)(C)CO)=N2)=C1 CYTRPSCGIPGGEU-ZYHUDNBSSA-N 0.000 description 1
- PNFLZQSSTUBFBH-SJLPKXTDSA-N (1ar,5ar)-2-(2-morpholin-4-yl-ethyl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (1-methyl-1-phenyl-ethyl)-amide Chemical compound C=1C=CC=CC=1C(C)(C)NC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1CCN1CCOCC1 PNFLZQSSTUBFBH-SJLPKXTDSA-N 0.000 description 1
- FOSVAUAPTMVJBN-PSASIEDQSA-N (1ar,5ar)-2-(4-bromo-pyridin-2-yl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (2,2,2-trifluoro-1,1-dimethyl-ethyl)-amide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(C)C(F)(F)F)=NN2C1=CC(Br)=CC=N1 FOSVAUAPTMVJBN-PSASIEDQSA-N 0.000 description 1
- LSKBOHMMAGEDAM-MWLCHTKSSA-N (1ar,5ar)-2-(4-bromo-pyridin-2-yl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (cyano-dimethyl-methyl)-amide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(C)C#N)=NN2C1=CC(Br)=CC=N1 LSKBOHMMAGEDAM-MWLCHTKSSA-N 0.000 description 1
- TXPSXIRZLRSEOI-MWLCHTKSSA-N (1ar,5ar)-2-(4-bromo-pyridin-2-yl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid tert-butylamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(C)C)=NN2C1=CC(Br)=CC=N1 TXPSXIRZLRSEOI-MWLCHTKSSA-N 0.000 description 1
- CCCYKIQXCCFKSY-MPKXVKKWSA-N (1ar,5ar)-2-(4-chloro-pyridin-2-yl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carb oxylic acid ((s)-1-hydroxymethyl-2-methyl-propyl)-amide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@H](CO)C(C)C)=NN2C1=CC(Cl)=CC=N1 CCCYKIQXCCFKSY-MPKXVKKWSA-N 0.000 description 1
- AEDRDRUZOQGLTM-PSASIEDQSA-N (1ar,5ar)-2-(4-chloro-pyridin-2-yl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid [1-methyl-1-(1h-tetrazol-5-yl)-ethyl]-amide Chemical compound N=1N=NNC=1C(C)(C)NC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC(Cl)=CC=N1 AEDRDRUZOQGLTM-PSASIEDQSA-N 0.000 description 1
- MFBLHWDJCVCKQE-MWLCHTKSSA-N (1ar,5ar)-2-(4-chloro-pyridin-2-yl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid tert-butylamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(C)C)=NN2C1=CC(Cl)=CC=N1 MFBLHWDJCVCKQE-MWLCHTKSSA-N 0.000 description 1
- PFBVRAIQWVDTGE-UMVBOHGHSA-N (1ar,5ar)-2-(4-cyano-pyridin-2-yl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid ((s)-1-hydroxymethyl-2-methyl-propyl)-amide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@H](CO)C(C)C)=NN2C1=CC(C#N)=CC=N1 PFBVRAIQWVDTGE-UMVBOHGHSA-N 0.000 description 1
- MDAXPDJSMRXHJO-GRYCIOLGSA-N (1ar,5ar)-2-(4-cyano-pyridin-2-yl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid ((s)-3,3,3-trifluoro-1-hydroxymethyl-propyl)-amide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@@H](CC(F)(F)F)CO)=NN2C1=CC(C#N)=CC=N1 MDAXPDJSMRXHJO-GRYCIOLGSA-N 0.000 description 1
- GFERDSINZRJAPZ-HZPDHXFCSA-N (1ar,5ar)-2-(4-cyano-pyridin-2-yl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (1-pyridin-2-yl-cyclobutyl)-amide Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C=3N=CC=C(C=3)C#N)C=1C=2C(=O)NC1(C=2N=CC=CC=2)CCC1 GFERDSINZRJAPZ-HZPDHXFCSA-N 0.000 description 1
- KPRGEJGVGXQHOR-GHMZBOCLSA-N (1ar,5ar)-2-(4-cyano-pyridin-2-yl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (2,2,2-trifluoro-1,1-dimethyl-ethyl)-amide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(C)C(F)(F)F)=NN2C1=CC(C#N)=CC=N1 KPRGEJGVGXQHOR-GHMZBOCLSA-N 0.000 description 1
- BQMDYZNTONQCJY-VXGBXAGGSA-N (1ar,5ar)-2-(4-cyano-pyridin-2-yl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid tert-butylamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(C)C)=NN2C1=CC(C#N)=CC=N1 BQMDYZNTONQCJY-VXGBXAGGSA-N 0.000 description 1
- NDNNSVUGEQGNJW-UXIGCNINSA-N (1ar,5ar)-2-(4-methanesulfonyl-pyridin-2-yl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid ((s)-1-hydroxymethyl-2,2-dimethyl-propyl)-amide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@H](CO)C(C)(C)C)=NN2C1=CC(S(C)(=O)=O)=CC=N1 NDNNSVUGEQGNJW-UXIGCNINSA-N 0.000 description 1
- NBHPDIOPYUPJGB-HTRCEHHLSA-N (1ar,5ar)-2-(5-chloropyridin-2-yl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)O)=NN2C1=CC=C(Cl)C=N1 NBHPDIOPYUPJGB-HTRCEHHLSA-N 0.000 description 1
- NDEONVDMDPEINJ-ZIAGYGMSSA-N (1ar,5ar)-2-(5-cyclopropyl-pyridin-2-yl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (2-hydroxy-1,1-dimethyl-ethyl)-amide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C(N=C1)=CC=C1C1CC1 NDEONVDMDPEINJ-ZIAGYGMSSA-N 0.000 description 1
- XGQQODNQZNNNAJ-TZMCWYRMSA-N (1ar,5ar)-2-(5-cyclopropylmethyl-pyrazin-2-yl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (2-hydroxy-1,1-dimethyl-ethyl)-amide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C(N=C1)=CN=C1CC1CC1 XGQQODNQZNNNAJ-TZMCWYRMSA-N 0.000 description 1
- JOCAMPBLKVRZPA-GHMZBOCLSA-N (1ar,5ar)-2-(5-dimethylamino-pyrazin-2-yl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (2-hydroxy-1,1-dimethyl-ethyl)-amide Chemical compound C1=NC(N(C)C)=CN=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC(C)(C)CO)=N1 JOCAMPBLKVRZPA-GHMZBOCLSA-N 0.000 description 1
- YJNSURRBTCNLKK-ZYHUDNBSSA-N (1ar,5ar)-2-(5-ethyl-pyrazin-2-yl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (2-hydroxy-1,1-dimethyl-ethyl)-amide Chemical compound C1=NC(CC)=CN=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC(C)(C)CO)=N1 YJNSURRBTCNLKK-ZYHUDNBSSA-N 0.000 description 1
- SWDRPNJVUOCNFC-CHWSQXEVSA-N (1ar,5ar)-2-(5-ethyl-pyridin-2-yl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (2-hydroxy-1,1-dimethyl-ethyl)-amide Chemical compound N1=CC(CC)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC(C)(C)CO)=N1 SWDRPNJVUOCNFC-CHWSQXEVSA-N 0.000 description 1
- IVZAKSGFZYEOIJ-HTRCEHHLSA-N (1ar,5ar)-2-(5-fluoropyridin-2-yl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)O)=NN2C1=CC=C(F)C=N1 IVZAKSGFZYEOIJ-HTRCEHHLSA-N 0.000 description 1
- RKGYUVMSOBKEOW-RKDXNWHRSA-N (1ar,5ar)-2-(5-hydroxypyrazin-2-yl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (2-hydroxy-1,1-dimethyl-ethyl)-amide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CN=C(O)C=N1 RKGYUVMSOBKEOW-RKDXNWHRSA-N 0.000 description 1
- DLXNSIMBTANASI-ZYHUDNBSSA-N (1ar,5ar)-2-(5-methoxy-pyridin-2-yl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (2-hydroxy-1,1-dimethyl-ethyl)-amide Chemical compound N1=CC(OC)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC(C)(C)CO)=N1 DLXNSIMBTANASI-ZYHUDNBSSA-N 0.000 description 1
- QXNSVLMQLNXMFT-NXEZZACHSA-N (1ar,5ar)-2-(5-methoxypyrazin-2-yl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (2-hydroxy-1,1-dimethyl-ethyl)-amide Chemical compound C1=NC(OC)=CN=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC(C)(C)CO)=N1 QXNSVLMQLNXMFT-NXEZZACHSA-N 0.000 description 1
- QZYPIEYVBFEFJX-RKDXNWHRSA-N (1ar,5ar)-2-(5-pentafluoroethyl-pyrazin-2-yl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (2-hydroxy-1,1-dimethyl-ethyl)-amide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CN=C(C(F)(F)C(F)(F)F)C=N1 QZYPIEYVBFEFJX-RKDXNWHRSA-N 0.000 description 1
- WXHUZWRVRRCETH-RKDXNWHRSA-N (1ar,5ar)-2-(5-trifluoromethylpyrazin-2-yl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (2-hydroxy-1,1-dimethyl-ethyl)-amide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CN=C(C(F)(F)F)C=N1 WXHUZWRVRRCETH-RKDXNWHRSA-N 0.000 description 1
- ZWOCIEJPCQJHRP-RKDXNWHRSA-N (1ar,5ar)-2-(6-chloro-pyrazin-2-yl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (2-hydroxy-1,1-dimethyl-ethyl)-amide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CN=CC(Cl)=N1 ZWOCIEJPCQJHRP-RKDXNWHRSA-N 0.000 description 1
- GIFRVMICRACZNE-GHMZBOCLSA-N (1ar,5ar)-2-(6-dimethylamino-pyrazin-2-yl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (2-hydroxy-1,1-dimethyl-ethyl)-amide Chemical compound CN(C)C1=CN=CC(N2C=3[C@@H]4C[C@@H]4CC=3C(C(=O)NC(C)(C)CO)=N2)=N1 GIFRVMICRACZNE-GHMZBOCLSA-N 0.000 description 1
- FAJCSFFQDPCBFW-NXEZZACHSA-N (1ar,5ar)-2-(6-methoxy-pyrazin-2-yl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (2-hydroxy-1,1-dimethyl-ethyl)-amide Chemical compound COC1=CN=CC(N2C=3[C@@H]4C[C@@H]4CC=3C(C(=O)NC(C)(C)CO)=N2)=N1 FAJCSFFQDPCBFW-NXEZZACHSA-N 0.000 description 1
- VYULRGINJDQHHC-TZMCWYRMSA-N (1ar,5ar)-2-(tetrahydro-pyran-4-ylmethyl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (5-fluoro-pyridin-2-yl)-amide Chemical compound N1=CC(F)=CC=C1NC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1CC1CCOCC1 VYULRGINJDQHHC-TZMCWYRMSA-N 0.000 description 1
- HYAFUDGYKCVNPB-ZYHUDNBSSA-N (1ar,5ar)-2-(tetrahydro-thiopyran-4-yl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (2-hydroxy-1,1-dimethyl-ethyl)-amide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1CCSCC1 HYAFUDGYKCVNPB-ZYHUDNBSSA-N 0.000 description 1
- IZJDOVSLNZNNNM-UKRRQHHQSA-N (1ar,5ar)-2-isopropyl-1a,2,5,5a-tetrahydro-1h-2,3-diazacyclopropa[a]pentalene-4-carboxylic acid (1-methyl-1-phenylethyl)-amide Chemical compound C=1([C@@H]2C[C@@H]2CC=11)N(C(C)C)N=C1C(=O)NC(C)(C)C1=CC=CC=C1 IZJDOVSLNZNNNM-UKRRQHHQSA-N 0.000 description 1
- WITVZJSMYCCBLH-GHMZBOCLSA-N (1ar,5ar)-2-pyrazin-2-yl-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (1-hydroxymethyl-cyclobutyl)-amide Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C=3N=CC=NC=3)C=1C=2C(=O)NC1(CO)CCC1 WITVZJSMYCCBLH-GHMZBOCLSA-N 0.000 description 1
- UMANIGORAQFWLR-GHMZBOCLSA-N (1ar,5ar)-2-pyrazin-2-yl-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid n'-methylcarbamoyl-n'-tert-butyl-hydrazide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NN(C(=O)NC)C(C)(C)C)=NN2C1=CN=CC=N1 UMANIGORAQFWLR-GHMZBOCLSA-N 0.000 description 1
- GEBBCQGWNKBBFJ-NXEZZACHSA-N (1ar,5ar)-2-pyrazin-2-yl-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid n'-tert-butyl-hydrazide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NNC(C)(C)C)=NN2C1=CN=CC=N1 GEBBCQGWNKBBFJ-NXEZZACHSA-N 0.000 description 1
- QZLXBWZFZVFKOL-ZWNOBZJWSA-N (1ar,5ar)-2-pyridin-4-yl-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (5-fluoro-pyridin-2-yl)-amide Chemical compound N1=CC(F)=CC=C1NC(=O)C1=NN(C=2C=CN=CC=2)C2=C1C[C@H]1C[C@H]12 QZLXBWZFZVFKOL-ZWNOBZJWSA-N 0.000 description 1
- PJKJZGRWTMWULX-RNFRBKRXSA-N (1ar,5ar)-2-tert-butyl-1a,2,5,5a-tetrahydro-1h-2,3-diazacyclopropa[a]pentalene-4-carboxylic acid Chemical compound C1[C@H]2C[C@H]2C2=C1C(C(O)=O)=NN2C(C)(C)C PJKJZGRWTMWULX-RNFRBKRXSA-N 0.000 description 1
- QTMSLDWWPPFWAP-UKRRQHHQSA-N (1ar,5ar)-2-tert-butyl-1a,2,5,5a-tetrahydro-1h-2,3-diazacyclopropa[a]pentalene-4-carboxylic acid (1-methyl-1-phenylethyl)-amide Chemical compound C=1([C@@H]2C[C@@H]2CC=11)N(C(C)(C)C)N=C1C(=O)NC(C)(C)C1=CC=CC=C1 QTMSLDWWPPFWAP-UKRRQHHQSA-N 0.000 description 1
- IRENXNUCOWTDRT-ONGXEEELSA-N (1as,5as)-2-(2,4-difluoro-phenyl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (1-carbamoyl-cyclobutyl)-amide Chemical compound C([C@@H]1C[C@@H]1C=1N(N=2)C=3C(=CC(F)=CC=3)F)C=1C=2C(=O)NC1(C(=O)N)CCC1 IRENXNUCOWTDRT-ONGXEEELSA-N 0.000 description 1
- RAMHCAPSUIGEGV-ONGXEEELSA-N (1as,5as)-2-(2,4-difluoro-phenyl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (1-hydroxymethyl-cyclopropyl)-amide Chemical compound C([C@@H]1C[C@@H]1C=1N(N=2)C=3C(=CC(F)=CC=3)F)C=1C=2C(=O)NC1(CO)CC1 RAMHCAPSUIGEGV-ONGXEEELSA-N 0.000 description 1
- KBDRTNWQWJVGGA-JYSZEABBSA-N (1as,5as)-2-(2,4-difluoro-phenyl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (3-dimethylamino-1-oxo-tetrahydro-1lambda4-thiophen-3-ylmethyl)-amide Chemical compound C([C@@H]1C[C@@H]1C=1N(N=2)C=3C(=CC(F)=CC=3)F)C=1C=2C(=O)NCC1(N(C)C)CCS(=O)C1 KBDRTNWQWJVGGA-JYSZEABBSA-N 0.000 description 1
- BIMFLDLUJSAALT-JSGCOSHPSA-N (1as,5as)-2-(2,4-difluoro-phenyl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (tetrahydro-pyran-4-ylmethyl)-amide Chemical compound FC1=CC(F)=CC=C1N1C([C@H]2C[C@H]2C2)=C2C(C(=O)NCC2CCOCC2)=N1 BIMFLDLUJSAALT-JSGCOSHPSA-N 0.000 description 1
- YDUHVGJHBXDXPZ-IYJAJMOOSA-N (1as,5as)-2-(2,4-difluoro-phenyl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid [(r)-1-(4-fluoro-phenyl)-3-hydroxy-propyl]-amide Chemical compound N([C@H](CCO)C=1C=CC(F)=CC=1)C(=O)C(C=1C[C@@H]2C[C@@H]2C=11)=NN1C1=CC=C(F)C=C1F YDUHVGJHBXDXPZ-IYJAJMOOSA-N 0.000 description 1
- OTLXMZDNCXEPRI-JQWIXIFHSA-N (1as,5as)-2-(2,4-difluoro-phenyl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid pyridin-2-ylamide Chemical compound FC1=CC(F)=CC=C1N1C([C@H]2C[C@H]2C2)=C2C(C(=O)NC=2N=CC=CC=2)=N1 OTLXMZDNCXEPRI-JQWIXIFHSA-N 0.000 description 1
- WVUYXMUGSHWWPS-XPUUQOCRSA-N (1as,5as)-2-(4-chloro-pyridin-2-yl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid Chemical compound C([C@@H]1C[C@@H]1C=12)C=1C(C(=O)O)=NN2C1=CC(Cl)=CC=N1 WVUYXMUGSHWWPS-XPUUQOCRSA-N 0.000 description 1
- SKJHAKFSZGGVFE-ONGXEEELSA-N (1as,5as)-2-(5-bromo-pyridin-2-yl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carb oxylic acid (2-hydroxy-1,1-dimethyl-ethyl)-amide Chemical compound C([C@@H]1C[C@@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CC=C(Br)C=N1 SKJHAKFSZGGVFE-ONGXEEELSA-N 0.000 description 1
- XZIQPAJVCDCKMX-RYUDHWBXSA-N (1as,5as)-2-(5-cyano-pyridin-2-yl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (2-hydroxy-1,1-dimethyl-ethyl)-amide Chemical compound C([C@@H]1C[C@@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CC=C(C#N)C=N1 XZIQPAJVCDCKMX-RYUDHWBXSA-N 0.000 description 1
- NDEONVDMDPEINJ-KBPBESRZSA-N (1as,5as)-2-(5-cyclopropyl-pyridin-2-yl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (2-hydroxy-1,1-dimethyl-ethyl)-amide Chemical compound C([C@@H]1C[C@@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C(N=C1)=CC=C1C1CC1 NDEONVDMDPEINJ-KBPBESRZSA-N 0.000 description 1
- XEGGRRFGMGDHPN-ZFWWWQNUSA-N (1as,5as)-2-(5-morpholin-4-yl-pyridin-2-yl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (2-hydroxy-1,1-dimethyl-ethyl)-amide Chemical compound C([C@@H]1C[C@@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C(N=C1)=CC=C1N1CCOCC1 XEGGRRFGMGDHPN-ZFWWWQNUSA-N 0.000 description 1
- UGZWTKKNTSYZDF-IRXDYDNUSA-N (1as,5as)-2-(5-phenyl-pyridin-2-yl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid (2-hydroxy-1,1-dimethyl-ethyl)-amide Chemical compound C([C@@H]1C[C@@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C(N=C1)=CC=C1C1=CC=CC=C1 UGZWTKKNTSYZDF-IRXDYDNUSA-N 0.000 description 1
- ABJSOROVZZKJGI-OCYUSGCXSA-N (1r,2r,4r)-2-(4-bromophenyl)-n-[(4-chlorophenyl)-(2-fluoropyridin-4-yl)methyl]-4-morpholin-4-ylcyclohexane-1-carboxamide Chemical compound C1=NC(F)=CC(C(NC(=O)[C@H]2[C@@H](C[C@@H](CC2)N2CCOCC2)C=2C=CC(Br)=CC=2)C=2C=CC(Cl)=CC=2)=C1 ABJSOROVZZKJGI-OCYUSGCXSA-N 0.000 description 1
- XJEVHMGJSYVQBQ-VIFPVBQESA-N (1s)-2,3-dihydro-1h-inden-1-amine Chemical compound C1=CC=C2[C@@H](N)CCC2=C1 XJEVHMGJSYVQBQ-VIFPVBQESA-N 0.000 description 1
- SZUVGFMDDVSKSI-WIFOCOSTSA-N (1s,2s,3s,5r)-1-(carboxymethyl)-3,5-bis[(4-phenoxyphenyl)methyl-propylcarbamoyl]cyclopentane-1,2-dicarboxylic acid Chemical compound O=C([C@@H]1[C@@H]([C@](CC(O)=O)([C@H](C(=O)N(CCC)CC=2C=CC(OC=3C=CC=CC=3)=CC=2)C1)C(O)=O)C(O)=O)N(CCC)CC(C=C1)=CC=C1OC1=CC=CC=C1 SZUVGFMDDVSKSI-WIFOCOSTSA-N 0.000 description 1
- OZFAFGSSMRRTDW-UHFFFAOYSA-N (2,4-dichlorophenyl) benzenesulfonate Chemical compound ClC1=CC(Cl)=CC=C1OS(=O)(=O)C1=CC=CC=C1 OZFAFGSSMRRTDW-UHFFFAOYSA-N 0.000 description 1
- QIBCHLWSCFZBFR-DZKLMBRESA-N (2R)-2-[[(2R,4R)-9-tert-butyl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carbonyl]amino]-3-(4-fluorophenyl)-2-methylpropanoic acid Chemical compound C([C@@](C)(NC(=O)C1=NN(C=2[C@@H]3C[C@@H]3CC=21)C(C)(C)C)C(O)=O)C1=CC=C(F)C=C1 QIBCHLWSCFZBFR-DZKLMBRESA-N 0.000 description 1
- XOJUNYXOESDYTH-ZETCQYMHSA-N (2R)-2-amino-2-(oxan-4-yl)ethanol Chemical compound OC[C@H](N)C1CCOCC1 XOJUNYXOESDYTH-ZETCQYMHSA-N 0.000 description 1
- QBYIENPQHBMVBV-HFEGYEGKSA-N (2R)-2-hydroxy-2-phenylacetic acid Chemical compound O[C@@H](C(O)=O)c1ccccc1.O[C@@H](C(O)=O)c1ccccc1 QBYIENPQHBMVBV-HFEGYEGKSA-N 0.000 description 1
- UEJOUTOZTPXOCL-YAELJHOLSA-N (2R,4R)-9-(1,1-dioxothiolan-3-yl)-N-(1-phenylcyclopropyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=1N(C2CS(=O)(=O)CC2)N=2)C=1C=2C(=O)NC1(C=2C=CC=CC=2)CC1 UEJOUTOZTPXOCL-YAELJHOLSA-N 0.000 description 1
- RDNUEZHDGHIQEU-YAELJHOLSA-N (2R,4R)-9-(1,1-dioxothiolan-3-yl)-N-(2-phenylpropan-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C=1C=CC=CC=1C(C)(C)NC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1CCS(=O)(=O)C1 RDNUEZHDGHIQEU-YAELJHOLSA-N 0.000 description 1
- UNRLVZZGQWKDEN-IEBWSBKVSA-N (2R,4R)-9-(1-benzylpiperidin-4-yl)-N-(1-hydroxy-2-methylpropan-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C(CC1)CCN1CC1=CC=CC=C1 UNRLVZZGQWKDEN-IEBWSBKVSA-N 0.000 description 1
- RCVKQRFXYSCTDQ-CZUORRHYSA-N (2R,4R)-9-(2,4-dichlorophenyl)-N-(1-phenylcyclopropyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound ClC1=CC(Cl)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC2(CC2)C=2C=CC=CC=2)=N1 RCVKQRFXYSCTDQ-CZUORRHYSA-N 0.000 description 1
- ZYXRDXRSBQBKDY-PSASIEDQSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(1,1,1-trifluoro-2-methylpropan-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(C)C(F)(F)F)=NN2C1=CC=C(F)C=C1F ZYXRDXRSBQBKDY-PSASIEDQSA-N 0.000 description 1
- HERGFNKZFDOYMT-ZWNOBZJWSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(1,1-dioxothian-4-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC2CCS(=O)(=O)CC2)=N1 HERGFNKZFDOYMT-ZWNOBZJWSA-N 0.000 description 1
- AIBMYRHUKGEVDY-WSXXKJPRSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(1,1-dioxothiolan-3-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC2CS(=O)(=O)CC2)=N1 AIBMYRHUKGEVDY-WSXXKJPRSA-N 0.000 description 1
- KCVWVJHJMIXQBX-CZUORRHYSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(1,2,2,6,6-pentamethylpiperidin-4-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C1C(C)(C)N(C)C(C)(C)CC1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 KCVWVJHJMIXQBX-CZUORRHYSA-N 0.000 description 1
- HEOOWEBPLUXNGK-MWLCHTKSSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(1,3-dihydroxy-2-methylpropan-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(CO)(CO)C)=NN2C1=CC=C(F)C=C1F HEOOWEBPLUXNGK-MWLCHTKSSA-N 0.000 description 1
- NCBTVOVXGKCHAJ-LDYMZIIASA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(1,3-dihydroxypropan-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(CO)CO)=NN2C1=CC=C(F)C=C1F NCBTVOVXGKCHAJ-LDYMZIIASA-N 0.000 description 1
- KVSHRZFAZRIJOA-ZWNOBZJWSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(1,3-dimethoxypropan-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(COC)COC)=NN2C1=CC=C(F)C=C1F KVSHRZFAZRIJOA-ZWNOBZJWSA-N 0.000 description 1
- PBSVNLOULRAYIZ-BXKDBHETSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(1,3-oxazol-4-ylmethyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NCC=2N=COC=2)=N1 PBSVNLOULRAYIZ-BXKDBHETSA-N 0.000 description 1
- XWSOIIXEHHXWQX-TZMCWYRMSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(1-pyridin-2-ylcyclopropyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC2(CC2)C=2N=CC=CC=2)=N1 XWSOIIXEHHXWQX-TZMCWYRMSA-N 0.000 description 1
- XMERIRKDSVXPAD-CZUORRHYSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(1-pyridin-4-ylcyclobutyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC2(CCC2)C=2C=CN=CC=2)=N1 XMERIRKDSVXPAD-CZUORRHYSA-N 0.000 description 1
- BCFUQHOSVTVUDM-IUODEOHRSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(1-pyridin-4-ylcyclopropyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC2(CC2)C=2C=CN=CC=2)=N1 BCFUQHOSVTVUDM-IUODEOHRSA-N 0.000 description 1
- BERKXAAXTGYWOW-NBNXLVQJSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(2,3-dihydro-1-benzofuran-3-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC2C3=CC=CC=C3OC2)=N1 BERKXAAXTGYWOW-NBNXLVQJSA-N 0.000 description 1
- LAZRIGPNCNDYEN-ZYHUDNBSSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(2,6-dimethoxypyridin-3-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound COC1=NC(OC)=CC=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 LAZRIGPNCNDYEN-ZYHUDNBSSA-N 0.000 description 1
- XZPGFEGUEXAKFC-DGCLKSJQSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(2,6-dimethylpyrimidin-4-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound CC1=NC(C)=CC(NC(=O)C=2C=3C[C@H]4C[C@H]4C=3N(N=2)C=2C(=CC(F)=CC=2)F)=N1 XZPGFEGUEXAKFC-DGCLKSJQSA-N 0.000 description 1
- LOCKZXCYHMJQPV-ZWNOBZJWSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(2-fluoro-4-methylsulfonylphenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(S(=O)(=O)C)=CC=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 LOCKZXCYHMJQPV-ZWNOBZJWSA-N 0.000 description 1
- AZRKJGHTMWFGLI-MWLCHTKSSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(2-fluoropyridin-3-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC=2C(=NC=CC=2)F)=N1 AZRKJGHTMWFGLI-MWLCHTKSSA-N 0.000 description 1
- INAHNCDXSVRKDC-PIAVTGDYSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(2-hydroxy-2-phenylethyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C=1C=CC=CC=1C(O)CNC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F INAHNCDXSVRKDC-PIAVTGDYSA-N 0.000 description 1
- RQZUPKWMDNKJSG-LTPICJTISA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(2-hydroxy-2-pyridin-3-ylethyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C=1C=CN=CC=1C(O)CNC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F RQZUPKWMDNKJSG-LTPICJTISA-N 0.000 description 1
- XYVIETSFXAVVCG-MWLCHTKSSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(2-methoxyethyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NCCOC)=NN2C1=CC=C(F)C=C1F XYVIETSFXAVVCG-MWLCHTKSSA-N 0.000 description 1
- HWWBOWPUYDWQII-ZYHUDNBSSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(2-methoxypyridin-3-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound COC1=NC=CC=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 HWWBOWPUYDWQII-ZYHUDNBSSA-N 0.000 description 1
- HTBNEIUZADPNKX-ZWNOBZJWSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(2-methoxypyridin-4-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C1=NC(OC)=CC(NC(=O)C=2C=3C[C@H]4C[C@H]4C=3N(N=2)C=2C(=CC(F)=CC=2)F)=C1 HTBNEIUZADPNKX-ZWNOBZJWSA-N 0.000 description 1
- SMBQDCFXYAAILP-UKRRQHHQSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(2-methyl-1-pyrrolidin-1-ylpropan-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C=3C(=CC(F)=CC=3)F)C=1C=2C(=O)NC(C)(C)CN1CCCC1 SMBQDCFXYAAILP-UKRRQHHQSA-N 0.000 description 1
- COTSJMVSZMWZMG-UKRRQHHQSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(2-methyl-2-morpholin-4-ylpropyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C1COCCN1C(C)(C)CNC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F COTSJMVSZMWZMG-UKRRQHHQSA-N 0.000 description 1
- ARMUWRBAXQOFRV-DGCLKSJQSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(2-methyl-6-methylsulfonylpyridin-3-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound CC1=NC(S(C)(=O)=O)=CC=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 ARMUWRBAXQOFRV-DGCLKSJQSA-N 0.000 description 1
- VEAHNWLFCNWOPR-DGCLKSJQSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(2-methylpyridin-3-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound CC1=NC=CC=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 VEAHNWLFCNWOPR-DGCLKSJQSA-N 0.000 description 1
- BHZDJRRJWKWREK-CZUORRHYSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(2-methylquinolin-4-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C=12C=CC=CC2=NC(C)=CC=1NC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F BHZDJRRJWKWREK-CZUORRHYSA-N 0.000 description 1
- JZBBOTKALTVOQR-DVLOMUPFSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(2-morpholin-4-yl-2-pyridin-3-ylethyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NCC(N2CCOCC2)C=2C=NC=CC=2)=N1 JZBBOTKALTVOQR-DVLOMUPFSA-N 0.000 description 1
- HMRLOFNCZWGUAG-UKRRQHHQSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(2-morpholin-4-ylpyridin-3-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC=2C(=NC=CC=2)N2CCOCC2)=N1 HMRLOFNCZWGUAG-UKRRQHHQSA-N 0.000 description 1
- ZHGDHVXPHDSCLA-MWLCHTKSSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(2-oxo-1H-pyridin-3-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound OC1=NC=CC=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 ZHGDHVXPHDSCLA-MWLCHTKSSA-N 0.000 description 1
- AXBJULYWAQMTBW-TZMCWYRMSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(2-thiomorpholin-4-ylethyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NCCN2CCSCC2)=N1 AXBJULYWAQMTBW-TZMCWYRMSA-N 0.000 description 1
- IYCTWDHOHUWHDR-MWLCHTKSSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(3-fluoropyridin-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC=2C(=CC=CN=2)F)=N1 IYCTWDHOHUWHDR-MWLCHTKSSA-N 0.000 description 1
- SQLHCVVUGZWRLW-DGCLKSJQSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(3-methylpyridin-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound CC1=CC=CN=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 SQLHCVVUGZWRLW-DGCLKSJQSA-N 0.000 description 1
- KKQKTTXAYPXPQZ-DGCLKSJQSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(3-methylpyridin-4-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound CC1=CN=CC=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 KKQKTTXAYPXPQZ-DGCLKSJQSA-N 0.000 description 1
- ZVCYCWBDTSLIFP-TZMCWYRMSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(4,6-dimethylpyridin-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound CC1=CC(C)=NC(NC(=O)C=2C=3C[C@H]4C[C@H]4C=3N(N=2)C=2C(=CC(F)=CC=2)F)=C1 ZVCYCWBDTSLIFP-TZMCWYRMSA-N 0.000 description 1
- CKMIFBHMZMIEFC-DGCLKSJQSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(4-methylpyridin-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound CC1=CC=NC(NC(=O)C=2C=3C[C@H]4C[C@H]4C=3N(N=2)C=2C(=CC(F)=CC=2)F)=C1 CKMIFBHMZMIEFC-DGCLKSJQSA-N 0.000 description 1
- BKCNXXBSMSURQA-DGCLKSJQSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(4-pyridin-2-yl-1,3-thiazol-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC=2SC=C(N=2)C=2N=CC=CC=2)=N1 BKCNXXBSMSURQA-DGCLKSJQSA-N 0.000 description 1
- PYVFGLXFMHXGJV-TZMCWYRMSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(5,7-dimethylpyrazolo[1,5-a]pyrimidin-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C1=C2N=C(C)C=C(C)N2N=C1NC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F PYVFGLXFMHXGJV-TZMCWYRMSA-N 0.000 description 1
- PWROBAAQTNVZPS-BXKDBHETSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(5-fluoro-2-hydroxyphenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound OC1=CC=C(F)C=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 PWROBAAQTNVZPS-BXKDBHETSA-N 0.000 description 1
- UHJKRTRQFCTDJM-ZWNOBZJWSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(5-fluoro-2-methoxyphenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound COC1=CC=C(F)C=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 UHJKRTRQFCTDJM-ZWNOBZJWSA-N 0.000 description 1
- MPBSWOKCEGZILS-VXNVDRBHSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(5-fluoro-2-oxo-1H-pyrimidin-6-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC2=C(C=NC(=O)N2)F)=N1 MPBSWOKCEGZILS-VXNVDRBHSA-N 0.000 description 1
- PRBKTPYAUHJIBX-ZYHUDNBSSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(5-methylpyrazin-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C1=NC(C)=CN=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 PRBKTPYAUHJIBX-ZYHUDNBSSA-N 0.000 description 1
- WQYWVMNHWXDUQD-DGCLKSJQSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(5-methylpyridin-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N1=CC(C)=CC=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 WQYWVMNHWXDUQD-DGCLKSJQSA-N 0.000 description 1
- SOKGJGAJOAZMLK-VXNVDRBHSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(5-oxo-1,2-dihydropyrazol-3-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N1C(O)=CC(NC(=O)C=2C=3C[C@H]4C[C@H]4C=3N(N=2)C=2C(=CC(F)=CC=2)F)=N1 SOKGJGAJOAZMLK-VXNVDRBHSA-N 0.000 description 1
- KVWGSJZYLGPXIX-MWLCHTKSSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(6-fluoropyridin-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC=2N=C(F)C=CC=2)=N1 KVWGSJZYLGPXIX-MWLCHTKSSA-N 0.000 description 1
- BTYNTFRBLDLWNB-BXKDBHETSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(6-fluoropyridin-3-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC=2C=NC(F)=CC=2)=N1 BTYNTFRBLDLWNB-BXKDBHETSA-N 0.000 description 1
- UTHIQVKUNVMTLR-ZYHUDNBSSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(6-methoxypyridin-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound COC1=CC=CC(NC(=O)C=2C=3C[C@H]4C[C@H]4C=3N(N=2)C=2C(=CC(F)=CC=2)F)=N1 UTHIQVKUNVMTLR-ZYHUDNBSSA-N 0.000 description 1
- GCJRKWRXSLFFDF-MWLCHTKSSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(6-methoxypyrimidin-4-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C1=NC(OC)=CC(NC(=O)C=2C=3C[C@H]4C[C@H]4C=3N(N=2)C=2C(=CC(F)=CC=2)F)=N1 GCJRKWRXSLFFDF-MWLCHTKSSA-N 0.000 description 1
- CHEDVSWADZVHDJ-ZWNOBZJWSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(6-methylsulfonylpyridin-3-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C1=NC(S(=O)(=O)C)=CC=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 CHEDVSWADZVHDJ-ZWNOBZJWSA-N 0.000 description 1
- WSTMWNDRHBQRHM-CZUORRHYSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(6-morpholin-4-ylpyridin-3-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC=2C=NC(=CC=2)N2CCOCC2)=N1 WSTMWNDRHBQRHM-CZUORRHYSA-N 0.000 description 1
- ZJRCWYPZLHWEJN-MWLCHTKSSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(6-oxo-1H-pyridin-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound OC1=CC=CC(NC(=O)C=2C=3C[C@H]4C[C@H]4C=3N(N=2)C=2C(=CC(F)=CC=2)F)=N1 ZJRCWYPZLHWEJN-MWLCHTKSSA-N 0.000 description 1
- ULJBDFJKQZQMGW-BXKDBHETSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(6-oxo-1H-pyridin-3-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C1=NC(O)=CC=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 ULJBDFJKQZQMGW-BXKDBHETSA-N 0.000 description 1
- MIZBRQGDDOKDTM-SJMSNRFBSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(oxolan-2-ylmethyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NCC2OCCC2)=N1 MIZBRQGDDOKDTM-SJMSNRFBSA-N 0.000 description 1
- ORPJALYPXPAJPZ-RHSMWYFYSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-(quinolin-4-ylmethyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NCC=2C3=CC=CC=C3N=CC=2)=N1 ORPJALYPXPAJPZ-RHSMWYFYSA-N 0.000 description 1
- XVUMLRHCTYWEKH-LIXJUXSLSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[(1,1-dioxothiolan-3-yl)methyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NCC2CS(=O)(=O)CC2)=N1 XVUMLRHCTYWEKH-LIXJUXSLSA-N 0.000 description 1
- SYAURXNZLQFYND-IUODEOHRSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[(1,4-dimethylpyrrol-2-yl)methyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound CN1C=C(C)C=C1CNC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 SYAURXNZLQFYND-IUODEOHRSA-N 0.000 description 1
- BMPYUARIPRJUEC-SULGFLJSSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[(1-methylpiperidin-2-yl)methyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound CN1CCCCC1CNC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 BMPYUARIPRJUEC-SULGFLJSSA-N 0.000 description 1
- FBTSKLXKYUAYTC-ZWNOBZJWSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[(1-methylpyrazol-3-yl)methyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound CN1C=CC(CNC(=O)C=2C=3C[C@H]4C[C@H]4C=3N(N=2)C=2C(=CC(F)=CC=2)F)=N1 FBTSKLXKYUAYTC-ZWNOBZJWSA-N 0.000 description 1
- KITGUNIRIYNUBZ-SJLPKXTDSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[(1-piperidin-1-ylcyclopentyl)methyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NCC2(CCCC2)N2CCCCC2)=N1 KITGUNIRIYNUBZ-SJLPKXTDSA-N 0.000 description 1
- MHFADGLHPPERMZ-UKRRQHHQSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[(1-pyridin-2-ylcyclopropyl)methyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NCC2(CC2)C=2N=CC=CC=2)=N1 MHFADGLHPPERMZ-UKRRQHHQSA-N 0.000 description 1
- AQSCQTRQWSGWCJ-VVFCZOMOSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[(1R)-2,3-dihydro-1H-inden-1-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)N[C@H]2C3=CC=CC=C3CC2)=N1 AQSCQTRQWSGWCJ-VVFCZOMOSA-N 0.000 description 1
- IVZPIRXURQWADB-MRRJBJDNSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[(1R)-2-hydroxy-1-(oxan-4-yl)ethyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N([C@@H](CO)C1CCOCC1)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F IVZPIRXURQWADB-MRRJBJDNSA-N 0.000 description 1
- AMNVHIFIPRRQTH-MRRJBJDNSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[(1R)-2-hydroxy-1-pyridin-4-ylethyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N([C@@H](CO)C=1C=CN=CC=1)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F AMNVHIFIPRRQTH-MRRJBJDNSA-N 0.000 description 1
- XPYMKYCEATYVGT-OUCADQQQSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[(1S)-1-pyridin-2-ylethyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N([C@@H](C)C=1N=CC=CC=1)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F XPYMKYCEATYVGT-OUCADQQQSA-N 0.000 description 1
- IOHOFGZUYORVHP-DZKLMBRESA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[(1S)-2,2-dimethyl-1-pyridin-2-ylpropyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N([C@@H](C(C)(C)C)C=1N=CC=CC=1)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F IOHOFGZUYORVHP-DZKLMBRESA-N 0.000 description 1
- SCXCSTQRCHRCFL-MUKKUYKPSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[(1S)-2-(methylamino)-2-oxo-1-phenylethyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N([C@H](C(=O)NC)C=1C=CC=CC=1)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F SCXCSTQRCHRCFL-MUKKUYKPSA-N 0.000 description 1
- ZFXHOJOOJSZFQH-SUYBPPKGSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[(1S)-2-hydroxy-1-pyridin-3-ylethyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N([C@H](CO)C=1C=NC=CC=1)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F ZFXHOJOOJSZFQH-SUYBPPKGSA-N 0.000 description 1
- OADZFRLWRRTMDX-UDYJWEQOSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[(1S,2S,4R)-1,3,3-trimethyl-2-bicyclo[2.2.1]heptanyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N([C@H]1[C@@]2(C)CC[C@](C2)(C1(C)C)[H])C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F OADZFRLWRRTMDX-UDYJWEQOSA-N 0.000 description 1
- DKXCPIJDHVYJHU-NVXWUHKLSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[(2,3-dimethylphenyl)methyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound CC1=CC=CC(CNC(=O)C=2C=3C[C@H]4C[C@H]4C=3N(N=2)C=2C(=CC(F)=CC=2)F)=C1C DKXCPIJDHVYJHU-NVXWUHKLSA-N 0.000 description 1
- IVGFZKNEORXGOT-CZUORRHYSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[(2,4-dimethoxyphenyl)methyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound COC1=CC(OC)=CC=C1CNC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 IVGFZKNEORXGOT-CZUORRHYSA-N 0.000 description 1
- XCQJLYXMSMUUKG-QMTHXVAHSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[(2,5-difluorophenyl)methyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NCC=2C(=CC=C(F)C=2)F)=N1 XCQJLYXMSMUUKG-QMTHXVAHSA-N 0.000 description 1
- WYTATEJDAPHEKV-RHSMWYFYSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[(2,5-dimethylphenyl)methyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound CC1=CC=C(C)C(CNC(=O)C=2C=3C[C@H]4C[C@H]4C=3N(N=2)C=2C(=CC(F)=CC=2)F)=C1 WYTATEJDAPHEKV-RHSMWYFYSA-N 0.000 description 1
- CLBDRARPQMJUNN-TZMCWYRMSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[(2-hydroxyphenyl)methyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound OC1=CC=CC=C1CNC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 CLBDRARPQMJUNN-TZMCWYRMSA-N 0.000 description 1
- ZLCJTEDRIOJJEX-UKRRQHHQSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[(2-methoxyphenyl)methyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound COC1=CC=CC=C1CNC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 ZLCJTEDRIOJJEX-UKRRQHHQSA-N 0.000 description 1
- NOFZUDUIZIWXRV-LERXQTSPSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[(2R)-1-hydroxy-3-(1H-imidazol-5-yl)propan-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H](CO)NC(=O)C=1C=2C[C@H]3C[C@H]3C=2N(N=1)C=1C(=CC(F)=CC=1)F)C1=CN=CN1 NOFZUDUIZIWXRV-LERXQTSPSA-N 0.000 description 1
- OKRSWLZRSAMJFH-RSVSFAPFSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[(2R,3R)-1,3-dihydroxybutan-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@H](CO)[C@H](O)C)=NN2C1=CC=C(F)C=C1F OKRSWLZRSAMJFH-RSVSFAPFSA-N 0.000 description 1
- IGHAIMFYYLETDK-NSODJVPESA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[(2S)-1-hydroxy-3,3-dimethylbutan-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@H](CO)C(C)(C)C)=NN2C1=CC=C(F)C=C1F IGHAIMFYYLETDK-NSODJVPESA-N 0.000 description 1
- NOFZUDUIZIWXRV-DDTOSNHZSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[(2S)-1-hydroxy-3-(1H-imidazol-5-yl)propan-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@@H](CO)NC(=O)C=1C=2C[C@H]3C[C@H]3C=2N(N=1)C=1C(=CC(F)=CC=1)F)C1=CN=CN1 NOFZUDUIZIWXRV-DDTOSNHZSA-N 0.000 description 1
- JTFQMXIWXBVMRW-ADEWGFFLSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[(2S)-1-hydroxybutan-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@H](CO)CC)=NN2C1=CC=C(F)C=C1F JTFQMXIWXBVMRW-ADEWGFFLSA-N 0.000 description 1
- VSOLAHIBDPOHDZ-DVVUODLYSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[(2S)-4,4,4-trifluoro-1-hydroxybutan-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@@H](CC(F)(F)F)CO)=NN2C1=CC=C(F)C=C1F VSOLAHIBDPOHDZ-DVVUODLYSA-N 0.000 description 1
- DQBLRGUSFKXYKE-IUODEOHRSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[(3-hydroxyphenyl)methyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound OC1=CC=CC(CNC(=O)C=2C=3C[C@H]4C[C@H]4C=3N(N=2)C=2C(=CC(F)=CC=2)F)=C1 DQBLRGUSFKXYKE-IUODEOHRSA-N 0.000 description 1
- PTFNSIHBNWZOMC-CZUORRHYSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[(3-methoxyphenyl)methyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound COC1=CC=CC(CNC(=O)C=2C=3C[C@H]4C[C@H]4C=3N(N=2)C=2C(=CC(F)=CC=2)F)=C1 PTFNSIHBNWZOMC-CZUORRHYSA-N 0.000 description 1
- JVNUVTXHJQLMCX-ZWNOBZJWSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[(3-methylimidazol-4-yl)methyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound CN1C=NC=C1CNC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 JVNUVTXHJQLMCX-ZWNOBZJWSA-N 0.000 description 1
- YVXOSMQXOAGNQY-TZMCWYRMSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[(3-methylpyridin-2-yl)methyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound CC1=CC=CN=C1CNC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 YVXOSMQXOAGNQY-TZMCWYRMSA-N 0.000 description 1
- FFVVPHJBQYWUGT-FVQBIDKESA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[(3R)-1-(2-methoxyethyl)piperidin-3-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C1N(CCOC)CCC[C@H]1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 FFVVPHJBQYWUGT-FVQBIDKESA-N 0.000 description 1
- RXRLKJRHCSTJJD-BPLDGKMQSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[(3R)-1-(2-methoxyethyl)pyrrolidin-3-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C1N(CCOC)CC[C@H]1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 RXRLKJRHCSTJJD-BPLDGKMQSA-N 0.000 description 1
- ZAYYECKUWMQDPI-MRVWCRGKSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[(3R)-1-(3,3,3-trifluoropropyl)pyrrolidin-3-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)N[C@H]2CN(CCC(F)(F)F)CC2)=N1 ZAYYECKUWMQDPI-MRVWCRGKSA-N 0.000 description 1
- FFVVPHJBQYWUGT-VNQPRFMTSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[(3S)-1-(2-methoxyethyl)piperidin-3-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C1N(CCOC)CCC[C@@H]1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 FFVVPHJBQYWUGT-VNQPRFMTSA-N 0.000 description 1
- RXRLKJRHCSTJJD-VHDGCEQUSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[(3S)-1-(2-methoxyethyl)pyrrolidin-3-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C1N(CCOC)CC[C@@H]1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 RXRLKJRHCSTJJD-VHDGCEQUSA-N 0.000 description 1
- XMRYAWNCISZYSU-VHDGCEQUSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[(3S)-1-(3,3,3-trifluoropropyl)piperidin-3-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)N[C@@H]2CN(CCC(F)(F)F)CCC2)=N1 XMRYAWNCISZYSU-VHDGCEQUSA-N 0.000 description 1
- ZAYYECKUWMQDPI-KWCYVHTRSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[(3S)-1-(3,3,3-trifluoropropyl)pyrrolidin-3-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)N[C@@H]2CN(CCC(F)(F)F)CC2)=N1 ZAYYECKUWMQDPI-KWCYVHTRSA-N 0.000 description 1
- MYUFCSCZXMADPE-IUODEOHRSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[(4-hydroxyphenyl)methyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C1=CC(O)=CC=C1CNC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 MYUFCSCZXMADPE-IUODEOHRSA-N 0.000 description 1
- XEFZAORUUABICT-CZUORRHYSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[(4-methoxyphenyl)methyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C1=CC(OC)=CC=C1CNC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 XEFZAORUUABICT-CZUORRHYSA-N 0.000 description 1
- DCRRGMGKOQZZBO-CZUORRHYSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[(4-methylsulfonylphenyl)methyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C1=CC(S(=O)(=O)C)=CC=C1CNC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 DCRRGMGKOQZZBO-CZUORRHYSA-N 0.000 description 1
- JNJOLASBPZUDCB-MLGOLLRUSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[(5-fluoro-2-methylphenyl)methyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound CC1=CC=C(F)C=C1CNC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 JNJOLASBPZUDCB-MLGOLLRUSA-N 0.000 description 1
- LRSBQMHFLJPJBK-IAQYHMDHSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[(5-methoxypyridin-2-yl)methyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N1=CC(OC)=CC=C1CNC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 LRSBQMHFLJPJBK-IAQYHMDHSA-N 0.000 description 1
- DYWMWRQRIWBZPK-RHSMWYFYSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[(6-pyrrolidin-1-ylpyridin-2-yl)methyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NCC=2N=C(C=CC=2)N2CCCC2)=N1 DYWMWRQRIWBZPK-RHSMWYFYSA-N 0.000 description 1
- ZGCLSYBIKOLTHR-UKRRQHHQSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[1-(2-fluorophenyl)cyclobutyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC2(CCC2)C=2C(=CC=CC=2)F)=N1 ZGCLSYBIKOLTHR-UKRRQHHQSA-N 0.000 description 1
- KBGARPAODSATSV-TZMCWYRMSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[1-(2-fluorophenyl)cyclopropyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC2(CC2)C=2C(=CC=CC=2)F)=N1 KBGARPAODSATSV-TZMCWYRMSA-N 0.000 description 1
- FQMIJFGEYVUTEW-XKPULOPMSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[1-(2-hydroxyethylamino)-3,3-dimethyl-1-oxobutan-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C(C)(C)C)C(=O)NCCO)=NN2C1=CC=C(F)C=C1F FQMIJFGEYVUTEW-XKPULOPMSA-N 0.000 description 1
- PUEBGJQRVWLMNG-BXUZGUMPSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[1-(2-methoxyethyl)azetidin-3-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C1N(CCOC)CC1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 PUEBGJQRVWLMNG-BXUZGUMPSA-N 0.000 description 1
- NMSJYMNHNBATFU-NVXWUHKLSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[1-(2-methylphenyl)cyclobutyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound CC1=CC=CC=C1C1(NC(=O)C=2C=3C[C@H]4C[C@H]4C=3N(N=2)C=2C(=CC(F)=CC=2)F)CCC1 NMSJYMNHNBATFU-NVXWUHKLSA-N 0.000 description 1
- YKZBSBZOLPAVLI-GDBMZVCRSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[1-(2-methylphenyl)cyclopropyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound CC1=CC=CC=C1C1(NC(=O)C=2C=3C[C@H]4C[C@H]4C=3N(N=2)C=2C(=CC(F)=CC=2)F)CC1 YKZBSBZOLPAVLI-GDBMZVCRSA-N 0.000 description 1
- DRCGVYFOGPHLQA-IUODEOHRSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[1-(3,3,3-trifluoropropyl)piperidin-4-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC2CCN(CCC(F)(F)F)CC2)=N1 DRCGVYFOGPHLQA-IUODEOHRSA-N 0.000 description 1
- GSXBNLGFZNBHTC-CXAGYDPISA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[1-(3-fluorophenyl)cyclobutyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC=CC(C2(CCC2)NC(=O)C=2C=3C[C@H]4C[C@H]4C=3N(N=2)C=2C(=CC(F)=CC=2)F)=C1 GSXBNLGFZNBHTC-CXAGYDPISA-N 0.000 description 1
- IGZGDVQPRAEHTA-RDTXWAMCSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[1-(3-methoxyphenyl)cyclobutyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound COC1=CC=CC(C2(CCC2)NC(=O)C=2C=3C[C@H]4C[C@H]4C=3N(N=2)C=2C(=CC(F)=CC=2)F)=C1 IGZGDVQPRAEHTA-RDTXWAMCSA-N 0.000 description 1
- XKVUDRSYRPRFOX-RHSMWYFYSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[1-(3-methylphenyl)cyclopropyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound CC1=CC=CC(C2(CC2)NC(=O)C=2C=3C[C@H]4C[C@H]4C=3N(N=2)C=2C(=CC(F)=CC=2)F)=C1 XKVUDRSYRPRFOX-RHSMWYFYSA-N 0.000 description 1
- ULESHZBHDYLFFE-CXAGYDPISA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[1-(4-fluorophenyl)cyclobutyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C1=CC(F)=CC=C1C1(NC(=O)C=2C=3C[C@H]4C[C@H]4C=3N(N=2)C=2C(=CC(F)=CC=2)F)CCC1 ULESHZBHDYLFFE-CXAGYDPISA-N 0.000 description 1
- IRMZJHSBZRVZJA-RDTXWAMCSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[1-(4-methoxyphenyl)cyclobutyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C1=CC(OC)=CC=C1C1(NC(=O)C=2C=3C[C@H]4C[C@H]4C=3N(N=2)C=2C(=CC(F)=CC=2)F)CCC1 IRMZJHSBZRVZJA-RDTXWAMCSA-N 0.000 description 1
- DECCLJRETXNZHA-CXAGYDPISA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[1-(4-methoxyphenyl)cyclopropyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C1=CC(OC)=CC=C1C1(NC(=O)C=2C=3C[C@H]4C[C@H]4C=3N(N=2)C=2C(=CC(F)=CC=2)F)CC1 DECCLJRETXNZHA-CXAGYDPISA-N 0.000 description 1
- DDIWIEKECSHLAY-RHSMWYFYSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[1-(4-methylphenyl)cyclopropyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C1=CC(C)=CC=C1C1(NC(=O)C=2C=3C[C@H]4C[C@H]4C=3N(N=2)C=2C(=CC(F)=CC=2)F)CC1 DDIWIEKECSHLAY-RHSMWYFYSA-N 0.000 description 1
- GJPXFCUZRJJXAO-JYRZLJSNSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[1-(5-methylpyridin-2-yl)ethyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C=1C=C(C)C=NC=1C(C)NC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F GJPXFCUZRJJXAO-JYRZLJSNSA-N 0.000 description 1
- PNKYCHVBKVBGRH-JYRZLJSNSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[1-(6-methylpyridin-2-yl)ethyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C=1C=CC(C)=NC=1C(C)NC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F PNKYCHVBKVBGRH-JYRZLJSNSA-N 0.000 description 1
- SNDPNWNLBBOIBG-MWLCHTKSSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[1-fluoro-2-(fluoromethyl)-3-hydroxypropan-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(CF)(CF)CO)=NN2C1=CC=C(F)C=C1F SNDPNWNLBBOIBG-MWLCHTKSSA-N 0.000 description 1
- CGUUSJALVVPBHJ-ZYHUDNBSSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[1-hydroxy-2-(hydroxymethyl)butan-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(CO)(CO)CC)=NN2C1=CC=C(F)C=C1F CGUUSJALVVPBHJ-ZYHUDNBSSA-N 0.000 description 1
- TYXFMHBCEZJXQG-ZWNOBZJWSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[2-(1H-imidazol-5-yl)ethyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NCCC=2N=CNC=2)=N1 TYXFMHBCEZJXQG-ZWNOBZJWSA-N 0.000 description 1
- IVBPVEYUZQCURK-OCUYMYNFSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[2-(2,6-dimethylmorpholin-4-yl)-2-methylpropyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C1C(C)OC(C)CN1C(C)(C)CNC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 IVBPVEYUZQCURK-OCUYMYNFSA-N 0.000 description 1
- ABPFHJOMXYYCPZ-TZMCWYRMSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[2-(2-methoxypyridin-3-yl)propan-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound COC1=NC=CC=C1C(C)(C)NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 ABPFHJOMXYYCPZ-TZMCWYRMSA-N 0.000 description 1
- WRFFNWBHAHDFTQ-NVXWUHKLSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[2-(2-methylphenyl)ethyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound CC1=CC=CC=C1CCNC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 WRFFNWBHAHDFTQ-NVXWUHKLSA-N 0.000 description 1
- QNKDHSYIPHMWSI-DGCLKSJQSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[2-(2-oxo-1H-pyridin-3-yl)propan-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C=1C=CN=C(O)C=1C(C)(C)NC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F QNKDHSYIPHMWSI-DGCLKSJQSA-N 0.000 description 1
- OBYVHUFCDBTSGM-CXAGYDPISA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C12=CC(O)=CC=C2NC=C1CCNC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F OBYVHUFCDBTSGM-CXAGYDPISA-N 0.000 description 1
- URASBPFCVUKCFU-BPLDGKMQSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[2-[(2R)-2-(hydroxymethyl)pyrrolidin-1-yl]ethyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound OC[C@H]1CCCN1CCNC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 URASBPFCVUKCFU-BPLDGKMQSA-N 0.000 description 1
- URASBPFCVUKCFU-VHDGCEQUSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[2-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]ethyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound OC[C@@H]1CCCN1CCNC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 URASBPFCVUKCFU-VHDGCEQUSA-N 0.000 description 1
- DKMHKNYXMYBTFI-ZFMITDJCSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[2-hydroxy-1-(oxolan-3-yl)ethyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C1COCC1C(CO)NC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F DKMHKNYXMYBTFI-ZFMITDJCSA-N 0.000 description 1
- GWFFUNSMTFZTFX-NVXWUHKLSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[2-methyl-1-(4-methylpiperidin-1-yl)propan-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C1CC(C)CCN1CC(C)(C)NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 GWFFUNSMTFZTFX-NVXWUHKLSA-N 0.000 description 1
- PSHOOEDQDCDKIE-TZMCWYRMSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[4-(hydroxymethyl)-1-methylpiperidin-4-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C1CN(C)CCC1(CO)NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 PSHOOEDQDCDKIE-TZMCWYRMSA-N 0.000 description 1
- WKKFJAKOKZYDRX-DGCLKSJQSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[4-(hydroxymethyl)pyridin-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound OCC1=CC=NC(NC(=O)C=2C=3C[C@H]4C[C@H]4C=3N(N=2)C=2C(=CC(F)=CC=2)F)=C1 WKKFJAKOKZYDRX-DGCLKSJQSA-N 0.000 description 1
- FZBXRIOVPYGOJA-DGCLKSJQSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[5-(hydroxymethyl)pyridin-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N1=CC(CO)=CC=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 FZBXRIOVPYGOJA-DGCLKSJQSA-N 0.000 description 1
- CAMBYTXHNIRSON-BXKDBHETSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[5-(trifluoromethyl)pyridin-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC=2N=CC(=CC=2)C(F)(F)F)=N1 CAMBYTXHNIRSON-BXKDBHETSA-N 0.000 description 1
- YJECKZPGHPHIDL-OGWOLHLISA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[5-[(2S)-1-methylpyrrolidin-2-yl]pyridin-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound CN1CCC[C@H]1C(C=N1)=CC=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 YJECKZPGHPHIDL-OGWOLHLISA-N 0.000 description 1
- WDARCWCCEVPOQN-LZDVPDMXSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[[(1R,2R)-2-hydroxycyclohexyl]methyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound O[C@@H]1CCCC[C@@H]1CNC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 WDARCWCCEVPOQN-LZDVPDMXSA-N 0.000 description 1
- WDARCWCCEVPOQN-JCTQEILZSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[[(1R,2S)-2-hydroxycyclohexyl]methyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound O[C@H]1CCCC[C@@H]1CNC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 WDARCWCCEVPOQN-JCTQEILZSA-N 0.000 description 1
- MIZBRQGDDOKDTM-KGYLQXTDSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[[(2S)-oxolan-2-yl]methyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC[C@H]2OCCC2)=N1 MIZBRQGDDOKDTM-KGYLQXTDSA-N 0.000 description 1
- UFXXECQQUOADOK-IGLHTZBQSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[[1-(2-methoxyethyl)pyrrolidin-3-yl]methyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C1N(CCOC)CCC1CNC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 UFXXECQQUOADOK-IGLHTZBQSA-N 0.000 description 1
- SDFNSQULFKRCFJ-TZMCWYRMSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[[1-(3,3,3-trifluoropropyl)azetidin-3-yl]methyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NCC2CN(CCC(F)(F)F)C2)=N1 SDFNSQULFKRCFJ-TZMCWYRMSA-N 0.000 description 1
- JVYGDZSZMXTZAQ-JYRZLJSNSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[[1-(3,3,3-trifluoropropyl)pyrrolidin-3-yl]methyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NCC2CN(CCC(F)(F)F)CC2)=N1 JVYGDZSZMXTZAQ-JYRZLJSNSA-N 0.000 description 1
- BIUJDEJHNQMXMQ-GDBMZVCRSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[[2-(dimethylamino)phenyl]methyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound CN(C)C1=CC=CC=C1CNC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 BIUJDEJHNQMXMQ-GDBMZVCRSA-N 0.000 description 1
- UJSSPAXVGOFLEW-RHSMWYFYSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[[3-(dimethylamino)phenyl]methyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound CN(C)C1=CC=CC(CNC(=O)C=2C=3C[C@H]4C[C@H]4C=3N(N=2)C=2C(=CC(F)=CC=2)F)=C1 UJSSPAXVGOFLEW-RHSMWYFYSA-N 0.000 description 1
- RSJPAVPCPLIEEG-DGCLKSJQSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-[[6-(trifluoromethyl)pyridin-3-yl]methyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NCC=2C=NC(=CC=2)C(F)(F)F)=N1 RSJPAVPCPLIEEG-DGCLKSJQSA-N 0.000 description 1
- BHVUSJDUYPHJPC-ZYHUDNBSSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-morpholin-4-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NN2CCOCC2)=N1 BHVUSJDUYPHJPC-ZYHUDNBSSA-N 0.000 description 1
- MIOSIOYAKFVQPM-ZWNOBZJWSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-pentan-3-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(CC)CC)=NN2C1=CC=C(F)C=C1F MIOSIOYAKFVQPM-ZWNOBZJWSA-N 0.000 description 1
- GODZKOCTIQOVAH-UKRRQHHQSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-phenacyl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NCC(=O)C=2C=CC=CC=2)=N1 GODZKOCTIQOVAH-UKRRQHHQSA-N 0.000 description 1
- URNPVVJHXNUXEI-MWLCHTKSSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-pyrazin-2-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC=2N=CC=NC=2)=N1 URNPVVJHXNUXEI-MWLCHTKSSA-N 0.000 description 1
- JLPXUFVWODVAKZ-ZWNOBZJWSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-pyridin-3-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC=2C=NC=CC=2)=N1 JLPXUFVWODVAKZ-ZWNOBZJWSA-N 0.000 description 1
- KLYCWIMVTBHQTE-ZWNOBZJWSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-pyridin-4-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC=2C=CN=CC=2)=N1 KLYCWIMVTBHQTE-ZWNOBZJWSA-N 0.000 description 1
- MUMGBDUWVLRRAN-MWLCHTKSSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-pyrimidin-2-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC=2N=CC=CN=2)=N1 MUMGBDUWVLRRAN-MWLCHTKSSA-N 0.000 description 1
- DKCPASWFZVDVNR-MWLCHTKSSA-N (2R,4R)-9-(2,4-difluorophenyl)-N-pyrimidin-4-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC=2N=CN=CC=2)=N1 DKCPASWFZVDVNR-MWLCHTKSSA-N 0.000 description 1
- HENNTDHQWRDTTE-MWLCHTKSSA-N (2R,4R)-9-(2-chloro-4-fluorophenyl)-N-(1,3-dihydroxy-2-methylpropan-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(CO)(CO)C)=NN2C1=CC=C(F)C=C1Cl HENNTDHQWRDTTE-MWLCHTKSSA-N 0.000 description 1
- BJLXOMGNJRDECC-QCPUYCGNSA-N (2R,4R)-9-(2-chloro-4-fluorophenyl)-N-[(1R)-2,2-dimethyl-1-pyridin-2-ylpropyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N([C@H](C(C)(C)C)C=1N=CC=CC=1)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1Cl BJLXOMGNJRDECC-QCPUYCGNSA-N 0.000 description 1
- PCKLSLXJHOHTPQ-AJLCLMPTSA-N (2R,4R)-9-(2-chloro-4-fluorophenyl)-N-[(2S)-3,3-dimethyl-1-(methylamino)-1-oxobutan-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@H](C(=O)NC)C(C)(C)C)=NN2C1=CC=C(F)C=C1Cl PCKLSLXJHOHTPQ-AJLCLMPTSA-N 0.000 description 1
- IDWNYUUCDNZTQJ-UKRRQHHQSA-N (2R,4R)-9-(2-chloropyridin-4-yl)-N-(1-pyridin-2-ylcyclobutyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C1=NC(Cl)=CC(N2C=3[C@@H]4C[C@@H]4CC=3C(C(=O)NC3(CCC3)C=3N=CC=CC=3)=N2)=C1 IDWNYUUCDNZTQJ-UKRRQHHQSA-N 0.000 description 1
- ZAYWGZMGXGMMON-MPKXVKKWSA-N (2R,4R)-9-(2-chloropyridin-4-yl)-N-[(2S)-1-hydroxy-3,3-dimethylbutan-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@H](CO)C(C)(C)C)=NN2C1=CC=NC(Cl)=C1 ZAYWGZMGXGMMON-MPKXVKKWSA-N 0.000 description 1
- ULCYDLQCMURYNS-RHSMWYFYSA-N (2R,4R)-9-(2-fluoro-4-methylsulfonylphenyl)-N-(1-phenylcyclopropyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(S(=O)(=O)C)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC2(CC2)C=2C=CC=CC=2)=N1 ULCYDLQCMURYNS-RHSMWYFYSA-N 0.000 description 1
- NUQGWRHIXXCWAP-ZWNOBZJWSA-N (2R,4R)-9-(2-fluoro-4-methylsulfonylphenyl)-N-(5-fluoropyridin-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(S(=O)(=O)C)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC=2N=CC(F)=CC=2)=N1 NUQGWRHIXXCWAP-ZWNOBZJWSA-N 0.000 description 1
- BZEGIJWTJMXMQF-UKRRQHHQSA-N (2R,4R)-9-(2-fluoro-4-methylsulfonylphenyl)-N-(oxan-4-ylmethyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(S(=O)(=O)C)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NCC2CCOCC2)=N1 BZEGIJWTJMXMQF-UKRRQHHQSA-N 0.000 description 1
- OFKSXPAMPHDZGV-GDBMZVCRSA-N (2R,4R)-9-(2-fluorophenyl)-N-(1-phenylcyclopropyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC2(CC2)C=2C=CC=CC=2)=N1 OFKSXPAMPHDZGV-GDBMZVCRSA-N 0.000 description 1
- QQEDZJQUAWWTSY-GDBMZVCRSA-N (2R,4R)-9-(2-fluorophenyl)-N-(1-pyridin-4-ylcyclobutyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC2(CCC2)C=2C=CN=CC=2)=N1 QQEDZJQUAWWTSY-GDBMZVCRSA-N 0.000 description 1
- URVVNRHDBRYWIR-UKRRQHHQSA-N (2R,4R)-9-(2-hydroxy-2-methylpropyl)-N-(1-phenylcyclopropyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C=1([C@@H]2C[C@@H]2CC=11)N(CC(C)(O)C)N=C1C(=O)NC1(C=2C=CC=CC=2)CC1 URVVNRHDBRYWIR-UKRRQHHQSA-N 0.000 description 1
- NDSNGKBOZCFSMD-CHWSQXEVSA-N (2R,4R)-9-(2-hydroxy-2-methylpropyl)-N-(oxan-4-ylmethyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C=1([C@@H]2C[C@@H]2CC=11)N(CC(C)(O)C)N=C1C(=O)NCC1CCOCC1 NDSNGKBOZCFSMD-CHWSQXEVSA-N 0.000 description 1
- BEHKEIWYWFJBJQ-PSASIEDQSA-N (2R,4R)-9-(3,5-difluoropyridin-2-yl)-N-(1-hydroxy-2-methylpropan-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=NC=C(F)C=C1F BEHKEIWYWFJBJQ-PSASIEDQSA-N 0.000 description 1
- IUMLVVOMTJIREP-GLXFQSAKSA-N (2R,4R)-9-(3,5-difluoropyridin-2-yl)-N-[(2S)-1-hydroxy-3,3-dimethylbutan-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@H](CO)C(C)(C)C)=NN2C1=NC=C(F)C=C1F IUMLVVOMTJIREP-GLXFQSAKSA-N 0.000 description 1
- NPXGCSORWZFITM-NXEZZACHSA-N (2R,4R)-9-(3-fluoropyridin-2-yl)-N-(1-hydroxy-2-methylpropan-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=NC=CC=C1F NPXGCSORWZFITM-NXEZZACHSA-N 0.000 description 1
- HREUQUHXEFFLFG-UEKVPHQBSA-N (2R,4R)-9-(3-fluoropyridin-4-yl)-N-[(2S)-1-hydroxy-3,3-dimethylbutan-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@H](CO)C(C)(C)C)=NN2C1=CC=NC=C1F HREUQUHXEFFLFG-UEKVPHQBSA-N 0.000 description 1
- HPOQDTAQUOXMBI-CZUORRHYSA-N (2R,4R)-9-(4-bromopyridin-2-yl)-N-(1-pyridin-4-ylcyclobutyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound BrC1=CC=NC(N2C=3[C@@H]4C[C@@H]4CC=3C(C(=O)NC3(CCC3)C=3C=CN=CC=3)=N2)=C1 HPOQDTAQUOXMBI-CZUORRHYSA-N 0.000 description 1
- FKUUHCQJIKSUHT-PSASIEDQSA-N (2R,4R)-9-(4-chloropyridin-2-yl)-N-(1,1,1-trifluoro-2-methylpropan-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(C)C(F)(F)F)=NN2C1=CC(Cl)=CC=N1 FKUUHCQJIKSUHT-PSASIEDQSA-N 0.000 description 1
- KKOPQBPDHLXNAZ-IRUJWGPZSA-N (2R,4R)-9-(4-chloropyridin-2-yl)-N-[(2R)-3-fluoro-1-hydroxy-3-methylbutan-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@H](CO)C(C)(F)C)=NN2C1=CC(Cl)=CC=N1 KKOPQBPDHLXNAZ-IRUJWGPZSA-N 0.000 description 1
- KKOPQBPDHLXNAZ-XWIASGKRSA-N (2R,4R)-9-(4-chloropyridin-2-yl)-N-[(2S)-3-fluoro-1-hydroxy-3-methylbutan-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@@H](CO)C(C)(F)C)=NN2C1=CC(Cl)=CC=N1 KKOPQBPDHLXNAZ-XWIASGKRSA-N 0.000 description 1
- UAHVIGHNCMNXJK-NVXWUHKLSA-N (2R,4R)-9-(4-cyanophenyl)-N-(oxan-4-ylmethyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C=3C=CC(=CC=3)C#N)C=1C=2C(=O)NCC1CCOCC1 UAHVIGHNCMNXJK-NVXWUHKLSA-N 0.000 description 1
- XLOPSYDTQKGWBB-IUODEOHRSA-N (2R,4R)-9-(4-fluorophenyl)-N-[4-(hydroxymethyl)oxan-4-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C=3C=CC(F)=CC=3)C=1C=2C(=O)NC1(CO)CCOCC1 XLOPSYDTQKGWBB-IUODEOHRSA-N 0.000 description 1
- PYEJMRJTJHVTGU-VXNVDRBHSA-N (2R,4R)-9-(4-methoxypyridin-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxylic acid Chemical compound COC1=CC=NC(N2C=3[C@@H]4C[C@@H]4CC=3C(C(O)=O)=N2)=C1 PYEJMRJTJHVTGU-VXNVDRBHSA-N 0.000 description 1
- MXVRGPHKZOTQAI-IUODEOHRSA-N (2R,4R)-9-(5,6-difluoropyridin-3-yl)-N-(2-phenylpropan-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C=1C=CC=CC=1C(C)(C)NC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CN=C(F)C(F)=C1 MXVRGPHKZOTQAI-IUODEOHRSA-N 0.000 description 1
- KHESKWFVZZQVMU-RKDXNWHRSA-N (2R,4R)-9-(5-bromopyrazin-2-yl)-N-[1-(hydroxymethyl)cyclopropyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C=3N=CC(Br)=NC=3)C=1C=2C(=O)NC1(CO)CC1 KHESKWFVZZQVMU-RKDXNWHRSA-N 0.000 description 1
- DOQCGVWDUKZENV-CZUORRHYSA-N (2R,4R)-9-(5-bromopyridin-2-yl)-N-(1-phenylcyclopropyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N1=CC(Br)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC2(CC2)C=2C=CC=CC=2)=N1 DOQCGVWDUKZENV-CZUORRHYSA-N 0.000 description 1
- IHAJKSSIZFEIOG-CZUORRHYSA-N (2R,4R)-9-(5-bromopyridin-2-yl)-N-(2-phenylpropan-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C=1C=CC=CC=1C(C)(C)NC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(Br)C=N1 IHAJKSSIZFEIOG-CZUORRHYSA-N 0.000 description 1
- CSBVNGLMASHMNC-MFLXSWDHSA-N (2R,4R)-9-(5-bromopyridin-2-yl)-N-[(1S)-2,2-dimethyl-1-pyridin-2-ylpropyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N([C@@H](C(C)(C)C)C=1N=CC=CC=1)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(Br)C=N1 CSBVNGLMASHMNC-MFLXSWDHSA-N 0.000 description 1
- MHRATFASRBFBJM-MWLCHTKSSA-N (2R,4R)-9-(5-bromopyridin-2-yl)-N-[1-(hydroxymethyl)cyclopropyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C=3N=CC(Br)=CC=3)C=1C=2C(=O)NC1(CO)CC1 MHRATFASRBFBJM-MWLCHTKSSA-N 0.000 description 1
- CMJQHOPYYYTDJA-BXKDBHETSA-N (2R,4R)-9-(5-bromopyridin-3-yl)-N-(1-hydroxy-2-methylpropan-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CN=CC(Br)=C1 CMJQHOPYYYTDJA-BXKDBHETSA-N 0.000 description 1
- VRGXJPUITYDHRU-TZMCWYRMSA-N (2R,4R)-9-(5-chloro-3-fluoropyridin-2-yl)-N-(1-pyridin-2-ylcyclobutyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(Cl)=CN=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC2(CCC2)C=2N=CC=CC=2)=N1 VRGXJPUITYDHRU-TZMCWYRMSA-N 0.000 description 1
- SSJKZJVKQGGUFR-GLXFQSAKSA-N (2R,4R)-9-(5-chloro-3-fluoropyridin-2-yl)-N-[(2S)-1-hydroxy-3,3-dimethylbutan-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@H](CO)C(C)(C)C)=NN2C1=NC=C(Cl)C=C1F SSJKZJVKQGGUFR-GLXFQSAKSA-N 0.000 description 1
- KSLZQPJZKWWJKE-HTQZYQBOSA-N (2R,4R)-9-(5-chloro-4-methylpyridin-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxylic acid Chemical compound C1=C(Cl)C(C)=CC(N2C=3[C@@H]4C[C@@H]4CC=3C(C(O)=O)=N2)=N1 KSLZQPJZKWWJKE-HTQZYQBOSA-N 0.000 description 1
- KLEYYDUAXPQJBQ-GDBMZVCRSA-N (2R,4R)-9-(5-chloro-4-methylpyridin-2-yl)-N-(1-pyridin-4-ylcyclobutyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C1=C(Cl)C(C)=CC(N2C=3[C@@H]4C[C@@H]4CC=3C(C(=O)NC3(CCC3)C=3C=CN=CC=3)=N2)=N1 KLEYYDUAXPQJBQ-GDBMZVCRSA-N 0.000 description 1
- CKJBZTYJQOEONI-CHWSQXEVSA-N (2R,4R)-9-(5-chloro-4-methylpyridin-2-yl)-N-[4-(hydroxymethyl)oxan-4-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C1=C(Cl)C(C)=CC(N2C=3[C@@H]4C[C@@H]4CC=3C(C(=O)NC3(CO)CCOCC3)=N2)=N1 CKJBZTYJQOEONI-CHWSQXEVSA-N 0.000 description 1
- VBEDSPMYHBETCW-UKRRQHHQSA-N (2R,4R)-9-(5-chloropyridin-2-yl)-N-(1-pyridin-2-ylcyclobutyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N1=CC(Cl)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC2(CCC2)C=2N=CC=CC=2)=N1 VBEDSPMYHBETCW-UKRRQHHQSA-N 0.000 description 1
- UCOWXKCEEOFUKS-CZUORRHYSA-N (2R,4R)-9-(5-chloropyridin-2-yl)-N-(2-phenylpropan-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C=1C=CC=CC=1C(C)(C)NC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(Cl)C=N1 UCOWXKCEEOFUKS-CZUORRHYSA-N 0.000 description 1
- LXHXJVVTUBHUJL-TZMCWYRMSA-N (2R,4R)-9-(5-chloropyridin-2-yl)-N-(oxan-4-ylmethyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N1=CC(Cl)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NCC2CCOCC2)=N1 LXHXJVVTUBHUJL-TZMCWYRMSA-N 0.000 description 1
- OSTRUCDHWBVTFE-VWLHBSKXSA-N (2R,4R)-9-(5-chloropyridin-2-yl)-N-[(1R)-2,2-dimethyl-1-pyridin-2-ylpropyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N([C@H](C(C)(C)C)C=1N=CC=CC=1)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(Cl)C=N1 OSTRUCDHWBVTFE-VWLHBSKXSA-N 0.000 description 1
- OSTRUCDHWBVTFE-MFLXSWDHSA-N (2R,4R)-9-(5-chloropyridin-2-yl)-N-[(1S)-2,2-dimethyl-1-pyridin-2-ylpropyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N([C@@H](C(C)(C)C)C=1N=CC=CC=1)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(Cl)C=N1 OSTRUCDHWBVTFE-MFLXSWDHSA-N 0.000 description 1
- KNKLNKHIEOIWMR-FRFSOERESA-N (2R,4R)-9-(5-chloropyridin-2-yl)-N-[(1S)-2-hydroxy-1-phenylethyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N([C@H](CO)C=1C=CC=CC=1)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(Cl)C=N1 KNKLNKHIEOIWMR-FRFSOERESA-N 0.000 description 1
- WTYLEHJLIXHHLK-MPKXVKKWSA-N (2R,4R)-9-(5-chloropyridin-2-yl)-N-[(2S)-1-hydroxy-3,3-dimethylbutan-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@H](CO)C(C)(C)C)=NN2C1=CC=C(Cl)C=N1 WTYLEHJLIXHHLK-MPKXVKKWSA-N 0.000 description 1
- COMAZXKVKDGVTG-FMVNMVDZSA-N (2R,4R)-9-(5-chloropyridin-2-yl)-N-[(2S,3S)-1-hydroxy-3-methylpentan-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@H](CO)[C@@H](C)CC)=NN2C1=CC=C(Cl)C=N1 COMAZXKVKDGVTG-FMVNMVDZSA-N 0.000 description 1
- WXFFYEJLRINIDM-MLGOLLRUSA-N (2R,4R)-9-(5-chloropyridin-2-yl)-N-[1-(4-fluorophenyl)cyclopropyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C1=CC(F)=CC=C1C1(NC(=O)C=2C=3C[C@H]4C[C@H]4C=3N(N=2)C=2N=CC(Cl)=CC=2)CC1 WXFFYEJLRINIDM-MLGOLLRUSA-N 0.000 description 1
- GRHBUSKXXLZOLU-NVXWUHKLSA-N (2R,4R)-9-(5-chloropyridin-2-yl)-N-[1-(morpholin-4-ylmethyl)cyclopentyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N1=CC(Cl)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC2(CN3CCOCC3)CCCC2)=N1 GRHBUSKXXLZOLU-NVXWUHKLSA-N 0.000 description 1
- XTVBUSVYYQRTLU-DGCLKSJQSA-N (2R,4R)-9-(5-cyanopyrazin-2-yl)-N-[4-(hydroxymethyl)oxan-4-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C=3N=CC(=NC=3)C#N)C=1C=2C(=O)NC1(CO)CCOCC1 XTVBUSVYYQRTLU-DGCLKSJQSA-N 0.000 description 1
- XZIQPAJVCDCKMX-VXGBXAGGSA-N (2R,4R)-9-(5-cyanopyridin-2-yl)-N-(1-hydroxy-2-methylpropan-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CC=C(C#N)C=N1 XZIQPAJVCDCKMX-VXGBXAGGSA-N 0.000 description 1
- NTWUNQVTUOMJFQ-NVXWUHKLSA-N (2R,4R)-9-(5-cyanopyridin-2-yl)-N-(1-phenylcyclopropyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C=3N=CC(=CC=3)C#N)C=1C=2C(=O)NC1(C=2C=CC=CC=2)CC1 NTWUNQVTUOMJFQ-NVXWUHKLSA-N 0.000 description 1
- VFGGCDIGGXAPRC-HZPDHXFCSA-N (2R,4R)-9-(5-cyanopyridin-2-yl)-N-(1-pyridin-2-ylcyclobutyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C=3N=CC(=CC=3)C#N)C=1C=2C(=O)NC1(C=2N=CC=CC=2)CCC1 VFGGCDIGGXAPRC-HZPDHXFCSA-N 0.000 description 1
- TZKYUSAJKSCVEI-MCFFVMPBSA-N (2R,4R)-9-(5-cyanopyridin-2-yl)-N-[(1R)-2,2-dimethyl-1-pyridin-2-ylpropyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N([C@H](C(C)(C)C)C=1N=CC=CC=1)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(C#N)C=N1 TZKYUSAJKSCVEI-MCFFVMPBSA-N 0.000 description 1
- TZKYUSAJKSCVEI-XCGNWRKASA-N (2R,4R)-9-(5-cyanopyridin-2-yl)-N-[(1S)-2,2-dimethyl-1-pyridin-2-ylpropyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N([C@@H](C(C)(C)C)C=1N=CC=CC=1)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(C#N)C=N1 TZKYUSAJKSCVEI-XCGNWRKASA-N 0.000 description 1
- JLMZBYYMOVGVCL-VXGBXAGGSA-N (2R,4R)-9-(5-cyanopyridin-2-yl)-N-[1-(hydroxymethyl)cyclopropyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C=3N=CC(=CC=3)C#N)C=1C=2C(=O)NC1(CO)CC1 JLMZBYYMOVGVCL-VXGBXAGGSA-N 0.000 description 1
- VCDQMQSHOWUHNK-DGCLKSJQSA-N (2R,4R)-9-(5-cyanopyridin-3-yl)-N-(1-hydroxy-2-methylpropan-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CN=CC(C#N)=C1 VCDQMQSHOWUHNK-DGCLKSJQSA-N 0.000 description 1
- GOQDBEIIAZAHGV-CHWSQXEVSA-N (2R,4R)-9-(5-cyclobutylpyrazin-2-yl)-N-(1-hydroxy-2-methylpropan-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C(N=C1)=CN=C1C1CCC1 GOQDBEIIAZAHGV-CHWSQXEVSA-N 0.000 description 1
- LICNIPJEZSOKEK-ZIAGYGMSSA-N (2R,4R)-9-(5-cyclopropylpyrazin-2-yl)-N-[4-(hydroxymethyl)oxan-4-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C=3N=CC(=NC=3)C3CC3)C=1C=2C(=O)NC1(CO)CCOCC1 LICNIPJEZSOKEK-ZIAGYGMSSA-N 0.000 description 1
- QHQIXAWHRZIDKZ-GHMZBOCLSA-N (2R,4R)-9-(5-ethoxypyrazin-2-yl)-N-(1-hydroxy-2-methylpropan-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C1=NC(OCC)=CN=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC(C)(C)CO)=N1 QHQIXAWHRZIDKZ-GHMZBOCLSA-N 0.000 description 1
- WAQBNZVVIZSVRE-UKRRQHHQSA-N (2R,4R)-9-(5-fluoropyridin-2-yl)-N-(1-pyridin-2-ylcyclobutyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC2(CCC2)C=2N=CC=CC=2)=N1 WAQBNZVVIZSVRE-UKRRQHHQSA-N 0.000 description 1
- YJCMWAKYLJLNKI-MPKXVKKWSA-N (2R,4R)-9-(5-fluoropyridin-2-yl)-N-[(2S)-1-hydroxy-3-methylbutan-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@H](CO)C(C)C)=NN2C1=CC=C(F)C=N1 YJCMWAKYLJLNKI-MPKXVKKWSA-N 0.000 description 1
- VYAOJSVQXHLWRS-DVVUODLYSA-N (2R,4R)-9-(5-fluoropyridin-2-yl)-N-[(2S)-4,4,4-trifluoro-1-hydroxybutan-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@@H](CC(F)(F)F)CO)=NN2C1=CC=C(F)C=N1 VYAOJSVQXHLWRS-DVVUODLYSA-N 0.000 description 1
- GDIYIEVWKZZXFI-NVXWUHKLSA-N (2R,4R)-9-(5-methylpyridin-2-yl)-N-(1-phenylcyclopropyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N1=CC(C)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC2(CC2)C=2C=CC=CC=2)=N1 GDIYIEVWKZZXFI-NVXWUHKLSA-N 0.000 description 1
- MOTOWDUKPCGJTQ-HUUCEWRRSA-N (2R,4R)-9-(5-methylpyridin-2-yl)-N-(oxan-4-ylmethyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N1=CC(C)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NCC2CCOCC2)=N1 MOTOWDUKPCGJTQ-HUUCEWRRSA-N 0.000 description 1
- YQRUHVQONOLMNN-MWLCHTKSSA-N (2R,4R)-9-(6-bromopyridin-3-yl)-N-(1-hydroxy-2-methylpropan-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CC=C(Br)N=C1 YQRUHVQONOLMNN-MWLCHTKSSA-N 0.000 description 1
- LIRPTVHBDVFJNH-CZUORRHYSA-N (2R,4R)-9-(6-bromopyridin-3-yl)-N-(1-phenylcyclopropyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C1=NC(Br)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC2(CC2)C=2C=CC=CC=2)=N1 LIRPTVHBDVFJNH-CZUORRHYSA-N 0.000 description 1
- BDTTYYMWWXBAQT-MWLCHTKSSA-N (2R,4R)-9-(6-chloropyridin-3-yl)-N-(1,3-dihydroxy-2-methylpropan-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(CO)(CO)C)=NN2C1=CC=C(Cl)N=C1 BDTTYYMWWXBAQT-MWLCHTKSSA-N 0.000 description 1
- UIXGYUOAJUHYQQ-ZWNOBZJWSA-N (2R,4R)-9-(6-cyanopyridin-3-yl)-N-(1,3-dihydroxy-2-methylpropan-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(CO)(CO)C)=NN2C1=CC=C(C#N)N=C1 UIXGYUOAJUHYQQ-ZWNOBZJWSA-N 0.000 description 1
- RTBFUSJZMQZIKS-ZYHUDNBSSA-N (2R,4R)-9-(6-ethylpyrazin-2-yl)-N-(1-hydroxy-2-methylpropan-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound CCC1=CN=CC(N2C=3[C@@H]4C[C@@H]4CC=3C(C(=O)NC(C)(C)CO)=N2)=N1 RTBFUSJZMQZIKS-ZYHUDNBSSA-N 0.000 description 1
- KXUZHHQJFQBDTP-MWLCHTKSSA-N (2R,4R)-9-(6-fluoropyridin-3-yl)-N-(1-hydroxy-2-methylpropan-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CC=C(F)N=C1 KXUZHHQJFQBDTP-MWLCHTKSSA-N 0.000 description 1
- ILOIVDGARIUHKU-MPKXVKKWSA-N (2R,4R)-9-(6-fluoropyridin-3-yl)-N-[(2S)-1-hydroxy-3-methylbutan-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@H](CO)C(C)C)=NN2C1=CC=C(F)N=C1 ILOIVDGARIUHKU-MPKXVKKWSA-N 0.000 description 1
- WJRKPEDEWDBLTK-WCABBAIRSA-N (2R,4R)-9-(6-fluoropyridin-3-yl)-N-[(2S)-4,4,4-trifluoro-1-hydroxybutan-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@@H](CC(F)(F)F)CO)=NN2C1=CC=C(F)N=C1 WJRKPEDEWDBLTK-WCABBAIRSA-N 0.000 description 1
- WVKCWRJWBVMKKN-GDBMZVCRSA-N (2R,4R)-9-(oxan-4-yl)-N-(1-pyridin-2-ylcyclobutyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=1N(C2CCOCC2)N=2)C=1C=2C(=O)NC1(C=2N=CC=CC=2)CCC1 WVKCWRJWBVMKKN-GDBMZVCRSA-N 0.000 description 1
- GUVNKOYIFAOLAK-IAGOWNOFSA-N (2R,4R)-9-(oxan-4-ylmethyl)-N-(1-pyridin-2-ylcyclobutyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=1N(CC2CCOCC2)N=2)C=1C=2C(=O)NC1(C=2N=CC=CC=2)CCC1 GUVNKOYIFAOLAK-IAGOWNOFSA-N 0.000 description 1
- WQEBRFYTFUKSMJ-DNVCBOLYSA-N (2R,4R)-9-[2-(4-fluorophenyl)propan-2-yl]-N-(2-pyridin-4-ylpropan-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C=1C=NC=CC=1C(C)(C)NC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C(C)(C)C1=CC=C(F)C=C1 WQEBRFYTFUKSMJ-DNVCBOLYSA-N 0.000 description 1
- RRRJCDRRCDGOSQ-GHMZBOCLSA-N (2R,4R)-9-[2-(oxan-4-yl)ethyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxylic acid Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)O)=NN2CCC1CCOCC1 RRRJCDRRCDGOSQ-GHMZBOCLSA-N 0.000 description 1
- RIWNGXNYQUWTFT-DGCLKSJQSA-N (2R,4R)-9-[5-(dimethylamino)pyridin-2-yl]-N-(1-hydroxy-2-methylpropan-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N1=CC(N(C)C)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC(C)(C)CO)=N1 RIWNGXNYQUWTFT-DGCLKSJQSA-N 0.000 description 1
- HFYSOJOBFKIGRQ-HTRCEHHLSA-N (2R,4R)-9-[5-(trifluoromethyl)pyridin-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxylic acid Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)O)=NN2C1=CC=C(C(F)(F)F)C=N1 HFYSOJOBFKIGRQ-HTRCEHHLSA-N 0.000 description 1
- NTLVPYICXDXCKD-RKDXNWHRSA-N (2R,4R)-9-[5-chloro-4-(trifluoromethyl)pyridin-2-yl]-N-(1-hydroxy-2-methylpropan-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CC(C(F)(F)F)=C(Cl)C=N1 NTLVPYICXDXCKD-RKDXNWHRSA-N 0.000 description 1
- GTJPJINBRMTMFH-TZMCWYRMSA-N (2R,4R)-9-[5-chloro-4-(trifluoromethyl)pyridin-2-yl]-N-(1-pyridin-4-ylcyclobutyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C1=C(Cl)C(C(F)(F)F)=CC(N2C=3[C@@H]4C[C@@H]4CC=3C(C(=O)NC3(CCC3)C=3C=CN=CC=3)=N2)=N1 GTJPJINBRMTMFH-TZMCWYRMSA-N 0.000 description 1
- FEXKIUOPHIIYRT-ZIAGYGMSSA-N (2R,4R)-9-pyrazin-2-yl-N-(1-pyridin-2-ylcyclobutyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C=3N=CC=NC=3)C=1C=2C(=O)NC1(C=2N=CC=CC=2)CCC1 FEXKIUOPHIIYRT-ZIAGYGMSSA-N 0.000 description 1
- UQEWLAGYPFERJH-CHWSQXEVSA-N (2R,4R)-9-pyrazin-2-yl-N-(1-pyridin-2-ylcyclopropyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C=3N=CC=NC=3)C=1C=2C(=O)NC1(C=2N=CC=CC=2)CC1 UQEWLAGYPFERJH-CHWSQXEVSA-N 0.000 description 1
- NGDONZWGZGVACT-YNEHKIRRSA-N (2R,4R)-9-pyrazin-2-yl-N-[(1S)-1-pyridin-2-ylethyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N([C@@H](C)C=1N=CC=CC=1)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CN=CC=N1 NGDONZWGZGVACT-YNEHKIRRSA-N 0.000 description 1
- DWEQTYQIIXMDKT-ZIAGYGMSSA-N (2R,4R)-9-pyridin-2-yl-N-(1-pyridin-2-ylcyclopropyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C=3N=CC=CC=3)C=1C=2C(=O)NC1(C=2N=CC=CC=2)CC1 DWEQTYQIIXMDKT-ZIAGYGMSSA-N 0.000 description 1
- TUBFGXKNQOVALX-CHWSQXEVSA-N (2R,4R)-9-tert-butyl-N-(oxan-4-ylmethyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C=1([C@@H]2C[C@@H]2CC=11)N(C(C)(C)C)N=C1C(=O)NCC1CCOCC1 TUBFGXKNQOVALX-CHWSQXEVSA-N 0.000 description 1
- PBVXNWSYYNAEBS-FRFSOERESA-N (2R,4R)-9-tert-butyl-N-[(1R)-2,3-dihydro-1H-inden-1-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C1CC2=CC=CC=C2[C@@H]1NC(=O)C1=NN(C(C)(C)C)C2=C1C[C@@H]1[C@H]2C1 PBVXNWSYYNAEBS-FRFSOERESA-N 0.000 description 1
- VXDZCMIUBAVDNO-PNIPZHNDSA-N (2R,4R)-9-tert-butyl-N-[(2R)-3-(4-fluorophenyl)-1-(2-hydroxyethylamino)-2-methyl-1-oxopropan-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@@](C)(NC(=O)C1=NN(C=2[C@@H]3C[C@@H]3CC=21)C(C)(C)C)C(=O)NCCO)C1=CC=C(F)C=C1 VXDZCMIUBAVDNO-PNIPZHNDSA-N 0.000 description 1
- ATTWFPGJOSBURZ-GDBMZVCRSA-N (2R,4R)-9-tert-butyl-N-[1-(4-chlorophenyl)-2-methylpropan-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C(C)(C)C)C=1C=2C(=O)NC(C)(C)CC1=CC=C(Cl)C=C1 ATTWFPGJOSBURZ-GDBMZVCRSA-N 0.000 description 1
- OTJIWYHCFNBQLI-UKRRQHHQSA-N (2R,4R)-9-tert-butyl-N-[2-(4-fluorophenyl)ethyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C=1([C@@H]2C[C@@H]2CC=11)N(C(C)(C)C)N=C1C(=O)NCCC1=CC=C(F)C=C1 OTJIWYHCFNBQLI-UKRRQHHQSA-N 0.000 description 1
- KNMNJXCOICEXAW-GAGVYUBLSA-N (2R,4R)-9-tert-butyl-N-[[(1S,2S,5S)-6,6-dimethyl-2-bicyclo[3.1.1]heptanyl]methyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@](CC1)(C2(C)C)[H])[C@@]2([H])[C@H]1CNC(=O)C1=NN(C(C)(C)C)C2=C1C[C@H]1C[C@H]12 KNMNJXCOICEXAW-GAGVYUBLSA-N 0.000 description 1
- MPFHPOPDSXIILZ-MWLCHTKSSA-N (2R,4R)-N'-cyclobutyl-9-pyrazin-2-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carbohydrazide Chemical compound C1(CCC1)NNC(=O)C=1C=2C[C@@H]3[C@H](C=2N(N=1)C1=NC=CN=C1)C3 MPFHPOPDSXIILZ-MWLCHTKSSA-N 0.000 description 1
- RWRDYSIKTVPZGX-ZYHUDNBSSA-N (2R,4R)-N'-cyclobutyl-N'-methylsulfonyl-9-pyrazin-2-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carbohydrazide Chemical compound CS(=O)(=O)N(NC(=O)C=1C=2C[C@@H]3[C@H](C=2N(N=1)C1=NC=CN=C1)C3)C1CCC1 RWRDYSIKTVPZGX-ZYHUDNBSSA-N 0.000 description 1
- IIIIQGOWIJZBQK-TZMCWYRMSA-N (2R,4R)-N'-methylsulfonyl-N'-phenyl-9-pyrazin-2-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carbohydrazide Chemical compound C=1C=CC=CC=1N(S(=O)(=O)C)NC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CN=CC=N1 IIIIQGOWIJZBQK-TZMCWYRMSA-N 0.000 description 1
- HGSFFJYUAZEPAD-DGCLKSJQSA-N (2R,4R)-N'-phenyl-9-pyrazin-2-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carbohydrazide Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C=3N=CC=NC=3)C=1C=2C(=O)NNC1=CC=CC=C1 HGSFFJYUAZEPAD-DGCLKSJQSA-N 0.000 description 1
- RWHHLNHWQAKVPD-GHMZBOCLSA-N (2R,4R)-N'-tert-butyl-N'-methylsulfonyl-9-pyrazin-2-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carbohydrazide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NN(C(C)(C)C)S(C)(=O)=O)=NN2C1=CN=CC=N1 RWHHLNHWQAKVPD-GHMZBOCLSA-N 0.000 description 1
- DYPOYZAKLGZZPA-HTQZYQBOSA-N (2R,4R)-N,N-dimethyl-9-[5-(trifluoromethyl)pyrazin-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N(C)C)=NN2C1=CN=C(C(F)(F)F)C=N1 DYPOYZAKLGZZPA-HTQZYQBOSA-N 0.000 description 1
- CVOWJVRTUZGWGQ-ZYHUDNBSSA-N (2R,4R)-N-(1,3-benzoxazol-2-yl)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC=2OC3=CC=CC=C3N=2)=N1 CVOWJVRTUZGWGQ-ZYHUDNBSSA-N 0.000 description 1
- BAHWDTHULOZMEV-MWLCHTKSSA-N (2R,4R)-N-(1,3-dihydroxy-2-methylpropan-2-yl)-9-(4-iodopyridin-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(CO)(CO)C)=NN2C1=CC(I)=CC=N1 BAHWDTHULOZMEV-MWLCHTKSSA-N 0.000 description 1
- XWNIYHSUWWMOFH-MWLCHTKSSA-N (2R,4R)-N-(1,3-dihydroxy-2-methylpropan-2-yl)-9-[4-(trifluoromethyl)pyridin-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(CO)(CO)C)=NN2C1=CC(C(F)(F)F)=CC=N1 XWNIYHSUWWMOFH-MWLCHTKSSA-N 0.000 description 1
- QROKORSMQCCGAW-KVSBIHQSSA-N (2R,4R)-N-(1-amino-3,3-dimethyl-1-oxobutan-2-yl)-9-pyrazin-2-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C(C)(C)C)C(N)=O)=NN2C1=CN=CC=N1 QROKORSMQCCGAW-KVSBIHQSSA-N 0.000 description 1
- WQBBWNREZHFDGB-CHWSQXEVSA-N (2R,4R)-N-(1-cyanocyclohexyl)-9-pyrazin-2-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C=3N=CC=NC=3)C=1C=2C(=O)NC1(C#N)CCCCC1 WQBBWNREZHFDGB-CHWSQXEVSA-N 0.000 description 1
- QEHRVBUEGSKJIN-VXGBXAGGSA-N (2R,4R)-N-(1-cyanocyclopentyl)-9-pyrazin-2-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C=3N=CC=NC=3)C=1C=2C(=O)NC1(C#N)CCCC1 QEHRVBUEGSKJIN-VXGBXAGGSA-N 0.000 description 1
- GYYCBAPGGRKVFU-MWLCHTKSSA-N (2R,4R)-N-(1-fluoro-2-methylpropan-2-yl)-9-(6-fluoropyridin-3-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CF)C)=NN2C1=CC=C(F)N=C1 GYYCBAPGGRKVFU-MWLCHTKSSA-N 0.000 description 1
- JUFHEWSQQKVMOO-RKDXNWHRSA-N (2R,4R)-N-(1-fluoro-2-methylpropan-2-yl)-9-[5-(trifluoromethyl)pyrazin-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CF)C)=NN2C1=CN=C(C(F)(F)F)C=N1 JUFHEWSQQKVMOO-RKDXNWHRSA-N 0.000 description 1
- ZJDZDSNOARPCAU-CHWSQXEVSA-N (2R,4R)-N-(1-hydroxy-2-methylpropan-2-yl)-9-(2-methylphenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound CC1=CC=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC(C)(C)CO)=N1 ZJDZDSNOARPCAU-CHWSQXEVSA-N 0.000 description 1
- SGKHVDWPGBLLQV-ZYHUDNBSSA-N (2R,4R)-N-(1-hydroxy-2-methylpropan-2-yl)-9-(4-methoxypyridin-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound COC1=CC=NC(N2C=3[C@@H]4C[C@@H]4CC=3C(C(=O)NC(C)(C)CO)=N2)=C1 SGKHVDWPGBLLQV-ZYHUDNBSSA-N 0.000 description 1
- SLMSNIMUGQZEJC-VXGBXAGGSA-N (2R,4R)-N-(1-hydroxy-2-methylpropan-2-yl)-9-(4-methylpyridin-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound CC1=CC=NC(N2C=3[C@@H]4C[C@@H]4CC=3C(C(=O)NC(C)(C)CO)=N2)=C1 SLMSNIMUGQZEJC-VXGBXAGGSA-N 0.000 description 1
- IZHPWEMXTQZZDT-GHMZBOCLSA-N (2R,4R)-N-(1-hydroxy-2-methylpropan-2-yl)-9-(5-methylpyrazin-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C1=NC(C)=CN=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC(C)(C)CO)=N1 IZHPWEMXTQZZDT-GHMZBOCLSA-N 0.000 description 1
- KXXAPZGBTCFGII-VXGBXAGGSA-N (2R,4R)-N-(1-hydroxy-2-methylpropan-2-yl)-9-(5-methylpyridin-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N1=CC(C)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC(C)(C)CO)=N1 KXXAPZGBTCFGII-VXGBXAGGSA-N 0.000 description 1
- ABUUGTXIZBKKDZ-VXGBXAGGSA-N (2R,4R)-N-(1-hydroxy-2-methylpropan-2-yl)-9-(5-propan-2-ylpyrazin-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C1=NC(C(C)C)=CN=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC(C)(C)CO)=N1 ABUUGTXIZBKKDZ-VXGBXAGGSA-N 0.000 description 1
- XQYKVOKFTVPANE-ZIAGYGMSSA-N (2R,4R)-N-(1-hydroxy-2-methylpropan-2-yl)-9-(5-propan-2-ylpyridin-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N1=CC(C(C)C)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC(C)(C)CO)=N1 XQYKVOKFTVPANE-ZIAGYGMSSA-N 0.000 description 1
- ORQQUIHYTJCDOM-ZIAGYGMSSA-N (2R,4R)-N-(1-hydroxy-2-methylpropan-2-yl)-9-(5-propylpyridin-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N1=CC(CCC)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC(C)(C)CO)=N1 ORQQUIHYTJCDOM-ZIAGYGMSSA-N 0.000 description 1
- XUOFNLVAHPRXDM-NXEZZACHSA-N (2R,4R)-N-(1-hydroxy-2-methylpropan-2-yl)-9-(6-methoxypyridazin-3-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N1=NC(OC)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC(C)(C)CO)=N1 XUOFNLVAHPRXDM-NXEZZACHSA-N 0.000 description 1
- ZAFOAUQXUGSKMQ-CHWSQXEVSA-N (2R,4R)-N-(1-hydroxy-2-methylpropan-2-yl)-9-(oxan-4-ylmethyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2CC1CCOCC1 ZAFOAUQXUGSKMQ-CHWSQXEVSA-N 0.000 description 1
- HIWHBEDYWNGRQT-MWLCHTKSSA-N (2R,4R)-N-(1-hydroxy-2-methylpropan-2-yl)-9-[4-(trifluoromethyl)pyridin-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CC(C(F)(F)F)=CC=N1 HIWHBEDYWNGRQT-MWLCHTKSSA-N 0.000 description 1
- MQZQRQCCONNJHW-NXEZZACHSA-N (2R,4R)-N-(1-hydroxy-2-methylpropan-2-yl)-9-[5-(methylamino)pyrazin-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C1=NC(NC)=CN=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC(C)(C)CO)=N1 MQZQRQCCONNJHW-NXEZZACHSA-N 0.000 description 1
- QRZIQHDQHDPXGY-MWLCHTKSSA-N (2R,4R)-N-(1-hydroxy-2-methylpropan-2-yl)-9-[5-(trifluoromethyl)pyridin-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CC=C(C(F)(F)F)C=N1 QRZIQHDQHDPXGY-MWLCHTKSSA-N 0.000 description 1
- RPTAYWFOWMGMBE-ZYHUDNBSSA-N (2R,4R)-N-(1-hydroxy-2-methylpropan-2-yl)-9-[6-methyl-4-(trifluoromethyl)pyridin-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound CC1=CC(C(F)(F)F)=CC(N2C=3[C@@H]4C[C@@H]4CC=3C(C(=O)NC(C)(C)CO)=N2)=N1 RPTAYWFOWMGMBE-ZYHUDNBSSA-N 0.000 description 1
- XMWDKHPLTCXUDP-GHMZBOCLSA-N (2R,4R)-N-(1-methylcyclobutyl)-9-pyrazin-2-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C=3N=CC=NC=3)C=1C=2C(=O)NC1(C)CCC1 XMWDKHPLTCXUDP-GHMZBOCLSA-N 0.000 description 1
- RIEGYYUOERLIIG-SJLPKXTDSA-N (2R,4R)-N-(1-phenylcyclohexyl)-9-pyrazin-2-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C=3N=CC=NC=3)C=1C=2C(=O)NC1(C=2C=CC=CC=2)CCCCC1 RIEGYYUOERLIIG-SJLPKXTDSA-N 0.000 description 1
- RSBAIRRVCYTINK-CZUORRHYSA-N (2R,4R)-N-(1-phenylcyclopropyl)-9-[5-(trifluoromethyl)pyridin-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N1=CC(C(F)(F)F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC2(CC2)C=2C=CC=CC=2)=N1 RSBAIRRVCYTINK-CZUORRHYSA-N 0.000 description 1
- ZGPCDKYZULFTAO-GDBMZVCRSA-N (2R,4R)-N-(1-phenylcyclopropyl)-9-pyridin-2-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C=3N=CC=CC=3)C=1C=2C(=O)NC1(C=2C=CC=CC=2)CC1 ZGPCDKYZULFTAO-GDBMZVCRSA-N 0.000 description 1
- ABGRUUZKGXAWIZ-RHSMWYFYSA-N (2R,4R)-N-(1-phenylcyclopropyl)-9-pyridin-3-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C=3C=NC=CC=3)C=1C=2C(=O)NC1(C=2C=CC=CC=2)CC1 ABGRUUZKGXAWIZ-RHSMWYFYSA-N 0.000 description 1
- VROWWSQNDNAEAA-RHSMWYFYSA-N (2R,4R)-N-(1-phenylcyclopropyl)-9-pyridin-4-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C=3C=CN=CC=3)C=1C=2C(=O)NC1(C=2C=CC=CC=2)CC1 VROWWSQNDNAEAA-RHSMWYFYSA-N 0.000 description 1
- FWXOQQFDZSQUIT-ZYHUDNBSSA-N (2R,4R)-N-(1H-benzimidazol-2-yl)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC=2NC3=CC=CC=C3N=2)=N1 FWXOQQFDZSQUIT-ZYHUDNBSSA-N 0.000 description 1
- PJDOGNWERLMXBI-SYVYAKSWSA-N (2R,4R)-N-(2,2-dimethyl-1-pyridin-2-ylpropyl)-9-pyrazin-2-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C=1C=CC=NC=1C(C(C)(C)C)NC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CN=CC=N1 PJDOGNWERLMXBI-SYVYAKSWSA-N 0.000 description 1
- BLRAOTOAMMPZKP-VXGBXAGGSA-N (2R,4R)-N-(2-cyanopropan-2-yl)-9-(4-cyanopyridin-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(C)C#N)=NN2C1=CC(C#N)=CC=N1 BLRAOTOAMMPZKP-VXGBXAGGSA-N 0.000 description 1
- YJTUFDOJXAOPDB-MWLCHTKSSA-N (2R,4R)-N-(2-cyanopropan-2-yl)-9-[4-(trifluoromethyl)pyridin-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(C)C#N)=NN2C1=CC(C(F)(F)F)=CC=N1 YJTUFDOJXAOPDB-MWLCHTKSSA-N 0.000 description 1
- DROZBTUITXDKAS-NXEZZACHSA-N (2R,4R)-N-(2-cyanopropan-2-yl)-9-pyrazin-2-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(C)C#N)=NN2C1=CN=CC=N1 DROZBTUITXDKAS-NXEZZACHSA-N 0.000 description 1
- RWILXSMDVLOJBA-CZUORRHYSA-N (2R,4R)-N-(2-phenylpropan-2-yl)-9-[5-(trifluoromethyl)pyridin-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C=1C=CC=CC=1C(C)(C)NC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(C(F)(F)F)C=N1 RWILXSMDVLOJBA-CZUORRHYSA-N 0.000 description 1
- KIWHWRYURQNKSA-ZYHUDNBSSA-N (2R,4R)-N-(3-chloro-5-methylpyridin-2-yl)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound ClC1=CC(C)=CN=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 KIWHWRYURQNKSA-ZYHUDNBSSA-N 0.000 description 1
- SIOJUVVRRBTEAH-MWLCHTKSSA-N (2R,4R)-N-(3-chloropyridin-4-yl)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC=2C(=CN=CC=2)Cl)=N1 SIOJUVVRRBTEAH-MWLCHTKSSA-N 0.000 description 1
- FPUNTYIPMKWKEX-BXUZGUMPSA-N (2R,4R)-N-(3-cyano-5-methylpyridin-2-yl)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N#CC1=CC(C)=CN=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 FPUNTYIPMKWKEX-BXUZGUMPSA-N 0.000 description 1
- FCOVCHJHIBEZRC-DGCLKSJQSA-N (2R,4R)-N-(4-cyanooxan-4-yl)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC2(CCOCC2)C#N)=N1 FCOVCHJHIBEZRC-DGCLKSJQSA-N 0.000 description 1
- JBMMFPIXKHKIOI-ZWNOBZJWSA-N (2R,4R)-N-(5-bromo-3-methylpyridin-2-yl)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound CC1=CC(Br)=CN=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 JBMMFPIXKHKIOI-ZWNOBZJWSA-N 0.000 description 1
- JVZIZUHROTTYNP-MWLCHTKSSA-N (2R,4R)-N-(5-fluoropyridin-2-yl)-9-(2-hydroxy-2-methylpropyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C=1([C@@H]2C[C@@H]2CC=11)N(CC(C)(O)C)N=C1C(=O)NC1=CC=C(F)C=N1 JVZIZUHROTTYNP-MWLCHTKSSA-N 0.000 description 1
- VRVQWNJDIQKKQV-ZYHUDNBSSA-N (2R,4R)-N-(6-bromo-2-methylpyridin-3-yl)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound CC1=NC(Br)=CC=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 VRVQWNJDIQKKQV-ZYHUDNBSSA-N 0.000 description 1
- ICLZDCOYTSKSPY-ZYHUDNBSSA-N (2R,4R)-N-(6-chloro-2-methylpyridin-3-yl)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound CC1=NC(Cl)=CC=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 ICLZDCOYTSKSPY-ZYHUDNBSSA-N 0.000 description 1
- ALOLVEWPKILXKU-QMTHXVAHSA-N (2R,4R)-N-(6-cyanopyridin-3-yl)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC=2C=NC(=CC=2)C#N)=N1 ALOLVEWPKILXKU-QMTHXVAHSA-N 0.000 description 1
- JLQFXOANTVZZFY-ZIAGYGMSSA-N (2R,4R)-N-(oxan-4-ylmethyl)-9-pyridin-2-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C=3N=CC=CC=3)C=1C=2C(=O)NCC1CCOCC1 JLQFXOANTVZZFY-ZIAGYGMSSA-N 0.000 description 1
- RRVVNDDMQCQQRB-UKRRQHHQSA-N (2R,4R)-N-(oxan-4-ylmethyl)-9-pyridin-4-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C=3C=CN=CC=3)C=1C=2C(=O)NCC1CCOCC1 RRVVNDDMQCQQRB-UKRRQHHQSA-N 0.000 description 1
- DAIRBHKBVUVPGZ-YUSALJHKSA-N (2R,4R)-N-[(1R)-1-cyclopropylethyl]-9-pyrazin-2-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N([C@H](C)C1CC1)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CN=CC=N1 DAIRBHKBVUVPGZ-YUSALJHKSA-N 0.000 description 1
- MIPNBJWUJTVUEO-VWLHBSKXSA-N (2R,4R)-N-[(1R)-2,2-dimethyl-1-pyridin-2-ylpropyl]-9-(3-fluoro-5-methoxypyridin-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(OC)=CN=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)N[C@@H](C=2N=CC=CC=2)C(C)(C)C)=N1 MIPNBJWUJTVUEO-VWLHBSKXSA-N 0.000 description 1
- HRYFNAZDWLVIRA-VWLHBSKXSA-N (2R,4R)-N-[(1R)-2,2-dimethyl-1-pyridin-2-ylpropyl]-9-(5-fluoropyridin-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N([C@H](C(C)(C)C)C=1N=CC=CC=1)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=N1 HRYFNAZDWLVIRA-VWLHBSKXSA-N 0.000 description 1
- DAIRBHKBVUVPGZ-MVWJERBFSA-N (2R,4R)-N-[(1S)-1-cyclopropylethyl]-9-pyrazin-2-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N([C@@H](C)C1CC1)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CN=CC=N1 DAIRBHKBVUVPGZ-MVWJERBFSA-N 0.000 description 1
- HKSMXONDBRSYCL-ZMOMAAQPSA-N (2R,4R)-N-[(1S)-2,2-dimethyl-1-pyridin-2-ylpropyl]-9-(3-fluoropyridin-4-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N([C@@H](C(C)(C)C)C=1N=CC=CC=1)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=NC=C1F HKSMXONDBRSYCL-ZMOMAAQPSA-N 0.000 description 1
- HRYFNAZDWLVIRA-MFLXSWDHSA-N (2R,4R)-N-[(1S)-2,2-dimethyl-1-pyridin-2-ylpropyl]-9-(5-fluoropyridin-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N([C@@H](C(C)(C)C)C=1N=CC=CC=1)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=N1 HRYFNAZDWLVIRA-MFLXSWDHSA-N 0.000 description 1
- ZKXHAAIXJITLDF-DFHBCGBQSA-N (2R,4R)-N-[(1S)-2-amino-2-oxo-1-phenylethyl]-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N([C@H](C(=O)N)C=1C=CC=CC=1)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F ZKXHAAIXJITLDF-DFHBCGBQSA-N 0.000 description 1
- OBOUWZOGRZFAST-VCDKRKBESA-N (2R,4R)-N-[(1S,2R)-2-hydroxycyclopentyl]-9-pyrazin-2-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound O[C@@H]1CCC[C@@H]1NC(=O)C1=NN(C=2N=CC=NC=2)C2=C1C[C@H]1C[C@H]12 OBOUWZOGRZFAST-VCDKRKBESA-N 0.000 description 1
- BMQKXQAATFZGDG-RPCMGYBJSA-N (2R,4R)-N-[(1S,2S)-2-aminocyclohexyl]-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N[C@H]1CCCC[C@@H]1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 BMQKXQAATFZGDG-RPCMGYBJSA-N 0.000 description 1
- SCVQYHFIGOBCRE-IJLUTSLNSA-N (2R,4R)-N-[(2R)-3,3-dimethylbutan-2-yl]-9-pyrazin-2-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@H](C)C(C)(C)C)=NN2C1=CN=CC=N1 SCVQYHFIGOBCRE-IJLUTSLNSA-N 0.000 description 1
- ZMADGNZNJJHEFG-IRUJWGPZSA-N (2R,4R)-N-[(2R)-3-fluoro-1-hydroxy-3-methylbutan-2-yl]-9-(5-fluoropyridin-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@H](CO)C(C)(F)C)=NN2C1=CC=C(F)C=N1 ZMADGNZNJJHEFG-IRUJWGPZSA-N 0.000 description 1
- PXAGORGMCYTSEY-IJLUTSLNSA-N (2R,4R)-N-[(2R)-3-methylbutan-2-yl]-9-pyrazin-2-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@H](C)C(C)C)=NN2C1=CN=CC=N1 PXAGORGMCYTSEY-IJLUTSLNSA-N 0.000 description 1
- BHDDRXRBZDCHLI-IQMDTDKHSA-N (2R,4R)-N-[(2S)-1-(hydroxyamino)-3,3-dimethyl-1-oxobutan-2-yl]-9-pyrazin-2-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@@H](C(C)(C)C)C(=O)NO)=NN2C1=CN=CC=N1 BHDDRXRBZDCHLI-IQMDTDKHSA-N 0.000 description 1
- LDQNXKKJIIMJDQ-GLKRBJQHSA-N (2R,4R)-N-[(2S)-1-(methoxyamino)-3,3-dimethyl-1-oxobutan-2-yl]-9-(4-oxidopyrazin-4-ium-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound CONC(=O)[C@@H](NC(=O)c1nn(c2[C@@H]3C[C@@H]3Cc12)-c1c[n+]([O-])ccn1)C(C)(C)C LDQNXKKJIIMJDQ-GLKRBJQHSA-N 0.000 description 1
- BSECFGAEUQPLRX-UXIGCNINSA-N (2R,4R)-N-[(2S)-1-hydroxy-3,3-dimethylbutan-2-yl]-9-(4-methoxypyridin-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound COC1=CC=NC(N2C=3[C@@H]4C[C@@H]4CC=3C(C(=O)N[C@H](CO)C(C)(C)C)=N2)=C1 BSECFGAEUQPLRX-UXIGCNINSA-N 0.000 description 1
- ACSQLTBPYZSGBA-NQBHXWOUSA-N (2R,4R)-N-[(2S)-1-hydroxy-3,3-dimethylbutan-2-yl]-9-(4-oxidopyrazin-4-ium-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound CC(C)(C)[C@@H](CO)NC(=O)c1nn(c2[C@@H]3C[C@@H]3Cc12)-c1c[n+]([O-])ccn1 ACSQLTBPYZSGBA-NQBHXWOUSA-N 0.000 description 1
- XRDKSVAFIZLZTQ-MPKXVKKWSA-N (2R,4R)-N-[(2S)-1-hydroxy-3,3-dimethylbutan-2-yl]-9-(4-oxo-1H-pyridin-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@H](CO)C(C)(C)C)=NN2C1=CC(O)=CC=N1 XRDKSVAFIZLZTQ-MPKXVKKWSA-N 0.000 description 1
- KPHAWPQRQIOIBB-UXIGCNINSA-N (2R,4R)-N-[(2S)-1-hydroxy-3,3-dimethylbutan-2-yl]-9-(oxan-4-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@H](CO)C(C)(C)C)=NN2C1CCOCC1 KPHAWPQRQIOIBB-UXIGCNINSA-N 0.000 description 1
- CNFLCXQJYLLTMS-VQTVZGMASA-N (2R,4R)-N-[(2S)-1-hydroxy-3,3-dimethylbutan-2-yl]-9-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@H](CO)C(C)(C)C)=NN2[C@]1(C)CCS(=O)(=O)C1 CNFLCXQJYLLTMS-VQTVZGMASA-N 0.000 description 1
- CNFLCXQJYLLTMS-FENZULKGSA-N (2R,4R)-N-[(2S)-1-hydroxy-3,3-dimethylbutan-2-yl]-9-[(3S)-3-methyl-1,1-dioxothiolan-3-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@H](CO)C(C)(C)C)=NN2[C@@]1(C)CCS(=O)(=O)C1 CNFLCXQJYLLTMS-FENZULKGSA-N 0.000 description 1
- CIHPMACJNKGBRY-MPKXVKKWSA-N (2R,4R)-N-[(2S)-1-hydroxy-3,3-dimethylbutan-2-yl]-9-[5-(trifluoromethyl)pyridin-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@H](CO)C(C)(C)C)=NN2C1=CC=C(C(F)(F)F)C=N1 CIHPMACJNKGBRY-MPKXVKKWSA-N 0.000 description 1
- MIHZICRRVVCZOM-YRGRVCCFSA-N (2R,4R)-N-[(2S)-1-hydroxy-3,3-dimethylbutan-2-yl]-9-pyridin-2-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@H](CO)C(C)(C)C)=NN2C1=CC=CC=N1 MIHZICRRVVCZOM-YRGRVCCFSA-N 0.000 description 1
- WCRPWPLRAPOUGW-CKYFFXLPSA-N (2R,4R)-N-[(2S)-1-hydroxy-3-methylbutan-2-yl]-9-[5-(trifluoromethyl)pyrazin-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@H](CO)C(C)C)=NN2C1=CN=C(C(F)(F)F)C=N1 WCRPWPLRAPOUGW-CKYFFXLPSA-N 0.000 description 1
- CFJJOGFNKAONKY-NQBHXWOUSA-N (2R,4R)-N-[(2S)-1-hydroxy-3-methylbutan-2-yl]-9-pyrazin-2-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@H](CO)C(C)C)=NN2C1=CN=CC=N1 CFJJOGFNKAONKY-NQBHXWOUSA-N 0.000 description 1
- CVBWKFBEFKYNLL-ILMHXZGMSA-N (2R,4R)-N-[(2S)-3,3-dimethyl-1-(methylamino)-1-oxobutan-2-yl]-9-(4-oxo-1H-pyridin-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@H](C(=O)NC)C(C)(C)C)=NN2C1=CC(O)=CC=N1 CVBWKFBEFKYNLL-ILMHXZGMSA-N 0.000 description 1
- NNHIQHHAMSFGBB-ILMHXZGMSA-N (2R,4R)-N-[(2S)-3,3-dimethyl-1-(methylamino)-1-oxobutan-2-yl]-9-(5-fluoropyridin-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@H](C(=O)NC)C(C)(C)C)=NN2C1=CC=C(F)C=N1 NNHIQHHAMSFGBB-ILMHXZGMSA-N 0.000 description 1
- VUTLCXDHQKSKSO-HBUWYVDXSA-N (2R,4R)-N-[(2S)-3,3-dimethyl-1-(methylamino)-1-oxobutan-2-yl]-9-(oxan-4-ylmethyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@H](C(=O)NC)C(C)(C)C)=NN2CC1CCOCC1 VUTLCXDHQKSKSO-HBUWYVDXSA-N 0.000 description 1
- ODIOKLUYOQRKFF-CJBNDPTMSA-N (2R,4R)-N-[(2S)-3,3-dimethyl-1-(methylamino)-1-oxobutan-2-yl]-9-piperidin-4-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@H](C(=O)NC)C(C)(C)C)=NN2C1CCNCC1 ODIOKLUYOQRKFF-CJBNDPTMSA-N 0.000 description 1
- ZMADGNZNJJHEFG-XWIASGKRSA-N (2R,4R)-N-[(2S)-3-fluoro-1-hydroxy-3-methylbutan-2-yl]-9-(5-fluoropyridin-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@@H](CO)C(C)(F)C)=NN2C1=CC=C(F)C=N1 ZMADGNZNJJHEFG-XWIASGKRSA-N 0.000 description 1
- PUPIZLGTBCMMGT-MRRJBJDNSA-N (2R,4R)-N-[(3R)-1-azabicyclo[2.2.2]octan-3-yl]-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)N[C@@H]2C3CCN(CC3)C2)=N1 PUPIZLGTBCMMGT-MRRJBJDNSA-N 0.000 description 1
- PUPIZLGTBCMMGT-SUYBPPKGSA-N (2R,4R)-N-[(3S)-1-azabicyclo[2.2.2]octan-3-yl]-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)N[C@H]2C3CCN(CC3)C2)=N1 PUPIZLGTBCMMGT-SUYBPPKGSA-N 0.000 description 1
- XBUKHDIKDYHIFG-WWJDGXJASA-N (2R,4R)-N-[(4-benzylmorpholin-2-yl)methyl]-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NCC2OCCN(CC=3C=CC=CC=3)C2)=N1 XBUKHDIKDYHIFG-WWJDGXJASA-N 0.000 description 1
- GGPITFURAITOQM-DGCLKSJQSA-N (2R,4R)-N-[(6-chloropyridin-3-yl)methyl]-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NCC=2C=NC(Cl)=CC=2)=N1 GGPITFURAITOQM-DGCLKSJQSA-N 0.000 description 1
- ZUCWESWJXKEESV-CXAGYDPISA-N (2R,4R)-N-[1-(4-chlorophenyl)cyclobutyl]-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC2(CCC2)C=2C=CC(Cl)=CC=2)=N1 ZUCWESWJXKEESV-CXAGYDPISA-N 0.000 description 1
- SQUPQKZYLZCHJX-CHWSQXEVSA-N (2R,4R)-N-[1-(hydroxymethyl)cyclohexyl]-9-pyrazin-2-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C=3N=CC=NC=3)C=1C=2C(=O)NC1(CO)CCCCC1 SQUPQKZYLZCHJX-CHWSQXEVSA-N 0.000 description 1
- YZSMKMVMRXRJMC-MWLCHTKSSA-N (2R,4R)-N-[1-(hydroxymethyl)cyclopropyl]-9-[4-(trifluoromethyl)pyridin-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C=3N=CC=C(C=3)C(F)(F)F)C=1C=2C(=O)NC1(CO)CC1 YZSMKMVMRXRJMC-MWLCHTKSSA-N 0.000 description 1
- JGNMTNOXPPMOLG-MWLCHTKSSA-N (2R,4R)-N-[1-(hydroxymethyl)cyclopropyl]-9-[5-(trifluoromethyl)pyridin-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C=3N=CC(=CC=3)C(F)(F)F)C=1C=2C(=O)NC1(CO)CC1 JGNMTNOXPPMOLG-MWLCHTKSSA-N 0.000 description 1
- ZEJIPHOMYCCSEZ-SJLPKXTDSA-N (2R,4R)-N-[3-(azepan-1-yl)-2,2-dimethylpropyl]-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C1CCCCCN1CC(C)(C)CNC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F ZEJIPHOMYCCSEZ-SJLPKXTDSA-N 0.000 description 1
- XRUBGRXVGLPLCS-DGCLKSJQSA-N (2R,4R)-N-[4-(hydroxymethyl)oxan-4-yl]-9-[4-(trifluoromethyl)pyridin-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C=3N=CC=C(C=3)C(F)(F)F)C=1C=2C(=O)NC1(CO)CCOCC1 XRUBGRXVGLPLCS-DGCLKSJQSA-N 0.000 description 1
- YYTXOJWGJXVVAI-GHMZBOCLSA-N (2R,4R)-N-[4-(hydroxymethyl)oxan-4-yl]-9-[5-(trifluoromethyl)pyrazin-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C=3N=CC(=NC=3)C(F)(F)F)C=1C=2C(=O)NC1(CO)CCOCC1 YYTXOJWGJXVVAI-GHMZBOCLSA-N 0.000 description 1
- ZPOGCVBZIBDGSS-IUODEOHRSA-N (2R,4R)-N-[[3-(difluoromethoxy)phenyl]methyl]-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC(F)OC1=CC=CC(CNC(=O)C=2C=3C[C@H]4C[C@H]4C=3N(N=2)C=2C(=CC(F)=CC=2)F)=C1 ZPOGCVBZIBDGSS-IUODEOHRSA-N 0.000 description 1
- CJMWQMZOXVCUHP-IUODEOHRSA-N (2R,4R)-N-[[4-(difluoromethoxy)phenyl]methyl]-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C1=CC(OC(F)F)=CC=C1CNC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 CJMWQMZOXVCUHP-IUODEOHRSA-N 0.000 description 1
- XTTGGERCEOTAKI-UKRRQHHQSA-N (2R,4R)-N-benzyl-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NCC=2C=CC=CC=2)=N1 XTTGGERCEOTAKI-UKRRQHHQSA-N 0.000 description 1
- SSESUPOLQZJEDB-BXKDBHETSA-N (2R,4R)-N-cyclobutyl-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC2CCC2)=N1 SSESUPOLQZJEDB-BXKDBHETSA-N 0.000 description 1
- MDFRIIONWUIAPM-MWLCHTKSSA-N (2R,4R)-N-cyclobutyl-9-pyrazin-2-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carbohydrazide Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C=3N=CC=NC=3)C=1C=2C(=O)N(N)C1CCC1 MDFRIIONWUIAPM-MWLCHTKSSA-N 0.000 description 1
- CCENVNHTQMMKSK-ZYHUDNBSSA-N (2R,4R)-N-cyclopentyl-9-pyrazin-2-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C=3N=CC=NC=3)C=1C=2C(=O)NC1CCCC1 CCENVNHTQMMKSK-ZYHUDNBSSA-N 0.000 description 1
- GIUDJJSPOXYLGJ-TZMCWYRMSA-N (2R,4R)-N-tert-butyl-9-(4-cyanophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(C)C)=NN2C1=CC=C(C#N)C=C1 GIUDJJSPOXYLGJ-TZMCWYRMSA-N 0.000 description 1
- UMGZFWYAPVRXBY-VXGBXAGGSA-N (2R,4R)-N-tert-butyl-9-(5-methylpyridin-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N1=CC(C)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC(C)(C)C)=N1 UMGZFWYAPVRXBY-VXGBXAGGSA-N 0.000 description 1
- QOYUSPLCZXUVPQ-CHWSQXEVSA-N (2R,4R)-N-tert-butyl-9-(oxan-4-ylmethyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(C)C)=NN2CC1CCOCC1 QOYUSPLCZXUVPQ-CHWSQXEVSA-N 0.000 description 1
- TZSDHZAMJSWMSV-ZIAGYGMSSA-N (2R,4R)-N-tert-butyl-9-[4-(tert-butylcarbamoyl)pyridin-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(C)C)=NN2C1=CC(C(=O)NC(C)(C)C)=CC=N1 TZSDHZAMJSWMSV-ZIAGYGMSSA-N 0.000 description 1
- DEBUJRAAJXXQJF-MWLCHTKSSA-N (2R,4R)-N-tert-butyl-9-[4-(trifluoromethyl)pyridin-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(C)C)=NN2C1=CC(C(F)(F)F)=CC=N1 DEBUJRAAJXXQJF-MWLCHTKSSA-N 0.000 description 1
- DZMQFKDAXPOULD-RKDXNWHRSA-N (2R,4R)-N-tert-butyl-9-[5-chloro-4-(trifluoromethyl)pyridin-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(C)C)=NN2C1=CC(C(F)(F)F)=C(Cl)C=N1 DZMQFKDAXPOULD-RKDXNWHRSA-N 0.000 description 1
- NAQNZVBMSUXXAJ-CINOJJQCSA-N (2S)-2-[[(2R,4R)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carbonyl]amino]-3,3-dimethylbutanoic acid Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@@H](C(C)(C)C)C(O)=O)=NN2C1=CC=C(F)C=C1F NAQNZVBMSUXXAJ-CINOJJQCSA-N 0.000 description 1
- CPKFEQXFJKNNID-RXMQYKEDSA-N (2S)-2-amino-3,3-dimethyl-N-(2,2,2-trifluoroethyl)butanamide Chemical compound CC(C)(C)[C@H](N)C(=O)NCC(F)(F)F CPKFEQXFJKNNID-RXMQYKEDSA-N 0.000 description 1
- BYUQCQJZMBVQRE-RXMQYKEDSA-N (2S)-2-amino-N-hydroxy-N,3,3-trimethylbutanamide Chemical compound CN(O)C(=O)[C@@H](N)C(C)(C)C BYUQCQJZMBVQRE-RXMQYKEDSA-N 0.000 description 1
- OGRQFIWIWIAMBA-IQMDTDKHSA-N (2S)-3,3-dimethyl-2-[[(2R,4R)-9-pyrazin-2-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carbonyl]amino]butanoic acid Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@@H](C(C)(C)C)C(O)=O)=NN2C1=CN=CC=N1 OGRQFIWIWIAMBA-IQMDTDKHSA-N 0.000 description 1
- GHYOCDFICYLMRF-UTIIJYGPSA-N (2S,3R)-N-[(2S)-3-(cyclopenten-1-yl)-1-[(2R)-2-methyloxiran-2-yl]-1-oxopropan-2-yl]-3-hydroxy-3-(4-methoxyphenyl)-2-[[(2S)-2-[(2-morpholin-4-ylacetyl)amino]propanoyl]amino]propanamide Chemical compound C1(=CCCC1)C[C@@H](C(=O)[C@@]1(OC1)C)NC([C@H]([C@@H](C1=CC=C(C=C1)OC)O)NC([C@H](C)NC(CN1CCOCC1)=O)=O)=O GHYOCDFICYLMRF-UTIIJYGPSA-N 0.000 description 1
- MPLRNAYZKDYUTL-BBRMVZONSA-N (2S,4S)-9-(2,4-difluorophenyl)-N-(1-phenylcyclopropyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@H]2C[C@H]2C2)=C2C(C(=O)NC2(CC2)C=2C=CC=CC=2)=N1 MPLRNAYZKDYUTL-BBRMVZONSA-N 0.000 description 1
- OXOPXOAFWQCEEH-WFASDCNBSA-N (2S,4S)-9-(2,4-difluorophenyl)-N-(1-pyridin-3-ylcyclopropyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@H]2C[C@H]2C2)=C2C(C(=O)NC2(CC2)C=2C=NC=CC=2)=N1 OXOPXOAFWQCEEH-WFASDCNBSA-N 0.000 description 1
- XMERIRKDSVXPAD-BBRMVZONSA-N (2S,4S)-9-(2,4-difluorophenyl)-N-(1-pyridin-4-ylcyclobutyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@H]2C[C@H]2C2)=C2C(C(=O)NC2(CCC2)C=2C=CN=CC=2)=N1 XMERIRKDSVXPAD-BBRMVZONSA-N 0.000 description 1
- BCFUQHOSVTVUDM-WFASDCNBSA-N (2S,4S)-9-(2,4-difluorophenyl)-N-(1-pyridin-4-ylcyclopropyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@H]2C[C@H]2C2)=C2C(C(=O)NC2(CC2)C=2C=CN=CC=2)=N1 BCFUQHOSVTVUDM-WFASDCNBSA-N 0.000 description 1
- NJIMMCJWYQAPMV-ZFWWWQNUSA-N (2S,4S)-9-(2,4-difluorophenyl)-N-(2-methyl-1-morpholin-4-ylpropan-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@@H]1C[C@@H]1C=1N(N=2)C=3C(=CC(F)=CC=3)F)C=1C=2C(=O)NC(C)(C)CN1CCOCC1 NJIMMCJWYQAPMV-ZFWWWQNUSA-N 0.000 description 1
- HZJISAONKFNAPO-BBRMVZONSA-N (2S,4S)-9-(2,4-difluorophenyl)-N-(2-phenylpropan-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C=1C=CC=CC=1C(C)(C)NC(=O)C(C=1C[C@@H]2C[C@@H]2C=11)=NN1C1=CC=C(F)C=C1F HZJISAONKFNAPO-BBRMVZONSA-N 0.000 description 1
- UZYLLYOBIXOBQF-JSGCOSHPSA-N (2S,4S)-9-(2,4-difluorophenyl)-N-(2-pyridin-2-ylpropan-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C=1C=CC=NC=1C(C)(C)NC(=O)C(C=1C[C@@H]2C[C@@H]2C=11)=NN1C1=CC=C(F)C=C1F UZYLLYOBIXOBQF-JSGCOSHPSA-N 0.000 description 1
- MHZCGLRVECKEOH-AAEUAGOBSA-N (2S,4S)-9-(2,4-difluorophenyl)-N-(3,5-dimethylpyrazin-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound CC1=NC(C)=CN=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@@H]1C[C@@H]12 MHZCGLRVECKEOH-AAEUAGOBSA-N 0.000 description 1
- ZGLRIRRYDTYXRL-JQWIXIFHSA-N (2S,4S)-9-(2,4-difluorophenyl)-N-(3-hydroxy-3-methylbutyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@@H]1C[C@@H]1C=12)C=1C(C(=O)NCCC(C)(O)C)=NN2C1=CC=C(F)C=C1F ZGLRIRRYDTYXRL-JQWIXIFHSA-N 0.000 description 1
- OGPGAFLHUNJPEU-ONGXEEELSA-N (2S,4S)-9-(2,4-difluorophenyl)-N-(3-hydroxypyridin-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound OC1=CC=CN=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@@H]1C[C@@H]12 OGPGAFLHUNJPEU-ONGXEEELSA-N 0.000 description 1
- WQYWVMNHWXDUQD-AAEUAGOBSA-N (2S,4S)-9-(2,4-difluorophenyl)-N-(5-methylpyridin-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N1=CC(C)=CC=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@@H]1C[C@@H]12 WQYWVMNHWXDUQD-AAEUAGOBSA-N 0.000 description 1
- KVWGSJZYLGPXIX-ONGXEEELSA-N (2S,4S)-9-(2,4-difluorophenyl)-N-(6-fluoropyridin-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@H]2C[C@H]2C2)=C2C(C(=O)NC=2N=C(F)C=CC=2)=N1 KVWGSJZYLGPXIX-ONGXEEELSA-N 0.000 description 1
- XPYMKYCEATYVGT-DYEKYZERSA-N (2S,4S)-9-(2,4-difluorophenyl)-N-[(1R)-1-pyridin-2-ylethyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N([C@H](C)C=1N=CC=CC=1)C(=O)C(C=1C[C@@H]2C[C@@H]2C=11)=NN1C1=CC=C(F)C=C1F XPYMKYCEATYVGT-DYEKYZERSA-N 0.000 description 1
- XBBRBQCGGXLGGN-YEWWUXTCSA-N (2S,4S)-9-(2,4-difluorophenyl)-N-[(1R)-2-hydroxy-1-phenylethyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N([C@@H](CO)C=1C=CC=CC=1)C(=O)C(C=1C[C@@H]2C[C@@H]2C=11)=NN1C1=CC=C(F)C=C1F XBBRBQCGGXLGGN-YEWWUXTCSA-N 0.000 description 1
- QIXDBAIBKNHZCU-KKFOWGLESA-N (2S,4S)-9-(2,4-difluorophenyl)-N-[(1R,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N([C@@H]1C2=CC=CC=C2C[C@H]1O)C(=O)C(C=1C[C@@H]2C[C@@H]2C=11)=NN1C1=CC=C(F)C=C1F QIXDBAIBKNHZCU-KKFOWGLESA-N 0.000 description 1
- XPYMKYCEATYVGT-OBJOEFQTSA-N (2S,4S)-9-(2,4-difluorophenyl)-N-[(1S)-1-pyridin-2-ylethyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N([C@@H](C)C=1N=CC=CC=1)C(=O)C(C=1C[C@@H]2C[C@@H]2C=11)=NN1C1=CC=C(F)C=C1F XPYMKYCEATYVGT-OBJOEFQTSA-N 0.000 description 1
- XBBRBQCGGXLGGN-DHSIGJKJSA-N (2S,4S)-9-(2,4-difluorophenyl)-N-[(1S)-2-hydroxy-1-phenylethyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N([C@H](CO)C=1C=CC=CC=1)C(=O)C(C=1C[C@@H]2C[C@@H]2C=11)=NN1C1=CC=C(F)C=C1F XBBRBQCGGXLGGN-DHSIGJKJSA-N 0.000 description 1
- QSPFHCIWXMCBSV-PLQHRBFRSA-N (2S,4S)-9-(2,4-difluorophenyl)-N-[(1S)-2-hydroxy-1-pyridin-2-ylethyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N([C@H](CO)C=1N=CC=CC=1)C(=O)C(C=1C[C@@H]2C[C@@H]2C=11)=NN1C1=CC=C(F)C=C1F QSPFHCIWXMCBSV-PLQHRBFRSA-N 0.000 description 1
- AMNVHIFIPRRQTH-RVSPLBMKSA-N (2S,4S)-9-(2,4-difluorophenyl)-N-[(1S)-2-hydroxy-1-pyridin-4-ylethyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N([C@H](CO)C=1C=CN=CC=1)C(=O)C(C=1C[C@@H]2C[C@@H]2C=11)=NN1C1=CC=C(F)C=C1F AMNVHIFIPRRQTH-RVSPLBMKSA-N 0.000 description 1
- QIXDBAIBKNHZCU-DRCLLSGRSA-N (2S,4S)-9-(2,4-difluorophenyl)-N-[(1S,2S)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N([C@H]1C2=CC=CC=C2C[C@@H]1O)C(=O)C(C=1C[C@@H]2C[C@@H]2C=11)=NN1C1=CC=C(F)C=C1F QIXDBAIBKNHZCU-DRCLLSGRSA-N 0.000 description 1
- IGHAIMFYYLETDK-PKWAYOAASA-N (2S,4S)-9-(2,4-difluorophenyl)-N-[(2R)-1-hydroxy-3,3-dimethylbutan-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@@H]1C[C@@H]1C=12)C=1C(C(=O)N[C@@H](CO)C(C)(C)C)=NN2C1=CC=C(F)C=C1F IGHAIMFYYLETDK-PKWAYOAASA-N 0.000 description 1
- IGHAIMFYYLETDK-KNHMANMVSA-N (2S,4S)-9-(2,4-difluorophenyl)-N-[(2S)-1-hydroxy-3,3-dimethylbutan-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@@H]1C[C@@H]1C=12)C=1C(C(=O)N[C@H](CO)C(C)(C)C)=NN2C1=CC=C(F)C=C1F IGHAIMFYYLETDK-KNHMANMVSA-N 0.000 description 1
- SFYBVWMNNCJSTA-QXEWZRGKSA-N (2S,4S)-9-(2,4-difluorophenyl)-N-[(2S)-1-hydroxypropan-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@@H]1C[C@@H]1C=12)C=1C(C(=O)N[C@H](CO)C)=NN2C1=CC=C(F)C=C1F SFYBVWMNNCJSTA-QXEWZRGKSA-N 0.000 description 1
- AMRJMLDIKGPFHY-LSJOCFKGSA-N (2S,4S)-9-(2,4-difluorophenyl)-N-[(2S)-2,3-dihydroxypropyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@@H]1C[C@@H]1C=12)C=1C(C(=O)NC[C@H](O)CO)=NN2C1=CC=C(F)C=C1F AMRJMLDIKGPFHY-LSJOCFKGSA-N 0.000 description 1
- SKJTYVDKWOMLOW-BOCCBSBMSA-N (2S,4S)-9-(2,4-difluorophenyl)-N-[(3R,4R)-4-hydroxy-1,1-dioxothiolan-3-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound O[C@H]1CS(=O)(=O)C[C@@H]1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@@H]1C[C@@H]12 SKJTYVDKWOMLOW-BOCCBSBMSA-N 0.000 description 1
- YKKRFXOVYCIRTK-JSGCOSHPSA-N (2S,4S)-9-(2,4-difluorophenyl)-N-[(4-hydroxy-1-methylpiperidin-4-yl)methyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C1CN(C)CCC1(O)CNC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@@H]1C[C@@H]12 YKKRFXOVYCIRTK-JSGCOSHPSA-N 0.000 description 1
- CLZHQTZAKUDVRF-ZFWWWQNUSA-N (2S,4S)-9-(2,4-difluorophenyl)-N-[1-(2-methoxyphenyl)cyclopropyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound COC1=CC=CC=C1C1(NC(=O)C=2C=3C[C@@H]4C[C@@H]4C=3N(N=2)C=2C(=CC(F)=CC=2)F)CC1 CLZHQTZAKUDVRF-ZFWWWQNUSA-N 0.000 description 1
- CJUMEXUIDBAQOH-GUYCJALGSA-N (2S,4S)-9-(2,4-difluorophenyl)-N-[1-(3-methoxyphenyl)cyclopropyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound COC1=CC=CC(C2(CC2)NC(=O)C=2C=3C[C@@H]4C[C@@H]4C=3N(N=2)C=2C(=CC(F)=CC=2)F)=C1 CJUMEXUIDBAQOH-GUYCJALGSA-N 0.000 description 1
- CLTHLIPKHKYWKI-LRDDRELGSA-N (2S,4S)-9-(2,4-difluorophenyl)-N-[1-(4-fluorophenyl)cyclopropyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C1=CC(F)=CC=C1C1(NC(=O)C=2C=3C[C@@H]4C[C@@H]4C=3N(N=2)C=2C(=CC(F)=CC=2)F)CC1 CLTHLIPKHKYWKI-LRDDRELGSA-N 0.000 description 1
- DECCLJRETXNZHA-GUYCJALGSA-N (2S,4S)-9-(2,4-difluorophenyl)-N-[1-(4-methoxyphenyl)cyclopropyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C1=CC(OC)=CC=C1C1(NC(=O)C=2C=3C[C@@H]4C[C@@H]4C=3N(N=2)C=2C(=CC(F)=CC=2)F)CC1 DECCLJRETXNZHA-GUYCJALGSA-N 0.000 description 1
- JWFKDRNPFPKGRH-AAEUAGOBSA-N (2S,4S)-9-(2,4-difluorophenyl)-N-[4-(hydroxymethyl)oxan-4-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@@H]1C[C@@H]1C=1N(N=2)C=3C(=CC(F)=CC=3)F)C=1C=2C(=O)NC1(CO)CCOCC1 JWFKDRNPFPKGRH-AAEUAGOBSA-N 0.000 description 1
- BBAGUCMTGPTFQO-CFVMTHIKSA-N (2S,4S)-9-(2,4-difluorophenyl)-N-[[(2R)-1-ethylpyrrolidin-2-yl]methyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound CCN1CCC[C@@H]1CNC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@@H]1C[C@@H]12 BBAGUCMTGPTFQO-CFVMTHIKSA-N 0.000 description 1
- BBAGUCMTGPTFQO-QEJZJMRPSA-N (2S,4S)-9-(2,4-difluorophenyl)-N-[[(2S)-1-ethylpyrrolidin-2-yl]methyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound CCN1CCC[C@H]1CNC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@@H]1C[C@@H]12 BBAGUCMTGPTFQO-QEJZJMRPSA-N 0.000 description 1
- DBAXYIGCDWMNPV-ZFWWWQNUSA-N (2S,4S)-9-(2,4-difluorophenyl)-N-[[4-(dimethylamino)oxan-4-yl]methyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@@H]1C[C@@H]1C=1N(N=2)C=3C(=CC(F)=CC=3)F)C=1C=2C(=O)NCC1(N(C)C)CCOCC1 DBAXYIGCDWMNPV-ZFWWWQNUSA-N 0.000 description 1
- WLHKJMOMVMOZNW-YOEHRIQHSA-N (2S,4S)-9-(2,4-difluorophenyl)-N-[[4-(dimethylamino)phenyl]methyl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C1=CC(N(C)C)=CC=C1CNC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@@H]1C[C@@H]12 WLHKJMOMVMOZNW-YOEHRIQHSA-N 0.000 description 1
- GODZKOCTIQOVAH-ZFWWWQNUSA-N (2S,4S)-9-(2,4-difluorophenyl)-N-phenacyl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@H]2C[C@H]2C2)=C2C(C(=O)NCC(=O)C=2C=CC=CC=2)=N1 GODZKOCTIQOVAH-ZFWWWQNUSA-N 0.000 description 1
- URNPVVJHXNUXEI-ONGXEEELSA-N (2S,4S)-9-(2,4-difluorophenyl)-N-pyrazin-2-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@H]2C[C@H]2C2)=C2C(C(=O)NC=2N=CC=NC=2)=N1 URNPVVJHXNUXEI-ONGXEEELSA-N 0.000 description 1
- DKCPASWFZVDVNR-ONGXEEELSA-N (2S,4S)-9-(2,4-difluorophenyl)-N-pyrimidin-4-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@H]2C[C@H]2C2)=C2C(C(=O)NC=2N=CN=CC=2)=N1 DKCPASWFZVDVNR-ONGXEEELSA-N 0.000 description 1
- MFIQFLMYABGTHO-CBAPKCEASA-N (2S,4S)-9-(4-chloropyridin-2-yl)-N'-(2,2,2-trifluoroethyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carbohydrazide Chemical compound C([C@@H]1C[C@@H]1C=12)C=1C(C(=O)NNCC(F)(F)F)=NN2C1=CC(Cl)=CC=N1 MFIQFLMYABGTHO-CBAPKCEASA-N 0.000 description 1
- FDQGDRZUQZRBOQ-ONGXEEELSA-N (2S,4S)-9-(4-chloropyridin-2-yl)-N-(1,3-dihydroxy-2-methylpropan-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@@H]1C[C@@H]1C=12)C=1C(C(=O)NC(CO)(CO)C)=NN2C1=CC(Cl)=CC=N1 FDQGDRZUQZRBOQ-ONGXEEELSA-N 0.000 description 1
- KKOPQBPDHLXNAZ-XHVZSJERSA-N (2S,4S)-9-(4-chloropyridin-2-yl)-N-[(2R)-3-fluoro-1-hydroxy-3-methylbutan-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@@H]1C[C@@H]1C=12)C=1C(C(=O)N[C@H](CO)C(C)(F)C)=NN2C1=CC(Cl)=CC=N1 KKOPQBPDHLXNAZ-XHVZSJERSA-N 0.000 description 1
- CONNVPQTQRNJKT-LSJOCFKGSA-N (2S,4S)-9-(4-chloropyridin-2-yl)-N-[(2S)-4,4,4-trifluoro-1-hydroxybutan-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@@H]1C[C@@H]1C=12)C=1C(C(=O)N[C@@H](CC(F)(F)F)CO)=NN2C1=CC(Cl)=CC=N1 CONNVPQTQRNJKT-LSJOCFKGSA-N 0.000 description 1
- VXHUHYVFORNNJX-RYUDHWBXSA-N (2S,4S)-9-(4-cyanopyridin-2-yl)-N-(1,3-dihydroxy-2-methylpropan-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@@H]1C[C@@H]1C=12)C=1C(C(=O)NC(CO)(CO)C)=NN2C1=CC(C#N)=CC=N1 VXHUHYVFORNNJX-RYUDHWBXSA-N 0.000 description 1
- PFBVRAIQWVDTGE-KCQAQPDRSA-N (2S,4S)-9-(4-cyanopyridin-2-yl)-N-[(2S)-1-hydroxy-3-methylbutan-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@@H]1C[C@@H]1C=12)C=1C(C(=O)N[C@H](CO)C(C)C)=NN2C1=CC(C#N)=CC=N1 PFBVRAIQWVDTGE-KCQAQPDRSA-N 0.000 description 1
- WYNJFUGSGZBQHK-QWRGUYRKSA-N (2S,4S)-9-(5-bromopyrazin-2-yl)-N-[4-(hydroxymethyl)oxan-4-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@@H]1C[C@@H]1C=1N(N=2)C=3N=CC(Br)=NC=3)C=1C=2C(=O)NC1(CO)CCOCC1 WYNJFUGSGZBQHK-QWRGUYRKSA-N 0.000 description 1
- PWGWXPBOPHDDIR-ONGXEEELSA-N (2S,4S)-9-(5-chloropyridin-2-yl)-N-(1-hydroxy-2-methylpropan-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@@H]1C[C@@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CC=C(Cl)C=N1 PWGWXPBOPHDDIR-ONGXEEELSA-N 0.000 description 1
- KKFNSSOSJAWXJS-ONGXEEELSA-N (2S,4S)-9-(5-cyanopyrazin-2-yl)-N-(1-hydroxy-2-methylpropan-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@@H]1C[C@@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CN=C(C#N)C=N1 KKFNSSOSJAWXJS-ONGXEEELSA-N 0.000 description 1
- MOBPUZKPICLAAU-HOTGVXAUSA-N (2S,4S)-9-(5-cyclopentylpyridin-2-yl)-N-(1-hydroxy-2-methylpropan-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@@H]1C[C@@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C(N=C1)=CC=C1C1CCCC1 MOBPUZKPICLAAU-HOTGVXAUSA-N 0.000 description 1
- SWDRPNJVUOCNFC-STQMWFEESA-N (2S,4S)-9-(5-ethylpyridin-2-yl)-N-(1-hydroxy-2-methylpropan-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N1=CC(CC)=CC=C1N1C([C@H]2C[C@H]2C2)=C2C(C(=O)NC(C)(C)CO)=N1 SWDRPNJVUOCNFC-STQMWFEESA-N 0.000 description 1
- FEXKIUOPHIIYRT-KBPBESRZSA-N (2S,4S)-9-pyrazin-2-yl-N-(1-pyridin-2-ylcyclobutyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@@H]1C[C@@H]1C=1N(N=2)C=3N=CC=NC=3)C=1C=2C(=O)NC1(C=2N=CC=CC=2)CCC1 FEXKIUOPHIIYRT-KBPBESRZSA-N 0.000 description 1
- XHQVIHZXWUEPCJ-ONGXEEELSA-N (2S,4S)-N'-tert-butyl-9-(4-chloropyridin-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carbohydrazide Chemical compound C([C@@H]1C[C@@H]1C=12)C=1C(C(=O)NNC(C)(C)C)=NN2C1=CC(Cl)=CC=N1 XHQVIHZXWUEPCJ-ONGXEEELSA-N 0.000 description 1
- ORQQUIHYTJCDOM-KBPBESRZSA-N (2S,4S)-N-(1-hydroxy-2-methylpropan-2-yl)-9-(5-propylpyridin-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N1=CC(CCC)=CC=C1N1C([C@H]2C[C@H]2C2)=C2C(C(=O)NC(C)(C)CO)=N1 ORQQUIHYTJCDOM-KBPBESRZSA-N 0.000 description 1
- IRSCSUOTPJTMGY-WMZOPIPTSA-N (2S,4S)-N-(1-hydroxy-2-methylpropan-2-yl)-9-[5-(2-methylphenyl)pyridin-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound CC1=CC=CC=C1C1=CC=C(N2C=3[C@H]4C[C@H]4CC=3C(C(=O)NC(C)(C)CO)=N2)N=C1 IRSCSUOTPJTMGY-WMZOPIPTSA-N 0.000 description 1
- CXEYXJAYCZTGJN-ROUUACIJSA-N (2S,4S)-N-(1-hydroxy-2-methylpropan-2-yl)-9-[5-(4-methylphenyl)pyridin-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C1=CC(C)=CC=C1C1=CC=C(N2C=3[C@H]4C[C@H]4CC=3C(C(=O)NC(C)(C)CO)=N2)N=C1 CXEYXJAYCZTGJN-ROUUACIJSA-N 0.000 description 1
- WKXUCQPIANBBTN-IRXDYDNUSA-N (2S,4S)-N-(1-hydroxy-2-methylpropan-2-yl)-9-[5-(6-methylpyridin-3-yl)pyridin-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C1=NC(C)=CC=C1C1=CC=C(N2C=3[C@H]4C[C@H]4CC=3C(C(=O)NC(C)(C)CO)=N2)N=C1 WKXUCQPIANBBTN-IRXDYDNUSA-N 0.000 description 1
- JQYHRKRHFMYNNN-AAEUAGOBSA-N (2S,4S)-N-(1-hydroxy-2-methylpropan-2-yl)-9-phenyl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@@H]1C[C@@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CC=CC=C1 JQYHRKRHFMYNNN-AAEUAGOBSA-N 0.000 description 1
- PUDMSDVHALBQJY-QWRGUYRKSA-N (2S,4S)-N-(1-hydroxy-2-methylpropan-2-yl)-9-pyridin-2-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@@H]1C[C@@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CC=CC=N1 PUDMSDVHALBQJY-QWRGUYRKSA-N 0.000 description 1
- ZGPCDKYZULFTAO-HOCLYGCPSA-N (2S,4S)-N-(1-phenylcyclopropyl)-9-pyridin-2-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@@H]1C[C@@H]1C=1N(N=2)C=3N=CC=CC=3)C=1C=2C(=O)NC1(C=2C=CC=CC=2)CC1 ZGPCDKYZULFTAO-HOCLYGCPSA-N 0.000 description 1
- MIKSGCUTSPAKBC-BBRMVZONSA-N (2S,4S)-N-(1-pyridin-4-ylcyclobutyl)-9-[4-(trifluoromethyl)pyridin-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC(F)(F)C1=CC=NC(N2C=3[C@H]4C[C@H]4CC=3C(C(=O)NC3(CCC3)C=3C=CN=CC=3)=N2)=C1 MIKSGCUTSPAKBC-BBRMVZONSA-N 0.000 description 1
- PJDOGNWERLMXBI-JWDIZXQDSA-N (2S,4S)-N-(2,2-dimethyl-1-pyridin-2-ylpropyl)-9-pyrazin-2-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C=1C=CC=NC=1C(C(C)(C)C)NC(=O)C(C=1C[C@@H]2C[C@@H]2C=11)=NN1C1=CN=CC=N1 PJDOGNWERLMXBI-JWDIZXQDSA-N 0.000 description 1
- BRPNUEAMLNGUHS-VFCRVFHLSA-N (2S,4S)-N-[(1S)-2,2-dimethyl-1-pyridin-2-ylpropyl]-9-pyridin-2-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound N([C@@H](C(C)(C)C)C=1N=CC=CC=1)C(=O)C(C=1C[C@@H]2C[C@@H]2C=11)=NN1C1=CC=CC=N1 BRPNUEAMLNGUHS-VFCRVFHLSA-N 0.000 description 1
- AEJWZYOAVIZJQS-YQQAZPJKSA-N (2S,4S)-N-[(2S)-3,3-dimethyl-1-morpholin-4-ylbutan-2-yl]-9-pyrazin-2-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@H](C(C)(C)C)NC(=O)C=1C=2C[C@@H]3C[C@@H]3C=2N(N=1)C=1N=CC=NC=1)N1CCOCC1 AEJWZYOAVIZJQS-YQQAZPJKSA-N 0.000 description 1
- XBUKHDIKDYHIFG-SPFPWHRZSA-N (2S,4S)-N-[(4-benzylmorpholin-2-yl)methyl]-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C([C@H]2C[C@H]2C2)=C2C(C(=O)NCC2OCCN(CC=3C=CC=CC=3)C2)=N1 XBUKHDIKDYHIFG-SPFPWHRZSA-N 0.000 description 1
- QZYTVFOJAQEKOY-ONGXEEELSA-N (2S,4S)-N-tert-butyl-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@@H]1C[C@@H]1C=12)C=1C(C(=O)NC(C)(C)C)=NN2C1=CC=C(F)C=C1F QZYTVFOJAQEKOY-ONGXEEELSA-N 0.000 description 1
- DEBUJRAAJXXQJF-ONGXEEELSA-N (2S,4S)-N-tert-butyl-9-[4-(trifluoromethyl)pyridin-2-yl]-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carboxamide Chemical compound C([C@@H]1C[C@@H]1C=12)C=1C(C(=O)NC(C)(C)C)=NN2C1=CC(C(F)(F)F)=CC=N1 DEBUJRAAJXXQJF-ONGXEEELSA-N 0.000 description 1
- GCTFTMWXZFLTRR-GFCCVEGCSA-N (2r)-2-amino-n-[3-(difluoromethoxy)-4-(1,3-oxazol-5-yl)phenyl]-4-methylpentanamide Chemical compound FC(F)OC1=CC(NC(=O)[C@H](N)CC(C)C)=CC=C1C1=CN=CO1 GCTFTMWXZFLTRR-GFCCVEGCSA-N 0.000 description 1
- IUSARDYWEPUTPN-OZBXUNDUSA-N (2r)-n-[(2s,3r)-4-[[(4s)-6-(2,2-dimethylpropyl)spiro[3,4-dihydropyrano[2,3-b]pyridine-2,1'-cyclobutane]-4-yl]amino]-3-hydroxy-1-[3-(1,3-thiazol-2-yl)phenyl]butan-2-yl]-2-methoxypropanamide Chemical compound C([C@H](NC(=O)[C@@H](C)OC)[C@H](O)CN[C@@H]1C2=CC(CC(C)(C)C)=CN=C2OC2(CCC2)C1)C(C=1)=CC=CC=1C1=NC=CS1 IUSARDYWEPUTPN-OZBXUNDUSA-N 0.000 description 1
- YJLIKUSWRSEPSM-WGQQHEPDSA-N (2r,3r,4s,5r)-2-[6-amino-8-[(4-phenylphenyl)methylamino]purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol Chemical compound C=1C=C(C=2C=CC=CC=2)C=CC=1CNC1=NC=2C(N)=NC=NC=2N1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O YJLIKUSWRSEPSM-WGQQHEPDSA-N 0.000 description 1
- VIJSPAIQWVPKQZ-BLECARSGSA-N (2s)-2-[[(2s)-2-[[(2s)-2-[[(2s)-2-[[(2s)-2-[[(2s)-2-acetamido-5-(diaminomethylideneamino)pentanoyl]amino]-4-methylpentanoyl]amino]-4,4-dimethylpentanoyl]amino]-4-methylpentanoyl]amino]propanoyl]amino]-5-(diaminomethylideneamino)pentanoic acid Chemical compound NC(=N)NCCC[C@@H](C(O)=O)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCNC(N)=N)NC(C)=O VIJSPAIQWVPKQZ-BLECARSGSA-N 0.000 description 1
- WWTBZEKOSBFBEM-SPWPXUSOSA-N (2s)-2-[[2-benzyl-3-[hydroxy-[(1r)-2-phenyl-1-(phenylmethoxycarbonylamino)ethyl]phosphoryl]propanoyl]amino]-3-(1h-indol-3-yl)propanoic acid Chemical compound N([C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)O)C(=O)C(CP(O)(=O)[C@H](CC=1C=CC=CC=1)NC(=O)OCC=1C=CC=CC=1)CC1=CC=CC=C1 WWTBZEKOSBFBEM-SPWPXUSOSA-N 0.000 description 1
- LRGNPQLCQRNBHW-ZCFIWIBFSA-N (2s)-2-amino-n-(2-hydroxyethyl)-3,3-dimethylbutanamide Chemical compound CC(C)(C)[C@H](N)C(=O)NCCO LRGNPQLCQRNBHW-ZCFIWIBFSA-N 0.000 description 1
- SZXBQTSZISFIAO-ZETCQYMHSA-N (2s)-3-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoic acid Chemical compound CC(C)[C@@H](C(O)=O)NC(=O)OC(C)(C)C SZXBQTSZISFIAO-ZETCQYMHSA-N 0.000 description 1
- STBLNCCBQMHSRC-BATDWUPUSA-N (2s)-n-[(3s,4s)-5-acetyl-7-cyano-4-methyl-1-[(2-methylnaphthalen-1-yl)methyl]-2-oxo-3,4-dihydro-1,5-benzodiazepin-3-yl]-2-(methylamino)propanamide Chemical compound O=C1[C@@H](NC(=O)[C@H](C)NC)[C@H](C)N(C(C)=O)C2=CC(C#N)=CC=C2N1CC1=C(C)C=CC2=CC=CC=C12 STBLNCCBQMHSRC-BATDWUPUSA-N 0.000 description 1
- LGUIETDMYZTNAG-RVSPLBMKSA-N (3R)-3-[[(2S,4S)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carbonyl]amino]-3-pyridin-3-ylpropanoic acid Chemical compound N([C@H](CC(=O)O)C=1C=NC=CC=1)C(=O)C(C=1C[C@@H]2C[C@@H]2C=11)=NN1C1=CC=C(F)C=C1F LGUIETDMYZTNAG-RVSPLBMKSA-N 0.000 description 1
- QFLWZFQWSBQYPS-AWRAUJHKSA-N (3S)-3-[[(2S)-2-[[(2S)-2-[5-[(3aS,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]-3-methylbutanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-4-[1-bis(4-chlorophenoxy)phosphorylbutylamino]-4-oxobutanoic acid Chemical compound CCCC(NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H](NC(=O)CCCCC1SC[C@@H]2NC(=O)N[C@H]12)C(C)C)P(=O)(Oc1ccc(Cl)cc1)Oc1ccc(Cl)cc1 QFLWZFQWSBQYPS-AWRAUJHKSA-N 0.000 description 1
- LGUIETDMYZTNAG-JDFRZJQESA-N (3S)-3-[[(2S,4S)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carbonyl]amino]-3-pyridin-3-ylpropanoic acid Chemical compound N([C@@H](CC(=O)O)C=1C=NC=CC=1)C(=O)C(C=1C[C@@H]2C[C@@H]2C=11)=NN1C1=CC=C(F)C=C1F LGUIETDMYZTNAG-JDFRZJQESA-N 0.000 description 1
- FNHHVPPSBFQMEL-KQHDFZBMSA-N (3S)-5-N-[(1S,5R)-3-hydroxy-6-bicyclo[3.1.0]hexanyl]-7-N,3-dimethyl-3-phenyl-2H-1-benzofuran-5,7-dicarboxamide Chemical compound CNC(=O)c1cc(cc2c1OC[C@@]2(C)c1ccccc1)C(=O)NC1[C@H]2CC(O)C[C@@H]12 FNHHVPPSBFQMEL-KQHDFZBMSA-N 0.000 description 1
- IWZSHWBGHQBIML-ZGGLMWTQSA-N (3S,8S,10R,13S,14S,17S)-17-isoquinolin-7-yl-N,N,10,13-tetramethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-amine Chemical compound CN(C)[C@H]1CC[C@]2(C)C3CC[C@@]4(C)[C@@H](CC[C@@H]4c4ccc5ccncc5c4)[C@@H]3CC=C2C1 IWZSHWBGHQBIML-ZGGLMWTQSA-N 0.000 description 1
- UDQTXCHQKHIQMH-KYGLGHNPSA-N (3ar,5s,6s,7r,7ar)-5-(difluoromethyl)-2-(ethylamino)-5,6,7,7a-tetrahydro-3ah-pyrano[3,2-d][1,3]thiazole-6,7-diol Chemical compound S1C(NCC)=N[C@H]2[C@@H]1O[C@H](C(F)F)[C@@H](O)[C@@H]2O UDQTXCHQKHIQMH-KYGLGHNPSA-N 0.000 description 1
- RQAOPYVEKLOQAN-SSDOTTSWSA-N (3r)-1-(3,3,3-trifluoropropyl)piperidin-3-amine Chemical compound N[C@@H]1CCCN(CCC(F)(F)F)C1 RQAOPYVEKLOQAN-SSDOTTSWSA-N 0.000 description 1
- OOKAZRDERJMRCJ-KOUAFAAESA-N (3r)-7-[(1s,2s,4ar,6s,8s)-2,6-dimethyl-8-[(2s)-2-methylbutanoyl]oxy-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]-3-hydroxy-5-oxoheptanoic acid Chemical compound C1=C[C@H](C)[C@H](CCC(=O)C[C@@H](O)CC(O)=O)C2[C@@H](OC(=O)[C@@H](C)CC)C[C@@H](C)C[C@@H]21 OOKAZRDERJMRCJ-KOUAFAAESA-N 0.000 description 1
- HUWSZNZAROKDRZ-RRLWZMAJSA-N (3r,4r)-3-azaniumyl-5-[[(2s,3r)-1-[(2s)-2,3-dicarboxypyrrolidin-1-yl]-3-methyl-1-oxopentan-2-yl]amino]-5-oxo-4-sulfanylpentane-1-sulfonate Chemical compound OS(=O)(=O)CC[C@@H](N)[C@@H](S)C(=O)N[C@@H]([C@H](C)CC)C(=O)N1CCC(C(O)=O)[C@H]1C(O)=O HUWSZNZAROKDRZ-RRLWZMAJSA-N 0.000 description 1
- MPDDTAJMJCESGV-CTUHWIOQSA-M (3r,5r)-7-[2-(4-fluorophenyl)-5-[methyl-[(1r)-1-phenylethyl]carbamoyl]-4-propan-2-ylpyrazol-3-yl]-3,5-dihydroxyheptanoate Chemical compound C1([C@@H](C)N(C)C(=O)C2=NN(C(CC[C@@H](O)C[C@@H](O)CC([O-])=O)=C2C(C)C)C=2C=CC(F)=CC=2)=CC=CC=C1 MPDDTAJMJCESGV-CTUHWIOQSA-M 0.000 description 1
- GICNBHGJGXBSBL-UHFFFAOYSA-N (4-aminooxan-4-yl)methanol Chemical compound OCC1(N)CCOCC1 GICNBHGJGXBSBL-UHFFFAOYSA-N 0.000 description 1
- IVDMKCRJGFXBJU-VXGBXAGGSA-N (4-methylpiperazin-1-yl)-[(2R,4R)-9-pyrazin-2-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-dien-7-yl]methanone Chemical compound C1CN(C)CCN1C(=O)C1=NN(C=2N=CC=NC=2)C2=C1C[C@H]1C[C@H]12 IVDMKCRJGFXBJU-VXGBXAGGSA-N 0.000 description 1
- YQOLEILXOBUDMU-KRWDZBQOSA-N (4R)-5-[(6-bromo-3-methyl-2-pyrrolidin-1-ylquinoline-4-carbonyl)amino]-4-(2-chlorophenyl)pentanoic acid Chemical compound CC1=C(C2=C(C=CC(=C2)Br)N=C1N3CCCC3)C(=O)NC[C@H](CCC(=O)O)C4=CC=CC=C4Cl YQOLEILXOBUDMU-KRWDZBQOSA-N 0.000 description 1
- STPKWKPURVSAJF-LJEWAXOPSA-N (4r,5r)-5-[4-[[4-(1-aza-4-azoniabicyclo[2.2.2]octan-4-ylmethyl)phenyl]methoxy]phenyl]-3,3-dibutyl-7-(dimethylamino)-1,1-dioxo-4,5-dihydro-2h-1$l^{6}-benzothiepin-4-ol Chemical compound O[C@H]1C(CCCC)(CCCC)CS(=O)(=O)C2=CC=C(N(C)C)C=C2[C@H]1C(C=C1)=CC=C1OCC(C=C1)=CC=C1C[N+]1(CC2)CCN2CC1 STPKWKPURVSAJF-LJEWAXOPSA-N 0.000 description 1
- OIIOPWHTJZYKIL-PMACEKPBSA-N (5S)-5-[[[5-[2-chloro-3-[2-chloro-3-[6-methoxy-5-[[[(2S)-5-oxopyrrolidin-2-yl]methylamino]methyl]pyrazin-2-yl]phenyl]phenyl]-3-methoxypyrazin-2-yl]methylamino]methyl]pyrrolidin-2-one Chemical compound C1(=C(N=C(C2=C(C(C3=CC=CC(=C3Cl)C3=NC(OC)=C(N=C3)CNC[C@H]3NC(=O)CC3)=CC=C2)Cl)C=N1)OC)CNC[C@H]1NC(=O)CC1 OIIOPWHTJZYKIL-PMACEKPBSA-N 0.000 description 1
- JNFVSJNYOFOUDD-UHFFFAOYSA-N (6-fluoro-4h-1,3-benzodioxin-8-yl)methanamine Chemical compound C1OCOC2=C1C=C(F)C=C2CN JNFVSJNYOFOUDD-UHFFFAOYSA-N 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- MIOPJNTWMNEORI-GMSGAONNSA-N (S)-camphorsulfonic acid Chemical compound C1C[C@@]2(CS(O)(=O)=O)C(=O)C[C@@H]1C2(C)C MIOPJNTWMNEORI-GMSGAONNSA-N 0.000 description 1
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 description 1
- DEVSOMFAQLZNKR-RJRFIUFISA-N (z)-3-[3-[3,5-bis(trifluoromethyl)phenyl]-1,2,4-triazol-1-yl]-n'-pyrazin-2-ylprop-2-enehydrazide Chemical compound FC(F)(F)C1=CC(C(F)(F)F)=CC(C2=NN(\C=C/C(=O)NNC=3N=CC=NC=3)C=N2)=C1 DEVSOMFAQLZNKR-RJRFIUFISA-N 0.000 description 1
- YZNQLDLXHVMJJA-UHFFFAOYSA-N 1,1-bis(4-chlorophenyl)prop-2-yn-1-ol Chemical compound C=1C=C(Cl)C=CC=1C(C#C)(O)C1=CC=C(Cl)C=C1 YZNQLDLXHVMJJA-UHFFFAOYSA-N 0.000 description 1
- DJMOXMNDXFFONV-UHFFFAOYSA-N 1,3-dimethyl-7-[2-(n-methylanilino)ethyl]purine-2,6-dione Chemical compound C1=NC=2N(C)C(=O)N(C)C(=O)C=2N1CCN(C)C1=CC=CC=C1 DJMOXMNDXFFONV-UHFFFAOYSA-N 0.000 description 1
- KKHFRAFPESRGGD-UHFFFAOYSA-N 1,3-dimethyl-7-[3-(n-methylanilino)propyl]purine-2,6-dione Chemical compound C1=NC=2N(C)C(=O)N(C)C(=O)C=2N1CCCN(C)C1=CC=CC=C1 KKHFRAFPESRGGD-UHFFFAOYSA-N 0.000 description 1
- ILMDRDDKNWKCNX-UHFFFAOYSA-N 1-(2-methoxyethyl)piperidin-4-amine Chemical compound COCCN1CCC(N)CC1 ILMDRDDKNWKCNX-UHFFFAOYSA-N 0.000 description 1
- OLNNGMGXTFSLEW-UHFFFAOYSA-N 1-(2-methoxyphenyl)cyclopropan-1-amine Chemical compound COC1=CC=CC=C1C1(N)CC1 OLNNGMGXTFSLEW-UHFFFAOYSA-N 0.000 description 1
- QVTZALHUUXQDTQ-UHFFFAOYSA-N 1-(3-fluorophenyl)cyclopropan-1-amine Chemical compound C=1C=CC(F)=CC=1C1(N)CC1 QVTZALHUUXQDTQ-UHFFFAOYSA-N 0.000 description 1
- WPRXXGZKFVDYPB-UHFFFAOYSA-N 1-(5-fluoropyridin-2-yl)-2,2-dimethylpropan-1-amine Chemical compound CC(C)(C)C(N)C1=CC=C(F)C=N1 WPRXXGZKFVDYPB-UHFFFAOYSA-N 0.000 description 1
- WNKRTDSJNRWNEK-VXGBXAGGSA-N 1-[((1ar,5ar)-2-pyrazin-2-yl-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carbonyl)-amino]-cyclobutanecarboxylic acid ethyl ester Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C=3N=CC=NC=3)C=1C=2C(=O)NC1(C(=O)OCC)CCC1 WNKRTDSJNRWNEK-VXGBXAGGSA-N 0.000 description 1
- KQZLRWGGWXJPOS-NLFPWZOASA-N 1-[(1R)-1-(2,4-dichlorophenyl)ethyl]-6-[(4S,5R)-4-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]-5-methylcyclohexen-1-yl]pyrazolo[3,4-b]pyrazine-3-carbonitrile Chemical compound ClC1=C(C=CC(=C1)Cl)[C@@H](C)N1N=C(C=2C1=NC(=CN=2)C1=CC[C@@H]([C@@H](C1)C)N1[C@@H](CCC1)CO)C#N KQZLRWGGWXJPOS-NLFPWZOASA-N 0.000 description 1
- WZZBNLYBHUDSHF-DHLKQENFSA-N 1-[(3s,4s)-4-[8-(2-chloro-4-pyrimidin-2-yloxyphenyl)-7-fluoro-2-methylimidazo[4,5-c]quinolin-1-yl]-3-fluoropiperidin-1-yl]-2-hydroxyethanone Chemical compound CC1=NC2=CN=C3C=C(F)C(C=4C(=CC(OC=5N=CC=CN=5)=CC=4)Cl)=CC3=C2N1[C@H]1CCN(C(=O)CO)C[C@@H]1F WZZBNLYBHUDSHF-DHLKQENFSA-N 0.000 description 1
- ONBQEOIKXPHGMB-VBSBHUPXSA-N 1-[2-[(2s,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)propan-1-one Chemical compound O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1OC1=CC(O)=CC(O)=C1C(=O)CCC1=CC=C(O)C=C1 ONBQEOIKXPHGMB-VBSBHUPXSA-N 0.000 description 1
- UNILWMWFPHPYOR-KXEYIPSPSA-M 1-[6-[2-[3-[3-[3-[2-[2-[3-[[2-[2-[[(2r)-1-[[2-[[(2r)-1-[3-[2-[2-[3-[[2-(2-amino-2-oxoethoxy)acetyl]amino]propoxy]ethoxy]ethoxy]propylamino]-3-hydroxy-1-oxopropan-2-yl]amino]-2-oxoethyl]amino]-3-[(2r)-2,3-di(hexadecanoyloxy)propyl]sulfanyl-1-oxopropan-2-yl Chemical compound O=C1C(SCCC(=O)NCCCOCCOCCOCCCNC(=O)COCC(=O)N[C@@H](CSC[C@@H](COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)C(=O)NCC(=O)N[C@H](CO)C(=O)NCCCOCCOCCOCCCNC(=O)COCC(N)=O)CC(=O)N1CCNC(=O)CCCCCN\1C2=CC=C(S([O-])(=O)=O)C=C2CC/1=C/C=C/C=C/C1=[N+](CC)C2=CC=C(S([O-])(=O)=O)C=C2C1 UNILWMWFPHPYOR-KXEYIPSPSA-M 0.000 description 1
- CKIBVKFNWYPTKJ-UHFFFAOYSA-N 1-amino-N-pyridin-2-ylcyclobutane-1-carboxamide Chemical compound C=1C=CC=NC=1NC(=O)C1(N)CCC1 CKIBVKFNWYPTKJ-UHFFFAOYSA-N 0.000 description 1
- HZCMOBBHXYXJOG-UHFFFAOYSA-N 1-amino-n-methylcyclobutane-1-carboxamide Chemical compound CNC(=O)C1(N)CCC1 HZCMOBBHXYXJOG-UHFFFAOYSA-N 0.000 description 1
- NUFPVTFPTQJADB-UHFFFAOYSA-N 1-amino-n-methylcyclopentane-1-carboxamide Chemical compound CNC(=O)C1(N)CCCC1 NUFPVTFPTQJADB-UHFFFAOYSA-N 0.000 description 1
- KAOFZEPZOGTYRF-ZYHUDNBSSA-N 1-cyclobutyl-3-methyl-1-[[(2R,4R)-9-pyrazin-2-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carbonyl]amino]urea Chemical compound C1CCC1N(C(=O)NC)NC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CN=CC=N1 KAOFZEPZOGTYRF-ZYHUDNBSSA-N 0.000 description 1
- CPKVUHPKYQGHMW-UHFFFAOYSA-N 1-ethenylpyrrolidin-2-one;molecular iodine Chemical compound II.C=CN1CCCC1=O CPKVUHPKYQGHMW-UHFFFAOYSA-N 0.000 description 1
- VSRXAWSAKJABKW-UHFFFAOYSA-N 1-methylcyclopropan-1-amine Chemical compound CC1(N)CC1 VSRXAWSAKJABKW-UHFFFAOYSA-N 0.000 description 1
- HRVLXTZHPZXHTR-UHFFFAOYSA-N 1-pyridin-2-ylcyclopropan-1-amine Chemical compound C=1C=CC=NC=1C1(N)CC1 HRVLXTZHPZXHTR-UHFFFAOYSA-N 0.000 description 1
- INQNAVQVRRATSY-AAEUAGOBSA-N 1-{[(1as,5as)-2-(2,4-difluoro-phenyl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carbonyl]-amino}-cyclobutanecarboxylic acid ethyl ester Chemical compound C([C@@H]1C[C@@H]1C=1N(N=2)C=3C(=CC(F)=CC=3)F)C=1C=2C(=O)NC1(C(=O)OCC)CCC1 INQNAVQVRRATSY-AAEUAGOBSA-N 0.000 description 1
- OUHQNKPDMOMQIH-UHFFFAOYSA-N 2,2-dimethyl-1-pyridin-2-ylpropan-1-amine Chemical compound CC(C)(C)C(N)C1=CC=CC=N1 OUHQNKPDMOMQIH-UHFFFAOYSA-N 0.000 description 1
- SVPKNMBRVBMTLB-UHFFFAOYSA-N 2,3-dichloronaphthalene-1,4-dione Chemical compound C1=CC=C2C(=O)C(Cl)=C(Cl)C(=O)C2=C1 SVPKNMBRVBMTLB-UHFFFAOYSA-N 0.000 description 1
- WGFNXGPBPIJYLI-UHFFFAOYSA-N 2,6-difluoro-3-[(3-fluorophenyl)sulfonylamino]-n-(3-methoxy-1h-pyrazolo[3,4-b]pyridin-5-yl)benzamide Chemical compound C1=C2C(OC)=NNC2=NC=C1NC(=O)C(C=1F)=C(F)C=CC=1NS(=O)(=O)C1=CC=CC(F)=C1 WGFNXGPBPIJYLI-UHFFFAOYSA-N 0.000 description 1
- FQMZXMVHHKXGTM-UHFFFAOYSA-N 2-(1-adamantyl)-n-[2-[2-(2-hydroxyethylamino)ethylamino]quinolin-5-yl]acetamide Chemical compound C1C(C2)CC(C3)CC2CC13CC(=O)NC1=CC=CC2=NC(NCCNCCO)=CC=C21 FQMZXMVHHKXGTM-UHFFFAOYSA-N 0.000 description 1
- VCUXVXLUOHDHKK-UHFFFAOYSA-N 2-(2-aminopyrimidin-4-yl)-4-(2-chloro-4-methoxyphenyl)-1,3-thiazole-5-carboxamide Chemical compound ClC1=CC(OC)=CC=C1C1=C(C(N)=O)SC(C=2N=C(N)N=CC=2)=N1 VCUXVXLUOHDHKK-UHFFFAOYSA-N 0.000 description 1
- 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 1
- DMFOVOSDFLKXRW-UHFFFAOYSA-N 2-(aminomethyl)pyridin-3-ol Chemical compound NCC1=NC=CC=C1O DMFOVOSDFLKXRW-UHFFFAOYSA-N 0.000 description 1
- SGVQMKDQDTWFEM-UHFFFAOYSA-N 2-(diethylamino)ethyl 4-(chloroamino)benzoate Chemical compound CCN(CC)CCOC(=O)C1=CC=C(NCl)C=C1 SGVQMKDQDTWFEM-UHFFFAOYSA-N 0.000 description 1
- WMPFIEIPLMOPCN-YAELJHOLSA-N 2-({[(1ar,5ar)-2-(2,4-difluoro-phenyl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carbonyl]-amino}-methyl)-morpholine-4-carboxylic acid tert-butyl ester Chemical compound C1N(C(=O)OC(C)(C)C)CCOC1CNC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 WMPFIEIPLMOPCN-YAELJHOLSA-N 0.000 description 1
- QTMAZYGAVHCKKX-UHFFFAOYSA-N 2-[(4-amino-5-bromopyrrolo[2,3-d]pyrimidin-7-yl)methoxy]propane-1,3-diol Chemical compound NC1=NC=NC2=C1C(Br)=CN2COC(CO)CO QTMAZYGAVHCKKX-UHFFFAOYSA-N 0.000 description 1
- MDFXJBQEWLCGHP-MFOYZWKCSA-N 2-[2-[(z)-(pyridine-4-carbonylhydrazinylidene)methyl]phenoxy]acetic acid Chemical compound OC(=O)COC1=CC=CC=C1\C=N/NC(=O)C1=CC=NC=C1 MDFXJBQEWLCGHP-MFOYZWKCSA-N 0.000 description 1
- PYRKKGOKRMZEIT-UHFFFAOYSA-N 2-[6-(2-cyclopropylethoxy)-9-(2-hydroxy-2-methylpropyl)-1h-phenanthro[9,10-d]imidazol-2-yl]-5-fluorobenzene-1,3-dicarbonitrile Chemical compound C1=C2C3=CC(CC(C)(O)C)=CC=C3C=3NC(C=4C(=CC(F)=CC=4C#N)C#N)=NC=3C2=CC=C1OCCC1CC1 PYRKKGOKRMZEIT-UHFFFAOYSA-N 0.000 description 1
- JXHZLASYDIVEDM-LSSOAPJISA-N 2-[[(2R,4R)-9-(4-cyanopyridin-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carbonyl]amino]-3-hydroxy-2-methylpropanoic acid Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(CO)(C)C(O)=O)=NN2C1=CC(C#N)=CC=N1 JXHZLASYDIVEDM-LSSOAPJISA-N 0.000 description 1
- FMKGJQHNYMWDFJ-CVEARBPZSA-N 2-[[4-(2,2-difluoropropoxy)pyrimidin-5-yl]methylamino]-4-[[(1R,4S)-4-hydroxy-3,3-dimethylcyclohexyl]amino]pyrimidine-5-carbonitrile Chemical compound FC(COC1=NC=NC=C1CNC1=NC=C(C(=N1)N[C@H]1CC([C@H](CC1)O)(C)C)C#N)(C)F FMKGJQHNYMWDFJ-CVEARBPZSA-N 0.000 description 1
- PAYROHWFGZADBR-UHFFFAOYSA-N 2-[[4-amino-5-(5-iodo-4-methoxy-2-propan-2-ylphenoxy)pyrimidin-2-yl]amino]propane-1,3-diol Chemical compound C1=C(I)C(OC)=CC(C(C)C)=C1OC1=CN=C(NC(CO)CO)N=C1N PAYROHWFGZADBR-UHFFFAOYSA-N 0.000 description 1
- HPDPVPUXPBZBOJ-UHFFFAOYSA-N 2-[chloro(difluoro)methoxy]-1,1,1-trifluoroethane Chemical compound FC(F)(F)COC(F)(F)Cl HPDPVPUXPBZBOJ-UHFFFAOYSA-N 0.000 description 1
- VVCMGAUPZIKYTH-VGHSCWAPSA-N 2-acetyloxybenzoic acid;[(2s,3r)-4-(dimethylamino)-3-methyl-1,2-diphenylbutan-2-yl] propanoate;1,3,7-trimethylpurine-2,6-dione Chemical compound CC(=O)OC1=CC=CC=C1C(O)=O.CN1C(=O)N(C)C(=O)C2=C1N=CN2C.C([C@](OC(=O)CC)([C@H](C)CN(C)C)C=1C=CC=CC=1)C1=CC=CC=C1 VVCMGAUPZIKYTH-VGHSCWAPSA-N 0.000 description 1
- XOJUNYXOESDYTH-UHFFFAOYSA-N 2-amino-2-(oxan-4-yl)ethanol Chemical compound OCC(N)C1CCOCC1 XOJUNYXOESDYTH-UHFFFAOYSA-N 0.000 description 1
- BYHDMZFKZJRAOH-UHFFFAOYSA-N 2-amino-2-(oxolan-3-yl)ethanol Chemical compound OCC(N)C1CCOC1 BYHDMZFKZJRAOH-UHFFFAOYSA-N 0.000 description 1
- IOAOAKDONABGPZ-UHFFFAOYSA-N 2-amino-2-ethylpropane-1,3-diol Chemical compound CCC(N)(CO)CO IOAOAKDONABGPZ-UHFFFAOYSA-N 0.000 description 1
- AUNVUELUWIJSMW-UHFFFAOYSA-N 2-amino-2-pyridin-2-yl-N-(2,2,2-trifluoroethyl)acetamide Chemical compound FC(F)(F)CNC(=O)C(N)C1=CC=CC=N1 AUNVUELUWIJSMW-UHFFFAOYSA-N 0.000 description 1
- YSUIQYOGTINQIN-UZFYAQMZSA-N 2-amino-9-[(1S,6R,8R,9S,10R,15R,17R,18R)-8-(6-aminopurin-9-yl)-9,18-difluoro-3,12-dihydroxy-3,12-bis(sulfanylidene)-2,4,7,11,13,16-hexaoxa-3lambda5,12lambda5-diphosphatricyclo[13.2.1.06,10]octadecan-17-yl]-1H-purin-6-one Chemical compound NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(S)(=O)O[C@@H]4[C@@H](COP(S)(=O)O[C@@H]2[C@@H]3F)O[C@H]([C@H]4F)N2C=NC3=C2N=CN=C3N)C(=O)N1 YSUIQYOGTINQIN-UZFYAQMZSA-N 0.000 description 1
- TVTJUIAKQFIXCE-HUKYDQBMSA-N 2-amino-9-[(2R,3S,4S,5R)-4-fluoro-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-7-prop-2-ynyl-1H-purine-6,8-dione Chemical compound NC=1NC(C=2N(C(N(C=2N=1)[C@@H]1O[C@@H]([C@H]([C@H]1O)F)CO)=O)CC#C)=O TVTJUIAKQFIXCE-HUKYDQBMSA-N 0.000 description 1
- NPRYCHLHHVWLQZ-TURQNECASA-N 2-amino-9-[(2R,3S,4S,5R)-4-fluoro-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-7-prop-2-ynylpurin-8-one Chemical compound NC1=NC=C2N(C(N(C2=N1)[C@@H]1O[C@@H]([C@H]([C@H]1O)F)CO)=O)CC#C NPRYCHLHHVWLQZ-TURQNECASA-N 0.000 description 1
- RNHNYMFWMMPSSH-UHFFFAOYSA-N 2-amino-N-methyl-2-pyridin-2-ylacetamide Chemical compound CNC(=O)C(N)C1=CC=CC=N1 RNHNYMFWMMPSSH-UHFFFAOYSA-N 0.000 description 1
- HEZDWTXSXRFPEP-UHFFFAOYSA-N 2-amino-n,2-dimethylpropanamide Chemical compound CNC(=O)C(C)(C)N HEZDWTXSXRFPEP-UHFFFAOYSA-N 0.000 description 1
- ICSNLGPSRYBMBD-UHFFFAOYSA-N 2-aminopyridine Chemical compound NC1=CC=CC=N1 ICSNLGPSRYBMBD-UHFFFAOYSA-N 0.000 description 1
- LFOIDLOIBZFWDO-UHFFFAOYSA-N 2-methoxy-6-[6-methoxy-4-[(3-phenylmethoxyphenyl)methoxy]-1-benzofuran-2-yl]imidazo[2,1-b][1,3,4]thiadiazole Chemical compound N1=C2SC(OC)=NN2C=C1C(OC1=CC(OC)=C2)=CC1=C2OCC(C=1)=CC=CC=1OCC1=CC=CC=C1 LFOIDLOIBZFWDO-UHFFFAOYSA-N 0.000 description 1
- BVRDQVRQVGRNHG-UHFFFAOYSA-N 2-morpholin-4-ylpyrimido[2,1-a]isoquinolin-4-one Chemical compound N1=C2C3=CC=CC=C3C=CN2C(=O)C=C1N1CCOCC1 BVRDQVRQVGRNHG-UHFFFAOYSA-N 0.000 description 1
- DQSQBZXDMHDHEO-UHFFFAOYSA-N 2-pyridin-2-ylpropan-2-amine Chemical compound CC(C)(N)C1=CC=CC=N1 DQSQBZXDMHDHEO-UHFFFAOYSA-N 0.000 description 1
- LIROHSCPXXKMMR-UHFFFAOYSA-N 2-pyridin-2-ylsulfonylethanamine Chemical compound NCCS(=O)(=O)C1=CC=CC=N1 LIROHSCPXXKMMR-UHFFFAOYSA-N 0.000 description 1
- RBODGSBXYRGECX-UHFFFAOYSA-N 2-pyridin-4-ylpropan-2-amine Chemical compound CC(C)(N)C1=CC=NC=C1 RBODGSBXYRGECX-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- DFRAKBCRUYUFNT-UHFFFAOYSA-N 3,8-dicyclohexyl-2,4,7,9-tetrahydro-[1,3]oxazino[5,6-h][1,3]benzoxazine Chemical compound C1CCCCC1N1CC(C=CC2=C3OCN(C2)C2CCCCC2)=C3OC1 DFRAKBCRUYUFNT-UHFFFAOYSA-N 0.000 description 1
- VFTQRHWULYJKCI-UHFFFAOYSA-N 3-(1-adamantyl)-6,7,8,9-tetrahydro-5h-[1,2,4]triazolo[4,3-a]azepine Chemical compound C1CCCCN2C(C34CC5CC(C4)CC(C3)C5)=NN=C21 VFTQRHWULYJKCI-UHFFFAOYSA-N 0.000 description 1
- RQGIAUXGSWYJGE-UHFFFAOYSA-N 3-(trifluoromethyl)oxetan-3-amine Chemical compound FC(F)(F)C1(N)COC1 RQGIAUXGSWYJGE-UHFFFAOYSA-N 0.000 description 1
- SVNCRRZKBNSMIV-UHFFFAOYSA-N 3-Aminoquinoline Chemical compound C1=CC=CC2=CC(N)=CN=C21 SVNCRRZKBNSMIV-UHFFFAOYSA-N 0.000 description 1
- QBWKPGNFQQJGFY-QLFBSQMISA-N 3-[(1r)-1-[(2r,6s)-2,6-dimethylmorpholin-4-yl]ethyl]-n-[6-methyl-3-(1h-pyrazol-4-yl)imidazo[1,2-a]pyrazin-8-yl]-1,2-thiazol-5-amine Chemical compound N1([C@H](C)C2=NSC(NC=3C4=NC=C(N4C=C(C)N=3)C3=CNN=C3)=C2)C[C@H](C)O[C@H](C)C1 QBWKPGNFQQJGFY-QLFBSQMISA-N 0.000 description 1
- WFOVEDJTASPCIR-UHFFFAOYSA-N 3-[(4-methyl-5-pyridin-4-yl-1,2,4-triazol-3-yl)methylamino]-n-[[2-(trifluoromethyl)phenyl]methyl]benzamide Chemical compound N=1N=C(C=2C=CN=CC=2)N(C)C=1CNC(C=1)=CC=CC=1C(=O)NCC1=CC=CC=C1C(F)(F)F WFOVEDJTASPCIR-UHFFFAOYSA-N 0.000 description 1
- TZZDVPMABRWKIZ-MFTLXVFQSA-N 3-[6-[4-[[1-[4-[(1R,2S)-6-hydroxy-2-phenyl-1,2,3,4-tetrahydronaphthalen-1-yl]phenyl]piperidin-4-yl]methyl]piperazin-1-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound OC=1C=C2CC[C@@H]([C@@H](C2=CC=1)C1=CC=C(C=C1)N1CCC(CC1)CN1CCN(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O)C1=CC=CC=C1 TZZDVPMABRWKIZ-MFTLXVFQSA-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
- COTHZSSUQJRBQH-UHFFFAOYSA-N 3-chloro-5-methylpyridin-2-amine Chemical compound CC1=CN=C(N)C(Cl)=C1 COTHZSSUQJRBQH-UHFFFAOYSA-N 0.000 description 1
- UFIKBUVVVGSMGW-UHFFFAOYSA-N 3-fluoropyridin-4-amine Chemical compound NC1=CC=NC=C1F UFIKBUVVVGSMGW-UHFFFAOYSA-N 0.000 description 1
- QDUADYISMMMVLN-UHFFFAOYSA-N 3-methyl-1,1-dioxothiolan-3-amine Chemical compound CC1(N)CCS(=O)(=O)C1 QDUADYISMMMVLN-UHFFFAOYSA-N 0.000 description 1
- NQVWMPOQWBDSAI-UHFFFAOYSA-N 3-methyloxetan-3-amine Chemical compound CC1(N)COC1 NQVWMPOQWBDSAI-UHFFFAOYSA-N 0.000 description 1
- CULZGVGMSCLUQR-BXUZGUMPSA-N 3-{[(1ar,5ar)-2-(2,4-difluoro-phenyl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carbonyl]-amino}-azetidine-1-carboxylic acid tert-butyl ester Chemical compound C1N(C(=O)OC(C)(C)C)CC1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 CULZGVGMSCLUQR-BXUZGUMPSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- NOOBCWJPUOTSPY-SJMSNRFBSA-N 4-[(2R,4R)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carbonyl]-3-(hydroxymethyl)piperazine-1-carboxylic acid Chemical compound OCC1CN(C(O)=O)CCN1C(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 NOOBCWJPUOTSPY-SJMSNRFBSA-N 0.000 description 1
- WYFCZWSWFGJODV-MIANJLSGSA-N 4-[[(1s)-2-[(e)-3-[3-chloro-2-fluoro-6-(tetrazol-1-yl)phenyl]prop-2-enoyl]-5-(4-methyl-2-oxopiperazin-1-yl)-3,4-dihydro-1h-isoquinoline-1-carbonyl]amino]benzoic acid Chemical compound O=C1CN(C)CCN1C1=CC=CC2=C1CCN(C(=O)\C=C\C=1C(=CC=C(Cl)C=1F)N1N=NN=C1)[C@@H]2C(=O)NC1=CC=C(C(O)=O)C=C1 WYFCZWSWFGJODV-MIANJLSGSA-N 0.000 description 1
- GTLRPTKDUPZEMB-UKRRQHHQSA-N 4-[[(2R,4R)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carbonyl]amino]-1-[(2-methylpropan-2-yl)oxycarbonyl]piperidine-4-carboxylic acid Chemical compound C1CN(C(=O)OC(C)(C)C)CCC1(C(O)=O)NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 GTLRPTKDUPZEMB-UKRRQHHQSA-N 0.000 description 1
- MPMKMQHJHDHPBE-RUZDIDTESA-N 4-[[(2r)-1-(1-benzothiophene-3-carbonyl)-2-methylazetidine-2-carbonyl]-[(3-chlorophenyl)methyl]amino]butanoic acid Chemical compound O=C([C@@]1(N(CC1)C(=O)C=1C2=CC=CC=C2SC=1)C)N(CCCC(O)=O)CC1=CC=CC(Cl)=C1 MPMKMQHJHDHPBE-RUZDIDTESA-N 0.000 description 1
- XWQVQSXLXAXOPJ-QNGMFEMESA-N 4-[[[6-[5-chloro-2-[[4-[[(2r)-1-methoxypropan-2-yl]amino]cyclohexyl]amino]pyridin-4-yl]pyridin-2-yl]amino]methyl]oxane-4-carbonitrile Chemical compound C1CC(N[C@H](C)COC)CCC1NC1=CC(C=2N=C(NCC3(CCOCC3)C#N)C=CC=2)=C(Cl)C=N1 XWQVQSXLXAXOPJ-QNGMFEMESA-N 0.000 description 1
- GVCLNACSYKYUHP-UHFFFAOYSA-N 4-amino-7-(2-hydroxyethoxymethyl)pyrrolo[2,3-d]pyrimidine-5-carbothioamide Chemical compound C1=NC(N)=C2C(C(=S)N)=CN(COCCO)C2=N1 GVCLNACSYKYUHP-UHFFFAOYSA-N 0.000 description 1
- NLTKNSYKTHFFMK-UHFFFAOYSA-N 4-amino-n-methyloxane-4-carboxamide Chemical compound CNC(=O)C1(N)CCOCC1 NLTKNSYKTHFFMK-UHFFFAOYSA-N 0.000 description 1
- GSDQYSSLIKJJOG-UHFFFAOYSA-N 4-chloro-2-(3-chloroanilino)benzoic acid Chemical compound OC(=O)C1=CC=C(Cl)C=C1NC1=CC=CC(Cl)=C1 GSDQYSSLIKJJOG-UHFFFAOYSA-N 0.000 description 1
- IAGDSNZSKCBTPX-CZUORRHYSA-N 4-{[(1ar,5ar)-2-(2,4-difluoro-phenyl)-1a,2,5,5a-tetrahydro-1h-2,3-diaza-cyclopropa[a]pentalene-4-carbonyl]-amino}-piperidine-1-carboxylic acid tert-butyl ester Chemical compound C1CN(C(=O)OC(C)(C)C)CCC1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 IAGDSNZSKCBTPX-CZUORRHYSA-N 0.000 description 1
- VKLKXFOZNHEBSW-UHFFFAOYSA-N 5-[[3-[(4-morpholin-4-ylbenzoyl)amino]phenyl]methoxy]pyridine-3-carboxamide Chemical compound O1CCN(CC1)C1=CC=C(C(=O)NC=2C=C(COC=3C=NC=C(C(=O)N)C=3)C=CC=2)C=C1 VKLKXFOZNHEBSW-UHFFFAOYSA-N 0.000 description 1
- BSWOMKORDXSSKG-UHFFFAOYSA-N 5-bromo-3-tert-butyl-6-methyl-1h-pyrimidine-2,4-dione Chemical compound CC=1NC(=O)N(C(C)(C)C)C(=O)C=1Br BSWOMKORDXSSKG-UHFFFAOYSA-N 0.000 description 1
- XFJBGINZIMNZBW-CRAIPNDOSA-N 5-chloro-2-[4-[(1r,2s)-2-[2-(5-methylsulfonylpyridin-2-yl)oxyethyl]cyclopropyl]piperidin-1-yl]pyrimidine Chemical compound N1=CC(S(=O)(=O)C)=CC=C1OCC[C@H]1[C@@H](C2CCN(CC2)C=2N=CC(Cl)=CN=2)C1 XFJBGINZIMNZBW-CRAIPNDOSA-N 0.000 description 1
- YZSCPLGKKMSBMV-UHFFFAOYSA-N 5-fluoro-4-(8-fluoro-4-propan-2-yl-2,3-dihydro-1,4-benzoxazin-6-yl)-N-[5-(1-methylpiperidin-4-yl)pyridin-2-yl]pyrimidin-2-amine Chemical compound FC=1C(=NC(=NC=1)NC1=NC=C(C=C1)C1CCN(CC1)C)C1=CC2=C(OCCN2C(C)C)C(=C1)F YZSCPLGKKMSBMV-UHFFFAOYSA-N 0.000 description 1
- YJTXQLYMECWULH-UHFFFAOYSA-N 5-fluoropyridin-2-amine Chemical compound NC1=CC=C(F)C=N1 YJTXQLYMECWULH-UHFFFAOYSA-N 0.000 description 1
- IJRKLHTZAIFUTB-UHFFFAOYSA-N 5-nitro-2-(2-phenylethylamino)benzoic acid Chemical compound OC(=O)C1=CC([N+]([O-])=O)=CC=C1NCCC1=CC=CC=C1 IJRKLHTZAIFUTB-UHFFFAOYSA-N 0.000 description 1
- RSIWALKZYXPAGW-NSHDSACASA-N 6-(3-fluorophenyl)-3-methyl-7-[(1s)-1-(7h-purin-6-ylamino)ethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one Chemical compound C=1([C@@H](NC=2C=3N=CNC=3N=CN=2)C)N=C2SC=C(C)N2C(=O)C=1C1=CC=CC(F)=C1 RSIWALKZYXPAGW-NSHDSACASA-N 0.000 description 1
- OPMMXSXBVHZAMY-MWLCHTKSSA-N 6-[[(2R,4R)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carbonyl]amino]pyridine-2-carboxylic acid Chemical compound OC(=O)C1=CC=CC(NC(=O)C=2C=3C[C@H]4C[C@H]4C=3N(N=2)C=2C(=CC(F)=CC=2)F)=N1 OPMMXSXBVHZAMY-MWLCHTKSSA-N 0.000 description 1
- DMIHQARPYPNHJD-UHFFFAOYSA-N 6-amino-1h-pyridin-2-one Chemical compound NC1=CC=CC(O)=N1 DMIHQARPYPNHJD-UHFFFAOYSA-N 0.000 description 1
- HSQHCXVUGPROMD-UHFFFAOYSA-N 7-(2,4-difluorophenyl)-N-(1-phenylcyclopropyl)-7,8-diazatricyclo[4.3.0.02,4]nona-1(6),8-diene-9-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C(CC2CC22)=C2C(C(=O)NC2(CC2)C=2C=CC=CC=2)=N1 HSQHCXVUGPROMD-UHFFFAOYSA-N 0.000 description 1
- GKPWTHGYCFACME-UHFFFAOYSA-N 7-(2,4-difluorophenyl)-N-(2-methyl-1-morpholin-4-ylpropan-2-yl)-7,8-diazatricyclo[4.3.0.02,4]nona-1(6),8-diene-9-carboxamide Chemical compound N=1N(C=2C(=CC(F)=CC=2)F)C=2CC3CC3C=2C=1C(=O)NC(C)(C)CN1CCOCC1 GKPWTHGYCFACME-UHFFFAOYSA-N 0.000 description 1
- AIOMXILTNUXNJO-UHFFFAOYSA-N 7-(2,4-difluorophenyl)-N-(2-pyridin-4-ylpropan-2-yl)-7,8-diazatricyclo[4.3.0.02,4]nona-1(6),8-diene-9-carboxamide Chemical compound C=1C=NC=CC=1C(C)(C)NC(=O)C(C=1C2CC2CC=11)=NN1C1=CC=C(F)C=C1F AIOMXILTNUXNJO-UHFFFAOYSA-N 0.000 description 1
- GLYNIFAVECRHDX-UHFFFAOYSA-N 7-(2,4-difluorophenyl)-N-(oxan-4-ylmethyl)-7,8-diazatricyclo[4.3.0.02,4]nona-1(6),8-diene-9-carboxamide Chemical compound FC1=CC(F)=CC=C1N1C(CC2CC22)=C2C(C(=O)NCC2CCOCC2)=N1 GLYNIFAVECRHDX-UHFFFAOYSA-N 0.000 description 1
- AGNWVXUQYQXWLW-PUJMQQBBSA-N 7-(2,4-difluorophenyl)-N-[(1S)-2-hydroxy-1-phenylethyl]-7,8-diazatricyclo[4.3.0.02,4]nona-1(6),8-diene-9-carboxamide Chemical compound N([C@H](CO)C=1C=CC=CC=1)C(=O)C(C=1C2CC2CC=11)=NN1C1=CC=C(F)C=C1F AGNWVXUQYQXWLW-PUJMQQBBSA-N 0.000 description 1
- NJIAKNWTIVDSDA-FQEVSTJZSA-N 7-[4-(1-methylsulfonylpiperidin-4-yl)phenyl]-n-[[(2s)-morpholin-2-yl]methyl]pyrido[3,4-b]pyrazin-5-amine Chemical compound C1CN(S(=O)(=O)C)CCC1C1=CC=C(C=2N=C(NC[C@H]3OCCNC3)C3=NC=CN=C3C=2)C=C1 NJIAKNWTIVDSDA-FQEVSTJZSA-N 0.000 description 1
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 description 1
- 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 1
- IRBAWVGZNJIROV-SFHVURJKSA-N 9-(2-cyclopropylethynyl)-2-[[(2s)-1,4-dioxan-2-yl]methoxy]-6,7-dihydropyrimido[6,1-a]isoquinolin-4-one Chemical compound C1=C2C3=CC=C(C#CC4CC4)C=C3CCN2C(=O)N=C1OC[C@@H]1COCCO1 IRBAWVGZNJIROV-SFHVURJKSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- IHGITWFZZORWQY-UHFFFAOYSA-N 9-methyl-9-azabicyclo[3.3.1]nonan-5-amine Chemical compound C1CCC2(N)CCCC1N2C IHGITWFZZORWQY-UHFFFAOYSA-N 0.000 description 1
- GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 description 1
- 208000006820 Arthralgia Diseases 0.000 description 1
- 241000416162 Astragalus gummifer Species 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- 206010005063 Bladder pain Diseases 0.000 description 1
- 206010006002 Bone pain Diseases 0.000 description 1
- 206010006187 Breast cancer Diseases 0.000 description 1
- 208000026310 Breast neoplasm Diseases 0.000 description 1
- FERIUCNNQQJTOY-UHFFFAOYSA-M Butyrate Chemical compound CCCC([O-])=O FERIUCNNQQJTOY-UHFFFAOYSA-M 0.000 description 1
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Natural products CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 1
- JQUCWIWWWKZNCS-LESHARBVSA-N C(C1=CC=CC=C1)(=O)NC=1SC[C@H]2[C@@](N1)(CO[C@H](C2)C)C=2SC=C(N2)NC(=O)C2=NC=C(C=C2)OC(F)F Chemical compound C(C1=CC=CC=C1)(=O)NC=1SC[C@H]2[C@@](N1)(CO[C@H](C2)C)C=2SC=C(N2)NC(=O)C2=NC=C(C=C2)OC(F)F JQUCWIWWWKZNCS-LESHARBVSA-N 0.000 description 1
- HYXIVOKPJLMXAV-SIIHOXLZSA-N C([C@@H](C(=O)N)NC(=O)C=1C=2C[C@H]3C[C@H]3C=2N(N=1)C=1C(=CC(F)=CC=1)F)C1=CC=CC=C1 Chemical compound C([C@@H](C(=O)N)NC(=O)C=1C=2C[C@H]3C[C@H]3C=2N(N=1)C=1C(=CC(F)=CC=1)F)C1=CC=CC=C1 HYXIVOKPJLMXAV-SIIHOXLZSA-N 0.000 description 1
- ARUODNRMEOCUTR-RDJZCZTQSA-N C([C@@H]1C[C@@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C(N=C1)=CC=C1C1=CC=C(F)C=C1 Chemical compound C([C@@H]1C[C@@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C(N=C1)=CC=C1C1=CC=C(F)C=C1 ARUODNRMEOCUTR-RDJZCZTQSA-N 0.000 description 1
- KKEAEYPGTSJFDH-BBRMVZONSA-N C([C@@H]1C[C@@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C(N=C1)=CC=C1C1=CC=C(F)C=C1F Chemical compound C([C@@H]1C[C@@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C(N=C1)=CC=C1C1=CC=C(F)C=C1F KKEAEYPGTSJFDH-BBRMVZONSA-N 0.000 description 1
- RBXQNPKPAWMAQS-STQMWFEESA-N C([C@@H]1C[C@@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C(N=C1)=CC=C1C1=NC=CS1 Chemical compound C([C@@H]1C[C@@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C(N=C1)=CC=C1C1=NC=CS1 RBXQNPKPAWMAQS-STQMWFEESA-N 0.000 description 1
- NORCYAGQZVMECV-ONGXEEELSA-N C([C@@H]1C[C@@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CC=C(F)C=C1F Chemical compound C([C@@H]1C[C@@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CC=C(F)C=C1F NORCYAGQZVMECV-ONGXEEELSA-N 0.000 description 1
- TVCYLBQVKJBKGA-GVXVVHGQSA-N C([C@@H]1C[C@@H]1C=12)C=1C(C(=O)N[C@@H](CO)C(C)(C)C)=NN2C1=CN=CC=N1 Chemical compound C([C@@H]1C[C@@H]1C=12)C=1C(C(=O)N[C@@H](CO)C(C)(C)C)=NN2C1=CN=CC=N1 TVCYLBQVKJBKGA-GVXVVHGQSA-N 0.000 description 1
- KKOPQBPDHLXNAZ-GAFUQQFSSA-N C([C@@H]1C[C@@H]1C=12)C=1C(C(=O)N[C@@H](CO)C(C)(F)C)=NN2C1=CC(Cl)=CC=N1 Chemical compound C([C@@H]1C[C@@H]1C=12)C=1C(C(=O)N[C@@H](CO)C(C)(F)C)=NN2C1=CC(Cl)=CC=N1 KKOPQBPDHLXNAZ-GAFUQQFSSA-N 0.000 description 1
- QYJMHBYZTCLNAE-JQWIXIFHSA-N C([C@@H]1C[C@@H]1C=1N(N=2)C=3C(=CC(F)=CC=3)F)C=1C=2C(=O)NC1(CO)CCC1 Chemical compound C([C@@H]1C[C@@H]1C=1N(N=2)C=3C(=CC(F)=CC=3)F)C=1C=2C(=O)NC1(CO)CCC1 QYJMHBYZTCLNAE-JQWIXIFHSA-N 0.000 description 1
- GRCRAPYZOUBWDY-JSGCOSHPSA-N C([C@@H]1C[C@@H]1C=1N(N=2)C=3C(=CC(F)=CC=3)F)C=1C=2C(=O)NC1(CO)CCCCC1 Chemical compound C([C@@H]1C[C@@H]1C=1N(N=2)C=3C(=CC(F)=CC=3)F)C=1C=2C(=O)NC1(CO)CCCCC1 GRCRAPYZOUBWDY-JSGCOSHPSA-N 0.000 description 1
- UKEGISYYYBIBDW-AAEUAGOBSA-N C([C@@H]1C[C@@H]1C=1N(N=2)C=3N=CC(Cl)=CC=3)C=1C=2C(=O)NC1(CO)CCOCC1 Chemical compound C([C@@H]1C[C@@H]1C=1N(N=2)C=3N=CC(Cl)=CC=3)C=1C=2C(=O)NC1(CO)CCOCC1 UKEGISYYYBIBDW-AAEUAGOBSA-N 0.000 description 1
- FZIAOKVXNSJZJM-IACBPUDYSA-N C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C(=O)OCC)C(C(F)(F)F)C(F)(F)F)=NN2C1=CC=C(F)C=N1 Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C(=O)OCC)C(C(F)(F)F)C(F)(F)F)=NN2C1=CC=C(F)C=N1 FZIAOKVXNSJZJM-IACBPUDYSA-N 0.000 description 1
- OTRNBXWPNYAHGM-MAGPTUMMSA-N C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C(C)(C)C)C(N)=O)=NN2C1=CC=C(F)C=C1F Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C(C)(C)C)C(N)=O)=NN2C1=CC=C(F)C=C1F OTRNBXWPNYAHGM-MAGPTUMMSA-N 0.000 description 1
- WOUUGJLZHCNYQW-ZYHUDNBSSA-N C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(C)C#C)=NN2C1=CC(Br)=CC=N1 Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(C)C#C)=NN2C1=CC(Br)=CC=N1 WOUUGJLZHCNYQW-ZYHUDNBSSA-N 0.000 description 1
- FNQQNQQJWZKYHC-PSASIEDQSA-N C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(C)C(F)(F)F)=NN2C1=CC(C(F)(F)F)=CC=N1 Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(C)C(F)(F)F)=NN2C1=CC(C(F)(F)F)=CC=N1 FNQQNQQJWZKYHC-PSASIEDQSA-N 0.000 description 1
- BLILOWUXFRXWQN-RKDXNWHRSA-N C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(C)C(F)(F)F)=NN2C1=CN=CC=N1 Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(C)C(F)(F)F)=NN2C1=CN=CC=N1 BLILOWUXFRXWQN-RKDXNWHRSA-N 0.000 description 1
- QQXDNTXCWOQARA-MWLCHTKSSA-N C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CF)C)=NN2C1=CC=C(F)C=C1F Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CF)C)=NN2C1=CC=C(F)C=C1F QQXDNTXCWOQARA-MWLCHTKSSA-N 0.000 description 1
- QZVOCKMIPFYYSZ-NXEZZACHSA-N C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=C(F)C=CC=C1F Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=C(F)C=CC=C1F QZVOCKMIPFYYSZ-NXEZZACHSA-N 0.000 description 1
- RIACCJSSKOOCGM-MWLCHTKSSA-N C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CC(Cl)=CC=N1 Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CC(Cl)=CC=N1 RIACCJSSKOOCGM-MWLCHTKSSA-N 0.000 description 1
- LOPPWNUZPHTWQM-MWLCHTKSSA-N C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CC(F)=CC=C1F Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CC(F)=CC=C1F LOPPWNUZPHTWQM-MWLCHTKSSA-N 0.000 description 1
- KMSMPXDDTGWXAZ-MWLCHTKSSA-N C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CC=C(Cl)N=C1 Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CC=C(Cl)N=C1 KMSMPXDDTGWXAZ-MWLCHTKSSA-N 0.000 description 1
- XSKXHXDVPDTNLO-ZWNOBZJWSA-N C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CC=C(F)C=C1 Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CC=C(F)C=C1 XSKXHXDVPDTNLO-ZWNOBZJWSA-N 0.000 description 1
- JEGXGCQYSXFNSN-ZWNOBZJWSA-N C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CC=CC(F)=C1 Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CC=CC(F)=C1 JEGXGCQYSXFNSN-ZWNOBZJWSA-N 0.000 description 1
- LPNSPHDENZJFTM-GHMZBOCLSA-N C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CC=CC=C1F Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CC=CC=C1F LPNSPHDENZJFTM-GHMZBOCLSA-N 0.000 description 1
- PUDMSDVHALBQJY-GHMZBOCLSA-N C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CC=CC=N1 Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CC=CC=N1 PUDMSDVHALBQJY-GHMZBOCLSA-N 0.000 description 1
- YXFPVINSZDYPCU-ZYHUDNBSSA-N C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CC=CN=C1 Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CC=CN=C1 YXFPVINSZDYPCU-ZYHUDNBSSA-N 0.000 description 1
- RAWXPASUOIJZQB-NXEZZACHSA-N C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CC=NC=N1 Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CC=NC=N1 RAWXPASUOIJZQB-NXEZZACHSA-N 0.000 description 1
- ZUDPEBCIPDRMJT-RKDXNWHRSA-N C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CN=C(C(F)(F)C(F)(F)C(F)(F)F)C=N1 Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CN=C(C(F)(F)C(F)(F)C(F)(F)F)C=N1 ZUDPEBCIPDRMJT-RKDXNWHRSA-N 0.000 description 1
- YSQDGMSJNYRGNM-MWLCHTKSSA-N C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CN=CC(C#N)=N1 Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CN=CC(C#N)=N1 YSQDGMSJNYRGNM-MWLCHTKSSA-N 0.000 description 1
- SJEPMOZSFYWLKA-NXEZZACHSA-N C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CN=CC=N1 Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C)=NN2C1=CN=CC=N1 SJEPMOZSFYWLKA-NXEZZACHSA-N 0.000 description 1
- VFDSEFKQYLCXNO-ZWNOBZJWSA-N C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(CF)(CF)CO)=NN2C1=CC=C(C#N)N=C1 Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(CF)(CF)CO)=NN2C1=CC=C(C#N)N=C1 VFDSEFKQYLCXNO-ZWNOBZJWSA-N 0.000 description 1
- MQGJNIWZEGSZDO-PSTGCABASA-N C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@@H](C(C)(C)C)C(=O)NCCO)=NN2C1=CN=CC=N1 Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@@H](C(C)(C)C)C(=O)NCCO)=NN2C1=CN=CC=N1 MQGJNIWZEGSZDO-PSTGCABASA-N 0.000 description 1
- SLBUULOZXQREKF-AEDCBLDQSA-N C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@H](C(=O)NC)C(C)(C)C)=NN2C1=CC(OC)=CC=N1 Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@H](C(=O)NC)C(C)(C)C)=NN2C1=CC(OC)=CC=N1 SLBUULOZXQREKF-AEDCBLDQSA-N 0.000 description 1
- VSOLAHIBDPOHDZ-FBIMIBRVSA-N C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@H](CC(F)(F)F)CO)=NN2C1=CC=C(F)C=C1F Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@H](CC(F)(F)F)CO)=NN2C1=CC=C(F)C=C1F VSOLAHIBDPOHDZ-FBIMIBRVSA-N 0.000 description 1
- SENXGJKCUYNJED-UMVBOHGHSA-N C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@H](CO)C(C)(C)C)=NN2C1=CC(C#N)=CC=N1 Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@H](CO)C(C)(C)C)=NN2C1=CC(C#N)=CC=N1 SENXGJKCUYNJED-UMVBOHGHSA-N 0.000 description 1
- UCQISUCXVUBOKR-MPKXVKKWSA-N C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@H](CO)C(C)(C)C)=NN2C1=CC=C(Br)C=N1 Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@H](CO)C(C)(C)C)=NN2C1=CC=C(Br)C=N1 UCQISUCXVUBOKR-MPKXVKKWSA-N 0.000 description 1
- SEZRGJIAQJPZGU-UMVBOHGHSA-N C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@H](CO)C(C)(C)C)=NN2C1=CC=C(C#N)C=N1 Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@H](CO)C(C)(C)C)=NN2C1=CC=C(C#N)C=N1 SEZRGJIAQJPZGU-UMVBOHGHSA-N 0.000 description 1
- JZEXFVXEVPBYLK-IXPVHAAZSA-N C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@H](CO)C(C)C)=NN2C1=CC=C(F)C=C1F Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)N[C@H](CO)C(C)C)=NN2C1=CC=C(F)C=C1F JZEXFVXEVPBYLK-IXPVHAAZSA-N 0.000 description 1
- CKZIRFFCGYKDJX-SJLPKXTDSA-N C([C@H]1C[C@H]1C=1N(CC2CCOCC2)N=2)C=1C=2C(=O)NC1(C=2C=CC=CC=2)CC1 Chemical compound C([C@H]1C[C@H]1C=1N(CC2CCOCC2)N=2)C=1C=2C(=O)NC1(C=2C=CC=CC=2)CC1 CKZIRFFCGYKDJX-SJLPKXTDSA-N 0.000 description 1
- RAMHCAPSUIGEGV-MWLCHTKSSA-N C([C@H]1C[C@H]1C=1N(N=2)C=3C(=CC(F)=CC=3)F)C=1C=2C(=O)NC1(CO)CC1 Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C=3C(=CC(F)=CC=3)F)C=1C=2C(=O)NC1(CO)CC1 RAMHCAPSUIGEGV-MWLCHTKSSA-N 0.000 description 1
- GRCRAPYZOUBWDY-TZMCWYRMSA-N C([C@H]1C[C@H]1C=1N(N=2)C=3C(=CC(F)=CC=3)F)C=1C=2C(=O)NC1(CO)CCCCC1 Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C=3C(=CC(F)=CC=3)F)C=1C=2C(=O)NC1(CO)CCCCC1 GRCRAPYZOUBWDY-TZMCWYRMSA-N 0.000 description 1
- JWFKDRNPFPKGRH-DGCLKSJQSA-N C([C@H]1C[C@H]1C=1N(N=2)C=3C(=CC(F)=CC=3)F)C=1C=2C(=O)NC1(CO)CCOCC1 Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C=3C(=CC(F)=CC=3)F)C=1C=2C(=O)NC1(CO)CCOCC1 JWFKDRNPFPKGRH-DGCLKSJQSA-N 0.000 description 1
- PABDVKAMLQLBBI-STKUKEJNSA-N C([C@H]1C[C@H]1C=1N(N=2)C=3C(=CC(F)=CC=3)F)C=1C=2C(=O)NCC1(N(C)C)CCSC1 Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C=3C(=CC(F)=CC=3)F)C=1C=2C(=O)NCC1(N(C)C)CCSC1 PABDVKAMLQLBBI-STKUKEJNSA-N 0.000 description 1
- ZPCJAAQXXQHGEQ-TZMCWYRMSA-N C([C@H]1C[C@H]1C=1N(N=2)C=3C=NC(Br)=CC=3)C=1C=2C(=O)NC1(C(=O)OC)CCCCC1 Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C=3C=NC(Br)=CC=3)C=1C=2C(=O)NC1(C(=O)OC)CCCCC1 ZPCJAAQXXQHGEQ-TZMCWYRMSA-N 0.000 description 1
- SXGPJRWETYZFKL-UKRRQHHQSA-N C([C@H]1C[C@H]1C=1N(N=2)C=3C=NC=CC=3)C=1C=2C(=O)NCC1CCOCC1 Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C=3C=NC=CC=3)C=1C=2C(=O)NCC1CCOCC1 SXGPJRWETYZFKL-UKRRQHHQSA-N 0.000 description 1
- WYNJFUGSGZBQHK-GHMZBOCLSA-N C([C@H]1C[C@H]1C=1N(N=2)C=3N=CC(Br)=NC=3)C=1C=2C(=O)NC1(CO)CCOCC1 Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C=3N=CC(Br)=NC=3)C=1C=2C(=O)NC1(CO)CCOCC1 WYNJFUGSGZBQHK-GHMZBOCLSA-N 0.000 description 1
- HQCQXFVSNWEQLN-ZYHUDNBSSA-N C([C@H]1C[C@H]1C=1N(N=2)C=3N=CC=C(Br)C=3)C=1C=2C(=O)NC1(C)CCC1 Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C=3N=CC=C(Br)C=3)C=1C=2C(=O)NC1(C)CCC1 HQCQXFVSNWEQLN-ZYHUDNBSSA-N 0.000 description 1
- WPLBVYPEADVTFC-VXGBXAGGSA-N C([C@H]1C[C@H]1C=1N(N=2)C=3N=CC=NC=3)C=1C=2C(=O)NC1(CO)CCOCC1 Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C=3N=CC=NC=3)C=1C=2C(=O)NC1(CO)CCOCC1 WPLBVYPEADVTFC-VXGBXAGGSA-N 0.000 description 1
- BGGALFIXXQOTPY-NRFANRHFSA-N C1(=C(C2=C(C=C1)N(C(C#N)=C2)C[C@@H](N1CCN(CC1)S(=O)(=O)C)C)C)CN1CCC(CC1)NC1=NC(=NC2=C1C=C(S2)CC(F)(F)F)NC Chemical compound C1(=C(C2=C(C=C1)N(C(C#N)=C2)C[C@@H](N1CCN(CC1)S(=O)(=O)C)C)C)CN1CCC(CC1)NC1=NC(=NC2=C1C=C(S2)CC(F)(F)F)NC BGGALFIXXQOTPY-NRFANRHFSA-N 0.000 description 1
- UNDADZALONRRPE-XAPFRRKYSA-N C1([C@H](C)[C@H]2C[C@]22C(C)C)=C2C(C(=O)N[C@H]2C3=CC=CC=C3C[C@@H]2O)=NN1C1=CC=C(F)C=C1F Chemical compound C1([C@H](C)[C@H]2C[C@]22C(C)C)=C2C(C(=O)N[C@H]2C3=CC=CC=C3C[C@@H]2O)=NN1C1=CC=C(F)C=C1F UNDADZALONRRPE-XAPFRRKYSA-N 0.000 description 1
- CYGGPALTAXNTCK-GHMZBOCLSA-N C1=C(Cl)C(C)=CC(N2C=3[C@@H]4C[C@@H]4CC=3C(C(=O)NC(C)(C)C#N)=N2)=N1 Chemical compound C1=C(Cl)C(C)=CC(N2C=3[C@@H]4C[C@@H]4CC=3C(C(=O)NC(C)(C)C#N)=N2)=N1 CYGGPALTAXNTCK-GHMZBOCLSA-N 0.000 description 1
- VJFDMUJTODOAKL-RHSMWYFYSA-N C1=C2N(C)CCCC2=CC=C1NC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F Chemical compound C1=C2N(C)CCCC2=CC=C1NC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F VJFDMUJTODOAKL-RHSMWYFYSA-N 0.000 description 1
- OYDJRULEKKWSDB-CZUORRHYSA-N C1=CC(F)=CC=C1C1(NC(=O)C=2C=3C[C@H]4C[C@H]4C=3N(N=2)C=2N=CC=CC=2)CC1 Chemical compound C1=CC(F)=CC=C1C1(NC(=O)C=2C=3C[C@H]4C[C@H]4C=3N(N=2)C=2N=CC=CC=2)CC1 OYDJRULEKKWSDB-CZUORRHYSA-N 0.000 description 1
- OYKJWNPREDHLGN-RDTXWAMCSA-N C1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC2(CC2)C=2C=CC=CC=2)=N1 Chemical compound C1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC2(CC2)C=2C=CC=CC=2)=N1 OYKJWNPREDHLGN-RDTXWAMCSA-N 0.000 description 1
- NZHGQOBDUYREFR-WMZOPIPTSA-N C1=CC(OC)=CC=C1C1=CC=C(N2C=3[C@H]4C[C@H]4CC=3C(C(=O)NC(C)(C)CO)=N2)N=C1 Chemical compound C1=CC(OC)=CC=C1C1=CC=C(N2C=3[C@H]4C[C@H]4CC=3C(C(=O)NC(C)(C)CO)=N2)N=C1 NZHGQOBDUYREFR-WMZOPIPTSA-N 0.000 description 1
- JJRHTGBBMMSNAE-DNVCBOLYSA-N C1=CC(OC)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC(C)(C)C=2C=CC=CC=2)=N1 Chemical compound C1=CC(OC)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC(C)(C)C=2C=CC=CC=2)=N1 JJRHTGBBMMSNAE-DNVCBOLYSA-N 0.000 description 1
- UJXLSMBPOMFCDG-UKRRQHHQSA-N C1=NC(C)=CC=C1CNC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 Chemical compound C1=NC(C)=CC=C1CNC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 UJXLSMBPOMFCDG-UKRRQHHQSA-N 0.000 description 1
- FOGFVZWWKRJLJU-BXUZGUMPSA-N C1=NC(C)=CC=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 Chemical compound C1=NC(C)=CC=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 FOGFVZWWKRJLJU-BXUZGUMPSA-N 0.000 description 1
- UTROQFMXVIULPW-BXUZGUMPSA-N C1=NC(C)=CN=C1CNC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 Chemical compound C1=NC(C)=CN=C1CNC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 UTROQFMXVIULPW-BXUZGUMPSA-N 0.000 description 1
- OHQVKZYNHCKCPJ-ZWNOBZJWSA-N C1=NC(OC)=CC=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 Chemical compound C1=NC(OC)=CC=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 OHQVKZYNHCKCPJ-ZWNOBZJWSA-N 0.000 description 1
- OJRUSAPKCPIVBY-KQYNXXCUSA-N C1=NC2=C(N=C(N=C2N1[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(CP(=O)(O)O)O)O)O)I)N Chemical compound C1=NC2=C(N=C(N=C2N1[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(CP(=O)(O)O)O)O)O)I)N OJRUSAPKCPIVBY-KQYNXXCUSA-N 0.000 description 1
- AIAIXIMBCJUBGM-CZUORRHYSA-N C1CN(C(C)C)CCC1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 Chemical compound C1CN(C(C)C)CCC1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 AIAIXIMBCJUBGM-CZUORRHYSA-N 0.000 description 1
- RMUMGAJFWHELKP-GDBMZVCRSA-N C=1([C@@H]2C[C@@H]2CC=11)N(CC(C)(C)C)N=C1C(=O)NC(C)(C)C1=CC=CC=C1 Chemical compound C=1([C@@H]2C[C@@H]2CC=11)N(CC(C)(C)C)N=C1C(=O)NC(C)(C)C1=CC=CC=C1 RMUMGAJFWHELKP-GDBMZVCRSA-N 0.000 description 1
- YVKZHFMSSYRTLU-VQIMIIECSA-N C=1C=CC=CC=1C(C)(C)NC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(C#N)C=C1 Chemical compound C=1C=CC=CC=1C(C)(C)NC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(C#N)C=C1 YVKZHFMSSYRTLU-VQIMIIECSA-N 0.000 description 1
- BMCDDPYVIMQDFQ-GDBMZVCRSA-N C=1C=CC=CC=1C(C)(C)NC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=CC=N1 Chemical compound C=1C=CC=CC=1C(C)(C)NC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=CC=N1 BMCDDPYVIMQDFQ-GDBMZVCRSA-N 0.000 description 1
- LKRBRULKSWMJDK-RHSMWYFYSA-N C=1C=CC=CC=1C(C)(C)NC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=CN=C1 Chemical compound C=1C=CC=CC=1C(C)(C)NC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=CN=C1 LKRBRULKSWMJDK-RHSMWYFYSA-N 0.000 description 1
- FGYHKAUSFOQEOQ-IUODEOHRSA-N C=1C=CC=CC=1C(C)(C)NC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=NC=C(F)C=C1F Chemical compound C=1C=CC=CC=1C(C)(C)NC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=NC=C(F)C=C1F FGYHKAUSFOQEOQ-IUODEOHRSA-N 0.000 description 1
- ZDRAZCDBPCODBH-VQIMIIECSA-N C=1C=CC=CC=1C(C)(C)NC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1CC1=CC=C(F)C=C1 Chemical compound C=1C=CC=CC=1C(C)(C)NC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1CC1=CC=C(F)C=C1 ZDRAZCDBPCODBH-VQIMIIECSA-N 0.000 description 1
- LFSHTMJLNHYWDS-SJLPKXTDSA-N C=1C=CC=CC=1C(C)(C)NC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1CC1CCOCC1 Chemical compound C=1C=CC=CC=1C(C)(C)NC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1CC1CCOCC1 LFSHTMJLNHYWDS-SJLPKXTDSA-N 0.000 description 1
- FSABILSOOXRWKJ-TZMCWYRMSA-N C=1C=CC=CC=1N(C(=O)NC)NC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CN=CC=N1 Chemical compound C=1C=CC=CC=1N(C(=O)NC)NC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CN=CC=N1 FSABILSOOXRWKJ-TZMCWYRMSA-N 0.000 description 1
- UZYLLYOBIXOBQF-TZMCWYRMSA-N C=1C=CC=NC=1C(C)(C)NC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F Chemical compound C=1C=CC=NC=1C(C)(C)NC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F UZYLLYOBIXOBQF-TZMCWYRMSA-N 0.000 description 1
- MFHOUYSLYPAQPR-KVNHKVBHSA-N C=1C=CC=NC=1C(O)CNC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F Chemical compound C=1C=CC=NC=1C(O)CNC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F MFHOUYSLYPAQPR-KVNHKVBHSA-N 0.000 description 1
- SKPMAFLQFVRYIL-BISUUYRGSA-N C=1C=CN=CC=1C(N(C)C)CNC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F Chemical compound C=1C=CN=CC=1C(N(C)C)CNC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F SKPMAFLQFVRYIL-BISUUYRGSA-N 0.000 description 1
- NBFSONGXLIBEHM-LLQOJDTPSA-N C=1C=CN=CC=1OC(C)CNC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F Chemical compound C=1C=CN=CC=1OC(C)CNC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F NBFSONGXLIBEHM-LLQOJDTPSA-N 0.000 description 1
- YIMGDRVATUOYJL-LTPICJTISA-N C=1C=NC=CC=1C(O)CNC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F Chemical compound C=1C=NC=CC=1C(O)CNC(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F YIMGDRVATUOYJL-LTPICJTISA-N 0.000 description 1
- YBWUBLNYFCZEFM-UHFFFAOYSA-N CC(C)(C1=CC=CC=C1)NBO Chemical compound CC(C)(C1=CC=CC=C1)NBO YBWUBLNYFCZEFM-UHFFFAOYSA-N 0.000 description 1
- TVJGETDGWRNITN-UHFFFAOYSA-N CC(N)C1(C)CC=CC=C1 Chemical compound CC(N)C1(C)CC=CC=C1 TVJGETDGWRNITN-UHFFFAOYSA-N 0.000 description 1
- SYZOFRXZMALRGI-JYJNAYRXSA-N CC1=C(NCC(F)(F)F)C(=O)N(C=C1)[C@@H](CC1CC1)C(=O)N[C@@H](C[C@@H]1CCNC1=O)C#N Chemical compound CC1=C(NCC(F)(F)F)C(=O)N(C=C1)[C@@H](CC1CC1)C(=O)N[C@@H](C[C@@H]1CCNC1=O)C#N SYZOFRXZMALRGI-JYJNAYRXSA-N 0.000 description 1
- KCBAMQOKOLXLOX-BSZYMOERSA-N CC1=C(SC=N1)C2=CC=C(C=C2)[C@H](C)NC(=O)[C@@H]3C[C@H](CN3C(=O)[C@H](C(C)(C)C)NC(=O)CCCCCCCCCCNCCCONC(=O)C4=C(C(=C(C=C4)F)F)NC5=C(C=C(C=C5)I)F)O Chemical compound CC1=C(SC=N1)C2=CC=C(C=C2)[C@H](C)NC(=O)[C@@H]3C[C@H](CN3C(=O)[C@H](C(C)(C)C)NC(=O)CCCCCCCCCCNCCCONC(=O)C4=C(C(=C(C=C4)F)F)NC5=C(C=C(C=C5)I)F)O KCBAMQOKOLXLOX-BSZYMOERSA-N 0.000 description 1
- ZVCYCWBDTSLIFP-JSGCOSHPSA-N CC1=CC(C)=NC(NC(=O)C=2C=3C[C@@H]4C[C@@H]4C=3N(N=2)C=2C(=CC(F)=CC=2)F)=C1 Chemical compound CC1=CC(C)=NC(NC(=O)C=2C=3C[C@@H]4C[C@@H]4C=3N(N=2)C=2C(=CC(F)=CC=2)F)=C1 ZVCYCWBDTSLIFP-JSGCOSHPSA-N 0.000 description 1
- BTQMUJHUPDGWNE-DGCLKSJQSA-N CC1=CC(S(C)(=O)=O)=NC=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 Chemical compound CC1=CC(S(C)(=O)=O)=NC=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 BTQMUJHUPDGWNE-DGCLKSJQSA-N 0.000 description 1
- TYLYWBKZLWNXSV-ROUUACIJSA-N CC1=CC=CC(C=2C=NC(=CC=2)N2C=3[C@H]4C[C@H]4CC=3C(C(=O)NC(C)(C)CO)=N2)=C1 Chemical compound CC1=CC=CC(C=2C=NC(=CC=2)N2C=3[C@H]4C[C@H]4CC=3C(C(=O)NC(C)(C)CO)=N2)=C1 TYLYWBKZLWNXSV-ROUUACIJSA-N 0.000 description 1
- CYSPTJKVBAPKNQ-IUODEOHRSA-N CC1=CC=CC(CNC(=O)C=2C=3C[C@H]4C[C@H]4C=3N(N=2)C=2C(=CC(F)=CC=2)F)=N1 Chemical compound CC1=CC=CC(CNC(=O)C=2C=3C[C@H]4C[C@H]4C=3N(N=2)C=2C(=CC(F)=CC=2)F)=N1 CYSPTJKVBAPKNQ-IUODEOHRSA-N 0.000 description 1
- IWXCRDPDGYYBJJ-VXGBXAGGSA-N CC1=CC=CN=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC(C)(C)CO)=N1 Chemical compound CC1=CC=CN=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC(C)(C)CO)=N1 IWXCRDPDGYYBJJ-VXGBXAGGSA-N 0.000 description 1
- SQLHCVVUGZWRLW-AAEUAGOBSA-N CC1=CC=CN=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@@H]1C[C@@H]12 Chemical compound CC1=CC=CN=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@@H]1C[C@@H]12 SQLHCVVUGZWRLW-AAEUAGOBSA-N 0.000 description 1
- GDVOFICBLNSZHO-TZMCWYRMSA-N CC1=NC(C)=CC=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 Chemical compound CC1=NC(C)=CC=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 GDVOFICBLNSZHO-TZMCWYRMSA-N 0.000 description 1
- UHNRLQRZRNKOKU-UHFFFAOYSA-N CCN(CC1=NC2=C(N1)C1=CC=C(C=C1N=C2N)C1=NNC=C1)C(C)=O Chemical compound CCN(CC1=NC2=C(N1)C1=CC=C(C=C1N=C2N)C1=NNC=C1)C(C)=O UHNRLQRZRNKOKU-UHFFFAOYSA-N 0.000 description 1
- 108010055167 CD59 Antigens Proteins 0.000 description 1
- 102100022002 CD59 glycoprotein Human genes 0.000 description 1
- SCJNYBYSTCRPAO-LXBQGUBHSA-N CN(C)C\C=C\C(=O)NC1=CC=C(N=C1)C(=O)N[C@@]1(C)CCC[C@H](C1)NC1=NC(C2=CNC3=CC=CC=C23)=C(Cl)C=N1 Chemical compound CN(C)C\C=C\C(=O)NC1=CC=C(N=C1)C(=O)N[C@@]1(C)CCC[C@H](C1)NC1=NC(C2=CNC3=CC=CC=C23)=C(Cl)C=N1 SCJNYBYSTCRPAO-LXBQGUBHSA-N 0.000 description 1
- RURUZQJWAFWONE-UHFFFAOYSA-N CN1CC(OCC1)CNC(=O)C=1C2=CC=CC2=CC=1 Chemical compound CN1CC(OCC1)CNC(=O)C=1C2=CC=CC2=CC=1 RURUZQJWAFWONE-UHFFFAOYSA-N 0.000 description 1
- PJLJDIPEPNDMGO-UHFFFAOYSA-N CNC(=O)C1(CC=CC1)NC(=O)C=1C2=CC=CC2=CC1 Chemical compound CNC(=O)C1(CC=CC1)NC(=O)C=1C2=CC=CC2=CC1 PJLJDIPEPNDMGO-UHFFFAOYSA-N 0.000 description 1
- RLYNJBFDOIZVIB-BDJLRTHQSA-N COC1=CC(OC)=CC(NC(=O)C=2C=3C[C@H]4C[C@H]4C=3N(N=2)C=2C(=CC(F)=CC=2)F)=C1 Chemical compound COC1=CC(OC)=CC(NC(=O)C=2C=3C[C@H]4C[C@H]4C=3N(N=2)C=2C(=CC(F)=CC=2)F)=C1 RLYNJBFDOIZVIB-BDJLRTHQSA-N 0.000 description 1
- UHJKRTRQFCTDJM-GWCFXTLKSA-N COC1=CC=C(F)C=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@@H]1C[C@@H]12 Chemical compound COC1=CC=C(F)C=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@@H]1C[C@@H]12 UHJKRTRQFCTDJM-GWCFXTLKSA-N 0.000 description 1
- FUVNXXGORNYCCJ-UHFFFAOYSA-N COC1=CC=CC(=C1OC)CNC(=O)C2=C3C=CC=C3C=C2 Chemical compound COC1=CC=CC(=C1OC)CNC(=O)C2=C3C=CC=C3C=C2 FUVNXXGORNYCCJ-UHFFFAOYSA-N 0.000 description 1
- UTHIQVKUNVMTLR-JQWIXIFHSA-N COC1=CC=CC(NC(=O)C=2C=3C[C@@H]4C[C@@H]4C=3N(N=2)C=2C(=CC(F)=CC=2)F)=N1 Chemical compound COC1=CC=CC(NC(=O)C=2C=3C[C@@H]4C[C@@H]4C=3N(N=2)C=2C(=CC(F)=CC=2)F)=N1 UTHIQVKUNVMTLR-JQWIXIFHSA-N 0.000 description 1
- XZYQYAABRILEER-ZWNOBZJWSA-N COC1=CC=NC(NC(=O)C=2C=3C[C@H]4C[C@H]4C=3N(N=2)C=2C(=CC(F)=CC=2)F)=C1 Chemical compound COC1=CC=NC(NC(=O)C=2C=3C[C@H]4C[C@H]4C=3N(N=2)C=2C(=CC(F)=CC=2)F)=C1 XZYQYAABRILEER-ZWNOBZJWSA-N 0.000 description 1
- DOHSMTAMONHAFY-UHFFFAOYSA-N COC=1C=C(C=CC1)C1(CC1)NC(=O)C=1C2=CC=CC2=CC1 Chemical compound COC=1C=C(C=CC1)C1(CC1)NC(=O)C=1C2=CC=CC2=CC1 DOHSMTAMONHAFY-UHFFFAOYSA-N 0.000 description 1
- PKMUHQIDVVOXHQ-HXUWFJFHSA-N C[C@H](C1=CC(C2=CC=C(CNC3CCCC3)S2)=CC=C1)NC(C1=C(C)C=CC(NC2CNC2)=C1)=O Chemical compound C[C@H](C1=CC(C2=CC=C(CNC3CCCC3)S2)=CC=C1)NC(C1=C(C)C=CC(NC2CNC2)=C1)=O PKMUHQIDVVOXHQ-HXUWFJFHSA-N 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- 241000282465 Canis Species 0.000 description 1
- 229940123158 Cannabinoid CB1 receptor antagonist Drugs 0.000 description 1
- GHOKWGTUZJEAQD-UHFFFAOYSA-N Chick antidermatitis factor Natural products OCC(C)(C)C(O)C(=O)NCCC(O)=O GHOKWGTUZJEAQD-UHFFFAOYSA-N 0.000 description 1
- RAPBNVDSDCTNRC-UHFFFAOYSA-N Chlorobenzilate Chemical compound C=1C=C(Cl)C=CC=1C(O)(C(=O)OCC)C1=CC=C(Cl)C=C1 RAPBNVDSDCTNRC-UHFFFAOYSA-N 0.000 description 1
- XRUDSWUCWJSOMM-TZMCWYRMSA-N ClC1=CC(Cl)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NCC2CCOCC2)=N1 Chemical compound ClC1=CC(Cl)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NCC2CCOCC2)=N1 XRUDSWUCWJSOMM-TZMCWYRMSA-N 0.000 description 1
- HZDGLOOJDGWXTJ-UKRRQHHQSA-N ClC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC2(CCC2)C=2N=CC=CC=2)=N1 Chemical compound ClC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC2(CCC2)C=2N=CC=CC=2)=N1 HZDGLOOJDGWXTJ-UKRRQHHQSA-N 0.000 description 1
- 208000019399 Colonic disease Diseases 0.000 description 1
- 229940126657 Compound 17 Drugs 0.000 description 1
- 229940126639 Compound 33 Drugs 0.000 description 1
- 229940127007 Compound 39 Drugs 0.000 description 1
- 206010011224 Cough Diseases 0.000 description 1
- 206010063057 Cystitis noninfective Diseases 0.000 description 1
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 1
- RGHNJXZEOKUKBD-UHFFFAOYSA-N D-gluconic acid Natural products OCC(O)C(O)C(O)C(O)C(O)=O RGHNJXZEOKUKBD-UHFFFAOYSA-N 0.000 description 1
- SUZLHDUTVMZSEV-UHFFFAOYSA-N Deoxycoleonol Natural products C12C(=O)CC(C)(C=C)OC2(C)C(OC(=O)C)C(O)C2C1(C)C(O)CCC2(C)C SUZLHDUTVMZSEV-UHFFFAOYSA-N 0.000 description 1
- 229920001353 Dextrin Polymers 0.000 description 1
- 239000004375 Dextrin Substances 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
- 208000032131 Diabetic Neuropathies Diseases 0.000 description 1
- 206010012735 Diarrhoea Diseases 0.000 description 1
- 206010061818 Disease progression Diseases 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- MIKSGCUTSPAKBC-CZUORRHYSA-N FC(F)(F)C1=CC=NC(N2C=3[C@@H]4C[C@@H]4CC=3C(C(=O)NC3(CCC3)C=3C=CN=CC=3)=N2)=C1 Chemical compound FC(F)(F)C1=CC=NC(N2C=3[C@@H]4C[C@@H]4CC=3C(C(=O)NC3(CCC3)C=3C=CN=CC=3)=N2)=C1 MIKSGCUTSPAKBC-CZUORRHYSA-N 0.000 description 1
- MPLRNAYZKDYUTL-CZUORRHYSA-N FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC2(CC2)C=2C=CC=CC=2)=N1 Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC2(CC2)C=2C=CC=CC=2)=N1 MPLRNAYZKDYUTL-CZUORRHYSA-N 0.000 description 1
- KVRFRZBMCPWGSW-NVXWUHKLSA-N FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC2(CN3CCOCC3)CCCC2)=N1 Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC2(CN3CCOCC3)CCCC2)=N1 KVRFRZBMCPWGSW-NVXWUHKLSA-N 0.000 description 1
- HAEXUVKAIDVGKX-ZWNOBZJWSA-N FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC2CCOCC2)=N1 Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC2CCOCC2)=N1 HAEXUVKAIDVGKX-ZWNOBZJWSA-N 0.000 description 1
- HNDDVQCNTYPAOL-ZWNOBZJWSA-N FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC2CN(CCC(F)(F)F)C2)=N1 Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC2CN(CCC(F)(F)F)C2)=N1 HNDDVQCNTYPAOL-ZWNOBZJWSA-N 0.000 description 1
- XYCUZDASNMIHME-MWLCHTKSSA-N FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC=2C(=NC=CC=2)Cl)=N1 Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC=2C(=NC=CC=2)Cl)=N1 XYCUZDASNMIHME-MWLCHTKSSA-N 0.000 description 1
- QFPPVDMEDCFUDR-BXKDBHETSA-N FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC=2C=NC(=CC=2)C(F)(F)F)=N1 Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC=2C=NC(=CC=2)C(F)(F)F)=N1 QFPPVDMEDCFUDR-BXKDBHETSA-N 0.000 description 1
- MQWFJHHNSBGMLR-BXKDBHETSA-N FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC=2C=NC(Cl)=CC=2)=N1 Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC=2C=NC(Cl)=CC=2)=N1 MQWFJHHNSBGMLR-BXKDBHETSA-N 0.000 description 1
- SIGJFLSBEOTBIG-BXKDBHETSA-N FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC=2N=CC(Cl)=CC=2)=N1 Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC=2N=CC(Cl)=CC=2)=N1 SIGJFLSBEOTBIG-BXKDBHETSA-N 0.000 description 1
- RCZAONQMHVRDBG-ZYHUDNBSSA-N FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC=2SC3=CC=CC=C3N=2)=N1 Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC=2SC3=CC=CC=C3N=2)=N1 RCZAONQMHVRDBG-ZYHUDNBSSA-N 0.000 description 1
- UDYKHRMJDNNMJN-UKRRQHHQSA-N FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC=2SC=C(N=2)C=2C=CC=CC=2)=N1 Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC=2SC=C(N=2)C=2C=CC=CC=2)=N1 UDYKHRMJDNNMJN-UKRRQHHQSA-N 0.000 description 1
- AJBCQDLFYIRVOJ-GDBMZVCRSA-N FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NCC2(CCC2)C=2N=CC=CC=2)=N1 Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NCC2(CCC2)C=2N=CC=CC=2)=N1 AJBCQDLFYIRVOJ-GDBMZVCRSA-N 0.000 description 1
- DNDYSWJBHUJDIJ-GDBMZVCRSA-N FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NCC2CCN(CCC(F)(F)F)CC2)=N1 Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NCC2CCN(CCC(F)(F)F)CC2)=N1 DNDYSWJBHUJDIJ-GDBMZVCRSA-N 0.000 description 1
- BIMFLDLUJSAALT-TZMCWYRMSA-N FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NCC2CCOCC2)=N1 Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NCC2CCOCC2)=N1 BIMFLDLUJSAALT-TZMCWYRMSA-N 0.000 description 1
- NDNINHJCUNABPY-TZMCWYRMSA-N FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NCC=2C=NC=CC=2)=N1 Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NCC=2C=NC=CC=2)=N1 NDNINHJCUNABPY-TZMCWYRMSA-N 0.000 description 1
- FBPJCARUHBYFAX-RHSMWYFYSA-N FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NCC=2N=C(C=CC=2)N2CCOCC2)=N1 Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NCC=2N=C(C=CC=2)N2CCOCC2)=N1 FBPJCARUHBYFAX-RHSMWYFYSA-N 0.000 description 1
- OCRHUMQVWRPVIX-BXUZGUMPSA-N FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NCC=2N=CC=CC=2)=N1 Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NCC=2N=CC=CC=2)=N1 OCRHUMQVWRPVIX-BXUZGUMPSA-N 0.000 description 1
- SAMXLRNYJTZSSK-UKRRQHHQSA-N FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NCCC=2C(=CC=CC=2)Cl)=N1 Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NCCC=2C(=CC=CC=2)Cl)=N1 SAMXLRNYJTZSSK-UKRRQHHQSA-N 0.000 description 1
- HHIWZPQMACWYOL-TZMCWYRMSA-N FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NCCN2CCOCC2)=N1 Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NCCN2CCOCC2)=N1 HHIWZPQMACWYOL-TZMCWYRMSA-N 0.000 description 1
- MIZBRQGDDOKDTM-RAIGVLPGSA-N FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC[C@@H]2OCCC2)=N1 Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC[C@@H]2OCCC2)=N1 MIZBRQGDDOKDTM-RAIGVLPGSA-N 0.000 description 1
- AQSCQTRQWSGWCJ-NRXGSXMXSA-N FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)N[C@@H]2C3=CC=CC=C3CC2)=N1 Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)N[C@@H]2C3=CC=CC=C3CC2)=N1 AQSCQTRQWSGWCJ-NRXGSXMXSA-N 0.000 description 1
- VISYWNCNHDMPSN-YUSALJHKSA-N FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)N[C@H]2COCC2)=N1 Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)N[C@H]2COCC2)=N1 VISYWNCNHDMPSN-YUSALJHKSA-N 0.000 description 1
- XWSOIIXEHHXWQX-JSGCOSHPSA-N FC1=CC(F)=CC=C1N1C([C@H]2C[C@H]2C2)=C2C(C(=O)NC2(CC2)C=2N=CC=CC=2)=N1 Chemical compound FC1=CC(F)=CC=C1N1C([C@H]2C[C@H]2C2)=C2C(C(=O)NC2(CC2)C=2N=CC=CC=2)=N1 XWSOIIXEHHXWQX-JSGCOSHPSA-N 0.000 description 1
- HAEXUVKAIDVGKX-GWCFXTLKSA-N FC1=CC(F)=CC=C1N1C([C@H]2C[C@H]2C2)=C2C(C(=O)NC2CCOCC2)=N1 Chemical compound FC1=CC(F)=CC=C1N1C([C@H]2C[C@H]2C2)=C2C(C(=O)NC2CCOCC2)=N1 HAEXUVKAIDVGKX-GWCFXTLKSA-N 0.000 description 1
- AZRKJGHTMWFGLI-ONGXEEELSA-N FC1=CC(F)=CC=C1N1C([C@H]2C[C@H]2C2)=C2C(C(=O)NC=2C(=NC=CC=2)F)=N1 Chemical compound FC1=CC(F)=CC=C1N1C([C@H]2C[C@H]2C2)=C2C(C(=O)NC=2C(=NC=CC=2)F)=N1 AZRKJGHTMWFGLI-ONGXEEELSA-N 0.000 description 1
- OCRHUMQVWRPVIX-FZMZJTMJSA-N FC1=CC(F)=CC=C1N1C([C@H]2C[C@H]2C2)=C2C(C(=O)NCC=2N=CC=CC=2)=N1 Chemical compound FC1=CC(F)=CC=C1N1C([C@H]2C[C@H]2C2)=C2C(C(=O)NCC=2N=CC=CC=2)=N1 OCRHUMQVWRPVIX-FZMZJTMJSA-N 0.000 description 1
- 208000001640 Fibromyalgia Diseases 0.000 description 1
- DSLZVSRJTYRBFB-UHFFFAOYSA-N Galactaric acid Natural products OC(=O)C(O)C(O)C(O)C(O)C(O)=O DSLZVSRJTYRBFB-UHFFFAOYSA-N 0.000 description 1
- WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 description 1
- 241000380126 Gymnosteris Species 0.000 description 1
- 206010020772 Hypertension Diseases 0.000 description 1
- 208000001953 Hypotension Diseases 0.000 description 1
- 238000004566 IR spectroscopy Methods 0.000 description 1
- HEFNNWSXXWATRW-UHFFFAOYSA-N Ibuprofen Chemical compound CC(C)CC1=CC=C(C(C)C(O)=O)C=C1 HEFNNWSXXWATRW-UHFFFAOYSA-N 0.000 description 1
- 206010061218 Inflammation Diseases 0.000 description 1
- 238000003109 Karl Fischer titration Methods 0.000 description 1
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 description 1
- 241000186660 Lactobacillus Species 0.000 description 1
- 240000007472 Leucaena leucocephala Species 0.000 description 1
- 235000010643 Leucaena leucocephala Nutrition 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 241000124008 Mammalia Species 0.000 description 1
- 229930195725 Mannitol Natural products 0.000 description 1
- 229920000168 Microcrystalline cellulose Polymers 0.000 description 1
- 241000699670 Mus sp. Species 0.000 description 1
- 208000007101 Muscle Cramp Diseases 0.000 description 1
- 208000008238 Muscle Spasticity Diseases 0.000 description 1
- 208000000112 Myalgia Diseases 0.000 description 1
- 241000187479 Mycobacterium tuberculosis Species 0.000 description 1
- FPUNTYIPMKWKEX-FZMZJTMJSA-N N#CC1=CC(C)=CN=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@@H]1C[C@@H]12 Chemical compound N#CC1=CC(C)=CN=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@@H]1C[C@@H]12 FPUNTYIPMKWKEX-FZMZJTMJSA-N 0.000 description 1
- BRPNUEAMLNGUHS-VTJXTGGHSA-N N([C@@H](C(C)(C)C)C=1N=CC=CC=1)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=CC=N1 Chemical compound N([C@@H](C(C)(C)C)C=1N=CC=CC=1)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=CC=N1 BRPNUEAMLNGUHS-VTJXTGGHSA-N 0.000 description 1
- YDUHVGJHBXDXPZ-AXHNFQJDSA-N N([C@@H](CCO)C=1C=CC(F)=CC=1)C(=O)C(C=1C[C@@H]2C[C@@H]2C=11)=NN1C1=CC=C(F)C=C1F Chemical compound N([C@@H](CCO)C=1C=CC(F)=CC=1)C(=O)C(C=1C[C@@H]2C[C@@H]2C=11)=NN1C1=CC=C(F)C=C1F YDUHVGJHBXDXPZ-AXHNFQJDSA-N 0.000 description 1
- ZYPKXPOYPFQPIM-DWQUBVKVSA-N N([C@@H](CO)C=1C=CC(O)=CC=1)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F Chemical compound N([C@@H](CO)C=1C=CC(O)=CC=1)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F ZYPKXPOYPFQPIM-DWQUBVKVSA-N 0.000 description 1
- XBBRBQCGGXLGGN-SIIHOXLZSA-N N([C@@H](CO)C=1C=CC=CC=1)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F Chemical compound N([C@@H](CO)C=1C=CC=CC=1)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F XBBRBQCGGXLGGN-SIIHOXLZSA-N 0.000 description 1
- ZFXHOJOOJSZFQH-MRRJBJDNSA-N N([C@@H](CO)C=1C=NC=CC=1)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F Chemical compound N([C@@H](CO)C=1C=NC=CC=1)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F ZFXHOJOOJSZFQH-MRRJBJDNSA-N 0.000 description 1
- CSBVNGLMASHMNC-VWLHBSKXSA-N N([C@H](C(C)(C)C)C=1N=CC=CC=1)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(Br)C=N1 Chemical compound N([C@H](C(C)(C)C)C=1N=CC=CC=1)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(Br)C=N1 CSBVNGLMASHMNC-VWLHBSKXSA-N 0.000 description 1
- UZYYPNKZILWXOR-VWLHBSKXSA-N N([C@H](C(C)(C)C)C=1N=CC=CC=1)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(C(F)(F)F)C=N1 Chemical compound N([C@H](C(C)(C)C)C=1N=CC=CC=1)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(C(F)(F)F)C=N1 UZYYPNKZILWXOR-VWLHBSKXSA-N 0.000 description 1
- IOHOFGZUYORVHP-QCPUYCGNSA-N N([C@H](C(C)(C)C)C=1N=CC=CC=1)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F Chemical compound N([C@H](C(C)(C)C)C=1N=CC=CC=1)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F IOHOFGZUYORVHP-QCPUYCGNSA-N 0.000 description 1
- IVZPIRXURQWADB-SUYBPPKGSA-N N([C@H](CO)C1CCOCC1)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F Chemical compound N([C@H](CO)C1CCOCC1)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F IVZPIRXURQWADB-SUYBPPKGSA-N 0.000 description 1
- LJAGKZCCPPDFSX-LSBZLQRGSA-N N([C@H](CO)C=1C=CC=CC=1)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1 Chemical compound N([C@H](CO)C=1C=CC=CC=1)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1 LJAGKZCCPPDFSX-LSBZLQRGSA-N 0.000 description 1
- XBBRBQCGGXLGGN-DDUZABMNSA-N N([C@H](CO)C=1C=CC=CC=1)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F Chemical compound N([C@H](CO)C=1C=CC=CC=1)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F XBBRBQCGGXLGGN-DDUZABMNSA-N 0.000 description 1
- OLTZJUYWKBJXHF-IIDMSEBBSA-N N([C@H](CO)C=1C=CC=CC=1)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=CC=C1F Chemical compound N([C@H](CO)C=1C=CC=CC=1)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=CC=C1F OLTZJUYWKBJXHF-IIDMSEBBSA-N 0.000 description 1
- QSPFHCIWXMCBSV-CJBNDPTMSA-N N([C@H](CO)C=1N=CC=CC=1)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F Chemical compound N([C@H](CO)C=1N=CC=CC=1)C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F QSPFHCIWXMCBSV-CJBNDPTMSA-N 0.000 description 1
- QIXDBAIBKNHZCU-XUQGBBHRSA-N N([C@H]1C2=CC=CC=C2C[C@H]1O)C(=O)C(C=1C[C@@H]2C[C@@H]2C=11)=NN1C1=CC=C(F)C=C1F Chemical compound N([C@H]1C2=CC=CC=C2C[C@H]1O)C(=O)C(C=1C[C@@H]2C[C@@H]2C=11)=NN1C1=CC=C(F)C=C1F QIXDBAIBKNHZCU-XUQGBBHRSA-N 0.000 description 1
- JMKBKBSFRWVYOZ-UHFFFAOYSA-N N-(1,1,1-trifluoro-2-methylpropan-2-yl)pentalene-1-carboxamide Chemical compound FC(C(C)(C)NC(=O)C=1C2=CC=CC2=CC1)(F)F JMKBKBSFRWVYOZ-UHFFFAOYSA-N 0.000 description 1
- KZARTAUJLSAHFW-UHFFFAOYSA-N N-(1,3-dihydroxy-2-methylpropan-2-yl)pentalene-1-carboxamide Chemical compound CC(CO)(CO)NC(=O)C1=C2C=CC=C2C=C1 KZARTAUJLSAHFW-UHFFFAOYSA-N 0.000 description 1
- IRODTDQBZAWAGM-UHFFFAOYSA-N N-(1-phenylcyclopropyl)pentalene-1-carboxamide Chemical compound C1(=CC=CC=C1)C1(CC1)NC(=O)C=1C2=CC=CC2=CC=1 IRODTDQBZAWAGM-UHFFFAOYSA-N 0.000 description 1
- FDMFYSFBCQHLRM-UHFFFAOYSA-N N-(1-pyridin-2-ylcyclobutyl)-8,9-diazatricyclo[4.3.0.02,4]nona-4,6-diene-7-carboxamide Chemical compound N1=C(C=CC=C1)C1(CCC1)NC(=O)C1=C2C=C3C(C2NN1)C3 FDMFYSFBCQHLRM-UHFFFAOYSA-N 0.000 description 1
- RPALFGKRYDYNOF-UHFFFAOYSA-N N-(1-pyridin-2-ylcyclobutyl)pentalene-1-carboxamide Chemical compound N1=C(C=CC=C1)C1(CCC1)NC(=O)C=1C2=CC=CC2=CC=1 RPALFGKRYDYNOF-UHFFFAOYSA-N 0.000 description 1
- UCZXPBUVUHMZPR-UHFFFAOYSA-N N-(2,6-dimethylpiperidin-1-yl)pentalene-1-carboxamide Chemical compound CC1N(C(CCC1)C)NC(=O)C=1C2=CC=CC2=CC=1 UCZXPBUVUHMZPR-UHFFFAOYSA-N 0.000 description 1
- YKTGLLPJMKAEPU-UHFFFAOYSA-N N-(5-tert-butyl-1,2-oxazol-3-yl)pentalene-1-carboxamide Chemical compound C(C)(C)(C)C1=CC(=NO1)NC(=O)C=1C2=CC=CC2=CC1 YKTGLLPJMKAEPU-UHFFFAOYSA-N 0.000 description 1
- KFJAVECXQPXQQL-UHFFFAOYSA-N N-(oxan-4-ylmethyl)-8,9-diazatricyclo[4.3.0.02,4]nona-4,6-diene-7-carboxamide Chemical compound O1CCC(CC1)CNC(=O)C1=C2C=C3C(C2NN1)C3 KFJAVECXQPXQQL-UHFFFAOYSA-N 0.000 description 1
- LVDRREOUMKACNJ-BKMJKUGQSA-N N-[(2R,3S)-2-(4-chlorophenyl)-1-(1,4-dimethyl-2-oxoquinolin-7-yl)-6-oxopiperidin-3-yl]-2-methylpropane-1-sulfonamide Chemical compound CC(C)CS(=O)(=O)N[C@H]1CCC(=O)N([C@@H]1c1ccc(Cl)cc1)c1ccc2c(C)cc(=O)n(C)c2c1 LVDRREOUMKACNJ-BKMJKUGQSA-N 0.000 description 1
- CHNOELSTJXLCPM-UHFFFAOYSA-N N-[1-(fluoromethyl)cyclobutyl]pentalene-1-carboxamide Chemical compound FCC1(CCC1)NC(=O)C=1C2=CC=CC2=CC1 CHNOELSTJXLCPM-UHFFFAOYSA-N 0.000 description 1
- LIMFPAAAIVQRRD-BCGVJQADSA-N N-[2-[(3S,4R)-3-fluoro-4-methoxypiperidin-1-yl]pyrimidin-4-yl]-8-[(2R,3S)-2-methyl-3-(methylsulfonylmethyl)azetidin-1-yl]-5-propan-2-ylisoquinolin-3-amine Chemical compound F[C@H]1CN(CC[C@H]1OC)C1=NC=CC(=N1)NC=1N=CC2=C(C=CC(=C2C=1)C(C)C)N1[C@@H]([C@H](C1)CS(=O)(=O)C)C LIMFPAAAIVQRRD-BCGVJQADSA-N 0.000 description 1
- CLCTZVRHDOAUGJ-UHFFFAOYSA-N N-[4-(3-chloro-4-cyanophenoxy)cyclohexyl]-6-[4-[[4-[2-(2,6-dioxopiperidin-3-yl)-6-fluoro-1,3-dioxoisoindol-5-yl]piperazin-1-yl]methyl]piperidin-1-yl]pyridazine-3-carboxamide Chemical compound FC1=CC2=C(C=C1N1CCN(CC3CCN(CC3)C3=CC=C(N=N3)C(=O)NC3CCC(CC3)OC3=CC(Cl)=C(C=C3)C#N)CC1)C(=O)N(C1CCC(=O)NC1=O)C2=O CLCTZVRHDOAUGJ-UHFFFAOYSA-N 0.000 description 1
- AVYVHIKSFXVDBG-UHFFFAOYSA-N N-benzyl-N-hydroxy-2,2-dimethylbutanamide Chemical compound C(C1=CC=CC=C1)N(C(C(CC)(C)C)=O)O AVYVHIKSFXVDBG-UHFFFAOYSA-N 0.000 description 1
- POFVJRKJJBFPII-UHFFFAOYSA-N N-cyclopentyl-5-[2-[[5-[(4-ethylpiperazin-1-yl)methyl]pyridin-2-yl]amino]-5-fluoropyrimidin-4-yl]-4-methyl-1,3-thiazol-2-amine Chemical compound C1(CCCC1)NC=1SC(=C(N=1)C)C1=NC(=NC=C1F)NC1=NC=C(C=C1)CN1CCN(CC1)CC POFVJRKJJBFPII-UHFFFAOYSA-N 0.000 description 1
- OGBKNNTURLXCDG-UHFFFAOYSA-N N-tert-butyl-8,9-diazatricyclo[4.3.0.02,4]nona-4,6-diene-7-carboxamide Chemical compound C(C)(C)(C)NC(=O)C1=C2C=C3C(C2NN1)C3 OGBKNNTURLXCDG-UHFFFAOYSA-N 0.000 description 1
- OPFJDXRVMFKJJO-ZHHKINOHSA-N N-{[3-(2-benzamido-4-methyl-1,3-thiazol-5-yl)-pyrazol-5-yl]carbonyl}-G-dR-G-dD-dD-dD-NH2 Chemical compound S1C(C=2NN=C(C=2)C(=O)NCC(=O)N[C@H](CCCN=C(N)N)C(=O)NCC(=O)N[C@H](CC(O)=O)C(=O)N[C@H](CC(O)=O)C(=O)N[C@H](CC(O)=O)C(N)=O)=C(C)N=C1NC(=O)C1=CC=CC=C1 OPFJDXRVMFKJJO-ZHHKINOHSA-N 0.000 description 1
- JNDWMGRDLNRQDJ-OAHLLOKOSA-N N1(CCC1)C(=O)[C@H](C(C)(C)C)NC(=O)C=1C2=CC=CC2=CC=1 Chemical compound N1(CCC1)C(=O)[C@H](C(C)(C)C)NC(=O)C=1C2=CC=CC2=CC=1 JNDWMGRDLNRQDJ-OAHLLOKOSA-N 0.000 description 1
- PJQHDDPHQGVDGP-TZMCWYRMSA-N N1=CC(Br)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NCC2CCOCC2)=N1 Chemical compound N1=CC(Br)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NCC2CCOCC2)=N1 PJQHDDPHQGVDGP-TZMCWYRMSA-N 0.000 description 1
- LWEYXHDZELNHDB-TZMCWYRMSA-N N1=CC(C(F)(F)F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NCC2CCOCC2)=N1 Chemical compound N1=CC(C(F)(F)F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NCC2CCOCC2)=N1 LWEYXHDZELNHDB-TZMCWYRMSA-N 0.000 description 1
- FZBXRIOVPYGOJA-AAEUAGOBSA-N N1=CC(CO)=CC=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@@H]1C[C@@H]12 Chemical compound N1=CC(CO)=CC=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@@H]1C[C@@H]12 FZBXRIOVPYGOJA-AAEUAGOBSA-N 0.000 description 1
- RYSWSUTYNPRWMT-CZUORRHYSA-N N1=CC(Cl)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC2(CCC2)C=2C=CN=CC=2)=N1 Chemical compound N1=CC(Cl)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)NC2(CCC2)C=2C=CN=CC=2)=N1 RYSWSUTYNPRWMT-CZUORRHYSA-N 0.000 description 1
- OOOGJNOWYKLMLN-BBRMVZONSA-N N1=CC(Cl)=CC=C1N1C([C@H]2C[C@H]2C2)=C2C(C(=O)NC2(CC2)C=2C=CC=CC=2)=N1 Chemical compound N1=CC(Cl)=CC=C1N1C([C@H]2C[C@H]2C2)=C2C(C(=O)NC2(CC2)C=2C=CC=CC=2)=N1 OOOGJNOWYKLMLN-BBRMVZONSA-N 0.000 description 1
- IBZMPBKAVOZIET-CABZTGNLSA-N N1=CC(F)=CC=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@@H]1C[C@@H]12 Chemical compound N1=CC(F)=CC=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@@H]1C[C@@H]12 IBZMPBKAVOZIET-CABZTGNLSA-N 0.000 description 1
- CMWTZPSULFXXJA-UHFFFAOYSA-N Naproxen Natural products C1=C(C(C)C(O)=O)C=CC2=CC(OC)=CC=C21 CMWTZPSULFXXJA-UHFFFAOYSA-N 0.000 description 1
- 206010065673 Nephritic syndrome Diseases 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- 208000001294 Nociceptive Pain Diseases 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- KVEBXTUFAUFNRH-ZIAGYGMSSA-N O1C(C)=NC(C2(CCCCC2)NC(=O)C=2C=3C[C@H]4C[C@H]4C=3N(N=2)C=2N=CC=NC=2)=N1 Chemical compound O1C(C)=NC(C2(CCCCC2)NC(=O)C=2C=3C[C@H]4C[C@H]4C=3N(N=2)C=2N=CC=NC=2)=N1 KVEBXTUFAUFNRH-ZIAGYGMSSA-N 0.000 description 1
- ZPKNBAYYYJABOS-ONGXEEELSA-N OC1=CN=CC=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@@H]1C[C@@H]12 Chemical compound OC1=CN=CC=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@@H]1C[C@@H]12 ZPKNBAYYYJABOS-ONGXEEELSA-N 0.000 description 1
- YXXWYGXZBGQLPN-UHFFFAOYSA-N OCC1(CC1)NC(=O)C=1C2=CC=CC2=CC1 Chemical compound OCC1(CC1)NC(=O)C=1C2=CC=CC2=CC1 YXXWYGXZBGQLPN-UHFFFAOYSA-N 0.000 description 1
- MQUIBBLTULLZMH-ZWNOBZJWSA-N OCC1=CN=CC=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 Chemical compound OCC1=CN=CC=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 MQUIBBLTULLZMH-ZWNOBZJWSA-N 0.000 description 1
- FVEBLLWVUGSGBP-ZFJBIHNASA-N O[C@@H]1CCC[C@@H]1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 Chemical compound O[C@@H]1CCC[C@@H]1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 FVEBLLWVUGSGBP-ZFJBIHNASA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 206010033128 Ovarian cancer Diseases 0.000 description 1
- 206010061535 Ovarian neoplasm Diseases 0.000 description 1
- 208000000114 Pain Threshold Diseases 0.000 description 1
- 229920002565 Polyethylene Glycol 400 Polymers 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 229920000153 Povidone-iodine Polymers 0.000 description 1
- 239000004820 Pressure-sensitive adhesive Substances 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- IWYDHOAUDWTVEP-UHFFFAOYSA-N R-2-phenyl-2-hydroxyacetic acid Natural products OC(=O)C(O)C1=CC=CC=C1 IWYDHOAUDWTVEP-UHFFFAOYSA-N 0.000 description 1
- 206010062237 Renal impairment Diseases 0.000 description 1
- 208000004756 Respiratory Insufficiency Diseases 0.000 description 1
- 206010038678 Respiratory depression Diseases 0.000 description 1
- CTMMOYAKKHUKHT-MWLCHTKSSA-N S1C(C)=CN=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 Chemical compound S1C(C)=CN=C1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 CTMMOYAKKHUKHT-MWLCHTKSSA-N 0.000 description 1
- 208000008765 Sciatica Diseases 0.000 description 1
- 206010039710 Scleroderma Diseases 0.000 description 1
- PNUZDKCDAWUEGK-CYZMBNFOSA-N Sitafloxacin Chemical compound C([C@H]1N)N(C=2C(=C3C(C(C(C(O)=O)=CN3[C@H]3[C@H](C3)F)=O)=CC=2F)Cl)CC11CC1 PNUZDKCDAWUEGK-CYZMBNFOSA-N 0.000 description 1
- 208000032140 Sleepiness Diseases 0.000 description 1
- 206010041349 Somnolence Diseases 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- 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 1
- 208000002847 Surgical Wound Diseases 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
- NBQCNZYJJMBDKY-UHFFFAOYSA-N Terbacil Chemical compound CC=1NC(=O)N(C(C)(C)C)C(=O)C=1Cl NBQCNZYJJMBDKY-UHFFFAOYSA-N 0.000 description 1
- 229920001615 Tragacanth Polymers 0.000 description 1
- QHMBSVQNZZTUGM-UHFFFAOYSA-N Trans-Cannabidiol Natural products OC1=CC(CCCCC)=CC(O)=C1C1C(C(C)=C)CCC(C)=C1 QHMBSVQNZZTUGM-UHFFFAOYSA-N 0.000 description 1
- 229940123445 Tricyclic antidepressant Drugs 0.000 description 1
- 239000007983 Tris buffer Substances 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- LJOOWESTVASNOG-UFJKPHDISA-N [(1s,3r,4ar,7s,8s,8as)-3-hydroxy-8-[2-[(4r)-4-hydroxy-6-oxooxan-2-yl]ethyl]-7-methyl-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-yl] (2s)-2-methylbutanoate Chemical compound C([C@H]1[C@@H](C)C=C[C@H]2C[C@@H](O)C[C@@H]([C@H]12)OC(=O)[C@@H](C)CC)CC1C[C@@H](O)CC(=O)O1 LJOOWESTVASNOG-UFJKPHDISA-N 0.000 description 1
- SPXSEZMVRJLHQG-XMMPIXPASA-N [(2R)-1-[[4-[(3-phenylmethoxyphenoxy)methyl]phenyl]methyl]pyrrolidin-2-yl]methanol Chemical compound C(C1=CC=CC=C1)OC=1C=C(OCC2=CC=C(CN3[C@H](CCC3)CO)C=C2)C=CC=1 SPXSEZMVRJLHQG-XMMPIXPASA-N 0.000 description 1
- IZWKCMCPNIFDQC-GDBMZVCRSA-N [(2R,4R)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-dien-7-yl]-(1,3-dihydroisoindol-2-yl)methanone Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)N2CC3=CC=CC=C3C2)=N1 IZWKCMCPNIFDQC-GDBMZVCRSA-N 0.000 description 1
- HOWLPQHTLGXVPH-IUODEOHRSA-N [(2R,4R)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-dien-7-yl]-(1,3-dihydropyrrolo[3,4-c]pyridin-2-yl)methanone Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)N2CC3=CN=CC=C3C2)=N1 HOWLPQHTLGXVPH-IUODEOHRSA-N 0.000 description 1
- OGRGXYLQMHNKGO-RJPUVWTNSA-N [(2R,4R)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-dien-7-yl]-(2-methyl-3,4-dihydro-2H-quinolin-1-yl)methanone Chemical compound CC1CCC2=CC=CC=C2N1C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F OGRGXYLQMHNKGO-RJPUVWTNSA-N 0.000 description 1
- GFMHZBWOZDNDOL-PJVSSZTGSA-N [(2R,4R)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-dien-7-yl]-(2-pyridin-2-ylthiomorpholin-4-yl)methanone Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)N2CC(SCC2)C=2N=CC=CC=2)=N1 GFMHZBWOZDNDOL-PJVSSZTGSA-N 0.000 description 1
- YFGXYKXSYJUMBY-ZYHUDNBSSA-N [(2R,4R)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-dien-7-yl]-(3,4,6,7-tetrahydroimidazo[4,5-c]pyridin-5-yl)methanone Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)N2CC=3N=CNC=3CC2)=N1 YFGXYKXSYJUMBY-ZYHUDNBSSA-N 0.000 description 1
- SDFPQIOLEDGFPM-NVXWUHKLSA-N [(2R,4R)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-dien-7-yl]-(3,4-dihydro-1H-isoquinolin-2-yl)methanone Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)N2CC3=CC=CC=C3CC2)=N1 SDFPQIOLEDGFPM-NVXWUHKLSA-N 0.000 description 1
- DNVZBWRGOHZXFM-IAQYHMDHSA-N [(2R,4R)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-dien-7-yl]-(3-hydroxy-7,8-dihydro-5H-1,6-naphthyridin-6-yl)methanone Chemical compound C1C2=CC(O)=CN=C2CCN1C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F DNVZBWRGOHZXFM-IAQYHMDHSA-N 0.000 description 1
- ALAQFPFTSURIOL-SJMSNRFBSA-N [(2R,4R)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-dien-7-yl]-(3-hydroxypiperidin-1-yl)methanone Chemical compound C1C(O)CCCN1C(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 ALAQFPFTSURIOL-SJMSNRFBSA-N 0.000 description 1
- XKHKTXNRNWLACI-IGLHTZBQSA-N [(2R,4R)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-dien-7-yl]-(3-pyridin-2-ylpyrrolidin-1-yl)methanone Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)N2CC(CC2)C=2N=CC=CC=2)=N1 XKHKTXNRNWLACI-IGLHTZBQSA-N 0.000 description 1
- MJWAVOLWBYNINY-HOSQGPGDSA-N [(2R,4R)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-dien-7-yl]-(3-pyridin-3-ylpyrrolidin-1-yl)methanone Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)N2CC(CC2)C=2C=NC=CC=2)=N1 MJWAVOLWBYNINY-HOSQGPGDSA-N 0.000 description 1
- PHSFFZSJFJXRMH-HOSQGPGDSA-N [(2R,4R)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-dien-7-yl]-(3-pyridin-4-ylpyrrolidin-1-yl)methanone Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)N2CC(CC2)C=2C=CN=CC=2)=N1 PHSFFZSJFJXRMH-HOSQGPGDSA-N 0.000 description 1
- VBONECGEMIQGFM-ZWNOBZJWSA-N [(2R,4R)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-dien-7-yl]-(4-hydroxypiperidin-1-yl)methanone Chemical compound C1CC(O)CCN1C(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 VBONECGEMIQGFM-ZWNOBZJWSA-N 0.000 description 1
- IAWRCZXIVVCVEJ-IUODEOHRSA-N [(2R,4R)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-dien-7-yl]-(4-methoxy-2,3-dihydroindol-1-yl)methanone Chemical compound C1CC=2C(OC)=CC=CC=2N1C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F IAWRCZXIVVCVEJ-IUODEOHRSA-N 0.000 description 1
- YOKCTGCMCSKOTC-RHSMWYFYSA-N [(2R,4R)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-dien-7-yl]-(4-morpholin-4-ylpiperidin-1-yl)methanone Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)N2CCC(CC2)N2CCOCC2)=N1 YOKCTGCMCSKOTC-RHSMWYFYSA-N 0.000 description 1
- WYOLIYFJYUNWEX-RHSMWYFYSA-N [(2R,4R)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-dien-7-yl]-(4-pyridin-2-yloxypiperidin-1-yl)methanone Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)N2CCC(CC2)OC=2N=CC=CC=2)=N1 WYOLIYFJYUNWEX-RHSMWYFYSA-N 0.000 description 1
- OHHWPNKBDRTCQW-TZMCWYRMSA-N [(2R,4R)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-dien-7-yl]-(5,7-dihydropyrrolo[3,4-b]pyridin-6-yl)methanone Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)N2CC3=NC=CC=C3C2)=N1 OHHWPNKBDRTCQW-TZMCWYRMSA-N 0.000 description 1
- WRANBANEPXFXPQ-MLGOLLRUSA-N [(2R,4R)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-dien-7-yl]-(5-fluoro-1,3-dihydroisoindol-2-yl)methanone Chemical compound C1C2=CC(F)=CC=C2CN1C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F WRANBANEPXFXPQ-MLGOLLRUSA-N 0.000 description 1
- FYWOLBCEGQWARX-CRAIPNDOSA-N [(2R,4R)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-dien-7-yl]-(6-methoxy-3,4-dihydro-1H-isoquinolin-2-yl)methanone Chemical compound C1CC2=CC(OC)=CC=C2CN1C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F FYWOLBCEGQWARX-CRAIPNDOSA-N 0.000 description 1
- IVMZSUJVOWXCMP-RDTXWAMCSA-N [(2R,4R)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-dien-7-yl]-(7-methoxy-3,4-dihydro-1H-isoquinolin-2-yl)methanone Chemical compound C1C2=CC(OC)=CC=C2CCN1C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F IVMZSUJVOWXCMP-RDTXWAMCSA-N 0.000 description 1
- XDJHILAPMAUZCU-GDBMZVCRSA-N [(2R,4R)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-dien-7-yl]-(7-methyl-3,4-dihydro-2H-1,8-naphthyridin-1-yl)methanone Chemical compound C12=NC(C)=CC=C2CCCN1C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F XDJHILAPMAUZCU-GDBMZVCRSA-N 0.000 description 1
- CAJJGZUXRJDVSM-FVQBIDKESA-N [(2R,4R)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-dien-7-yl]-[(2R)-2-(hydroxymethyl)-2,3-dihydroindol-1-yl]methanone Chemical compound C([C@@H]1CO)C2=CC=CC=C2N1C(=O)C(C=1C[C@H]2C[C@H]2C=11)=NN1C1=CC=C(F)C=C1F CAJJGZUXRJDVSM-FVQBIDKESA-N 0.000 description 1
- OLPWPEDQKJCFJX-RAIGVLPGSA-N [(2R,4R)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-dien-7-yl]-[(2R)-2-(hydroxymethyl)pyrrolidin-1-yl]methanone Chemical compound OC[C@H]1CCCN1C(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 OLPWPEDQKJCFJX-RAIGVLPGSA-N 0.000 description 1
- OLPWPEDQKJCFJX-KGYLQXTDSA-N [(2R,4R)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-dien-7-yl]-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]methanone Chemical compound OC[C@@H]1CCCN1C(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 OLPWPEDQKJCFJX-KGYLQXTDSA-N 0.000 description 1
- VSQAWEIRGUANDK-MDYRTPRTSA-N [(2R,4R)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-dien-7-yl]-[(2S)-2-phenylpyrrolidin-1-yl]methanone Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)N2[C@@H](CCC2)C=2C=CC=CC=2)=N1 VSQAWEIRGUANDK-MDYRTPRTSA-N 0.000 description 1
- KNITZLGVPCGQPG-ADEWGFFLSA-N [(2R,4R)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-dien-7-yl]-[(3S)-3-hydroxypyrrolidin-1-yl]methanone Chemical compound C1[C@@H](O)CCN1C(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 KNITZLGVPCGQPG-ADEWGFFLSA-N 0.000 description 1
- USMDJMFWRKFBCF-MWLCHTKSSA-N [(2R,4R)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-dien-7-yl]-[3-(trifluoromethyl)-6,8-dihydro-5H-[1,2,4]triazolo[4,3-a]pyrazin-7-yl]methanone Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)N2CC=3N(C(=NN=3)C(F)(F)F)CC2)=N1 USMDJMFWRKFBCF-MWLCHTKSSA-N 0.000 description 1
- JDESAWMCRIGTPG-GDBMZVCRSA-N [(2R,4R)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-dien-7-yl]-[4-(3-methoxypyridin-2-yl)piperazin-1-yl]methanone Chemical compound COC1=CC=CN=C1N1CCN(C(=O)C=2C=3C[C@H]4C[C@H]4C=3N(N=2)C=2C(=CC(F)=CC=2)F)CC1 JDESAWMCRIGTPG-GDBMZVCRSA-N 0.000 description 1
- YGWRBIKGPWKKCV-NVXWUHKLSA-N [(2R,4R)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-dien-7-yl]-[4-(4,6-dimethylpyrimidin-2-yl)piperazin-1-yl]methanone Chemical compound CC1=CC(C)=NC(N2CCN(CC2)C(=O)C=2C=3C[C@H]4C[C@H]4C=3N(N=2)C=2C(=CC(F)=CC=2)F)=N1 YGWRBIKGPWKKCV-NVXWUHKLSA-N 0.000 description 1
- NQJOJDHMZDBNSY-ZYHUDNBSSA-N [(2R,4R)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-dien-7-yl]-morpholin-4-ylmethanone Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)N2CCOCC2)=N1 NQJOJDHMZDBNSY-ZYHUDNBSSA-N 0.000 description 1
- TVSGWBNMBQEKCS-CIWUYKSXSA-N [(2S)-2-(oxan-4-yl)-2-[[(2R,4R)-9-pyrazin-2-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carbonyl]amino]ethyl] (2S)-2-amino-3-methylbutanoate Chemical compound N1=C(C=NC=C1)N1N=C(C=2C[C@@H]3[C@H](C12)C3)C(=O)N[C@H](COC([C@H](C(C)C)N)=O)C3CCOCC3 TVSGWBNMBQEKCS-CIWUYKSXSA-N 0.000 description 1
- DRBWRJPFNOBNIO-KOLCDFICSA-N [(2r)-1-[(2r)-2-(pyridine-4-carbonylamino)propanoyl]pyrrolidin-2-yl]boronic acid Chemical compound N([C@H](C)C(=O)N1[C@@H](CCC1)B(O)O)C(=O)C1=CC=NC=C1 DRBWRJPFNOBNIO-KOLCDFICSA-N 0.000 description 1
- LNUFLCYMSVYYNW-ZPJMAFJPSA-N [(2r,3r,4s,5r,6r)-2-[(2r,3r,4s,5r,6r)-6-[(2r,3r,4s,5r,6r)-6-[(2r,3r,4s,5r,6r)-6-[[(3s,5s,8r,9s,10s,13r,14s,17r)-10,13-dimethyl-17-[(2r)-6-methylheptan-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1h-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-disulfo Chemical compound O([C@@H]1[C@@H](COS(O)(=O)=O)O[C@@H]([C@@H]([C@H]1OS(O)(=O)=O)OS(O)(=O)=O)O[C@@H]1[C@@H](COS(O)(=O)=O)O[C@@H]([C@@H]([C@H]1OS(O)(=O)=O)OS(O)(=O)=O)O[C@@H]1[C@@H](COS(O)(=O)=O)O[C@H]([C@@H]([C@H]1OS(O)(=O)=O)OS(O)(=O)=O)O[C@@H]1C[C@@H]2CC[C@H]3[C@@H]4CC[C@@H]([C@]4(CC[C@@H]3[C@@]2(C)CC1)C)[C@H](C)CCCC(C)C)[C@H]1O[C@H](COS(O)(=O)=O)[C@@H](OS(O)(=O)=O)[C@H](OS(O)(=O)=O)[C@H]1OS(O)(=O)=O LNUFLCYMSVYYNW-ZPJMAFJPSA-N 0.000 description 1
- YGPZYYDTPXVBRA-RTDBHSBRSA-N [(2r,3s,4r,5r,6s)-2-[[(2r,3r,4r,5s,6r)-3-[[(3r)-3-dodecanoyloxytetradecanoyl]amino]-6-(hydroxymethyl)-5-phosphonooxy-4-[(3r)-3-tetradecanoyloxytetradecanoyl]oxyoxan-2-yl]oxymethyl]-3,6-dihydroxy-5-[[(3r)-3-hydroxytetradecanoyl]amino]oxan-4-yl] (3r)-3-hydr Chemical compound O1[C@H](CO)[C@@H](OP(O)(O)=O)[C@H](OC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)[C@@H](NC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)[C@@H]1OC[C@@H]1[C@@H](O)[C@H](OC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H](NC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H](O)O1 YGPZYYDTPXVBRA-RTDBHSBRSA-N 0.000 description 1
- PSLUFJFHTBIXMW-WYEYVKMPSA-N [(3r,4ar,5s,6s,6as,10s,10ar,10bs)-3-ethenyl-10,10b-dihydroxy-3,4a,7,7,10a-pentamethyl-1-oxo-6-(2-pyridin-2-ylethylcarbamoyloxy)-5,6,6a,8,9,10-hexahydro-2h-benzo[f]chromen-5-yl] acetate Chemical compound O([C@@H]1[C@@H]([C@]2(O[C@](C)(CC(=O)[C@]2(O)[C@@]2(C)[C@@H](O)CCC(C)(C)[C@@H]21)C=C)C)OC(=O)C)C(=O)NCCC1=CC=CC=N1 PSLUFJFHTBIXMW-WYEYVKMPSA-N 0.000 description 1
- LIGWEVMLGMQDJK-BPLDGKMQSA-N [(8aR)-3,4,6,7,8,8a-hexahydro-1H-pyrrolo[1,2-a]pyrazin-2-yl]-[(2R,4R)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-dien-7-yl]methanone Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)N2C[C@H]3CCCN3CC2)=N1 LIGWEVMLGMQDJK-BPLDGKMQSA-N 0.000 description 1
- LIGWEVMLGMQDJK-VHDGCEQUSA-N [(8aS)-3,4,6,7,8,8a-hexahydro-1H-pyrrolo[1,2-a]pyrazin-2-yl]-[(2R,4R)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-dien-7-yl]methanone Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)N2C[C@@H]3CCCN3CC2)=N1 LIGWEVMLGMQDJK-VHDGCEQUSA-N 0.000 description 1
- LILRTOUIMPKXAP-CEQIKUNHSA-N [2-[[(2R,4R)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carbonyl]amino]-2-methylpropyl] (2S)-3-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoate Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(C)COC(=O)[C@@H](NC(=O)OC(C)(C)C)C(C)C)=NN2C1=CC=C(F)C=C1F LILRTOUIMPKXAP-CEQIKUNHSA-N 0.000 description 1
- QBTFOKBTTWZVHL-VXGBXAGGSA-N [2-[[(2R,4R)-9-(4-cyanopyridin-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carbonyl]amino]-2-methylpropyl] dihydrogen phosphate Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(COP(O)(O)=O)C)=NN2C1=CC(C#N)=CC=N1 QBTFOKBTTWZVHL-VXGBXAGGSA-N 0.000 description 1
- JVQYWHGODHSTAM-UHFFFAOYSA-N [3-chloro-5-(trifluoromethyl)pyridin-2-yl]methanamine Chemical compound NCC1=NC=C(C(F)(F)F)C=C1Cl JVQYWHGODHSTAM-UHFFFAOYSA-N 0.000 description 1
- FTEDHHDMMAQNRR-IEBWSBKVSA-N [4-(cyclohexylmethyl)piperazin-1-yl]-[(2R,4R)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-dien-7-yl]methanone Chemical compound FC1=CC(F)=CC=C1N1C([C@@H]2C[C@@H]2C2)=C2C(C(=O)N2CCN(CC3CCCCC3)CC2)=N1 FTEDHHDMMAQNRR-IEBWSBKVSA-N 0.000 description 1
- 210000003489 abdominal muscle Anatomy 0.000 description 1
- 210000003815 abdominal wall Anatomy 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- QBYJBZPUGVGKQQ-SJJAEHHWSA-N aldrin Chemical compound C1[C@H]2C=C[C@@H]1[C@H]1[C@@](C3(Cl)Cl)(Cl)C(Cl)=C(Cl)[C@@]3(Cl)[C@H]12 QBYJBZPUGVGKQQ-SJJAEHHWSA-N 0.000 description 1
- LFVVNPBBFUSSHL-UHFFFAOYSA-N alexidine Chemical compound CCCCC(CC)CNC(=N)NC(=N)NCCCCCCNC(=N)NC(=N)NCC(CC)CCCC LFVVNPBBFUSSHL-UHFFFAOYSA-N 0.000 description 1
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 239000003708 ampul Substances 0.000 description 1
- 230000036592 analgesia Effects 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- LGEQQWMQCRIYKG-DOFZRALJSA-N anandamide Chemical compound CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)NCCO LGEQQWMQCRIYKG-DOFZRALJSA-N 0.000 description 1
- 230000003178 anti-diabetic effect Effects 0.000 description 1
- 230000003502 anti-nociceptive effect Effects 0.000 description 1
- 239000003080 antimitotic agent Substances 0.000 description 1
- 239000013011 aqueous formulation Substances 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 239000008135 aqueous vehicle Substances 0.000 description 1
- LGEQQWMQCRIYKG-UHFFFAOYSA-N arachidonic acid ethanolamide Natural products CCCCCC=CCC=CCC=CCC=CCCCC(=O)NCCO LGEQQWMQCRIYKG-UHFFFAOYSA-N 0.000 description 1
- SCJNCDSAIRBRIA-DOFZRALJSA-N arachidonyl-2'-chloroethylamide Chemical compound CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)NCCCl SCJNCDSAIRBRIA-DOFZRALJSA-N 0.000 description 1
- 230000006793 arrhythmia Effects 0.000 description 1
- 206010003119 arrhythmia Diseases 0.000 description 1
- 210000001188 articular cartilage Anatomy 0.000 description 1
- 235000021311 artificial sweeteners Nutrition 0.000 description 1
- 238000003149 assay kit Methods 0.000 description 1
- XRWSZZJLZRKHHD-WVWIJVSJSA-N asunaprevir Chemical compound O=C([C@@H]1C[C@H](CN1C(=O)[C@@H](NC(=O)OC(C)(C)C)C(C)(C)C)OC1=NC=C(C2=CC=C(Cl)C=C21)OC)N[C@]1(C(=O)NS(=O)(=O)C2CC2)C[C@H]1C=C XRWSZZJLZRKHHD-WVWIJVSJSA-N 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 230000002238 attenuated effect Effects 0.000 description 1
- OTKPPUXRIADSGD-PPRNARJGSA-N avoparcina Chemical compound O([C@@H]1C2=CC=C(C(=C2)Cl)OC=2C=C3C=C(C=2O[C@H]2C([C@@H](O)[C@H](O)[C@@H](CO)O2)O[C@@H]2O[C@@H](C)[C@H](O)[C@H](N)C2)OC2=CC=C(C=C2)[C@@H](O)[C@H](C(N[C@H](C(=O)N[C@H]3C(=O)N[C@H]2C(=O)N[C@@H]1C(N[C@@H](C1=CC(O)=CC(O)=C1C=1C(O)=CC=C2C=1)C(O)=O)=O)C=1C=CC(O)=CC=1)=O)NC(=O)[C@H](NC)C=1C=CC(O[C@H]2[C@@H]([C@H](O)[C@@H](O)[C@H](C)O2)O)=CC=1)[C@H]1C[C@@H](N)[C@@H](O)[C@H](C)O1 OTKPPUXRIADSGD-PPRNARJGSA-N 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 1
- 229940092714 benzenesulfonic acid Drugs 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 229960004365 benzoic acid Drugs 0.000 description 1
- 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 1
- 102000005936 beta-Galactosidase Human genes 0.000 description 1
- 230000036983 biotransformation Effects 0.000 description 1
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 1
- YWCASUPWYFFUHE-UHFFFAOYSA-N bis(3-methylsulfonyloxypropyl)azanium;chloride Chemical compound [Cl-].CS(=O)(=O)OCCC[NH2+]CCCOS(C)(=O)=O YWCASUPWYFFUHE-UHFFFAOYSA-N 0.000 description 1
- 230000000740 bleeding effect Effects 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 230000008499 blood brain barrier function Effects 0.000 description 1
- 210000001218 blood-brain barrier Anatomy 0.000 description 1
- 238000009529 body temperature measurement Methods 0.000 description 1
- 210000000988 bone and bone 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
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 229950011318 cannabidiol Drugs 0.000 description 1
- QHMBSVQNZZTUGM-ZWKOTPCHSA-N cannabidiol Chemical compound OC1=CC(CCCCC)=CC(O)=C1[C@H]1[C@H](C(C)=C)CCC(C)=C1 QHMBSVQNZZTUGM-ZWKOTPCHSA-N 0.000 description 1
- ZTGXAWYVTLUPDT-UHFFFAOYSA-N cannabidiol Natural products OC1=CC(CCCCC)=CC(O)=C1C1C(C(C)=C)CC=C(C)C1 ZTGXAWYVTLUPDT-UHFFFAOYSA-N 0.000 description 1
- 239000003554 cannabinoid 1 receptor agonist Substances 0.000 description 1
- 239000003555 cannabinoid 1 receptor antagonist Substances 0.000 description 1
- 239000003556 cannabinoid 2 receptor agonist Substances 0.000 description 1
- 239000003520 cannabinoid receptor affecting agent Substances 0.000 description 1
- 230000000747 cardiac effect Effects 0.000 description 1
- 239000000679 carrageenan Substances 0.000 description 1
- 235000010418 carrageenan Nutrition 0.000 description 1
- 229920001525 carrageenan Polymers 0.000 description 1
- 229940113118 carrageenan Drugs 0.000 description 1
- 210000000845 cartilage Anatomy 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 230000030833 cell death Effects 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 235000010980 cellulose Nutrition 0.000 description 1
- 125000003636 chemical group Chemical group 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000004296 chiral HPLC Methods 0.000 description 1
- VDANGULDQQJODZ-UHFFFAOYSA-N chloroprocaine Chemical compound CCN(CC)CCOC(=O)C1=CC=C(N)C=C1Cl VDANGULDQQJODZ-UHFFFAOYSA-N 0.000 description 1
- 229960002023 chloroprocaine Drugs 0.000 description 1
- OEYIOHPDSNJKLS-UHFFFAOYSA-N choline Chemical compound C[N+](C)(C)CCO OEYIOHPDSNJKLS-UHFFFAOYSA-N 0.000 description 1
- 229960001231 choline Drugs 0.000 description 1
- 238000011260 co-administration Methods 0.000 description 1
- 230000001149 cognitive effect Effects 0.000 description 1
- OHCQJHSOBUTRHG-UHFFFAOYSA-N colforsin Natural products OC12C(=O)CC(C)(C=C)OC1(C)C(OC(=O)C)C(O)C1C2(C)C(O)CCC1(C)C OHCQJHSOBUTRHG-UHFFFAOYSA-N 0.000 description 1
- 238000002648 combination therapy Methods 0.000 description 1
- 238000002967 competitive immunoassay Methods 0.000 description 1
- 229940125904 compound 1 Drugs 0.000 description 1
- 229940125773 compound 10 Drugs 0.000 description 1
- 229940125797 compound 12 Drugs 0.000 description 1
- 229940126543 compound 14 Drugs 0.000 description 1
- 229940125758 compound 15 Drugs 0.000 description 1
- 229940126142 compound 16 Drugs 0.000 description 1
- 229940125810 compound 20 Drugs 0.000 description 1
- 229940126086 compound 21 Drugs 0.000 description 1
- 229940126208 compound 22 Drugs 0.000 description 1
- 229940125833 compound 23 Drugs 0.000 description 1
- 229940125961 compound 24 Drugs 0.000 description 1
- 229940125846 compound 25 Drugs 0.000 description 1
- 229940125851 compound 27 Drugs 0.000 description 1
- 229940127204 compound 29 Drugs 0.000 description 1
- 229940125877 compound 31 Drugs 0.000 description 1
- 229940125878 compound 36 Drugs 0.000 description 1
- 229940125807 compound 37 Drugs 0.000 description 1
- 229940127573 compound 38 Drugs 0.000 description 1
- 229940126540 compound 41 Drugs 0.000 description 1
- 229940125936 compound 42 Drugs 0.000 description 1
- 229940125844 compound 46 Drugs 0.000 description 1
- 229940127271 compound 49 Drugs 0.000 description 1
- 229940125898 compound 5 Drugs 0.000 description 1
- 229940126545 compound 53 Drugs 0.000 description 1
- 229940127113 compound 57 Drugs 0.000 description 1
- 229940125900 compound 59 Drugs 0.000 description 1
- 229940126179 compound 72 Drugs 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 230000034994 death Effects 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 230000007850 degeneration Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- CYQFCXCEBYINGO-IAGOWNOFSA-N delta1-THC Chemical compound C1=C(C)CC[C@H]2C(C)(C)OC3=CC(CCCCC)=CC(O)=C3[C@@H]21 CYQFCXCEBYINGO-IAGOWNOFSA-N 0.000 description 1
- 238000010511 deprotection reaction Methods 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 235000019425 dextrin Nutrition 0.000 description 1
- 239000008121 dextrose Substances 0.000 description 1
- 206010012601 diabetes mellitus Diseases 0.000 description 1
- 229960005215 dichloroacetic acid Drugs 0.000 description 1
- 229960001259 diclofenac Drugs 0.000 description 1
- DCOPUUMXTXDBNB-UHFFFAOYSA-N diclofenac Chemical compound OC(=O)CC1=CC=CC=C1NC1=C(Cl)C=CC=C1Cl DCOPUUMXTXDBNB-UHFFFAOYSA-N 0.000 description 1
- DFBKLUNHFCTMDC-PICURKEMSA-N dieldrin Chemical compound C([C@H]1[C@H]2[C@@]3(Cl)C(Cl)=C([C@]([C@H]22)(Cl)C3(Cl)Cl)Cl)[C@H]2[C@@H]2[C@H]1O2 DFBKLUNHFCTMDC-PICURKEMSA-N 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- 229940043237 diethanolamine Drugs 0.000 description 1
- PCXRACLQFPRCBB-ZWKOTPCHSA-N dihydrocannabidiol Natural products OC1=CC(CCCCC)=CC(O)=C1[C@H]1[C@H](C(C)C)CCC(C)=C1 PCXRACLQFPRCBB-ZWKOTPCHSA-N 0.000 description 1
- LOKCTEFSRHRXRJ-UHFFFAOYSA-I dipotassium trisodium dihydrogen phosphate hydrogen phosphate dichloride Chemical compound P(=O)(O)(O)[O-].[K+].P(=O)(O)([O-])[O-].[Na+].[Na+].[Cl-].[K+].[Cl-].[Na+] LOKCTEFSRHRXRJ-UHFFFAOYSA-I 0.000 description 1
- BFXLJWUGRPGMFU-UHFFFAOYSA-N dipropoxyphosphinothioyl n,n-diethylcarbamodithioate;sulfane Chemical compound S.CCCOP(=S)(OCCC)SC(=S)N(CC)CC BFXLJWUGRPGMFU-UHFFFAOYSA-N 0.000 description 1
- 230000009266 disease activity Effects 0.000 description 1
- 230000005750 disease progression Effects 0.000 description 1
- 239000003651 drinking water Substances 0.000 description 1
- 235000020188 drinking water Nutrition 0.000 description 1
- 238000012377 drug delivery Methods 0.000 description 1
- 238000009510 drug design Methods 0.000 description 1
- 230000004064 dysfunction Effects 0.000 description 1
- 239000008157 edible vegetable oil Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 210000004696 endometrium Anatomy 0.000 description 1
- 210000002889 endothelial cell Anatomy 0.000 description 1
- DFBKLUNHFCTMDC-GKRDHZSOSA-N endrin Chemical compound C([C@@H]1[C@H]2[C@@]3(Cl)C(Cl)=C([C@]([C@H]22)(Cl)C3(Cl)Cl)Cl)[C@@H]2[C@H]2[C@@H]1O2 DFBKLUNHFCTMDC-GKRDHZSOSA-N 0.000 description 1
- JPGQOUSTVILISH-UHFFFAOYSA-N enflurane Chemical compound FC(F)OC(F)(F)C(F)Cl JPGQOUSTVILISH-UHFFFAOYSA-N 0.000 description 1
- BJXYHBKEQFQVES-NWDGAFQWSA-N enpatoran Chemical compound N[C@H]1CN(C[C@H](C1)C(F)(F)F)C1=C2C=CC=NC2=C(C=C1)C#N BJXYHBKEQFQVES-NWDGAFQWSA-N 0.000 description 1
- 210000002919 epithelial cell Anatomy 0.000 description 1
- GWNFQAKCJYEJEW-UHFFFAOYSA-N ethyl 3-[8-[[4-methyl-5-[(3-methyl-4-oxophthalazin-1-yl)methyl]-1,2,4-triazol-3-yl]sulfanyl]octanoylamino]benzoate Chemical compound CCOC(=O)C1=CC(NC(=O)CCCCCCCSC2=NN=C(CC3=NN(C)C(=O)C4=CC=CC=C34)N2C)=CC=C1 GWNFQAKCJYEJEW-UHFFFAOYSA-N 0.000 description 1
- 229940012017 ethylenediamine Drugs 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008622 extracellular signaling Effects 0.000 description 1
- 210000003195 fascia Anatomy 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 238000010304 firing Methods 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 235000013355 food flavoring agent Nutrition 0.000 description 1
- 210000003194 forelimb Anatomy 0.000 description 1
- 229960004279 formaldehyde Drugs 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 239000012458 free base Substances 0.000 description 1
- 238000004108 freeze drying Methods 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 235000011087 fumaric acid Nutrition 0.000 description 1
- DSLZVSRJTYRBFB-DUHBMQHGSA-N galactaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)C(O)=O DSLZVSRJTYRBFB-DUHBMQHGSA-N 0.000 description 1
- 210000000232 gallbladder Anatomy 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 210000001035 gastrointestinal tract Anatomy 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000000174 gluconic acid Substances 0.000 description 1
- 235000012208 gluconic acid Nutrition 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 239000004220 glutamic acid Substances 0.000 description 1
- 235000013922 glutamic acid Nutrition 0.000 description 1
- 102000006602 glyceraldehyde-3-phosphate dehydrogenase Human genes 0.000 description 1
- 108020004445 glyceraldehyde-3-phosphate dehydrogenase Proteins 0.000 description 1
- 230000034659 glycolysis Effects 0.000 description 1
- JAXFJECJQZDFJS-XHEPKHHKSA-N gtpl8555 Chemical compound OC(=O)C[C@H](N)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](C(C)C)C(=O)N1CCC[C@@H]1C(=O)N[C@H](B1O[C@@]2(C)[C@H]3C[C@H](C3(C)C)C[C@H]2O1)CCC1=CC=C(F)C=C1 JAXFJECJQZDFJS-XHEPKHHKSA-N 0.000 description 1
- 229940093915 gynecological organic acid Drugs 0.000 description 1
- 210000003958 hematopoietic stem cell Anatomy 0.000 description 1
- 230000023597 hemostasis Effects 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- 238000002017 high-resolution X-ray diffraction Methods 0.000 description 1
- 230000036732 histological change Effects 0.000 description 1
- 239000008240 homogeneous mixture Substances 0.000 description 1
- 229960000443 hydrochloric acid Drugs 0.000 description 1
- 238000009802 hysterectomy Methods 0.000 description 1
- 229960001680 ibuprofen Drugs 0.000 description 1
- 238000001727 in vivo Methods 0.000 description 1
- 239000005414 inactive ingredient Substances 0.000 description 1
- 238000011534 incubation Methods 0.000 description 1
- 229960000905 indomethacin Drugs 0.000 description 1
- 230000006698 induction Effects 0.000 description 1
- 230000004054 inflammatory process Effects 0.000 description 1
- 238000001802 infusion Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 229940102213 injectable suspension Drugs 0.000 description 1
- 238000003780 insertion Methods 0.000 description 1
- 230000037431 insertion Effects 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 238000007918 intramuscular administration Methods 0.000 description 1
- 238000001990 intravenous administration Methods 0.000 description 1
- 229940045996 isethionic acid Drugs 0.000 description 1
- 210000004153 islets of langerhan Anatomy 0.000 description 1
- QBYJBZPUGVGKQQ-DIFDVCDBSA-N isodrin Chemical compound C1[C@@H]2C=C[C@H]1[C@H]1[C@@](C3(Cl)Cl)(Cl)C(Cl)=C(Cl)[C@@]3(Cl)[C@H]12 QBYJBZPUGVGKQQ-DIFDVCDBSA-N 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- ZLVXBBHTMQJRSX-VMGNSXQWSA-N jdtic Chemical compound C1([C@]2(C)CCN(C[C@@H]2C)C[C@H](C(C)C)NC(=O)[C@@H]2NCC3=CC(O)=CC=C3C2)=CC=CC(O)=C1 ZLVXBBHTMQJRSX-VMGNSXQWSA-N 0.000 description 1
- 210000003734 kidney Anatomy 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 229960000448 lactic acid Drugs 0.000 description 1
- 229940039696 lactobacillus Drugs 0.000 description 1
- 239000010410 layer Substances 0.000 description 1
- 210000003041 ligament Anatomy 0.000 description 1
- 230000000670 limiting effect Effects 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- RENRQMCACQEWFC-UGKGYDQZSA-N lnp023 Chemical compound C1([C@H]2N(CC=3C=4C=CNC=4C(C)=CC=3OC)CC[C@@H](C2)OCC)=CC=C(C(O)=O)C=C1 RENRQMCACQEWFC-UGKGYDQZSA-N 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 231100000875 loss of motor control Toxicity 0.000 description 1
- 210000004072 lung Anatomy 0.000 description 1
- 210000001165 lymph node Anatomy 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 1
- 239000001095 magnesium carbonate Substances 0.000 description 1
- 229910000021 magnesium carbonate Inorganic materials 0.000 description 1
- 238000012423 maintenance 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
- 229940098895 maleic acid Drugs 0.000 description 1
- 239000001630 malic acid Substances 0.000 description 1
- 235000011090 malic acid Nutrition 0.000 description 1
- 229940099690 malic acid Drugs 0.000 description 1
- 238000007726 management method Methods 0.000 description 1
- 229960002510 mandelic acid Drugs 0.000 description 1
- 239000000594 mannitol Substances 0.000 description 1
- 235000010355 mannitol Nutrition 0.000 description 1
- 238000004949 mass spectrometry Methods 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 229960003194 meglumine Drugs 0.000 description 1
- 239000002207 metabolite Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 229940098779 methanesulfonic acid Drugs 0.000 description 1
- GGQDXIIIDLKWLZ-IDHHARJASA-N methyl (2R)-2-[[(2R,4R)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carbonyl]amino]-3-phenylpropanoate Chemical compound C([C@H](C(=O)OC)NC(=O)C=1C=2C[C@H]3C[C@H]3C=2N(N=1)C=1C(=CC(F)=CC=1)F)C1=CC=CC=C1 GGQDXIIIDLKWLZ-IDHHARJASA-N 0.000 description 1
- RUAFQIDVDNRWTK-TZMCWYRMSA-N methyl 1-[[(2R,4R)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carbonyl]amino]cyclohexane-1-carboxylate Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C=3C(=CC(F)=CC=3)F)C=1C=2C(=O)NC1(C(=O)OC)CCCCC1 RUAFQIDVDNRWTK-TZMCWYRMSA-N 0.000 description 1
- PGKMPWSWEBNONN-MWLCHTKSSA-N methyl 1-[[(2R,4R)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carbonyl]amino]cyclopropane-1-carboxylate Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C=3C(=CC(F)=CC=3)F)C=1C=2C(=O)NC1(C(=O)OC)CC1 PGKMPWSWEBNONN-MWLCHTKSSA-N 0.000 description 1
- WWLFGZPFUCPIFH-CHWSQXEVSA-N methyl 1-[[(2R,4R)-9-pyrazin-2-yl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carbonyl]amino]cyclohexane-1-carboxylate Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C=3N=CC=NC=3)C=1C=2C(=O)NC1(C(=O)OC)CCCCC1 WWLFGZPFUCPIFH-CHWSQXEVSA-N 0.000 description 1
- RUAFQIDVDNRWTK-JSGCOSHPSA-N methyl 1-[[(2S,4S)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carbonyl]amino]cyclohexane-1-carboxylate Chemical compound C([C@@H]1C[C@@H]1C=1N(N=2)C=3C(=CC(F)=CC=3)F)C=1C=2C(=O)NC1(C(=O)OC)CCCCC1 RUAFQIDVDNRWTK-JSGCOSHPSA-N 0.000 description 1
- PGKMPWSWEBNONN-ONGXEEELSA-N methyl 1-[[(2S,4S)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carbonyl]amino]cyclopropane-1-carboxylate Chemical compound C([C@@H]1C[C@@H]1C=1N(N=2)C=3C(=CC(F)=CC=3)F)C=1C=2C(=O)NC1(C(=O)OC)CC1 PGKMPWSWEBNONN-ONGXEEELSA-N 0.000 description 1
- QWUDXXNXECOONW-MWLCHTKSSA-N methyl 2-[[(2R,4R)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carbonyl]amino]-3-fluoro-2-(fluoromethyl)propanoate Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(CF)(CF)C(=O)OC)=NN2C1=CC=C(F)C=C1F QWUDXXNXECOONW-MWLCHTKSSA-N 0.000 description 1
- GWNQFGALYIUIPT-VXGBXAGGSA-N methyl 2-[[(2R,4R)-9-(4-cyanopyridin-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carbonyl]amino]-3-fluoro-2-(fluoromethyl)propanoate Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(CF)(CF)C(=O)OC)=NN2C1=CC(C#N)=CC=N1 GWNQFGALYIUIPT-VXGBXAGGSA-N 0.000 description 1
- HWCGQPMVUWQOPG-HICMHMTNSA-N methyl 2-[[(2R,4R)-9-(4-cyanopyridin-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carbonyl]amino]-3-hydroxy-2-methylpropanoate Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C)(CO)C(=O)OC)=NN2C1=CC(C#N)=CC=N1 HWCGQPMVUWQOPG-HICMHMTNSA-N 0.000 description 1
- KNHSBZHAHJMYMO-BLBXNVQISA-N methyl 2-[[(2R,4R)-9-tert-butyl-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carbonyl]amino]-3-phenylpropanoate Chemical compound C([C@H]1C[C@H]1C=1N(N=2)C(C)(C)C)C=1C=2C(=O)NC(C(=O)OC)CC1=CC=CC=C1 KNHSBZHAHJMYMO-BLBXNVQISA-N 0.000 description 1
- CIURLEIWAZFHEH-ZOSTZSTJSA-N methyl 3-fluoro-2-[[(2R,4R)-9-(5-fluoropyridin-2-yl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carbonyl]amino]-3-methylbutanoate Chemical compound C([C@H]1C[C@H]1C=12)C=1C(C(=O)NC(C(=O)OC)C(C)(C)F)=NN2C1=CC=C(F)C=N1 CIURLEIWAZFHEH-ZOSTZSTJSA-N 0.000 description 1
- ZBELDPMWYXDLNY-UHFFFAOYSA-N methyl 9-(4-bromo-2-fluoroanilino)-[1,3]thiazolo[5,4-f]quinazoline-2-carboximidate Chemical compound C12=C3SC(C(=N)OC)=NC3=CC=C2N=CN=C1NC1=CC=C(Br)C=C1F ZBELDPMWYXDLNY-UHFFFAOYSA-N 0.000 description 1
- 239000008108 microcrystalline cellulose Substances 0.000 description 1
- 229940016286 microcrystalline cellulose Drugs 0.000 description 1
- 235000019813 microcrystalline cellulose Nutrition 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- OXYALYJRWGRVAM-UHFFFAOYSA-N morpholin-2-ylmethanamine Chemical compound NCC1CNCCO1 OXYALYJRWGRVAM-UHFFFAOYSA-N 0.000 description 1
- 230000004660 morphological change Effects 0.000 description 1
- 201000006417 multiple sclerosis Diseases 0.000 description 1
- 208000013465 muscle pain Diseases 0.000 description 1
- YCJZWBZJSYLMPB-UHFFFAOYSA-N n-(2-chloropyrimidin-4-yl)-2,5-dimethyl-1-phenylimidazole-4-carboxamide Chemical compound CC=1N(C=2C=CC=CC=2)C(C)=NC=1C(=O)NC1=CC=NC(Cl)=N1 YCJZWBZJSYLMPB-UHFFFAOYSA-N 0.000 description 1
- IHCHOVVAJBADAH-UHFFFAOYSA-N n-[2-hydroxy-4-(1h-pyrazol-4-yl)phenyl]-6-methoxy-3,4-dihydro-2h-chromene-3-carboxamide Chemical compound C1C2=CC(OC)=CC=C2OCC1C(=O)NC(C(=C1)O)=CC=C1C=1C=NNC=1 IHCHOVVAJBADAH-UHFFFAOYSA-N 0.000 description 1
- YGBMCLDVRUGXOV-UHFFFAOYSA-N n-[6-[6-chloro-5-[(4-fluorophenyl)sulfonylamino]pyridin-3-yl]-1,3-benzothiazol-2-yl]acetamide Chemical compound C1=C2SC(NC(=O)C)=NC2=CC=C1C(C=1)=CN=C(Cl)C=1NS(=O)(=O)C1=CC=C(F)C=C1 YGBMCLDVRUGXOV-UHFFFAOYSA-N 0.000 description 1
- LPOIGVZLNWEGJG-UHFFFAOYSA-N n-benzyl-5-(4-methylpiperazin-1-yl)-2-nitroaniline Chemical compound C1CN(C)CCN1C1=CC=C([N+]([O-])=O)C(NCC=2C=CC=CC=2)=C1 LPOIGVZLNWEGJG-UHFFFAOYSA-N 0.000 description 1
- 229960002009 naproxen Drugs 0.000 description 1
- CMWTZPSULFXXJA-VIFPVBQESA-N naproxen Chemical compound C1=C([C@H](C)C(O)=O)C=CC2=CC(OC)=CC=C21 CMWTZPSULFXXJA-VIFPVBQESA-N 0.000 description 1
- 235000021096 natural sweeteners Nutrition 0.000 description 1
- IOMMMLWIABWRKL-WUTDNEBXSA-N nazartinib Chemical compound C1N(C(=O)/C=C/CN(C)C)CCCC[C@H]1N1C2=C(Cl)C=CC=C2N=C1NC(=O)C1=CC=NC(C)=C1 IOMMMLWIABWRKL-WUTDNEBXSA-N 0.000 description 1
- 230000001537 neural effect Effects 0.000 description 1
- 230000000926 neurological effect Effects 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 239000000041 non-steroidal anti-inflammatory agent Substances 0.000 description 1
- 239000002687 nonaqueous vehicle Substances 0.000 description 1
- 230000009871 nonspecific binding Effects 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- PIDFDZJZLOTZTM-KHVQSSSXSA-N ombitasvir Chemical compound COC(=O)N[C@@H](C(C)C)C(=O)N1CCC[C@H]1C(=O)NC1=CC=C([C@H]2N([C@@H](CC2)C=2C=CC(NC(=O)[C@H]3N(CCC3)C(=O)[C@@H](NC(=O)OC)C(C)C)=CC=2)C=2C=CC(=CC=2)C(C)(C)C)C=C1 PIDFDZJZLOTZTM-KHVQSSSXSA-N 0.000 description 1
- 238000009806 oophorectomy Methods 0.000 description 1
- 210000000056 organ Anatomy 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 210000000963 osteoblast Anatomy 0.000 description 1
- 210000002997 osteoclast Anatomy 0.000 description 1
- 230000002611 ovarian Effects 0.000 description 1
- AHVQYHFYQWKUKB-UHFFFAOYSA-N oxan-4-amine Chemical compound NC1CCOCC1 AHVQYHFYQWKUKB-UHFFFAOYSA-N 0.000 description 1
- IPBPLHNLRKRLPJ-UHFFFAOYSA-N oxan-4-ylmethanamine Chemical compound NCC1CCOCC1 IPBPLHNLRKRLPJ-UHFFFAOYSA-N 0.000 description 1
- 230000037040 pain threshold Effects 0.000 description 1
- WLJNZVDCPSBLRP-UHFFFAOYSA-N pamoic acid Chemical compound C1=CC=C2C(CC=3C4=CC=CC=C4C=C(C=3O)C(=O)O)=C(O)C(C(O)=O)=CC2=C1 WLJNZVDCPSBLRP-UHFFFAOYSA-N 0.000 description 1
- 239000011713 pantothenic acid Substances 0.000 description 1
- 229940055726 pantothenic acid Drugs 0.000 description 1
- 235000019161 pantothenic acid Nutrition 0.000 description 1
- 238000007911 parenteral administration Methods 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- 210000000426 patellar ligament Anatomy 0.000 description 1
- 239000001814 pectin Substances 0.000 description 1
- 229920001277 pectin Polymers 0.000 description 1
- 235000010987 pectin Nutrition 0.000 description 1
- 210000003049 pelvic bone Anatomy 0.000 description 1
- 235000019371 penicillin G benzathine Nutrition 0.000 description 1
- YZGJIENQZBJQNS-UHFFFAOYSA-N pentalene-1-carboxylic acid Chemical compound C1=CC=C2C(C(=O)O)=CC=C21 YZGJIENQZBJQNS-UHFFFAOYSA-N 0.000 description 1
- 210000000578 peripheral nerve Anatomy 0.000 description 1
- 210000001428 peripheral nervous system Anatomy 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- RGCLLPNLLBQHPF-HJWRWDBZSA-N phosphamidon Chemical compound CCN(CC)C(=O)C(\Cl)=C(/C)OP(=O)(OC)OC RGCLLPNLLBQHPF-HJWRWDBZSA-N 0.000 description 1
- LWMPFIOTEAXAGV-UHFFFAOYSA-N piperidin-1-amine Chemical compound NN1CCCCC1 LWMPFIOTEAXAGV-UHFFFAOYSA-N 0.000 description 1
- BCIIMDOZSUCSEN-UHFFFAOYSA-N piperidin-4-amine Chemical compound NC1CCNCC1 BCIIMDOZSUCSEN-UHFFFAOYSA-N 0.000 description 1
- 239000000902 placebo Substances 0.000 description 1
- 229940068196 placebo Drugs 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000008389 polyethoxylated castor oil Substances 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 230000003389 potentiating effect Effects 0.000 description 1
- 229960001621 povidone-iodine Drugs 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 239000006041 probiotic Substances 0.000 description 1
- 230000000529 probiotic effect Effects 0.000 description 1
- 235000018291 probiotics Nutrition 0.000 description 1
- 229960004919 procaine Drugs 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- ALDITMKAAPLVJK-UHFFFAOYSA-N prop-1-ene;hydrate Chemical group O.CC=C ALDITMKAAPLVJK-UHFFFAOYSA-N 0.000 description 1
- 230000000069 prophylactic effect Effects 0.000 description 1
- DNIAPMSPPWPWGF-UHFFFAOYSA-N propylene glycol Substances CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 1
- 239000011241 protective layer Substances 0.000 description 1
- 235000018102 proteins Nutrition 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 150000003212 purines Chemical class 0.000 description 1
- TXQWFIVRZNOPCK-UHFFFAOYSA-N pyridin-4-ylmethanamine Chemical compound NCC1=CC=NC=C1 TXQWFIVRZNOPCK-UHFFFAOYSA-N 0.000 description 1
- SBMSLRMNBSMKQC-UHFFFAOYSA-N pyrrolidin-1-amine Chemical compound NN1CCCC1 SBMSLRMNBSMKQC-UHFFFAOYSA-N 0.000 description 1
- 229940044551 receptor antagonist Drugs 0.000 description 1
- 239000002464 receptor antagonist Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 210000000664 rectum Anatomy 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000002271 resection Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 230000029058 respiratory gaseous exchange Effects 0.000 description 1
- 230000000284 resting effect Effects 0.000 description 1
- JZCPYUJPEARBJL-UHFFFAOYSA-N rimonabant Chemical compound CC=1C(C(=O)NN2CCCCC2)=NN(C=2C(=CC(Cl)=CC=2)Cl)C=1C1=CC=C(Cl)C=C1 JZCPYUJPEARBJL-UHFFFAOYSA-N 0.000 description 1
- 229960003015 rimonabant Drugs 0.000 description 1
- JWHOQZUREKYPBY-UHFFFAOYSA-N rubonic acid Natural products CC1(C)CCC2(CCC3(C)C(=CCC4C5(C)CCC(=O)C(C)(C)C5CC(=O)C34C)C2C1)C(=O)O JWHOQZUREKYPBY-UHFFFAOYSA-N 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 230000001953 sensory effect Effects 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 230000011664 signaling Effects 0.000 description 1
- 239000001509 sodium citrate Substances 0.000 description 1
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 1
- KSAVQLQVUXSOCR-UHFFFAOYSA-M sodium lauroyl sarcosinate Chemical compound [Na+].CCCCCCCCCCCC(=O)N(C)CC([O-])=O KSAVQLQVUXSOCR-UHFFFAOYSA-M 0.000 description 1
- 208000018198 spasticity Diseases 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 210000000952 spleen Anatomy 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 230000000638 stimulation Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 210000005065 subchondral bone plate Anatomy 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 230000002459 sustained effect Effects 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- 238000007910 systemic administration Methods 0.000 description 1
- 238000012385 systemic delivery Methods 0.000 description 1
- 239000002278 tabletting lubricant Substances 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- RCINICONZNJXQF-XAZOAEDWSA-N taxol® Chemical compound O([C@@H]1[C@@]2(CC(C(C)=C(C2(C)C)[C@H](C([C@]2(C)[C@@H](O)C[C@H]3OC[C@]3(C21)OC(C)=O)=O)OC(=O)C)OC(=O)[C@H](O)[C@@H](NC(=O)C=1C=CC=CC=1)C=1C=CC=CC=1)O)C(=O)C1=CC=CC=C1 RCINICONZNJXQF-XAZOAEDWSA-N 0.000 description 1
- IUZCBMJEMPPJMA-FVQBIDKESA-N tert-butyl (3R)-3-[[(2R,4R)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carbonyl]amino]piperidine-1-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCC[C@H]1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 IUZCBMJEMPPJMA-FVQBIDKESA-N 0.000 description 1
- VTNGSKLAZWZSJM-BPLDGKMQSA-N tert-butyl (3R)-3-[[(2R,4R)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carbonyl]amino]pyrrolidine-1-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CC[C@H]1NC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 VTNGSKLAZWZSJM-BPLDGKMQSA-N 0.000 description 1
- ALEMMEITAXBYQH-UKRRQHHQSA-N tert-butyl 3-[[[(2R,4R)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carbonyl]amino]methyl]azetidine-1-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CC1CNC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 ALEMMEITAXBYQH-UKRRQHHQSA-N 0.000 description 1
- OYKLXUORIONYDO-IGLHTZBQSA-N tert-butyl 3-[[[(2R,4R)-9-(2,4-difluorophenyl)-8,9-diazatricyclo[4.3.0.02,4]nona-1(6),7-diene-7-carbonyl]amino]methyl]pyrrolidine-1-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCC1CNC(=O)C1=NN(C=2C(=CC(F)=CC=2)F)C2=C1C[C@H]1C[C@H]12 OYKLXUORIONYDO-IGLHTZBQSA-N 0.000 description 1
- 229940124597 therapeutic agent Drugs 0.000 description 1
- 210000000115 thoracic cavity Anatomy 0.000 description 1
- 210000001541 thymus gland Anatomy 0.000 description 1
- 208000004371 toothache Diseases 0.000 description 1
- 238000011200 topical administration Methods 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- 231100000583 toxicological profile Toxicity 0.000 description 1
- 239000000196 tragacanth Substances 0.000 description 1
- 235000010487 tragacanth Nutrition 0.000 description 1
- 229940116362 tragacanth Drugs 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 238000012384 transportation and delivery Methods 0.000 description 1
- 239000003029 tricyclic antidepressant agent Substances 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- 231100000397 ulcer Toxicity 0.000 description 1
- 210000000689 upper leg Anatomy 0.000 description 1
- 210000004291 uterus Anatomy 0.000 description 1
- WRPWWVNUCXQDQV-UHFFFAOYSA-N vanillylamine Chemical compound COC1=CC(CN)=CC=C1O WRPWWVNUCXQDQV-UHFFFAOYSA-N 0.000 description 1
- NLVXSWCKKBEXTG-UHFFFAOYSA-N vinylsulfonic acid Chemical compound OS(=O)(=O)C=C NLVXSWCKKBEXTG-UHFFFAOYSA-N 0.000 description 1
- 210000004760 visceral afferent Anatomy 0.000 description 1
- 239000011345 viscous material Substances 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 239000011534 wash buffer Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 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
- 210000002517 zygapophyseal joint Anatomy 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/415—1,2-Diazoles
- A61K31/416—1,2-Diazoles condensed with carbocyclic ring systems, e.g. indazole
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/4965—Non-condensed pyrazines
- A61K31/497—Non-condensed pyrazines containing further heterocyclic rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
- A61K31/4439—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. omeprazole
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/66—Phosphorus compounds
- A61K31/675—Phosphorus compounds having nitrogen as a ring hetero atom, e.g. pyridoxal phosphate
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/13—Crystalline forms, e.g. polymorphs
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Epidemiology (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Rheumatology (AREA)
- Pain & Pain Management (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Hydrogenated Pyridines (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201762503280P | 2017-05-08 | 2017-05-08 | |
| US62/503,280 | 2017-05-08 | ||
| PCT/US2018/031688 WO2018208848A1 (en) | 2017-05-08 | 2018-05-08 | Compounds and methods for treatment of visceral pain |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2020518649A JP2020518649A (ja) | 2020-06-25 |
| JP2020518649A5 JP2020518649A5 (enExample) | 2021-07-26 |
| JP7247106B2 true JP7247106B2 (ja) | 2023-03-28 |
Family
ID=62245468
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2019561224A Active JP7247106B2 (ja) | 2017-05-08 | 2018-05-08 | 内臓痛の治療のための化合物および方法 |
Country Status (13)
| Country | Link |
|---|---|
| US (2) | US20200078358A1 (enExample) |
| EP (1) | EP3621619B1 (enExample) |
| JP (1) | JP7247106B2 (enExample) |
| KR (1) | KR20200005614A (enExample) |
| CN (1) | CN110709085A (enExample) |
| AU (1) | AU2018266145A1 (enExample) |
| BR (1) | BR112019023214A2 (enExample) |
| CA (1) | CA3062824A1 (enExample) |
| EA (1) | EA201992638A1 (enExample) |
| ES (1) | ES2956059T3 (enExample) |
| MA (1) | MA48625A (enExample) |
| MX (2) | MX2019013311A (enExample) |
| WO (1) | WO2018208848A1 (enExample) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MX2019013311A (es) | 2017-05-08 | 2020-08-03 | Arena Pharm Inc | Compuestos y metodos para el tratamiento del dolor visceral. |
| WO2023059610A1 (en) * | 2021-10-05 | 2023-04-13 | Arena Pharmaceuticals, Inc. | Crystalline forms and processes for the preparation of cannabinoid receptor modulators |
| WO2023150648A2 (en) * | 2022-02-02 | 2023-08-10 | Makscientific, Llc | Pharmaceutical compositions, and preparation and methods of use thereof |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2013503161A (ja) | 2009-08-28 | 2013-01-31 | アリーナ ファーマシューティカルズ， インコーポレイテッド | カンナビノイド受容体モジュレーター |
| JP2014506602A (ja) | 2011-02-25 | 2014-03-17 | アリーナ ファーマシューティカルズ， インコーポレイテッド | 縮合型アザ環の結晶形およびその調製プロセス（カンナビノイド受容体モジュレーター） |
Family Cites Families (47)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5605906A (en) | 1995-03-24 | 1997-02-25 | Merck Frosst Canada, Inc. | Cannabinoid receptor agonists |
| JP3964478B2 (ja) | 1995-06-30 | 2007-08-22 | エーザイ・アール・アンド・ディー・マネジメント株式会社 | ヘテロ環含有カルボン酸誘導体及びそれを含有する医薬 |
| US5971080A (en) | 1997-11-26 | 1999-10-26 | Central Sprinkler Corporation | Quick response dry pipe sprinkler system |
| US7308894B2 (en) | 1998-06-03 | 2007-12-18 | Scott Laboratories, Inc. | Apparatuses and methods for providing a conscious patient relief from pain and anxiety associated with medical or surgical procedures according to appropriate clinical heuristics |
| CN101070316A (zh) | 1999-04-28 | 2007-11-14 | 萨诺费－阿文蒂斯德国有限公司 | 作为ppar受体配体的二芳基酸衍生物 |
| IL150302A (en) | 2002-01-31 | 2008-07-08 | Naim Menashe | Bicyclic cb2 cannabinoid receptor ligands |
| SE0300010D0 (sv) | 2003-01-07 | 2003-01-07 | Astrazeneca Ab | Novel Compounds |
| ITMI20041033A1 (it) | 2004-05-24 | 2004-08-24 | Neuroscienze S C A R L | Composti farmaceutici |
| WO2005123677A1 (en) | 2004-06-16 | 2005-12-29 | Actelion Pharmaceuticals Ltd | 4-carbonyl substituted 1,1,2-trimethyl-1a,4,5,5a-tetrahydro-1h-4-aza-cyclopropa'a!pentalene derivatives as agonists for the g-protein-coupled receptor s1p1/edg1 and immunosuppressive agents |
| CA2586011C (en) | 2004-07-12 | 2011-07-19 | Cadila Healthcare Limited | Tricyclic pyrazole derivatives as cannabinoid receptor modulators |
| WO2006010379A1 (en) | 2004-07-29 | 2006-02-02 | Actelion Pharmaceuticals Ltd. | Novel thiophene derivatives as immunosuppressive agents |
| FR2875230A1 (fr) | 2004-09-13 | 2006-03-17 | Sanofi Aventis Sa | Derives de pyrazole condense, leur preparation et leur application en therapeutique |
| DE102004054666A1 (de) | 2004-11-12 | 2006-05-18 | Bayer Cropscience Gmbh | Substituierte Pyrazol-3-carboxamide, Verfahren zur Herstellung und Verwendung als Herbizide und Pflanzenwachstumsregulatoren |
| PE20060949A1 (es) | 2004-12-23 | 2006-10-11 | Arena Pharm Inc | Derivados fusionados de pirazol como agonistas del receptor de niacina |
| PL1902034T3 (pl) | 2005-06-02 | 2011-09-30 | Glenmark Pharmaceuticals Sa | Nowe ligandy receptorów kanabinoidowych, kompozycja farmaceutyczna je zawierająca oraz proces ich wytwarzania |
| US7597910B2 (en) | 2005-08-20 | 2009-10-06 | Slgm Medical Research Institute | Compositions and methods for treating prostate disorders |
| CA2623803A1 (en) | 2005-09-23 | 2007-03-29 | Janssen Pharmaceutica N.V. | Tetrahydro-cyclopentyl pyrazole cannabinoid modulators |
| SI2081572T1 (sl) | 2006-07-04 | 2010-06-30 | Janssen Pharmaceutica Nv | Benzimidazolni kanabinoidni agonisti ki nosijo substituirano heterociklično skupino |
| EA200900403A1 (ru) | 2006-09-25 | 2009-10-30 | Бёрингер Ингельхайм Интернациональ Гмбх | Соединения, которые модулируют рецептор св2 |
| WO2008063781A2 (en) | 2006-10-12 | 2008-05-29 | Abbott Laboratories | Chemical compounds as cannabinoid receptor ligands |
| WO2008048914A1 (en) | 2006-10-17 | 2008-04-24 | Boehringer Ingelheim International Gmbh | Polycyclic compounds which modulate the cb2 receptor |
| US20080200501A1 (en) | 2006-11-03 | 2008-08-21 | Glenmark Pharmaceuticals S.A. | Novel cannabinoid receptor ligands, pharmaceutical compositions containing them, and processes for their preparation |
| US8173638B2 (en) | 2006-11-21 | 2012-05-08 | Boehringer Ingelheim International Gmbh | Compounds which modulate the CB2 receptor |
| US9763894B2 (en) | 2006-12-05 | 2017-09-19 | Virginia Commonwealth University | Inflammation therapy |
| US20090325936A1 (en) | 2006-12-20 | 2009-12-31 | Bilodeau Mark T | Imidazopyridine analogs as cb2 receptor modulators, useful in the treatment of pain, respiratory and non-respiratory diseases |
| US20080161340A1 (en) | 2006-12-20 | 2008-07-03 | Cara Therapeutics, Inc. | Tetrahydroquinilinones, tetrahydronaphthyridones and derivatives thereof |
| WO2008109007A1 (en) | 2007-03-02 | 2008-09-12 | Cara Therapeutics, Inc. | Bridged phenanthridines |
| EP2142531B1 (en) | 2007-03-30 | 2015-07-08 | Janssen Pharmaceutica N.V. | Benzimidazole cannabinoid agonists |
| WO2008157500A1 (en) | 2007-06-17 | 2008-12-24 | Kalypsys, Inc. | Aminoquinazoline cannabinoid receptor modulators for treatment of disease |
| JP5485148B2 (ja) | 2007-06-21 | 2014-05-07 | カラ セラピューティクス インコーポレイテッド | 置換イミダゾ複素環 |
| US8338623B2 (en) | 2007-07-09 | 2012-12-25 | Abbvie Inc. | Compounds as cannabinoid receptor ligands |
| US7943658B2 (en) | 2007-07-23 | 2011-05-17 | Bristol-Myers Squibb Company | Indole indane amide compounds useful as CB2 agonists and method |
| EP2203171A2 (en) | 2007-08-21 | 2010-07-07 | Merck Sharp & Dohme Corp. | Cb2 receptor ligands for the treatment of pain |
| UA104010C2 (en) | 2008-12-18 | 2013-12-25 | Эли Лилли Энд Компани | Purine compounds |
| CA2749884C (en) | 2009-01-28 | 2018-01-23 | Cara Therapeutics, Inc. | Bicyclic pyrazolo-heterocycles |
| US7741350B1 (en) | 2009-01-28 | 2010-06-22 | Cara Therapeutics, Inc. | Bicyclic pyrazolo-heterocycles |
| WO2012116278A1 (en) | 2011-02-25 | 2012-08-30 | Arena Pharmaceuticals, Inc. | Cannabinoid receptor modulators |
| JP6043733B2 (ja) * | 2011-02-25 | 2016-12-14 | アリーナ ファーマシューティカルズ， インコーポレイテッド | カンナビノイド受容体モジュレーター |
| WO2012116277A1 (en) * | 2011-02-25 | 2012-08-30 | Arena Pharmaceuticals, Inc. | Cannabinoid receptor modulators |
| WO2016085941A1 (en) | 2014-11-25 | 2016-06-02 | Arena Pharmaceuticals, Inc. | Processes for the preparation of cannabinoid receptor modulators |
| US20180252736A1 (en) | 2015-09-01 | 2018-09-06 | Arena Pharmaceuticals, Inc. | Cb2 receptor internalization |
| EA201892280A1 (ru) | 2016-04-10 | 2019-04-30 | Арена Фармасьютикалз, Инк. | Способы лечения селективными агонистами cb-рецептора |
| WO2018208847A1 (en) * | 2017-05-08 | 2018-11-15 | Arena Pharmaceuticals, Inc. | Compounds and methods for treatment of pain from inflammatory bowel disease |
| MX2019013311A (es) | 2017-05-08 | 2020-08-03 | Arena Pharm Inc | Compuestos y metodos para el tratamiento del dolor visceral. |
| WO2019056123A1 (en) * | 2017-09-22 | 2019-03-28 | Inmed Pharmaceuticals Inc. | TOPICAL FORMULATIONS OF CANNABINOIDS AND THEIR USE IN THE TREATMENT OF PAIN |
| US20240165109A1 (en) * | 2021-03-02 | 2024-05-23 | Arena Pharmaceuticals, Inc. | Methods of Treatment with Selective CB2 Receptor Agonists |
| WO2023059610A1 (en) * | 2021-10-05 | 2023-04-13 | Arena Pharmaceuticals, Inc. | Crystalline forms and processes for the preparation of cannabinoid receptor modulators |
-
2018
- 2018-05-08 MX MX2019013311A patent/MX2019013311A/es unknown
- 2018-05-08 EA EA201992638A patent/EA201992638A1/ru unknown
- 2018-05-08 CA CA3062824A patent/CA3062824A1/en active Pending
- 2018-05-08 JP JP2019561224A patent/JP7247106B2/ja active Active
- 2018-05-08 KR KR1020197036169A patent/KR20200005614A/ko not_active Withdrawn
- 2018-05-08 BR BR112019023214-1A patent/BR112019023214A2/pt not_active Application Discontinuation
- 2018-05-08 MA MA048625A patent/MA48625A/fr unknown
- 2018-05-08 CN CN201880037898.6A patent/CN110709085A/zh active Pending
- 2018-05-08 US US16/611,174 patent/US20200078358A1/en not_active Abandoned
- 2018-05-08 ES ES18727546T patent/ES2956059T3/es active Active
- 2018-05-08 AU AU2018266145A patent/AU2018266145A1/en not_active Abandoned
- 2018-05-08 WO PCT/US2018/031688 patent/WO2018208848A1/en not_active Ceased
- 2018-05-08 EP EP18727546.6A patent/EP3621619B1/en active Active
-
2019
- 2019-11-07 MX MX2022008265A patent/MX2022008265A/es unknown
-
2022
- 2022-06-21 US US17/844,772 patent/US12201633B2/en active Active
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2013503161A (ja) | 2009-08-28 | 2013-01-31 | アリーナ ファーマシューティカルズ， インコーポレイテッド | カンナビノイド受容体モジュレーター |
| JP2014506602A (ja) | 2011-02-25 | 2014-03-17 | アリーナ ファーマシューティカルズ， インコーポレイテッド | 縮合型アザ環の結晶形およびその調製プロセス（カンナビノイド受容体モジュレーター） |
Non-Patent Citations (5)
| Title |
|---|
| Journal of Medicinal Chemistry，2013年07月18日，Vol.56，pp.8224-8256 |
| Journal of Pharmacological Sciences，2008年，Vol.106，pp.219-224 |
| Pharmacological Research，2009年，Vol.60，pp.117-125 |
| クローン病，公益財団法人 難病医学研究財団／難病情報センターホームページ，2010年02月01日，URL:The Wayback Machine - https://web.archive.org/web/20110528112058/http://www.nanbyou.or.jp:80/entry/81, [検索日:2022.05.09] |
| 疼痛，公益社団法人 日本薬学会 薬学用語解説，2009年01月16日，URL:https://www.pharm.or.jp/dictionary/wiki.cgi?疼痛, [検索日：2022.05.09] |
Also Published As
| Publication number | Publication date |
|---|---|
| ES2956059T3 (es) | 2023-12-12 |
| EP3621619C0 (en) | 2023-06-28 |
| CA3062824A1 (en) | 2018-11-15 |
| EP3621619A1 (en) | 2020-03-18 |
| US20230033510A1 (en) | 2023-02-02 |
| JP2020518649A (ja) | 2020-06-25 |
| US20200078358A1 (en) | 2020-03-12 |
| WO2018208848A1 (en) | 2018-11-15 |
| MX2019013311A (es) | 2020-08-03 |
| BR112019023214A2 (pt) | 2020-05-26 |
| MA48625A (fr) | 2020-03-18 |
| EA201992638A1 (ru) | 2020-03-18 |
| EP3621619B1 (en) | 2023-06-28 |
| CN110709085A (zh) | 2020-01-17 |
| MX2022008265A (es) | 2022-08-04 |
| AU2018266145A1 (en) | 2019-11-28 |
| KR20200005614A (ko) | 2020-01-15 |
| US12201633B2 (en) | 2025-01-21 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN109970708B (zh) | 大麻素受体调节剂 | |
| KR101749778B1 (ko) | 칸나비노이드 수용체 조절제 | |
| US12201633B2 (en) | Compounds and methods for treatment of visceral pain | |
| WO2018208847A1 (en) | Compounds and methods for treatment of pain from inflammatory bowel disease | |
| HK40011011A (en) | Cannabinoid receptor modulators |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20210507 |
|
| A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20210507 |
|
| RD03 | Notification of appointment of power of attorney |
Free format text: JAPANESE INTERMEDIATE CODE: A7423 Effective date: 20220413 |
|
| RD04 | Notification of resignation of power of attorney |
Free format text: JAPANESE INTERMEDIATE CODE: A7424 Effective date: 20220421 |
|
| A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20220518 |
|
| A601 | Written request for extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A601 Effective date: 20220720 |
|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20221104 |
|
| RD03 | Notification of appointment of power of attorney |
Free format text: JAPANESE INTERMEDIATE CODE: A7423 Effective date: 20230120 |
|
| RD04 | Notification of resignation of power of attorney |
Free format text: JAPANESE INTERMEDIATE CODE: A7424 Effective date: 20230124 |
|
| TRDD | Decision of grant or rejection written | ||
| A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20230301 |
|
| A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20230315 |
|
| R150 | Certificate of patent or registration of utility model |
Ref document number: 7247106 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 |