DK2491038T3 - Disubstituerede octahydropyrrolo [3,4-c]pyrroler som orexin receptormodulatorer - Google Patents
Disubstituerede octahydropyrrolo [3,4-c]pyrroler som orexin receptormodulatorer Download PDFInfo
- Publication number
- DK2491038T3 DK2491038T3 DK10773477.4T DK10773477T DK2491038T3 DK 2491038 T3 DK2491038 T3 DK 2491038T3 DK 10773477 T DK10773477 T DK 10773477T DK 2491038 T3 DK2491038 T3 DK 2491038T3
- Authority
- DK
- Denmark
- Prior art keywords
- phenyl
- triazol
- carbonyl
- hexahydropyrrolo
- pyrrol
- Prior art date
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- 102000002512 Orexin Human genes 0.000 title claims 2
- 108060005714 orexin Proteins 0.000 title claims 2
- -1 2H-1,2,3-triazol-2-yl Chemical group 0.000 claims 359
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 76
- 239000000126 substance Substances 0.000 claims 51
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 38
- 125000000217 alkyl group Chemical group 0.000 claims 29
- QFCMBRXRVQRSSF-UHFFFAOYSA-N 1,2,3,3a,4,5,6,6a-octahydropyrrolo[3,4-c]pyrrole Chemical compound C1NCC2CNCC21 QFCMBRXRVQRSSF-UHFFFAOYSA-N 0.000 claims 22
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 20
- 125000001475 halogen functional group Chemical group 0.000 claims 20
- 125000003545 alkoxy group Chemical group 0.000 claims 17
- WSFSSNUMVMOOMR-BJUDXGSMSA-N methanone Chemical compound O=[11CH2] WSFSSNUMVMOOMR-BJUDXGSMSA-N 0.000 claims 15
- XSCHRSMBECNVNS-UHFFFAOYSA-N quinoxaline Chemical compound N1=CC=NC2=CC=CC=C21 XSCHRSMBECNVNS-UHFFFAOYSA-N 0.000 claims 15
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 claims 14
- 229910052757 nitrogen Inorganic materials 0.000 claims 13
- 125000000389 2-pyrrolyl group Chemical group [H]N1C([*])=C([H])C([H])=C1[H] 0.000 claims 12
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 12
- 125000001072 heteroaryl group Chemical group 0.000 claims 12
- 239000000546 pharmaceutical excipient Substances 0.000 claims 10
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims 10
- 150000001875 compounds Chemical class 0.000 claims 8
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 8
- NIHNNTQXNPWCJQ-UHFFFAOYSA-N fluorene Chemical compound C1=CC=C2CC3=CC=CC=C3C2=C1 NIHNNTQXNPWCJQ-UHFFFAOYSA-N 0.000 claims 8
- 150000003839 salts Chemical class 0.000 claims 8
- 125000002941 2-furyl group Chemical group O1C([*])=C([H])C([H])=C1[H] 0.000 claims 7
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims 6
- 125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 claims 6
- MUDSDYNRBDKLGK-UHFFFAOYSA-N 4-methylquinoline Chemical group C1=CC=C2C(C)=CC=NC2=C1 MUDSDYNRBDKLGK-UHFFFAOYSA-N 0.000 claims 6
- 125000006163 5-membered heteroaryl group Chemical group 0.000 claims 6
- 125000003118 aryl group Chemical group 0.000 claims 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 6
- 229910052760 oxygen Inorganic materials 0.000 claims 6
- 239000001301 oxygen Substances 0.000 claims 6
- 125000004262 quinoxalin-2-yl group Chemical group [H]C1=NC2=C([H])C([H])=C([H])C([H])=C2N=C1* 0.000 claims 6
- 125000001607 1,2,3-triazol-1-yl group Chemical group [*]N1N=NC([H])=C1[H] 0.000 claims 5
- 229920000728 polyester Polymers 0.000 claims 5
- 125000001637 1-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C(*)=C([H])C([H])=C([H])C2=C1[H] 0.000 claims 4
- 125000004214 1-pyrrolidinyl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 4
- YIQVNKFWTSLVSA-UHFFFAOYSA-N 2-(trifluoromethyl)quinoxaline Chemical group C1=CC=CC2=NC(C(F)(F)F)=CN=C21 YIQVNKFWTSLVSA-UHFFFAOYSA-N 0.000 claims 4
- QWIDYOLZFAQBOB-UHFFFAOYSA-N 2-methyl-1h-pyrimidin-6-one Chemical compound CC1=NC=CC(=O)N1 QWIDYOLZFAQBOB-UHFFFAOYSA-N 0.000 claims 4
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims 4
- HBAPRWLCCBZDNA-UHFFFAOYSA-N 4-methyl-6,7-dihydro-5h-cyclopenta[d]pyrimidine Chemical group CC1=NC=NC2=C1CCC2 HBAPRWLCCBZDNA-UHFFFAOYSA-N 0.000 claims 4
- SQOCEMCKYDVLMM-UHFFFAOYSA-N [2-(4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[2-fluoro-6-(triazol-2-yl)phenyl]methanone Chemical group CC1=CC(C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2F)N2N=CC=N2)=N1 SQOCEMCKYDVLMM-UHFFFAOYSA-N 0.000 claims 4
- WCZVZNOTHYJIEI-UHFFFAOYSA-N cinnoline Chemical compound N1=NC=CC2=CC=CC=C21 WCZVZNOTHYJIEI-UHFFFAOYSA-N 0.000 claims 4
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 4
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims 4
- 201000010099 disease Diseases 0.000 claims 4
- 208000035475 disorder Diseases 0.000 claims 4
- 125000000246 pyrimidin-2-yl group Chemical group [H]C1=NC(*)=NC([H])=C1[H] 0.000 claims 4
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 4
- BGSRFMFTXMPTSC-UHFFFAOYSA-N 6-fluoro-1,3-benzothiazole Chemical group FC1=CC=C2N=CSC2=C1 BGSRFMFTXMPTSC-UHFFFAOYSA-N 0.000 claims 3
- AHOIGFLSEXUWNV-UHFFFAOYSA-N 6-methoxy-1,3-benzothiazole Chemical group COC1=CC=C2N=CSC2=C1 AHOIGFLSEXUWNV-UHFFFAOYSA-N 0.000 claims 3
- IVKILQAPNDCUNJ-UHFFFAOYSA-N 6-methyl-1,3-benzothiazole Chemical group CC1=CC=C2N=CSC2=C1 IVKILQAPNDCUNJ-UHFFFAOYSA-N 0.000 claims 3
- 208000008589 Obesity Diseases 0.000 claims 3
- ZCQWOFVYLHDMMC-UHFFFAOYSA-N Oxazole Chemical compound C1=COC=N1 ZCQWOFVYLHDMMC-UHFFFAOYSA-N 0.000 claims 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 3
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical group C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 claims 3
- 150000005829 chemical entities Chemical class 0.000 claims 3
- 125000000842 isoxazolyl group Chemical group 0.000 claims 3
- 125000004312 morpholin-2-yl group Chemical group [H]N1C([H])([H])C([H])([H])OC([H])(*)C1([H])[H] 0.000 claims 3
- YEBKRKAIWOXVDB-UHFFFAOYSA-N n,n,6-trimethylpyrimidin-4-amine Chemical compound CN(C)C1=CC(C)=NC=N1 YEBKRKAIWOXVDB-UHFFFAOYSA-N 0.000 claims 3
- 235000020824 obesity Nutrition 0.000 claims 3
- 125000004076 pyridyl group Chemical group 0.000 claims 3
- 229910052717 sulfur Inorganic materials 0.000 claims 3
- 239000011593 sulfur Substances 0.000 claims 3
- 125000001414 1,2,4-triazol-5-yl group Chemical group [H]N1N=C([H])N=C1[*] 0.000 claims 2
- 125000001462 1-pyrrolyl group Chemical group [*]N1C([H])=C([H])C([H])=C1[H] 0.000 claims 2
- LHRIUKSRPHFASO-UHFFFAOYSA-N 6-methyl-1h-pyrimidin-4-one Chemical compound CC1=CC(=O)N=CN1 LHRIUKSRPHFASO-UHFFFAOYSA-N 0.000 claims 2
- 206010002383 Angina Pectoris Diseases 0.000 claims 2
- 208000019888 Circadian rhythm sleep disease Diseases 0.000 claims 2
- 206010020772 Hypertension Diseases 0.000 claims 2
- KYQCOXFCLRTKLS-UHFFFAOYSA-N Pyrazine Chemical group C1=CN=CC=N1 KYQCOXFCLRTKLS-UHFFFAOYSA-N 0.000 claims 2
- 208000013738 Sleep Initiation and Maintenance disease Diseases 0.000 claims 2
- 208000001871 Tachycardia Diseases 0.000 claims 2
- CSEMOFQEGNLVDE-UHFFFAOYSA-N [2-(2,6-dimethylpyrimidin-4-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[5-fluoro-2-(triazol-2-yl)phenyl]methanone Chemical compound CC1=NC(C)=CC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=C(F)C=2)N2N=CC=N2)=N1 CSEMOFQEGNLVDE-UHFFFAOYSA-N 0.000 claims 2
- FRXLVAIFXOLSPP-UHFFFAOYSA-N [2-(4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[4-fluoro-2-(1,3-oxazol-2-yl)phenyl]methanone Chemical compound CC1=CC(C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC(F)=CC=2)C=2OC=CN=2)=N1 FRXLVAIFXOLSPP-UHFFFAOYSA-N 0.000 claims 2
- JAPHEZZFBLTLBW-UHFFFAOYSA-N [2-(6,7-difluoroquinoxalin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-(3-fluoro-2-pyrimidin-2-ylphenyl)methanone Chemical compound N1=C2C=C(F)C(F)=CC2=NC=C1N(CC1C2)CC1CN2C(=O)C1=CC=CC(F)=C1C1=NC=CC=N1 JAPHEZZFBLTLBW-UHFFFAOYSA-N 0.000 claims 2
- 206010003119 arrhythmia Diseases 0.000 claims 2
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Substances N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 claims 2
- 235000010290 biphenyl Nutrition 0.000 claims 2
- 230000000694 effects Effects 0.000 claims 2
- 150000003840 hydrochlorides Chemical class 0.000 claims 2
- 206010022437 insomnia Diseases 0.000 claims 2
- 230000001404 mediated effect Effects 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 125000004527 pyrimidin-4-yl group Chemical group N1=CN=C(C=C1)* 0.000 claims 2
- 150000003230 pyrimidines Chemical group 0.000 claims 2
- 230000006794 tachycardia Effects 0.000 claims 2
- 208000001072 type 2 diabetes mellitus Diseases 0.000 claims 2
- NLRXSLXVPWHPJU-UHFFFAOYSA-N (1-bromonaphthalen-2-yl)-[2-(4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound CC1=CC(C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=C3C=CC=CC3=CC=2)Br)=N1 NLRXSLXVPWHPJU-UHFFFAOYSA-N 0.000 claims 1
- PZTVGKKEEBDOLR-UHFFFAOYSA-N (2,3-difluorophenyl)-[2-(4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound CC1=CC(C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=C(F)C=CC=2)F)=N1 PZTVGKKEEBDOLR-UHFFFAOYSA-N 0.000 claims 1
- VKFALDZKVNVMTL-UHFFFAOYSA-N (2,3-dimethoxyphenyl)-[2-(4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound COC1=CC=CC(C(=O)N2CC3CN(CC3C2)C=2N=C(C)C=C(C)N=2)=C1OC VKFALDZKVNVMTL-UHFFFAOYSA-N 0.000 claims 1
- LVLRJZJKZYIJOH-UHFFFAOYSA-N (2,3-dimethylphenyl)-[2-(4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound CC1=CC(C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=C(C)C=CC=2)C)=N1 LVLRJZJKZYIJOH-UHFFFAOYSA-N 0.000 claims 1
- GAJZBCYMNQLJBC-UHFFFAOYSA-N (2,4-dimethoxyphenyl)-(2-quinoxalin-2-yl-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl)methanone Chemical compound COC1=CC(OC)=CC=C1C(=O)N1CC2CN(C=3N=C4C=CC=CC4=NC=3)CC2C1 GAJZBCYMNQLJBC-UHFFFAOYSA-N 0.000 claims 1
- QBSNNOPFHDNTCJ-UHFFFAOYSA-N (2,4-dimethoxyphenyl)-[2-(4-methoxypyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound COC1=CC(OC)=CC=C1C(=O)N1CC2CN(C=3N=C(OC)C=CN=3)CC2C1 QBSNNOPFHDNTCJ-UHFFFAOYSA-N 0.000 claims 1
- JQNCZQDUHOPZTH-UHFFFAOYSA-N (2,4-dimethoxyphenyl)-[2-(4-methylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound COC1=CC(OC)=CC=C1C(=O)N1CC2CN(C=3N=C(C)C=CN=3)CC2C1 JQNCZQDUHOPZTH-UHFFFAOYSA-N 0.000 claims 1
- CJWVZDYTCRDBKW-UHFFFAOYSA-N (2,4-dimethoxyphenyl)-[2-(4-methylquinolin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound COC1=CC(OC)=CC=C1C(=O)N1CC2CN(C=3N=C4C=CC=CC4=C(C)C=3)CC2C1 CJWVZDYTCRDBKW-UHFFFAOYSA-N 0.000 claims 1
- JRSCYAUGGGFBGL-UHFFFAOYSA-N (2,4-dimethoxyphenyl)-[2-(4-phenylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound COC1=CC(OC)=CC=C1C(=O)N1CC2CN(C=3N=C(C=CN=3)C=3C=CC=CC=3)CC2C1 JRSCYAUGGGFBGL-UHFFFAOYSA-N 0.000 claims 1
- IMWGXUWFWGKBGX-UHFFFAOYSA-N (2,4-dimethoxyphenyl)-[2-(6-fluoro-1,3-benzothiazol-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound COC1=CC(OC)=CC=C1C(=O)N1CC2CN(C=3SC4=CC(F)=CC=C4N=3)CC2C1 IMWGXUWFWGKBGX-UHFFFAOYSA-N 0.000 claims 1
- FEDLNEZQLONHHF-UHFFFAOYSA-N (2,4-dimethoxyphenyl)-[2-(6-methoxy-1,3-benzothiazol-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound COC1=CC(OC)=CC=C1C(=O)N1CC2CN(C=3SC4=CC(OC)=CC=C4N=3)CC2C1 FEDLNEZQLONHHF-UHFFFAOYSA-N 0.000 claims 1
- LYNLZOHBLSXUEN-UHFFFAOYSA-N (2,4-dimethoxyphenyl)-[2-(6-methyl-1,3-benzothiazol-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound COC1=CC(OC)=CC=C1C(=O)N1CC2CN(C=3SC4=CC(C)=CC=C4N=3)CC2C1 LYNLZOHBLSXUEN-UHFFFAOYSA-N 0.000 claims 1
- VCUXGBUTMCUPAO-UHFFFAOYSA-N (2,4-dimethoxyphenyl)-[2-(6-methylpyridin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound COC1=CC(OC)=CC=C1C(=O)N1CC2CN(C=3N=C(C)C=CC=3)CC2C1 VCUXGBUTMCUPAO-UHFFFAOYSA-N 0.000 claims 1
- IXXZMCAXYXKFIZ-UHFFFAOYSA-N (2,4-dimethylphenyl)-[2-(4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound CC1=CC(C)=CC=C1C(=O)N1CC2CN(C=3N=C(C)C=C(C)N=3)CC2C1 IXXZMCAXYXKFIZ-UHFFFAOYSA-N 0.000 claims 1
- VJHZUJPSFIFXGJ-UHFFFAOYSA-N (2,5-diethoxyphenyl)-[2-(4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound CCOC1=CC=C(OCC)C(C(=O)N2CC3CN(CC3C2)C=2N=C(C)C=C(C)N=2)=C1 VJHZUJPSFIFXGJ-UHFFFAOYSA-N 0.000 claims 1
- ZSFLBBUZWXXXKC-UHFFFAOYSA-N (2,5-dimethylphenyl)-[2-(4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound CC1=CC=C(C)C(C(=O)N2CC3CN(CC3C2)C=2N=C(C)C=C(C)N=2)=C1 ZSFLBBUZWXXXKC-UHFFFAOYSA-N 0.000 claims 1
- ZZEVWXNOIZPBPQ-UHFFFAOYSA-N (2,6-diethoxyphenyl)-[2-(4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound CCOC1=CC=CC(OCC)=C1C(=O)N1CC2CN(C=3N=C(C)C=C(C)N=3)CC2C1 ZZEVWXNOIZPBPQ-UHFFFAOYSA-N 0.000 claims 1
- KYQDZVMSJLXAST-UHFFFAOYSA-N (2,6-difluorophenyl)-[2-(4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound CC1=CC(C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2F)F)=N1 KYQDZVMSJLXAST-UHFFFAOYSA-N 0.000 claims 1
- NDYURLQMQKHWOP-UHFFFAOYSA-N (2,6-dimethoxyphenyl)-(2-quinoxalin-2-yl-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl)methanone Chemical compound COC1=CC=CC(OC)=C1C(=O)N1CC2CN(C=3N=C4C=CC=CC4=NC=3)CC2C1 NDYURLQMQKHWOP-UHFFFAOYSA-N 0.000 claims 1
- PJEPFZUFIFXWFK-UHFFFAOYSA-N (2,6-dimethoxyphenyl)-[2-(4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound COC1=CC=CC(OC)=C1C(=O)N1CC2CN(C=3N=C(C)C=C(C)N=3)CC2C1 PJEPFZUFIFXWFK-UHFFFAOYSA-N 0.000 claims 1
- MBMKYAGDMHNQIG-UHFFFAOYSA-N (2,6-dimethoxyphenyl)-[2-(4-phenylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound COC1=CC=CC(OC)=C1C(=O)N1CC2CN(C=3N=C(C=CN=3)C=3C=CC=CC=3)CC2C1 MBMKYAGDMHNQIG-UHFFFAOYSA-N 0.000 claims 1
- BABLDPCPEGDUEY-UHFFFAOYSA-N (2,6-dimethoxyphenyl)-[2-[5-(trifluoromethyl)pyridin-2-yl]-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound COC1=CC=CC(OC)=C1C(=O)N1CC2CN(C=3N=CC(=CC=3)C(F)(F)F)CC2C1 BABLDPCPEGDUEY-UHFFFAOYSA-N 0.000 claims 1
- DPIPMKPGBKKWPI-UHFFFAOYSA-N (2,6-dimethylphenyl)-[2-(4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound CC1=CC(C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2C)C)=N1 DPIPMKPGBKKWPI-UHFFFAOYSA-N 0.000 claims 1
- HBAPTSNVGVATBX-UHFFFAOYSA-N (2-bromo-3-fluorophenyl)-[2-(6-fluoroquinazolin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound N1=CC2=CC(F)=CC=C2N=C1N(CC1C2)CC1CN2C(=O)C1=CC=CC(F)=C1Br HBAPTSNVGVATBX-UHFFFAOYSA-N 0.000 claims 1
- XNJWLCJKWAJWGS-UHFFFAOYSA-N (2-bromo-4,5-dimethoxyphenyl)-[2-(4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound C1=C(OC)C(OC)=CC(Br)=C1C(=O)N1CC2CN(C=3N=C(C)C=C(C)N=3)CC2C1 XNJWLCJKWAJWGS-UHFFFAOYSA-N 0.000 claims 1
- BJKYSIAVJGFRKP-UHFFFAOYSA-N (2-bromophenyl)-(2-quinoxalin-2-yl-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl)methanone Chemical compound BrC1=CC=CC=C1C(=O)N1CC2CN(C=3N=C4C=CC=CC4=NC=3)CC2C1 BJKYSIAVJGFRKP-UHFFFAOYSA-N 0.000 claims 1
- GLBNVXNINQMGPJ-UHFFFAOYSA-N (2-bromophenyl)-[2-(4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound CC1=CC(C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2)Br)=N1 GLBNVXNINQMGPJ-UHFFFAOYSA-N 0.000 claims 1
- ICKDQEFMYRCLNL-UHFFFAOYSA-N (2-bromophenyl)-[2-(4-phenylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound BrC1=CC=CC=C1C(=O)N1CC2CN(C=3N=C(C=CN=3)C=3C=CC=CC=3)CC2C1 ICKDQEFMYRCLNL-UHFFFAOYSA-N 0.000 claims 1
- ZWMVHQRBWJTJAW-UHFFFAOYSA-N (2-bromopyridin-3-yl)-[2-(4,5,6-trimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound CC1=C(C)C(C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=NC=CC=2)Br)=N1 ZWMVHQRBWJTJAW-UHFFFAOYSA-N 0.000 claims 1
- BMAOXYHBUDXNQG-UHFFFAOYSA-N (2-bromopyridin-3-yl)-[2-(4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound CC1=CC(C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=NC=CC=2)Br)=N1 BMAOXYHBUDXNQG-UHFFFAOYSA-N 0.000 claims 1
- FOETXTIGELKUMZ-UHFFFAOYSA-N (2-chloro-6-methylphenyl)-[2-(4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound CC1=CC(C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2C)Cl)=N1 FOETXTIGELKUMZ-UHFFFAOYSA-N 0.000 claims 1
- ISCFETWBMRSRJY-UHFFFAOYSA-N (2-ethoxynaphthalen-1-yl)-(2-quinoxalin-2-yl-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl)methanone Chemical compound C1=CC=CC2=NC(N3CC4CN(CC4C3)C(=O)C3=C4C=CC=CC4=CC=C3OCC)=CN=C21 ISCFETWBMRSRJY-UHFFFAOYSA-N 0.000 claims 1
- PNKRSAGISOYJJQ-UHFFFAOYSA-N (2-ethoxynaphthalen-1-yl)-[2-(4-methoxypyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound CCOC1=CC=C2C=CC=CC2=C1C(=O)N(CC1C2)CC1CN2C1=NC=CC(OC)=N1 PNKRSAGISOYJJQ-UHFFFAOYSA-N 0.000 claims 1
- AZHYPFHWRGQXEK-UHFFFAOYSA-N (2-ethoxynaphthalen-1-yl)-[2-(4-phenylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound CCOC1=CC=C2C=CC=CC2=C1C(=O)N(CC1C2)CC1CN2C(N=1)=NC=CC=1C1=CC=CC=C1 AZHYPFHWRGQXEK-UHFFFAOYSA-N 0.000 claims 1
- KNSQXGQTBLTKPU-UHFFFAOYSA-N (2-ethoxyphenyl)-[2-(4-methoxypyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound CCOC1=CC=CC=C1C(=O)N1CC2CN(C=3N=C(OC)C=CN=3)CC2C1 KNSQXGQTBLTKPU-UHFFFAOYSA-N 0.000 claims 1
- RGRPJKUKFHYYQG-UHFFFAOYSA-N (2-fluoro-6-pyrimidin-2-ylphenyl)-[2-[6-methyl-2-(trifluoromethyl)pyrimidin-4-yl]-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound FC(F)(F)C1=NC(C)=CC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2F)C=2N=CC=CN=2)=N1 RGRPJKUKFHYYQG-UHFFFAOYSA-N 0.000 claims 1
- PWRHYDCPWHULKG-UHFFFAOYSA-N (2-methoxynaphthalen-1-yl)-[2-(4-methoxypyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound COC1=CC=NC(N2CC3CN(CC3C2)C(=O)C=2C3=CC=CC=C3C=CC=2OC)=N1 PWRHYDCPWHULKG-UHFFFAOYSA-N 0.000 claims 1
- VHJDCQQYIARYQR-UHFFFAOYSA-N (2-methoxyphenyl)-[2-(4-methoxypyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound COC1=CC=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2)OC)=N1 VHJDCQQYIARYQR-UHFFFAOYSA-N 0.000 claims 1
- QHONPQUKHVHBBQ-UHFFFAOYSA-N (2-methoxyphenyl)-[2-(4-methylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound COC1=CC=CC=C1C(=O)N1CC2CN(C=3N=C(C)C=CN=3)CC2C1 QHONPQUKHVHBBQ-UHFFFAOYSA-N 0.000 claims 1
- CJUYFTMJBXJBFH-UHFFFAOYSA-N (2-methylnaphthalen-1-yl)-(2-quinoxalin-2-yl-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl)methanone Chemical compound C1=CC=CC2=NC(N3CC4CN(CC4C3)C(=O)C3=C4C=CC=CC4=CC=C3C)=CN=C21 CJUYFTMJBXJBFH-UHFFFAOYSA-N 0.000 claims 1
- NSYQEJAIIUUYDV-UHFFFAOYSA-N (2-methylnaphthalen-1-yl)-[2-(4-methylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound CC1=CC=NC(N2CC3CN(CC3C2)C(=O)C=2C3=CC=CC=C3C=CC=2C)=N1 NSYQEJAIIUUYDV-UHFFFAOYSA-N 0.000 claims 1
- KAGQVRDISXOYGJ-UHFFFAOYSA-N (2-methylnaphthalen-1-yl)-[2-(4-phenylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound CC1=CC=C2C=CC=CC2=C1C(=O)N(CC1C2)CC1CN2C(N=1)=NC=CC=1C1=CC=CC=C1 KAGQVRDISXOYGJ-UHFFFAOYSA-N 0.000 claims 1
- RENDBSLEAOPBLO-UHFFFAOYSA-N (2-methylphenyl)-(2-quinoxalin-2-yl-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl)methanone Chemical compound CC1=CC=CC=C1C(=O)N1CC2CN(C=3N=C4C=CC=CC4=NC=3)CC2C1 RENDBSLEAOPBLO-UHFFFAOYSA-N 0.000 claims 1
- XNCXEFDPSSQEHF-UHFFFAOYSA-N (2-phenylphenyl)-(2-quinolin-2-yl-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl)methanone Chemical compound C1C2CN(C=3N=C4C=CC=CC4=CC=3)CC2CN1C(=O)C1=CC=CC=C1C1=CC=CC=C1 XNCXEFDPSSQEHF-UHFFFAOYSA-N 0.000 claims 1
- XCFOXTRGQAEXQS-UHFFFAOYSA-N (2-phenylphenyl)-(2-quinoxalin-2-yl-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl)methanone Chemical compound C1C2CN(C=3N=C4C=CC=CC4=NC=3)CC2CN1C(=O)C1=CC=CC=C1C1=CC=CC=C1 XCFOXTRGQAEXQS-UHFFFAOYSA-N 0.000 claims 1
- PZYASAYVVAMJRX-UHFFFAOYSA-N (2-phenylphenyl)-[2-(4-phenylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound C=1C=CC=C(C=2C=CC=CC=2)C=1C(=O)N(CC1C2)CC1CN2C(N=1)=NC=CC=1C1=CC=CC=C1 PZYASAYVVAMJRX-UHFFFAOYSA-N 0.000 claims 1
- AAHDCERIKHANLG-UHFFFAOYSA-N (2-phenylphenyl)-[2-(4-thiophen-2-ylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound C=1C=CC=C(C=2C=CC=CC=2)C=1C(=O)N(CC1C2)CC1CN2C(N=1)=NC=CC=1C1=CC=CS1 AAHDCERIKHANLG-UHFFFAOYSA-N 0.000 claims 1
- DHUXGFAIUQGLHZ-UHFFFAOYSA-N (2-phenylphenyl)-[2-[4-(1h-pyrazol-4-yl)pyrimidin-2-yl]-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound C=1C=CC=C(C=2C=CC=CC=2)C=1C(=O)N(CC1C2)CC1CN2C(N=1)=NC=CC=1C=1C=NNC=1 DHUXGFAIUQGLHZ-UHFFFAOYSA-N 0.000 claims 1
- YRKJMIKRCCBMEB-UHFFFAOYSA-N (2-pyrazol-1-ylphenyl)-(2-quinoxalin-2-yl-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl)methanone Chemical compound C1C2CN(C=3N=C4C=CC=CC4=NC=3)CC2CN1C(=O)C1=CC=CC=C1N1C=CC=N1 YRKJMIKRCCBMEB-UHFFFAOYSA-N 0.000 claims 1
- ALBSLXVPHZRNMG-UHFFFAOYSA-N (2-pyridin-3-ylphenyl)-(2-quinoxalin-2-yl-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl)methanone Chemical compound C1C2CN(C=3N=C4C=CC=CC4=NC=3)CC2CN1C(=O)C1=CC=CC=C1C1=CC=CN=C1 ALBSLXVPHZRNMG-UHFFFAOYSA-N 0.000 claims 1
- BUGTXFLMSNXSIB-UHFFFAOYSA-N (2-quinolin-2-yl-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl)-(2-thiophen-2-ylphenyl)methanone Chemical compound C1C2CN(C=3N=C4C=CC=CC4=CC=3)CC2CN1C(=O)C1=CC=CC=C1C1=CC=CS1 BUGTXFLMSNXSIB-UHFFFAOYSA-N 0.000 claims 1
- FRDFTQRXBJJJEU-UHFFFAOYSA-N (2-quinoxalin-2-yl-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl)-(2-thiophen-2-ylphenyl)methanone Chemical compound C1C2CN(C=3N=C4C=CC=CC4=NC=3)CC2CN1C(=O)C1=CC=CC=C1C1=CC=CS1 FRDFTQRXBJJJEU-UHFFFAOYSA-N 0.000 claims 1
- NUQBMXJKPBZEMD-UHFFFAOYSA-N (2-quinoxalin-2-yl-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl)-[2-(1h-1,2,4-triazol-5-yl)phenyl]methanone Chemical compound C1C2CN(C=3N=C4C=CC=CC4=NC=3)CC2CN1C(=O)C1=CC=CC=C1C1=NN=CN1 NUQBMXJKPBZEMD-UHFFFAOYSA-N 0.000 claims 1
- PBCULYFYQCLGFO-UHFFFAOYSA-N (2-quinoxalin-2-yl-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl)-[2-(triazol-2-yl)phenyl]methanone Chemical compound C1C2CN(C=3N=C4C=CC=CC4=NC=3)CC2CN1C(=O)C1=CC=CC=C1N1N=CC=N1 PBCULYFYQCLGFO-UHFFFAOYSA-N 0.000 claims 1
- AWRFKYQBOBCNHY-UHFFFAOYSA-N (2-quinoxalin-2-yl-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl)-[2-[4-(trifluoromethyl)phenyl]phenyl]methanone Chemical compound C1=CC(C(F)(F)F)=CC=C1C1=CC=CC=C1C(=O)N1CC2CN(C=3N=C4C=CC=CC4=NC=3)CC2C1 AWRFKYQBOBCNHY-UHFFFAOYSA-N 0.000 claims 1
- OCTWDOGQOVFHTC-UHFFFAOYSA-N (2-thiophen-2-ylphenyl)-[2-(4-thiophen-2-ylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound C=1C=CC=C(C=2SC=CC=2)C=1C(=O)N(CC1C2)CC1CN2C(N=1)=NC=CC=1C1=CC=CS1 OCTWDOGQOVFHTC-UHFFFAOYSA-N 0.000 claims 1
- GISNALOFEYOYPY-UHFFFAOYSA-N (2-thiophen-2-ylphenyl)-[2-[3-(trifluoromethyl)pyridin-2-yl]-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound FC(F)(F)C1=CC=CN=C1N1CC2CN(C(=O)C=3C(=CC=CC=3)C=3SC=CC=3)CC2C1 GISNALOFEYOYPY-UHFFFAOYSA-N 0.000 claims 1
- LFMLAHRDGHNRMB-UHFFFAOYSA-N (2-thiophen-2-ylphenyl)-[2-[6-(trifluoromethyl)pyridin-2-yl]-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound FC(F)(F)C1=CC=CC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2)C=2SC=CC=2)=N1 LFMLAHRDGHNRMB-UHFFFAOYSA-N 0.000 claims 1
- LMYCJZUHXUMPJR-UHFFFAOYSA-N (3-methylfuran-2-yl)-(2-quinoxalin-2-yl-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl)methanone Chemical compound C1=COC(C(=O)N2CC3CN(CC3C2)C=2N=C3C=CC=CC3=NC=2)=C1C LMYCJZUHXUMPJR-UHFFFAOYSA-N 0.000 claims 1
- CHFJTTMZRPWKGR-UHFFFAOYSA-N (3-methylfuran-2-yl)-[2-[5-(trifluoromethyl)pyridin-2-yl]-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound C1=COC(C(=O)N2CC3CN(CC3C2)C=2N=CC(=CC=2)C(F)(F)F)=C1C CHFJTTMZRPWKGR-UHFFFAOYSA-N 0.000 claims 1
- GZPFTNSJBAEJET-UHFFFAOYSA-N (3-propoxypyridin-2-yl)-(2-quinoxalin-2-yl-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl)methanone Chemical compound CCCOC1=CC=CN=C1C(=O)N1CC2CN(C=3N=C4C=CC=CC4=NC=3)CC2C1 GZPFTNSJBAEJET-UHFFFAOYSA-N 0.000 claims 1
- ZWSQJPQVYIKQHO-UHFFFAOYSA-N (3-propoxypyridin-2-yl)-[2-[5-(trifluoromethyl)pyridin-2-yl]-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound CCCOC1=CC=CN=C1C(=O)N1CC2CN(C=3N=CC(=CC=3)C(F)(F)F)CC2C1 ZWSQJPQVYIKQHO-UHFFFAOYSA-N 0.000 claims 1
- LZAJLJZOWSIZMH-UHFFFAOYSA-N (3-propoxypyridin-2-yl)-[2-[5-(trifluoromethyl)pyrimidin-2-yl]-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound CCCOC1=CC=CN=C1C(=O)N1CC2CN(C=3N=CC(=CN=3)C(F)(F)F)CC2C1 LZAJLJZOWSIZMH-UHFFFAOYSA-N 0.000 claims 1
- MGSNPGTXJLBZKW-UHFFFAOYSA-N (4-chloro-2-methoxyphenyl)-[2-(4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound COC1=CC(Cl)=CC=C1C(=O)N1CC2CN(C=3N=C(C)C=C(C)N=3)CC2C1 MGSNPGTXJLBZKW-UHFFFAOYSA-N 0.000 claims 1
- UQOMQTRAYAAQIV-UHFFFAOYSA-N (4-fluoronaphthalen-1-yl)-[2-(4-methoxypyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound COC1=CC=NC(N2CC3CN(CC3C2)C(=O)C=2C3=CC=CC=C3C(F)=CC=2)=N1 UQOMQTRAYAAQIV-UHFFFAOYSA-N 0.000 claims 1
- AYWXVJSPULPEEJ-UHFFFAOYSA-N (4-methoxy-2-methylphenyl)-(2-quinoxalin-2-yl-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl)methanone Chemical compound CC1=CC(OC)=CC=C1C(=O)N1CC2CN(C=3N=C4C=CC=CC4=NC=3)CC2C1 AYWXVJSPULPEEJ-UHFFFAOYSA-N 0.000 claims 1
- QNQQLAMJADYLTH-UHFFFAOYSA-N (5-chloro-2-methylphenyl)-[2-(4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound CC1=CC(C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=C(Cl)C=2)C)=N1 QNQQLAMJADYLTH-UHFFFAOYSA-N 0.000 claims 1
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- XHXFKEFWJIAYJZ-UHFFFAOYSA-N (5-fluoro-2-pyrimidin-2-ylphenyl)-[2-(4-phenylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound C1C2CN(C=3N=C(C=CN=3)C=3C=CC=CC=3)CC2CN1C(=O)C1=CC(F)=CC=C1C1=NC=CC=N1 XHXFKEFWJIAYJZ-UHFFFAOYSA-N 0.000 claims 1
- SGEWRYASUNHRFF-UHFFFAOYSA-N (5-fluoro-2-pyrimidin-2-ylphenyl)-[2-[4-(trifluoromethyl)pyrimidin-2-yl]-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound C1C2CN(C=3N=C(C=CN=3)C(F)(F)F)CC2CN1C(=O)C1=CC(F)=CC=C1C1=NC=CC=N1 SGEWRYASUNHRFF-UHFFFAOYSA-N 0.000 claims 1
- OCCHVQFBOSEWLB-UHFFFAOYSA-N (5-fluoro-2-pyrimidin-2-ylphenyl)-[2-[6-methyl-2-(trifluoromethyl)pyrimidin-4-yl]-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound FC(F)(F)C1=NC(C)=CC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=C(F)C=2)C=2N=CC=CN=2)=N1 OCCHVQFBOSEWLB-UHFFFAOYSA-N 0.000 claims 1
- FJWPOPXYAKMPAW-UHFFFAOYSA-N (5-methyl-2-pyrimidin-2-ylphenyl)-[2-[6-methyl-2-(trifluoromethyl)pyrimidin-4-yl]-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound C1C2CN(C=3N=C(N=C(C)C=3)C(F)(F)F)CC2CN1C(=O)C1=CC(C)=CC=C1C1=NC=CC=N1 FJWPOPXYAKMPAW-UHFFFAOYSA-N 0.000 claims 1
- MIUDTRFMDYMLHR-UHFFFAOYSA-N (5-tert-butyl-2-methoxyphenyl)-[2-(4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound COC1=CC=C(C(C)(C)C)C=C1C(=O)N1CC2CN(C=3N=C(C)C=C(C)N=3)CC2C1 MIUDTRFMDYMLHR-UHFFFAOYSA-N 0.000 claims 1
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- 125000003626 1,2,4-triazol-1-yl group Chemical group [*]N1N=C([H])N=C1[H] 0.000 claims 1
- 125000001401 1,2,4-triazol-4-yl group Chemical group N=1N=C([H])N([*])C=1[H] 0.000 claims 1
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- BHCSNOBCPPLBRX-UHFFFAOYSA-N [2-(4,6-dimethoxypyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-(2-thiophen-2-ylphenyl)methanone Chemical compound COC1=CC(OC)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2)C=2SC=CC=2)=N1 BHCSNOBCPPLBRX-UHFFFAOYSA-N 0.000 claims 1
- YYBANKWOJWWTMC-UHFFFAOYSA-N [2-(4,6-dimethoxypyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-(3-phenylpyridin-2-yl)methanone Chemical compound COC1=CC(OC)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CN=2)C=2C=CC=CC=2)=N1 YYBANKWOJWWTMC-UHFFFAOYSA-N 0.000 claims 1
- FKJFALWMCNNBEN-UHFFFAOYSA-N [2-(4,6-dimethoxypyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-(5-fluoro-2-pyrimidin-2-ylphenyl)methanone Chemical compound COC1=CC(OC)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=C(F)C=2)C=2N=CC=CN=2)=N1 FKJFALWMCNNBEN-UHFFFAOYSA-N 0.000 claims 1
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- OMBLRCRKYLUHNF-UHFFFAOYSA-N [2-(4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-(2-fluoro-6-pyrimidin-2-ylphenyl)methanone Chemical compound CC1=CC(C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2F)C=2N=CC=CN=2)=N1 OMBLRCRKYLUHNF-UHFFFAOYSA-N 0.000 claims 1
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- ZKKLOXINBQVYPJ-UHFFFAOYSA-N [2-(4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-(2-methoxyphenyl)methanone Chemical compound COC1=CC=CC=C1C(=O)N1CC2CN(C=3N=C(C)C=C(C)N=3)CC2C1 ZKKLOXINBQVYPJ-UHFFFAOYSA-N 0.000 claims 1
- OCAPIJUYKNZADW-UHFFFAOYSA-N [2-(4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-(2-methyl-5-phenyl-1,3-thiazol-4-yl)methanone Chemical compound C=1C=CC=CC=1C=1SC(C)=NC=1C(=O)N(CC1C2)CC1CN2C1=NC(C)=CC(C)=N1 OCAPIJUYKNZADW-UHFFFAOYSA-N 0.000 claims 1
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- WDFUOYGGZPFVBE-UHFFFAOYSA-N [2-(4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-(2-phenylphenyl)methanone Chemical compound CC1=CC(C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2)C=2C=CC=CC=2)=N1 WDFUOYGGZPFVBE-UHFFFAOYSA-N 0.000 claims 1
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- VTHDGBFCMFXWBE-UHFFFAOYSA-N [2-(4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-(2-propan-2-ylphenyl)methanone Chemical compound CC(C)C1=CC=CC=C1C(=O)N1CC2CN(C=3N=C(C)C=C(C)N=3)CC2C1 VTHDGBFCMFXWBE-UHFFFAOYSA-N 0.000 claims 1
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- VWGOVFWOWOXJGQ-UHFFFAOYSA-N [2-(4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-(2-pyrimidin-2-ylpyridin-3-yl)methanone Chemical compound CC1=CC(C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=NC=CC=2)C=2N=CC=CN=2)=N1 VWGOVFWOWOXJGQ-UHFFFAOYSA-N 0.000 claims 1
- LZTSTMNHWRCGAK-UHFFFAOYSA-N [2-(4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-(2-thiophen-2-ylphenyl)methanone Chemical compound CC1=CC(C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2)C=2SC=CC=2)=N1 LZTSTMNHWRCGAK-UHFFFAOYSA-N 0.000 claims 1
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- UGSRPYQZXOZSNE-UHFFFAOYSA-N [2-(4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-(3-propoxypyridin-2-yl)methanone Chemical compound CCCOC1=CC=CN=C1C(=O)N1CC2CN(C=3N=C(C)C=C(C)N=3)CC2C1 UGSRPYQZXOZSNE-UHFFFAOYSA-N 0.000 claims 1
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- UOVVTUIUPUBXQO-UHFFFAOYSA-N [2-(4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-(4-fluoro-2-pyridin-2-ylphenyl)methanone Chemical compound CC1=CC(C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC(F)=CC=2)C=2N=CC=CC=2)=N1 UOVVTUIUPUBXQO-UHFFFAOYSA-N 0.000 claims 1
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- RQCIXSIWGGVIAE-UHFFFAOYSA-N [2-(4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[3-fluoro-2-(triazol-2-yl)phenyl]methanone Chemical compound CC1=CC(C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=C(F)C=CC=2)N2N=CC=N2)=N1 RQCIXSIWGGVIAE-UHFFFAOYSA-N 0.000 claims 1
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- QHJRWODEYRBNKJ-UHFFFAOYSA-N [2-(4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[4-fluoro-2-(trifluoromethyl)phenyl]methanone Chemical compound CC1=CC(C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC(F)=CC=2)C(F)(F)F)=N1 QHJRWODEYRBNKJ-UHFFFAOYSA-N 0.000 claims 1
- VDIHFWJLXXQJNS-UHFFFAOYSA-N [2-(4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[4-fluoro-3-(5-methylpyridin-2-yl)pyridin-2-yl]methanone Chemical compound N1=CC(C)=CC=C1C1=C(F)C=CN=C1C(=O)N1CC2CN(C=3N=C(C)C=C(C)N=3)CC2C1 VDIHFWJLXXQJNS-UHFFFAOYSA-N 0.000 claims 1
- ULXUMMWTPGKPRC-UHFFFAOYSA-N [2-(4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[4-methoxy-2-(triazol-2-yl)phenyl]methanone Chemical compound N1=CC=NN1C1=CC(OC)=CC=C1C(=O)N(CC1C2)CC1CN2C1=NC(C)=CC(C)=N1 ULXUMMWTPGKPRC-UHFFFAOYSA-N 0.000 claims 1
- HWRPYXCBWKYHSC-UHFFFAOYSA-N [2-(4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[5-(triazol-2-yl)-1,3-benzodioxol-4-yl]methanone Chemical compound CC1=CC(C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=C3OCOC3=2)N2N=CC=N2)=N1 HWRPYXCBWKYHSC-UHFFFAOYSA-N 0.000 claims 1
- BTDYWOOJOQDJLW-UHFFFAOYSA-N [2-(4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[5-fluoro-2-(3-fluoropyridin-2-yl)phenyl]methanone Chemical compound CC1=CC(C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=C(F)C=2)C=2C(=CC=CN=2)F)=N1 BTDYWOOJOQDJLW-UHFFFAOYSA-N 0.000 claims 1
- SFEMDXSVVNIBSW-UHFFFAOYSA-N [2-(4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[5-fluoro-2-(4-methylpyridin-2-yl)phenyl]methanone Chemical compound CC1=CC=NC(C=2C(=CC(F)=CC=2)C(=O)N2CC3CN(CC3C2)C=2N=C(C)C=C(C)N=2)=C1 SFEMDXSVVNIBSW-UHFFFAOYSA-N 0.000 claims 1
- PCFZBGHYMRIHIH-UHFFFAOYSA-N [2-(4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[5-fluoro-2-(5-methylpyridin-2-yl)phenyl]methanone Chemical compound N1=CC(C)=CC=C1C1=CC=C(F)C=C1C(=O)N1CC2CN(C=3N=C(C)C=C(C)N=3)CC2C1 PCFZBGHYMRIHIH-UHFFFAOYSA-N 0.000 claims 1
- OANHVFVIIQWUNC-UHFFFAOYSA-N [2-(4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[5-fluoro-2-(6-methylpyridin-2-yl)phenyl]methanone Chemical compound CC1=CC=CC(C=2C(=CC(F)=CC=2)C(=O)N2CC3CN(CC3C2)C=2N=C(C)C=C(C)N=2)=N1 OANHVFVIIQWUNC-UHFFFAOYSA-N 0.000 claims 1
- OANNWSODDZUOAK-UHFFFAOYSA-N [2-(4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[5-fluoro-2-(triazol-2-yl)phenyl]methanone Chemical compound CC1=CC(C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=C(F)C=2)N2N=CC=N2)=N1 OANNWSODDZUOAK-UHFFFAOYSA-N 0.000 claims 1
- DEFPBWCODFLOQK-UHFFFAOYSA-N [2-(4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[5-iodo-2-(triazol-2-yl)phenyl]methanone Chemical compound CC1=CC(C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=C(I)C=2)N2N=CC=N2)=N1 DEFPBWCODFLOQK-UHFFFAOYSA-N 0.000 claims 1
- JEGXPQYWMVONEI-UHFFFAOYSA-N [2-(4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[5-methoxy-2-(triazol-2-yl)phenyl]methanone Chemical compound C=1C(OC)=CC=C(N2N=CC=N2)C=1C(=O)N(CC1C2)CC1CN2C1=NC(C)=CC(C)=N1 JEGXPQYWMVONEI-UHFFFAOYSA-N 0.000 claims 1
- FOSPCAKWWFJONM-UHFFFAOYSA-N [2-(4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[6-methyl-2-(triazol-2-yl)pyridin-3-yl]methanone Chemical compound N1=CC=NN1C1=NC(C)=CC=C1C(=O)N(CC1C2)CC1CN2C1=NC(C)=CC(C)=N1 FOSPCAKWWFJONM-UHFFFAOYSA-N 0.000 claims 1
- UPDIDSMLOOSOTA-UHFFFAOYSA-N [2-(4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-naphthalen-1-ylmethanone Chemical compound CC1=CC(C)=NC(N2CC3CN(CC3C2)C(=O)C=2C3=CC=CC=C3C=CC=2)=N1 UPDIDSMLOOSOTA-UHFFFAOYSA-N 0.000 claims 1
- YJTCYUPZJYYZLO-UHFFFAOYSA-N [2-(4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-quinolin-8-ylmethanone Chemical compound CC1=CC(C)=NC(N2CC3CN(CC3C2)C(=O)C=2C3=NC=CC=C3C=CC=2)=N1 YJTCYUPZJYYZLO-UHFFFAOYSA-N 0.000 claims 1
- DRJPPKJKIAGPNX-UHFFFAOYSA-N [2-(4-cyclopropyl-6-methylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[2-fluoro-6-(triazol-2-yl)phenyl]methanone Chemical compound N=1C(C)=CC(C2CC2)=NC=1N(CC1C2)CC1CN2C(=O)C1=C(F)C=CC=C1N1N=CC=N1 DRJPPKJKIAGPNX-UHFFFAOYSA-N 0.000 claims 1
- PWWAMVUWZHUZNP-UHFFFAOYSA-N [2-(4-ethyl-6-methylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[2-fluoro-6-(triazol-2-yl)phenyl]methanone Chemical compound CCC1=CC(C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2F)N2N=CC=N2)=N1 PWWAMVUWZHUZNP-UHFFFAOYSA-N 0.000 claims 1
- ACYFNSJZZLHDLT-UHFFFAOYSA-N [2-(4-fluorophenyl)phenyl]-(2-quinoxalin-2-yl-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl)methanone Chemical compound C1=CC(F)=CC=C1C1=CC=CC=C1C(=O)N1CC2CN(C=3N=C4C=CC=CC4=NC=3)CC2C1 ACYFNSJZZLHDLT-UHFFFAOYSA-N 0.000 claims 1
- YSPJHPRRYBJEGJ-UHFFFAOYSA-N [2-(4-methoxypyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-(2-methylnaphthalen-1-yl)methanone Chemical compound COC1=CC=NC(N2CC3CN(CC3C2)C(=O)C=2C3=CC=CC=C3C=CC=2C)=N1 YSPJHPRRYBJEGJ-UHFFFAOYSA-N 0.000 claims 1
- XUZBUMGWMNOUBS-UHFFFAOYSA-N [2-(4-methoxypyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-(2-phenylphenyl)methanone Chemical compound COC1=CC=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2)C=2C=CC=CC=2)=N1 XUZBUMGWMNOUBS-UHFFFAOYSA-N 0.000 claims 1
- PFOXKHAUTFFHKO-UHFFFAOYSA-N [2-(4-methoxypyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-(2-thiophen-2-ylphenyl)methanone Chemical compound COC1=CC=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2)C=2SC=CC=2)=N1 PFOXKHAUTFFHKO-UHFFFAOYSA-N 0.000 claims 1
- FOQWGXBQBIJWCV-UHFFFAOYSA-N [2-(4-methoxypyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[2-(4-methylphenyl)phenyl]methanone Chemical compound COC1=CC=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2)C=2C=CC(C)=CC=2)=N1 FOQWGXBQBIJWCV-UHFFFAOYSA-N 0.000 claims 1
- GBOGADFPCXULPQ-UHFFFAOYSA-N [2-(4-methoxypyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-naphthalen-1-ylmethanone Chemical compound COC1=CC=NC(N2CC3CN(CC3C2)C(=O)C=2C3=CC=CC=C3C=CC=2)=N1 GBOGADFPCXULPQ-UHFFFAOYSA-N 0.000 claims 1
- KWUIJSNANKEMLK-UHFFFAOYSA-N [2-(4-methyl-6,7-dihydro-5h-cyclopenta[d]pyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[2-(3-methyl-1,2,4-oxadiazol-5-yl)phenyl]methanone Chemical compound CC1=NOC(C=2C(=CC=CC=2)C(=O)N2CC3CN(CC3C2)C=2N=C(C)C=3CCCC=3N=2)=N1 KWUIJSNANKEMLK-UHFFFAOYSA-N 0.000 claims 1
- RJHNCOBPFVAYMW-UHFFFAOYSA-N [2-(4-methyl-6-propan-2-ylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[2-(triazol-2-yl)phenyl]methanone Chemical compound CC(C)C1=CC(C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2)N2N=CC=N2)=N1 RJHNCOBPFVAYMW-UHFFFAOYSA-N 0.000 claims 1
- ABWMSPCTSXQCBA-UHFFFAOYSA-N [2-(4-methyl-6-propan-2-ylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[5-propan-2-yl-2-(triazol-2-yl)phenyl]methanone Chemical compound C=1C(C(C)C)=CC=C(N2N=CC=N2)C=1C(=O)N(CC1C2)CC1CN2C1=NC(C)=CC(C(C)C)=N1 ABWMSPCTSXQCBA-UHFFFAOYSA-N 0.000 claims 1
- CVXJWVMOTMGEAU-UHFFFAOYSA-N [2-(4-methylphenyl)phenyl]-(2-quinoxalin-2-yl-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl)methanone Chemical compound C1=CC(C)=CC=C1C1=CC=CC=C1C(=O)N1CC2CN(C=3N=C4C=CC=CC4=NC=3)CC2C1 CVXJWVMOTMGEAU-UHFFFAOYSA-N 0.000 claims 1
- FUYMUPNHUJCRGS-UHFFFAOYSA-N [2-(4-methylphenyl)phenyl]-[2-(4-phenylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound C1=CC(C)=CC=C1C1=CC=CC=C1C(=O)N1CC2CN(C=3N=C(C=CN=3)C=3C=CC=CC=3)CC2C1 FUYMUPNHUJCRGS-UHFFFAOYSA-N 0.000 claims 1
- VCISZKSRTCANSE-UHFFFAOYSA-N [2-(4-methylpyridin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-(2-thiophen-2-ylphenyl)methanone Chemical compound CC1=CC=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2)C=2SC=CC=2)=C1 VCISZKSRTCANSE-UHFFFAOYSA-N 0.000 claims 1
- FWWNHEYEKVWHKE-UHFFFAOYSA-N [2-(4-methylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-(2-phenylphenyl)methanone Chemical compound CC1=CC=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2)C=2C=CC=CC=2)=N1 FWWNHEYEKVWHKE-UHFFFAOYSA-N 0.000 claims 1
- AJFJWKCDKOIHQS-UHFFFAOYSA-N [2-(4-methylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-(2-thiophen-2-ylphenyl)methanone Chemical compound CC1=CC=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2)C=2SC=CC=2)=N1 AJFJWKCDKOIHQS-UHFFFAOYSA-N 0.000 claims 1
- SFHHOTOFXSHFSO-UHFFFAOYSA-N [2-(4-methylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[2-(1h-1,2,4-triazol-5-yl)phenyl]methanone Chemical compound CC1=CC=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2)C=2NC=NN=2)=N1 SFHHOTOFXSHFSO-UHFFFAOYSA-N 0.000 claims 1
- QKLAYBSWOAYZAN-UHFFFAOYSA-N [2-(4-methylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[2-(triazol-2-yl)phenyl]methanone Chemical compound CC1=CC=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2)N2N=CC=N2)=N1 QKLAYBSWOAYZAN-UHFFFAOYSA-N 0.000 claims 1
- UJIRBAVLMGLDAB-UHFFFAOYSA-N [2-(4-methylquinolin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-(2-phenylphenyl)methanone Chemical compound N=1C2=CC=CC=C2C(C)=CC=1N(CC1C2)CC1CN2C(=O)C1=CC=CC=C1C1=CC=CC=C1 UJIRBAVLMGLDAB-UHFFFAOYSA-N 0.000 claims 1
- BFBYOANVYPIWQB-UHFFFAOYSA-N [2-(4-phenylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-(2-pyrazol-1-ylphenyl)methanone Chemical compound C=1C=CC=C(N2N=CC=C2)C=1C(=O)N(CC1C2)CC1CN2C(N=1)=NC=CC=1C1=CC=CC=C1 BFBYOANVYPIWQB-UHFFFAOYSA-N 0.000 claims 1
- NEQSWLJKOUNMBW-UHFFFAOYSA-N [2-(4-phenylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-(2-pyrrol-1-ylphenyl)methanone Chemical compound C=1C=CC=C(N2C=CC=C2)C=1C(=O)N(CC1C2)CC1CN2C(N=1)=NC=CC=1C1=CC=CC=C1 NEQSWLJKOUNMBW-UHFFFAOYSA-N 0.000 claims 1
- STUYLSHRLFVFHS-UHFFFAOYSA-N [2-(4-phenylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-(2-thiophen-2-ylphenyl)methanone Chemical compound C=1C=CC=C(C=2SC=CC=2)C=1C(=O)N(CC1C2)CC1CN2C(N=1)=NC=CC=1C1=CC=CC=C1 STUYLSHRLFVFHS-UHFFFAOYSA-N 0.000 claims 1
- XRQIBGUHWRIHEW-UHFFFAOYSA-N [2-(4-phenylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[2-(1h-1,2,4-triazol-5-yl)phenyl]methanone Chemical compound C=1C=CC=C(C=2NC=NN=2)C=1C(=O)N(CC1C2)CC1CN2C(N=1)=NC=CC=1C1=CC=CC=C1 XRQIBGUHWRIHEW-UHFFFAOYSA-N 0.000 claims 1
- HDWFBDUNMYCUKG-UHFFFAOYSA-N [2-(4-phenylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[2-[4-(trifluoromethyl)phenyl]phenyl]methanone Chemical compound C1=CC(C(F)(F)F)=CC=C1C1=CC=CC=C1C(=O)N1CC2CN(C=3N=C(C=CN=3)C=3C=CC=CC=3)CC2C1 HDWFBDUNMYCUKG-UHFFFAOYSA-N 0.000 claims 1
- IQZVXSJDHSRKDW-UHFFFAOYSA-N [2-(4-tert-butyl-6-methylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[2-fluoro-6-(triazol-2-yl)phenyl]methanone Chemical compound CC1=CC(C(C)(C)C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2F)N2N=CC=N2)=N1 IQZVXSJDHSRKDW-UHFFFAOYSA-N 0.000 claims 1
- OURQUHFKKTXQAQ-UHFFFAOYSA-N [2-(4-thiophen-2-ylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[2-(triazol-2-yl)phenyl]methanone Chemical compound C=1C=CC=C(N2N=CC=N2)C=1C(=O)N(CC1C2)CC1CN2C(N=1)=NC=CC=1C1=CC=CS1 OURQUHFKKTXQAQ-UHFFFAOYSA-N 0.000 claims 1
- MMJQGZLGUJPBAW-UHFFFAOYSA-N [2-(5-chloro-4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-(3-fluoro-2-pyrimidin-2-ylphenyl)methanone Chemical compound CC1=C(Cl)C(C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=C(F)C=CC=2)C=2N=CC=CN=2)=N1 MMJQGZLGUJPBAW-UHFFFAOYSA-N 0.000 claims 1
- GAOBXRIBTMRESF-UHFFFAOYSA-N [2-(5-chloro-4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[2-(1-methyl-1,2,4-triazol-3-yl)phenyl]methanone Chemical compound CC1=C(Cl)C(C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2)C2=NN(C)C=N2)=N1 GAOBXRIBTMRESF-UHFFFAOYSA-N 0.000 claims 1
- ZRIOTSIYIHKQDH-UHFFFAOYSA-N [2-(5-chloro-4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[2-(3-methyl-1,2,4-oxadiazol-5-yl)phenyl]methanone Chemical compound CC1=NOC(C=2C(=CC=CC=2)C(=O)N2CC3CN(CC3C2)C=2N=C(C)C(Cl)=C(C)N=2)=N1 ZRIOTSIYIHKQDH-UHFFFAOYSA-N 0.000 claims 1
- SJRWBJIHRZDIPO-UHFFFAOYSA-N [2-(5-chloro-4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[2-fluoro-6-(triazol-2-yl)phenyl]methanone Chemical compound CC1=C(Cl)C(C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2F)N2N=CC=N2)=N1 SJRWBJIHRZDIPO-UHFFFAOYSA-N 0.000 claims 1
- UCRHGCQWXWTTRF-UHFFFAOYSA-N [2-(5-chloro-4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[3-(triazol-2-yl)pyridin-2-yl]methanone Chemical compound CC1=C(Cl)C(C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CN=2)N2N=CC=N2)=N1 UCRHGCQWXWTTRF-UHFFFAOYSA-N 0.000 claims 1
- PPYIIWKVOGQUOF-UHFFFAOYSA-N [2-(5-chloro-4-methylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-(3-fluoro-2-pyrimidin-2-ylphenyl)methanone Chemical compound C1=C(Cl)C(C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=C(F)C=CC=2)C=2N=CC=CN=2)=N1 PPYIIWKVOGQUOF-UHFFFAOYSA-N 0.000 claims 1
- UCODQFOTUPIKMD-UHFFFAOYSA-N [2-(5-chloro-4-methylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[2-(1-methyl-1,2,4-triazol-3-yl)phenyl]methanone Chemical compound C1=C(Cl)C(C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2)C2=NN(C)C=N2)=N1 UCODQFOTUPIKMD-UHFFFAOYSA-N 0.000 claims 1
- OCPNKPBDEKCGJX-UHFFFAOYSA-N [2-(5-chloro-4-methylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[2-fluoro-6-(triazol-2-yl)phenyl]methanone Chemical compound C1=C(Cl)C(C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2F)N2N=CC=N2)=N1 OCPNKPBDEKCGJX-UHFFFAOYSA-N 0.000 claims 1
- DNQSPTYXCKTZSR-UHFFFAOYSA-N [2-(5-chloro-4-methylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[4-methoxy-2-(triazol-2-yl)phenyl]methanone Chemical compound N1=CC=NN1C1=CC(OC)=CC=C1C(=O)N(CC1C2)CC1CN2C1=NC=C(Cl)C(C)=N1 DNQSPTYXCKTZSR-UHFFFAOYSA-N 0.000 claims 1
- GBZBFMJGXSBTIC-UHFFFAOYSA-N [2-(5-ethyl-4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[3-(triazol-2-yl)pyridin-2-yl]methanone Chemical compound N1=C(C)C(CC)=C(C)N=C1N1CC2CN(C(=O)C=3C(=CC=CN=3)N3N=CC=N3)CC2C1 GBZBFMJGXSBTIC-UHFFFAOYSA-N 0.000 claims 1
- QIMMLKBOSIOTAX-UHFFFAOYSA-N [2-(5-fluoro-4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-(3-fluoro-2-pyrimidin-2-ylphenyl)methanone Chemical compound CC1=C(F)C(C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=C(F)C=CC=2)C=2N=CC=CN=2)=N1 QIMMLKBOSIOTAX-UHFFFAOYSA-N 0.000 claims 1
- RCCFUNGSQWHKCT-UHFFFAOYSA-N [2-(5-fluoro-4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[3-(triazol-2-yl)pyridin-2-yl]methanone Chemical compound CC1=C(F)C(C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CN=2)N2N=CC=N2)=N1 RCCFUNGSQWHKCT-UHFFFAOYSA-N 0.000 claims 1
- QSHIQMKXHBINAF-UHFFFAOYSA-N [2-(5-fluoro-4-methylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-(3-fluoro-2-pyrimidin-2-ylphenyl)methanone Chemical compound C1=C(F)C(C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=C(F)C=CC=2)C=2N=CC=CN=2)=N1 QSHIQMKXHBINAF-UHFFFAOYSA-N 0.000 claims 1
- OIIUFHFKINSBPW-UHFFFAOYSA-N [2-(5-fluoro-4-methylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[2-(1-methyl-1,2,4-triazol-3-yl)phenyl]methanone Chemical compound C1=C(F)C(C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2)C2=NN(C)C=N2)=N1 OIIUFHFKINSBPW-UHFFFAOYSA-N 0.000 claims 1
- AUZWOHIXNGZNEC-UHFFFAOYSA-N [2-(5-fluoro-4-methylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[2-(3-methyl-1,2,4-oxadiazol-5-yl)phenyl]methanone Chemical compound CC1=NOC(C=2C(=CC=CC=2)C(=O)N2CC3CN(CC3C2)C=2N=C(C)C(F)=CN=2)=N1 AUZWOHIXNGZNEC-UHFFFAOYSA-N 0.000 claims 1
- CLGWPXIYAWVVKW-UHFFFAOYSA-N [2-(5-fluoro-4-methylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[2-(triazol-2-yl)phenyl]methanone Chemical compound C1=C(F)C(C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2)N2N=CC=N2)=N1 CLGWPXIYAWVVKW-UHFFFAOYSA-N 0.000 claims 1
- KNYQONHMBDDQFP-UHFFFAOYSA-N [2-(5-fluoro-4-methylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[2-fluoro-6-(triazol-2-yl)phenyl]methanone Chemical compound C1=C(F)C(C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2F)N2N=CC=N2)=N1 KNYQONHMBDDQFP-UHFFFAOYSA-N 0.000 claims 1
- UFFDSQBFCLOOFA-UHFFFAOYSA-N [2-(5-fluoropyridin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[2-(triazol-2-yl)phenyl]methanone Chemical compound N1=CC(F)=CC=C1N1CC2CN(C(=O)C=3C(=CC=CC=3)N3N=CC=N3)CC2C1 UFFDSQBFCLOOFA-UHFFFAOYSA-N 0.000 claims 1
- OQKOFLNDKDWBBC-UHFFFAOYSA-N [2-(5-fluoropyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[2-fluoro-6-(triazol-2-yl)phenyl]methanone Chemical compound N1=CC(F)=CN=C1N1CC2CN(C(=O)C=3C(=CC=CC=3F)N3N=CC=N3)CC2C1 OQKOFLNDKDWBBC-UHFFFAOYSA-N 0.000 claims 1
- HMKUPSOTYRPXCT-UHFFFAOYSA-N [2-(5-methoxypyridin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-(2-thiophen-2-ylphenyl)methanone Chemical compound N1=CC(OC)=CC=C1N1CC2CN(C(=O)C=3C(=CC=CC=3)C=3SC=CC=3)CC2C1 HMKUPSOTYRPXCT-UHFFFAOYSA-N 0.000 claims 1
- KQRJYENNYTUWHU-UHFFFAOYSA-N [2-(6-chloro-1,3-benzothiazol-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-(2,6-dimethoxyphenyl)methanone Chemical compound COC1=CC=CC(OC)=C1C(=O)N1CC2CN(C=3SC4=CC(Cl)=CC=C4N=3)CC2C1 KQRJYENNYTUWHU-UHFFFAOYSA-N 0.000 claims 1
- IFQYPTSNEUOXLZ-UHFFFAOYSA-N [2-(6-chloro-1,3-benzothiazol-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-(2-phenylphenyl)methanone Chemical compound S1C2=CC(Cl)=CC=C2N=C1N(CC1C2)CC1CN2C(=O)C1=CC=CC=C1C1=CC=CC=C1 IFQYPTSNEUOXLZ-UHFFFAOYSA-N 0.000 claims 1
- KAVQWULCDVOAIY-UHFFFAOYSA-N [2-(6-ethoxypyridin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[2-(triazol-2-yl)phenyl]methanone Chemical compound CCOC1=CC=CC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2)N2N=CC=N2)=N1 KAVQWULCDVOAIY-UHFFFAOYSA-N 0.000 claims 1
- ZLARBYBURWCJMD-UHFFFAOYSA-N [2-(6-fluoro-1,3-benzothiazol-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-(2-phenylphenyl)methanone Chemical compound S1C2=CC(F)=CC=C2N=C1N(CC1C2)CC1CN2C(=O)C1=CC=CC=C1C1=CC=CC=C1 ZLARBYBURWCJMD-UHFFFAOYSA-N 0.000 claims 1
- XYTIODGLHMARHP-UHFFFAOYSA-N [2-(6-fluoro-1,3-benzothiazol-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-(2-thiophen-2-ylphenyl)methanone Chemical compound S1C2=CC(F)=CC=C2N=C1N(CC1C2)CC1CN2C(=O)C1=CC=CC=C1C1=CC=CS1 XYTIODGLHMARHP-UHFFFAOYSA-N 0.000 claims 1
- IOLLINYUMIXWKA-UHFFFAOYSA-N [2-(6-fluoroquinazolin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[3-fluoro-2-(triazol-2-yl)phenyl]methanone Chemical compound N1=CC2=CC(F)=CC=C2N=C1N(CC1C2)CC1CN2C(=O)C1=CC=CC(F)=C1N1N=CC=N1 IOLLINYUMIXWKA-UHFFFAOYSA-N 0.000 claims 1
- UQDDPMLUYFLLFJ-UHFFFAOYSA-N [2-(6-methoxy-1,3-benzothiazol-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-(2-phenylphenyl)methanone Chemical compound S1C2=CC(OC)=CC=C2N=C1N(CC1C2)CC1CN2C(=O)C1=CC=CC=C1C1=CC=CC=C1 UQDDPMLUYFLLFJ-UHFFFAOYSA-N 0.000 claims 1
- ANYOIWINWLJUKU-UHFFFAOYSA-N [2-(6-methoxypyridin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-(2-thiophen-2-ylphenyl)methanone Chemical compound COC1=CC=CC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2)C=2SC=CC=2)=N1 ANYOIWINWLJUKU-UHFFFAOYSA-N 0.000 claims 1
- XBXFTAANADBTHX-UHFFFAOYSA-N [2-(6-methyl-1,3-benzothiazol-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-(2-phenylphenyl)methanone Chemical compound S1C2=CC(C)=CC=C2N=C1N(CC1C2)CC1CN2C(=O)C1=CC=CC=C1C1=CC=CC=C1 XBXFTAANADBTHX-UHFFFAOYSA-N 0.000 claims 1
- WGOSPVQVSGCNBS-UHFFFAOYSA-N [2-(6-methyl-2-propan-2-ylpyrimidin-4-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[2-(triazol-2-yl)phenyl]methanone Chemical compound CC(C)C1=NC(C)=CC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2)N2N=CC=N2)=N1 WGOSPVQVSGCNBS-UHFFFAOYSA-N 0.000 claims 1
- SWCKPKKKCDCFBM-UHFFFAOYSA-N [2-(6-methyl-2-propylpyrimidin-4-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[2-(triazol-2-yl)phenyl]methanone Chemical compound CCCC1=NC(C)=CC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2)N2N=CC=N2)=N1 SWCKPKKKCDCFBM-UHFFFAOYSA-N 0.000 claims 1
- FAMXEDYJEDJJMM-UHFFFAOYSA-N [2-(6-methylpyridin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-(2-phenylphenyl)methanone Chemical compound CC1=CC=CC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2)C=2C=CC=CC=2)=N1 FAMXEDYJEDJJMM-UHFFFAOYSA-N 0.000 claims 1
- OFVUGECFZLTJIE-UHFFFAOYSA-N [2-(6-methylpyridin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-(2-thiophen-2-ylphenyl)methanone Chemical compound CC1=CC=CC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2)C=2SC=CC=2)=N1 OFVUGECFZLTJIE-UHFFFAOYSA-N 0.000 claims 1
- HHPWSTKAICSQBO-UHFFFAOYSA-N [2-(triazol-2-yl)phenyl]-[2-[4-(trifluoromethyl)pyrimidin-2-yl]-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound FC(F)(F)C1=CC=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2)N2N=CC=N2)=N1 HHPWSTKAICSQBO-UHFFFAOYSA-N 0.000 claims 1
- LYNRSBWPIBHOAS-UHFFFAOYSA-N [2-[2-(dimethylamino)-6-(trifluoromethyl)pyrimidin-4-yl]-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-(2-fluoro-6-pyrimidin-2-ylphenyl)methanone Chemical compound FC(F)(F)C1=NC(N(C)C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2F)C=2N=CC=CN=2)=C1 LYNRSBWPIBHOAS-UHFFFAOYSA-N 0.000 claims 1
- BQDJUPOFYUFZEV-UHFFFAOYSA-N [2-[2-(dimethylamino)-6-(trifluoromethyl)pyrimidin-4-yl]-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-(5-fluoro-2-pyrimidin-2-ylphenyl)methanone Chemical compound FC(F)(F)C1=NC(N(C)C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=C(F)C=2)C=2N=CC=CN=2)=C1 BQDJUPOFYUFZEV-UHFFFAOYSA-N 0.000 claims 1
- WMJFKQGNITZYJR-UHFFFAOYSA-N [2-[2-(dimethylamino)-6-(trifluoromethyl)pyrimidin-4-yl]-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[2-(triazol-2-yl)phenyl]methanone Chemical compound FC(F)(F)C1=NC(N(C)C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2)N2N=CC=N2)=C1 WMJFKQGNITZYJR-UHFFFAOYSA-N 0.000 claims 1
- XSPAAHKHSYNJBF-UHFFFAOYSA-N [2-[2-(dimethylamino)-6-(trifluoromethyl)pyrimidin-4-yl]-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[2-fluoro-6-(triazol-2-yl)phenyl]methanone Chemical compound FC(F)(F)C1=NC(N(C)C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2F)N2N=CC=N2)=C1 XSPAAHKHSYNJBF-UHFFFAOYSA-N 0.000 claims 1
- FPMDWBHCXUNHTL-UHFFFAOYSA-N [2-[2-(dimethylamino)-6-(trifluoromethyl)pyrimidin-4-yl]-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[4-fluoro-2-(triazol-2-yl)phenyl]methanone Chemical compound FC(F)(F)C1=NC(N(C)C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC(F)=CC=2)N2N=CC=N2)=C1 FPMDWBHCXUNHTL-UHFFFAOYSA-N 0.000 claims 1
- ZGVHEVPXCXMVDN-UHFFFAOYSA-N [2-[2-(dimethylamino)-6-(trifluoromethyl)pyrimidin-4-yl]-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[5-fluoro-2-(triazol-2-yl)phenyl]methanone Chemical compound FC(F)(F)C1=NC(N(C)C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=C(F)C=2)N2N=CC=N2)=C1 ZGVHEVPXCXMVDN-UHFFFAOYSA-N 0.000 claims 1
- JCZKDUWJCWYWSC-UHFFFAOYSA-N [2-[2-(dimethylamino)-6-methoxypyrimidin-4-yl]-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[2-(triazol-2-yl)phenyl]methanone Chemical compound CN(C)C1=NC(OC)=CC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2)N2N=CC=N2)=N1 JCZKDUWJCWYWSC-UHFFFAOYSA-N 0.000 claims 1
- BKAVUKDORGWRAO-UHFFFAOYSA-N [2-[2-(dimethylamino)-6-methoxypyrimidin-4-yl]-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[2-fluoro-6-(triazol-2-yl)phenyl]methanone Chemical compound CN(C)C1=NC(OC)=CC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2F)N2N=CC=N2)=N1 BKAVUKDORGWRAO-UHFFFAOYSA-N 0.000 claims 1
- VBWSYPVWXJCAFJ-UHFFFAOYSA-N [2-[2-(dimethylamino)-6-methoxypyrimidin-4-yl]-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[4-fluoro-2-(triazol-2-yl)phenyl]methanone Chemical compound CN(C)C1=NC(OC)=CC(N2CC3CN(CC3C2)C(=O)C=2C(=CC(F)=CC=2)N2N=CC=N2)=N1 VBWSYPVWXJCAFJ-UHFFFAOYSA-N 0.000 claims 1
- DOPCTFLLQXBISR-UHFFFAOYSA-N [2-[2-(dimethylamino)-6-methoxypyrimidin-4-yl]-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[5-fluoro-2-(triazol-2-yl)phenyl]methanone Chemical compound CN(C)C1=NC(OC)=CC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=C(F)C=2)N2N=CC=N2)=N1 DOPCTFLLQXBISR-UHFFFAOYSA-N 0.000 claims 1
- MYNKZVHWRCRBHC-UHFFFAOYSA-N [2-[2-(oxan-2-yl)pyrazol-3-yl]pyridin-3-yl]-[2-(4,5,6-trimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound CC1=C(C)C(C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=NC=CC=2)C=2N(N=CC=2)C2OCCCC2)=N1 MYNKZVHWRCRBHC-UHFFFAOYSA-N 0.000 claims 1
- HIVAJCGQEKBKGS-WFGJKAKNSA-N [2-[4,6-bis(trideuteriomethyl)-1,2-dihydropyrimidin-2-yl]-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[2-fluoro-6-(triazol-2-yl)phenyl]methanone Chemical compound C(C1=NC(NC(=C1)C([2H])([2H])[2H])N1CC2CN(CC2C1)C(=O)C1=C(C=CC=C1N1N=CC=N1)F)([2H])([2H])[2H] HIVAJCGQEKBKGS-WFGJKAKNSA-N 0.000 claims 1
- WAXMMJVNXBIMTO-WFGJKAKNSA-N [2-[4,6-bis(trideuteriomethyl)-1,2-dihydropyrimidin-2-yl]-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[4-methoxy-2-(triazol-2-yl)phenyl]methanone Chemical compound C(C1=NC(NC(=C1)C([2H])([2H])[2H])N1CC2CN(CC2C1)C(=O)C1=C(C=C(C=C1)OC)N1N=CC=N1)([2H])([2H])[2H] WAXMMJVNXBIMTO-WFGJKAKNSA-N 0.000 claims 1
- UYPMQAJTGGDWFK-UHFFFAOYSA-N [2-[4,6-bis(trifluoromethyl)pyrimidin-2-yl]-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[2-fluoro-6-(triazol-2-yl)phenyl]methanone Chemical compound FC1=CC=CC(N2N=CC=N2)=C1C(=O)N(CC1C2)CC1CN2C1=NC(C(F)(F)F)=CC(C(F)(F)F)=N1 UYPMQAJTGGDWFK-UHFFFAOYSA-N 0.000 claims 1
- MIEKLHFLBFABFC-UHFFFAOYSA-N [2-[4-(1h-pyrazol-4-yl)pyrimidin-2-yl]-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-(2-thiophen-2-ylphenyl)methanone Chemical compound C=1C=CC=C(C=2SC=CC=2)C=1C(=O)N(CC1C2)CC1CN2C(N=1)=NC=CC=1C=1C=NNC=1 MIEKLHFLBFABFC-UHFFFAOYSA-N 0.000 claims 1
- OAMKHVKQSSRCDJ-UHFFFAOYSA-N [2-[4-(dimethylamino)-6-methylpyrimidin-2-yl]-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[5-fluoro-2-(triazol-2-yl)phenyl]methanone Chemical compound CN(C)C1=CC(C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=C(F)C=2)N2N=CC=N2)=N1 OAMKHVKQSSRCDJ-UHFFFAOYSA-N 0.000 claims 1
- JPSVOQHWQVMWGG-UHFFFAOYSA-N [2-[4-(furan-2-yl)pyrimidin-2-yl]-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-(2-phenylphenyl)methanone Chemical compound C=1C=CC=C(C=2C=CC=CC=2)C=1C(=O)N(CC1C2)CC1CN2C(N=1)=NC=CC=1C1=CC=CO1 JPSVOQHWQVMWGG-UHFFFAOYSA-N 0.000 claims 1
- IISHSSCFQHRLGX-UHFFFAOYSA-N [2-[4-(furan-2-yl)pyrimidin-2-yl]-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-(2-thiophen-2-ylphenyl)methanone Chemical compound C=1C=CC=C(C=2SC=CC=2)C=1C(=O)N(CC1C2)CC1CN2C(N=1)=NC=CC=1C1=CC=CO1 IISHSSCFQHRLGX-UHFFFAOYSA-N 0.000 claims 1
- ROMWKCBGVCVNCZ-UHFFFAOYSA-N [2-[4-(furan-2-yl)pyrimidin-2-yl]-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[2-(triazol-2-yl)phenyl]methanone Chemical compound C=1C=CC=C(N2N=CC=N2)C=1C(=O)N(CC1C2)CC1CN2C(N=1)=NC=CC=1C1=CC=CO1 ROMWKCBGVCVNCZ-UHFFFAOYSA-N 0.000 claims 1
- OMGMLXZAIWEESM-UHFFFAOYSA-N [2-[6-(dimethylamino)-2-(trifluoromethyl)pyrimidin-4-yl]-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[2-(triazol-2-yl)phenyl]methanone Chemical compound FC(F)(F)C1=NC(N(C)C)=CC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2)N2N=CC=N2)=N1 OMGMLXZAIWEESM-UHFFFAOYSA-N 0.000 claims 1
- USSWCJBLIIGXQA-UHFFFAOYSA-N [2-[6-(dimethylamino)-2-(trifluoromethyl)pyrimidin-4-yl]-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[2-fluoro-6-(triazol-2-yl)phenyl]methanone Chemical compound FC(F)(F)C1=NC(N(C)C)=CC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2F)N2N=CC=N2)=N1 USSWCJBLIIGXQA-UHFFFAOYSA-N 0.000 claims 1
- UQVBWHBTBGUFNT-UHFFFAOYSA-N [2-[6-(dimethylamino)-2-(trifluoromethyl)pyrimidin-4-yl]-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[4-fluoro-2-(triazol-2-yl)phenyl]methanone Chemical compound FC(F)(F)C1=NC(N(C)C)=CC(N2CC3CN(CC3C2)C(=O)C=2C(=CC(F)=CC=2)N2N=CC=N2)=N1 UQVBWHBTBGUFNT-UHFFFAOYSA-N 0.000 claims 1
- IIGOHRICMDAQQK-UHFFFAOYSA-N [2-[6-(dimethylamino)-2-(trifluoromethyl)pyrimidin-4-yl]-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[5-fluoro-2-(triazol-2-yl)phenyl]methanone Chemical compound FC(F)(F)C1=NC(N(C)C)=CC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=C(F)C=2)N2N=CC=N2)=N1 IIGOHRICMDAQQK-UHFFFAOYSA-N 0.000 claims 1
- OQNFWSNDVSFHSE-UHFFFAOYSA-N [2-[6-(dimethylamino)-2-methylpyrimidin-4-yl]-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-(3-fluoro-2-pyrimidin-2-ylphenyl)methanone Chemical compound CC1=NC(N(C)C)=CC(N2CC3CN(CC3C2)C(=O)C=2C(=C(F)C=CC=2)C=2N=CC=CN=2)=N1 OQNFWSNDVSFHSE-UHFFFAOYSA-N 0.000 claims 1
- JGQYRFZBGGORTR-UHFFFAOYSA-N [2-[6-(dimethylamino)-2-methylpyrimidin-4-yl]-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-[4-methoxy-2-(triazol-2-yl)phenyl]methanone Chemical compound N1=CC=NN1C1=CC(OC)=CC=C1C(=O)N(CC1C2)CC1CN2C1=CC(N(C)C)=NC(C)=N1 JGQYRFZBGGORTR-UHFFFAOYSA-N 0.000 claims 1
- AOAGEQAEBQELAY-UHFFFAOYSA-N [2-[6-(dimethylamino)pyrimidin-4-yl]-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]-(3-fluoro-2-pyrimidin-2-ylphenyl)methanone Chemical compound C1=NC(N(C)C)=CC(N2CC3CN(CC3C2)C(=O)C=2C(=C(F)C=CC=2)C=2N=CC=CN=2)=N1 AOAGEQAEBQELAY-UHFFFAOYSA-N 0.000 claims 1
- KRGGALGHGROXOM-UHFFFAOYSA-N [2-fluoro-6-(triazol-2-yl)phenyl]-[2-(4,5,6-trimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound CC1=C(C)C(C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2F)N2N=CC=N2)=N1 KRGGALGHGROXOM-UHFFFAOYSA-N 0.000 claims 1
- USOKEOLZLSCUKE-UHFFFAOYSA-N [2-fluoro-6-(triazol-2-yl)phenyl]-[2-(4-methoxypyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound COC1=CC=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2F)N2N=CC=N2)=N1 USOKEOLZLSCUKE-UHFFFAOYSA-N 0.000 claims 1
- USXXIKNDQQTVAY-UHFFFAOYSA-N [2-fluoro-6-(triazol-2-yl)phenyl]-[2-(4-methyl-1,3,5-triazin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound CC1=NC=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2F)N2N=CC=N2)=N1 USXXIKNDQQTVAY-UHFFFAOYSA-N 0.000 claims 1
- ZTGJNAYBFDLHLF-UHFFFAOYSA-N [2-fluoro-6-(triazol-2-yl)phenyl]-[2-(4-methyl-6,7-dihydro-5h-cyclopenta[d]pyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound N=1C=2CCCC=2C(C)=NC=1N(CC1C2)CC1CN2C(=O)C1=C(F)C=CC=C1N1N=CC=N1 ZTGJNAYBFDLHLF-UHFFFAOYSA-N 0.000 claims 1
- WWPKAMHGBQCIHB-UHFFFAOYSA-N [2-fluoro-6-(triazol-2-yl)phenyl]-[2-(4-methyl-6-morpholin-4-ylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound N=1C(C)=CC(N2CCOCC2)=NC=1N(CC1C2)CC1CN2C(=O)C1=C(F)C=CC=C1N1N=CC=N1 WWPKAMHGBQCIHB-UHFFFAOYSA-N 0.000 claims 1
- MLPNIVFDHFCMQJ-UHFFFAOYSA-N [2-fluoro-6-(triazol-2-yl)phenyl]-[2-(4-methyl-6-propan-2-ylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound CC(C)C1=CC(C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2F)N2N=CC=N2)=N1 MLPNIVFDHFCMQJ-UHFFFAOYSA-N 0.000 claims 1
- PWDDOGOFADEXFF-UHFFFAOYSA-N [2-fluoro-6-(triazol-2-yl)phenyl]-[2-(5-nitropyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound N1=CC([N+](=O)[O-])=CN=C1N1CC2CN(C(=O)C=3C(=CC=CC=3F)N3N=CC=N3)CC2C1 PWDDOGOFADEXFF-UHFFFAOYSA-N 0.000 claims 1
- RLQRSDTYOLGDHZ-UHFFFAOYSA-N [2-fluoro-6-(triazol-2-yl)phenyl]-[2-[4-(furan-2-yl)-6-methylpyrimidin-2-yl]-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound N=1C(C)=CC(C=2OC=CC=2)=NC=1N(CC1C2)CC1CN2C(=O)C1=C(F)C=CC=C1N1N=CC=N1 RLQRSDTYOLGDHZ-UHFFFAOYSA-N 0.000 claims 1
- BNHZMWOUKQLDIJ-UHFFFAOYSA-N [2-fluoro-6-(triazol-2-yl)phenyl]-[2-[6-methyl-2-(trifluoromethyl)pyrimidin-4-yl]-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound FC(F)(F)C1=NC(C)=CC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CC=2F)N2N=CC=N2)=N1 BNHZMWOUKQLDIJ-UHFFFAOYSA-N 0.000 claims 1
- UDZSDYPXALJQDY-UHFFFAOYSA-N [3-(triazol-2-yl)pyridin-2-yl]-[2-(4,5,6-trimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound CC1=C(C)C(C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=CN=2)N2N=CC=N2)=N1 UDZSDYPXALJQDY-UHFFFAOYSA-N 0.000 claims 1
- TZMJYCPEIYCOHK-UHFFFAOYSA-N [4,5-difluoro-2-(1,2,4-triazol-4-yl)phenyl]-[2-(4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound CC1=CC(C)=NC(N2CC3CN(CC3C2)C(=O)C=2C(=CC(F)=C(F)C=2)N2C=NN=C2)=N1 TZMJYCPEIYCOHK-UHFFFAOYSA-N 0.000 claims 1
- XIVMTLDKSQIBDG-UHFFFAOYSA-N [4,5-dimethoxy-2-(triazol-1-yl)phenyl]-[2-(4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound C1=CN=NN1C=1C=C(OC)C(OC)=CC=1C(=O)N(CC1C2)CC1CN2C1=NC(C)=CC(C)=N1 XIVMTLDKSQIBDG-UHFFFAOYSA-N 0.000 claims 1
- SJGBFVKCSZDVGR-UHFFFAOYSA-N [4,5-dimethoxy-2-(triazol-2-yl)phenyl]-[2-(4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound N1=CC=NN1C=1C=C(OC)C(OC)=CC=1C(=O)N(CC1C2)CC1CN2C1=NC(C)=CC(C)=N1 SJGBFVKCSZDVGR-UHFFFAOYSA-N 0.000 claims 1
- PPSDCYZIXKIKSW-UHFFFAOYSA-N [4-fluoro-2-(triazol-2-yl)phenyl]-[2-[6-methyl-2-(trifluoromethyl)pyrimidin-4-yl]-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound FC(F)(F)C1=NC(C)=CC(N2CC3CN(CC3C2)C(=O)C=2C(=CC(F)=CC=2)N2N=CC=N2)=N1 PPSDCYZIXKIKSW-UHFFFAOYSA-N 0.000 claims 1
- DHRWUXGBHXFJHB-UHFFFAOYSA-N [5-fluoro-2-(triazol-2-yl)phenyl]-[2-[6-methyl-2-(trifluoromethyl)pyrimidin-4-yl]-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound FC(F)(F)C1=NC(C)=CC(N2CC3CN(CC3C2)C(=O)C=2C(=CC=C(F)C=2)N2N=CC=N2)=N1 DHRWUXGBHXFJHB-UHFFFAOYSA-N 0.000 claims 1
- CRGMVRBMYZLLKD-UHFFFAOYSA-N [5-methoxy-2-(triazol-2-yl)phenyl]-[2-(4,5,6-trimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound C=1C(OC)=CC=C(N2N=CC=N2)C=1C(=O)N(CC1C2)CC1CN2C1=NC(C)=C(C)C(C)=N1 CRGMVRBMYZLLKD-UHFFFAOYSA-N 0.000 claims 1
- ABKKOOXXHVYISB-UHFFFAOYSA-N [5-methyl-2-(triazol-2-yl)phenyl]-[2-(4-phenylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound C=1C(C)=CC=C(N2N=CC=N2)C=1C(=O)N(CC1C2)CC1CN2C(N=1)=NC=CC=1C1=CC=CC=C1 ABKKOOXXHVYISB-UHFFFAOYSA-N 0.000 claims 1
- ZNABFZJZYLJRTM-UHFFFAOYSA-N [6-methyl-3-(3-methylpyridin-2-yl)pyridin-2-yl]-(2-quinoxalin-2-yl-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl)methanone Chemical compound C1C2CN(C=3N=C4C=CC=CC4=NC=3)CC2CN1C(=O)C1=NC(C)=CC=C1C1=NC=CC=C1C ZNABFZJZYLJRTM-UHFFFAOYSA-N 0.000 claims 1
- 230000001154 acute effect Effects 0.000 claims 1
- 230000036506 anxiety Effects 0.000 claims 1
- 230000006793 arrhythmia Effects 0.000 claims 1
- 239000004305 biphenyl Substances 0.000 claims 1
- 208000028683 bipolar I disease Diseases 0.000 claims 1
- 206010007776 catatonia Diseases 0.000 claims 1
- 201000001883 cholelithiasis Diseases 0.000 claims 1
- DLJWHPNJVKLNBP-UHFFFAOYSA-N cinnolin-4-yl-[2-(4,6-dimethylpyrimidin-2-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]methanone Chemical compound CC1=CC(C)=NC(N2CC3CN(CC3C2)C(=O)C=2C3=CC=CC=C3N=NC=2)=N1 DLJWHPNJVKLNBP-UHFFFAOYSA-N 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 208000001130 gallstones Diseases 0.000 claims 1
- 208000021302 gastroesophageal reflux disease Diseases 0.000 claims 1
- 208000000509 infertility Diseases 0.000 claims 1
- 230000036512 infertility Effects 0.000 claims 1
- 231100000535 infertility Toxicity 0.000 claims 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 208000033915 jet lag type circadian rhythm sleep disease Diseases 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims 1
- NBGDIFCTCIUDNH-UHFFFAOYSA-N n,n,4-trimethylpyrimidine-2-carboxamide Chemical compound CN(C)C(=O)C1=NC=CC(C)=N1 NBGDIFCTCIUDNH-UHFFFAOYSA-N 0.000 claims 1
- CXXSUAVALNOLIP-UHFFFAOYSA-N n,n-dimethyl-4-(trifluoromethyl)pyrimidine-5-carboxamide Chemical compound CN(C)C(=O)C1=CN=CN=C1C(F)(F)F CXXSUAVALNOLIP-UHFFFAOYSA-N 0.000 claims 1
- 208000004296 neuralgia Diseases 0.000 claims 1
- 208000021722 neuropathic pain Diseases 0.000 claims 1
- 201000008482 osteoarthritis Diseases 0.000 claims 1
- 125000004287 oxazol-2-yl group Chemical group [H]C1=C([H])N=C(*)O1 0.000 claims 1
- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 claims 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- LJXQPZWIHJMPQQ-UHFFFAOYSA-N pyrimidin-2-amine Chemical compound NC1=NC=CC=N1 LJXQPZWIHJMPQQ-UHFFFAOYSA-N 0.000 claims 1
- OYRRZWATULMEPF-UHFFFAOYSA-N pyrimidin-4-amine Chemical compound NC1=CC=NC=N1 OYRRZWATULMEPF-UHFFFAOYSA-N 0.000 claims 1
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 1
- SMUQFGGVLNAIOZ-UHFFFAOYSA-N quinaldine Chemical compound C1=CC=CC2=NC(C)=CC=C21 SMUQFGGVLNAIOZ-UHFFFAOYSA-N 0.000 claims 1
- 201000000980 schizophrenia Diseases 0.000 claims 1
- SQOCEMCKYDVLMM-IYBDPMFKSA-N seltorexant Chemical compound CC1=CC(C)=NC(N2C[C@H]3CN(C[C@H]3C2)C(=O)C=2C(=CC=CC=2F)N2N=CC=N2)=N1 SQOCEMCKYDVLMM-IYBDPMFKSA-N 0.000 claims 1
- 208000013220 shortness of breath Diseases 0.000 claims 1
- 201000002859 sleep apnea Diseases 0.000 claims 1
- 208000019116 sleep disease Diseases 0.000 claims 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 1
- 208000011580 syndromic disease Diseases 0.000 claims 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- 150000003852 triazoles Chemical group 0.000 claims 1
- 231100000397 ulcer Toxicity 0.000 claims 1
- 208000027185 varicose disease Diseases 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
-
- 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
- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
- A61K31/407—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil condensed with other heterocyclic ring systems, e.g. ketorolac, physostigmine
-
- 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
- A61K31/4192—1,2,3-Triazoles
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
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- 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
- A61K31/425—Thiazoles
- A61K31/428—Thiazoles condensed with carbocyclic 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
- A61K31/33—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
- A61K31/47—Quinolines; Isoquinolines
- A61K31/4709—Non-condensed quinolines and containing further heterocyclic rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
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- 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
- A61K31/498—Pyrazines or piperazines ortho- and peri-condensed with carbocyclic ring systems, e.g. quinoxaline, phenazine
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- A—HUMAN NECESSITIES
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- 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
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/506—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim not condensed and containing further heterocyclic rings
-
- A—HUMAN NECESSITIES
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
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- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/53—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with three nitrogens as the only ring hetero atoms, e.g. chlorazanil, melamine
-
- A—HUMAN NECESSITIES
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| US25450909P | 2009-10-23 | 2009-10-23 | |
| PCT/US2010/053606 WO2011050198A1 (en) | 2009-10-23 | 2010-10-21 | Disubstituted octahy - dropyrrolo [3,4-c] pyrroles as orexin receptor modulators |
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| DK16163733.5T DK3093291T3 (da) | 2009-10-23 | 2010-10-21 | Disubstituerede octahy-dropyrrolo [3,4-c]pyrroler som orexinreceptormodulatorer |
| DK10773477.4T DK2491038T3 (da) | 2009-10-23 | 2010-10-21 | Disubstituerede octahydropyrrolo [3,4-c]pyrroler som orexin receptormodulatorer |
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| PE20200664A1 (es) | 2017-08-29 | 2020-06-11 | Lundbeck La Jolla Research Center Inc | Compuestos espirociclicos y sus metodos de preparacion y uso |
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| US12030887B2 (en) * | 2018-11-14 | 2024-07-09 | Janssen Pharmaceutica Nv | Synthetic methods of making fused heterocyclic compounds as orexin receptor modulators |
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| TW202246274A (zh) * | 2021-03-16 | 2022-12-01 | 大陸商上海翰森生物醫藥科技有限公司 | 含氮雜環的多環化合物及其製備方法和應用 |
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