RU2015143675A - Ship1 модуляторы и относящиеся к ним способы - Google Patents
Ship1 модуляторы и относящиеся к ним способы Download PDFInfo
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- RU2015143675A RU2015143675A RU2015143675A RU2015143675A RU2015143675A RU 2015143675 A RU2015143675 A RU 2015143675A RU 2015143675 A RU2015143675 A RU 2015143675A RU 2015143675 A RU2015143675 A RU 2015143675A RU 2015143675 A RU2015143675 A RU 2015143675A
- Authority
- RU
- Russia
- Prior art keywords
- methyl
- optionally substituted
- methylene
- inden
- hydroxymethyl
- Prior art date
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- 101000616502 Homo sapiens Phosphatidylinositol 3,4,5-trisphosphate 5-phosphatase 1 Proteins 0.000 title claims 2
- 102100021797 Phosphatidylinositol 3,4,5-trisphosphate 5-phosphatase 1 Human genes 0.000 title claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 86
- 239000001257 hydrogen Substances 0.000 claims 86
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 70
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 39
- -1 2,2-difluorobenzodioxolyl Chemical group 0.000 claims 34
- 150000001875 compounds Chemical class 0.000 claims 27
- 125000000217 alkyl group Chemical group 0.000 claims 24
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims 18
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 18
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims 14
- 239000000203 mixture Substances 0.000 claims 12
- 125000002947 alkylene group Chemical group 0.000 claims 11
- 125000003710 aryl alkyl group Chemical group 0.000 claims 11
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims 11
- 125000001188 haloalkyl group Chemical group 0.000 claims 11
- 125000001072 heteroaryl group Chemical group 0.000 claims 11
- 125000000623 heterocyclic group Chemical group 0.000 claims 11
- 150000002431 hydrogen Chemical class 0.000 claims 11
- 125000003107 substituted aryl group Chemical group 0.000 claims 11
- 125000005346 substituted cycloalkyl group Chemical group 0.000 claims 11
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 10
- 150000003839 salts Chemical class 0.000 claims 10
- 239000012453 solvate Substances 0.000 claims 10
- 125000004174 2-benzimidazolyl group Chemical group [H]N1C(*)=NC2=C([H])C([H])=C([H])C([H])=C12 0.000 claims 6
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 6
- 239000010802 sludge Substances 0.000 claims 6
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 4
- 125000004217 4-methoxybenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1OC([H])([H])[H])C([H])([H])* 0.000 claims 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 3
- 229910052799 carbon Inorganic materials 0.000 claims 3
- 125000004432 carbon atom Chemical group C* 0.000 claims 3
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 claims 3
- 201000010099 disease Diseases 0.000 claims 3
- 208000035475 disorder Diseases 0.000 claims 3
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 3
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 3
- 125000003373 pyrazinyl group Chemical group 0.000 claims 3
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 3
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims 2
- 208000023275 Autoimmune disease Diseases 0.000 claims 2
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 claims 2
- 241000124008 Mammalia Species 0.000 claims 2
- 208000027866 inflammatory disease Diseases 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- RGBSGNXUCAWAAY-PXLZQGEESA-N (1s,3s,4r)-3-(hydroxymethyl)-4-[(4r,5s)-4-(hydroxymethyl)-1,1-dimethyl-4,5,6,7-tetrahydroinden-5-yl]-4-methylcyclohexan-1-ol Chemical compound C[C@]1([C@H]2CCC3=C([C@@H]2CO)C=CC3(C)C)CC[C@H](O)C[C@@H]1CO RGBSGNXUCAWAAY-PXLZQGEESA-N 0.000 claims 1
- CZOHHJQEEQJPCT-OXTFZXRHSA-N (1s,3s,4r)-4-[(3as,4r,5s,7as)-4-(2,3-dihydroindol-1-ylmethyl)-7a-methyl-1-methylidene-3,3a,4,5,6,7-hexahydro-2h-inden-5-yl]-3-(hydroxymethyl)-4-methylcyclohexan-1-ol Chemical compound C[C@]1([C@H]2CC[C@]3([C@H]([C@@H]2CN2C4=CC=CC=C4CC2)CCC3=C)C)CC[C@H](O)C[C@@H]1CO CZOHHJQEEQJPCT-OXTFZXRHSA-N 0.000 claims 1
- FZMMCZNIASYIKC-XYIAWKELSA-N (1s,3s,4r)-4-[(3as,4r,5s,7as)-4-(2-aminoethyl)-7a-methyl-1-methylidene-3,3a,4,5,6,7-hexahydro-2h-inden-5-yl]-3-(hydroxymethyl)-4-methylcyclohexan-1-ol Chemical compound C[C@]1([C@H]2CC[C@]3([C@H]([C@@H]2CCN)CCC3=C)C)CC[C@H](O)C[C@@H]1CO FZMMCZNIASYIKC-XYIAWKELSA-N 0.000 claims 1
- IKSYEYYFYKWLFU-BVMLLJBZSA-N (1s,3s,4r)-4-[(3as,4r,5s,7as)-4-(aminomethyl)-1,7a-dimethyl-3,3a,4,5,6,7-hexahydroinden-5-yl]-3-(hydroxymethyl)-4-methylcyclohexan-1-ol Chemical compound C[C@]1([C@@H]2[C@@H](CN)[C@@H]3CC=C([C@]3(CC2)C)C)CC[C@H](O)C[C@@H]1CO IKSYEYYFYKWLFU-BVMLLJBZSA-N 0.000 claims 1
- ZPWFTJKUVLGUGM-BVMLLJBZSA-N (1s,3s,4r)-4-[(3as,4r,5s,7as)-4-(aminomethyl)-7a-methyl-1-methylidene-3,3a,4,5,6,7-hexahydro-2h-inden-5-yl]-3-(aminomethyl)-4-methylcyclohexan-1-ol Chemical compound C[C@]1([C@H]2CC[C@]3([C@H]([C@@H]2CN)CCC3=C)C)CC[C@H](O)C[C@@H]1CN ZPWFTJKUVLGUGM-BVMLLJBZSA-N 0.000 claims 1
- IEDQWGVEKPIZFJ-BDJUGDQASA-N (1s,3s,4r)-4-[(3as,4r,5s,7as)-4-(benzimidazol-1-ylmethyl)-7a-methyl-1-methylidene-3,3a,4,5,6,7-hexahydro-2h-inden-5-yl]-3-(hydroxymethyl)-4-methylcyclohexan-1-ol Chemical compound C[C@]1([C@H]2CC[C@]3([C@H]([C@@H]2CN2C4=CC=CC=C4N=C2)CCC3=C)C)CC[C@H](O)C[C@@H]1CO IEDQWGVEKPIZFJ-BDJUGDQASA-N 0.000 claims 1
- GXIBDCOALPCNAF-CWOJUHNUSA-N (1s,3s,4r)-4-[(3as,4r,5s,7as)-4-(hydroxymethyl)-7a-methyl-1-methylidene-3,3a,4,5,6,7-hexahydro-2h-inden-5-yl]-4-methyl-3-(pyridin-2-yloxymethyl)cyclohexan-1-ol Chemical compound C([C@H]1C[C@@H](O)CC[C@]1(C)[C@H]1CC[C@]2([C@H]([C@@H]1CO)CCC2=C)C)OC1=CC=CC=N1 GXIBDCOALPCNAF-CWOJUHNUSA-N 0.000 claims 1
- RUJWCQHVLNLVGK-BVMLLJBZSA-N (1s,3s,4r)-4-[(3as,4r,5s,7as)-4-(hydroxymethyl)-7a-methyl-1-methylidene-4,5,6,7-tetrahydro-3ah-inden-5-yl]-3-(hydroxymethyl)-4-methylcyclohexan-1-ol Chemical compound C[C@]1([C@H]2CC[C@]3([C@H]([C@@H]2CO)C=CC3=C)C)CC[C@H](O)C[C@@H]1CO RUJWCQHVLNLVGK-BVMLLJBZSA-N 0.000 claims 1
- VLYGPZSJQPEMOE-CQCNWBIYSA-N (1s,3s,4r)-4-[(3as,4r,5s,7as)-4-[(1h-benzimidazol-2-ylmethylamino)methyl]-7a-methyl-1-methylidene-3,3a,4,5,6,7-hexahydro-2h-inden-5-yl]-3-(hydroxymethyl)-4-methylcyclohexan-1-ol Chemical compound C[C@]1([C@H]2CC[C@]3([C@H]([C@@H]2CNCC=2NC4=CC=CC=C4N=2)CCC3=C)C)CC[C@H](O)C[C@@H]1CO VLYGPZSJQPEMOE-CQCNWBIYSA-N 0.000 claims 1
- NSHGRCIFCKBYMH-PTMNFMGBSA-N (1s,3s,4r)-4-[(3as,4r,5s,7as)-4-[(3,5-dimethoxyphenyl)methoxymethyl]-7a-methyl-1-methylidene-3,3a,4,5,6,7-hexahydro-2h-inden-5-yl]-3-(hydroxymethyl)-4-methylcyclohexan-1-ol Chemical compound COC1=CC(OC)=CC(COC[C@@H]2[C@H](CC[C@]3(C)C(=C)CC[C@H]32)[C@]2(C)[C@H](C[C@@H](O)CC2)CO)=C1 NSHGRCIFCKBYMH-PTMNFMGBSA-N 0.000 claims 1
- CYNKJCNDXTZUQS-RWMUPHSVSA-N (1s,3s,4r)-4-[(3as,4r,5s,7as)-4-[(6-aminopurin-9-yl)methyl]-7a-methyl-1-methylidene-3,3a,4,5,6,7-hexahydro-2h-inden-5-yl]-3-(hydroxymethyl)-4-methylcyclohexan-1-ol Chemical compound C[C@]1([C@H]2CC[C@]3([C@H]([C@@H]2CN2C4=NC=NC(N)=C4N=C2)CCC3=C)C)CC[C@H](O)C[C@@H]1CO CYNKJCNDXTZUQS-RWMUPHSVSA-N 0.000 claims 1
- DBQDEPPQRFWGTB-BDJUGDQASA-N (1s,3s,4r)-4-[(3as,4r,5s,7as)-4-[[(2,2-difluoro-1,3-benzodioxol-5-yl)methylamino]methyl]-7a-methyl-1-methylidene-3,3a,4,5,6,7-hexahydro-2h-inden-5-yl]-3-(hydroxymethyl)-4-methylcyclohexan-1-ol Chemical compound C[C@]1([C@H]2CC[C@]3([C@H]([C@@H]2CNCC=2C=C4OC(F)(F)OC4=CC=2)CCC3=C)C)CC[C@H](O)C[C@@H]1CO DBQDEPPQRFWGTB-BDJUGDQASA-N 0.000 claims 1
- JZKHAERGEGFHPR-PTMNFMGBSA-N (1s,3s,4r)-4-[(3as,4r,5s,7as)-4-[[(3,5-dimethoxyphenyl)methylamino]methyl]-7a-methyl-1-methylidene-3,3a,4,5,6,7-hexahydro-2h-inden-5-yl]-3-(hydroxymethyl)-4-methylcyclohexan-1-ol Chemical compound COC1=CC(OC)=CC(CNC[C@@H]2[C@H](CC[C@]3(C)C(=C)CC[C@H]32)[C@]2(C)[C@H](C[C@@H](O)CC2)CO)=C1 JZKHAERGEGFHPR-PTMNFMGBSA-N 0.000 claims 1
- ZYOWCMXFQCAHGE-LZYXPVFYSA-N (1s,3s,4r)-4-[(3as,4r,5s,7as)-4-[[(4-fluorophenyl)methylamino]methyl]-7a-methyl-1-methylidene-3,3a,4,5,6,7-hexahydro-2h-inden-5-yl]-3-(hydroxymethyl)-4-methylcyclohexan-1-ol Chemical compound C([C@@H]1[C@H](CC[C@]2([C@H]1CCC2=C)C)[C@]1(C)[C@H](C[C@@H](O)CC1)CO)NCC1=CC=C(F)C=C1 ZYOWCMXFQCAHGE-LZYXPVFYSA-N 0.000 claims 1
- GHEFURZIIBXUEB-CRDHRBBASA-N (1s,3s,4r)-4-[(3as,4r,5s,7as)-4-[[(4-methoxyphenyl)methylamino]methyl]-7a-methyl-1-methylidene-3,3a,4,5,6,7-hexahydro-2h-inden-5-yl]-3-(hydroxymethyl)-4-methylcyclohexan-1-ol Chemical compound C1=CC(OC)=CC=C1CNC[C@@H]1[C@@H]([C@]2(C)[C@H](C[C@@H](O)CC2)CO)CC[C@]2(C)C(=C)CC[C@H]21 GHEFURZIIBXUEB-CRDHRBBASA-N 0.000 claims 1
- WCMVPMDOSHQETJ-RIGOZCIQSA-N (1s,3s,4r)-4-[(3as,4r,5s,7as)-4-[[2-(4-methoxyphenyl)ethylamino]methyl]-7a-methyl-1-methylidene-3,3a,4,5,6,7-hexahydro-2h-inden-5-yl]-3-(hydroxymethyl)-4-methylcyclohexan-1-ol Chemical compound C1=CC(OC)=CC=C1CCNC[C@@H]1[C@@H]([C@]2(C)[C@H](C[C@@H](O)CC2)CO)CC[C@]2(C)C(=C)CC[C@H]21 WCMVPMDOSHQETJ-RIGOZCIQSA-N 0.000 claims 1
- SGSFNHDJUCXEDD-BHMKJSQQSA-N (1s,3s,4r)-4-[(3as,4r,5s,7as)-7a-methyl-1-methylidene-4-(1,2,4-triazol-1-ylmethyl)-3,3a,4,5,6,7-hexahydro-2h-inden-5-yl]-3-(hydroxymethyl)-4-methylcyclohexan-1-ol Chemical compound C([C@@H]1[C@H](CC[C@]2([C@H]1CCC2=C)C)[C@]1(C)[C@H](C[C@@H](O)CC1)CO)N1C=NC=N1 SGSFNHDJUCXEDD-BHMKJSQQSA-N 0.000 claims 1
- KOYOREYUQUIGDU-GAHAAGPZSA-N (1s,3s,4r)-4-[(3as,4r,5s,7as)-7a-methyl-1-methylidene-4-(pyridin-2-ylmethoxymethyl)-3,3a,4,5,6,7-hexahydro-2h-inden-5-yl]-3-(hydroxymethyl)-4-methylcyclohexan-1-ol Chemical compound C([C@@H]1[C@H](CC[C@]2([C@H]1CCC2=C)C)[C@]1(C)[C@H](C[C@@H](O)CC1)CO)OCC1=CC=CC=N1 KOYOREYUQUIGDU-GAHAAGPZSA-N 0.000 claims 1
- TZBXVULPVWSROB-HTQRCUPRSA-N (1s,3s,4r)-4-[(3as,4r,5s,7as)-7a-methyl-1-methylidene-4-[(pyridin-4-ylmethylamino)methyl]-3,3a,4,5,6,7-hexahydro-2h-inden-5-yl]-3-(hydroxymethyl)-4-methylcyclohexan-1-ol Chemical compound C([C@@H]1[C@H](CC[C@]2([C@H]1CCC2=C)C)[C@]1(C)[C@H](C[C@@H](O)CC1)CO)NCC1=CC=NC=C1 TZBXVULPVWSROB-HTQRCUPRSA-N 0.000 claims 1
- WNYFUKYJAVDCJJ-LZYXPVFYSA-N (1s,3s,4r)-4-[(3as,4r,5s,7as)-7a-methyl-1-methylidene-4-[[(4-nitrophenyl)methylamino]methyl]-3,3a,4,5,6,7-hexahydro-2h-inden-5-yl]-3-(hydroxymethyl)-4-methylcyclohexan-1-ol Chemical compound C([C@@H]1[C@H](CC[C@]2([C@H]1CCC2=C)C)[C@]1(C)[C@H](C[C@@H](O)CC1)CO)NCC1=CC=C([N+]([O-])=O)C=C1 WNYFUKYJAVDCJJ-LZYXPVFYSA-N 0.000 claims 1
- OYPQEHTXAKWYGL-GWATUHHTSA-N (1s,3s,4r)-4-[(3as,4r,5s,7as)-7a-methyl-1-methylidene-4-[[[4-(trifluoromethyl)phenyl]methylamino]methyl]-3,3a,4,5,6,7-hexahydro-2h-inden-5-yl]-3-(hydroxymethyl)-4-methylcyclohexan-1-ol Chemical compound C([C@@H]1[C@H](CC[C@]2([C@H]1CCC2=C)C)[C@]1(C)[C@H](C[C@@H](O)CC1)CO)NCC1=CC=C(C(F)(F)F)C=C1 OYPQEHTXAKWYGL-GWATUHHTSA-N 0.000 claims 1
- LCSYMDYKBQSMDJ-RYAQRBBLSA-N (1s,3s,4r)-4-[(3as,4s,5s,7as)-4-(2-hydroxyethyl)-7a-methyl-1-methylidene-3,3a,4,5,6,7-hexahydro-2h-inden-5-yl]-4-methyl-3-pyridin-2-yloxycyclohexan-1-ol Chemical compound O([C@H]1C[C@@H](O)CC[C@]1(C)[C@H]1CC[C@]2([C@H]([C@@H]1CCO)CCC2=C)C)C1=CC=CC=N1 LCSYMDYKBQSMDJ-RYAQRBBLSA-N 0.000 claims 1
- LJZFESIMWARYNF-CTBYUEFUSA-N (1s,3s,4r)-4-[(3as,4s,5s,7as)-4-[2-[bis[(4-methoxyphenyl)methyl]amino]ethyl]-7a-methyl-1-methylidene-3,3a,4,5,6,7-hexahydro-2h-inden-5-yl]-4-methylcyclohexane-1,3-diol Chemical compound C1=CC(OC)=CC=C1CN(CC=1C=CC(OC)=CC=1)CC[C@@H]1[C@@H]([C@]2(C)[C@H](C[C@@H](O)CC2)O)CC[C@]2(C)C(=C)CC[C@H]21 LJZFESIMWARYNF-CTBYUEFUSA-N 0.000 claims 1
- XYJGFRBJQZXGGP-MZANLXKOSA-N (1s,3s,4r)-4-[(4r,5s)-1,1-dimethyl-4-(methylaminomethyl)-2,3,4,5,6,7-hexahydroinden-5-yl]-3-(hydroxymethyl)-4-methylcyclohexan-1-ol Chemical compound C[C@]1([C@@H]2[C@H](C3=C(C(CC3)(C)C)CC2)CNC)CC[C@H](O)C[C@@H]1CO XYJGFRBJQZXGGP-MZANLXKOSA-N 0.000 claims 1
- TUKLLXZQUDLMOY-WDMROBEHSA-N (1s,3s,4r)-4-[(4r,5s)-1,1-dimethyl-4-[(1h-pyrrol-2-ylmethylamino)methyl]-2,3,4,5,6,7-hexahydroinden-5-yl]-3-(hydroxymethyl)-4-methylcyclohexan-1-ol Chemical compound C([C@@H]1[C@H](CCC2=C1CCC2(C)C)[C@]1(C)[C@H](C[C@@H](O)CC1)CO)NCC1=CC=CN1 TUKLLXZQUDLMOY-WDMROBEHSA-N 0.000 claims 1
- HQFVWQWKDRHGLP-ZOWVHQNKSA-N (1s,3s,4r)-4-[(4r,5s)-4-[(cyclopropylmethylamino)methyl]-1,1-dimethyl-2,3,4,5,6,7-hexahydroinden-5-yl]-3-(hydroxymethyl)-4-methylcyclohexan-1-ol Chemical compound C([C@@H]1[C@H](CCC2=C1CCC2(C)C)[C@]1(C)[C@H](C[C@@H](O)CC1)CO)NCC1CC1 HQFVWQWKDRHGLP-ZOWVHQNKSA-N 0.000 claims 1
- AKVJGRFAOYIPJQ-KCVUTVIESA-N (1s,3s,4r)-4-[(4r,5s)-4-[(dimethylamino)methyl]-1,1-dimethyl-2,3,4,5,6,7-hexahydroinden-5-yl]-3-(hydroxymethyl)-4-methylcyclohexan-1-ol Chemical compound C[C@]1([C@@H]2[C@H](C3=C(C(CC3)(C)C)CC2)CN(C)C)CC[C@H](O)C[C@@H]1CO AKVJGRFAOYIPJQ-KCVUTVIESA-N 0.000 claims 1
- KCSUBYIMPOWBDK-OQWSMYQMSA-N (2r,6s,7r)-6-[(1r,2s,4s)-4-hydroxy-2-(hydroxymethyl)-1-methylcyclohexyl]-7-(hydroxymethyl)-3,3-dimethyl-1,2,4,5,6,7-hexahydroinden-2-ol Chemical compound C[C@]1([C@H]2CCC3=C([C@@H]2CO)C[C@@H](O)C3(C)C)CC[C@H](O)C[C@@H]1CO KCSUBYIMPOWBDK-OQWSMYQMSA-N 0.000 claims 1
- IYYUZRZBDVXFKM-LZAHKMPMSA-N (2s,3as,6s,7r,7as)-7-(aminomethyl)-6-[(1r,2s,4s)-4-hydroxy-2-(hydroxymethyl)-1-methylcyclohexyl]-3a-methyl-3-methylidene-2,4,5,6,7,7a-hexahydro-1h-inden-2-ol Chemical compound C[C@]1([C@H]2CC[C@]3([C@H]([C@@H]2CN)C[C@H](O)C3=C)C)CC[C@H](O)C[C@@H]1CO IYYUZRZBDVXFKM-LZAHKMPMSA-N 0.000 claims 1
- WIEPZIUQSYFMHZ-FGDWFLNHSA-N (3ar,4r,5r,7as)-5-[(1s,2s,4s)-4-hydroxy-1-methyl-2-(2-morpholin-4-ylethyl)cyclohexyl]-7a-methyl-1-methylidene-3,3a,4,5,6,7-hexahydro-2h-inden-4-ol Chemical compound C([C@H]1C[C@@H](O)CC[C@]1(C)[C@H]1CC[C@]2([C@H]([C@@H]1O)CCC2=C)C)CN1CCOCC1 WIEPZIUQSYFMHZ-FGDWFLNHSA-N 0.000 claims 1
- RJVXZYFRGXGCHD-FAMHBGTDSA-N (3ar,4r,5r,7as)-5-[(1s,2s,4s)-4-hydroxy-1-methyl-2-(2-pyrazin-2-yloxyethyl)cyclohexyl]-7a-methyl-1-methylidene-3,3a,4,5,6,7-hexahydro-2h-inden-4-ol Chemical compound C([C@H]1C[C@@H](O)CC[C@]1(C)[C@H]1CC[C@]2([C@H]([C@@H]1O)CCC2=C)C)COC1=CN=CC=N1 RJVXZYFRGXGCHD-FAMHBGTDSA-N 0.000 claims 1
- CCDXPDUETQYKAV-RSRKLVJMSA-N (3ar,4r,5r,7as)-5-[(1s,2s,4s)-4-hydroxy-1-methyl-2-(2-pyrazol-1-ylethyl)cyclohexyl]-7a-methyl-1-methylidene-3,3a,4,5,6,7-hexahydro-2h-inden-4-ol Chemical compound C([C@H]1C[C@@H](O)CC[C@]1(C)[C@H]1CC[C@]2([C@H]([C@@H]1O)CCC2=C)C)CN1C=CC=N1 CCDXPDUETQYKAV-RSRKLVJMSA-N 0.000 claims 1
- NBTHZYBJTYCHLS-RQZQBBPWSA-N (3ar,4r,5r,7as)-5-[(1s,2s,4s)-4-hydroxy-1-methyl-2-(2-pyridin-2-yloxyethyl)cyclohexyl]-7a-methyl-1-methylidene-3,3a,4,5,6,7-hexahydro-2h-inden-4-ol Chemical compound C([C@H]1C[C@@H](O)CC[C@]1(C)[C@H]1CC[C@]2([C@H]([C@@H]1O)CCC2=C)C)COC1=CC=CC=N1 NBTHZYBJTYCHLS-RQZQBBPWSA-N 0.000 claims 1
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- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 claims 1
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- ZHTOCEVAWPIQPR-CRUHNJGSSA-N n-[[(3as,4r,5s,7as)-5-[(1r,2s,4s)-4-hydroxy-2-(hydroxymethyl)-1-methylcyclohexyl]-7a-methyl-1-methylidene-3,3a,4,5,6,7-hexahydro-2h-inden-4-yl]methyl]-4-(trifluoromethyl)benzamide Chemical compound C([C@@H]1[C@H](CC[C@]2([C@H]1CCC2=C)C)[C@]1(C)[C@H](C[C@@H](O)CC1)CO)NC(=O)C1=CC=C(C(F)(F)F)C=C1 ZHTOCEVAWPIQPR-CRUHNJGSSA-N 0.000 claims 1
- ILCTYIJTSGEKJZ-RSNXEXBNSA-N n-[[(3as,4r,5s,7as)-5-[(1r,2s,4s)-4-hydroxy-2-(hydroxymethyl)-1-methylcyclohexyl]-7a-methyl-1-methylidene-3,3a,4,5,6,7-hexahydro-2h-inden-4-yl]methyl]-4-fluorobenzamide Chemical compound C([C@@H]1[C@H](CC[C@]2([C@H]1CCC2=C)C)[C@]1(C)[C@H](C[C@@H](O)CC1)CO)NC(=O)C1=CC=C(F)C=C1 ILCTYIJTSGEKJZ-RSNXEXBNSA-N 0.000 claims 1
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- QBYWGLAEOGCYSY-OXTFZXRHSA-N n-[[(3as,4r,5s,7as)-5-[(1r,2s,4s)-4-hydroxy-2-(hydroxymethyl)-1-methylcyclohexyl]-7a-methyl-1-methylidene-3,3a,4,5,6,7-hexahydro-2h-inden-4-yl]methyl]-4-methylbenzamide Chemical compound C1=CC(C)=CC=C1C(=O)NC[C@@H]1[C@@H]([C@]2(C)[C@H](C[C@@H](O)CC2)CO)CC[C@]2(C)C(=C)CC[C@H]21 QBYWGLAEOGCYSY-OXTFZXRHSA-N 0.000 claims 1
- IOVKJNLMUZINRM-CRUHNJGSSA-N n-[[(3as,4r,5s,7as)-5-[(1r,2s,4s)-4-hydroxy-2-(hydroxymethyl)-1-methylcyclohexyl]-7a-methyl-1-methylidene-3,3a,4,5,6,7-hexahydro-2h-inden-4-yl]methyl]benzamide Chemical compound C([C@@H]1[C@H](CC[C@]2([C@H]1CCC2=C)C)[C@]1(C)[C@H](C[C@@H](O)CC1)CO)NC(=O)C1=CC=CC=C1 IOVKJNLMUZINRM-CRUHNJGSSA-N 0.000 claims 1
- FRMKOOYJCQZFIL-QTTJWYMNSA-N n-[[(3as,4r,5s,7as)-5-[(1r,2s,4s)-4-hydroxy-2-(hydroxymethyl)-1-methylcyclohexyl]-7a-methyl-1-methylidene-3,3a,4,5,6,7-hexahydro-2h-inden-4-yl]methyl]butanamide Chemical compound C[C@]1([C@H]2CC[C@]3(C)C(=C)CC[C@H]3[C@@H]2CNC(=O)CCC)CC[C@H](O)C[C@@H]1CO FRMKOOYJCQZFIL-QTTJWYMNSA-N 0.000 claims 1
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- RNCAHXTVLISQGN-QTTJWYMNSA-N n-[[(3as,4r,5s,7as)-5-[(1r,2s,4s)-4-hydroxy-2-(hydroxymethyl)-1-methylcyclohexyl]-7a-methyl-1-methylidene-3,3a,4,5,6,7-hexahydro-2h-inden-4-yl]methyl]cyclopropanecarboxamide Chemical compound C([C@@H]1[C@H](CC[C@]2([C@H]1CCC2=C)C)[C@]1(C)[C@H](C[C@@H](O)CC1)CO)NC(=O)C1CC1 RNCAHXTVLISQGN-QTTJWYMNSA-N 0.000 claims 1
- YTTKKYURUHZQRG-XUZFWGHHSA-N n-[[(3as,4r,5s,7as)-5-[(1r,2s,4s)-4-hydroxy-2-(hydroxymethyl)-1-methylcyclohexyl]-7a-methyl-1-methylidene-3,3a,4,5,6,7-hexahydro-2h-inden-4-yl]methyl]furan-2-carboxamide Chemical compound C([C@@H]1[C@H](CC[C@]2([C@H]1CCC2=C)C)[C@]1(C)[C@H](C[C@@H](O)CC1)CO)NC(=O)C1=CC=CO1 YTTKKYURUHZQRG-XUZFWGHHSA-N 0.000 claims 1
- ARBKJBPDZVBGPP-MLGCJPHJSA-N n-[[(3as,4r,5s,7as)-5-[(1r,2s,4s)-4-hydroxy-2-(hydroxymethyl)-1-methylcyclohexyl]-7a-methyl-1-methylidene-3,3a,4,5,6,7-hexahydro-2h-inden-4-yl]methyl]naphthalene-2-carboxamide Chemical compound C[C@]1([C@H]2CC[C@]3([C@H]([C@@H]2CNC(=O)C=2C=C4C=CC=CC4=CC=2)CCC3=C)C)CC[C@H](O)C[C@@H]1CO ARBKJBPDZVBGPP-MLGCJPHJSA-N 0.000 claims 1
- NSBDFOFSVNYSHY-CWOJUHNUSA-N n-[[(3as,4r,5s,7as)-5-[(1r,2s,4s)-4-hydroxy-2-(hydroxymethyl)-1-methylcyclohexyl]-7a-methyl-1-methylidene-3,3a,4,5,6,7-hexahydro-2h-inden-4-yl]methyl]pentanamide Chemical compound C[C@]1([C@H]2CC[C@]3(C)C(=C)CC[C@H]3[C@@H]2CNC(=O)CCCC)CC[C@H](O)C[C@@H]1CO NSBDFOFSVNYSHY-CWOJUHNUSA-N 0.000 claims 1
- QGTMBETVNBTSPB-AJWQKBIASA-N n-[[(3as,4r,5s,7as)-5-[(1r,2s,4s)-4-hydroxy-2-(hydroxymethyl)-1-methylcyclohexyl]-7a-methyl-1-methylidene-3,3a,4,5,6,7-hexahydro-2h-inden-4-yl]methyl]propanamide Chemical compound C[C@]1([C@H]2CC[C@]3(C)C(=C)CC[C@H]3[C@@H]2CNC(=O)CC)CC[C@H](O)C[C@@H]1CO QGTMBETVNBTSPB-AJWQKBIASA-N 0.000 claims 1
- CYUGEIFEVDAQOF-XUZFWGHHSA-N n-[[(3as,4r,5s,7as)-5-[(1r,2s,4s)-4-hydroxy-2-(hydroxymethyl)-1-methylcyclohexyl]-7a-methyl-1-methylidene-3,3a,4,5,6,7-hexahydro-2h-inden-4-yl]methyl]pyrazine-2-carboxamide Chemical compound C([C@@H]1[C@H](CC[C@]2([C@H]1CCC2=C)C)[C@]1(C)[C@H](C[C@@H](O)CC1)CO)NC(=O)C1=CN=CC=N1 CYUGEIFEVDAQOF-XUZFWGHHSA-N 0.000 claims 1
- JQJZPQXXRAJIAC-DCMIECQESA-N n-[[(3as,4r,5s,7as)-5-[(1r,2s,4s)-4-hydroxy-2-(hydroxymethyl)-1-methylcyclohexyl]-7a-methyl-1-methylidene-3,3a,4,5,6,7-hexahydro-2h-inden-4-yl]methyl]pyridine-2-carboxamide Chemical compound C([C@@H]1[C@H](CC[C@]2([C@H]1CCC2=C)C)[C@]1(C)[C@H](C[C@@H](O)CC1)CO)NC(=O)C1=CC=CC=N1 JQJZPQXXRAJIAC-DCMIECQESA-N 0.000 claims 1
- JKRZZPGKSBRAFV-RWWDNORZSA-N n-[[(3as,4r,5s,7as)-5-[(1r,2s,4s)-4-hydroxy-2-(hydroxymethyl)-1-methylcyclohexyl]-7a-methyl-1-methylidene-3,3a,4,5,6,7-hexahydro-2h-inden-4-yl]methyl]pyridine-3-carboxamide Chemical compound C([C@@H]1[C@H](CC[C@]2([C@H]1CCC2=C)C)[C@]1(C)[C@H](C[C@@H](O)CC1)CO)NC(=O)C1=CC=CN=C1 JKRZZPGKSBRAFV-RWWDNORZSA-N 0.000 claims 1
- XQNNGTXEVOEFKG-RWWDNORZSA-N n-[[(3as,4r,5s,7as)-5-[(1r,2s,4s)-4-hydroxy-2-(hydroxymethyl)-1-methylcyclohexyl]-7a-methyl-1-methylidene-3,3a,4,5,6,7-hexahydro-2h-inden-4-yl]methyl]pyridine-4-carboxamide Chemical compound C([C@@H]1[C@H](CC[C@]2([C@H]1CCC2=C)C)[C@]1(C)[C@H](C[C@@H](O)CC1)CO)NC(=O)C1=CC=NC=C1 XQNNGTXEVOEFKG-RWWDNORZSA-N 0.000 claims 1
- DHOQXDQAKBCRBZ-KCVUTVIESA-N n-[[(4r,5s)-5-[(1r,2s,4s)-4-hydroxy-2-(hydroxymethyl)-1-methylcyclohexyl]-1,1-dimethyl-2,3,4,5,6,7-hexahydroinden-4-yl]methyl]acetamide Chemical compound C[C@]1([C@@H]2[C@H](C3=C(C(CC3)(C)C)CC2)CNC(=O)C)CC[C@H](O)C[C@@H]1CO DHOQXDQAKBCRBZ-KCVUTVIESA-N 0.000 claims 1
- DYELGLMXFUWDGZ-RYCUZSDNSA-N n-[[(4r,5s)-5-[(1r,2s,4s)-4-hydroxy-2-(hydroxymethyl)-1-methylcyclohexyl]-1,1-dimethyl-2,3,4,5,6,7-hexahydroinden-4-yl]methyl]benzamide Chemical compound C([C@@H]1[C@H](CCC2=C1CCC2(C)C)[C@]1(C)[C@H](C[C@@H](O)CC1)CO)NC(=O)C1=CC=CC=C1 DYELGLMXFUWDGZ-RYCUZSDNSA-N 0.000 claims 1
- AHRHVQRKTQHXIP-MZANLXKOSA-N n-[[(4r,5s)-5-[(1r,2s,4s)-4-hydroxy-2-(hydroxymethyl)-1-methylcyclohexyl]-1,1-dimethyl-2,3,4,5,6,7-hexahydroinden-4-yl]methyl]methanesulfonamide Chemical compound C[C@]1([C@H]2CCC3=C([C@@H]2CNS(C)(=O)=O)CCC3(C)C)CC[C@H](O)C[C@@H]1CO AHRHVQRKTQHXIP-MZANLXKOSA-N 0.000 claims 1
- 230000001613 neoplastic effect Effects 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 230000002062 proliferating effect Effects 0.000 claims 1
- 230000001105 regulatory effect Effects 0.000 claims 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D473/00—Heterocyclic compounds containing purine ring systems
- C07D473/26—Heterocyclic compounds containing purine ring systems with an oxygen, sulphur, or nitrogen atom directly attached in position 2 or 6, but not in both
- C07D473/32—Nitrogen atom
- C07D473/34—Nitrogen atom attached in position 6, e.g. adenine
-
- 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]
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
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- C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
- C07C215/42—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having amino groups or hydroxy groups bound to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
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- C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
- C07C215/46—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
- C07C215/48—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by hydroxy groups
- C07C215/50—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by hydroxy groups with amino groups and the six-membered aromatic ring, or the condensed ring system containing that ring, bound to the same carbon atom of the carbon chain
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- C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
- C07C215/46—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
- C07C215/48—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by hydroxy groups
- C07C215/52—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by hydroxy groups linked by carbon chains having two carbon atoms between the amino groups and the six-membered aromatic ring or the condensed ring system containing that ring
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- C07C225/00—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones
- C07C225/02—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to acyclic carbon atoms of the carbon skeleton
- C07C225/04—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being saturated
- C07C225/08—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being saturated and containing rings
- C07C225/10—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being saturated and containing rings with doubly-bound oxygen atoms bound to carbon atoms not being part of rings
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- C07C233/16—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms
- C07C233/17—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom
- C07C233/18—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom having the carbon atom of the carboxamide group bound to a hydrogen atom or to a carbon atom of an acyclic saturated carbon skeleton
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- C07C233/16—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms
- C07C233/23—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by a carbon atom of a ring other than a six-membered aromatic ring
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- C07C233/57—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of rings other than six-membered aromatic rings
- C07C233/60—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of rings other than six-membered aromatic rings having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms
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- C07C233/67—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms
- C07C233/74—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by a carbon atom of a ring other than a six-membered aromatic ring
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
- C07C235/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton
- C07C235/30—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton being unsaturated and containing rings other than six-membered aromatic rings
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- C07C235/44—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring
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- C07C235/44—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring
- C07C235/46—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
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- C07C235/42—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton
- C07C235/44—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring
- C07C235/48—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring having the nitrogen atom of at least one of the carboxamide groups bound to an acyclic carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms
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- C07C255/31—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing rings other than six-membered aromatic rings
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- C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C275/04—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms
- C07C275/06—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms of an acyclic and saturated carbon skeleton
- C07C275/10—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms of an acyclic and saturated carbon skeleton being further substituted by singly-bound oxygen atoms
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- C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
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- C07C275/24—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing six-membered aromatic rings
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- C07C275/32—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton being further substituted by singly-bound oxygen atoms
- C07C275/34—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton being further substituted by singly-bound oxygen atoms having nitrogen atoms of urea groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring
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- C07C279/00—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups
- C07C279/04—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of guanidine groups bound to acyclic carbon atoms of a carbon skeleton
- C07C279/08—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of guanidine groups bound to acyclic carbon atoms of a carbon skeleton being further substituted by singly-bound oxygen atoms
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- C07C291/02—Compounds containing carbon and nitrogen and having functional groups not covered by groups C07C201/00 - C07C281/00 containing nitrogen-oxide bonds
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- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
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- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/08—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
- C07D295/096—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/68—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/44—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D317/46—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/44—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D317/46—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
- C07D317/48—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
- C07D317/50—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to atoms of the carbocyclic ring
- C07D317/58—Radicals substituted by nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2602/00—Systems containing two condensed rings
- C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
- C07C2602/14—All rings being cycloaliphatic
- C07C2602/24—All rings being cycloaliphatic the ring system containing nine carbon atoms, e.g. perhydroindane
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2603/00—Systems containing at least three condensed rings
- C07C2603/02—Ortho- or ortho- and peri-condensed systems
- C07C2603/04—Ortho- or ortho- and peri-condensed systems containing three rings
- C07C2603/06—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members
- C07C2603/10—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members containing five-membered rings
- C07C2603/12—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members containing five-membered rings only one five-membered ring
- C07C2603/14—Benz[f]indenes; Hydrogenated benz[f]indenes
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Immunology (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pyridine Compounds (AREA)
- Pyrrole Compounds (AREA)
- Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)
- Furan Compounds (AREA)
- Epidemiology (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201361785860P | 2013-03-14 | 2013-03-14 | |
| US61/785,860 | 2013-03-14 | ||
| PCT/US2014/019125 WO2014143561A1 (en) | 2013-03-14 | 2014-02-27 | Ship1 modulators and methods related thereto |
Publications (1)
| Publication Number | Publication Date |
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| RU2015143675A true RU2015143675A (ru) | 2017-04-27 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
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| RU2015143675A RU2015143675A (ru) | 2013-03-14 | 2014-02-27 | Ship1 модуляторы и относящиеся к ним способы |
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| Country | Link |
|---|---|
| US (2) | US10100056B2 (OSRAM) |
| EP (1) | EP2970100A1 (OSRAM) |
| JP (1) | JP6407950B2 (OSRAM) |
| KR (1) | KR20150130426A (OSRAM) |
| CN (1) | CN105209429B (OSRAM) |
| AU (1) | AU2014228574B2 (OSRAM) |
| BR (1) | BR112015022577A2 (OSRAM) |
| CA (1) | CA2902764A1 (OSRAM) |
| HK (1) | HK1220173A1 (OSRAM) |
| IL (1) | IL241168A0 (OSRAM) |
| MX (1) | MX2015011280A (OSRAM) |
| RU (1) | RU2015143675A (OSRAM) |
| WO (1) | WO2014143561A1 (OSRAM) |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9540353B2 (en) | 2013-01-09 | 2017-01-10 | Aquinox Pharmaceuticals (Canada) Inc. | SHIP1 modulators and methods related thereto |
| RU2015143675A (ru) | 2013-03-14 | 2017-04-27 | Экуинокс Фармасьютикалз (Кэнэда) Инк. | Ship1 модуляторы и относящиеся к ним способы |
| KR20220110337A (ko) | 2013-03-14 | 2022-08-05 | 에퀴녹스 파머수티칼스 (캐나다) 인코포레이티드 | Ship1 조절제 및 그와 관련된 방법 |
| US9944590B2 (en) | 2015-06-26 | 2018-04-17 | Aquinox Pharmaceuticals (Canada) Inc. | Crystalline solid forms of the acetate salt of (1S,3S,4R)-4-((3aS,4R,5S,7aS)-4-(aminomethyl)-7a-methyl-1-methyleneoctahydro-1H-inden-5-yl)-3-(hydroxymethyl)-4-methylcyclohexanol |
| US10053415B2 (en) | 2016-01-20 | 2018-08-21 | Aquinox Pharmaceuticals (Canada) Inc. | Synthesis of a substituted indene derivative |
| WO2017149052A1 (en) | 2016-03-02 | 2017-09-08 | Patheon Austria Gmbh Co. & Kg | Process and intermediates for the production of 17(20)-ene b-seco steroids |
| WO2018126040A1 (en) | 2016-12-28 | 2018-07-05 | Aquinox Pharmaceuticals (Canada) Inc. | Crystalline solid forms of (1s,3s,4r)-4-((3as,4r,5s,7as)-4- (aminomethyl)-7a-methyl-1-methyleneoctahydro-1h-inden-5-yl)-3- (hydroxymethyl)-4-methylcyclohexanol |
| CN112533905A (zh) | 2018-04-06 | 2021-03-19 | 塔罗制药公司 | 可用于治疗疼痛和炎症的茚衍生物 |
| CN112654632A (zh) | 2018-04-06 | 2021-04-13 | 塔罗制药公司 | 可用于治疗疼痛和炎症的十六氢-1H-环戊二烯并[a]菲衍生物 |
| IL277904B2 (en) * | 2018-04-06 | 2024-05-01 | Aquinox Pharmaceuticals Canada Inc | History of indan for use in the treatment of pain and inflammation |
| CN111056962B (zh) * | 2019-11-28 | 2022-08-05 | 重庆爱旭龙科技有限公司 | 一种诺司普托及其醋酸盐的制备方法 |
Family Cites Families (26)
| Publication number | Priority date | Publication date | Assignee | Title |
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| DE1084718B (de) | 1958-07-08 | 1960-07-07 | Bayer Ag | Verfahren zur Herstellung von Secosteroiden |
| SE345995B (OSRAM) | 1969-01-31 | 1972-06-19 | Bristol Myers Co | |
| US3682983A (en) | 1969-11-12 | 1972-08-08 | Klaus Prezewowsky | Preparation of {66 {11 {11 -17 ethinyl steroids |
| US3962275A (en) | 1972-06-05 | 1976-06-08 | Hoffmann-La Roche Inc. | 7-oxa steroids |
| US3869467A (en) | 1972-06-05 | 1975-03-04 | Hoffmann La Roche | 17-{62 -Hydroxy-17-{60 -methyl-5-{60 -androstano{9 3,2-c{9 or{8 2,3-d{9 isoxazoles |
| JPH01290624A (ja) | 1988-05-16 | 1989-11-22 | Shiono Chem Kk | 5,6―セコ―ステロール誘導体血清脂質低下剤 |
| WO1993013124A1 (en) | 1991-12-20 | 1993-07-08 | Glaxo Inc. | Inhibitors of 5-alpha-testosterone reductase |
| JPH05221901A (ja) | 1992-02-17 | 1993-08-31 | Shiono Chem Kk | セコステロール誘導体 |
| JPH05221924A (ja) | 1992-02-17 | 1993-08-31 | Shiono Chem Kk | セコステロール化合物 |
| US5464866A (en) | 1992-08-17 | 1995-11-07 | Alcon Laboratories, Inc. | Substituted hydrindanes for the treatment of angiogenesis-dependent diseases |
| AP459A (en) | 1992-12-18 | 1996-02-14 | Glaxo Wellcome Inc | Substituted 6-azaandrostenones. |
| DK0707566T3 (da) | 1993-07-09 | 2000-09-04 | Theramex | Hidtil ukendte strukturelle analoger til vitamin D |
| US5541322A (en) | 1994-10-14 | 1996-07-30 | Glaxo Wellcome Inc. | Synthesis of 6-azaandrostenones |
| US6046185A (en) | 1996-07-11 | 2000-04-04 | Inflazyme Pharmaceuticals Ltd. | 6,7-oxygenated steroids and uses related thereto |
| EP1118654A4 (en) | 1999-04-16 | 2007-03-07 | Nippon Mitsubishi Oil Corp | TRACTION DRIVE FLUIDS |
| DK1278763T3 (da) | 2000-04-28 | 2007-06-11 | Inflazyme Pharm Ltd | 3-Nitrogen-6,7-dioxygensteroider og anvendelser relateret dertil |
| JP2004534042A (ja) | 2001-05-22 | 2004-11-11 | インフラジム ファーマシューティカルズ リミテッド | ステロイド−5−エン化合物のステロイド−5−エン−7−オン化合物へのアリル酸化、続くヒドロホウ素化および酸化による、6,7−ジヒドロキシステロイドの生成のための方法およびこの方法の中間体 |
| CA2463136A1 (en) | 2001-10-17 | 2003-04-24 | Raymond Andersen | Ship 1 modulators |
| WO2004035601A1 (en) | 2002-10-17 | 2004-04-29 | The University Of British Columbia | Ship 1 modulators |
| ES2359916T3 (es) | 2003-04-15 | 2011-05-30 | Aquinox Pharmaceuticals Inc. | Derivados de indeno como agentes farmacéuticos. |
| WO2007147251A1 (en) | 2006-06-21 | 2007-12-27 | The University Of British Columbia | Ship 1 modulator compounds |
| US8101605B2 (en) | 2009-12-04 | 2012-01-24 | Aquinox Pharmaceuticals Inc. | SHIP1 modulators and methods related thereto |
| KR20220110337A (ko) | 2013-03-14 | 2022-08-05 | 에퀴녹스 파머수티칼스 (캐나다) 인코포레이티드 | Ship1 조절제 및 그와 관련된 방법 |
| RU2015143675A (ru) | 2013-03-14 | 2017-04-27 | Экуинокс Фармасьютикалз (Кэнэда) Инк. | Ship1 модуляторы и относящиеся к ним способы |
| US9944590B2 (en) | 2015-06-26 | 2018-04-17 | Aquinox Pharmaceuticals (Canada) Inc. | Crystalline solid forms of the acetate salt of (1S,3S,4R)-4-((3aS,4R,5S,7aS)-4-(aminomethyl)-7a-methyl-1-methyleneoctahydro-1H-inden-5-yl)-3-(hydroxymethyl)-4-methylcyclohexanol |
| US10053415B2 (en) | 2016-01-20 | 2018-08-21 | Aquinox Pharmaceuticals (Canada) Inc. | Synthesis of a substituted indene derivative |
-
2014
- 2014-02-27 RU RU2015143675A patent/RU2015143675A/ru not_active Application Discontinuation
- 2014-02-27 CN CN201480026640.8A patent/CN105209429B/zh not_active Expired - Fee Related
- 2014-02-27 KR KR1020157028155A patent/KR20150130426A/ko not_active Withdrawn
- 2014-02-27 WO PCT/US2014/019125 patent/WO2014143561A1/en not_active Ceased
- 2014-02-27 EP EP14710726.2A patent/EP2970100A1/en not_active Withdrawn
- 2014-02-27 BR BR112015022577A patent/BR112015022577A2/pt not_active IP Right Cessation
- 2014-02-27 HK HK16108135.1A patent/HK1220173A1/zh unknown
- 2014-02-27 CA CA2902764A patent/CA2902764A1/en not_active Abandoned
- 2014-02-27 US US14/772,737 patent/US10100056B2/en active Active
- 2014-02-27 AU AU2014228574A patent/AU2014228574B2/en not_active Ceased
- 2014-02-27 MX MX2015011280A patent/MX2015011280A/es unknown
- 2014-02-27 JP JP2016500471A patent/JP6407950B2/ja not_active Expired - Fee Related
-
2015
- 2015-09-03 IL IL241168A patent/IL241168A0/en unknown
-
2018
- 2018-09-12 US US16/129,586 patent/US20190023709A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| US20190023709A1 (en) | 2019-01-24 |
| WO2014143561A1 (en) | 2014-09-18 |
| JP6407950B2 (ja) | 2018-10-17 |
| HK1218747A1 (zh) | 2017-03-10 |
| CA2902764A1 (en) | 2014-09-18 |
| US20170253596A2 (en) | 2017-09-07 |
| AU2014228574B2 (en) | 2018-07-26 |
| HK1220173A1 (zh) | 2017-04-28 |
| EP2970100A1 (en) | 2016-01-20 |
| MX2015011280A (es) | 2016-03-03 |
| US10100056B2 (en) | 2018-10-16 |
| IL241168A0 (en) | 2015-11-30 |
| KR20150130426A (ko) | 2015-11-23 |
| CN105209429A (zh) | 2015-12-30 |
| BR112015022577A2 (pt) | 2017-07-18 |
| AU2014228574A1 (en) | 2015-09-17 |
| US20160083387A1 (en) | 2016-03-24 |
| CN105209429B (zh) | 2018-05-29 |
| JP2016516028A (ja) | 2016-06-02 |
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| FA92 | Acknowledgement of application withdrawn (lack of supplementary materials submitted) |
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