JP2014530197A5 - - Google Patents
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- Publication number
- JP2014530197A5 JP2014530197A5 JP2014531240A JP2014531240A JP2014530197A5 JP 2014530197 A5 JP2014530197 A5 JP 2014530197A5 JP 2014531240 A JP2014531240 A JP 2014531240A JP 2014531240 A JP2014531240 A JP 2014531240A JP 2014530197 A5 JP2014530197 A5 JP 2014530197A5
- Authority
- JP
- Japan
- Prior art keywords
- phenyl
- methylsulfonyl
- urea
- methylmorpholino
- triazin
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
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- 125000000217 alkyl group Chemical group 0.000 claims description 58
- 150000001875 compounds Chemical class 0.000 claims description 53
- 229910052736 halogen Inorganic materials 0.000 claims description 34
- 150000003839 salts Chemical class 0.000 claims description 23
- 150000002367 halogens Chemical class 0.000 claims description 20
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 14
- 125000005843 halogen group Chemical group 0.000 claims description 14
- 238000000034 method Methods 0.000 claims description 14
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 14
- 239000003814 drug Substances 0.000 claims description 11
- -1 8-oxa-3-azabicyclo [3.2.1] octan-3-yl Chemical group 0.000 claims description 9
- 201000010099 disease Diseases 0.000 claims description 9
- 125000000623 heterocyclic group Chemical group 0.000 claims description 8
- 102000013530 TOR Serine-Threonine Kinases Human genes 0.000 claims description 5
- 108010065917 TOR Serine-Threonine Kinases Proteins 0.000 claims description 5
- 208000035475 disorder Diseases 0.000 claims description 5
- 229910052757 nitrogen Inorganic materials 0.000 claims description 4
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 4
- 239000008194 pharmaceutical composition Substances 0.000 claims description 4
- 125000004076 pyridyl group Chemical group 0.000 claims description 4
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 3
- 239000004202 carbamide Substances 0.000 claims description 3
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims description 2
- WYVZYLFSFLZJLE-AWEZNQCLSA-N 1-(2,2-difluoroethyl)-3-[4-[4-(5-fluoro-2-methylsulfonylphenyl)-6-[(3s)-3-methylmorpholin-4-yl]-1,3,5-triazin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCC(F)F)=CC=2)=NC(C=2C(=CC=C(F)C=2)S(C)(=O)=O)=N1 WYVZYLFSFLZJLE-AWEZNQCLSA-N 0.000 claims description 2
- VGGRTBRWWUFDQE-HNNXBMFYSA-N 1-(2,2-difluoroethyl)-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-6-(2-methylsulfonylphenyl)-1,3,5-triazin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCC(F)F)=CC=2)=NC(C=2C(=CC=CC=2)S(C)(=O)=O)=N1 VGGRTBRWWUFDQE-HNNXBMFYSA-N 0.000 claims description 2
- BTUQEGIDVUWXLY-SFHVURJKSA-N 1-(2,2-dimethylpropyl)-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-6-(2-methylsulfonylphenyl)-1,3,5-triazin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCC(C)(C)C)=CC=2)=NC(C=2C(=CC=CC=2)S(C)(=O)=O)=N1 BTUQEGIDVUWXLY-SFHVURJKSA-N 0.000 claims description 2
- DWHLEZSBYLJWAP-INIZCTEOSA-N 1-(2-fluoroethyl)-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-6-(2-methylsulfonylphenyl)-1,3,5-triazin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCCF)=CC=2)=NC(C=2C(=CC=CC=2)S(C)(=O)=O)=N1 DWHLEZSBYLJWAP-INIZCTEOSA-N 0.000 claims description 2
- LGRSDZOSFNRFBX-INIZCTEOSA-N 1-(2-hydroxyethyl)-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-6-(2-methylsulfonylphenyl)-1,3,5-triazin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCCO)=CC=2)=NC(C=2C(=CC=CC=2)S(C)(=O)=O)=N1 LGRSDZOSFNRFBX-INIZCTEOSA-N 0.000 claims description 2
- MZIHKPPULSTVPI-BJQOMGFOSA-N 1-(3-amino-4,4,4-trifluorobutyl)-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-6-(2-methylsulfonylphenyl)-1,3,5-triazin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCCC(N)C(F)(F)F)=CC=2)=NC(C=2C(=CC=CC=2)S(C)(=O)=O)=N1 MZIHKPPULSTVPI-BJQOMGFOSA-N 0.000 claims description 2
- AZRCITZEGHCMJZ-IBGZPJMESA-N 1-[4-(hydroxymethyl)phenyl]-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-6-(2-methylsulfonylphenyl)-1,3,5-triazin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC=3C=CC(CO)=CC=3)=CC=2)=NC(C=2C(=CC=CC=2)S(C)(=O)=O)=N1 AZRCITZEGHCMJZ-IBGZPJMESA-N 0.000 claims description 2
- CBTGCCPITWABCX-HNNXBMFYSA-N 1-[4-[4-(5-fluoro-2-methylsulfonylphenyl)-6-[(3s)-3-methylmorpholin-4-yl]-1,3,5-triazin-2-yl]phenyl]-3-(2-hydroxyethyl)urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCCO)=CC=2)=NC(C=2C(=CC=C(F)C=2)S(C)(=O)=O)=N1 CBTGCCPITWABCX-HNNXBMFYSA-N 0.000 claims description 2
- NQDNTFVBTMDPOY-AWEZNQCLSA-N 1-[4-[4-(5-fluoro-2-methylsulfonylphenyl)-6-[(3s)-3-methylmorpholin-4-yl]-1,3,5-triazin-2-yl]phenyl]-3-methylurea Chemical compound C1=CC(NC(=O)NC)=CC=C1C1=NC(N2[C@H](COCC2)C)=NC(C=2C(=CC=C(F)C=2)S(C)(=O)=O)=N1 NQDNTFVBTMDPOY-AWEZNQCLSA-N 0.000 claims description 2
- SVVLFAXKYZRIEU-HNNXBMFYSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-6-(2-methylsulfonylphenyl)-1,3,5-triazin-2-yl]phenyl]-3-(2,2,2-trifluoroethyl)urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCC(F)(F)F)=CC=2)=NC(C=2C(=CC=CC=2)S(C)(=O)=O)=N1 SVVLFAXKYZRIEU-HNNXBMFYSA-N 0.000 claims description 2
- IQZVHHCWLJKABG-SFHVURJKSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-6-(2-methylsulfonylphenyl)-1,3,5-triazin-2-yl]phenyl]-3-(2-methylpropyl)urea Chemical compound C1=CC(NC(=O)NCC(C)C)=CC=C1C1=NC(N2[C@H](COCC2)C)=NC(C=2C(=CC=CC=2)S(C)(=O)=O)=N1 IQZVHHCWLJKABG-SFHVURJKSA-N 0.000 claims description 2
- OBNUCJQVVUPBMF-OOJLDXBWSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-6-(2-methylsulfonylphenyl)-1,3,5-triazin-2-yl]phenyl]-3-(3,3,3-trifluoro-2-hydroxypropyl)urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCC(O)C(F)(F)F)=CC=2)=NC(C=2C(=CC=CC=2)S(C)(=O)=O)=N1 OBNUCJQVVUPBMF-OOJLDXBWSA-N 0.000 claims description 2
- HJYVQAWXJMKHEL-INIZCTEOSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-6-(2-methylsulfonylphenyl)-1,3,5-triazin-2-yl]phenyl]-3-(3,3,3-trifluoropropyl)urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCCC(F)(F)F)=CC=2)=NC(C=2C(=CC=CC=2)S(C)(=O)=O)=N1 HJYVQAWXJMKHEL-INIZCTEOSA-N 0.000 claims description 2
- FYUYLNAVOSQURC-BJQOMGFOSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-6-(2-methylsulfonylphenyl)-1,3,5-triazin-2-yl]phenyl]-3-(4,4,4-trifluoro-3-hydroxybutyl)urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCCC(O)C(F)(F)F)=CC=2)=NC(C=2C(=CC=CC=2)S(C)(=O)=O)=N1 FYUYLNAVOSQURC-BJQOMGFOSA-N 0.000 claims description 2
- QUUFTKOHCWDTPU-INIZCTEOSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-6-(2-methylsulfonylphenyl)-1,3,5-triazin-2-yl]phenyl]-3-(oxetan-3-yl)urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3COC3)=CC=2)=NC(C=2C(=CC=CC=2)S(C)(=O)=O)=N1 QUUFTKOHCWDTPU-INIZCTEOSA-N 0.000 claims description 2
- DTJJNINJMPHAGI-DIMJTDRSSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-6-(2-methylsulfonylphenyl)-1,3,5-triazin-2-yl]phenyl]-3-(oxolan-3-yl)urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3COCC3)=CC=2)=NC(C=2C(=CC=CC=2)S(C)(=O)=O)=N1 DTJJNINJMPHAGI-DIMJTDRSSA-N 0.000 claims description 2
- WTVPWCNBRLNHIC-KRWDZBQOSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-6-(2-methylsulfonylphenyl)-1,3,5-triazin-2-yl]phenyl]-3-propan-2-ylurea Chemical compound C1=CC(NC(=O)NC(C)C)=CC=C1C1=NC(N2[C@H](COCC2)C)=NC(C=2C(=CC=CC=2)S(C)(=O)=O)=N1 WTVPWCNBRLNHIC-KRWDZBQOSA-N 0.000 claims description 2
- NBMCWYMOBZCRCH-KRWDZBQOSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-6-(2-methylsulfonylphenyl)-1,3,5-triazin-2-yl]phenyl]-3-propylurea Chemical compound C1=CC(NC(=O)NCCC)=CC=C1C1=NC(N2[C@H](COCC2)C)=NC(C=2C(=CC=CC=2)S(C)(=O)=O)=N1 NBMCWYMOBZCRCH-KRWDZBQOSA-N 0.000 claims description 2
- GHPKGLRLNYQRBA-SFHVURJKSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-6-(2-methylsulfonylphenyl)-1,3,5-triazin-2-yl]phenyl]-3-pyridin-3-ylurea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC=3C=NC=CC=3)=CC=2)=NC(C=2C(=CC=CC=2)S(C)(=O)=O)=N1 GHPKGLRLNYQRBA-SFHVURJKSA-N 0.000 claims description 2
- OBQBFVXXGFPXMM-SFHVURJKSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-6-(2-methylsulfonylphenyl)-1,3,5-triazin-2-yl]phenyl]-3-pyridin-4-ylurea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC=3C=CN=CC=3)=CC=2)=NC(C=2C(=CC=CC=2)S(C)(=O)=O)=N1 OBQBFVXXGFPXMM-SFHVURJKSA-N 0.000 claims description 2
- SNXHGDLEEWPMMH-KRWDZBQOSA-N 1-cyclobutyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-6-(2-methylsulfonylphenyl)-1,3,5-triazin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3CCC3)=CC=2)=NC(C=2C(=CC=CC=2)S(C)(=O)=O)=N1 SNXHGDLEEWPMMH-KRWDZBQOSA-N 0.000 claims description 2
- HGOXTLYZGOXGIM-IBGZPJMESA-N 1-cyclohexyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-6-(2-methylsulfonylphenyl)-1,3,5-triazin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3CCCCC3)=CC=2)=NC(C=2C(=CC=CC=2)S(C)(=O)=O)=N1 HGOXTLYZGOXGIM-IBGZPJMESA-N 0.000 claims description 2
- FZJLSYYBXRUXGH-SFHVURJKSA-N 1-cyclopentyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-6-(2-methylsulfonylphenyl)-1,3,5-triazin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3CCCC3)=CC=2)=NC(C=2C(=CC=CC=2)S(C)(=O)=O)=N1 FZJLSYYBXRUXGH-SFHVURJKSA-N 0.000 claims description 2
- LLYIELJURDPGCH-KRWDZBQOSA-N 1-cyclopropyl-3-[4-[4-(2-ethylsulfonylphenyl)-6-[(3s)-3-methylmorpholin-4-yl]-1,3,5-triazin-2-yl]phenyl]urea Chemical compound CCS(=O)(=O)C1=CC=CC=C1C1=NC(N2[C@H](COCC2)C)=NC(C=2C=CC(NC(=O)NC3CC3)=CC=2)=N1 LLYIELJURDPGCH-KRWDZBQOSA-N 0.000 claims description 2
- OQZKTVLGUXLLEG-UHFFFAOYSA-N 1-cyclopropyl-3-[4-[4-(2-methylsulfonylphenyl)-6-(3-oxa-8-azabicyclo[3.2.1]octan-8-yl)-1,3,5-triazin-2-yl]phenyl]urea Chemical compound CS(=O)(=O)C1=CC=CC=C1C1=NC(N2C3CCC2COC3)=NC(C=2C=CC(NC(=O)NC3CC3)=CC=2)=N1 OQZKTVLGUXLLEG-UHFFFAOYSA-N 0.000 claims description 2
- WAMCZFZZIYHSIR-UHFFFAOYSA-N 1-cyclopropyl-3-[4-[4-(2-methylsulfonylphenyl)-6-(8-oxa-3-azabicyclo[3.2.1]octan-3-yl)-1,3,5-triazin-2-yl]phenyl]urea Chemical compound CS(=O)(=O)C1=CC=CC=C1C1=NC(N2CC3CCC(O3)C2)=NC(C=2C=CC(NC(=O)NC3CC3)=CC=2)=N1 WAMCZFZZIYHSIR-UHFFFAOYSA-N 0.000 claims description 2
- KYANJFCYCNOTEN-UHFFFAOYSA-N 1-cyclopropyl-3-[4-[4-(2-methylsulfonylphenyl)-6-morpholin-4-yl-1,3,5-triazin-2-yl]phenyl]urea Chemical compound CS(=O)(=O)C1=CC=CC=C1C1=NC(N2CCOCC2)=NC(C=2C=CC(NC(=O)NC3CC3)=CC=2)=N1 KYANJFCYCNOTEN-UHFFFAOYSA-N 0.000 claims description 2
- WLORGJWWSIEHGH-UHFFFAOYSA-N 1-cyclopropyl-3-[4-[4-(3,3-dimethylmorpholin-4-yl)-6-(2-methylsulfonylphenyl)-1,3,5-triazin-2-yl]phenyl]urea Chemical compound CC1(C)COCCN1C1=NC(C=2C=CC(NC(=O)NC3CC3)=CC=2)=NC(C=2C(=CC=CC=2)S(C)(=O)=O)=N1 WLORGJWWSIEHGH-UHFFFAOYSA-N 0.000 claims description 2
- RRBDAWQZDGPPKD-UHFFFAOYSA-N 1-cyclopropyl-3-[4-[4-(3-ethylmorpholin-4-yl)-6-(2-methylsulfonylphenyl)-1,3,5-triazin-2-yl]phenyl]urea Chemical compound CCC1COCCN1C1=NC(C=2C=CC(NC(=O)NC3CC3)=CC=2)=NC(C=2C(=CC=CC=2)S(C)(=O)=O)=N1 RRBDAWQZDGPPKD-UHFFFAOYSA-N 0.000 claims description 2
- PJLYVQWIEXBFKX-UHFFFAOYSA-N 1-cyclopropyl-3-[4-[4-(5-fluoro-2-methylsulfonylphenyl)-6-(8-oxa-3-azabicyclo[3.2.1]octan-3-yl)-1,3,5-triazin-2-yl]phenyl]urea Chemical compound CS(=O)(=O)C1=CC=C(F)C=C1C1=NC(N2CC3CCC(O3)C2)=NC(C=2C=CC(NC(=O)NC3CC3)=CC=2)=N1 PJLYVQWIEXBFKX-UHFFFAOYSA-N 0.000 claims description 2
- CEIONWZVTMNAML-HNNXBMFYSA-N 1-cyclopropyl-3-[4-[4-(5-fluoro-2-methylsulfonylphenyl)-6-[(3s)-3-methylmorpholin-4-yl]-1,3,5-triazin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3CC3)=CC=2)=NC(C=2C(=CC=C(F)C=2)S(C)(=O)=O)=N1 CEIONWZVTMNAML-HNNXBMFYSA-N 0.000 claims description 2
- JTWIUWYFTTUDAS-MRXNPFEDSA-N 1-cyclopropyl-3-[4-[4-[(3r)-3-methylmorpholin-4-yl]-6-(2-methylsulfonylphenyl)-1,3,5-triazin-2-yl]phenyl]urea Chemical compound C[C@@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3CC3)=CC=2)=NC(C=2C(=CC=CC=2)S(C)(=O)=O)=N1 JTWIUWYFTTUDAS-MRXNPFEDSA-N 0.000 claims description 2
- JTWIUWYFTTUDAS-INIZCTEOSA-N 1-cyclopropyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-6-(2-methylsulfonylphenyl)-1,3,5-triazin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3CC3)=CC=2)=NC(C=2C(=CC=CC=2)S(C)(=O)=O)=N1 JTWIUWYFTTUDAS-INIZCTEOSA-N 0.000 claims description 2
- GWYWSNIEOOQQBY-HNNXBMFYSA-N 1-cyclopropyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-6-(2-methylsulfonylpyridin-3-yl)-1,3,5-triazin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3CC3)=CC=2)=NC(C=2C(=NC=CC=2)S(C)(=O)=O)=N1 GWYWSNIEOOQQBY-HNNXBMFYSA-N 0.000 claims description 2
- DVBAKXMLTYRUSI-IBGZPJMESA-N 1-cyclopropyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-6-(2-pyrrolidin-1-ylsulfonylphenyl)-1,3,5-triazin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3CC3)=CC=2)=NC(C=2C(=CC=CC=2)S(=O)(=O)N2CCCC2)=N1 DVBAKXMLTYRUSI-IBGZPJMESA-N 0.000 claims description 2
- STZUVZVOVGSFFP-UHFFFAOYSA-N 1-cyclopropyl-3-[4-[4-[3-(hydroxymethyl)morpholin-4-yl]-6-(2-methylsulfonylphenyl)-1,3,5-triazin-2-yl]phenyl]urea Chemical compound CS(=O)(=O)C1=CC=CC=C1C1=NC(N2C(COCC2)CO)=NC(C=2C=CC(NC(=O)NC3CC3)=CC=2)=N1 STZUVZVOVGSFFP-UHFFFAOYSA-N 0.000 claims description 2
- OWHWSFSRAOFWHP-HNNXBMFYSA-N 1-ethyl-3-[4-[4-(5-fluoro-2-methylsulfonylphenyl)-6-[(3s)-3-methylmorpholin-4-yl]-1,3,5-triazin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C1=NC(N2[C@H](COCC2)C)=NC(C=2C(=CC=C(F)C=2)S(C)(=O)=O)=N1 OWHWSFSRAOFWHP-HNNXBMFYSA-N 0.000 claims description 2
- SHEFEJGEGWCOJZ-INIZCTEOSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-6-(2-methylsulfonylphenyl)-1,3,5-triazin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C1=NC(N2[C@H](COCC2)C)=NC(C=2C(=CC=CC=2)S(C)(=O)=O)=N1 SHEFEJGEGWCOJZ-INIZCTEOSA-N 0.000 claims description 2
- NVIJRBWVGIMMMD-HNNXBMFYSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-6-(2-methylsulfonylpyridin-3-yl)-1,3,5-triazin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C1=NC(N2[C@H](COCC2)C)=NC(C=2C(=NC=CC=2)S(C)(=O)=O)=N1 NVIJRBWVGIMMMD-HNNXBMFYSA-N 0.000 claims description 2
- YKIWVDVZGHLPNJ-HNNXBMFYSA-N 1-methyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-6-(2-methylsulfonylphenyl)-1,3,5-triazin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NC)=CC=C1C1=NC(N2[C@H](COCC2)C)=NC(C=2C(=CC=CC=2)S(C)(=O)=O)=N1 YKIWVDVZGHLPNJ-HNNXBMFYSA-N 0.000 claims description 2
- MHPWJPNRJCISIB-AWEZNQCLSA-N 1-methyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-6-(2-methylsulfonylpyridin-3-yl)-1,3,5-triazin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NC)=CC=C1C1=NC(N2[C@H](COCC2)C)=NC(C=2C(=NC=CC=2)S(C)(=O)=O)=N1 MHPWJPNRJCISIB-AWEZNQCLSA-N 0.000 claims description 2
- YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Natural products C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 claims description 2
- 102000003954 Autophagy-Related Proteins Human genes 0.000 claims description 2
- 108010082399 Autophagy-Related Proteins Proteins 0.000 claims description 2
- 208000024172 Cardiovascular disease Diseases 0.000 claims description 2
- 208000009329 Graft vs Host Disease Diseases 0.000 claims description 2
- 206010028980 Neoplasm Diseases 0.000 claims description 2
- 206010052779 Transplant rejections Diseases 0.000 claims description 2
- 208000036142 Viral infection Diseases 0.000 claims description 2
- 230000000172 allergic effect Effects 0.000 claims description 2
- 208000010668 atopic eczema Diseases 0.000 claims description 2
- 230000001363 autoimmune Effects 0.000 claims description 2
- 201000011510 cancer Diseases 0.000 claims description 2
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 2
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 2
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 2
- 208000016097 disease of metabolism Diseases 0.000 claims description 2
- 208000037765 diseases and disorders Diseases 0.000 claims description 2
- 239000003937 drug carrier Substances 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- 208000024908 graft versus host disease Diseases 0.000 claims description 2
- 125000005842 heteroatom Chemical group 0.000 claims description 2
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| BR112014008241A2 (pt) | 2011-10-07 | 2017-04-18 | Cellzome Ltd | composto, composição farmacêutica, métodos para tratar, controlar, retardar ou prevenir doenças e distúrbios, e para preparar um composto, e, uso de um composto |
| US9242969B2 (en) | 2013-03-14 | 2016-01-26 | Novartis Ag | Biaryl amide compounds as kinase inhibitors |
| UY36294A (es) | 2014-09-12 | 2016-04-29 | Novartis Ag | Compuestos y composiciones como inhibidores de quinasa |
| AU2017329090B9 (en) | 2016-09-19 | 2019-09-05 | Novartis Ag | Therapeutic combinations comprising a RAF inhibitor and a ERK inhibitor |
| ES2952265T3 (es) | 2017-05-02 | 2023-10-30 | Novartis Ag | Terapia combinada que comprende un inhibidor de Raf y trametinib |
| WO2020055761A1 (en) | 2018-09-10 | 2020-03-19 | Mirati Therapeutics, Inc. | Combination therapies |
| ES3025633T3 (en) | 2019-05-13 | 2025-06-09 | Novartis Ag | New crystalline forms of n-(3-(2-(2-hydroxyethoxy)-6-morpholinopyridin-4-yl)-4-methvlphenyl)-2(trifluoromethyl)isonicotinamide as raf inhibitors for the treatment of cancer |
| WO2021050743A1 (en) * | 2019-09-11 | 2021-03-18 | Yale University | Compositions and methods for treating slow-flow vascular malformations |
| CN115109049B (zh) * | 2022-08-12 | 2023-08-15 | 江西科技师范大学 | 含芳基脲结构的三嗪类化合物及其应用 |
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| AU1507199A (en) | 1997-12-15 | 1999-07-05 | Yamanouchi Pharmaceutical Co., Ltd. | Novel pyrimidine-5-carboxamide derivatives |
| SK288365B6 (sk) | 1999-02-10 | 2016-07-01 | Astrazeneca Ab | Medziprodukty pre chinazolínové deriváty ako inhibítory angiogenézy |
| CZ301689B6 (cs) | 1999-11-05 | 2010-05-26 | Astrazeneca Ab | Derivát chinazolinu a farmaceutický prostredek, který ho obsahuje |
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| US7135298B2 (en) | 2003-03-26 | 2006-11-14 | The Burnham Institute For Medical Research | Screening assay for agents that alter target of Rapamycin activity |
| CN101218229A (zh) | 2005-05-05 | 2008-07-09 | 阿斯利康(瑞典)有限公司 | 吡唑基-氨基取代的嘧啶及其在癌症治疗中的应用 |
| PL1891446T3 (pl) | 2005-06-14 | 2013-08-30 | Cellzome Gmbh | Sposób identyfikacji nowych związków oddziałujących z enzymami |
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| US20080233127A1 (en) | 2007-03-21 | 2008-09-25 | Wyeth | Imidazolopyrimidine analogs and their use as pi3 kinase and mtor inhibitors |
| US20080234262A1 (en) | 2007-03-21 | 2008-09-25 | Wyeth | Pyrazolopyrimidine analogs and their use as mtor kinase and pi3 kinase inhibitors |
| US8012986B2 (en) * | 2007-04-02 | 2011-09-06 | Hoffmann-La Roche Inc. | Pyridine and pyrimidine derivatives as MGLUR2 antagonists |
| BRPI0810411B8 (pt) | 2007-04-18 | 2021-05-25 | Pfizer Prod Inc | derivados de sulfonil amida para o tratamento de crescimento celular anormal, seu sos, bem como composição farmacêutica |
| EP2178563A2 (en) | 2007-07-06 | 2010-04-28 | OSI Pharmaceuticals, Inc. | Combination anti-cancer therapy comprising an inhibitor of both mtorc1 and mtorc2 |
| CA2692945A1 (en) | 2007-07-09 | 2009-01-15 | Astrazeneca Ab | Compounds - 945 |
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| WO2009007751A2 (en) | 2007-07-09 | 2009-01-15 | Astrazeneca Ab | Trisubstituted pyrimidine derivatives for the treatment of proliferative diseases |
| CN101809002B (zh) | 2007-07-09 | 2013-03-27 | 阿斯利康(瑞典)有限公司 | 用于与mtor激酶和/或pi3k相关的疾病中的吗啉代嘧啶衍生物 |
| CN101224207A (zh) | 2007-10-12 | 2008-07-23 | 中国科学院上海有机化学研究所 | 具有诱导自吞噬治疗错误折叠蛋白聚集所致疾病的药物及其筛选方法 |
| WO2009093981A1 (en) * | 2008-01-23 | 2009-07-30 | S Bio Pte Ltd | Triazine compounds as kinase inhibitors |
| US20110111972A1 (en) | 2008-02-04 | 2011-05-12 | Cellzome Ag | Selectivity profiling of pi3k interacting molecules against multiple targets |
| AP2775A (en) | 2008-05-23 | 2013-09-30 | Wyeth Llc | Triazine compounds as P13 kinase and MTOR inhibitors |
| AR073354A1 (es) | 2008-07-31 | 2010-11-03 | Genentech Inc | Compuestos de pirimidina, composiciones farmaceuticas y su uso en el tratamiento del cancer. |
| GB2465405A (en) * | 2008-11-10 | 2010-05-19 | Univ Basel | Triazine, pyrimidine and pyridine analogues and their use in therapy |
| WO2010096619A1 (en) | 2009-02-23 | 2010-08-26 | Wyeth Llc | Process, purification and crystallization of 1-(4-{[4-(dimethylamino)piperidin-1-yl]carbonyl}phenyl)-3-[4-(4,6-dimorpholin-4-yl-1,3,5-triazin-2-yl)phenyl]urea |
| WO2010103094A1 (en) | 2009-03-13 | 2010-09-16 | Cellzome Limited | PYRIMIDINE DERIVATIVES AS mTOR INHIBITORS |
| WO2010120994A2 (en) | 2009-04-17 | 2010-10-21 | Wyeth Llc | Ureidoaryl-and carbamoylaryl-morpholino- pyrimidine compounds, their use as mtor kinase and pi3 kinase inhibitors, and their synthesis |
| JP5649643B2 (ja) | 2009-04-17 | 2015-01-07 | ワイス・エルエルシー | ピリミジン化合物、ｍＴＯＲキナーゼおよびＰＩ３キナーゼ阻害剤としてのそれらの使用、ならびにそれらの合成 |
| US20140018354A9 (en) | 2009-07-23 | 2014-01-16 | Nathaniel Moorman | Inhibitors of mtor kinase as anti-viral agents |
| US9249129B2 (en) | 2010-03-04 | 2016-02-02 | Cellzome Limited | Morpholino substituted urea derivatives as mTOR inhibitors |
| JP2014510122A (ja) | 2011-04-04 | 2014-04-24 | セルゾーム リミテッド | ｍＴＯＲ阻害剤としてのジヒドロピロロピリミジン誘導体 |
| BR112014008241A2 (pt) | 2011-10-07 | 2017-04-18 | Cellzome Ltd | composto, composição farmacêutica, métodos para tratar, controlar, retardar ou prevenir doenças e distúrbios, e para preparar um composto, e, uso de um composto |
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