CN101068815B - 有效作为蛋白激酶抑制剂的内酰胺化合物 - Google Patents
有效作为蛋白激酶抑制剂的内酰胺化合物 Download PDFInfo
- Publication number
- CN101068815B CN101068815B CN2005800414294A CN200580041429A CN101068815B CN 101068815 B CN101068815 B CN 101068815B CN 2005800414294 A CN2005800414294 A CN 2005800414294A CN 200580041429 A CN200580041429 A CN 200580041429A CN 101068815 B CN101068815 B CN 101068815B
- Authority
- CN
- China
- Prior art keywords
- pyrimido
- dihydro
- amino
- chloro
- oxo
- 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.)
- Expired - Fee Related
Links
- 0 CC1(NC=C(C[C@](**)C(c(cc2)ccc2Nc2nc(-c(ccc(Cl)c3)c3NC(C3)=O)c3cn2)=O)C=C1)Cl Chemical compound CC1(NC=C(C[C@](**)C(c(cc2)ccc2Nc2nc(-c(ccc(Cl)c3)c3NC(C3)=O)c3cn2)=O)C=C1)Cl 0.000 description 20
- NWVJYOUGNDMMOV-UHFFFAOYSA-N C#CC1(CCCCC1)NS(c(cc1)ccc1Nc1nc(-c(cccc2)c2NC(C2)=O)c2cn1)(O)=O Chemical compound C#CC1(CCCCC1)NS(c(cc1)ccc1Nc1nc(-c(cccc2)c2NC(C2)=O)c2cn1)(O)=O NWVJYOUGNDMMOV-UHFFFAOYSA-N 0.000 description 2
- YXLZGRSNQPALEJ-UHFFFAOYSA-N CC(C)CCNS(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)(=O)=O Chemical compound CC(C)CCNS(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)(=O)=O YXLZGRSNQPALEJ-UHFFFAOYSA-N 0.000 description 2
- CAEOTSMVWTXKQU-UHFFFAOYSA-N CN(c(cccc1)c1-c1c(C2)cnc(Nc(cc3)ccc3S(N3c4ccccc4CC3)(=O)=O)n1)C2=O Chemical compound CN(c(cccc1)c1-c1c(C2)cnc(Nc(cc3)ccc3S(N3c4ccccc4CC3)(=O)=O)n1)C2=O CAEOTSMVWTXKQU-UHFFFAOYSA-N 0.000 description 2
- JNXVVNURJBVHPP-UHFFFAOYSA-N O=C(C1)NCCN1S(c(cc1)ccc1Nc1nc(-c(cccc2)c2NC(C2)=O)c2cn1)(=O)=O Chemical compound O=C(C1)NCCN1S(c(cc1)ccc1Nc1nc(-c(cccc2)c2NC(C2)=O)c2cn1)(=O)=O JNXVVNURJBVHPP-UHFFFAOYSA-N 0.000 description 2
- BAKWUUVIQSQOJU-UHFFFAOYSA-N O=C(C1)Nc(cc(cc2)Cl)c2-c2c1cnc(Nc(cc1)ccc1S(N(CC1)c(cc3)c1cc3F)(=O)=O)n2 Chemical compound O=C(C1)Nc(cc(cc2)Cl)c2-c2c1cnc(Nc(cc1)ccc1S(N(CC1)c(cc3)c1cc3F)(=O)=O)n2 BAKWUUVIQSQOJU-UHFFFAOYSA-N 0.000 description 2
- WXGQRMOUSVYZCL-UHFFFAOYSA-N O=C(C1)Nc(cc(cc2)Cl)c2-c2c1cnc(Nc(cc1)ccc1S(N1CCCCC1)(=O)=O)n2 Chemical compound O=C(C1)Nc(cc(cc2)Cl)c2-c2c1cnc(Nc(cc1)ccc1S(N1CCCCC1)(=O)=O)n2 WXGQRMOUSVYZCL-UHFFFAOYSA-N 0.000 description 2
- AKLRJSTYDGCIEK-UHFFFAOYSA-N O=C(C1)Nc(cc(cc2)Cl)c2-c2c1cnc(Nc(cc1)ccc1S(NCCC[n]1cncc1)(=O)=O)n2 Chemical compound O=C(C1)Nc(cc(cc2)Cl)c2-c2c1cnc(Nc(cc1)ccc1S(NCCC[n]1cncc1)(=O)=O)n2 AKLRJSTYDGCIEK-UHFFFAOYSA-N 0.000 description 2
- NYOAIXSZVLUFTB-UHFFFAOYSA-N O=CN(CCC1)CCN1S(c(cc1)ccc1Nc1nc(-c(cccc2)c2NC(C2)=O)c2cn1)(=O)=O Chemical compound O=CN(CCC1)CCN1S(c(cc1)ccc1Nc1nc(-c(cccc2)c2NC(C2)=O)c2cn1)(=O)=O NYOAIXSZVLUFTB-UHFFFAOYSA-N 0.000 description 2
- ZBLVIJAPGIIVST-UHFFFAOYSA-N CC(C(NC(C)=N)=N)NC(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)=O Chemical compound CC(C(NC(C)=N)=N)NC(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)=O ZBLVIJAPGIIVST-UHFFFAOYSA-N 0.000 description 1
- WNOFLXKZLDHIQB-UHFFFAOYSA-N CC(C)(CNC(C(C=C1)=CCC1Nc1nc(-c(cccc2)c2N(C)C(C2)=O)c2cn1)=O)CN(C)C Chemical compound CC(C)(CNC(C(C=C1)=CCC1Nc1nc(-c(cccc2)c2N(C)C(C2)=O)c2cn1)=O)CN(C)C WNOFLXKZLDHIQB-UHFFFAOYSA-N 0.000 description 1
- NQKVTBBJHWKNRF-UHFFFAOYSA-N CC(C)CCNC(c(cc1)ccc1Nc1nc(-c(cccc2)c2N(C)C(C2)=O)c2cn1)O Chemical compound CC(C)CCNC(c(cc1)ccc1Nc1nc(-c(cccc2)c2N(C)C(C2)=O)c2cn1)O NQKVTBBJHWKNRF-UHFFFAOYSA-N 0.000 description 1
- CURJNMSGPBXOGK-UHFFFAOYSA-N CC(C)N(CCN)C(C)C Chemical compound CC(C)N(CCN)C(C)C CURJNMSGPBXOGK-UHFFFAOYSA-N 0.000 description 1
- BMDGEDZLBDDRDF-UHFFFAOYSA-N CC(C)N(CCNC(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)=O)C(C)C Chemical compound CC(C)N(CCNC(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)=O)C(C)C BMDGEDZLBDDRDF-UHFFFAOYSA-N 0.000 description 1
- KVFYMKQGSGRSIO-UHFFFAOYSA-N CC(C)N(CCNC(c(cc1)ccc1Nc1nc(-c(cccc2)c2NC(C2)=O)c2cn1)=O)C(C)C=C Chemical compound CC(C)N(CCNC(c(cc1)ccc1Nc1nc(-c(cccc2)c2NC(C2)=O)c2cn1)=O)C(C)C=C KVFYMKQGSGRSIO-UHFFFAOYSA-N 0.000 description 1
- KXZPKWCLZCLQQU-UHFFFAOYSA-N CC(C)NC(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)=O Chemical compound CC(C)NC(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)=O KXZPKWCLZCLQQU-UHFFFAOYSA-N 0.000 description 1
- ABXMQFQDLAJNEK-UHFFFAOYSA-N CC(C)OCCNC(c(cc1)ccc1Nc1nc(-c(cccc2)c2N(C)C(C2)=O)c2c(C)n1)=O Chemical compound CC(C)OCCNC(c(cc1)ccc1Nc1nc(-c(cccc2)c2N(C)C(C2)=O)c2c(C)n1)=O ABXMQFQDLAJNEK-UHFFFAOYSA-N 0.000 description 1
- GZLDKBJVAJLILB-UHFFFAOYSA-N CC(C1)NCCN1C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)O Chemical compound CC(C1)NCCN1C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)O GZLDKBJVAJLILB-UHFFFAOYSA-N 0.000 description 1
- ZPSKZQAAPHXYPF-UHFFFAOYSA-N CC(CC(C)C1)CN1C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)=O Chemical compound CC(CC(C)C1)CN1C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)=O ZPSKZQAAPHXYPF-UHFFFAOYSA-N 0.000 description 1
- VXNKNWUWPCHTQZ-UHFFFAOYSA-N CC(CC1)CCN1C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)=O Chemical compound CC(CC1)CCN1C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)=O VXNKNWUWPCHTQZ-UHFFFAOYSA-N 0.000 description 1
- SGYIRRJYUXPHLU-UHFFFAOYSA-N CC(CC1)CCN1C(c(cc1)ccc1Nc1nc(-c(cccc2)c2N(C)C(C2)=O)c2cn1)=O Chemical compound CC(CC1)CCN1C(c(cc1)ccc1Nc1nc(-c(cccc2)c2N(C)C(C2)=O)c2cn1)=O SGYIRRJYUXPHLU-UHFFFAOYSA-N 0.000 description 1
- WLXICZJDLPBVSY-UHFFFAOYSA-N CC(CCC1)N1C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)=O Chemical compound CC(CCC1)N1C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)=O WLXICZJDLPBVSY-UHFFFAOYSA-N 0.000 description 1
- FZUHKGHYVGAOSH-UHFFFAOYSA-N CC(COC)NC(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)=O Chemical compound CC(COC)NC(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)=O FZUHKGHYVGAOSH-UHFFFAOYSA-N 0.000 description 1
- RNSQSJBQNZPKHW-UHFFFAOYSA-N CC(c(cc1)ccc1F)NC(c(cc1)ccc1Nc1nc(-c(cccc2)c2NC(C2)=O)c2cn1)=O Chemical compound CC(c(cc1)ccc1F)NC(c(cc1)ccc1Nc1nc(-c(cccc2)c2NC(C2)=O)c2cn1)=O RNSQSJBQNZPKHW-UHFFFAOYSA-N 0.000 description 1
- YVFXNOMCZPEJTG-UHFFFAOYSA-N CCC(COC)NC(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)=O Chemical compound CCC(COC)NC(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)=O YVFXNOMCZPEJTG-UHFFFAOYSA-N 0.000 description 1
- KQKFBGAJFJFZHL-UHFFFAOYSA-N CCCCN(CCC#N)C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)=O Chemical compound CCCCN(CCC#N)C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)=O KQKFBGAJFJFZHL-UHFFFAOYSA-N 0.000 description 1
- GQXFPBXQLYZCJF-UHFFFAOYSA-N CCCN(CC1)CCN1C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)O Chemical compound CCCN(CC1)CCN1C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)O GQXFPBXQLYZCJF-UHFFFAOYSA-N 0.000 description 1
- FOTMLVGXCBMIIF-UHFFFAOYSA-N CCCN(CC1CC1)C(c(cc1)ccc1Nc1nc(-c2ccccc2NC(C2)=O)c2cn1)=O Chemical compound CCCN(CC1CC1)C(c(cc1)ccc1Nc1nc(-c2ccccc2NC(C2)=O)c2cn1)=O FOTMLVGXCBMIIF-UHFFFAOYSA-N 0.000 description 1
- SOODUEKJGXGXBX-UHFFFAOYSA-N CCCN(CC1CC1)S(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)(=O)=O Chemical compound CCCN(CC1CC1)S(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)(=O)=O SOODUEKJGXGXBX-UHFFFAOYSA-N 0.000 description 1
- WBICHMNIJPWCKV-UHFFFAOYSA-N CCCN(CC1CC1)S(c(cc1)ccc1Nc1nc(-c(cccc2)c2NC(C2)=O)c2cn1)(=O)=O Chemical compound CCCN(CC1CC1)S(c(cc1)ccc1Nc1nc(-c(cccc2)c2NC(C2)=O)c2cn1)(=O)=O WBICHMNIJPWCKV-UHFFFAOYSA-N 0.000 description 1
- HGLVFNPZFXOUEL-UHFFFAOYSA-N CCN(CC)C(CC1)CN1C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)O)c2cn1)=O Chemical compound CCN(CC)C(CC1)CN1C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)O)c2cn1)=O HGLVFNPZFXOUEL-UHFFFAOYSA-N 0.000 description 1
- KJGACAIXRHTAHE-UHFFFAOYSA-N CCN(CC)CCCc(cc1)cc(NC(C2)=O)c1-c1c2cnc(Nc(cc2)cc(OC)c2OC)n1 Chemical compound CCN(CC)CCCc(cc1)cc(NC(C2)=O)c1-c1c2cnc(Nc(cc2)cc(OC)c2OC)n1 KJGACAIXRHTAHE-UHFFFAOYSA-N 0.000 description 1
- CZRHMMMTHIXTHL-UHFFFAOYSA-N CCN(CC)CCNC(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)=O Chemical compound CCN(CC)CCNC(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)=O CZRHMMMTHIXTHL-UHFFFAOYSA-N 0.000 description 1
- OYUMRGWMNYWRKN-UHFFFAOYSA-N CCN(CC1)CCN1C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)O Chemical compound CCN(CC1)CCN1C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)O OYUMRGWMNYWRKN-UHFFFAOYSA-N 0.000 description 1
- BPEOIBITPHOPNM-UHFFFAOYSA-N CCN(CCc1ccccn1)C(c(cc1)ccc1Nc1nc(-c(cccc2)c2N(C)C(C2)=O)c2cn1)=O Chemical compound CCN(CCc1ccccn1)C(c(cc1)ccc1Nc1nc(-c(cccc2)c2N(C)C(C2)=O)c2cn1)=O BPEOIBITPHOPNM-UHFFFAOYSA-N 0.000 description 1
- FKFSVRKUEFOYGW-UHFFFAOYSA-N CCN(CCc1ccccn1)C(c(cc1)ccc1Nc1nc(-c(cccc2)c2NC(C2)=O)c2cn1)=O Chemical compound CCN(CCc1ccccn1)C(c(cc1)ccc1Nc1nc(-c(cccc2)c2NC(C2)=O)c2cn1)=O FKFSVRKUEFOYGW-UHFFFAOYSA-N 0.000 description 1
- GIOGHXWKFMOHFM-UHFFFAOYSA-N CCN(CCc1ncccc1)S(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)(=O)=O Chemical compound CCN(CCc1ncccc1)S(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)(=O)=O GIOGHXWKFMOHFM-UHFFFAOYSA-N 0.000 description 1
- WBBPIHQYFJROQR-UHFFFAOYSA-N CC[n]1c(ccc(Nc2nc(-c(cccc3)c3NC(C3)=O)c3cn2)c2)c2c2ccccc12 Chemical compound CC[n]1c(ccc(Nc2nc(-c(cccc3)c3NC(C3)=O)c3cn2)c2)c2c2ccccc12 WBBPIHQYFJROQR-UHFFFAOYSA-N 0.000 description 1
- PYQYKNKSZIOMSB-UHFFFAOYSA-N CCc1ccc(CN(C)C(c(cc2)ccc2Nc2nc(-c(ccc(Cl)c3)c3NC(C3)=O)c3cn2)=O)cc1 Chemical compound CCc1ccc(CN(C)C(c(cc2)ccc2Nc2nc(-c(ccc(Cl)c3)c3NC(C3)=O)c3cn2)=O)cc1 PYQYKNKSZIOMSB-UHFFFAOYSA-N 0.000 description 1
- JUTXPFRFYWWQNN-VQHVLOKHSA-N CN(C)/C=C(\CC(Nc1c2ccc(Cl)c1)=O)/C21OC1 Chemical compound CN(C)/C=C(\CC(Nc1c2ccc(Cl)c1)=O)/C21OC1 JUTXPFRFYWWQNN-VQHVLOKHSA-N 0.000 description 1
- UVVCWYYESBRAGC-UHFFFAOYSA-N CN(C)CCCc(cc1)cc(NC(C2)=O)c1-c1c2cnc(Nc(cc2OC)ccc2OC)n1 Chemical compound CN(C)CCCc(cc1)cc(NC(C2)=O)c1-c1c2cnc(Nc(cc2OC)ccc2OC)n1 UVVCWYYESBRAGC-UHFFFAOYSA-N 0.000 description 1
- MKFYAMUWKYEFFV-UHFFFAOYSA-N CN(C)c(cc1)ccc1NC(c(cc1)ccc1Nc1nc(-c(cccc2)c2NC(C2)=O)c2cn1)=O Chemical compound CN(C)c(cc1)ccc1NC(c(cc1)ccc1Nc1nc(-c(cccc2)c2NC(C2)=O)c2cn1)=O MKFYAMUWKYEFFV-UHFFFAOYSA-N 0.000 description 1
- KTQXGZMUSRWRHA-UHFFFAOYSA-N CN(CC#C)C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)=O Chemical compound CN(CC#C)C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)=O KTQXGZMUSRWRHA-UHFFFAOYSA-N 0.000 description 1
- QQDAKQSIQLKWRR-UHFFFAOYSA-N CN(CC#C)S(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)(=O)=O Chemical compound CN(CC#C)S(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)(=O)=O QQDAKQSIQLKWRR-UHFFFAOYSA-N 0.000 description 1
- LMWJXVOIDMNEDD-UHFFFAOYSA-N CN(CC1)CCC1NC(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)=O Chemical compound CN(CC1)CCC1NC(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)=O LMWJXVOIDMNEDD-UHFFFAOYSA-N 0.000 description 1
- NAEIDFLQNPQDJZ-UHFFFAOYSA-N CN(CC1)CCN1C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)=O Chemical compound CN(CC1)CCN1C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)=O NAEIDFLQNPQDJZ-UHFFFAOYSA-N 0.000 description 1
- FYDHAEQQKRODBS-UHFFFAOYSA-N CN(CC1)CCN1S(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)(=O)=O Chemical compound CN(CC1)CCN1S(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)(=O)=O FYDHAEQQKRODBS-UHFFFAOYSA-N 0.000 description 1
- LMCNMBPXZKVJJQ-UHFFFAOYSA-N CN(Cc(cc1)ccc1F)C(c(cc1)ccc1Nc1nc(-c(cccc2)c2NC(C2)=O)c2cn1)=O Chemical compound CN(Cc(cc1)ccc1F)C(c(cc1)ccc1Nc1nc(-c(cccc2)c2NC(C2)=O)c2cn1)=O LMCNMBPXZKVJJQ-UHFFFAOYSA-N 0.000 description 1
- ODNBCRKMVRXQKL-UHFFFAOYSA-N CN(c(cccc1)c1-c1c(C2)cnc(Nc(cc3)ccc3C(NCCC3=CC=CCC3)=O)n1)C2=O Chemical compound CN(c(cccc1)c1-c1c(C2)cnc(Nc(cc3)ccc3C(NCCC3=CC=CCC3)=O)n1)C2=O ODNBCRKMVRXQKL-UHFFFAOYSA-N 0.000 description 1
- OSLGYFMLNBSRRZ-UHFFFAOYSA-N CN(c(cccc1)c1-c1c(C2)cnc(Nc(cc3)ccc3C(Nc3ccc4[nH]ccc4c3)=O)n1)C2=O Chemical compound CN(c(cccc1)c1-c1c(C2)cnc(Nc(cc3)ccc3C(Nc3ccc4[nH]ccc4c3)=O)n1)C2=O OSLGYFMLNBSRRZ-UHFFFAOYSA-N 0.000 description 1
- FAZGQOWJEKOQNB-UHFFFAOYSA-N CN(c(cccc1)c1-c1c(C2)cnc(Nc(cc3)ccc3S(NCC3CCCCC3)(=O)=O)n1)C2=O Chemical compound CN(c(cccc1)c1-c1c(C2)cnc(Nc(cc3)ccc3S(NCC3CCCCC3)(=O)=O)n1)C2=O FAZGQOWJEKOQNB-UHFFFAOYSA-N 0.000 description 1
- VEYBFSIPKJOWFO-UHFFFAOYSA-N CN(c(cccc1)c1-c1c(C2)cnc(Nc(cc3)ccc3S(NCCCN3CCCC3)(=O)=O)n1)C2=O Chemical compound CN(c(cccc1)c1-c1c(C2)cnc(Nc(cc3)ccc3S(NCCCN3CCCC3)(=O)=O)n1)C2=O VEYBFSIPKJOWFO-UHFFFAOYSA-N 0.000 description 1
- MBWZEEFLGHNMGY-UHFFFAOYSA-N CN(c(cccc1)c1C1=NC(Nc(cc2)ccc2C(NCCC[n]2cncc2)=O)=NCC1C1)C1=O Chemical compound CN(c(cccc1)c1C1=NC(Nc(cc2)ccc2C(NCCC[n]2cncc2)=O)=NCC1C1)C1=O MBWZEEFLGHNMGY-UHFFFAOYSA-N 0.000 description 1
- PLKJGXYUQNGDRU-UHFFFAOYSA-N CNC(CNC(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)O)c2cn1)=O)c(cc1)ccc1OC Chemical compound CNC(CNC(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)O)c2cn1)=O)c(cc1)ccc1OC PLKJGXYUQNGDRU-UHFFFAOYSA-N 0.000 description 1
- GWXXYXYCWWIIDE-UHFFFAOYSA-N CNCCCN(C)C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)=O Chemical compound CNCCCN(C)C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)=O GWXXYXYCWWIIDE-UHFFFAOYSA-N 0.000 description 1
- GZDVKLPILPJGQX-UHFFFAOYSA-N COCC(CCC1)N1C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)=O Chemical compound COCC(CCC1)N1C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)=O GZDVKLPILPJGQX-UHFFFAOYSA-N 0.000 description 1
- ZMZYTSBCEUZASD-UHFFFAOYSA-N COc(c(OC)c1)ccc1Nc1ncc(CC(Nc2cc(-c3ncc[nH]3)ccc2-2)=O)c-2n1 Chemical compound COc(c(OC)c1)ccc1Nc1ncc(CC(Nc2cc(-c3ncc[nH]3)ccc2-2)=O)c-2n1 ZMZYTSBCEUZASD-UHFFFAOYSA-N 0.000 description 1
- OHJLDRVXOTVMFI-UHFFFAOYSA-N COc(cc1)ccc1Nc1nc(-c(cc(CCCN2CCCCC2)cc2)c2NC(C2)=O)c2cn1 Chemical compound COc(cc1)ccc1Nc1nc(-c(cc(CCCN2CCCCC2)cc2)c2NC(C2)=O)c2cn1 OHJLDRVXOTVMFI-UHFFFAOYSA-N 0.000 description 1
- UZZNTLUMIQEHFX-UHFFFAOYSA-O COc(cc1)ccc1Nc1nc(-c(cc(CCCN2CCOCC2)cc2)c2NC(C2)=[OH+])c2cn1 Chemical compound COc(cc1)ccc1Nc1nc(-c(cc(CCCN2CCOCC2)cc2)c2NC(C2)=[OH+])c2cn1 UZZNTLUMIQEHFX-UHFFFAOYSA-O 0.000 description 1
- HZBIDIZAJHJOPC-UHFFFAOYSA-N COc1cc(CNC(c(cc2)ccc2Nc2nc(-c(ccc(Cl)c3)c3NC(C3)=O)c3cn2)=O)ccc1 Chemical compound COc1cc(CNC(c(cc2)ccc2Nc2nc(-c(ccc(Cl)c3)c3NC(C3)=O)c3cn2)=O)ccc1 HZBIDIZAJHJOPC-UHFFFAOYSA-N 0.000 description 1
- YBDHBRBDWOBWHZ-UHFFFAOYSA-N COc1cccc(NC(c(cc2)ccc2Nc2nc(-c(ccc(Cl)c3)c3NC(C3)=O)c3cn2)=O)c1 Chemical compound COc1cccc(NC(c(cc2)ccc2Nc2nc(-c(ccc(Cl)c3)c3NC(C3)=O)c3cn2)=O)c1 YBDHBRBDWOBWHZ-UHFFFAOYSA-N 0.000 description 1
- XOXYSFVIOJFKFR-UHFFFAOYSA-N COc1ccccc1CNC(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)=O Chemical compound COc1ccccc1CNC(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)=O XOXYSFVIOJFKFR-UHFFFAOYSA-N 0.000 description 1
- HLUHHPIOOWFWGG-UHFFFAOYSA-N CS(c1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)(=O)=O Chemical compound CS(c1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)(=O)=O HLUHHPIOOWFWGG-UHFFFAOYSA-N 0.000 description 1
- KWEKCDZRLUBZPO-UHFFFAOYSA-N Cc(cc(cc1)OC)c1NC(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)=O Chemical compound Cc(cc(cc1)OC)c1NC(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)=O KWEKCDZRLUBZPO-UHFFFAOYSA-N 0.000 description 1
- CAQMKDJWPCJKSU-UHFFFAOYSA-N Cc(ccc(Nc1nc(-c(ccc(C(F)(F)F)c2)c2NC(C2)=O)c2cn1)c1)c1OC Chemical compound Cc(ccc(Nc1nc(-c(ccc(C(F)(F)F)c2)c2NC(C2)=O)c2cn1)c1)c1OC CAQMKDJWPCJKSU-UHFFFAOYSA-N 0.000 description 1
- KXSRIFBWELJNMO-UHFFFAOYSA-N Cc(ccc(Nc1nc(C2=CC=C(CCCN3CCOCC3)CC2NC(C2)=O)c2cn1)c1)c1OC Chemical compound Cc(ccc(Nc1nc(C2=CC=C(CCCN3CCOCC3)CC2NC(C2)=O)c2cn1)c1)c1OC KXSRIFBWELJNMO-UHFFFAOYSA-N 0.000 description 1
- FXEFXZVLQOCMSY-UHFFFAOYSA-N Cc1c(CNC(c(cc2)ccc2Nc2nc(-c(ccc(Cl)c3)c3NC(C3)=O)c3cn2)=O)c(C)n[nH]1 Chemical compound Cc1c(CNC(c(cc2)ccc2Nc2nc(-c(ccc(Cl)c3)c3NC(C3)=O)c3cn2)=O)c(C)n[nH]1 FXEFXZVLQOCMSY-UHFFFAOYSA-N 0.000 description 1
- XPACSTWHLWATQJ-UHFFFAOYSA-N Cc1c[s]c([NH+](Cc(cc2)ccc2Nc2nc(C(CC=CC3)C3N(C)C(C3)=O)c3cn2)[O-])n1 Chemical compound Cc1c[s]c([NH+](Cc(cc2)ccc2Nc2nc(C(CC=CC3)C3N(C)C(C3)=O)c3cn2)[O-])n1 XPACSTWHLWATQJ-UHFFFAOYSA-N 0.000 description 1
- CHAFZGUGLLKKQE-UHFFFAOYSA-N Cc1cc(C)cc(NC(N)=N)c1 Chemical compound Cc1cc(C)cc(NC(N)=N)c1 CHAFZGUGLLKKQE-UHFFFAOYSA-N 0.000 description 1
- VMMUAUHMVUFMGN-UHFFFAOYSA-N Cc1ccc(CNS(c(cc2)ccc2Nc2nc(-c(cccc3)c3N(C)C(C3)=O)c3cn2)(=O)=O)[o]1 Chemical compound Cc1ccc(CNS(c(cc2)ccc2Nc2nc(-c(cccc3)c3N(C)C(C3)=O)c3cn2)(=O)=O)[o]1 VMMUAUHMVUFMGN-UHFFFAOYSA-N 0.000 description 1
- FITABCPYXNGXSF-UHFFFAOYSA-N Cc1cnc(NC(c(cc2)ccc2Nc2nc(-c(cccc3)c3NC(C3)=O)c3cn2)=O)[s]1 Chemical compound Cc1cnc(NC(c(cc2)ccc2Nc2nc(-c(cccc3)c3NC(C3)=O)c3cn2)=O)[s]1 FITABCPYXNGXSF-UHFFFAOYSA-N 0.000 description 1
- MECYMPHDHFSONU-UHFFFAOYSA-N Cc1n[o]c(C)c1NC(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)=O Chemical compound Cc1n[o]c(C)c1NC(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)=O MECYMPHDHFSONU-UHFFFAOYSA-N 0.000 description 1
- YBKMQGVUDGNYHT-UHFFFAOYSA-N NC(N=CC1C2)=NC1c(cc(cc1)Br)c1NC2=O Chemical compound NC(N=CC1C2)=NC1c(cc(cc1)Br)c1NC2=O YBKMQGVUDGNYHT-UHFFFAOYSA-N 0.000 description 1
- QBEKIHWNLZKUIK-UHFFFAOYSA-N NC(Nc1cccc(CO)c1)=N Chemical compound NC(Nc1cccc(CO)c1)=N QBEKIHWNLZKUIK-UHFFFAOYSA-N 0.000 description 1
- IMLAIXAZMVDRGA-UHFFFAOYSA-N NCCOc1ccccc1 Chemical compound NCCOc1ccccc1 IMLAIXAZMVDRGA-UHFFFAOYSA-N 0.000 description 1
- RASIXGFYCGRVRD-UHFFFAOYSA-N Nc1nc(-c(cc(cc2)C(O)=O)c2NC(C2)=O)c2cn1 Chemical compound Nc1nc(-c(cc(cc2)C(O)=O)c2NC(C2)=O)c2cn1 RASIXGFYCGRVRD-UHFFFAOYSA-N 0.000 description 1
- UVNKPZRFVMYNBC-UHFFFAOYSA-N O=C(C(C=C1)=CCC1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)NCc1ncc[nH]1 Chemical compound O=C(C(C=C1)=CCC1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)NCc1ncc[nH]1 UVNKPZRFVMYNBC-UHFFFAOYSA-N 0.000 description 1
- HUCDFRJTAMFAKW-UHFFFAOYSA-N O=C(C1)Nc(cc(cc2)Cl)c2-c2c1cnc(NCCc1cc(F)cc(F)c1)n2 Chemical compound O=C(C1)Nc(cc(cc2)Cl)c2-c2c1cnc(NCCc1cc(F)cc(F)c1)n2 HUCDFRJTAMFAKW-UHFFFAOYSA-N 0.000 description 1
- IGWGWOLOPGXVAG-UHFFFAOYSA-N O=C(C1)Nc(cc(cc2)Cl)c2-c2c1cnc(NCCc1cnc[nH]1)n2 Chemical compound O=C(C1)Nc(cc(cc2)Cl)c2-c2c1cnc(NCCc1cnc[nH]1)n2 IGWGWOLOPGXVAG-UHFFFAOYSA-N 0.000 description 1
- XWGJAHUZFGLRFK-UHFFFAOYSA-N O=C(C1)Nc(cc(cc2)Cl)c2-c2c1cnc(NCc1cc(C(F)(F)F)ccc1)n2 Chemical compound O=C(C1)Nc(cc(cc2)Cl)c2-c2c1cnc(NCc1cc(C(F)(F)F)ccc1)n2 XWGJAHUZFGLRFK-UHFFFAOYSA-N 0.000 description 1
- RQVFWSSKGKZGCU-UHFFFAOYSA-N O=C(C1)Nc(cc(cc2)Cl)c2-c2c1cnc(Nc(cc1)ccc1I)n2 Chemical compound O=C(C1)Nc(cc(cc2)Cl)c2-c2c1cnc(Nc(cc1)ccc1I)n2 RQVFWSSKGKZGCU-UHFFFAOYSA-N 0.000 description 1
- OKTHNYJHKFWOHN-UHFFFAOYSA-N O=C(C1)Nc(cc(cc2)Cl)c2-c2c1cnc(Nc(cc1)ccc1S(NCCCN1CCOCC1)(=O)=O)n2 Chemical compound O=C(C1)Nc(cc(cc2)Cl)c2-c2c1cnc(Nc(cc1)ccc1S(NCCCN1CCOCC1)(=O)=O)n2 OKTHNYJHKFWOHN-UHFFFAOYSA-N 0.000 description 1
- FLYPKYSQVFEIIH-HSZRJFAPSA-N O=C(C1)Nc(cc(cc2)Cl)c2-c2c1cnc(Nc(cc1)ccc1S(N[C@H]1c3ccccc3CC1)(=O)=O)n2 Chemical compound O=C(C1)Nc(cc(cc2)Cl)c2-c2c1cnc(Nc(cc1)ccc1S(N[C@H]1c3ccccc3CC1)(=O)=O)n2 FLYPKYSQVFEIIH-HSZRJFAPSA-N 0.000 description 1
- UKVZHZWOKOQQQW-UHFFFAOYSA-N O=C(C1)Nc(cccc2)c2-c2c1cnc(NC1CCN(Cc3ccccc3)CC1)n2 Chemical compound O=C(C1)Nc(cccc2)c2-c2c1cnc(NC1CCN(Cc3ccccc3)CC1)n2 UKVZHZWOKOQQQW-UHFFFAOYSA-N 0.000 description 1
- KSBDHXZTXKMTKO-UHFFFAOYSA-N O=C(C1)Nc(cccc2)c2-c2c1cnc(NCCN1CCN(Cc3ccccc3)CC1)n2 Chemical compound O=C(C1)Nc(cccc2)c2-c2c1cnc(NCCN1CCN(Cc3ccccc3)CC1)n2 KSBDHXZTXKMTKO-UHFFFAOYSA-N 0.000 description 1
- OELIQUDQGBVIOZ-UHFFFAOYSA-N O=C(C1)Nc(cccc2)c2-c2c1cnc(NCCNc1ccccc1)n2 Chemical compound O=C(C1)Nc(cccc2)c2-c2c1cnc(NCCNc1ccccc1)n2 OELIQUDQGBVIOZ-UHFFFAOYSA-N 0.000 description 1
- PMYIWSRVMRXJAQ-UHFFFAOYSA-N O=C(C1)Nc(cccc2)c2-c2c1cnc(Nc(cc1)ccc1S(=O)=O)n2 Chemical compound O=C(C1)Nc(cccc2)c2-c2c1cnc(Nc(cc1)ccc1S(=O)=O)n2 PMYIWSRVMRXJAQ-UHFFFAOYSA-N 0.000 description 1
- MHPSEGNRMQYRKG-UHFFFAOYSA-N O=C(C1)Nc(cccc2)c2-c2c1cnc(Nc(cc1)ccc1S(NCCC[n]1cncc1)(=O)=O)n2 Chemical compound O=C(C1)Nc(cccc2)c2-c2c1cnc(Nc(cc1)ccc1S(NCCC[n]1cncc1)(=O)=O)n2 MHPSEGNRMQYRKG-UHFFFAOYSA-N 0.000 description 1
- UWLQUBJZAQXXNZ-UHFFFAOYSA-N O=C(C1)Nc(cccc2)c2-c2c1cnc(Nc(cccn1)c1Oc(c(F)c1)ccc1F)n2 Chemical compound O=C(C1)Nc(cccc2)c2-c2c1cnc(Nc(cccn1)c1Oc(c(F)c1)ccc1F)n2 UWLQUBJZAQXXNZ-UHFFFAOYSA-N 0.000 description 1
- PYRZEAWCTMRFPX-UHFFFAOYSA-N O=C(C1)Nc(cccc2)c2-c2c1cnc(Nc1nccc(C(F)(F)F)n1)n2 Chemical compound O=C(C1)Nc(cccc2)c2-c2c1cnc(Nc1nccc(C(F)(F)F)n1)n2 PYRZEAWCTMRFPX-UHFFFAOYSA-N 0.000 description 1
- JTEVWKLUJHVYEQ-UHFFFAOYSA-N O=C(Cc1c(-c2c3cccc2)nc(NCC(CCC2)CN2c2ncccn2)nc1)N3I Chemical compound O=C(Cc1c(-c2c3cccc2)nc(NCC(CCC2)CN2c2ncccn2)nc1)N3I JTEVWKLUJHVYEQ-UHFFFAOYSA-N 0.000 description 1
- NDRTULFDGVAUJB-UHFFFAOYSA-N O=C(Cc1c(-c2c3cccc2)nc(Nc2cc(-c(cc4)ccc4F)ccc2)nc1)CN3I Chemical compound O=C(Cc1c(-c2c3cccc2)nc(Nc2cc(-c(cc4)ccc4F)ccc2)nc1)CN3I NDRTULFDGVAUJB-UHFFFAOYSA-N 0.000 description 1
- GKSMALLQZGBDHK-UHFFFAOYSA-N O=C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)N(CCC1)C1c1ccccn1 Chemical compound O=C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)N(CCC1)C1c1ccccn1 GKSMALLQZGBDHK-UHFFFAOYSA-N 0.000 description 1
- MQDCYKGYBSGSLL-UHFFFAOYSA-N O=C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)NC1C(CC2)CCN2C1 Chemical compound O=C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)NC1C(CC2)CCN2C1 MQDCYKGYBSGSLL-UHFFFAOYSA-N 0.000 description 1
- FVVVAQWSYWODRX-UHFFFAOYSA-N O=C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)NC1CC1 Chemical compound O=C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)NC1CC1 FVVVAQWSYWODRX-UHFFFAOYSA-N 0.000 description 1
- XITASXTYRSHEAO-UHFFFAOYSA-N O=C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)NC1c2ccccc2CCC1 Chemical compound O=C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)NC1c2ccccc2CCC1 XITASXTYRSHEAO-UHFFFAOYSA-N 0.000 description 1
- RGEURVDRTODQIT-UHFFFAOYSA-N O=C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)NCC(c1ccc(C(F)(F)F)cc1)N1CCCC1 Chemical compound O=C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)NCC(c1ccc(C(F)(F)F)cc1)N1CCCC1 RGEURVDRTODQIT-UHFFFAOYSA-N 0.000 description 1
- LHONBIDQTFGUPA-UHFFFAOYSA-N O=C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)NCC1CC1 Chemical compound O=C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)NCC1CC1 LHONBIDQTFGUPA-UHFFFAOYSA-N 0.000 description 1
- VMDQTIRMAQAJAD-UHFFFAOYSA-N O=C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)NCC1OCCC1 Chemical compound O=C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)NCC1OCCC1 VMDQTIRMAQAJAD-UHFFFAOYSA-N 0.000 description 1
- OMHKLWCCBGEJOH-UHFFFAOYSA-N O=C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)NCCCCC1CCCC1 Chemical compound O=C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)NCCCCC1CCCC1 OMHKLWCCBGEJOH-UHFFFAOYSA-N 0.000 description 1
- VFHREFDTXOHWCO-UHFFFAOYSA-N O=C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)NCCN1CCCCC1 Chemical compound O=C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)NCCN1CCCCC1 VFHREFDTXOHWCO-UHFFFAOYSA-N 0.000 description 1
- QXQSEWNWHBKILL-UHFFFAOYSA-N O=C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)NCCOc1ccccc1 Chemical compound O=C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)NCCOc1ccccc1 QXQSEWNWHBKILL-UHFFFAOYSA-N 0.000 description 1
- PJKYEXXZUZPNAW-UHFFFAOYSA-N O=C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)NCCc1ccc[s]1 Chemical compound O=C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)NCCc1ccc[s]1 PJKYEXXZUZPNAW-UHFFFAOYSA-N 0.000 description 1
- MEFNSLUIOHLJAN-UHFFFAOYSA-N O=C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)NCc(cc1)ccc1Cl Chemical compound O=C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)NCc(cc1)ccc1Cl MEFNSLUIOHLJAN-UHFFFAOYSA-N 0.000 description 1
- GFNVDCVTEMHODY-UHFFFAOYSA-N O=C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)NCc(cc1)ccc1F Chemical compound O=C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)NCc(cc1)ccc1F GFNVDCVTEMHODY-UHFFFAOYSA-N 0.000 description 1
- KYQNLRCONSEZKS-UHFFFAOYSA-N O=C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)NCc1c[o]cc1 Chemical compound O=C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)NCc1c[o]cc1 KYQNLRCONSEZKS-UHFFFAOYSA-N 0.000 description 1
- LJJQQXVVAUHZDA-UHFFFAOYSA-N O=C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)NCc1c[s]cc1 Chemical compound O=C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)NCc1c[s]cc1 LJJQQXVVAUHZDA-UHFFFAOYSA-N 0.000 description 1
- ZKLWQJILLJAXIB-UHFFFAOYSA-N O=C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)NCc1ccncc1 Chemical compound O=C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)NCc1ccncc1 ZKLWQJILLJAXIB-UHFFFAOYSA-N 0.000 description 1
- OWMPZDJRYRCIDN-UHFFFAOYSA-N O=C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)NCc1nc2ccccc2[nH]1 Chemical compound O=C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)NCc1nc2ccccc2[nH]1 OWMPZDJRYRCIDN-UHFFFAOYSA-N 0.000 description 1
- WPKGJHUSUCHAHE-UHFFFAOYSA-N O=C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)Nc1ccnc(Cl)c1 Chemical compound O=C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)Nc1ccnc(Cl)c1 WPKGJHUSUCHAHE-UHFFFAOYSA-N 0.000 description 1
- OQXZLJNIQCWLDT-UHFFFAOYSA-N O=C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)Nc1cnccc1 Chemical compound O=C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)Nc1cnccc1 OQXZLJNIQCWLDT-UHFFFAOYSA-N 0.000 description 1
- HFQRKWRWCINMHW-UHFFFAOYSA-N O=C(c(cc1)ccc1Nc1nc(-c(cccc2)c2NC(C2)=O)c2cn1)N(CC1)CC1c1cccnc1 Chemical compound O=C(c(cc1)ccc1Nc1nc(-c(cccc2)c2NC(C2)=O)c2cn1)N(CC1)CC1c1cccnc1 HFQRKWRWCINMHW-UHFFFAOYSA-N 0.000 description 1
- WQZMIKKGSAXGLJ-UHFFFAOYSA-N O=C(c(cc1)ccc1Nc1nc(-c(cccc2)c2NC(C2)=O)c2cn1)NCc(cc1)ccc1Cl Chemical compound O=C(c(cc1)ccc1Nc1nc(-c(cccc2)c2NC(C2)=O)c2cn1)NCc(cc1)ccc1Cl WQZMIKKGSAXGLJ-UHFFFAOYSA-N 0.000 description 1
- USBWMNKXLGQGHW-UHFFFAOYSA-N O=C(c(cc1)ccc1Nc1nc(-c(cccc2)c2NC(C2)=O)c2cn1)Nc1cc(cccc2)c2nc1 Chemical compound O=C(c(cc1)ccc1Nc1nc(-c(cccc2)c2NC(C2)=O)c2cn1)Nc1cc(cccc2)c2nc1 USBWMNKXLGQGHW-UHFFFAOYSA-N 0.000 description 1
- VJYSCMQKUQCVNW-UHFFFAOYSA-N O=C(c(cc1)ccc1Nc1nc(C2=CC=CCC2NC(C2)=O)c2cn1)NCCCCN1CCCC1 Chemical compound O=C(c(cc1)ccc1Nc1nc(C2=CC=CCC2NC(C2)=O)c2cn1)NCCCCN1CCCC1 VJYSCMQKUQCVNW-UHFFFAOYSA-N 0.000 description 1
- XMWRVCYOFHLBCP-UHFFFAOYSA-N O=C(c(cc1)ccc1Nc1ncc(CC(Nc2c-3ccc(Cl)c2)=O)c-3n1)N1CCCCC1 Chemical compound O=C(c(cc1)ccc1Nc1ncc(CC(Nc2c-3ccc(Cl)c2)=O)c-3n1)N1CCCCC1 XMWRVCYOFHLBCP-UHFFFAOYSA-N 0.000 description 1
- NBTXSVWZTKZJQY-UHFFFAOYSA-N O=C1Nc(cc(cc2)Cl)c2-c2c1cnc(Nc1cccc(C#CCN3CCCC3)c1)n2 Chemical compound O=C1Nc(cc(cc2)Cl)c2-c2c1cnc(Nc1cccc(C#CCN3CCCC3)c1)n2 NBTXSVWZTKZJQY-UHFFFAOYSA-N 0.000 description 1
- QRTYTKCSOSJKGB-UHFFFAOYSA-N OC(C1)Nc(cc(cc2)Cl)c2-c2c1cnc(Nc(cc1)ccc1C(N1CCC1)=O)n2 Chemical compound OC(C1)Nc(cc(cc2)Cl)c2-c2c1cnc(Nc(cc1)ccc1C(N1CCC1)=O)n2 QRTYTKCSOSJKGB-UHFFFAOYSA-N 0.000 description 1
- XXQKSUBWMQSYSM-UHFFFAOYSA-N OC(C1)Nc(cc(cc2)Cl)c2-c2c1cnc(Nc(cc1)ccc1S(=O)=O)n2 Chemical compound OC(C1)Nc(cc(cc2)Cl)c2-c2c1cnc(Nc(cc1)ccc1S(=O)=O)n2 XXQKSUBWMQSYSM-UHFFFAOYSA-N 0.000 description 1
- HYVJEZSSHJFLEI-UHFFFAOYSA-N OC(CCC1)CN1C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)=O Chemical compound OC(CCC1)CN1C(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)=O HYVJEZSSHJFLEI-UHFFFAOYSA-N 0.000 description 1
- LLGFKNQBQTZZFM-UHFFFAOYSA-N OC(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2N(Cc2ccccc2)C(C2)=O)c2cn1)=O Chemical compound OC(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2N(Cc2ccccc2)C(C2)=O)c2cn1)=O LLGFKNQBQTZZFM-UHFFFAOYSA-N 0.000 description 1
- OYHNWPWAGRIKLW-UHFFFAOYSA-N OS(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)(=O)=O Chemical compound OS(c(cc1)ccc1Nc1nc(-c(ccc(Cl)c2)c2NC(C2)=O)c2cn1)(=O)=O OYHNWPWAGRIKLW-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/12—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains three hetero rings
- C07D491/14—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/12—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains three hetero rings
- C07D471/14—Ortho-condensed systems
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/12—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains three hetero rings
- C07D495/14—Ortho-condensed systems
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US61576104P | 2004-10-04 | 2004-10-04 | |
| US60/615,761 | 2004-10-04 | ||
| PCT/US2005/035458 WO2006041773A2 (en) | 2004-10-04 | 2005-10-03 | Lactam compounds useful as protein kinase inhibitors |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2012102393383A Division CN102766142A (zh) | 2004-10-04 | 2005-10-03 | 有效作为蛋白激酶抑制剂的内酰胺化合物 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN101068815A CN101068815A (zh) | 2007-11-07 |
| CN101068815B true CN101068815B (zh) | 2012-09-05 |
Family
ID=35789256
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2005800414294A Expired - Fee Related CN101068815B (zh) | 2004-10-04 | 2005-10-03 | 有效作为蛋白激酶抑制剂的内酰胺化合物 |
| CN2012102393383A Pending CN102766142A (zh) | 2004-10-04 | 2005-10-03 | 有效作为蛋白激酶抑制剂的内酰胺化合物 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2012102393383A Pending CN102766142A (zh) | 2004-10-04 | 2005-10-03 | 有效作为蛋白激酶抑制剂的内酰胺化合物 |
Country Status (7)
| Country | Link |
|---|---|
| US (4) | US7459448B2 (https=) |
| EP (2) | EP2439207A1 (https=) |
| JP (2) | JP5002460B2 (https=) |
| CN (2) | CN101068815B (https=) |
| AU (1) | AU2005294575B2 (https=) |
| CA (1) | CA2582235A1 (https=) |
| WO (1) | WO2006041773A2 (https=) |
Families Citing this family (29)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2005294575B2 (en) | 2004-10-04 | 2011-11-24 | Millennium Pharmaceuticals, Inc. | Lactam compounds useful as protein kinase inhibitors |
| US8119655B2 (en) | 2005-10-07 | 2012-02-21 | Takeda Pharmaceutical Company Limited | Kinase inhibitors |
| PE20080145A1 (es) * | 2006-03-21 | 2008-02-11 | Janssen Pharmaceutica Nv | Tetrahidro-pirimidoazepinas como moduladores de trpv1 |
| US8735411B2 (en) | 2006-10-02 | 2014-05-27 | Abbvie Inc. | Macrocyclic benzofused pyrimidine derivatives |
| US7985745B2 (en) * | 2006-10-02 | 2011-07-26 | Abbott Laboratories | Method for pain treatment |
| SG158147A1 (en) | 2006-10-09 | 2010-01-29 | Takeda Pharmaceutical | Kinase inhibitors |
| CA2695753A1 (en) * | 2007-08-15 | 2009-02-19 | Vertex Pharmaceuticals Incorporated | Compounds useful as protein kinases inhibitors |
| EP2205603B1 (en) * | 2007-09-28 | 2014-01-15 | Cyclacel Limited | Pyrimidine derivatives as protein kinase inhibitors |
| WO2009078999A1 (en) | 2007-12-17 | 2009-06-25 | Janssen Pharmaceutica N.V. | Imidazolo-, oxazolo-, and thiazolopyrimidine modulators of trpv1 |
| WO2009081222A1 (en) | 2007-12-21 | 2009-07-02 | Glenmark Pharmaceuticals, S.A. | Substituted tricyclic pyridine or pyrimidine vanilloid receptor ligands |
| GB0800383D0 (en) * | 2008-01-10 | 2008-02-20 | Univ Strathclyde | Weight reducing compounds |
| EP2100894A1 (en) | 2008-03-12 | 2009-09-16 | 4Sc Ag | Pyridopyrimidines used as Plk1 (polo-like kinase) inhibitors |
| US7998952B2 (en) * | 2008-12-05 | 2011-08-16 | Millennium Pharmaceuticals, Inc. | Thiolactams and uses thereof |
| RS57869B1 (sr) | 2009-06-17 | 2018-12-31 | Vertex Pharma | Inhibitori replikacije virusa gripa |
| AU2011343642A1 (en) | 2010-12-16 | 2013-05-02 | Vertex Pharmaceuticals Incorporated | Inhibitors of influenza viruses replication |
| JP5959537B2 (ja) * | 2011-01-28 | 2016-08-02 | ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング | 置換ピリジニル−ピリミジン及び医薬としてのその使用 |
| CN102174016A (zh) * | 2011-03-02 | 2011-09-07 | 宁波人健药业集团有限公司 | 一种制备7-氯-2,3,4,5-四氢-1h-1-苯并氮杂卓-2,5-二酮的方法 |
| UA118010C2 (uk) | 2011-08-01 | 2018-11-12 | Вертекс Фармасьютікалз Інкорпорейтед | Інгібітори реплікації вірусів грипу |
| WO2013033093A1 (en) * | 2011-08-29 | 2013-03-07 | Biocryst Pharmaceuticals, Inc. | Heterocyclic compounds as janus kinase inhibitors |
| SG10201707409PA (en) | 2013-03-13 | 2017-10-30 | Forma Therapeutics Inc | Novel compounds and compositions for inhibition of fasn |
| HRP20181272T1 (hr) | 2013-11-13 | 2018-10-05 | Vertex Pharmaceuticals Incorporated | Postupci priprave inhibitora replikacije virusa influence |
| RS59144B1 (sr) | 2013-11-13 | 2019-09-30 | Vertex Pharma | Inhibitori replikacije virusa influence |
| CN103601678B (zh) * | 2013-11-21 | 2015-02-11 | 爱斯特(成都)医药技术有限公司 | 7-氯-1,2,3,4-四氢苯并[b]氮杂卓-5-酮的合成方法 |
| CN106458868A (zh) | 2014-04-17 | 2017-02-22 | 伊谬诺米特医疗有限公司 | 胍化合物及其用途 |
| JP6704416B2 (ja) | 2015-05-13 | 2020-06-03 | バーテックス ファーマシューティカルズ インコーポレイテッドVertex Pharmaceuticals Incorporated | インフルエンザウイルスの複製の阻害剤を調製する方法 |
| JP6857617B2 (ja) | 2015-05-13 | 2021-04-14 | バーテックス ファーマシューティカルズ インコーポレイテッドVertex Pharmaceuticals Incorporated | インフルエンザウイルスの複製の阻害剤 |
| WO2017070235A1 (en) * | 2015-10-19 | 2017-04-27 | Attenua, Inc. | Antitussive compositions and methods |
| AU2017259654B2 (en) | 2016-05-06 | 2020-02-27 | Shanghai De Novo Pharmatech Co., Ltd. | Benzazepine derivative, preparation method, pharmaceutical composition and use thereof |
| US10793554B2 (en) | 2018-10-29 | 2020-10-06 | Forma Therapeutics, Inc. | Solid forms of 4-(2-fluoro-4-(1-methyl-1H-benzo[d]imidazol-5-yl)benzoyl)piperazin-1-yl)(1-hydroxycyclopropyl)methanone |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2004076424A1 (en) * | 2003-02-27 | 2004-09-10 | Abbott Laboratories | Heterocyclic kinase inhibitors |
Family Cites Families (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH06172355A (ja) | 1992-04-14 | 1994-06-21 | Mect Corp | ピリミジン誘導体およびそれを有効成分とする血小板凝集阻止剤 |
| DE4332168A1 (de) | 1993-02-22 | 1995-03-23 | Thomae Gmbh Dr K | Cyclische Derivate, diese Verbindungen enthaltende Arzneimittel und Verfahren zu ihrer Herstellung |
| US5686445A (en) * | 1993-07-29 | 1997-11-11 | American Cyanamid Company | Pyridobenzoxazepine and pyridobenzothiazepine vasopressin antagonists |
| US5428040A (en) | 1993-08-31 | 1995-06-27 | The Du Pont Merck Pharmaceutical Company | Carbocyclic fused-ring quinolinecarboxylic acids useful as immunosuppressive agents |
| JP3531169B2 (ja) | 1996-06-11 | 2004-05-24 | 三菱ウェルファーマ株式会社 | 縮合ヘテロ環化合物およびその医薬用途 |
| WO1997047624A1 (en) | 1996-06-13 | 1997-12-18 | American Cyanamid Company | Tricyclic benzazepine vasopressin antagonists |
| US6057329A (en) * | 1996-12-23 | 2000-05-02 | Celltech Therapeutics Limited | Fused polycyclic 2-aminopyrimidine derivatives |
| US6723498B1 (en) | 1999-06-30 | 2004-04-20 | Millennium Pharmaceuticals, Inc. | Chk1 and uses thereof |
| FR2804959B1 (fr) * | 2000-02-15 | 2006-04-28 | Centre Nat Rech Scient | Utilisation de derives de paullones pour la fabrication de medicaments |
| US6369222B1 (en) | 2000-07-18 | 2002-04-09 | Hoffmann-La Roche Inc. | mGluR antagonists and a method for their synthesis |
| US6610677B2 (en) * | 2000-09-15 | 2003-08-26 | Vertex Pharmaceuticals Incorporated | Pyrazole compounds useful as protein kinase inhibitors |
| WO2002088079A2 (en) | 2001-05-01 | 2002-11-07 | Bristol-Myers Squibb Company | Dual inhibitors of pde 7 and pde 4 |
| US7105667B2 (en) | 2001-05-01 | 2006-09-12 | Bristol-Myers Squibb Co. | Fused heterocyclic compounds and use thereof |
| US6686352B2 (en) * | 2001-05-18 | 2004-02-03 | Hoffmann-La Roche Inc. | Substituted imidazo [1,5-a] pyrimido [5,4-d] [1] benzazepine derivatives |
| AU2003242252A1 (en) | 2002-06-07 | 2003-12-22 | Kyowa Hakko Kogyo Co., Ltd. | Bicyclic pyrimidine derivatives |
| WO2005007655A1 (en) | 2003-07-21 | 2005-01-27 | Pfizer Products Inc. | Nicotine addiction reducing heteroaryl fused azapolycyclic compounds |
| CN1897950A (zh) | 2003-10-14 | 2007-01-17 | 惠氏公司 | 稠合芳基和杂芳基衍生物及其使用方法 |
| ES2540987T3 (es) * | 2004-05-14 | 2015-07-15 | Millennium Pharmaceuticals, Inc. | Métodos para preparar inhibidores de la aurora cinasa |
| AU2005294575B2 (en) * | 2004-10-04 | 2011-11-24 | Millennium Pharmaceuticals, Inc. | Lactam compounds useful as protein kinase inhibitors |
| PE20070171A1 (es) | 2005-06-30 | 2007-03-08 | Boehringer Ingelheim Int | GLICINAMIDAS SUSTITUIDAS CON EFECTO ANTITROMBOTICO E INHIBIDOR DEL FACTOR Xa |
| US7998952B2 (en) * | 2008-12-05 | 2011-08-16 | Millennium Pharmaceuticals, Inc. | Thiolactams and uses thereof |
-
2005
- 2005-10-03 AU AU2005294575A patent/AU2005294575B2/en not_active Ceased
- 2005-10-03 CN CN2005800414294A patent/CN101068815B/zh not_active Expired - Fee Related
- 2005-10-03 EP EP11182921A patent/EP2439207A1/en not_active Withdrawn
- 2005-10-03 WO PCT/US2005/035458 patent/WO2006041773A2/en not_active Ceased
- 2005-10-03 JP JP2007534851A patent/JP5002460B2/ja not_active Expired - Fee Related
- 2005-10-03 US US11/242,413 patent/US7459448B2/en not_active Expired - Lifetime
- 2005-10-03 CA CA002582235A patent/CA2582235A1/en not_active Abandoned
- 2005-10-03 EP EP05812472.8A patent/EP1799684B1/en not_active Expired - Lifetime
- 2005-10-03 CN CN2012102393383A patent/CN102766142A/zh active Pending
-
2008
- 2008-09-04 US US12/231,661 patent/US7935694B2/en not_active Expired - Lifetime
-
2010
- 2010-10-13 US US12/903,370 patent/US20110039820A1/en not_active Abandoned
-
2012
- 2012-02-01 JP JP2012019746A patent/JP2012092143A/ja not_active Withdrawn
- 2012-03-14 US US13/419,663 patent/US20120178739A1/en not_active Abandoned
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2004076424A1 (en) * | 2003-02-27 | 2004-09-10 | Abbott Laboratories | Heterocyclic kinase inhibitors |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2012092143A (ja) | 2012-05-17 |
| AU2005294575A1 (en) | 2006-04-20 |
| EP2439207A1 (en) | 2012-04-11 |
| AU2005294575B2 (en) | 2011-11-24 |
| JP5002460B2 (ja) | 2012-08-15 |
| WO2006041773A2 (en) | 2006-04-20 |
| US20060100194A1 (en) | 2006-05-11 |
| US20110039820A1 (en) | 2011-02-17 |
| US7459448B2 (en) | 2008-12-02 |
| US20090105213A1 (en) | 2009-04-23 |
| CN102766142A (zh) | 2012-11-07 |
| JP2008515798A (ja) | 2008-05-15 |
| EP1799684A2 (en) | 2007-06-27 |
| WO2006041773A3 (en) | 2006-05-18 |
| CN101068815A (zh) | 2007-11-07 |
| CA2582235A1 (en) | 2006-04-20 |
| US20120178739A1 (en) | 2012-07-12 |
| US7935694B2 (en) | 2011-05-03 |
| EP1799684B1 (en) | 2014-12-03 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN101068815B (zh) | 有效作为蛋白激酶抑制剂的内酰胺化合物 | |
| ES2540987T3 (es) | Métodos para preparar inhibidores de la aurora cinasa | |
| JP2007537268A5 (https=) | ||
| ME00716B (me) | Jedinjenja i postupci za inhibiciju mitotičke progresije inhibiranjem aurora kinaze | |
| CN101014603B (zh) | 通过抑制极光激酶抑制有丝分裂的化合物和方法 | |
| EP1905773B1 (en) | Compounds and methods for inhibiting mitotic progression by inhibition of aurora kinase | |
| HK1102500C (en) | Compounds and methods for inhibiting mitotic progression by inhibition of aurora kinase | |
| HK1102500B (en) | Compounds and methods for inhibiting mitotic progression by inhibition of aurora kinase | |
| HK1199254B (en) | Process for the preparation of aurora kinase inhibitors | |
| HK1114853B (en) | Compounds and methods for inhibiting mitotic progression by inhibition of aurora kinase | |
| HK1205102B (en) | Compounds and methods for inhibiting mitotic progression by inhibition of aurora kinase |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| C17 | Cessation of patent right | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20120905 Termination date: 20131003 |