JP2014080439A5 - - Google Patents
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- Publication number
- JP2014080439A5 JP2014080439A5 JP2014021926A JP2014021926A JP2014080439A5 JP 2014080439 A5 JP2014080439 A5 JP 2014080439A5 JP 2014021926 A JP2014021926 A JP 2014021926A JP 2014021926 A JP2014021926 A JP 2014021926A JP 2014080439 A5 JP2014080439 A5 JP 2014080439A5
- Authority
- JP
- Japan
- Prior art keywords
- optionally substituted
- benzo
- dihydro
- cyclohepta
- pyridazin
- 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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- -1 benzo [d] imidazolyl Chemical group 0.000 claims 68
- 125000001072 heteroaryl group Chemical group 0.000 claims 20
- 125000000217 alkyl group Chemical group 0.000 claims 15
- 125000003710 aryl alkyl group Chemical group 0.000 claims 15
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims 15
- 125000001188 haloalkyl group Chemical group 0.000 claims 15
- 125000000623 heterocyclic group Chemical group 0.000 claims 15
- 125000003107 substituted aryl group Chemical group 0.000 claims 15
- 125000005346 substituted cycloalkyl group Chemical group 0.000 claims 15
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 12
- 125000002947 alkylene group Chemical group 0.000 claims 12
- 125000004415 heterocyclylalkyl group Chemical group 0.000 claims 12
- 239000001257 hydrogen Substances 0.000 claims 12
- 229910052739 hydrogen Inorganic materials 0.000 claims 12
- 125000003342 alkenyl group Chemical group 0.000 claims 9
- 125000000304 alkynyl group Chemical group 0.000 claims 9
- 125000004093 cyano group Chemical group *C#N 0.000 claims 9
- 150000002431 hydrogen Chemical class 0.000 claims 9
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims 8
- 150000001875 compounds Chemical class 0.000 claims 7
- 125000001475 halogen functional group Chemical group 0.000 claims 6
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 6
- 229910052757 nitrogen Inorganic materials 0.000 claims 6
- 125000004043 oxo group Chemical group O=* 0.000 claims 6
- 125000001424 substituent group Chemical group 0.000 claims 6
- 125000000464 thioxo group Chemical group S=* 0.000 claims 6
- WNXJIVFYUVYPPR-UHFFFAOYSA-N 1,3-dioxolane Chemical compound C1COCO1 WNXJIVFYUVYPPR-UHFFFAOYSA-N 0.000 claims 3
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 3
- 125000005605 benzo group Chemical group 0.000 claims 3
- 125000005356 cycloalkylalkenyl group Chemical group 0.000 claims 3
- WJJMNDUMQPNECX-UHFFFAOYSA-N dipicolinic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=N1 WJJMNDUMQPNECX-UHFFFAOYSA-N 0.000 claims 3
- 125000000262 haloalkenyl group Chemical group 0.000 claims 3
- 125000000232 haloalkynyl group Chemical group 0.000 claims 3
- 125000004447 heteroarylalkenyl group Chemical group 0.000 claims 3
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 3
- 125000006413 ring segment Chemical group 0.000 claims 3
- 125000003003 spiro group Chemical group 0.000 claims 3
- BGHQKPIRGUAWAV-UHFFFAOYSA-N 1-(6,7-dihydro-5h-benzo[2,3]cyclohepta[2,4-d]pyridazin-3-yl)-3-n-[6-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]pyridin-3-yl]-1,2,4-triazole-3,5-diamine Chemical compound C1CN(C)CCN1C1CCN(C=2N=CC(NC3=NN(C(N)=N3)C=3N=NC=4C5=CC=CC=C5CCCC=4C=3)=CC=2)CC1 BGHQKPIRGUAWAV-UHFFFAOYSA-N 0.000 claims 2
- 125000004449 heterocyclylalkenyl group Chemical group 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- 125000004076 pyridyl group Chemical group 0.000 claims 2
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 2
- JLZPTRDWNLWPCG-UHFFFAOYSA-N 1-(5,6-dihydro-[1]benzoxepino[5,4-c]pyridazin-3-yl)-3-n-[2-(pyrrolidin-1-ylmethyl)-1,3-benzoxazol-5-yl]-1,2,4-triazole-3,5-diamine Chemical compound N=1N(C=2N=NC=3C4=CC=CC=C4OCCC=3C=2)C(N)=NC=1NC(C=C1N=2)=CC=C1OC=2CN1CCCC1 JLZPTRDWNLWPCG-UHFFFAOYSA-N 0.000 claims 1
- HUSGAGAKMDNVGZ-UHFFFAOYSA-N 1-(5,6-dihydro-[1]benzoxepino[5,4-c]pyridazin-3-yl)-3-n-[4-[2-(dimethylamino)ethyl]-2,3-dihydro-1,4-benzoxazin-7-yl]-1,2,4-triazole-3,5-diamine Chemical compound C1COC2=CC=CC=C2C(N=N2)=C1C=C2N1C(N)=NC(NC=2C=C3OCCN(C3=CC=2)CCN(C)C)=N1 HUSGAGAKMDNVGZ-UHFFFAOYSA-N 0.000 claims 1
- VTORQVMLXVVZCN-UHFFFAOYSA-N 1-(6,7-dihydro-5h-benzo[2,3]cyclohepta[2,4-d]pyridazin-3-yl)-3-n-(1,2,3,4-tetrahydroisoquinolin-7-yl)-1,2,4-triazole-3,5-diamine Chemical compound C1CCC2=CC=CC=C2C(N=N2)=C1C=C2N1N=C(NC=2C=C3CNCCC3=CC=2)N=C1N VTORQVMLXVVZCN-UHFFFAOYSA-N 0.000 claims 1
- UKXOTYOATJGLSB-UHFFFAOYSA-N 1-(6,7-dihydro-5h-benzo[2,3]cyclohepta[2,4-d]pyridazin-3-yl)-3-n-(2,3,4,5-tetrahydro-1-benzoxepin-7-yl)-1,2,4-triazole-3,5-diamine Chemical compound C1CCC2=CC=CC=C2C(N=N2)=C1C=C2N1N=C(NC=2C=C3CCCCOC3=CC=2)N=C1N UKXOTYOATJGLSB-UHFFFAOYSA-N 0.000 claims 1
- OCKADWMDMJVYIJ-UHFFFAOYSA-N 1-(6,7-dihydro-5h-benzo[2,3]cyclohepta[2,4-d]pyridazin-3-yl)-3-n-(3,4-dihydro-2h-1,5-benzodioxepin-7-yl)-1,2,4-triazole-3,5-diamine Chemical compound C1CCC2=CC=CC=C2C(N=N2)=C1C=C2N1N=C(NC=2C=C3OCCCOC3=CC=2)N=C1N OCKADWMDMJVYIJ-UHFFFAOYSA-N 0.000 claims 1
- VXIHFCBJBJJQRR-UHFFFAOYSA-N 1-(6,7-dihydro-5h-benzo[2,3]cyclohepta[2,4-d]pyridazin-3-yl)-3-n-(6-methyl-7,8-dihydro-5h-1,6-naphthyridin-3-yl)-1,2,4-triazole-3,5-diamine Chemical compound C1CCC2=CC=CC=C2C(N=N2)=C1C=C2N1C(N)=NC(NC2=CN=C3CCN(CC3=C2)C)=N1 VXIHFCBJBJJQRR-UHFFFAOYSA-N 0.000 claims 1
- QVJKXKDAENTBIW-UHFFFAOYSA-N 1-(6,7-dihydro-5h-benzo[2,3]cyclohepta[2,4-d]pyridazin-3-yl)-3-n-(6-pyrrolidin-1-yl-5,6,7,8-tetrahydroquinolin-3-yl)-1,2,4-triazole-3,5-diamine Chemical compound N=1N(C=2N=NC=3C4=CC=CC=C4CCCC=3C=2)C(N)=NC=1NC(C=C1C2)=CN=C1CCC2N1CCCC1 QVJKXKDAENTBIW-UHFFFAOYSA-N 0.000 claims 1
- ZWRVVTUGYIFBIS-UHFFFAOYSA-N 1-(6,7-dihydro-5h-benzo[2,3]cyclohepta[2,4-d]pyridazin-3-yl)-3-n-(7-pyrrolidin-1-yl-6,7,8,9-tetrahydro-5h-cyclohepta[b]pyridin-3-yl)-1,2,4-triazole-3,5-diamine Chemical compound N=1N(C=2N=NC=3C4=CC=CC=C4CCCC=3C=2)C(N)=NC=1NC(C=C1CC2)=CN=C1CCC2N1CCCC1 ZWRVVTUGYIFBIS-UHFFFAOYSA-N 0.000 claims 1
- ZWRVVTUGYIFBIS-QHCPKHFHSA-N 1-(6,7-dihydro-5h-benzo[2,3]cyclohepta[2,4-d]pyridazin-3-yl)-3-n-[(7s)-7-pyrrolidin-1-yl-6,7,8,9-tetrahydro-5h-cyclohepta[b]pyridin-3-yl]-1,2,4-triazole-3,5-diamine Chemical compound N1([C@@H]2CCC3=NC=C(C=C3CC2)NC=2N=C(N(N=2)C=2N=NC=3C4=CC=CC=C4CCCC=3C=2)N)CCCC1 ZWRVVTUGYIFBIS-QHCPKHFHSA-N 0.000 claims 1
- WXJFFENAPPZJER-UHFFFAOYSA-N 1-(6,7-dihydro-5h-benzo[2,3]cyclohepta[2,4-d]pyridazin-3-yl)-3-n-[2-[(dimethylamino)methyl]-3h-benzimidazol-5-yl]-1,2,4-triazole-3,5-diamine Chemical compound C1CCC2=CC=CC=C2C(N=N2)=C1C=C2N1C(N)=NC(NC=2C=C3N=C(NC3=CC=2)CN(C)C)=N1 WXJFFENAPPZJER-UHFFFAOYSA-N 0.000 claims 1
- HTYLYPQNDMZXJU-UHFFFAOYSA-N 1-(6,7-dihydro-5h-benzo[2,3]cyclohepta[2,4-d]pyridazin-3-yl)-3-n-[2-[4-(piperidin-1-ylmethyl)piperidin-1-yl]pyrimidin-5-yl]-1,2,4-triazole-3,5-diamine Chemical compound N=1N(C=2N=NC=3C4=CC=CC=C4CCCC=3C=2)C(N)=NC=1NC(C=N1)=CN=C1N(CC1)CCC1CN1CCCCC1 HTYLYPQNDMZXJU-UHFFFAOYSA-N 0.000 claims 1
- RZRJPRKUOHCRDE-UHFFFAOYSA-N 1-(6,7-dihydro-5h-benzo[2,3]cyclohepta[2,4-d]pyridazin-3-yl)-3-n-[4-[2-(dimethylamino)ethyl]-2,3-dihydro-1,4-benzoxazin-7-yl]-1,2,4-triazole-3,5-diamine Chemical compound C1CCC2=CC=CC=C2C(N=N2)=C1C=C2N1C(N)=NC(NC=2C=C3OCCN(C3=CC=2)CCN(C)C)=N1 RZRJPRKUOHCRDE-UHFFFAOYSA-N 0.000 claims 1
- GRHJTHPMZXZCIH-UHFFFAOYSA-N 1-(6,7-dihydro-5h-benzo[2,3]cyclohepta[2,4-d]pyridazin-3-yl)-3-n-[5-methyl-6-(4-pyrrolidin-1-ylpiperidin-1-yl)pyridin-3-yl]-1,2,4-triazole-3,5-diamine Chemical compound CC1=CC(NC2=NN(C(N)=N2)C=2N=NC=3C4=CC=CC=C4CCCC=3C=2)=CN=C1N(CC1)CCC1N1CCCC1 GRHJTHPMZXZCIH-UHFFFAOYSA-N 0.000 claims 1
- ZSNPQORTKOFWSZ-UHFFFAOYSA-N 1-(6,7-dihydro-5h-benzo[2,3]cyclohepta[2,4-d]pyridazin-3-yl)-3-n-[6-(4-methylpiperazin-1-yl)pyridin-3-yl]-1,2,4-triazole-3,5-diamine Chemical compound C1CN(C)CCN1C(N=C1)=CC=C1NC1=NN(C=2N=NC=3C4=CC=CC=C4CCCC=3C=2)C(N)=N1 ZSNPQORTKOFWSZ-UHFFFAOYSA-N 0.000 claims 1
- UAHMQAJRJOPNIQ-YRNVUSSQSA-N 1-(6,7-dihydro-5h-benzo[2,3]cyclohepta[2,4-d]pyridazin-3-yl)-3-n-[6-[(e)-3-(4-piperidin-1-ylpiperidin-1-yl)prop-1-enyl]pyridin-3-yl]-1,2,4-triazole-3,5-diamine Chemical compound N=1N(C=2N=NC=3C4=CC=CC=C4CCCC=3C=2)C(N)=NC=1NC(C=N1)=CC=C1\C=C\CN(CC1)CCC1N1CCCCC1 UAHMQAJRJOPNIQ-YRNVUSSQSA-N 0.000 claims 1
- PWDFDWBEROPKHC-UXBLZVDNSA-N 1-(6,7-dihydro-5h-benzo[2,3]cyclohepta[2,4-d]pyridazin-3-yl)-3-n-[6-[(e)-3-(4-pyrrolidin-1-ylpiperidin-1-yl)prop-1-enyl]pyridin-3-yl]-1,2,4-triazole-3,5-diamine Chemical compound N=1N(C=2N=NC=3C4=CC=CC=C4CCCC=3C=2)C(N)=NC=1NC(C=N1)=CC=C1\C=C\CN(CC1)CCC1N1CCCC1 PWDFDWBEROPKHC-UXBLZVDNSA-N 0.000 claims 1
- YELAIOFSFQREGP-WEVVVXLNSA-N 1-(6,7-dihydro-5h-benzo[2,3]cyclohepta[2,4-d]pyridazin-3-yl)-3-n-[6-[(e)-3-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]prop-1-enyl]pyridin-3-yl]-1,2,4-triazole-3,5-diamine Chemical compound C1CN(C)CCN1C1CCN(C\C=C\C=2N=CC(NC3=NN(C(N)=N3)C=3N=NC=4C5=CC=CC=C5CCCC=4C=3)=CC=2)CC1 YELAIOFSFQREGP-WEVVVXLNSA-N 0.000 claims 1
- AIDWUXDCRIIJQR-UXBLZVDNSA-N 1-(6,7-dihydro-5h-benzo[2,3]cyclohepta[2,4-d]pyridazin-3-yl)-3-n-[6-[(e)-3-[4-(dimethylamino)piperidin-1-yl]prop-1-enyl]pyridin-3-yl]-1,2,4-triazole-3,5-diamine Chemical compound C1CC(N(C)C)CCN1C\C=C\C(N=C1)=CC=C1NC1=NN(C=2N=NC=3C4=CC=CC=C4CCCC=3C=2)C(N)=N1 AIDWUXDCRIIJQR-UXBLZVDNSA-N 0.000 claims 1
- RPWIUOBXMWRWSX-YRNVUSSQSA-N 1-(6,7-dihydro-5h-benzo[2,3]cyclohepta[2,4-d]pyridazin-3-yl)-3-n-[6-[(e)-3-piperidin-1-ylprop-1-enyl]pyridin-3-yl]-1,2,4-triazole-3,5-diamine Chemical compound N=1N(C=2N=NC=3C4=CC=CC=C4CCCC=3C=2)C(N)=NC=1NC(C=N1)=CC=C1\C=C\CN1CCCCC1 RPWIUOBXMWRWSX-YRNVUSSQSA-N 0.000 claims 1
- ANULPDIYDIPAFY-UHFFFAOYSA-N 3-[5-[[5-amino-1-(6,7-dihydro-5h-benzo[2,3]cyclohepta[2,4-d]pyridazin-3-yl)-1,2,4-triazol-3-yl]amino]pyridin-2-yl]benzonitrile Chemical compound N=1N(C=2N=NC=3C4=CC=CC=C4CCCC=3C=2)C(N)=NC=1NC(C=N1)=CC=C1C1=CC=CC(C#N)=C1 ANULPDIYDIPAFY-UHFFFAOYSA-N 0.000 claims 1
- CRPQHUZTWKECLW-UHFFFAOYSA-N 3-n-(2-cyclopentyl-3,4-dihydro-1h-isoquinolin-7-yl)-1-(6,7-dihydro-5h-benzo[2,3]cyclohepta[2,4-d]pyridazin-3-yl)-1,2,4-triazole-3,5-diamine Chemical compound N=1N(C=2N=NC=3C4=CC=CC=C4CCCC=3C=2)C(N)=NC=1NC(C=C1C2)=CC=C1CCN2C1CCCC1 CRPQHUZTWKECLW-UHFFFAOYSA-N 0.000 claims 1
- RVFYKZPQPXAGCG-UHFFFAOYSA-N 3-n-(6-cyclopentyl-7,8-dihydro-5h-1,6-naphthyridin-3-yl)-1-(6,7-dihydro-5h-benzo[2,3]cyclohepta[2,4-d]pyridazin-3-yl)-1,2,4-triazole-3,5-diamine Chemical compound N=1N(C=2N=NC=3C4=CC=CC=C4CCCC=3C=2)C(N)=NC=1NC(C=C1C2)=CN=C1CCN2C1CCCC1 RVFYKZPQPXAGCG-UHFFFAOYSA-N 0.000 claims 1
- KGBQDBVMDMBUNZ-UHFFFAOYSA-N 3-n-[6-(1,3-benzodioxol-5-yl)pyridin-3-yl]-1-(6,7-dihydro-5h-benzo[2,3]cyclohepta[2,4-d]pyridazin-3-yl)-1,2,4-triazole-3,5-diamine Chemical compound C1CCC2=CC=CC=C2C(N=N2)=C1C=C2N1N=C(NC=2C=NC(=CC=2)C=2C=C3OCOC3=CC=2)N=C1N KGBQDBVMDMBUNZ-UHFFFAOYSA-N 0.000 claims 1
- HPDTXXMMLYGFDO-UHFFFAOYSA-N 3-n-[6-(3-aminophenyl)pyridin-3-yl]-1-(6,7-dihydro-5h-benzo[2,3]cyclohepta[2,4-d]pyridazin-3-yl)-1,2,4-triazole-3,5-diamine Chemical compound N=1N(C=2N=NC=3C4=CC=CC=C4CCCC=3C=2)C(N)=NC=1NC(C=N1)=CC=C1C1=CC=CC(N)=C1 HPDTXXMMLYGFDO-UHFFFAOYSA-N 0.000 claims 1
- RCUIWKCSSSOFIM-UHFFFAOYSA-N 3-n-[6-(4-cyclopentyl-1,4-diazepan-1-yl)pyridin-3-yl]-1-(6,7-dihydro-5h-benzo[2,3]cyclohepta[2,4-d]pyridazin-3-yl)-1,2,4-triazole-3,5-diamine Chemical compound N=1N(C=2N=NC=3C4=CC=CC=C4CCCC=3C=2)C(N)=NC=1NC(C=N1)=CC=C1N(CC1)CCCN1C1CCCC1 RCUIWKCSSSOFIM-UHFFFAOYSA-N 0.000 claims 1
- SWBASJGLARCDLG-UHFFFAOYSA-N 3-n-[6-(6-aminopyridin-3-yl)pyridin-3-yl]-1-(6,7-dihydro-5h-benzo[2,3]cyclohepta[2,4-d]pyridazin-3-yl)-1,2,4-triazole-3,5-diamine Chemical compound N=1N(C=2N=NC=3C4=CC=CC=C4CCCC=3C=2)C(N)=NC=1NC(C=N1)=CC=C1C1=CC=C(N)N=C1 SWBASJGLARCDLG-UHFFFAOYSA-N 0.000 claims 1
- SVPUXNUAENQSSV-IBGZPJMESA-N 3-n-[6-[(3s)-4-(cyclopropylmethyl)-3-methylpiperazin-1-yl]pyridin-3-yl]-1-(6,7-dihydro-5h-benzo[2,3]cyclohepta[2,4-d]pyridazin-3-yl)-1,2,4-triazole-3,5-diamine Chemical compound C([C@@H]1C)N(C=2N=CC(NC3=NN(C(N)=N3)C=3N=NC=4C5=CC=CC=C5CCCC=4C=3)=CC=2)CCN1CC1CC1 SVPUXNUAENQSSV-IBGZPJMESA-N 0.000 claims 1
- OJZSANMAXNQZTJ-UHFFFAOYSA-N 3-n-[6-[4-(3-bicyclo[2.2.1]heptanyl)-1,4-diazepan-1-yl]pyridin-3-yl]-1-(6,7-dihydro-5h-benzo[2,3]cyclohepta[2,4-d]pyridazin-3-yl)-1,2,4-triazole-3,5-diamine Chemical compound C1CCC2=CC=CC=C2C(N=N2)=C1C=C2N1N=C(NC=2C=NC(=CC=2)N2CCN(CCC2)C2C3CCC(C3)C2)N=C1N OJZSANMAXNQZTJ-UHFFFAOYSA-N 0.000 claims 1
- JNAXAIRSTOFJBG-UHFFFAOYSA-N 3-n-[6-[4-(3-bicyclo[2.2.1]heptanyl)piperazin-1-yl]pyridin-3-yl]-1-(6,7-dihydro-5h-benzo[2,3]cyclohepta[2,4-d]pyridazin-3-yl)-1,2,4-triazole-3,5-diamine Chemical compound C1CCC2=CC=CC=C2C(N=N2)=C1C=C2N1N=C(NC=2C=NC(=CC=2)N2CCN(CC2)C2C3CCC(C3)C2)N=C1N JNAXAIRSTOFJBG-UHFFFAOYSA-N 0.000 claims 1
- OJDMUMDIHGUEDO-UHFFFAOYSA-N 3-n-[6-[4-(cyclopropylmethyl)piperazin-1-yl]pyridin-3-yl]-1-(6,7-dihydro-5h-benzo[2,3]cyclohepta[2,4-d]pyridazin-3-yl)-1,2,4-triazole-3,5-diamine Chemical compound N=1N(C=2N=NC=3C4=CC=CC=C4CCCC=3C=2)C(N)=NC=1NC(C=N1)=CC=C1N(CC1)CCN1CC1CC1 OJDMUMDIHGUEDO-UHFFFAOYSA-N 0.000 claims 1
- OTSUUKBWGCDIKZ-UHFFFAOYSA-N 8-[[5-amino-1-(6,7-dihydro-5h-benzo[2,3]cyclohepta[2,4-d]pyridazin-3-yl)-1,2,4-triazol-3-yl]amino]-1,3,4,5-tetrahydro-1-benzazepin-2-one Chemical compound C1CCC2=CC=CC=C2C(N=N2)=C1C=C2N1N=C(NC=2C=C3NC(=O)CCCC3=CC=2)N=C1N OTSUUKBWGCDIKZ-UHFFFAOYSA-N 0.000 claims 1
- PNXVYHRJZVQRQH-UHFFFAOYSA-N N-[3-[5-[[5-amino-1-(3,4-diazatricyclo[9.4.0.02,7]pentadeca-1(15),2,4,6,11,13-hexaen-5-yl)-1,2,4-triazol-3-yl]amino]pyridin-2-yl]phenyl]methanesulfonamide Chemical compound CS(=O)(=O)NC1=CC=CC(C=2N=CC(NC3=NN(C(N)=N3)C=3N=NC=4C5=CC=CC=C5CCCC=4C=3)=CC=2)=C1 PNXVYHRJZVQRQH-UHFFFAOYSA-N 0.000 claims 1
- 150000001204 N-oxides Chemical class 0.000 claims 1
- AWLZVEHDQQDNRE-UHFFFAOYSA-N [3-[[5-amino-1-(6,7-dihydro-5h-benzo[2,3]cyclohepta[2,4-d]pyridazin-3-yl)-1,2,4-triazol-3-yl]amino]-5,6,7,8-tetrahydroquinolin-6-yl]-(4-methylpiperazin-1-yl)methanone Chemical compound C1CN(C)CCN1C(=O)C1CC2=CC(NC3=NN(C(N)=N3)C=3N=NC=4C5=CC=CC=C5CCCC=4C=3)=CN=C2CC1 AWLZVEHDQQDNRE-UHFFFAOYSA-N 0.000 claims 1
- YEKUAIJJSQVHGG-UHFFFAOYSA-N [5-(3,5-diamino-1,2-dihydro-1,2,4-triazol-3-yl)-1-benzothiophen-2-yl]-[4-[2-(dimethylamino)ethyl]piperazin-1-yl]methanone Chemical compound CN(CCN1CCN(CC1)C(C1=CC2=C(S1)C=CC(=C2)C2(NNC(=N2)N)N)=O)C YEKUAIJJSQVHGG-UHFFFAOYSA-N 0.000 claims 1
- MEDVPEGIHQOFTQ-UHFFFAOYSA-N [5-[[5-amino-1-(6,7-dihydro-5h-benzo[2,3]cyclohepta[2,4-d]pyridazin-3-yl)-1,2,4-triazol-3-yl]amino]pyridin-2-yl]-(4-piperidin-1-ylpiperidin-1-yl)methanone Chemical compound N=1N(C=2N=NC=3C4=CC=CC=C4CCCC=3C=2)C(N)=NC=1NC(C=N1)=CC=C1C(=O)N(CC1)CCC1N1CCCCC1 MEDVPEGIHQOFTQ-UHFFFAOYSA-N 0.000 claims 1
- 125000000392 cycloalkenyl group Chemical group 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 125000002206 pyridazin-3-yl group Chemical group [H]C1=C([H])C([H])=C(*)N=N1 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 125000000547 substituted alkyl group Chemical group 0.000 claims 1
- HUUBMTMJIQHAEN-UHFFFAOYSA-N triazole-1,4-diamine Chemical compound NC1=CN(N)N=N1 HUUBMTMJIQHAEN-UHFFFAOYSA-N 0.000 claims 1
Applications Claiming Priority (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US88285006P | 2006-12-29 | 2006-12-29 | |
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| TW200840584A (en) * | 2006-12-26 | 2008-10-16 | Gilead Sciences Inc | Pyrido(3,2-d)pyrimidines useful for treating viral infections |
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-
2007
- 2007-12-29 RS RS20140215A patent/RS53281B/sr unknown
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- 2007-12-29 ES ES07870107.5T patent/ES2460894T3/es active Active
- 2007-12-29 PL PL07870107T patent/PL2078010T3/pl unknown
- 2007-12-29 DK DK07870107.5T patent/DK2078010T3/da active
- 2007-12-29 AU AU2007341937A patent/AU2007341937B2/en not_active Ceased
- 2007-12-29 CN CN200780048656.9A patent/CN101622246B/zh active Active
- 2007-12-29 EP EP07870107.5A patent/EP2078010B1/en active Active
- 2007-12-29 JP JP2009544316A patent/JP5546250B2/ja active Active
- 2007-12-29 US US11/967,172 patent/US7709482B2/en active Active
- 2007-12-29 HR HRP20140378TT patent/HRP20140378T1/hr unknown
- 2007-12-29 ME MEP-2014-47A patent/ME01832B/me unknown
- 2007-12-29 SI SI200731449T patent/SI2078010T1/sl unknown
- 2007-12-29 WO PCT/US2007/089177 patent/WO2008083367A2/en not_active Ceased
- 2007-12-29 PT PT78701075T patent/PT2078010E/pt unknown
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- 2010-03-09 US US12/720,448 patent/US8618331B2/en active Active
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- 2011-01-07 US US12/986,951 patent/US8168636B2/en active Active
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- 2014-04-24 US US14/261,094 patent/US9156820B2/en active Active
- 2014-04-28 CY CY20141100312T patent/CY1115188T1/el unknown
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