US20120329649A1 - Pesticidal compositions and processes related thereto - Google Patents
Pesticidal compositions and processes related thereto Download PDFInfo
- Publication number
- US20120329649A1 US20120329649A1 US13/528,888 US201213528888A US2012329649A1 US 20120329649 A1 US20120329649 A1 US 20120329649A1 US 201213528888 A US201213528888 A US 201213528888A US 2012329649 A1 US2012329649 A1 US 2012329649A1
- Authority
- US
- United States
- Prior art keywords
- alkyl
- halo
- substituted
- alkoxy
- heterocyclyl
- 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.)
- Abandoned
Links
- 0 [1*]C1=C([2*])C([3*])=C([4*])C([5*])=C1C([6*])([7*])/C=C(\[8*])C1=CC=C([11*])C([10*])=C1 Chemical compound [1*]C1=C([2*])C([3*])=C([4*])C([5*])=C1C([6*])([7*])/C=C(\[8*])C1=CC=C([11*])C([10*])=C1 0.000 description 62
- USMFCBABPHJXFQ-DUXPYHPUSA-N O=C(CCC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1Br)NCC(F)(F)F Chemical compound O=C(CCC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1Br)NCC(F)(F)F USMFCBABPHJXFQ-DUXPYHPUSA-N 0.000 description 3
- FFVKSZVYJIJVFR-DUXPYHPUSA-N O=C(CN1N=CC2=CC(/C=C/C(C3=CC(Cl)=C(F)C(Cl)=C3)C(F)(F)F)=CC=C2C1=O)NCC(F)(F)F Chemical compound O=C(CN1N=CC2=CC(/C=C/C(C3=CC(Cl)=C(F)C(Cl)=C3)C(F)(F)F)=CC=C2C1=O)NCC(F)(F)F FFVKSZVYJIJVFR-DUXPYHPUSA-N 0.000 description 3
- ZNUMLJATRXDHJU-RQOWECAXSA-N O=C(CNC(=O)C1=C(Br)C=C(/C=C\C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1)NCC(F)(F)F Chemical compound O=C(CNC(=O)C1=C(Br)C=C(/C=C\C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1)NCC(F)(F)F ZNUMLJATRXDHJU-RQOWECAXSA-N 0.000 description 3
- VRMFPQQVXHHNJJ-HNQUOIGGSA-N O=C(O)C1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC=N1 Chemical compound O=C(O)C1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC=N1 VRMFPQQVXHHNJJ-HNQUOIGGSA-N 0.000 description 3
- JDRRBNIPFNDHED-DUXPYHPUSA-N O=C(O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br Chemical compound O=C(O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br JDRRBNIPFNDHED-DUXPYHPUSA-N 0.000 description 3
- OOZQBLQAOVWUGK-UHFFFAOYSA-N [H]C(=O)C1=CC=C(N2C=NC=N2)C(C)=C1 Chemical compound [H]C(=O)C1=CC=C(N2C=NC=N2)C(C)=C1 OOZQBLQAOVWUGK-UHFFFAOYSA-N 0.000 description 3
- LJDVSVZXJHCMSJ-WUXMJOGZSA-N C/C(=C\C(C1=CC(Cl)=CC(Cl)=C1)C(F)(F)F)C1=CC=C(N2C=NC=N2)C=C1 Chemical compound C/C(=C\C(C1=CC(Cl)=CC(Cl)=C1)C(F)(F)F)C1=CC=C(N2C=NC=N2)C=C1 LJDVSVZXJHCMSJ-WUXMJOGZSA-N 0.000 description 2
- JEZXVLUMKXZLLX-UHFFFAOYSA-N C=CC1=CC(Br)=C(C(=O)OC(C)(C)C)C=C1 Chemical compound C=CC1=CC(Br)=C(C(=O)OC(C)(C)C)C=C1 JEZXVLUMKXZLLX-UHFFFAOYSA-N 0.000 description 2
- DOEYRQKZZNYRHU-UHFFFAOYSA-N C=CC1=CC(C(F)(F)F)=C(C(=O)OC(C)(C)C)C=C1 Chemical compound C=CC1=CC(C(F)(F)F)=C(C(=O)OC(C)(C)C)C=C1 DOEYRQKZZNYRHU-UHFFFAOYSA-N 0.000 description 2
- CAAOFOPLNYBDTH-UHFFFAOYSA-N C=CC1=CC(C)=C(C(=O)OCC)C=C1 Chemical compound C=CC1=CC(C)=C(C(=O)OCC)C=C1 CAAOFOPLNYBDTH-UHFFFAOYSA-N 0.000 description 2
- MYJFKCVPIRAZMM-UHFFFAOYSA-N C=CC1=CC=C(CN2C(=O)C3=C(C=CC=C3)C2=O)C(Cl)=C1 Chemical compound C=CC1=CC=C(CN2C(=O)C3=C(C=CC=C3)C2=O)C(Cl)=C1 MYJFKCVPIRAZMM-UHFFFAOYSA-N 0.000 description 2
- JEQQLPDGYYPRHR-UHFFFAOYSA-N C=CC1=CC=C(N2C=NC(C)=N2)C=C1 Chemical compound C=CC1=CC=C(N2C=NC(C)=N2)C=C1 JEQQLPDGYYPRHR-UHFFFAOYSA-N 0.000 description 2
- QWMXUQCVVMGJOQ-UHFFFAOYSA-N C=CC1=CC=C(N2C=NC=N2)C(Br)=C1 Chemical compound C=CC1=CC=C(N2C=NC=N2)C(Br)=C1 QWMXUQCVVMGJOQ-UHFFFAOYSA-N 0.000 description 2
- BNGLCWMUNPXHMI-UHFFFAOYSA-N C=CC1=CC=C(N2C=NC=N2)C(C)=C1 Chemical compound C=CC1=CC=C(N2C=NC=N2)C(C)=C1 BNGLCWMUNPXHMI-UHFFFAOYSA-N 0.000 description 2
- QOPCNPIUYYRYEB-UHFFFAOYSA-N C=CC1=CC=C(N2N=CN=C2C(C)=O)C=C1 Chemical compound C=CC1=CC=C(N2N=CN=C2C(C)=O)C=C1 QOPCNPIUYYRYEB-UHFFFAOYSA-N 0.000 description 2
- MITLBIRWXFGJGM-QPJJXVBHSA-N CC(=O)C1=NC=NN1C1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1 Chemical compound CC(=O)C1=NC=NN1C1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1 MITLBIRWXFGJGM-QPJJXVBHSA-N 0.000 description 2
- KVCRTYYTQCODMZ-CMDGGOBGSA-N CC(=O)CCC1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1 Chemical compound CC(=O)CCC1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1 KVCRTYYTQCODMZ-CMDGGOBGSA-N 0.000 description 2
- SLIQWJJRZSGVQS-QPJJXVBHSA-N CC(=O)CCC1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1Cl Chemical compound CC(=O)CCC1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1Cl SLIQWJJRZSGVQS-QPJJXVBHSA-N 0.000 description 2
- CDRQXTZXYWSCLL-HWKANZROSA-N CC(=O)N1CCC(CC(=O)C2=CC=C(/C=C/C(C3=CC(Cl)=C(Cl)C(Cl)=C3)C(F)(F)F)C=C2Br)CC1 Chemical compound CC(=O)N1CCC(CC(=O)C2=CC=C(/C=C/C(C3=CC(Cl)=C(Cl)C(Cl)=C3)C(F)(F)F)C=C2Br)CC1 CDRQXTZXYWSCLL-HWKANZROSA-N 0.000 description 2
- QXSMZNABDJMZHD-VMPITWQZSA-N CC(C)(C)OC(=O)CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl Chemical compound CC(C)(C)OC(=O)CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl QXSMZNABDJMZHD-VMPITWQZSA-N 0.000 description 2
- NKPLRTUAZDXQSU-HWKANZROSA-N CC1=CC(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC(=O)NCC(F)(F)F Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC(=O)NCC(F)(F)F NKPLRTUAZDXQSU-HWKANZROSA-N 0.000 description 2
- FOTPBIBHXHQSOZ-HWKANZROSA-N CC1=CC(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)=CC=C1C(=O)O Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)=CC=C1C(=O)O FOTPBIBHXHQSOZ-HWKANZROSA-N 0.000 description 2
- QUMVTSLOTPPAGU-HWKANZROSA-N CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC(F)(F)F Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC(F)(F)F QUMVTSLOTPPAGU-HWKANZROSA-N 0.000 description 2
- UOHXGBGJATVAKH-ZZXKWVIFSA-N CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC1=CN=CN=C1 Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC1=CN=CN=C1 UOHXGBGJATVAKH-ZZXKWVIFSA-N 0.000 description 2
- MKGINSJJGSMTGN-XVNBXDOJSA-N CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC1=NN=C(C2CC2)O1 Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC1=NN=C(C2CC2)O1 MKGINSJJGSMTGN-XVNBXDOJSA-N 0.000 description 2
- QYGNACLXEJHOJW-XVNBXDOJSA-N CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=S)CCC1=CN=C(Cl)C=C1 Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=S)CCC1=CN=C(Cl)C=C1 QYGNACLXEJHOJW-XVNBXDOJSA-N 0.000 description 2
- JBVMQNMOKMQXJK-ACCUITESSA-N CCCC(=O)CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C2=C1C=CC=C2 Chemical compound CCCC(=O)CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C2=C1C=CC=C2 JBVMQNMOKMQXJK-ACCUITESSA-N 0.000 description 2
- YPWCZFRDBJWYGQ-WEVVVXLNSA-N CCCC(=O)CCC1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1Cl Chemical compound CCCC(=O)CCC1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1Cl YPWCZFRDBJWYGQ-WEVVVXLNSA-N 0.000 description 2
- XPQVDDKEFLNDNJ-WEVVVXLNSA-N CCCC(=S)CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl Chemical compound CCCC(=S)CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl XPQVDDKEFLNDNJ-WEVVVXLNSA-N 0.000 description 2
- BIDAXROSZCPZHJ-QPJJXVBHSA-N CCCNC1CCC2=CC(/C=C/C(C3=CC(Cl)=C(F)C(Cl)=C3)C(F)(F)F)=CC=C21 Chemical compound CCCNC1CCC2=CC(/C=C/C(C3=CC(Cl)=C(F)C(Cl)=C3)C(F)(F)F)=CC=C21 BIDAXROSZCPZHJ-QPJJXVBHSA-N 0.000 description 2
- AXFARXUIUYXZMF-GQCTYLIASA-N CCOC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1C(F)(F)F Chemical compound CCOC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1C(F)(F)F AXFARXUIUYXZMF-GQCTYLIASA-N 0.000 description 2
- UWDMTHJPTMJZNG-UHFFFAOYSA-N CCOC(=O)C1=CC=C(Br)C=C1C Chemical compound CCOC(=O)C1=CC=C(Br)C=C1C UWDMTHJPTMJZNG-UHFFFAOYSA-N 0.000 description 2
- XTKPTDRWTRTAJS-QPJJXVBHSA-N CN(C)C(=O)CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl Chemical compound CN(C)C(=O)CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl XTKPTDRWTRTAJS-QPJJXVBHSA-N 0.000 description 2
- QHLACSVZOUWSKR-HWKANZROSA-N CN1CCC(CC(=O)C2=CC=C(/C=C/C(C3=CC(Cl)=C(Cl)C(Cl)=C3)C(F)(F)F)C=C2Br)CC1 Chemical compound CN1CCC(CC(=O)C2=CC=C(/C=C/C(C3=CC(Cl)=C(Cl)C(Cl)=C3)C(F)(F)F)C=C2Br)CC1 QHLACSVZOUWSKR-HWKANZROSA-N 0.000 description 2
- GCKPRYWDCUVNPF-ZZXKWVIFSA-N CNC(=S)NC1CCC2=CC(/C=C/C(C3=CC(Cl)=C(Cl)C(Cl)=C3)C(F)(F)F)=CC=C21 Chemical compound CNC(=S)NC1CCC2=CC(/C=C/C(C3=CC(Cl)=C(Cl)C(Cl)=C3)C(F)(F)F)=CC=C21 GCKPRYWDCUVNPF-ZZXKWVIFSA-N 0.000 description 2
- LFNLWMBPFCXLHI-ZZXKWVIFSA-N COC(=O)C(=O)CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl Chemical compound COC(=O)C(=O)CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl LFNLWMBPFCXLHI-ZZXKWVIFSA-N 0.000 description 2
- DFZMFFGSJDUUOX-DUXPYHPUSA-N COC1=C(Cl)C=C(C(/C=C/C2=CC=C(N3C=NC=N3)C(C#N)=C2)C(F)(F)F)C=C1Cl Chemical compound COC1=C(Cl)C=C(C(/C=C/C2=CC=C(N3C=NC=N3)C(C#N)=C2)C(F)(F)F)C=C1Cl DFZMFFGSJDUUOX-DUXPYHPUSA-N 0.000 description 2
- JDXNSHZTAGXRNQ-XVNBXDOJSA-N CS(=O)(=O)CCC(=O)CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl Chemical compound CS(=O)(=O)CCC(=O)CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl JDXNSHZTAGXRNQ-XVNBXDOJSA-N 0.000 description 2
- QUSKLXUGAUGODR-QPJJXVBHSA-N CSC1=NC=NN1C1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1 Chemical compound CSC1=NC=NN1C1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1 QUSKLXUGAUGODR-QPJJXVBHSA-N 0.000 description 2
- CHSXZQOIMXZLAE-WEVVVXLNSA-N FC(F)(F)C(/C=C/C1=CC=C(CCC2=NC=CC=C2)C(Cl)=C1)C1=CC(Cl)=C(Cl)C(Cl)=C1 Chemical compound FC(F)(F)C(/C=C/C1=CC=C(CCC2=NC=CC=C2)C(Cl)=C1)C1=CC(Cl)=C(Cl)C(Cl)=C1 CHSXZQOIMXZLAE-WEVVVXLNSA-N 0.000 description 2
- CFRYPLZNPHHCIM-HNQUOIGGSA-N FC(F)(F)C(/C=C/C1=CC=C(N2C=NC=N2)C(C2=CC=NC=C2)=C1)C1=CC(Cl)=CC(Cl)=C1 Chemical compound FC(F)(F)C(/C=C/C1=CC=C(N2C=NC=N2)C(C2=CC=NC=C2)=C1)C1=CC(Cl)=CC(Cl)=C1 CFRYPLZNPHHCIM-HNQUOIGGSA-N 0.000 description 2
- ASHVJTBLONJREM-ZZXKWVIFSA-N FC(F)(F)C(/C=C/C1=CC=C(N2C=NC=N2)C=C1)C1=CC(Cl)=C(Cl)C(Cl)=C1 Chemical compound FC(F)(F)C(/C=C/C1=CC=C(N2C=NC=N2)C=C1)C1=CC(Cl)=C(Cl)C(Cl)=C1 ASHVJTBLONJREM-ZZXKWVIFSA-N 0.000 description 2
- FDJUPIXOONKBGS-ZZXKWVIFSA-N FC(F)(F)C(/C=C/C1=CC=C(N2C=NC=N2)C=C1)C1=CC(Cl)=CC(Cl)=C1 Chemical compound FC(F)(F)C(/C=C/C1=CC=C(N2C=NC=N2)C=C1)C1=CC(Cl)=CC(Cl)=C1 FDJUPIXOONKBGS-ZZXKWVIFSA-N 0.000 description 2
- PLOIICRLHGYPRS-XCVCLJGOSA-N FC(F)(F)C(/C=C/C1=CC=C(N2C=NC=N2)C=C1)C1=CC=C(Cl)C=C1 Chemical compound FC(F)(F)C(/C=C/C1=CC=C(N2C=NC=N2)C=C1)C1=CC=C(Cl)C=C1 PLOIICRLHGYPRS-XCVCLJGOSA-N 0.000 description 2
- ONANRXFSEGKXRQ-UHFFFAOYSA-N FC(F)(F)C(Br)C1=CC(Cl)=C(Cl)C=C1 Chemical compound FC(F)(F)C(Br)C1=CC(Cl)=C(Cl)C=C1 ONANRXFSEGKXRQ-UHFFFAOYSA-N 0.000 description 2
- WIDYEZKBSLMUDG-ZZXKWVIFSA-N FC(F)(F)C1=CC(C(/C=C/C2=CC=C(N3C=NC=N3)C=C2)C(F)(F)F)=CC(Cl)=C1 Chemical compound FC(F)(F)C1=CC(C(/C=C/C2=CC=C(N3C=NC=N3)C=C2)C(F)(F)F)=CC(Cl)=C1 WIDYEZKBSLMUDG-ZZXKWVIFSA-N 0.000 description 2
- MQCVQCBUMXAKII-DUXPYHPUSA-N FC(F)(F)CNC(=S)CCC(=S)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br Chemical compound FC(F)(F)CNC(=S)CCC(=S)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br MQCVQCBUMXAKII-DUXPYHPUSA-N 0.000 description 2
- SQLNIZZKEWKEEO-HNQUOIGGSA-N FC1=C(Cl)C=C(C(/C=C/C2=CC=C3NC=CC3=C2)C(F)(F)F)C=C1Cl Chemical compound FC1=C(Cl)C=C(C(/C=C/C2=CC=C3NC=CC3=C2)C(F)(F)F)C=C1Cl SQLNIZZKEWKEEO-HNQUOIGGSA-N 0.000 description 2
- RHXDEAVIPDMYJA-LREOWRDNSA-N N#CC1=CC(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC(N(C(=O)C2CC2)C(=O)C2CC2)=N1 Chemical compound N#CC1=CC(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC(N(C(=O)C2CC2)C(=O)C2CC2)=N1 RHXDEAVIPDMYJA-LREOWRDNSA-N 0.000 description 2
- VPAPKDDULQYKQK-HNQUOIGGSA-N N#CC1=CC(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC(N)=N1 Chemical compound N#CC1=CC(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC(N)=N1 VPAPKDDULQYKQK-HNQUOIGGSA-N 0.000 description 2
- SJLLTMHQQXLPBB-ORCRQEGFSA-N N#CC1=CC(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC(NC(=O)C2CC2)=N1 Chemical compound N#CC1=CC(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC(NC(=O)C2CC2)=N1 SJLLTMHQQXLPBB-ORCRQEGFSA-N 0.000 description 2
- XHJGWYZIWBUYCI-HNQUOIGGSA-N N#CC1=CC(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC([N+](=O)[O-])=N1 Chemical compound N#CC1=CC(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC([N+](=O)[O-])=N1 XHJGWYZIWBUYCI-HNQUOIGGSA-N 0.000 description 2
- BKRQTWLYKVTSCL-HNQUOIGGSA-N N#CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC([N+](=O)[O-])=N1 Chemical compound N#CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC([N+](=O)[O-])=N1 BKRQTWLYKVTSCL-HNQUOIGGSA-N 0.000 description 2
- DIYBBXMGTCRVTN-DUXPYHPUSA-N N#CCN1CCC(CC(=O)C2=CC=C(/C=C/C(C3=CC(Cl)=C(Cl)C(Cl)=C3)C(F)(F)F)C=C2Br)CC1 Chemical compound N#CCN1CCC(CC(=O)C2=CC=C(/C=C/C(C3=CC(Cl)=C(Cl)C(Cl)=C3)C(F)(F)F)C=C2Br)CC1 DIYBBXMGTCRVTN-DUXPYHPUSA-N 0.000 description 2
- IFIHJUQYZJAUIE-HNQUOIGGSA-N N/C(=N\O)C1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC=N1 Chemical compound N/C(=N\O)C1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC=N1 IFIHJUQYZJAUIE-HNQUOIGGSA-N 0.000 description 2
- NYJAWWNOOVASSK-BQYQJAHWSA-N NCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C2=C1C=CC=C2 Chemical compound NCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C2=C1C=CC=C2 NYJAWWNOOVASSK-BQYQJAHWSA-N 0.000 description 2
- DMRRXXCMNCJIJP-GORDUTHDSA-N NCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C=C2)C(F)(F)F)C=C1C(F)(F)F Chemical compound NCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C=C2)C(F)(F)F)C=C1C(F)(F)F DMRRXXCMNCJIJP-GORDUTHDSA-N 0.000 description 2
- GYRJLAWPWMCZEW-AATRIKPKSA-N NCC1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1 Chemical compound NCC1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1 GYRJLAWPWMCZEW-AATRIKPKSA-N 0.000 description 2
- BQJBFYHYGHTJOB-DUXPYHPUSA-N NCC1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1Cl Chemical compound NCC1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1Cl BQJBFYHYGHTJOB-DUXPYHPUSA-N 0.000 description 2
- YXUONJORCHDFJG-UHFFFAOYSA-N O=C(CC(C1=CC(Cl)=CC(Cl)=C1)C(F)(F)F)C1=CC=C(N2C=NC=N2)C=C1 Chemical compound O=C(CC(C1=CC(Cl)=CC(Cl)=C1)C(F)(F)F)C1=CC=C(N2C=NC=N2)C=C1 YXUONJORCHDFJG-UHFFFAOYSA-N 0.000 description 2
- DPJRLRWWZCROAL-DUXPYHPUSA-N O=C(CC(F)(F)F)N(CC1)CCC1NC(c1ccc(/C=C/C(C(F)(F)F)c(cc2Cl)cc(Cl)c2Cl)cc1Br)=O Chemical compound O=C(CC(F)(F)F)N(CC1)CCC1NC(c1ccc(/C=C/C(C(F)(F)F)c(cc2Cl)cc(Cl)c2Cl)cc1Br)=O DPJRLRWWZCROAL-DUXPYHPUSA-N 0.000 description 2
- PZMLNFAQQTXYKQ-GORDUTHDSA-N O=C(CC(F)(F)F)NC1CCC2=CC(/C=C/C(C3=CC(Cl)=C(Cl)C(Cl)=C3)C(F)(F)F)=CC=C21 Chemical compound O=C(CC(F)(F)F)NC1CCC2=CC(/C=C/C(C3=CC(Cl)=C(Cl)C(Cl)=C3)C(F)(F)F)=CC=C21 PZMLNFAQQTXYKQ-GORDUTHDSA-N 0.000 description 2
- NLEXLKIULVGBIO-HNQUOIGGSA-N O=C(CC(F)(F)F)NN1CCC2=CC(/C=C/C(C3=CC(Cl)=C(F)C(Cl)=C3)C(F)(F)F)=CC=C21 Chemical compound O=C(CC(F)(F)F)NN1CCC2=CC(/C=C/C(C3=CC(Cl)=C(F)C(Cl)=C3)C(F)(F)F)=CC=C21 NLEXLKIULVGBIO-HNQUOIGGSA-N 0.000 description 2
- PZHZNGMSAHFWDA-DUXPYHPUSA-N O=C(CC1CCN(C(=O)CC(F)(F)F)CC1)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br Chemical compound O=C(CC1CCN(C(=O)CC(F)(F)F)CC1)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br PZHZNGMSAHFWDA-DUXPYHPUSA-N 0.000 description 2
- XWUOSXSODMLVQT-DUXPYHPUSA-N O=C(CC1CCN(C2COC2)CC1)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br Chemical compound O=C(CC1CCN(C2COC2)CC1)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br XWUOSXSODMLVQT-DUXPYHPUSA-N 0.000 description 2
- XYZGJDLPVKHNKF-DUXPYHPUSA-N O=C(CC1CCN(CC(F)(F)F)CC1)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br Chemical compound O=C(CC1CCN(CC(F)(F)F)CC1)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br XYZGJDLPVKHNKF-DUXPYHPUSA-N 0.000 description 2
- ZFFWMUFEHFQABH-DUXPYHPUSA-N O=C(CC1CCN(CCO)CC1)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br Chemical compound O=C(CC1CCN(CCO)CC1)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br ZFFWMUFEHFQABH-DUXPYHPUSA-N 0.000 description 2
- YTOSERHTYOJFRO-DUXPYHPUSA-N O=C(CC1CCNCC1)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br Chemical compound O=C(CC1CCNCC1)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br YTOSERHTYOJFRO-DUXPYHPUSA-N 0.000 description 2
- AYUBSFMOQZAUQC-DUXPYHPUSA-N O=C(CC1CS(=O)(=O)C1)C1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1F Chemical compound O=C(CC1CS(=O)(=O)C1)C1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1F AYUBSFMOQZAUQC-DUXPYHPUSA-N 0.000 description 2
- JIRILFFWLXAIRO-DUXPYHPUSA-N O=C(CCC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br)NCC(F)(F)F Chemical compound O=C(CCC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br)NCC(F)(F)F JIRILFFWLXAIRO-DUXPYHPUSA-N 0.000 description 2
- QPODTQMSWJURLY-DUXPYHPUSA-N O=C(CCC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl)NCC(F)(F)F Chemical compound O=C(CCC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl)NCC(F)(F)F QPODTQMSWJURLY-DUXPYHPUSA-N 0.000 description 2
- PQEASFHYLDTSDD-DUXPYHPUSA-N O=C(CCC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1OC(F)(F)F)NCC(F)(F)F Chemical compound O=C(CCC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1OC(F)(F)F)NCC(F)(F)F PQEASFHYLDTSDD-DUXPYHPUSA-N 0.000 description 2
- DUJAWNGBEINYSD-DAFODLJHSA-N O=C(CCC(=O)N1C=CC2=CC(/C=C/C(C3=CC(Cl)=C(F)C(Cl)=C3)C(F)(F)F)=CC=C21)CC(F)(F)F Chemical compound O=C(CCC(=O)N1C=CC2=CC(/C=C/C(C3=CC(Cl)=C(F)C(Cl)=C3)C(F)(F)F)=CC=C21)CC(F)(F)F DUJAWNGBEINYSD-DAFODLJHSA-N 0.000 description 2
- YOHXEAJRFYRECI-DUXPYHPUSA-N O=C(CCC(=S)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br)NCC(F)(F)F Chemical compound O=C(CCC(=S)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br)NCC(F)(F)F YOHXEAJRFYRECI-DUXPYHPUSA-N 0.000 description 2
- RLMVEONYUPHMRD-DUXPYHPUSA-N O=C(CCC(=S)NCC(F)(F)F)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br Chemical compound O=C(CCC(=S)NCC(F)(F)F)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br RLMVEONYUPHMRD-DUXPYHPUSA-N 0.000 description 2
- AHMSOYHUVBYHLT-CSKARUKUSA-N O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C2=C1C=CC=C2)CC(F)(F)F Chemical compound O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C2=C1C=CC=C2)CC(F)(F)F AHMSOYHUVBYHLT-CSKARUKUSA-N 0.000 description 2
- FYCQQQNYUXDXDP-GORDUTHDSA-N O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl)C(=O)NCC(F)(F)F Chemical compound O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl)C(=O)NCC(F)(F)F FYCQQQNYUXDXDP-GORDUTHDSA-N 0.000 description 2
- AJNPEXLTSYDOQK-VURMDHGXSA-N O=C(CCC1=CC=C(/C=C\C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1)CC(F)(F)F Chemical compound O=C(CCC1=CC=C(/C=C\C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1)CC(F)(F)F AJNPEXLTSYDOQK-VURMDHGXSA-N 0.000 description 2
- KLTGQESHZGYZOJ-HNQUOIGGSA-N O=C(CCC1=NC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl)CC(F)(F)F Chemical compound O=C(CCC1=NC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl)CC(F)(F)F KLTGQESHZGYZOJ-HNQUOIGGSA-N 0.000 description 2
- BFNMXAPCTBTHHJ-FPYGCLRLSA-N O=C(CNC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1)C1CC1 Chemical compound O=C(CNC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1)C1CC1 BFNMXAPCTBTHHJ-FPYGCLRLSA-N 0.000 description 2
- OOVUBVCGXPDQQL-FPYGCLRLSA-N O=C(COC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1)C1CC1 Chemical compound O=C(COC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1)C1CC1 OOVUBVCGXPDQQL-FPYGCLRLSA-N 0.000 description 2
- DJUJFDISJFJPGH-DUXPYHPUSA-N O=C(O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl Chemical compound O=C(O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl DJUJFDISJFJPGH-DUXPYHPUSA-N 0.000 description 2
- MKOSYZLISHBHKL-DUXPYHPUSA-N O=C(O)CN1N=CC2=CC(/C=C/C(C3=CC(Cl)=C(F)C(Cl)=C3)C(F)(F)F)=CC=C2C1=O Chemical compound O=C(O)CN1N=CC2=CC(/C=C/C(C3=CC(Cl)=C(F)C(Cl)=C3)C(F)(F)F)=CC=C2C1=O MKOSYZLISHBHKL-DUXPYHPUSA-N 0.000 description 2
- BHSIRFIZXIWVTF-SOFGYWHQSA-N O=C1C2=C(C=CC=C2)C(=O)N1CC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl Chemical compound O=C1C2=C(C=CC=C2)C(=O)N1CC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl BHSIRFIZXIWVTF-SOFGYWHQSA-N 0.000 description 2
- WPWKINMSXVHSAB-GORDUTHDSA-N O=C1CCC2=CC(/C=C/C(C3=CC(Cl)=C(Cl)C(Cl)=C3)C(F)(F)F)=CC=C12 Chemical compound O=C1CCC2=CC(/C=C/C(C3=CC(Cl)=C(Cl)C(Cl)=C3)C(F)(F)F)=CC=C12 WPWKINMSXVHSAB-GORDUTHDSA-N 0.000 description 2
- GJYFCCAEPARGBC-AATRIKPKSA-N OC(/C=C/C1=CC=C(N2C=NC=N2)C=C1)(C1=CC(Cl)=CC(Cl)=C1)C(F)(F)F Chemical compound OC(/C=C/C1=CC=C(N2C=NC=N2)C=C1)(C1=CC(Cl)=CC(Cl)=C1)C(F)(F)F GJYFCCAEPARGBC-AATRIKPKSA-N 0.000 description 2
- HSRNYIQFZLIYLH-HNQUOIGGSA-N [H]C(=O)C1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC=N1 Chemical compound [H]C(=O)C1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC=N1 HSRNYIQFZLIYLH-HNQUOIGGSA-N 0.000 description 2
- TVEJNWMWDIXPAX-UHFFFAOYSA-N [H]C(=O)C1=CC=C(N2C=NC=N2)C=C1 Chemical compound [H]C(=O)C1=CC=C(N2C=NC=N2)C=C1 TVEJNWMWDIXPAX-UHFFFAOYSA-N 0.000 description 2
- AFDBLMVPKHQKGY-GDUSTKMHSA-N C/C=C(/C)NC.CCC(C)C(C)C.CCCCC(C)C Chemical compound C/C=C(/C)NC.CCC(C)C(C)C.CCCCC(C)C AFDBLMVPKHQKGY-GDUSTKMHSA-N 0.000 description 1
- SRRSFJJPKGTSTL-UTYNTHBDSA-N C/C=C\N(C)C.C/C=N\N=C(C)C.C/N=N\C(C)C.C=C(C)N(C)/N=C\C.CCCC(C)C.CCCN(C)C.CCN(C)CC.COCCC(C)C.CON=C(C)C Chemical compound C/C=C\N(C)C.C/C=N\N=C(C)C.C/N=N\C(C)C.C=C(C)N(C)/N=C\C.CCCC(C)C.CCCN(C)C.CCN(C)CC.COCCC(C)C.CON=C(C)C SRRSFJJPKGTSTL-UTYNTHBDSA-N 0.000 description 1
- LHRLMXCHBBYBNZ-UHFFFAOYSA-N C1CSC1.CC.CC.CC.O=S1(=O)CCC1.O=S1CCC1 Chemical compound C1CSC1.CC.CC.CC.O=S1(=O)CCC1.O=S1CCC1 LHRLMXCHBBYBNZ-UHFFFAOYSA-N 0.000 description 1
- NZFVHOFVMRPDSJ-UHFFFAOYSA-N C=CC1=C(Cl)C=C(N2C=NC=N2)C=C1 Chemical compound C=CC1=C(Cl)C=C(N2C=NC=N2)C=C1 NZFVHOFVMRPDSJ-UHFFFAOYSA-N 0.000 description 1
- YZPIQVCHZCUOHQ-UHFFFAOYSA-N C=CC1=C2C=CC=CC2=C(CN2C(=O)C3=C(C=CC=C3)C2=O)C=C1 Chemical compound C=CC1=C2C=CC=CC2=C(CN2C(=O)C3=C(C=CC=C3)C2=O)C=C1 YZPIQVCHZCUOHQ-UHFFFAOYSA-N 0.000 description 1
- AZDZDLBOLLTQER-UHFFFAOYSA-N C=CC1=CC(Br)=C(C(=O)OCC)C=C1 Chemical compound C=CC1=CC(Br)=C(C(=O)OCC)C=C1 AZDZDLBOLLTQER-UHFFFAOYSA-N 0.000 description 1
- DEUXMOYIIIXLKK-UHFFFAOYSA-N C=CC1=CC(C#N)=C(C(=O)OC(C)(C)C)C=C1 Chemical compound C=CC1=CC(C#N)=C(C(=O)OC(C)(C)C)C=C1 DEUXMOYIIIXLKK-UHFFFAOYSA-N 0.000 description 1
- CZKWXOSFXVVADA-UHFFFAOYSA-N C=CC1=CC(Cl)=C(C(=O)OC(C)(C)C)C=C1 Chemical compound C=CC1=CC(Cl)=C(C(=O)OC(C)(C)C)C=C1 CZKWXOSFXVVADA-UHFFFAOYSA-N 0.000 description 1
- ZWGNRWKABUQCEA-UHFFFAOYSA-N C=CC1=CC(Cl)=C(C(=O)OCC)C=C1 Chemical compound C=CC1=CC(Cl)=C(C(=O)OCC)C=C1 ZWGNRWKABUQCEA-UHFFFAOYSA-N 0.000 description 1
- CDQBUKFFVOBJGV-UHFFFAOYSA-N C=CC1=CC=C(C(=O)CC)C=C1 Chemical compound C=CC1=CC=C(C(=O)CC)C=C1 CDQBUKFFVOBJGV-UHFFFAOYSA-N 0.000 description 1
- ZQQMVPYZTKCMQX-UHFFFAOYSA-N C=CC1=CC=C(C(=O)CCC(F)(F)F)C=C1 Chemical compound C=CC1=CC=C(C(=O)CCC(F)(F)F)C=C1 ZQQMVPYZTKCMQX-UHFFFAOYSA-N 0.000 description 1
- NULTZDKVDSTIEU-UHFFFAOYSA-N C=CC1=CC=C(C(=O)N(C)C)C=C1 Chemical compound C=CC1=CC=C(C(=O)N(C)C)C=C1 NULTZDKVDSTIEU-UHFFFAOYSA-N 0.000 description 1
- CCUOWFGLZSFLBM-UHFFFAOYSA-N C=CC1=CC=C(C(=O)N2CCOCC2)C=C1 Chemical compound C=CC1=CC=C(C(=O)N2CCOCC2)C=C1 CCUOWFGLZSFLBM-UHFFFAOYSA-N 0.000 description 1
- BZKVQIULTNFKQW-UHFFFAOYSA-N C=CC1=CC=C(C(=O)OC)C(OC)=C1 Chemical compound C=CC1=CC=C(C(=O)OC)C(OC)=C1 BZKVQIULTNFKQW-UHFFFAOYSA-N 0.000 description 1
- JWCASYPVSBCSRA-UHFFFAOYSA-N C=CC1=CC=C(C(=O)OCC)C(CC)=C1 Chemical compound C=CC1=CC=C(C(=O)OCC)C(CC)=C1 JWCASYPVSBCSRA-UHFFFAOYSA-N 0.000 description 1
- BKCDROWAVHRWTK-UHFFFAOYSA-N C=CC1=CC=C(C(=O)OCC)C(F)=C1 Chemical compound C=CC1=CC=C(C(=O)OCC)C(F)=C1 BKCDROWAVHRWTK-UHFFFAOYSA-N 0.000 description 1
- PXLHMGFEHUATPK-UHFFFAOYSA-N C=CC1=CC=C(CCC2=NC=CC=C2)C(Cl)=C1 Chemical compound C=CC1=CC=C(CCC2=NC=CC=C2)C(Cl)=C1 PXLHMGFEHUATPK-UHFFFAOYSA-N 0.000 description 1
- MWBBAKZTTZLVSW-UHFFFAOYSA-N C=CC1=CC=C(CN2C(=O)C3=C(C=CC=C3)C2=O)C(Br)=C1 Chemical compound C=CC1=CC=C(CN2C(=O)C3=C(C=CC=C3)C2=O)C(Br)=C1 MWBBAKZTTZLVSW-UHFFFAOYSA-N 0.000 description 1
- XDKNMKXFRXKUMX-UHFFFAOYSA-N C=CC1=CC=C(CN2C(=O)C3=C(C=CC=C3)C2=O)C(C(F)(F)F)=C1 Chemical compound C=CC1=CC=C(CN2C(=O)C3=C(C=CC=C3)C2=O)C(C(F)(F)F)=C1 XDKNMKXFRXKUMX-UHFFFAOYSA-N 0.000 description 1
- NLMJSVTWWBGLLN-UHFFFAOYSA-N C=CC1=CC=C(CN2C(=O)C3=C(C=CC=C3)C2=O)C(F)=C1 Chemical compound C=CC1=CC=C(CN2C(=O)C3=C(C=CC=C3)C2=O)C(F)=C1 NLMJSVTWWBGLLN-UHFFFAOYSA-N 0.000 description 1
- ZBJMAORHMHEGKX-UHFFFAOYSA-N C=CC1=CC=C(CN2C(=O)C3=C(C=CC=C3)C2=O)C=C1 Chemical compound C=CC1=CC=C(CN2C(=O)C3=C(C=CC=C3)C2=O)C=C1 ZBJMAORHMHEGKX-UHFFFAOYSA-N 0.000 description 1
- GXXQWHWHLUMHKD-UHFFFAOYSA-N C=CC1=CC=C(N2C=NC([N+](=O)[O-])=N2)C=C1 Chemical compound C=CC1=CC=C(N2C=NC([N+](=O)[O-])=N2)C=C1 GXXQWHWHLUMHKD-UHFFFAOYSA-N 0.000 description 1
- GMCPEYCEPNMMAO-UHFFFAOYSA-N C=CC1=CC=C(N2C=NC=N2)C(F)=C1 Chemical compound C=CC1=CC=C(N2C=NC=N2)C(F)=C1 GMCPEYCEPNMMAO-UHFFFAOYSA-N 0.000 description 1
- LFZYBXGIZKWZNC-UHFFFAOYSA-N C=CC1=CC=C(N2C=NC=N2)C([N+](=O)[O-])=C1 Chemical compound C=CC1=CC=C(N2C=NC=N2)C([N+](=O)[O-])=C1 LFZYBXGIZKWZNC-UHFFFAOYSA-N 0.000 description 1
- PFWJXCVMIAJUOO-UHFFFAOYSA-N C=CC1=CC=C(N2C=NC=N2)C=C1 Chemical compound C=CC1=CC=C(N2C=NC=N2)C=C1 PFWJXCVMIAJUOO-UHFFFAOYSA-N 0.000 description 1
- OYRGWIDKQGGQKN-UHFFFAOYSA-N C=CC1=CC=C(N2N=CN=C2C(=O)C2CC2)C=C1 Chemical compound C=CC1=CC=C(N2N=CN=C2C(=O)C2CC2)C=C1 OYRGWIDKQGGQKN-UHFFFAOYSA-N 0.000 description 1
- XXALQWTZOMNPJY-UHFFFAOYSA-N C=CC1=CC=C(N2N=CN=C2C)C=C1 Chemical compound C=CC1=CC=C(N2N=CN=C2C)C=C1 XXALQWTZOMNPJY-UHFFFAOYSA-N 0.000 description 1
- YYQHOZJZZLDTKL-UHFFFAOYSA-N C=CC1=CC=C(N2N=CN=C2SC)C=C1 Chemical compound C=CC1=CC=C(N2N=CN=C2SC)C=C1 YYQHOZJZZLDTKL-UHFFFAOYSA-N 0.000 description 1
- QUZNGACJUCLBTF-UHFFFAOYSA-N C=CC1=CC=C(NN2C(=O)C3=C(C=CC=C3)C2=O)C=C1 Chemical compound C=CC1=CC=C(NN2C(=O)C3=C(C=CC=C3)C2=O)C=C1 QUZNGACJUCLBTF-UHFFFAOYSA-N 0.000 description 1
- QRCRVLCQIXNOEK-UHFFFAOYSA-N C=CC1=CC=C(ON2C(=O)C3=C(C=CC=C3)C2=O)C=C1 Chemical compound C=CC1=CC=C(ON2C(=O)C3=C(C=CC=C3)C2=O)C=C1 QRCRVLCQIXNOEK-UHFFFAOYSA-N 0.000 description 1
- LLLQQESOZZJGQC-UHFFFAOYSA-N C=CC1=CC=C2C(=C1)C=CN2C(=O)OC(C)(C)C Chemical compound C=CC1=CC=C2C(=C1)C=CN2C(=O)OC(C)(C)C LLLQQESOZZJGQC-UHFFFAOYSA-N 0.000 description 1
- QPWGGPKUDAMOOG-UHFFFAOYSA-N C=CC1=CC=C2C(=C1)CCN2C(=O)OC(C)(C)C Chemical compound C=CC1=CC=C2C(=C1)CCN2C(=O)OC(C)(C)C QPWGGPKUDAMOOG-UHFFFAOYSA-N 0.000 description 1
- PRXWMTORAUCSCH-UHFFFAOYSA-N C=CC1=CC=C2C(=O)CCC2=C1 Chemical compound C=CC1=CC=C2C(=O)CCC2=C1 PRXWMTORAUCSCH-UHFFFAOYSA-N 0.000 description 1
- WACCBUSQULKZRC-UHFFFAOYSA-N C=CC1=CC=C2C(=O)CCCC2=C1 Chemical compound C=CC1=CC=C2C(=O)CCCC2=C1 WACCBUSQULKZRC-UHFFFAOYSA-N 0.000 description 1
- JMUAEGKCBBXCLN-UHFFFAOYSA-N C=CC1=CC=C2C(=O)N(CC(=O)OCC)N=CC2=C1 Chemical compound C=CC1=CC=C2C(=O)N(CC(=O)OCC)N=CC2=C1 JMUAEGKCBBXCLN-UHFFFAOYSA-N 0.000 description 1
- KMRQGMOEWIOSMX-UHFFFAOYSA-N C=CC1=CN=C(CN2C(=O)C3=C(C=CC=C3)C2=O)C(Cl)=C1 Chemical compound C=CC1=CN=C(CN2C(=O)C3=C(C=CC=C3)C2=O)C(Cl)=C1 KMRQGMOEWIOSMX-UHFFFAOYSA-N 0.000 description 1
- NLJDELDNTDHFPG-UXBLZVDNSA-N C=CCCC(=S)CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl Chemical compound C=CCCC(=S)CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl NLJDELDNTDHFPG-UXBLZVDNSA-N 0.000 description 1
- ALYLNGPGPBAXSL-GQCTYLIASA-N C=CCNC(=O)CCC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br Chemical compound C=CCNC(=O)CCC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br ALYLNGPGPBAXSL-GQCTYLIASA-N 0.000 description 1
- BVKKGDSGBOSYHI-QPJJXVBHSA-N C=CCNC(=S)NC1CCC2=CC(/C=C/C(C3=CC(Cl)=C(Cl)C(Cl)=C3)C(F)(F)F)=CC=C21 Chemical compound C=CCNC(=S)NC1CCC2=CC(/C=C/C(C3=CC(Cl)=C(Cl)C(Cl)=C3)C(F)(F)F)=CC=C21 BVKKGDSGBOSYHI-QPJJXVBHSA-N 0.000 description 1
- KSFALYRBPWXTPD-UHFFFAOYSA-N CC(=O)C1=CC=C(N2C=NC=N2)C=C1 Chemical compound CC(=O)C1=CC=C(N2C=NC=N2)C=C1 KSFALYRBPWXTPD-UHFFFAOYSA-N 0.000 description 1
- OZNCTVKOTWCUFW-DUXPYHPUSA-N CC(=O)NC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC=N1 Chemical compound CC(=O)NC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC=N1 OZNCTVKOTWCUFW-DUXPYHPUSA-N 0.000 description 1
- BISSPALYOXEKOL-DUXPYHPUSA-N CC(=O)NC1=NN(C2=CC=C(/C=C/C(C3=CC(Cl)=CC(Cl)=C3)C(F)(F)F)C=C2C#N)C=N1 Chemical compound CC(=O)NC1=NN(C2=CC=C(/C=C/C(C3=CC(Cl)=CC(Cl)=C3)C(F)(F)F)C=C2C#N)C=N1 BISSPALYOXEKOL-DUXPYHPUSA-N 0.000 description 1
- FYRMGJMHCVUENU-VMPITWQZSA-N CC(C)(C)C(=O)CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl Chemical compound CC(C)(C)C(=O)CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl FYRMGJMHCVUENU-VMPITWQZSA-N 0.000 description 1
- BJQYJTAMJSQUIX-UHFFFAOYSA-N CC(C)(C)OC(=O)C1=C(Br)C=C(I)C=C1 Chemical compound CC(C)(C)OC(=O)C1=C(Br)C=C(I)C=C1 BJQYJTAMJSQUIX-UHFFFAOYSA-N 0.000 description 1
- CWKYDABPVUYWKO-UHFFFAOYSA-N CC(C)(C)OC(=O)C1=C(C(F)(F)F)C=C(Br)C=C1 Chemical compound CC(C)(C)OC(=O)C1=C(C(F)(F)F)C=C(Br)C=C1 CWKYDABPVUYWKO-UHFFFAOYSA-N 0.000 description 1
- MFXXEZMIOLWRLE-FNORWQNLSA-N CC(C)(C)OC(=O)CCC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br Chemical compound CC(C)(C)OC(=O)CCC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br MFXXEZMIOLWRLE-FNORWQNLSA-N 0.000 description 1
- HGYQDRWGNYMKID-GQCTYLIASA-N CC(C)(C)OC(=O)CCC(=O)N1C=CC2=CC(/C=C/C(C3=CC(Cl)=C(F)C(Cl)=C3)C(F)(F)F)=CC=C21 Chemical compound CC(C)(C)OC(=O)CCC(=O)N1C=CC2=CC(/C=C/C(C3=CC(Cl)=C(F)C(Cl)=C3)C(F)(F)F)=CC=C21 HGYQDRWGNYMKID-GQCTYLIASA-N 0.000 description 1
- RAQIUSJVQRHKDF-GQCTYLIASA-N CC(C)(C)OC(=O)N1C=CC2=CC(/C=C/C(C3=CC(Cl)=C(F)C(Cl)=C3)C(F)(F)F)=CC=C21 Chemical compound CC(C)(C)OC(=O)N1C=CC2=CC(/C=C/C(C3=CC(Cl)=C(F)C(Cl)=C3)C(F)(F)F)=CC=C21 RAQIUSJVQRHKDF-GQCTYLIASA-N 0.000 description 1
- KURHKEZPTLERTD-GQCTYLIASA-N CC(C)(C)OC(=O)N1CCC2=CC(/C=C/C(C3=CC(Cl)=C(F)C(Cl)=C3)C(F)(F)F)=CC=C21 Chemical compound CC(C)(C)OC(=O)N1CCC2=CC(/C=C/C(C3=CC(Cl)=C(F)C(Cl)=C3)C(F)(F)F)=CC=C21 KURHKEZPTLERTD-GQCTYLIASA-N 0.000 description 1
- YQLQFFHXBLDWLW-UHFFFAOYSA-N CC(C)(C)OC(=O)NCC(=O)OC1=CC=C([N+](=O)[O-])C=C1 Chemical compound CC(C)(C)OC(=O)NCC(=O)OC1=CC=C([N+](=O)[O-])C=C1 YQLQFFHXBLDWLW-UHFFFAOYSA-N 0.000 description 1
- COXUJZZDZLCIKB-UHFFFAOYSA-N CC(O)(CC(C1=CC(Cl)=CC(Cl)=C1)C(F)(F)F)C1=CC=C(N2C=NC=N2)C=C1 Chemical compound CC(O)(CC(C1=CC(Cl)=CC(Cl)=C1)C(F)(F)F)C1=CC=C(N2C=NC=N2)C=C1 COXUJZZDZLCIKB-UHFFFAOYSA-N 0.000 description 1
- UXQWBACMHNCYEI-QPJJXVBHSA-N CC(c(cn1)ccc1Cl)NC(c1ccc(/C=C/C(C(F)(F)F)c2cc(Cl)cc(Cl)c2)cc1C)=O Chemical compound CC(c(cn1)ccc1Cl)NC(c1ccc(/C=C/C(C(F)(F)F)c2cc(Cl)cc(Cl)c2)cc1C)=O UXQWBACMHNCYEI-QPJJXVBHSA-N 0.000 description 1
- FKIBBBCOXQGMJL-HWKANZROSA-N CC1=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=CC(N2C=NC=N2)=C1 Chemical compound CC1=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=CC(N2C=NC=N2)=C1 FKIBBBCOXQGMJL-HWKANZROSA-N 0.000 description 1
- OWBMJMHEXOGENC-ARJAWSKDSA-N CC1=C(C(=O)NCC(=O)NC2CC2)C=CC(/C=C\C(C)C2=CC(Cl)=CC(Cl)=C2)=C1 Chemical compound CC1=C(C(=O)NCC(=O)NC2CC2)C=CC(/C=C\C(C)C2=CC(Cl)=CC(Cl)=C2)=C1 OWBMJMHEXOGENC-ARJAWSKDSA-N 0.000 description 1
- LODMWFMTDIVNEE-UTCJRWHESA-N CC1=C(C(=O)NCC2=CC=C(Cl)N=C2)C=CC(/C=C\C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=C1 Chemical compound CC1=C(C(=O)NCC2=CC=C(Cl)N=C2)C=CC(/C=C\C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=C1 LODMWFMTDIVNEE-UTCJRWHESA-N 0.000 description 1
- VLWHTIWLEFGLIN-NSCUHMNNSA-N CC1=C(N2C=NC=N2)C(C#N)=CC(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)=C1 Chemical compound CC1=C(N2C=NC=N2)C(C#N)=CC(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)=C1 VLWHTIWLEFGLIN-NSCUHMNNSA-N 0.000 description 1
- CLYWNBNJJGUNDF-NSCUHMNNSA-N CC1=C(N2C=NC=N2)C(C#N)=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=C1 Chemical compound CC1=C(N2C=NC=N2)C(C#N)=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=C1 CLYWNBNJJGUNDF-NSCUHMNNSA-N 0.000 description 1
- SUYJBPIBSKPENE-CSKARUKUSA-N CC1=CC(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CC(C)(C)C1=CC=CC=N1 Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CC(C)(C)C1=CC=CC=N1 SUYJBPIBSKPENE-CSKARUKUSA-N 0.000 description 1
- JSWBRLBXZMKTOM-HWKANZROSA-N CC1=CC(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CC1CS(=O)(=O)C1 Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CC1CS(=O)(=O)C1 JSWBRLBXZMKTOM-HWKANZROSA-N 0.000 description 1
- ZZAOTEYICKHCOM-HWKANZROSA-N CC1=CC(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CC1CSC1 Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CC1CSC1 ZZAOTEYICKHCOM-HWKANZROSA-N 0.000 description 1
- LBODROOFPUKFIH-ZZXKWVIFSA-N CC1=CC(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC1=CN=C(Cl)S1 Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC1=CN=C(Cl)S1 LBODROOFPUKFIH-ZZXKWVIFSA-N 0.000 description 1
- ZUKMDXGWMSYOMQ-HWKANZROSA-N CC1=CC(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)=CC=C1C(=O)O Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)=CC=C1C(=O)O ZUKMDXGWMSYOMQ-HWKANZROSA-N 0.000 description 1
- ITGIDIXSYYAVIL-DUXPYHPUSA-N CC1=CC(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC=N1 Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC=N1 ITGIDIXSYYAVIL-DUXPYHPUSA-N 0.000 description 1
- CDYHKLAKZQPTRW-FPYGCLRLSA-N CC1=CC(/C=C/C(C2=CC(Cl)=C(Cl)C=C2)C(F)(F)F)=CC=C1C(=O)CCC1=CN=C(Cl)C=C1 Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=C(Cl)C=C2)C(F)(F)F)=CC=C1C(=O)CCC1=CN=C(Cl)C=C1 CDYHKLAKZQPTRW-FPYGCLRLSA-N 0.000 description 1
- IDFAGDJMJBRBCQ-ZZXKWVIFSA-N CC1=CC(/C=C/C(C2=CC(Cl)=C(Cl)C=C2)C(F)(F)F)=CC=C1C(=O)O Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=C(Cl)C=C2)C(F)(F)F)=CC=C1C(=O)O IDFAGDJMJBRBCQ-ZZXKWVIFSA-N 0.000 description 1
- XSVCHXCOMHJBII-HWKANZROSA-N CC1=CC(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CC1CCOCC1 Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CC1CCOCC1 XSVCHXCOMHJBII-HWKANZROSA-N 0.000 description 1
- XROBZENBACRFBE-HWKANZROSA-N CC1=CC(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC(=O)NCC(F)(F)F Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC(=O)NCC(F)(F)F XROBZENBACRFBE-HWKANZROSA-N 0.000 description 1
- FPDJOCNELBXHCJ-ZZXKWVIFSA-N CC1=CC(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC1=CC(Cl)=CC=N1 Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC1=CC(Cl)=CC=N1 FPDJOCNELBXHCJ-ZZXKWVIFSA-N 0.000 description 1
- GCFYGXDQUYYXPI-ZZXKWVIFSA-N CC1=CC(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC1=CC(Cl)=NC=C1 Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC1=CC(Cl)=NC=C1 GCFYGXDQUYYXPI-ZZXKWVIFSA-N 0.000 description 1
- HJYJVAULQJRUJZ-XVNBXDOJSA-N CC1=CC(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC1=CN=C(Cl)C=C1 Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC1=CN=C(Cl)C=C1 HJYJVAULQJRUJZ-XVNBXDOJSA-N 0.000 description 1
- MBQBNTJCEAYGPG-FPYGCLRLSA-N CC1=CC(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC1=NC=C(Cl)C=C1 Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC1=NC=C(Cl)C=C1 MBQBNTJCEAYGPG-FPYGCLRLSA-N 0.000 description 1
- LQYMWXIFFSIJTK-CSKARUKUSA-N CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CC(C)(C)C1=CC=CC=N1 Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CC(C)(C)C1=CC=CC=N1 LQYMWXIFFSIJTK-CSKARUKUSA-N 0.000 description 1
- IMFYFBFDGZSHLL-QPJJXVBHSA-N CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CC(C)C1=CN=C(Cl)C=C1 Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CC(C)C1=CN=C(Cl)C=C1 IMFYFBFDGZSHLL-QPJJXVBHSA-N 0.000 description 1
- UNEMIGFCWHJOJZ-ZZXKWVIFSA-N CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CC1=CC=C(Cl)N=C1 Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CC1=CC=C(Cl)N=C1 UNEMIGFCWHJOJZ-ZZXKWVIFSA-N 0.000 description 1
- XKHMCMSFJRAYIE-HWKANZROSA-N CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CC1CS(=O)(=O)C1 Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CC1CS(=O)(=O)C1 XKHMCMSFJRAYIE-HWKANZROSA-N 0.000 description 1
- ILGOUQFMAOUDHU-HWKANZROSA-N CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CC1CSC1 Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CC1CSC1 ILGOUQFMAOUDHU-HWKANZROSA-N 0.000 description 1
- HGVWCIGOWIVONG-GQCTYLIASA-N CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC(=O)N(C)CC(F)(F)F Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC(=O)N(C)CC(F)(F)F HGVWCIGOWIVONG-GQCTYLIASA-N 0.000 description 1
- GUEUPDIZCDCVRJ-XVNBXDOJSA-N CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC(=O)NC1CC1 Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC(=O)NC1CC1 GUEUPDIZCDCVRJ-XVNBXDOJSA-N 0.000 description 1
- JIUMMDSVKJMITC-HWKANZROSA-N CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC(=O)NC1CS(=O)(=O)C1 Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC(=O)NC1CS(=O)(=O)C1 JIUMMDSVKJMITC-HWKANZROSA-N 0.000 description 1
- JLUQWFZTBSLZPP-HWKANZROSA-N CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC(=O)NC1CSC1 Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC(=O)NC1CSC1 JLUQWFZTBSLZPP-HWKANZROSA-N 0.000 description 1
- ZHBLBKKIRWYHTI-XVNBXDOJSA-N CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC(=O)NCC(=O)C1CC1 Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC(=O)NCC(=O)C1CC1 ZHBLBKKIRWYHTI-XVNBXDOJSA-N 0.000 description 1
- MFGXVQXUDZPLFW-HWKANZROSA-N CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC(=O)NCC(F)(F)F Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC(=O)NCC(F)(F)F MFGXVQXUDZPLFW-HWKANZROSA-N 0.000 description 1
- PLXIQZYDEZRHIB-JXMROGBWSA-N CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC1=C(F)C=CC=C1 Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC1=C(F)C=CC=C1 PLXIQZYDEZRHIB-JXMROGBWSA-N 0.000 description 1
- JUHMUTDJPLNTDU-BJMVGYQFSA-N CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC1=CC=C(Cl)C=C1 Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC1=CC=C(Cl)C=C1 JUHMUTDJPLNTDU-BJMVGYQFSA-N 0.000 description 1
- UDJOIIKIOBLTST-DHZHZOJOSA-N CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC1=CC=CC=C1 Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC1=CC=CC=C1 UDJOIIKIOBLTST-DHZHZOJOSA-N 0.000 description 1
- GWNYKAQVLMEBIA-VMPITWQZSA-N CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC1=CC=CN=C1 Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC1=CC=CN=C1 GWNYKAQVLMEBIA-VMPITWQZSA-N 0.000 description 1
- QSTRFPNMPUAYLV-XVNBXDOJSA-N CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC1=CN=C(Cl)C=C1 Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC1=CN=C(Cl)C=C1 QSTRFPNMPUAYLV-XVNBXDOJSA-N 0.000 description 1
- HWGOCTFPMDMDRV-ZZXKWVIFSA-N CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC1=CN=C(Cl)S1 Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC1=CN=C(Cl)S1 HWGOCTFPMDMDRV-ZZXKWVIFSA-N 0.000 description 1
- MMENXWRAESEPPO-ZZXKWVIFSA-N CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC1=COC=C1 Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC1=COC=C1 MMENXWRAESEPPO-ZZXKWVIFSA-N 0.000 description 1
- GCZXELVGDCBCDU-VQHVLOKHSA-N CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC1=NC2=C(C=CC=C2)S1 Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC1=NC2=C(C=CC=C2)S1 GCZXELVGDCBCDU-VQHVLOKHSA-N 0.000 description 1
- BZYYOMYFKQNNKY-RMKNXTFCSA-N CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC1=NC=CC=C1 Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC1=NC=CC=C1 BZYYOMYFKQNNKY-RMKNXTFCSA-N 0.000 description 1
- RMXRUOAJKXFZCF-GQCTYLIASA-N CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC1=NC=CC=N1 Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC1=NC=CC=N1 RMXRUOAJKXFZCF-GQCTYLIASA-N 0.000 description 1
- YSXAJTZWZJSZJM-GQCTYLIASA-N CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC1=NC=CN1C Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC1=NC=CN1C YSXAJTZWZJSZJM-GQCTYLIASA-N 0.000 description 1
- IHMCEFQZNQXPLC-ZZXKWVIFSA-N CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC1=NC=CN=C1 Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC1=NC=CN=C1 IHMCEFQZNQXPLC-ZZXKWVIFSA-N 0.000 description 1
- KELJNRKVPWMNNB-VMPITWQZSA-N CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC1CCCO1 Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC1CCCO1 KELJNRKVPWMNNB-VMPITWQZSA-N 0.000 description 1
- WVHGPXPPHNRBOU-ZZXKWVIFSA-N CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC1CCOC1 Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC1CCOC1 WVHGPXPPHNRBOU-ZZXKWVIFSA-N 0.000 description 1
- SUUSANSJKQLYRV-CSKARUKUSA-N CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CN(C)C1=C(F)C=CC=C1 Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CN(C)C1=C(F)C=CC=C1 SUUSANSJKQLYRV-CSKARUKUSA-N 0.000 description 1
- QNOOKVWIRUEMEV-VQHVLOKHSA-N CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CNC1=C(F)C=CC=C1 Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CNC1=C(F)C=CC=C1 QNOOKVWIRUEMEV-VQHVLOKHSA-N 0.000 description 1
- RQIWUJFMHFYHQH-ZZXKWVIFSA-N CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)COCC1=CN=C(Cl)C=C1 Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)COCC1=CN=C(Cl)C=C1 RQIWUJFMHFYHQH-ZZXKWVIFSA-N 0.000 description 1
- HFJFHLHQNOEQPT-QPJJXVBHSA-N CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)N(C)CC1=CC=C(Cl)N=C1 Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)N(C)CC1=CC=C(Cl)N=C1 HFJFHLHQNOEQPT-QPJJXVBHSA-N 0.000 description 1
- VBFDTQCZNBEZGB-FNORWQNLSA-N CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)N1CCCC1=O Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)N1CCCC1=O VBFDTQCZNBEZGB-FNORWQNLSA-N 0.000 description 1
- XCQQKXLPGPZOIA-HGHPMXDXSA-N CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)N[C@H]1C[S@@](=O)C1 Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)N[C@H]1C[S@@](=O)C1 XCQQKXLPGPZOIA-HGHPMXDXSA-N 0.000 description 1
- SFYQZSFCZNTGEM-HWKANZROSA-N CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)O Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)O SFYQZSFCZNTGEM-HWKANZROSA-N 0.000 description 1
- OSICFJMPOPQPQZ-DUXPYHPUSA-N CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC=N1 Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC=N1 OSICFJMPOPQPQZ-DUXPYHPUSA-N 0.000 description 1
- STOFQIJBZKLTFH-GORDUTHDSA-N CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CN=C1C(=O)CCC1=CN=C(Cl)C=C1 Chemical compound CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CN=C1C(=O)CCC1=CN=C(Cl)C=C1 STOFQIJBZKLTFH-GORDUTHDSA-N 0.000 description 1
- ZIKMJBOVJHDVFO-DUXPYHPUSA-N CC1=CC(C(F)(F)F)=CC(C(/C=C/C2=CC=C(N3C=NC=N3)C(C#N)=C2)C(F)(F)F)=C1 Chemical compound CC1=CC(C(F)(F)F)=CC(C(/C=C/C2=CC=C(N3C=NC=N3)C(C#N)=C2)C(F)(F)F)=C1 ZIKMJBOVJHDVFO-DUXPYHPUSA-N 0.000 description 1
- UJJDMWLSYHJWLH-QPJJXVBHSA-N CC1=CC(C(F)(F)F)=CC(C(/C=C/C2=CC=C(N3C=NC=N3)C=C2)C(F)(F)F)=C1 Chemical compound CC1=CC(C(F)(F)F)=CC(C(/C=C/C2=CC=C(N3C=NC=N3)C=C2)C(F)(F)F)=C1 UJJDMWLSYHJWLH-QPJJXVBHSA-N 0.000 description 1
- UNYDBVPGLVTEGQ-VMPITWQZSA-N CC1=CC(C)=CC(C(/C=C/C2=CC=C(N3C=NC=N3)C=C2)C(F)(F)F)=C1 Chemical compound CC1=CC(C)=CC(C(/C=C/C2=CC=C(N3C=NC=N3)C=C2)C(F)(F)F)=C1 UNYDBVPGLVTEGQ-VMPITWQZSA-N 0.000 description 1
- TYNFZRHTQRFKBZ-CTLBSIORSA-N CC1=CC(C)=CC(C(Br)C(F)(F)F)=C1.CC1=CC(C)=CC(C(O)C(F)(F)F)=C1.I[2H](I)(I)(I)(I)(I)(I)(I)(I)(I)(I)(I)(I)(I)(I)(I)(I)(I)(I)I.I[2H](I)(I)(I)(I)(I)(I)(I)(I)(I)(I)(I)(I)(I)(I)(I)(I)(I)I Chemical compound CC1=CC(C)=CC(C(Br)C(F)(F)F)=C1.CC1=CC(C)=CC(C(O)C(F)(F)F)=C1.I[2H](I)(I)(I)(I)(I)(I)(I)(I)(I)(I)(I)(I)(I)(I)(I)(I)(I)(I)I.I[2H](I)(I)(I)(I)(I)(I)(I)(I)(I)(I)(I)(I)(I)(I)(I)(I)(I)I TYNFZRHTQRFKBZ-CTLBSIORSA-N 0.000 description 1
- SWFPHMHQIACLAJ-IZZDOVSWSA-N CC1=CC=C(C(/C=C/C2=CC=C(N3C=NC=N3)C=C2)C(F)(F)F)C=C1 Chemical compound CC1=CC=C(C(/C=C/C2=CC=C(N3C=NC=N3)C=C2)C(F)(F)F)C=C1 SWFPHMHQIACLAJ-IZZDOVSWSA-N 0.000 description 1
- NYSPPWKGIIDZPT-QPJJXVBHSA-N CC1=NC=NN1C1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1 Chemical compound CC1=NC=NN1C1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1 NYSPPWKGIIDZPT-QPJJXVBHSA-N 0.000 description 1
- STIRKHJXAJYFLO-QPJJXVBHSA-N CC1=NN(C2=CC=C(/C=C/C(C3=CC(Cl)=CC(Cl)=C3)C(F)(F)F)C=C2)C=N1 Chemical compound CC1=NN(C2=CC=C(/C=C/C(C3=CC(Cl)=CC(Cl)=C3)C(F)(F)F)C=C2)C=N1 STIRKHJXAJYFLO-QPJJXVBHSA-N 0.000 description 1
- MQOACFLZQPIQEM-DUXPYHPUSA-N CC1=NN(C2=CC=C(/C=C/C(C3=CC(Cl)=CC(Cl)=C3)C(F)(F)F)C=C2C#N)C=N1 Chemical compound CC1=NN(C2=CC=C(/C=C/C(C3=CC(Cl)=CC(Cl)=C3)C(F)(F)F)C=C2C#N)C=N1 MQOACFLZQPIQEM-DUXPYHPUSA-N 0.000 description 1
- GKWLPLGXDFTRED-VMPITWQZSA-N CCC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1 Chemical compound CCC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1 GKWLPLGXDFTRED-VMPITWQZSA-N 0.000 description 1
- PYHHWKPYVKMRFF-CSKARUKUSA-N CCC(=O)CCC1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1 Chemical compound CCC(=O)CCC1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1 PYHHWKPYVKMRFF-CSKARUKUSA-N 0.000 description 1
- UTWRUXSCODECMW-GQCTYLIASA-N CCC1=CC(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CC1CS(=O)(=O)C1 Chemical compound CCC1=CC(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CC1CS(=O)(=O)C1 UTWRUXSCODECMW-GQCTYLIASA-N 0.000 description 1
- TVSDXXULQXQDFJ-GQCTYLIASA-N CCC1=CC(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC(=O)NCC(F)(F)F Chemical compound CCC1=CC(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC(=O)NCC(F)(F)F TVSDXXULQXQDFJ-GQCTYLIASA-N 0.000 description 1
- NXWZZKNVGYXYSB-RMKNXTFCSA-N CCC1=CC(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC1=C(Cl)N=CC=C1 Chemical compound CCC1=CC(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC1=C(Cl)N=CC=C1 NXWZZKNVGYXYSB-RMKNXTFCSA-N 0.000 description 1
- UEPIOGJMYFXACI-XBXARRHUSA-N CCC1=CC(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC1=CN=C(Cl)C=C1 Chemical compound CCC1=CC(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC1=CN=C(Cl)C=C1 UEPIOGJMYFXACI-XBXARRHUSA-N 0.000 description 1
- QVYXSZGIPUKZPY-GQCTYLIASA-N CCC1=CC(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)=CC=C1C(=O)O Chemical compound CCC1=CC(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)=CC=C1C(=O)O QVYXSZGIPUKZPY-GQCTYLIASA-N 0.000 description 1
- VDFYOVYZGIOOKA-HWKANZROSA-N CCC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC=N1 Chemical compound CCC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC=N1 VDFYOVYZGIOOKA-HWKANZROSA-N 0.000 description 1
- BFXMWZWUQHSHTG-WEVVVXLNSA-N CCCC(=O)CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br Chemical compound CCCC(=O)CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br BFXMWZWUQHSHTG-WEVVVXLNSA-N 0.000 description 1
- QPQZUYDWRVBAHE-WEVVVXLNSA-N CCCC(=O)CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1C(F)(F)F Chemical compound CCCC(=O)CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1C(F)(F)F QPQZUYDWRVBAHE-WEVVVXLNSA-N 0.000 description 1
- LLPSCSYOSOJJSF-QPJJXVBHSA-N CCNC(=S)NC1CCC2=CC(/C=C/C(C3=CC(Cl)=C(Cl)C(Cl)=C3)C(F)(F)F)=CC=C21 Chemical compound CCNC(=S)NC1CCC2=CC(/C=C/C(C3=CC(Cl)=C(Cl)C(Cl)=C3)C(F)(F)F)=CC=C21 LLPSCSYOSOJJSF-QPJJXVBHSA-N 0.000 description 1
- ILYPUWKSUXFMLE-UHFFFAOYSA-N CCOC(=O)C(N)C1=NC=C(Br)C=C1Cl Chemical compound CCOC(=O)C(N)C1=NC=C(Br)C=C1Cl ILYPUWKSUXFMLE-UHFFFAOYSA-N 0.000 description 1
- FHRPXZLNWLHARF-PLNGDYQASA-N CCOC(=O)C1=C(Br)C=C(/C=C\C(C)C2=CC(Cl)=C(Cl)C(Cl)=C2)C=C1 Chemical compound CCOC(=O)C1=C(Br)C=C(/C=C\C(C)C2=CC(Cl)=C(Cl)C(Cl)=C2)C=C1 FHRPXZLNWLHARF-PLNGDYQASA-N 0.000 description 1
- OXRJBMLZPOYATC-UHFFFAOYSA-N CCOC(=O)C1=C(Br)C=C(I)C=C1 Chemical compound CCOC(=O)C1=C(Br)C=C(I)C=C1 OXRJBMLZPOYATC-UHFFFAOYSA-N 0.000 description 1
- KOSGPTQDUCSUAI-HWKANZROSA-N CCOC(=O)C1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC=N1 Chemical compound CCOC(=O)C1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC=N1 KOSGPTQDUCSUAI-HWKANZROSA-N 0.000 description 1
- QICIEFLWZDFLRE-GQCTYLIASA-N CCOC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br Chemical compound CCOC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br QICIEFLWZDFLRE-GQCTYLIASA-N 0.000 description 1
- VJOQYJOMQWRHPN-FNORWQNLSA-N CCOC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1C Chemical compound CCOC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1C VJOQYJOMQWRHPN-FNORWQNLSA-N 0.000 description 1
- VIVRNYPSAKKJAZ-GQCTYLIASA-N CCOC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl Chemical compound CCOC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl VIVRNYPSAKKJAZ-GQCTYLIASA-N 0.000 description 1
- NDTQJYNKMNJEGE-GQCTYLIASA-N CCOC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1Br Chemical compound CCOC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1Br NDTQJYNKMNJEGE-GQCTYLIASA-N 0.000 description 1
- UMLRJCBWAYXANW-FNORWQNLSA-N CCOC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1C Chemical compound CCOC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1C UMLRJCBWAYXANW-FNORWQNLSA-N 0.000 description 1
- MLDPMZRZSSFCLE-SOFGYWHQSA-N CCOC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1CC Chemical compound CCOC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1CC MLDPMZRZSSFCLE-SOFGYWHQSA-N 0.000 description 1
- XQYBOVQMVSITMA-GQCTYLIASA-N CCOC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1Cl Chemical compound CCOC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1Cl XQYBOVQMVSITMA-GQCTYLIASA-N 0.000 description 1
- HWMFTUMNSFMYJB-GQCTYLIASA-N CCOC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1F Chemical compound CCOC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1F HWMFTUMNSFMYJB-GQCTYLIASA-N 0.000 description 1
- KULVRBTUNQINIA-GQCTYLIASA-N CCOC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1Br Chemical compound CCOC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1Br KULVRBTUNQINIA-GQCTYLIASA-N 0.000 description 1
- MYEFPHLQLVNFFL-FNORWQNLSA-N CCOC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1C Chemical compound CCOC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1C MYEFPHLQLVNFFL-FNORWQNLSA-N 0.000 description 1
- OJXOZISELHPJHT-GQCTYLIASA-N CCOC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1F Chemical compound CCOC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1F OJXOZISELHPJHT-GQCTYLIASA-N 0.000 description 1
- IHBQGZNXJKCYPB-UHFFFAOYSA-N CCOC(=O)C1=CC=C(Br)C=C1CC Chemical compound CCOC(=O)C1=CC=C(Br)C=C1CC IHBQGZNXJKCYPB-UHFFFAOYSA-N 0.000 description 1
- HOKHTTHZNDQNPY-UHFFFAOYSA-N CCOC(=O)C1=CC=C(Br)C=C1Cl Chemical compound CCOC(=O)C1=CC=C(Br)C=C1Cl HOKHTTHZNDQNPY-UHFFFAOYSA-N 0.000 description 1
- MVDINIAYLXTBKB-UHFFFAOYSA-N CCOC(=O)C1=CC=C(Br)C=C1F Chemical compound CCOC(=O)C1=CC=C(Br)C=C1F MVDINIAYLXTBKB-UHFFFAOYSA-N 0.000 description 1
- UGBNMEIGXRBKTM-GQCTYLIASA-N CCc(cc(/C=C/C(C(F)(F)F)c(cc1Cl)cc(Cl)c1F)cc1)c1C(NCC(NCC(F)(F)F)=O)=O Chemical compound CCc(cc(/C=C/C(C(F)(F)F)c(cc1Cl)cc(Cl)c1F)cc1)c1C(NCC(NCC(F)(F)F)=O)=O UGBNMEIGXRBKTM-GQCTYLIASA-N 0.000 description 1
- QZBUHENLVLOHFE-VMPITWQZSA-N CN(C)C(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1 Chemical compound CN(C)C(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1 QZBUHENLVLOHFE-VMPITWQZSA-N 0.000 description 1
- QRXGZAHWXLQZBI-QPJJXVBHSA-N CN(C)C1=CC=C(CNC(=O)C2=CC=C(/C=C/C(C3=CC(Cl)=C(Cl)C(Cl)=C3)C(F)(F)F)C=C2Br)C=N1 Chemical compound CN(C)C1=CC=C(CNC(=O)C2=CC=C(/C=C/C(C3=CC(Cl)=C(Cl)C(Cl)=C3)C(F)(F)F)C=C2Br)C=N1 QRXGZAHWXLQZBI-QPJJXVBHSA-N 0.000 description 1
- YDHJBLMRWGMUSP-GQCTYLIASA-N CN(C)NC(=O)CCC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br Chemical compound CN(C)NC(=O)CCC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br YDHJBLMRWGMUSP-GQCTYLIASA-N 0.000 description 1
- BNXSDSVSGXBRMD-DUXPYHPUSA-N CNC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC=N1 Chemical compound CNC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC=N1 BNXSDSVSGXBRMD-DUXPYHPUSA-N 0.000 description 1
- RXWHHNVYDRTNHW-VOTSOKGWSA-N COC(/C=C/C1=CC=C(N2C=NC=N2)C=C1)(C1=CC(Cl)=CC(Cl)=C1)C(F)(F)F Chemical compound COC(/C=C/C1=CC=C(N2C=NC=N2)C=C1)(C1=CC(Cl)=CC(Cl)=C1)C(F)(F)F RXWHHNVYDRTNHW-VOTSOKGWSA-N 0.000 description 1
- KBIZZGQVFXAVBF-GQCTYLIASA-N COC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1OC Chemical compound COC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1OC KBIZZGQVFXAVBF-GQCTYLIASA-N 0.000 description 1
- XTKBWJTVCAZWOO-BQYQJAHWSA-N COC(C)(/C=C/C1=CC=C(N2C=NC=N2)C=C1)C1=CC(Cl)=CC(Cl)=C1 Chemical compound COC(C)(/C=C/C1=CC=C(N2C=NC=N2)C=C1)C1=CC(Cl)=CC(Cl)=C1 XTKBWJTVCAZWOO-BQYQJAHWSA-N 0.000 description 1
- GPZNCCUCFAALBZ-QPJJXVBHSA-N COC1=C(Cl)C=C(C(/C=C/C2=CC=C(N3C=NC=N3)C=C2)C(F)(F)F)C=C1Cl Chemical compound COC1=C(Cl)C=C(C(/C=C/C2=CC=C(N3C=NC=N3)C=C2)C(F)(F)F)C=C1Cl GPZNCCUCFAALBZ-QPJJXVBHSA-N 0.000 description 1
- VDKKCAXKYZFHTI-HWKANZROSA-N COC1=CC(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CC1CS(=O)(=O)C1 Chemical compound COC1=CC(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CC1CS(=O)(=O)C1 VDKKCAXKYZFHTI-HWKANZROSA-N 0.000 description 1
- BZMFWHIPVDSDOM-HWKANZROSA-N COC1=CC(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CC1CSC1 Chemical compound COC1=CC(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CC1CSC1 BZMFWHIPVDSDOM-HWKANZROSA-N 0.000 description 1
- IORYRMPLAHSNJE-XVNBXDOJSA-N COC1=CC(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC1=CN=C(Cl)C=C1 Chemical compound COC1=CC(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)=CC=C1C(=O)CCC1=CN=C(Cl)C=C1 IORYRMPLAHSNJE-XVNBXDOJSA-N 0.000 description 1
- LTSPQQMBMDQULU-NYYWCZLTSA-N COC1=CC=C(C(/C=C/C2=CC=C(N3C=NC=N3)C=C2)C(F)(F)F)C=C1 Chemical compound COC1=CC=C(C(/C=C/C2=CC=C(N3C=NC=N3)C=C2)C(F)(F)F)C=C1 LTSPQQMBMDQULU-NYYWCZLTSA-N 0.000 description 1
- BERZHPZLFWXZGB-ZZXKWVIFSA-N COC1=CC=C(CNC(=O)C2=CC=C(/C=C/C(C3=CC(Cl)=C(Cl)C(Cl)=C3)C(F)(F)F)C=C2Br)C=N1 Chemical compound COC1=CC=C(CNC(=O)C2=CC=C(/C=C/C(C3=CC(Cl)=C(Cl)C(Cl)=C3)C(F)(F)F)C=C2Br)C=N1 BERZHPZLFWXZGB-ZZXKWVIFSA-N 0.000 description 1
- OGCPXYUOIGGSNY-HWKANZROSA-N CONC(=O)CCC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br Chemical compound CONC(=O)CCC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br OGCPXYUOIGGSNY-HWKANZROSA-N 0.000 description 1
- ZYIGWTFLFITPFR-QPJJXVBHSA-N CS(=O)(=O)C1=NC=NN1C1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1 Chemical compound CS(=O)(=O)C1=NC=NN1C1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1 ZYIGWTFLFITPFR-QPJJXVBHSA-N 0.000 description 1
- ZTXMLNGJAZJQPE-XVNBXDOJSA-N CSCCC(=O)CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl Chemical compound CSCCC(=O)CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl ZTXMLNGJAZJQPE-XVNBXDOJSA-N 0.000 description 1
- AABOCCMBKHTKLZ-XVNBXDOJSA-N Cc(cc(/C=C/C(C(F)(F)F)c(cc1Cl)cc(Cl)c1F)cc1)c1C(NCc(nc1)ccc1Cl)=O Chemical compound Cc(cc(/C=C/C(C(F)(F)F)c(cc1Cl)cc(Cl)c1F)cc1)c1C(NCc(nc1)ccc1Cl)=O AABOCCMBKHTKLZ-XVNBXDOJSA-N 0.000 description 1
- WJWCCBXBNPOBMF-HWKANZROSA-N Cc(cc(/C=C/C(C(F)(F)F)c1cc(Cl)cc(Cl)c1)cc1)c1C(NC(C1)CS1(=O)=O)=O Chemical compound Cc(cc(/C=C/C(C(F)(F)F)c1cc(Cl)cc(Cl)c1)cc1)c1C(NC(C1)CS1(=O)=O)=O WJWCCBXBNPOBMF-HWKANZROSA-N 0.000 description 1
- KIDVZZAYZGJDQQ-HWKANZROSA-N Cc(cc(/C=C/C(C(F)(F)F)c1cc(Cl)cc(Cl)c1)cc1)c1C(NCC(F)(F)F)=O Chemical compound Cc(cc(/C=C/C(C(F)(F)F)c1cc(Cl)cc(Cl)c1)cc1)c1C(NCC(F)(F)F)=O KIDVZZAYZGJDQQ-HWKANZROSA-N 0.000 description 1
- XDBWCYBEFYMTMG-HWKANZROSA-N Cc(cc(/C=C/C(C(F)(F)F)c1cc(Cl)cc(Cl)c1)cc1)c1C(NCc1c[o]cc1)=O Chemical compound Cc(cc(/C=C/C(C(F)(F)F)c1cc(Cl)cc(Cl)c1)cc1)c1C(NCc1c[o]cc1)=O XDBWCYBEFYMTMG-HWKANZROSA-N 0.000 description 1
- YZWSSRUITGEFSH-HWKANZROSA-N Cc(cc(/C=C/C(C(F)(F)F)c1cc(Cl)cc(Cl)c1)cc1)c1C(NCc1cnccn1)=O Chemical compound Cc(cc(/C=C/C(C(F)(F)F)c1cc(Cl)cc(Cl)c1)cc1)c1C(NCc1cnccn1)=O YZWSSRUITGEFSH-HWKANZROSA-N 0.000 description 1
- MBQYCFCLGBGOKR-UHFFFAOYSA-N Cc(cc(C=C)cc1C#N)c1-[n]1ncnc1 Chemical compound Cc(cc(C=C)cc1C#N)c1-[n]1ncnc1 MBQYCFCLGBGOKR-UHFFFAOYSA-N 0.000 description 1
- HOWJAXKGXMGVPG-XVNBXDOJSA-N Cc1cc(/C=C/C(C(F)(F)F)c(cc2Cl)ccc2Cl)ccc1C(NCc(cn1)ccc1Cl)=O Chemical compound Cc1cc(/C=C/C(C(F)(F)F)c(cc2Cl)ccc2Cl)ccc1C(NCc(cn1)ccc1Cl)=O HOWJAXKGXMGVPG-XVNBXDOJSA-N 0.000 description 1
- PIVWRHBXAODFNS-XVNBXDOJSA-N Cc1cc(/C=C/C(C(F)(F)F)c2cc(Cl)cc(Cl)c2)ccc1C(NCc1nnc(C2CC2)[o]1)=O Chemical compound Cc1cc(/C=C/C(C(F)(F)F)c2cc(Cl)cc(Cl)c2)ccc1C(NCc1nnc(C2CC2)[o]1)=O PIVWRHBXAODFNS-XVNBXDOJSA-N 0.000 description 1
- WQADBDRKAGHPLY-DUXPYHPUSA-N Cc1cc(/C=C/C(C(F)(F)F)c2cc(Cl)cc(Cl)c2)cnc1C(NCc(cn1)ccc1Cl)=O Chemical compound Cc1cc(/C=C/C(C(F)(F)F)c2cc(Cl)cc(Cl)c2)cnc1C(NCc(cn1)ccc1Cl)=O WQADBDRKAGHPLY-DUXPYHPUSA-N 0.000 description 1
- XXKYTIWQKPYLBL-UHFFFAOYSA-N Cl.NCC1=NC=C(Br)C=C1Cl Chemical compound Cl.NCC1=NC=C(Br)C=C1Cl XXKYTIWQKPYLBL-UHFFFAOYSA-N 0.000 description 1
- NBFDZJOJWRMFFA-DUXPYHPUSA-N FC(F)(F)C(/C=C/C1=C(Cl)C=C(N2C=NC=N2)C=C1)C1=CC(Cl)=C(Cl)C(Cl)=C1 Chemical compound FC(F)(F)C(/C=C/C1=C(Cl)C=C(N2C=NC=N2)C=C1)C1=CC(Cl)=C(Cl)C(Cl)=C1 NBFDZJOJWRMFFA-DUXPYHPUSA-N 0.000 description 1
- MBRLXVJXOKWUEI-DUXPYHPUSA-N FC(F)(F)C(/C=C/C1=C(Cl)C=C(N2C=NC=N2)C=C1)C1=CC(Cl)=CC(Cl)=C1 Chemical compound FC(F)(F)C(/C=C/C1=C(Cl)C=C(N2C=NC=N2)C=C1)C1=CC(Cl)=CC(Cl)=C1 MBRLXVJXOKWUEI-DUXPYHPUSA-N 0.000 description 1
- JVGIYKQAMUCLMT-FARCUNLSSA-N FC(F)(F)C(/C=C/C1=CC=C(CCC(=S)C2CC2)C(Cl)=C1)C1=CC(Cl)=C(Cl)C(Cl)=C1 Chemical compound FC(F)(F)C(/C=C/C1=CC=C(CCC(=S)C2CC2)C(Cl)=C1)C1=CC(Cl)=C(Cl)C(Cl)=C1 JVGIYKQAMUCLMT-FARCUNLSSA-N 0.000 description 1
- AHALKLOLQGIXPU-HNQUOIGGSA-N FC(F)(F)C(/C=C/C1=CC=C(N2C=NC=N2)C(Br)=C1)C1=CC(Cl)=CC(Cl)=C1 Chemical compound FC(F)(F)C(/C=C/C1=CC=C(N2C=NC=N2)C(Br)=C1)C1=CC(Cl)=CC(Cl)=C1 AHALKLOLQGIXPU-HNQUOIGGSA-N 0.000 description 1
- WZOANQVFAJEFBL-HNQUOIGGSA-N FC(F)(F)C(/C=C/C1=CC=C(N2C=NC=N2)C(Cl)=C1)C1=CC(Cl)=C(Cl)C(Cl)=C1 Chemical compound FC(F)(F)C(/C=C/C1=CC=C(N2C=NC=N2)C(Cl)=C1)C1=CC(Cl)=C(Cl)C(Cl)=C1 WZOANQVFAJEFBL-HNQUOIGGSA-N 0.000 description 1
- DJJHOGVTAOEPSR-HNQUOIGGSA-N FC(F)(F)C(/C=C/C1=CC=C(N2C=NC=N2)C(Cl)=C1)C1=CC(Cl)=CC(Cl)=C1 Chemical compound FC(F)(F)C(/C=C/C1=CC=C(N2C=NC=N2)C(Cl)=C1)C1=CC(Cl)=CC(Cl)=C1 DJJHOGVTAOEPSR-HNQUOIGGSA-N 0.000 description 1
- GSVAWZDDVKJKNH-XVNBXDOJSA-N FC(F)(F)C(/C=C/C1=CC=C(N2C=NC=N2)C=C1)C1=C(Cl)C=CC(Cl)=C1 Chemical compound FC(F)(F)C(/C=C/C1=CC=C(N2C=NC=N2)C=C1)C1=C(Cl)C=CC(Cl)=C1 GSVAWZDDVKJKNH-XVNBXDOJSA-N 0.000 description 1
- LYQYULUAMBKHKN-ZZXKWVIFSA-N FC(F)(F)C(/C=C/C1=CC=C(N2C=NC=N2)C=C1)C1=CC(Cl)=CC(Cl)=C1Cl Chemical compound FC(F)(F)C(/C=C/C1=CC=C(N2C=NC=N2)C=C1)C1=CC(Cl)=CC(Cl)=C1Cl LYQYULUAMBKHKN-ZZXKWVIFSA-N 0.000 description 1
- LOCLQFAHKVFEOT-XVNBXDOJSA-N FC(F)(F)C(/C=C/C1=CC=C(N2C=NC=N2)C=C1)C1=CC=C(Cl)C(Cl)=C1 Chemical compound FC(F)(F)C(/C=C/C1=CC=C(N2C=NC=N2)C=C1)C1=CC=C(Cl)C(Cl)=C1 LOCLQFAHKVFEOT-XVNBXDOJSA-N 0.000 description 1
- DIKDVZWUYGSMQB-FPYGCLRLSA-N FC(F)(F)C(/C=C/C1=CC=C(N2C=NC=N2)C=C1)C1=CC=C(Cl)C=C1Cl Chemical compound FC(F)(F)C(/C=C/C1=CC=C(N2C=NC=N2)C=C1)C1=CC=C(Cl)C=C1Cl DIKDVZWUYGSMQB-FPYGCLRLSA-N 0.000 description 1
- VXRIGQQEOSQGLN-RMKNXTFCSA-N FC(F)(F)C(/C=C/C1=CC=C(N2C=NC=N2)C=C1)C1=CC=CC(Cl)=C1 Chemical compound FC(F)(F)C(/C=C/C1=CC=C(N2C=NC=N2)C=C1)C1=CC=CC(Cl)=C1 VXRIGQQEOSQGLN-RMKNXTFCSA-N 0.000 description 1
- KXTFSQHQNONIHS-RMKNXTFCSA-N FC(F)(F)C(/C=C/C1=CC=C(N2C=NC=N2)C=C1)C1=CC=CC(Cl)=C1Cl Chemical compound FC(F)(F)C(/C=C/C1=CC=C(N2C=NC=N2)C=C1)C1=CC=CC(Cl)=C1Cl KXTFSQHQNONIHS-RMKNXTFCSA-N 0.000 description 1
- JWHYRCPVJCNASX-DHZHZOJOSA-N FC(F)(F)C(/C=C/C1=CC=C(N2C=NC=N2)C=C1)C1=CC=CC=C1 Chemical compound FC(F)(F)C(/C=C/C1=CC=C(N2C=NC=N2)C=C1)C1=CC=CC=C1 JWHYRCPVJCNASX-DHZHZOJOSA-N 0.000 description 1
- MTTVIHLACZDSSK-UHFFFAOYSA-N FC(F)(F)C(Br)C1=CC(Cl)=C(Cl)C(Cl)=C1 Chemical compound FC(F)(F)C(Br)C1=CC(Cl)=C(Cl)C(Cl)=C1 MTTVIHLACZDSSK-UHFFFAOYSA-N 0.000 description 1
- WGCJPCOBAJCKHX-UHFFFAOYSA-N FC(F)(F)C(Br)C1=CC(Cl)=CC(Cl)=C1 Chemical compound FC(F)(F)C(Br)C1=CC(Cl)=CC(Cl)=C1 WGCJPCOBAJCKHX-UHFFFAOYSA-N 0.000 description 1
- KJUVPDQARMGKTL-BCYNIOTPSA-N FC(F)(F)C(Br)C1=CC=CC(Cl)=C1.I[2H]I.OC(C1=CC=CC(Cl)=C1)C(F)(F)F.[2H]I Chemical compound FC(F)(F)C(Br)C1=CC=CC(Cl)=C1.I[2H]I.OC(C1=CC=CC(Cl)=C1)C(F)(F)F.[2H]I KJUVPDQARMGKTL-BCYNIOTPSA-N 0.000 description 1
- KWSPBNXTLTWAGS-RQFVEQRJSA-N FC(F)(F)C(Br)C1=CC=CC=C1.I[2H](I)(I)I.I[2H](I)I.OC(C1=CC=CC=C1)C(F)(F)F Chemical compound FC(F)(F)C(Br)C1=CC=CC=C1.I[2H](I)(I)I.I[2H](I)I.OC(C1=CC=CC=C1)C(F)(F)F KWSPBNXTLTWAGS-RQFVEQRJSA-N 0.000 description 1
- OPLQNHUZCNACKH-HNQUOIGGSA-N FC(F)(F)C1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC=N1 Chemical compound FC(F)(F)C1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC=N1 OPLQNHUZCNACKH-HNQUOIGGSA-N 0.000 description 1
- DHZXNFXRFCANFH-JXMROGBWSA-N FC1=C(C(/C=C/C2=CC=C(N3C=NC=N3)C=C2)C(F)(F)F)C=CC=C1 Chemical compound FC1=C(C(/C=C/C2=CC=C(N3C=NC=N3)C=C2)C(F)(F)F)C=CC=C1 DHZXNFXRFCANFH-JXMROGBWSA-N 0.000 description 1
- DBADNOKYDIDZBM-UHFFFAOYSA-N FC1=C(Cl)C=C(C(Br)C(F)(F)F)C=C1Cl Chemical compound FC1=C(Cl)C=C(C(Br)C(F)(F)F)C=C1Cl DBADNOKYDIDZBM-UHFFFAOYSA-N 0.000 description 1
- ONURBKZAWJHZJN-HNQUOIGGSA-N FC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC=N1 Chemical compound FC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC=N1 ONURBKZAWJHZJN-HNQUOIGGSA-N 0.000 description 1
- GVVPDJAIXAQRQC-ZZXKWVIFSA-N FC1=CC(F)=CC(C(/C=C/C2=CC=C(N3C=NC=N3)C=C2)C(F)(F)F)=C1 Chemical compound FC1=CC(F)=CC(C(/C=C/C2=CC=C(N3C=NC=N3)C=C2)C(F)(F)F)=C1 GVVPDJAIXAQRQC-ZZXKWVIFSA-N 0.000 description 1
- DIDJNEQUEYUXTM-XCVCLJGOSA-N FC1=CC=C(C(/C=C/C2=CC=C(N3C=NC=N3)C=C2)C(F)(F)F)C=C1 Chemical compound FC1=CC=C(C(/C=C/C2=CC=C(N3C=NC=N3)C=C2)C(F)(F)F)C=C1 DIDJNEQUEYUXTM-XCVCLJGOSA-N 0.000 description 1
- YUOMISQXWXFJFW-RMKNXTFCSA-N FC1=CC=CC(C(/C=C/C2=CC=C(N3C=NC=N3)C=C2)C(F)(F)F)=C1 Chemical compound FC1=CC=CC(C(/C=C/C2=CC=C(N3C=NC=N3)C=C2)C(F)(F)F)=C1 YUOMISQXWXFJFW-RMKNXTFCSA-N 0.000 description 1
- MFUZJLPIGYIBSM-UHFFFAOYSA-N N#CC1=C2C=CC=CC2=C(CBr)C=C1 Chemical compound N#CC1=C2C=CC=CC2=C(CBr)C=C1 MFUZJLPIGYIBSM-UHFFFAOYSA-N 0.000 description 1
- RMRMGSCFTYBZHE-DUXPYHPUSA-N N#CC1=CC(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)=CC=C1C(=O)O Chemical compound N#CC1=CC(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)=CC=C1C(=O)O RMRMGSCFTYBZHE-DUXPYHPUSA-N 0.000 description 1
- DCBUDDWRROLALJ-HNQUOIGGSA-N N#CC1=CC(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC=N1 Chemical compound N#CC1=CC(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC=N1 DCBUDDWRROLALJ-HNQUOIGGSA-N 0.000 description 1
- BQKCBRJCHQHSDE-GORDUTHDSA-N N#CC1=CC(/C=C/C(C2=CC(Cl)=C(Cl)C=C2)C(F)(F)F)=CC=C1C(=O)O Chemical compound N#CC1=CC(/C=C/C(C2=CC(Cl)=C(Cl)C=C2)C(F)(F)F)=CC=C1C(=O)O BQKCBRJCHQHSDE-GORDUTHDSA-N 0.000 description 1
- SGIWIJNWCDFPGE-DUXPYHPUSA-N N#CC1=CC(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)=CC=C1C(=O)O Chemical compound N#CC1=CC(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)=CC=C1C(=O)O SGIWIJNWCDFPGE-DUXPYHPUSA-N 0.000 description 1
- NBOIETDSYQTCQV-HNQUOIGGSA-N N#CC1=CC(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC=N1 Chemical compound N#CC1=CC(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC=N1 NBOIETDSYQTCQV-HNQUOIGGSA-N 0.000 description 1
- XXXYLHGVMALQKV-HNQUOIGGSA-N N#CC1=CC(/C=C/C(C2=CC(Cl)=CC(C(F)(F)F)=C2)C(F)(F)F)=CC=C1N1C=NC=N1 Chemical compound N#CC1=CC(/C=C/C(C2=CC(Cl)=CC(C(F)(F)F)=C2)C(F)(F)F)=CC=C1N1C=NC=N1 XXXYLHGVMALQKV-HNQUOIGGSA-N 0.000 description 1
- VXMWMRFPHGGQKU-DUXPYHPUSA-N N#CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)O Chemical compound N#CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1C(=O)O VXMWMRFPHGGQKU-DUXPYHPUSA-N 0.000 description 1
- HQCIJIGEIADWFJ-HNQUOIGGSA-N N#CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC(N)=N1 Chemical compound N#CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC(N)=N1 HQCIJIGEIADWFJ-HNQUOIGGSA-N 0.000 description 1
- CREJHLNKGMKPKP-HNQUOIGGSA-N N#CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC=N1 Chemical compound N#CC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC=N1 CREJHLNKGMKPKP-HNQUOIGGSA-N 0.000 description 1
- KGBQJEJZUPMFOR-GQCTYLIASA-N N#CC1=CC(/C=C/C(C2=CC(Cl)=CC=C2)C(F)(F)F)=CC=C1N1C=NC=N1 Chemical compound N#CC1=CC(/C=C/C(C2=CC(Cl)=CC=C2)C(F)(F)F)=CC=C1N1C=NC=N1 KGBQJEJZUPMFOR-GQCTYLIASA-N 0.000 description 1
- SRLZZERDLNTQIY-DAFODLJHSA-N N#CC1=CC(/C=C/C(C2=CC=C(Cl)C(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC=N1 Chemical compound N#CC1=CC(/C=C/C(C2=CC=C(Cl)C(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC=N1 SRLZZERDLNTQIY-DAFODLJHSA-N 0.000 description 1
- NBOIETDSYQTCQV-IWQZZHSRSA-N N#CC1=CC(/C=C\C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC=N1 Chemical compound N#CC1=CC(/C=C\C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC=N1 NBOIETDSYQTCQV-IWQZZHSRSA-N 0.000 description 1
- ZESZAIOGACKOMB-UHFFFAOYSA-N N#Cc1ccc(CBr)c(F)c1 Chemical compound N#Cc1ccc(CBr)c(F)c1 ZESZAIOGACKOMB-UHFFFAOYSA-N 0.000 description 1
- FREDPTCTORGVBX-HNQUOIGGSA-N NC(=O)C1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC=N1 Chemical compound NC(=O)C1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC=N1 FREDPTCTORGVBX-HNQUOIGGSA-N 0.000 description 1
- BDBYQEPNNVZXSG-ZZXKWVIFSA-N NC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1 Chemical compound NC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1 BDBYQEPNNVZXSG-ZZXKWVIFSA-N 0.000 description 1
- AUDMFOYSYOGVAR-HNQUOIGGSA-N NC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC=N1 Chemical compound NC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC=N1 AUDMFOYSYOGVAR-HNQUOIGGSA-N 0.000 description 1
- OYXXKWCHGDZYBB-DUXPYHPUSA-N NC1C2=CC=C(/C=C/C(C3=CC(Cl)=C(F)C(Cl)=C3)C(F)(F)F)C=C2CC1F Chemical compound NC1C2=CC=C(/C=C/C(C3=CC(Cl)=C(F)C(Cl)=C3)C(F)(F)F)C=C2CC1F OYXXKWCHGDZYBB-DUXPYHPUSA-N 0.000 description 1
- DJRVFSUWIHQLKX-GORDUTHDSA-N NC1CCC2=CC(/C=C/C(C3=CC(Cl)=C(Cl)C(Cl)=C3)C(F)(F)F)=CC=C21 Chemical compound NC1CCC2=CC(/C=C/C(C3=CC(Cl)=C(Cl)C(Cl)=C3)C(F)(F)F)=CC=C21 DJRVFSUWIHQLKX-GORDUTHDSA-N 0.000 description 1
- VVYFJAOTVBUQKA-GORDUTHDSA-N NC1CCC2=CC(/C=C/C(C3=CC(Cl)=C(F)C(Cl)=C3)C(F)(F)F)=CC=C21 Chemical compound NC1CCC2=CC(/C=C/C(C3=CC(Cl)=C(F)C(Cl)=C3)C(F)(F)F)=CC=C21 VVYFJAOTVBUQKA-GORDUTHDSA-N 0.000 description 1
- OBQKBTGZRPOPOU-FNORWQNLSA-N NC1CCCC2=CC(/C=C/C(C3=CC(Cl)=C(Cl)C(Cl)=C3)C(F)(F)F)=CC=C21 Chemical compound NC1CCCC2=CC(/C=C/C(C3=CC(Cl)=C(Cl)C(Cl)=C3)C(F)(F)F)=CC=C21 OBQKBTGZRPOPOU-FNORWQNLSA-N 0.000 description 1
- SREHVWAQGLLFAB-AATRIKPKSA-N NCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1 Chemical compound NCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1 SREHVWAQGLLFAB-AATRIKPKSA-N 0.000 description 1
- VHVUAHKCLVLGAO-DUXPYHPUSA-N NCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br Chemical compound NCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br VHVUAHKCLVLGAO-DUXPYHPUSA-N 0.000 description 1
- AAAPMMBLANWOBT-DUXPYHPUSA-N NCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1C(F)(F)F Chemical compound NCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1C(F)(F)F AAAPMMBLANWOBT-DUXPYHPUSA-N 0.000 description 1
- SXMHQNKPXPGALJ-DUXPYHPUSA-N NCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl Chemical compound NCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl SXMHQNKPXPGALJ-DUXPYHPUSA-N 0.000 description 1
- TXBARNIGNJRHBN-DUXPYHPUSA-N NCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1F Chemical compound NCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1F TXBARNIGNJRHBN-DUXPYHPUSA-N 0.000 description 1
- NYDDUMVYPOXSER-FNORWQNLSA-N NCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C=C2)C(F)(F)F)C=C1 Chemical compound NCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C=C2)C(F)(F)F)C=C1 NYDDUMVYPOXSER-FNORWQNLSA-N 0.000 description 1
- QCVVSHUWCQOBFN-GORDUTHDSA-N NCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C=C2)C(F)(F)F)C=C1Br Chemical compound NCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C=C2)C(F)(F)F)C=C1Br QCVVSHUWCQOBFN-GORDUTHDSA-N 0.000 description 1
- YSRCULWRFHIVEU-GORDUTHDSA-N NCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C=C2)C(F)(F)F)C=C1Cl Chemical compound NCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C=C2)C(F)(F)F)C=C1Cl YSRCULWRFHIVEU-GORDUTHDSA-N 0.000 description 1
- YXGWMFFNMILQII-GORDUTHDSA-N NCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C=C2)C(F)(F)F)C=C1F Chemical compound NCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C=C2)C(F)(F)F)C=C1F YXGWMFFNMILQII-GORDUTHDSA-N 0.000 description 1
- HPHYJHWZHUGQPB-DUXPYHPUSA-N NCC1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1Br Chemical compound NCC1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1Br HPHYJHWZHUGQPB-DUXPYHPUSA-N 0.000 description 1
- XKEDOMRKNZGQMQ-DUXPYHPUSA-N NCC1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1C(F)(F)F Chemical compound NCC1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1C(F)(F)F XKEDOMRKNZGQMQ-DUXPYHPUSA-N 0.000 description 1
- RRCXPFWQTUDDOP-DUXPYHPUSA-N NCC1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1Cl Chemical compound NCC1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1Cl RRCXPFWQTUDDOP-DUXPYHPUSA-N 0.000 description 1
- PYGMQYRPLRUACF-DUXPYHPUSA-N NCC1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1F Chemical compound NCC1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1F PYGMQYRPLRUACF-DUXPYHPUSA-N 0.000 description 1
- BQRJMMYEUAVVCK-AATRIKPKSA-N NCC1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1 Chemical compound NCC1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1 BQRJMMYEUAVVCK-AATRIKPKSA-N 0.000 description 1
- KKAZTEPOSUCDLW-DUXPYHPUSA-N NCC1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1Br Chemical compound NCC1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1Br KKAZTEPOSUCDLW-DUXPYHPUSA-N 0.000 description 1
- NEVKBRXHKBFLRS-DUXPYHPUSA-N NCC1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1C(F)(F)F Chemical compound NCC1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1C(F)(F)F NEVKBRXHKBFLRS-DUXPYHPUSA-N 0.000 description 1
- GNNVHMYPUGJQCA-DUXPYHPUSA-N NCC1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1F Chemical compound NCC1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1F GNNVHMYPUGJQCA-DUXPYHPUSA-N 0.000 description 1
- WUVISTQSDBMHHX-OWOJBTEDSA-N NCC1=NC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl Chemical compound NCC1=NC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl WUVISTQSDBMHHX-OWOJBTEDSA-N 0.000 description 1
- ZCGCPBQXWNPVNE-HNQUOIGGSA-N NN1CCC2=CC(/C=C/C(C3=CC(Cl)=C(F)C(Cl)=C3)C(F)(F)F)=CC=C21 Chemical compound NN1CCC2=CC(/C=C/C(C3=CC(Cl)=C(F)C(Cl)=C3)C(F)(F)F)=CC=C21 ZCGCPBQXWNPVNE-HNQUOIGGSA-N 0.000 description 1
- IYNBUGGKFVLKOV-ZZXKWVIFSA-N NNC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1 Chemical compound NNC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1 IYNBUGGKFVLKOV-ZZXKWVIFSA-N 0.000 description 1
- GTBXEHRLCWVSEN-ZZXKWVIFSA-N NOC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1 Chemical compound NOC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1 GTBXEHRLCWVSEN-ZZXKWVIFSA-N 0.000 description 1
- JYOPQQQMAIXZSH-ZFTYUBMFSA-N O/N=C1\CCCC2=CC(/C=C/C(C3=CC(Cl)=C(Cl)C(Cl)=C3)C(F)(F)F)=CC=C21 Chemical compound O/N=C1\CCCC2=CC(/C=C/C(C3=CC(Cl)=C(Cl)C(Cl)=C3)C(F)(F)F)=CC=C21 JYOPQQQMAIXZSH-ZFTYUBMFSA-N 0.000 description 1
- NBSVMSBZIHBJOJ-DUXPYHPUSA-N O=C(C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br)N1CCN(CC(F)(F)F)CC1 Chemical compound O=C(C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br)N1CCN(CC(F)(F)F)CC1 NBSVMSBZIHBJOJ-DUXPYHPUSA-N 0.000 description 1
- TVAOCYWOUJRNSH-ZZXKWVIFSA-N O=C(C1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1)N1CCOCC1 Chemical compound O=C(C1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1)N1CCOCC1 TVAOCYWOUJRNSH-ZZXKWVIFSA-N 0.000 description 1
- OSYOLONCUXFFLT-FPYGCLRLSA-N O=C(C1=NC=NN1C1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1)C1CC1 Chemical compound O=C(C1=NC=NN1C1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1)C1CC1 OSYOLONCUXFFLT-FPYGCLRLSA-N 0.000 description 1
- MBXJQYQVFNXXBN-WEVVVXLNSA-N O=C(C1CC1)N(CC1=CC=CC=N1)CC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1C(F)(F)F Chemical compound O=C(C1CC1)N(CC1=CC=CC=N1)CC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1C(F)(F)F MBXJQYQVFNXXBN-WEVVVXLNSA-N 0.000 description 1
- KODYFIKKUSHPEI-WEVVVXLNSA-N O=C(C1CC1)N(CC1=CC=CC=N1)CC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl Chemical compound O=C(C1CC1)N(CC1=CC=CC=N1)CC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl KODYFIKKUSHPEI-WEVVVXLNSA-N 0.000 description 1
- NYTRQSPIQDLRIP-FPYGCLRLSA-N O=C(C1CC1)NNc1ccc(/C=C/C(C(F)(F)F)c(cc2Cl)cc(Cl)c2Cl)cc1 Chemical compound O=C(C1CC1)NNc1ccc(/C=C/C(C(F)(F)F)c(cc2Cl)cc(Cl)c2Cl)cc1 NYTRQSPIQDLRIP-FPYGCLRLSA-N 0.000 description 1
- BRHJSWAPKAYJEH-FPYGCLRLSA-N O=C(C1CC1)NOc1ccc(/C=C/C(C(F)(F)F)c(cc2Cl)cc(Cl)c2Cl)cc1 Chemical compound O=C(C1CC1)NOc1ccc(/C=C/C(C(F)(F)F)c(cc2Cl)cc(Cl)c2Cl)cc1 BRHJSWAPKAYJEH-FPYGCLRLSA-N 0.000 description 1
- SNSLSDXUPUDMRX-DUXPYHPUSA-N O=C(CC(F)(F)F)NC1C2=CC=C(/C=C/C(C3=CC(Cl)=C(F)C(Cl)=C3)C(F)(F)F)C=C2CC1F Chemical compound O=C(CC(F)(F)F)NC1C2=CC=C(/C=C/C(C3=CC(Cl)=C(F)C(Cl)=C3)C(F)(F)F)C=C2CC1F SNSLSDXUPUDMRX-DUXPYHPUSA-N 0.000 description 1
- PUSNRMJXNXAGNO-GORDUTHDSA-N O=C(CC(F)(F)F)NC1CCC2=CC(/C=C/C(C3=CC(Cl)=C(F)C(Cl)=C3)C(F)(F)F)=CC=C21 Chemical compound O=C(CC(F)(F)F)NC1CCC2=CC(/C=C/C(C3=CC(Cl)=C(F)C(Cl)=C3)C(F)(F)F)=CC=C21 PUSNRMJXNXAGNO-GORDUTHDSA-N 0.000 description 1
- UWDFPOVWHKUFFB-FNORWQNLSA-N O=C(CC(F)(F)F)NC1CCCC2=CC(/C=C/C(C3=CC(Cl)=C(Cl)C(Cl)=C3)C(F)(F)F)=CC=C21 Chemical compound O=C(CC(F)(F)F)NC1CCCC2=CC(/C=C/C(C3=CC(Cl)=C(Cl)C(Cl)=C3)C(F)(F)F)=CC=C21 UWDFPOVWHKUFFB-FNORWQNLSA-N 0.000 description 1
- PAYCADUVJBMGRB-WAYWQWQTSA-N O=C(CC(F)(F)F)NCc1ccc(/C=C\C(C(F)(F)F)c(cc2Cl)cc(Cl)c2Cl)cc1 Chemical compound O=C(CC(F)(F)F)NCc1ccc(/C=C\C(C(F)(F)F)c(cc2Cl)cc(Cl)c2Cl)cc1 PAYCADUVJBMGRB-WAYWQWQTSA-N 0.000 description 1
- ZKWXNQSZPQWKKQ-QHHAFSJGSA-N O=C(CC1=CC=C(Cl)N=C1)NC1CCC2=CC(/C=C/C(C3=CC(Cl)=C(F)C(Cl)=C3)C(F)(F)F)=CC=C21 Chemical compound O=C(CC1=CC=C(Cl)N=C1)NC1CCC2=CC(/C=C/C(C3=CC(Cl)=C(F)C(Cl)=C3)C(F)(F)F)=CC=C21 ZKWXNQSZPQWKKQ-QHHAFSJGSA-N 0.000 description 1
- ROAZLVYACMFHBA-DUXPYHPUSA-N O=C(CC1CS(=O)(=O)C1)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br Chemical compound O=C(CC1CS(=O)(=O)C1)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br ROAZLVYACMFHBA-DUXPYHPUSA-N 0.000 description 1
- LJKMWVQSCTYUFF-DUXPYHPUSA-N O=C(CC1CS(=O)(=O)C1)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1C(F)(F)F Chemical compound O=C(CC1CS(=O)(=O)C1)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1C(F)(F)F LJKMWVQSCTYUFF-DUXPYHPUSA-N 0.000 description 1
- LJIAXLUIWOWNQV-DUXPYHPUSA-N O=C(CC1CS(=O)(=O)C1)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl Chemical compound O=C(CC1CS(=O)(=O)C1)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl LJIAXLUIWOWNQV-DUXPYHPUSA-N 0.000 description 1
- OMDRMRUDAWADGX-DUXPYHPUSA-N O=C(CC1CS(=O)(=O)C1)C1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1F Chemical compound O=C(CC1CS(=O)(=O)C1)C1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1F OMDRMRUDAWADGX-DUXPYHPUSA-N 0.000 description 1
- OGDCMOCQKAJWKT-DUXPYHPUSA-N O=C(CC1CS(=O)C1)C1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1F Chemical compound O=C(CC1CS(=O)C1)C1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1F OGDCMOCQKAJWKT-DUXPYHPUSA-N 0.000 description 1
- SIDSBHQXDHOHNX-DUXPYHPUSA-N O=C(CC1CSC1)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br Chemical compound O=C(CC1CSC1)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br SIDSBHQXDHOHNX-DUXPYHPUSA-N 0.000 description 1
- NCIOUDPWERILJN-DUXPYHPUSA-N O=C(CC1CSC1)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1C(F)(F)F Chemical compound O=C(CC1CSC1)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1C(F)(F)F NCIOUDPWERILJN-DUXPYHPUSA-N 0.000 description 1
- IOTABESBOVMTAP-DUXPYHPUSA-N O=C(CC1CSC1)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl Chemical compound O=C(CC1CSC1)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl IOTABESBOVMTAP-DUXPYHPUSA-N 0.000 description 1
- ADESDHZJKCURNI-DUXPYHPUSA-N O=C(CC1CSC1)C1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1F Chemical compound O=C(CC1CSC1)C1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1F ADESDHZJKCURNI-DUXPYHPUSA-N 0.000 description 1
- SICUGLGIGRXEAM-DUXPYHPUSA-N O=C(CC1CSC1)C1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1F Chemical compound O=C(CC1CSC1)C1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1F SICUGLGIGRXEAM-DUXPYHPUSA-N 0.000 description 1
- CKGCXPGJMNQIBM-FNORWQNLSA-N O=C(CCC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br)C1=CC=CC(C(F)(F)F)=C1 Chemical compound O=C(CCC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br)C1=CC=CC(C(F)(F)F)=C1 CKGCXPGJMNQIBM-FNORWQNLSA-N 0.000 description 1
- MNAPZQCULCXOJV-DUXPYHPUSA-N O=C(CCC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1F)NCC(F)(F)F Chemical compound O=C(CCC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1F)NCC(F)(F)F MNAPZQCULCXOJV-DUXPYHPUSA-N 0.000 description 1
- DKBVNDPALYUOJB-DUXPYHPUSA-N O=C(CCC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1[N+](=O)[O-])NCC(F)(F)F Chemical compound O=C(CCC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1[N+](=O)[O-])NCC(F)(F)F DKBVNDPALYUOJB-DUXPYHPUSA-N 0.000 description 1
- PELKANUVCSUNOO-GORDUTHDSA-N O=C(CCC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C=C2)C(F)(F)F)C=C1Br)NCC(F)(F)F Chemical compound O=C(CCC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C=C2)C(F)(F)F)C=C1Br)NCC(F)(F)F PELKANUVCSUNOO-GORDUTHDSA-N 0.000 description 1
- JQFRGTRNQVHSIV-DUXPYHPUSA-N O=C(CCC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1Cl)NCC(F)(F)F Chemical compound O=C(CCC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1Cl)NCC(F)(F)F JQFRGTRNQVHSIV-DUXPYHPUSA-N 0.000 description 1
- BFDQSVQQEAVUBN-DUXPYHPUSA-N O=C(CCC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1F)NCC(F)(F)F Chemical compound O=C(CCC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1F)NCC(F)(F)F BFDQSVQQEAVUBN-DUXPYHPUSA-N 0.000 description 1
- YEIWSEFMRGDNPX-DUXPYHPUSA-N O=C(CCC(=O)C1=CC=C(/C=C/C(C2=CC(F)=C(Cl)C(F)=C2)C(F)(F)F)C=C1Br)NCC(F)(F)F Chemical compound O=C(CCC(=O)C1=CC=C(/C=C/C(C2=CC(F)=C(Cl)C(F)=C2)C(F)(F)F)C=C1Br)NCC(F)(F)F YEIWSEFMRGDNPX-DUXPYHPUSA-N 0.000 description 1
- XVGCZZLYXCMFJJ-ZZXKWVIFSA-N O=C(CCC(F)(F)F)C1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1 Chemical compound O=C(CCC(F)(F)F)C1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1 XVGCZZLYXCMFJJ-ZZXKWVIFSA-N 0.000 description 1
- GTZWWWNKFTXHPQ-PKNBQFBNSA-N O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C2=C1C=CC=C2)C1CC1 Chemical compound O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C2=C1C=CC=C2)C1CC1 GTZWWWNKFTXHPQ-PKNBQFBNSA-N 0.000 description 1
- DWUIJPRLJQPQFY-FNORWQNLSA-N O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1)C1=CC(Cl)=NC=C1 Chemical compound O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1)C1=CC(Cl)=NC=C1 DWUIJPRLJQPQFY-FNORWQNLSA-N 0.000 description 1
- ZXYUUPFRNLHHIE-WEVVVXLNSA-N O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1)C1CC1 Chemical compound O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1)C1CC1 ZXYUUPFRNLHHIE-WEVVVXLNSA-N 0.000 description 1
- AJNPEXLTSYDOQK-SOFGYWHQSA-N O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1)CC(F)(F)F Chemical compound O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1)CC(F)(F)F AJNPEXLTSYDOQK-SOFGYWHQSA-N 0.000 description 1
- RMIFBNUBDRGZTC-FARCUNLSSA-N O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br)C1CC1 Chemical compound O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br)C1CC1 RMIFBNUBDRGZTC-FARCUNLSSA-N 0.000 description 1
- BNFZSSNTGIWCBY-QHHAFSJGSA-N O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br)CC(F)(F)F Chemical compound O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br)CC(F)(F)F BNFZSSNTGIWCBY-QHHAFSJGSA-N 0.000 description 1
- RCXMPRGRKQSDRN-QPJJXVBHSA-N O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1C(F)(F)F)C1=CC=CN=C1 Chemical compound O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1C(F)(F)F)C1=CC=CN=C1 RCXMPRGRKQSDRN-QPJJXVBHSA-N 0.000 description 1
- FBDNPDUBQSEMPJ-FARCUNLSSA-N O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1C(F)(F)F)C1CC1 Chemical compound O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1C(F)(F)F)C1CC1 FBDNPDUBQSEMPJ-FARCUNLSSA-N 0.000 description 1
- URRDZPWMSBFGGV-QHHAFSJGSA-N O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1C(F)(F)F)CC(F)(F)F Chemical compound O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1C(F)(F)F)CC(F)(F)F URRDZPWMSBFGGV-QHHAFSJGSA-N 0.000 description 1
- OYAJEIOQDOGFBJ-FARCUNLSSA-N O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl)C1CC1 Chemical compound O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl)C1CC1 OYAJEIOQDOGFBJ-FARCUNLSSA-N 0.000 description 1
- DUIVOCYTZATOGF-QHHAFSJGSA-N O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl)CC(F)(F)F Chemical compound O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl)CC(F)(F)F DUIVOCYTZATOGF-QHHAFSJGSA-N 0.000 description 1
- NEYOIXKAOUQZNK-WEVVVXLNSA-N O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl)CC1=CC=CC=N1 Chemical compound O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl)CC1=CC=CC=N1 NEYOIXKAOUQZNK-WEVVVXLNSA-N 0.000 description 1
- ITIKEURKYKLYGR-FARCUNLSSA-N O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl)CC1=CN=C(Cl)C=C1 Chemical compound O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl)CC1=CN=C(Cl)C=C1 ITIKEURKYKLYGR-FARCUNLSSA-N 0.000 description 1
- QVABPRQHYOQEEM-GORDUTHDSA-N O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl)N1CCOCC1 Chemical compound O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl)N1CCOCC1 QVABPRQHYOQEEM-GORDUTHDSA-N 0.000 description 1
- RNPAJKAJYXNOPD-RMKNXTFCSA-N O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl)OC1=CC=CC=C1Cl Chemical compound O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl)OC1=CC=CC=C1Cl RNPAJKAJYXNOPD-RMKNXTFCSA-N 0.000 description 1
- MFAVTJYZIDKYCZ-FARCUNLSSA-N O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1F)C1CC1 Chemical compound O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1F)C1CC1 MFAVTJYZIDKYCZ-FARCUNLSSA-N 0.000 description 1
- DJQSDNBUECHELY-QHHAFSJGSA-N O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1F)CC(F)(F)F Chemical compound O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1F)CC(F)(F)F DJQSDNBUECHELY-QHHAFSJGSA-N 0.000 description 1
- SBZCUMFJEGLLHB-KRXBUXKQSA-N O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C=C2)C(F)(F)F)C=C1Cl)C1CC1 Chemical compound O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C=C2)C(F)(F)F)C=C1Cl)C1CC1 SBZCUMFJEGLLHB-KRXBUXKQSA-N 0.000 description 1
- JTPGMBDUSZMXCT-FARCUNLSSA-N O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C=C2)C(F)(F)F)C=C1Cl)CC(F)(F)F Chemical compound O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C=C2)C(F)(F)F)C=C1Cl)CC(F)(F)F JTPGMBDUSZMXCT-FARCUNLSSA-N 0.000 description 1
- BXBWTQJIGYHVMH-SOFGYWHQSA-N O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1)CC(F)(F)F Chemical compound O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1)CC(F)(F)F BXBWTQJIGYHVMH-SOFGYWHQSA-N 0.000 description 1
- IUTOSDVILBHVHI-FARCUNLSSA-N O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1Cl)C1CC1 Chemical compound O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1Cl)C1CC1 IUTOSDVILBHVHI-FARCUNLSSA-N 0.000 description 1
- TXYNUIJPHMKTEA-PKNBQFBNSA-N O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C2=C1C=CC=C2)C1CC1 Chemical compound O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C2=C1C=CC=C2)C1CC1 TXYNUIJPHMKTEA-PKNBQFBNSA-N 0.000 description 1
- DZZSWIAPGTVGSO-WEVVVXLNSA-N O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1)C1CC1 Chemical compound O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1)C1CC1 DZZSWIAPGTVGSO-WEVVVXLNSA-N 0.000 description 1
- FJIPDAFNXGSCEO-SOFGYWHQSA-N O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1)CC(F)(F)F Chemical compound O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1)CC(F)(F)F FJIPDAFNXGSCEO-SOFGYWHQSA-N 0.000 description 1
- DSYQQDNQPKIQDV-FARCUNLSSA-N O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1C(F)(F)F)C1CC1 Chemical compound O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1C(F)(F)F)C1CC1 DSYQQDNQPKIQDV-FARCUNLSSA-N 0.000 description 1
- RQPXSFFJEWAEBU-FARCUNLSSA-N O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1Cl)C1CC1 Chemical compound O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1Cl)C1CC1 RQPXSFFJEWAEBU-FARCUNLSSA-N 0.000 description 1
- ONZLASKFXRXDPX-QHHAFSJGSA-N O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1Cl)CC(F)(F)F Chemical compound O=C(CCC1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1Cl)CC(F)(F)F ONZLASKFXRXDPX-QHHAFSJGSA-N 0.000 description 1
- IPAFTJZDMFRYGU-QHHAFSJGSA-N O=C(CCC1=CN=C(C(F)(F)F)C=C1)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br Chemical compound O=C(CCC1=CN=C(C(F)(F)F)C=C1)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br IPAFTJZDMFRYGU-QHHAFSJGSA-N 0.000 description 1
- RZYNEUULILICEW-QHHAFSJGSA-N O=C(CCC1=CN=C(Cl)C=C1)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br Chemical compound O=C(CCC1=CN=C(Cl)C=C1)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br RZYNEUULILICEW-QHHAFSJGSA-N 0.000 description 1
- OABIYDNFPSURTL-QHHAFSJGSA-N O=C(CCC1=CN=C(Cl)C=C1)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1C(F)(F)F Chemical compound O=C(CCC1=CN=C(Cl)C=C1)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1C(F)(F)F OABIYDNFPSURTL-QHHAFSJGSA-N 0.000 description 1
- OQDNCZNWXMAZGP-QHHAFSJGSA-N O=C(CCC1=CN=C(Cl)C=C1)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl Chemical compound O=C(CCC1=CN=C(Cl)C=C1)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl OQDNCZNWXMAZGP-QHHAFSJGSA-N 0.000 description 1
- HKPLLGFDMVLQDD-QHHAFSJGSA-N O=C(CCC1=CN=C(Cl)C=C1)C1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1Br Chemical compound O=C(CCC1=CN=C(Cl)C=C1)C1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1Br HKPLLGFDMVLQDD-QHHAFSJGSA-N 0.000 description 1
- OULZYMYICOOAKG-QHHAFSJGSA-N O=C(CCC1=CN=C(Cl)C=C1)C1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1F Chemical compound O=C(CCC1=CN=C(Cl)C=C1)C1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1F OULZYMYICOOAKG-QHHAFSJGSA-N 0.000 description 1
- GSXDOXMEDGJMEB-QHHAFSJGSA-N O=C(CCC1=CN=C(Cl)C=C1)C1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1Br Chemical compound O=C(CCC1=CN=C(Cl)C=C1)C1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1Br GSXDOXMEDGJMEB-QHHAFSJGSA-N 0.000 description 1
- KMFYLKUUAIQXFZ-QHHAFSJGSA-N O=C(CCC1=CN=C(Cl)C=C1)C1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1F Chemical compound O=C(CCC1=CN=C(Cl)C=C1)C1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1F KMFYLKUUAIQXFZ-QHHAFSJGSA-N 0.000 description 1
- CMDHUXDVISWDTM-DAFODLJHSA-N O=C(CCC1=NC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl)C1CC1 Chemical compound O=C(CCC1=NC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl)C1CC1 CMDHUXDVISWDTM-DAFODLJHSA-N 0.000 description 1
- BHVNUGQCSRVMBB-VMPITWQZSA-N O=C(CCCC1=CN=C(Cl)C=C1)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br Chemical compound O=C(CCCC1=CN=C(Cl)C=C1)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br BHVNUGQCSRVMBB-VMPITWQZSA-N 0.000 description 1
- OJXUMOIKAUFOJA-DUXPYHPUSA-N O=C(CNC(c(ccc(/C=C/C(C(F)(F)F)c(cc1Cl)cc(Cl)c1Cl)c1)c1Br)=S)NCC(F)(F)F Chemical compound O=C(CNC(c(ccc(/C=C/C(C(F)(F)F)c(cc1Cl)cc(Cl)c1Cl)c1)c1Br)=S)NCC(F)(F)F OJXUMOIKAUFOJA-DUXPYHPUSA-N 0.000 description 1
- WJTLVQDCAGLHCN-DUXPYHPUSA-N O=C(CNC(c(ccc(/C=C/C(C(F)(F)F)c(cc1Cl)cc(Cl)c1F)c1)c1Br)=O)NCC(F)(F)F Chemical compound O=C(CNC(c(ccc(/C=C/C(C(F)(F)F)c(cc1Cl)cc(Cl)c1F)c1)c1Br)=O)NCC(F)(F)F WJTLVQDCAGLHCN-DUXPYHPUSA-N 0.000 description 1
- JDUFNECSBPSLIW-ZZXKWVIFSA-N O=C(CNC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1)CC(F)(F)F Chemical compound O=C(CNC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1)CC(F)(F)F JDUFNECSBPSLIW-ZZXKWVIFSA-N 0.000 description 1
- CNFCWFFEDUXULG-ZZXKWVIFSA-N O=C(COC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1)CC(F)(F)F Chemical compound O=C(COC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1)CC(F)(F)F CNFCWFFEDUXULG-ZZXKWVIFSA-N 0.000 description 1
- SBIYIGOXRJWGJJ-FARCUNLSSA-N O=C(NC1CCC2=CC(/C=C/C(C3=CC(Cl)=C(Cl)C(Cl)=C3)C(F)(F)F)=CC=C21)C1CC1 Chemical compound O=C(NC1CCC2=CC(/C=C/C(C3=CC(Cl)=C(Cl)C(Cl)=C3)C(F)(F)F)=CC=C21)C1CC1 SBIYIGOXRJWGJJ-FARCUNLSSA-N 0.000 description 1
- ZRVOCELSZNSCMA-WEVVVXLNSA-N O=C(NC1CCCC2=CC(/C=C/C(C3=CC(Cl)=C(Cl)C(Cl)=C3)C(F)(F)F)=CC=C21)C1CC1 Chemical compound O=C(NC1CCCC2=CC(/C=C/C(C3=CC(Cl)=C(Cl)C(Cl)=C3)C(F)(F)F)=CC=C21)C1CC1 ZRVOCELSZNSCMA-WEVVVXLNSA-N 0.000 description 1
- JDRRBNIPFNDHED-RQOWECAXSA-N O=C(O)C1=C(Br)C=C(/C=C\C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1 Chemical compound O=C(O)C1=C(Br)C=C(/C=C\C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1 JDRRBNIPFNDHED-RQOWECAXSA-N 0.000 description 1
- KLUBURRTQQYIGU-DUXPYHPUSA-N O=C(O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1C(F)(F)F Chemical compound O=C(O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1C(F)(F)F KLUBURRTQQYIGU-DUXPYHPUSA-N 0.000 description 1
- MEUUXLMJEIJTID-GORDUTHDSA-N O=C(O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C=C2)C(F)(F)F)C=C1Br Chemical compound O=C(O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C=C2)C(F)(F)F)C=C1Br MEUUXLMJEIJTID-GORDUTHDSA-N 0.000 description 1
- GAACNNMSBJGQED-GORDUTHDSA-N O=C(O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C=C2)C(F)(F)F)C=C1C(F)(F)F Chemical compound O=C(O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C=C2)C(F)(F)F)C=C1C(F)(F)F GAACNNMSBJGQED-GORDUTHDSA-N 0.000 description 1
- MFVBTBZRJRFYCJ-GORDUTHDSA-N O=C(O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C=C2)C(F)(F)F)C=C1Cl Chemical compound O=C(O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C=C2)C(F)(F)F)C=C1Cl MFVBTBZRJRFYCJ-GORDUTHDSA-N 0.000 description 1
- LZNZKHSBHFRTHQ-DUXPYHPUSA-N O=C(O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1Br Chemical compound O=C(O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1Br LZNZKHSBHFRTHQ-DUXPYHPUSA-N 0.000 description 1
- QPFNQEYVBUGPAD-DUXPYHPUSA-N O=C(O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1C(F)(F)F Chemical compound O=C(O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1C(F)(F)F QPFNQEYVBUGPAD-DUXPYHPUSA-N 0.000 description 1
- VUHWPHGXVZFVKE-DUXPYHPUSA-N O=C(O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1Cl Chemical compound O=C(O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1Cl VUHWPHGXVZFVKE-DUXPYHPUSA-N 0.000 description 1
- BMOLAGYZTXDZFF-DUXPYHPUSA-N O=C(O)C1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1Br Chemical compound O=C(O)C1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1Br BMOLAGYZTXDZFF-DUXPYHPUSA-N 0.000 description 1
- QWZNCEUBABGKNV-DUXPYHPUSA-N O=C(O)C1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1C(F)(F)F Chemical compound O=C(O)C1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1C(F)(F)F QWZNCEUBABGKNV-DUXPYHPUSA-N 0.000 description 1
- HDZJPSHHDHBSHF-DUXPYHPUSA-N O=C(O)C1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1Cl Chemical compound O=C(O)C1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1Cl HDZJPSHHDHBSHF-DUXPYHPUSA-N 0.000 description 1
- IQXHDRQAIHOLKH-DUXPYHPUSA-N O=C(O)C1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1F Chemical compound O=C(O)C1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1F IQXHDRQAIHOLKH-DUXPYHPUSA-N 0.000 description 1
- SGRDKUXGFPMLFG-DUXPYHPUSA-N O=C(O)CCC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br Chemical compound O=C(O)CCC(=O)C1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br SGRDKUXGFPMLFG-DUXPYHPUSA-N 0.000 description 1
- LVAHEQKADOVYEX-DUXPYHPUSA-N O=C(c(ccc(/C=C/C(C(F)(F)F)c(cc1Cl)cc(Cl)c1Cl)c1)c1Br)NC(CC1)CCN1C1COC1 Chemical compound O=C(c(ccc(/C=C/C(C(F)(F)F)c(cc1Cl)cc(Cl)c1Cl)c1)c1Br)NC(CC1)CCN1C1COC1 LVAHEQKADOVYEX-DUXPYHPUSA-N 0.000 description 1
- DFFWSKFLOVHTMY-GORDUTHDSA-N O=C(c(ccc(/C=C/C(C(F)(F)F)c(cc1Cl)cc(Cl)c1Cl)c1)c1Br)NCc1ccc(C(F)(F)F)nc1 Chemical compound O=C(c(ccc(/C=C/C(C(F)(F)F)c(cc1Cl)cc(Cl)c1Cl)c1)c1Br)NCc1ccc(C(F)(F)F)nc1 DFFWSKFLOVHTMY-GORDUTHDSA-N 0.000 description 1
- YUOMEYVHRDSHII-DUXPYHPUSA-N O=C(c1ccc(/C=C/C(C(F)(F)F)c(cc2Cl)cc(Cl)c2F)cc1F)NC(C1)CS1(=O)=O Chemical compound O=C(c1ccc(/C=C/C(C(F)(F)F)c(cc2Cl)cc(Cl)c2F)cc1F)NC(C1)CS1(=O)=O YUOMEYVHRDSHII-DUXPYHPUSA-N 0.000 description 1
- URDQNBSPXREZTG-VAWYXSNFSA-N O=C1C2=C(C=CC=C2)C(=O)N1CC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C2=C1C=CC=C2 Chemical compound O=C1C2=C(C=CC=C2)C(=O)N1CC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C2=C1C=CC=C2 URDQNBSPXREZTG-VAWYXSNFSA-N 0.000 description 1
- MQBCGHTXHKHRGL-MDZDMXLPSA-N O=C1C2=C(C=CC=C2)C(=O)N1CC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1 Chemical compound O=C1C2=C(C=CC=C2)C(=O)N1CC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1 MQBCGHTXHKHRGL-MDZDMXLPSA-N 0.000 description 1
- LDQRFHCPKZAXEF-SOFGYWHQSA-N O=C1C2=C(C=CC=C2)C(=O)N1CC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br Chemical compound O=C1C2=C(C=CC=C2)C(=O)N1CC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Br LDQRFHCPKZAXEF-SOFGYWHQSA-N 0.000 description 1
- URQZVRCKNARWTR-SOFGYWHQSA-N O=C1C2=C(C=CC=C2)C(=O)N1CC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1C(F)(F)F Chemical compound O=C1C2=C(C=CC=C2)C(=O)N1CC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1C(F)(F)F URQZVRCKNARWTR-SOFGYWHQSA-N 0.000 description 1
- YGEVDDTYEPXOJH-PKNBQFBNSA-N O=C1C2=C(C=CC=C2)C(=O)N1CC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C=C2)C(F)(F)F)C=C1 Chemical compound O=C1C2=C(C=CC=C2)C(=O)N1CC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C=C2)C(F)(F)F)C=C1 YGEVDDTYEPXOJH-PKNBQFBNSA-N 0.000 description 1
- DNAFAUPKCOLTNK-RMKNXTFCSA-N O=C1C2=C(C=CC=C2)C(=O)N1CC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C=C2)C(F)(F)F)C=C1Br Chemical compound O=C1C2=C(C=CC=C2)C(=O)N1CC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C=C2)C(F)(F)F)C=C1Br DNAFAUPKCOLTNK-RMKNXTFCSA-N 0.000 description 1
- WQRJIKSVHLJAEF-RMKNXTFCSA-N O=C1C2=C(C=CC=C2)C(=O)N1CC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C=C2)C(F)(F)F)C=C1C(F)(F)F Chemical compound O=C1C2=C(C=CC=C2)C(=O)N1CC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C=C2)C(F)(F)F)C=C1C(F)(F)F WQRJIKSVHLJAEF-RMKNXTFCSA-N 0.000 description 1
- PNPVTBIPFVTUEI-RMKNXTFCSA-N O=C1C2=C(C=CC=C2)C(=O)N1CC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C=C2)C(F)(F)F)C=C1Cl Chemical compound O=C1C2=C(C=CC=C2)C(=O)N1CC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C=C2)C(F)(F)F)C=C1Cl PNPVTBIPFVTUEI-RMKNXTFCSA-N 0.000 description 1
- ICIITZDHMWWFBF-RMKNXTFCSA-N O=C1C2=C(C=CC=C2)C(=O)N1CC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C=C2)C(F)(F)F)C=C1F Chemical compound O=C1C2=C(C=CC=C2)C(=O)N1CC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C=C2)C(F)(F)F)C=C1F ICIITZDHMWWFBF-RMKNXTFCSA-N 0.000 description 1
- KIAOWJMEYRSNMK-MDZDMXLPSA-N O=C1C2=C(C=CC=C2)C(=O)N1CC1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1 Chemical compound O=C1C2=C(C=CC=C2)C(=O)N1CC1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1 KIAOWJMEYRSNMK-MDZDMXLPSA-N 0.000 description 1
- HKOWYUSMDOZCLM-SOFGYWHQSA-N O=C1C2=C(C=CC=C2)C(=O)N1CC1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1Br Chemical compound O=C1C2=C(C=CC=C2)C(=O)N1CC1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1Br HKOWYUSMDOZCLM-SOFGYWHQSA-N 0.000 description 1
- TZWIBNOKIMILDB-SOFGYWHQSA-N O=C1C2=C(C=CC=C2)C(=O)N1CC1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1C(F)(F)F Chemical compound O=C1C2=C(C=CC=C2)C(=O)N1CC1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1C(F)(F)F TZWIBNOKIMILDB-SOFGYWHQSA-N 0.000 description 1
- SXDSOZZQLJCCCL-SOFGYWHQSA-N O=C1C2=C(C=CC=C2)C(=O)N1CC1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1Cl Chemical compound O=C1C2=C(C=CC=C2)C(=O)N1CC1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1Cl SXDSOZZQLJCCCL-SOFGYWHQSA-N 0.000 description 1
- VBWSZJLKHMSEAU-SOFGYWHQSA-N O=C1C2=C(C=CC=C2)C(=O)N1CC1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1F Chemical compound O=C1C2=C(C=CC=C2)C(=O)N1CC1=CC=C(/C=C/C(C2=CC(Cl)=C(F)C(Cl)=C2)C(F)(F)F)C=C1F VBWSZJLKHMSEAU-SOFGYWHQSA-N 0.000 description 1
- VVYZSIGAYDIWIJ-MDZDMXLPSA-N O=C1C2=C(C=CC=C2)C(=O)N1CC1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1 Chemical compound O=C1C2=C(C=CC=C2)C(=O)N1CC1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1 VVYZSIGAYDIWIJ-MDZDMXLPSA-N 0.000 description 1
- COAYYGTZRPADGX-SOFGYWHQSA-N O=C1C2=C(C=CC=C2)C(=O)N1CC1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1Br Chemical compound O=C1C2=C(C=CC=C2)C(=O)N1CC1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1Br COAYYGTZRPADGX-SOFGYWHQSA-N 0.000 description 1
- ICMGHVOROKCHET-SOFGYWHQSA-N O=C1C2=C(C=CC=C2)C(=O)N1CC1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1C(F)(F)F Chemical compound O=C1C2=C(C=CC=C2)C(=O)N1CC1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1C(F)(F)F ICMGHVOROKCHET-SOFGYWHQSA-N 0.000 description 1
- FGXSMGSVCHEKPF-SOFGYWHQSA-N O=C1C2=C(C=CC=C2)C(=O)N1CC1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1Cl Chemical compound O=C1C2=C(C=CC=C2)C(=O)N1CC1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1Cl FGXSMGSVCHEKPF-SOFGYWHQSA-N 0.000 description 1
- KNMYAWZUIZBQLS-SOFGYWHQSA-N O=C1C2=C(C=CC=C2)C(=O)N1CC1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1F Chemical compound O=C1C2=C(C=CC=C2)C(=O)N1CC1=CC=C(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)C=C1F KNMYAWZUIZBQLS-SOFGYWHQSA-N 0.000 description 1
- VVTLPQPNSHEVBB-AATRIKPKSA-N O=C1C2=C(C=CC=C2)C(=O)N1CC1=NC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl Chemical compound O=C1C2=C(C=CC=C2)C(=O)N1CC1=NC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1Cl VVTLPQPNSHEVBB-AATRIKPKSA-N 0.000 description 1
- JWDRRIXHWKVOBB-UHFFFAOYSA-N O=C1C2=C(C=CC=C2)C(=O)N1CC1=NC=C(Br)C=C1Cl Chemical compound O=C1C2=C(C=CC=C2)C(=O)N1CC1=NC=C(Br)C=C1Cl JWDRRIXHWKVOBB-UHFFFAOYSA-N 0.000 description 1
- LMZXNMJADPGCMG-UHFFFAOYSA-N O=C1C2=C(C=CC=C2)C(=O)N1NC1=CC=C(Br)C=C1 Chemical compound O=C1C2=C(C=CC=C2)C(=O)N1NC1=CC=C(Br)C=C1 LMZXNMJADPGCMG-UHFFFAOYSA-N 0.000 description 1
- XWGTVPVWKPYTDM-DUXPYHPUSA-N O=C1C2=CC=C(/C=C/C(C3=CC(Cl)=C(F)C(Cl)=C3)C(F)(F)F)C=C2CC1F Chemical compound O=C1C2=CC=C(/C=C/C(C3=CC(Cl)=C(F)C(Cl)=C3)C(F)(F)F)C=C2CC1F XWGTVPVWKPYTDM-DUXPYHPUSA-N 0.000 description 1
- DCHZEQVYHSTFLP-JXMROGBWSA-N O=C1C2=CC=CC=C2C(=O)N1NC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1 Chemical compound O=C1C2=CC=CC=C2C(=O)N1NC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1 DCHZEQVYHSTFLP-JXMROGBWSA-N 0.000 description 1
- FUOXBIJQJPBUHQ-JXMROGBWSA-N O=C1C2=CC=CC=C2C(=O)N1OC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1 Chemical compound O=C1C2=CC=CC=C2C(=O)N1OC1=CC=C(/C=C/C(C2=CC(Cl)=C(Cl)C(Cl)=C2)C(F)(F)F)C=C1 FUOXBIJQJPBUHQ-JXMROGBWSA-N 0.000 description 1
- GRTKUHPXKPGVRC-GORDUTHDSA-N O=C1CCC2=CC(/C=C/C(C3=CC(Cl)=C(F)C(Cl)=C3)C(F)(F)F)=CC=C12 Chemical compound O=C1CCC2=CC(/C=C/C(C3=CC(Cl)=C(F)C(Cl)=C3)C(F)(F)F)=CC=C12 GRTKUHPXKPGVRC-GORDUTHDSA-N 0.000 description 1
- WSYRSXKUINPUTR-FNORWQNLSA-N O=C1CCCC2=CC(/C=C/C(C3=CC(Cl)=C(Cl)C(Cl)=C3)C(F)(F)F)=CC=C12 Chemical compound O=C1CCCC2=CC(/C=C/C(C3=CC(Cl)=C(Cl)C(Cl)=C3)C(F)(F)F)=CC=C12 WSYRSXKUINPUTR-FNORWQNLSA-N 0.000 description 1
- AOILLUUUBQMJHA-UHFFFAOYSA-N O=CC1=C2C=CC=CC2=C(CBr)C=C1 Chemical compound O=CC1=C2C=CC=CC2=C(CBr)C=C1 AOILLUUUBQMJHA-UHFFFAOYSA-N 0.000 description 1
- DOMOZLJRSGZGLH-UHFFFAOYSA-N O=CC1=C2C=CC=CC2=C(CN2C(=O)C3=C(C=CC=C3)C2=O)C=C1 Chemical compound O=CC1=C2C=CC=CC2=C(CN2C(=O)C3=C(C=CC=C3)C2=O)C=C1 DOMOZLJRSGZGLH-UHFFFAOYSA-N 0.000 description 1
- BIMZNXSGNSICMK-UHFFFAOYSA-N O=CC1=CC=C(CBr)C(Br)=C1 Chemical compound O=CC1=CC=C(CBr)C(Br)=C1 BIMZNXSGNSICMK-UHFFFAOYSA-N 0.000 description 1
- XXRPWIVHTDFBQV-UHFFFAOYSA-N O=CC1=CC=C(CBr)C(C(F)(F)F)=C1 Chemical compound O=CC1=CC=C(CBr)C(C(F)(F)F)=C1 XXRPWIVHTDFBQV-UHFFFAOYSA-N 0.000 description 1
- KRRBHBHWCKHUHK-UHFFFAOYSA-N O=CC1=CC=C(CBr)C(Cl)=C1 Chemical compound O=CC1=CC=C(CBr)C(Cl)=C1 KRRBHBHWCKHUHK-UHFFFAOYSA-N 0.000 description 1
- ZQOAOEVJEOBIIY-UHFFFAOYSA-N O=CC1=CC=C(CBr)C(F)=C1 Chemical compound O=CC1=CC=C(CBr)C(F)=C1 ZQOAOEVJEOBIIY-UHFFFAOYSA-N 0.000 description 1
- RLXIUAJJFYIYGX-UHFFFAOYSA-N O=CC1=CC=C(CCC2=NC=CC=C2)C(Cl)=C1 Chemical compound O=CC1=CC=C(CCC2=NC=CC=C2)C(Cl)=C1 RLXIUAJJFYIYGX-UHFFFAOYSA-N 0.000 description 1
- VACZTWJIZDLXOT-UHFFFAOYSA-N O=CC1=CC=C(CN2C(=O)C3=C(C=CC=C3)C2=O)C(Br)=C1 Chemical compound O=CC1=CC=C(CN2C(=O)C3=C(C=CC=C3)C2=O)C(Br)=C1 VACZTWJIZDLXOT-UHFFFAOYSA-N 0.000 description 1
- XPJZJUKKEHBRHJ-UHFFFAOYSA-N O=CC1=CC=C(CN2C(=O)C3=C(C=CC=C3)C2=O)C(C(F)(F)F)=C1 Chemical compound O=CC1=CC=C(CN2C(=O)C3=C(C=CC=C3)C2=O)C(C(F)(F)F)=C1 XPJZJUKKEHBRHJ-UHFFFAOYSA-N 0.000 description 1
- AMDLCULPWVXMDF-UHFFFAOYSA-N O=CC1=CC=C(CN2C(=O)C3=C(C=CC=C3)C2=O)C(Cl)=C1 Chemical compound O=CC1=CC=C(CN2C(=O)C3=C(C=CC=C3)C2=O)C(Cl)=C1 AMDLCULPWVXMDF-UHFFFAOYSA-N 0.000 description 1
- WAFYBHAQOFJHJD-UHFFFAOYSA-N O=CC1=CC=C(CN2C(=O)C3=C(C=CC=C3)C2=O)C(F)=C1 Chemical compound O=CC1=CC=C(CN2C(=O)C3=C(C=CC=C3)C2=O)C(F)=C1 WAFYBHAQOFJHJD-UHFFFAOYSA-N 0.000 description 1
- YNIUNORAVCPHGD-HNQUOIGGSA-N O=[N+]([O-])C1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC=N1 Chemical compound O=[N+]([O-])C1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC=N1 YNIUNORAVCPHGD-HNQUOIGGSA-N 0.000 description 1
- BQBFCODHOMVYNC-ZZXKWVIFSA-N O=[N+]([O-])C1=NN(C2=CC=C(/C=C/C(C3=CC(Cl)=CC(Cl)=C3)C(F)(F)F)C=C2)C=N1 Chemical compound O=[N+]([O-])C1=NN(C2=CC=C(/C=C/C(C3=CC(Cl)=CC(Cl)=C3)C(F)(F)F)C=C2)C=N1 BQBFCODHOMVYNC-ZZXKWVIFSA-N 0.000 description 1
- ZRBUKUCZEGNPNF-UHFFFAOYSA-N OC(C1=CC(Cl)=C(Cl)C(Cl)=C1)C(F)(F)F Chemical compound OC(C1=CC(Cl)=C(Cl)C(Cl)=C1)C(F)(F)F ZRBUKUCZEGNPNF-UHFFFAOYSA-N 0.000 description 1
- GOCHXDOXYWWSKG-UHFFFAOYSA-N OC(C1=CC(Cl)=C(Cl)C=C1)C(F)(F)F Chemical compound OC(C1=CC(Cl)=C(Cl)C=C1)C(F)(F)F GOCHXDOXYWWSKG-UHFFFAOYSA-N 0.000 description 1
- YFPQFQJIMFQLHN-UHFFFAOYSA-N OC(C1=CC(Cl)=C(F)C(Cl)=C1)C(F)(F)F Chemical compound OC(C1=CC(Cl)=C(F)C(Cl)=C1)C(F)(F)F YFPQFQJIMFQLHN-UHFFFAOYSA-N 0.000 description 1
- NTVSALIFSUSKBX-HNQUOIGGSA-N OCC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC=N1 Chemical compound OCC1=CC(/C=C/C(C2=CC(Cl)=CC(Cl)=C2)C(F)(F)F)=CC=C1N1C=NC=N1 NTVSALIFSUSKBX-HNQUOIGGSA-N 0.000 description 1
- ZOTXEVYHOJMSFX-UHFFFAOYSA-N [C-]#[N+]C1=CC(C=C)=CC(C)=C1N1C=NC=N1 Chemical compound [C-]#[N+]C1=CC(C=C)=CC(C)=C1N1C=NC=N1 ZOTXEVYHOJMSFX-UHFFFAOYSA-N 0.000 description 1
- HBDFWEQBTSRCPK-UHFFFAOYSA-N [C-]#[N+]C1=CC(C=C)=CC=C1N1C=NC(C)=N1 Chemical compound [C-]#[N+]C1=CC(C=C)=CC=C1N1C=NC(C)=N1 HBDFWEQBTSRCPK-UHFFFAOYSA-N 0.000 description 1
- DJJGPDJZMZGERU-UHFFFAOYSA-N [C-]#[N+]C1=CC(C=C)=CC=C1N1C=NC([N+](=O)[O-])=N1 Chemical compound [C-]#[N+]C1=CC(C=C)=CC=C1N1C=NC([N+](=O)[O-])=N1 DJJGPDJZMZGERU-UHFFFAOYSA-N 0.000 description 1
- KQSRACCYAGMFJE-UHFFFAOYSA-N [C-]#[N+]C1=CC(C=C)=CC=C1N1C=NC=N1 Chemical compound [C-]#[N+]C1=CC(C=C)=CC=C1N1C=NC=N1 KQSRACCYAGMFJE-UHFFFAOYSA-N 0.000 description 1
- XADUFSCMFZAWRX-UHFFFAOYSA-N [C-]#[N+]C1=CC=C(CBr)C(Br)=C1 Chemical compound [C-]#[N+]C1=CC=C(CBr)C(Br)=C1 XADUFSCMFZAWRX-UHFFFAOYSA-N 0.000 description 1
- NXUDLPUUZQJNGW-UHFFFAOYSA-N [C-]#[N+]C1=CC=C(CBr)C(C(F)(F)F)=C1 Chemical compound [C-]#[N+]C1=CC=C(CBr)C(C(F)(F)F)=C1 NXUDLPUUZQJNGW-UHFFFAOYSA-N 0.000 description 1
- MLBZKKXSDDBARL-UHFFFAOYSA-N [C-]#[N+]C1=CC=C(CBr)C(Cl)=C1 Chemical compound [C-]#[N+]C1=CC=C(CBr)C(Cl)=C1 MLBZKKXSDDBARL-UHFFFAOYSA-N 0.000 description 1
- DNEAJFGJTDKHIK-UHFFFAOYSA-N [C-]#[N+]C1=CC=C(CBr)C(F)=C1 Chemical compound [C-]#[N+]C1=CC=C(CBr)C(F)=C1 DNEAJFGJTDKHIK-UHFFFAOYSA-N 0.000 description 1
- ZDNAXCWZTOPTQB-UHFFFAOYSA-N [H]C(=O)C1=C(Cl)C=C(N2C=NC=N2)C=C1 Chemical compound [H]C(=O)C1=C(Cl)C=C(N2C=NC=N2)C=C1 ZDNAXCWZTOPTQB-UHFFFAOYSA-N 0.000 description 1
- KPYMBXCNGOQRBG-UHFFFAOYSA-N [H]C(=O)C1=CC=C(N2C=NC(C)=N2)C([N+]#[C-])=C1 Chemical compound [H]C(=O)C1=CC=C(N2C=NC(C)=N2)C([N+]#[C-])=C1 KPYMBXCNGOQRBG-UHFFFAOYSA-N 0.000 description 1
- IRDBQIZGJBHRDM-UHFFFAOYSA-N [H]C(=O)C1=CC=C(N2C=NC(C)=N2)C=C1 Chemical compound [H]C(=O)C1=CC=C(N2C=NC(C)=N2)C=C1 IRDBQIZGJBHRDM-UHFFFAOYSA-N 0.000 description 1
- ZZSDERAWUDOJIL-UHFFFAOYSA-N [H]C(=O)C1=CC=C(N2C=NC([N+](=O)[O-])=N2)C([N+]#[C-])=C1 Chemical compound [H]C(=O)C1=CC=C(N2C=NC([N+](=O)[O-])=N2)C([N+]#[C-])=C1 ZZSDERAWUDOJIL-UHFFFAOYSA-N 0.000 description 1
- KTJQTBXHAOUOQD-UHFFFAOYSA-N [H]C(=O)C1=CC=C(N2C=NC([N+](=O)[O-])=N2)C=C1 Chemical compound [H]C(=O)C1=CC=C(N2C=NC([N+](=O)[O-])=N2)C=C1 KTJQTBXHAOUOQD-UHFFFAOYSA-N 0.000 description 1
- URUYOXZYCRXEJV-UHFFFAOYSA-N [H]C(=O)C1=CC=C(N2C=NC=N2)C(Br)=C1 Chemical compound [H]C(=O)C1=CC=C(N2C=NC=N2)C(Br)=C1 URUYOXZYCRXEJV-UHFFFAOYSA-N 0.000 description 1
- MGUWWUHOLNWKKN-UHFFFAOYSA-N [H]C(=O)C1=CC=C(N2C=NC=N2)C([N+]#[C-])=C1 Chemical compound [H]C(=O)C1=CC=C(N2C=NC=N2)C([N+]#[C-])=C1 MGUWWUHOLNWKKN-UHFFFAOYSA-N 0.000 description 1
- WQKITMIIGOBWKX-UHFFFAOYSA-N [H]C(=O)C1=CC=C(N2C=NC=N2)C([N+](=O)[O-])=C1 Chemical compound [H]C(=O)C1=CC=C(N2C=NC=N2)C([N+](=O)[O-])=C1 WQKITMIIGOBWKX-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/76—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
- C07C69/78—Benzoic acid esters
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/04—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
- A01N33/02—Amines; Quaternary ammonium compounds
- A01N33/04—Nitrogen directly attached to aliphatic or cycloaliphatic carbon atoms
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
- A01N33/16—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds containing nitrogen-to-oxygen bonds
- A01N33/24—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds containing nitrogen-to-oxygen bonds only one oxygen atom attached to the nitrogen atom
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N35/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical
- A01N35/06—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical containing keto or thioketo groups as part of a ring, e.g. cyclohexanone, quinone; Derivatives thereof, e.g. ketals
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N35/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical
- A01N35/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical at least one of the bonds to hetero atoms is to nitrogen
- A01N35/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical at least one of the bonds to hetero atoms is to nitrogen containing a carbon-to-nitrogen double bond
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/10—Aromatic or araliphatic carboxylic acids, or thio analogues thereof; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
- A01N37/20—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof containing the group, wherein Cn means a carbon skeleton not containing a ring; Thio analogues thereof
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
- A01N37/28—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof containing the group; Thio analogues thereof
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
- A01N37/30—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof containing the groups —CO—N< and, both being directly attached by their carbon atoms to the same carbon skeleton, e.g. H2N—NH—CO—C6H4—COOCH3; Thio-analogues thereof
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
- A01N37/32—Cyclic imides of polybasic carboxylic acids or thio analogues thereof
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/34—Nitriles
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/36—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/36—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
- A01N37/38—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids having at least one oxygen or sulfur atom attached to an aromatic ring system
- A01N37/40—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids having at least one oxygen or sulfur atom attached to an aromatic ring system having at least one carboxylic group or a thio analogue, or a derivative thereof, and one oxygen or sulfur atom attached to the same aromatic ring system
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/44—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
- A01N37/46—N-acyl derivatives
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N41/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
- A01N41/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom containing a sulfur-to-oxygen double bond
- A01N41/10—Sulfones; Sulfoxides
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
- A01N43/06—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings
- A01N43/08—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings with oxygen as the ring hetero atom
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
- A01N43/14—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings
- A01N43/16—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings with oxygen as the ring hetero atom
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
- A01N43/20—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom three- or four-membered rings
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/36—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom five-membered rings
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/36—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom five-membered rings
- A01N43/38—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom five-membered rings condensed with carbocyclic rings
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/50—1,3-Diazoles; Hydrogenated 1,3-diazoles
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/58—1,2-Diazines; Hydrogenated 1,2-diazines
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/60—1,4-Diazines; Hydrogenated 1,4-diazines
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/647—Triazoles; Hydrogenated triazoles
- A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/74—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
- A01N43/78—1,3-Thiazoles; Hydrogenated 1,3-thiazoles
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/82—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with three ring hetero atoms
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/84—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms six-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,4
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/12—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing a —O—CO—N< group, or a thio analogue thereof, neither directly attached to a ring nor the nitrogen atom being a member of a heterocyclic ring
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/18—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing a —O—CO—N< group, or a thio analogue thereof, directly attached to a heterocyclic or cycloaliphatic ring
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/32—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing >N—CO—N< or >N—CS—N< groups directly attached to a cycloaliphatic ring
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/36—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues thereof
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/38—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< where at least one nitrogen atom is part of a heterocyclic ring; Thio analogues thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/01—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms
- C07C211/26—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing at least one six-membered aromatic ring
- C07C211/29—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing at least one six-membered aromatic ring the carbon skeleton being further substituted by halogen atoms or by nitro or nitroso groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/33—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings
- C07C211/39—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings of an unsaturated carbon skeleton
- C07C211/41—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings of an unsaturated carbon skeleton containing condensed ring systems
- C07C211/42—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings of an unsaturated carbon skeleton containing condensed ring systems with six-membered aromatic rings being part of the condensed ring systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/12—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 halogen atoms or by nitro or nitroso groups
- C07C233/13—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 halogen atoms or by nitro or nitroso groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/12—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 halogen atoms or by nitro or nitroso groups
- C07C233/14—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 halogen atoms or by nitro or nitroso groups 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/56—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having carbon atoms of carboxamide groups bound to carbon atoms of carboxyl groups, e.g. oxamides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/57—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of rings other than six-membered aromatic rings
- C07C233/59—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 halogen atoms or by nitro or nitroso groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/64—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings
- C07C233/65—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/64—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings
- C07C233/66—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 halogen atoms or by nitro or nitroso groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/64—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings
- C07C233/81—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 carboxyl groups
- C07C233/82—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 carboxyl groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom
- C07C233/83—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 carboxyl groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom of an acyclic saturated carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
- C07C235/70—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups and doubly-bound oxygen atoms bound to the same carbon skeleton
- C07C235/72—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups and doubly-bound oxygen atoms bound to the same carbon skeleton with the carbon atoms of the carboxamide groups bound to acyclic carbon atoms
- C07C235/80—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups and doubly-bound oxygen atoms bound to the same carbon skeleton with the carbon atoms of the carboxamide groups bound to acyclic carbon atoms having carbon atoms of carboxamide groups and keto groups bound to the same carbon atom, e.g. acetoacetamides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
- C07C237/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton
- C07C237/04—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and saturated
- C07C237/06—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and saturated having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
- C07C237/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton
- C07C237/22—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton having nitrogen atoms of amino groups bound to the carbon skeleton of the acid part, further acylated
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C239/00—Compounds containing nitrogen-to-halogen bonds; Hydroxylamino compounds or ethers or esters thereof
- C07C239/08—Hydroxylamino compounds or their ethers or esters
- C07C239/20—Hydroxylamino compounds or their ethers or esters having oxygen atoms of hydroxylamino groups etherified
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C243/00—Compounds containing chains of nitrogen atoms singly-bound to each other, e.g. hydrazines, triazanes
- C07C243/24—Hydrazines having nitrogen atoms of hydrazine groups acylated by carboxylic acids
- C07C243/26—Hydrazines having nitrogen atoms of hydrazine groups acylated by carboxylic acids with acylating carboxyl groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C243/28—Hydrazines having nitrogen atoms of hydrazine groups acylated by carboxylic acids with acylating carboxyl groups bound to hydrogen atoms or to acyclic carbon atoms to hydrogen atoms or to carbon atoms of a saturated carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C243/00—Compounds containing chains of nitrogen atoms singly-bound to each other, e.g. hydrazines, triazanes
- C07C243/24—Hydrazines having nitrogen atoms of hydrazine groups acylated by carboxylic acids
- C07C243/26—Hydrazines having nitrogen atoms of hydrazine groups acylated by carboxylic acids with acylating carboxyl groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C243/34—Hydrazines having nitrogen atoms of hydrazine groups acylated by carboxylic acids with acylating carboxyl groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of a carbon skeleton further substituted by nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C243/00—Compounds containing chains of nitrogen atoms singly-bound to each other, e.g. hydrazines, triazanes
- C07C243/24—Hydrazines having nitrogen atoms of hydrazine groups acylated by carboxylic acids
- C07C243/36—Hydrazines having nitrogen atoms of hydrazine groups acylated by carboxylic acids with acylating carboxyl groups bound to carbon atoms of rings other than six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C243/00—Compounds containing chains of nitrogen atoms singly-bound to each other, e.g. hydrazines, triazanes
- C07C243/24—Hydrazines having nitrogen atoms of hydrazine groups acylated by carboxylic acids
- C07C243/38—Hydrazines having nitrogen atoms of hydrazine groups acylated by carboxylic acids with acylating carboxyl groups bound to carbon atoms of six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
- C07C251/32—Oximes
- C07C251/34—Oximes with oxygen atoms of oxyimino groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
- C07C251/44—Oximes with oxygen atoms of oxyimino groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with the carbon atom of at least one of the oxyimino groups being part of a ring other than a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/49—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C255/57—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing cyano groups and carboxyl groups, other than cyano groups, bound to the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C259/00—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups
- C07C259/04—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups without replacement of the other oxygen atom of the carboxyl group, e.g. hydroxamic acids
- C07C259/06—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups without replacement of the other oxygen atom of the carboxyl group, e.g. hydroxamic acids having carbon atoms of hydroxamic groups bound to hydrogen atoms or to acyclic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C259/00—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups
- C07C259/04—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups without replacement of the other oxygen atom of the carboxyl group, e.g. hydroxamic acids
- C07C259/08—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups without replacement of the other oxygen atom of the carboxyl group, e.g. hydroxamic acids having carbon atoms of hydroxamic groups bound to carbon atoms of rings other than six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C271/06—Esters of carbamic acids
- C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
- C07C271/10—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C271/14—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of hydrocarbon radicals substituted by halogen atoms or by nitro or nitroso groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C271/06—Esters of carbamic acids
- C07C271/40—Esters of carbamic acids having oxygen atoms of carbamate groups bound to carbon atoms of six-membered aromatic rings
- C07C271/42—Esters of carbamic acids having oxygen atoms of carbamate groups bound to carbon atoms of six-membered aromatic rings with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C271/46—Esters of carbamic acids having oxygen atoms of carbamate groups bound to carbon atoms of six-membered aromatic rings with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of hydrocarbon radicals substituted by halogen atoms or by nitro or nitroso groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- 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
- C07C275/20—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
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C317/00—Sulfones; Sulfoxides
- C07C317/44—Sulfones; Sulfoxides having sulfone or sulfoxide groups and carboxyl groups bound to the same carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C323/50—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton
- C07C323/51—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
- C07C323/57—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being further substituted by nitrogen atoms, not being part of nitro or nitroso groups
- C07C323/58—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being further substituted by nitrogen atoms, not being part of nitro or nitroso groups with amino groups bound to the carbon skeleton
- C07C323/59—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being further substituted by nitrogen atoms, not being part of nitro or nitroso groups with amino groups bound to the carbon skeleton with acylated amino groups bound to the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C327/00—Thiocarboxylic acids
- C07C327/38—Amides of thiocarboxylic acids
- C07C327/40—Amides of thiocarboxylic acids having carbon atoms of thiocarboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C327/42—Amides of thiocarboxylic acids having carbon atoms of thiocarboxamide groups bound to hydrogen atoms or to acyclic carbon atoms to hydrogen atoms or to carbon atoms of a saturated carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C327/00—Thiocarboxylic acids
- C07C327/38—Amides of thiocarboxylic acids
- C07C327/48—Amides of thiocarboxylic acids having carbon atoms of thiocarboxamide groups bound to carbon atoms of six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C335/00—Thioureas, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C335/04—Derivatives of thiourea
- C07C335/06—Derivatives of thiourea having nitrogen atoms of thiourea groups bound to acyclic carbon atoms
- C07C335/10—Derivatives of thiourea having nitrogen atoms of thiourea groups bound to acyclic carbon atoms of an unsaturated carbon skeleton
- C07C335/12—Derivatives of thiourea having nitrogen atoms of thiourea groups bound to acyclic carbon atoms of an unsaturated carbon skeleton the carbon skeleton containing six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C335/00—Thioureas, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C335/04—Derivatives of thiourea
- C07C335/14—Derivatives of thiourea having nitrogen atoms of thiourea groups bound to carbon atoms of rings other than six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
- C07C49/687—Unsaturated compounds containing a keto groups being part of a ring containing halogen
- C07C49/697—Unsaturated compounds containing a keto groups being part of a ring containing halogen containing six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C63/00—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings
- C07C63/68—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings containing halogen
- C07C63/74—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings containing halogen having unsaturation outside the aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/76—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
- C07C69/84—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring of monocyclic hydroxy carboxylic acids, the hydroxy groups and the carboxyl groups of which are bound to carbon atoms of a six-membered aromatic ring
- C07C69/92—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring of monocyclic hydroxy carboxylic acids, the hydroxy groups and the carboxyl groups of which are bound to carbon atoms of a six-membered aromatic ring with etherified hydroxyl groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
- C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member 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
- C07D207/24—Oxygen or sulfur atoms
- C07D207/26—2-Pyrrolidones
- C07D207/263—2-Pyrrolidones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms
- C07D207/27—2-Pyrrolidones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms with substituted hydrocarbon radicals directly attached to the ring nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/08—Indoles; Hydrogenated indoles with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to carbon atoms of the hetero ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/44—Iso-indoles; Hydrogenated iso-indoles
- C07D209/48—Iso-indoles; Hydrogenated iso-indoles with oxygen atoms in positions 1 and 3, e.g. phthalimide
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no 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
- C07D211/56—Nitrogen atoms
- C07D211/58—Nitrogen atoms attached in position 4
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/36—Radicals substituted by singly-bound nitrogen atoms
- C07D213/40—Acylated substituent nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/54—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/56—Amides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
- C07D213/61—Halogen atoms or nitro radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
- C07D213/62—Oxygen or sulfur atoms
- C07D213/63—One oxygen atom
- C07D213/64—One oxygen atom attached in position 2 or 6
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
- C07D213/72—Nitrogen atoms
- C07D213/74—Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
- C07D213/72—Nitrogen atoms
- C07D213/75—Amino or imino radicals, acylated by carboxylic or carbonic acids, or by sulfur or nitrogen analogues thereof, e.g. carbamates
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/64—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms, e.g. histidine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
- C07D237/26—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings condensed with carbocyclic rings or ring systems
- C07D237/30—Phthalazines
- C07D237/32—Phthalazines with oxygen atoms directly attached to carbon atoms of the nitrogen-containing ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/26—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/02—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
- C07D241/10—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D241/12—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
- C07D249/10—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
- C07D249/10—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles 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
- C07D249/14—Nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D271/00—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms
- C07D271/02—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms not condensed with other rings
- C07D271/10—1,3,4-Oxadiazoles; Hydrogenated 1,3,4-oxadiazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
- C07D277/62—Benzothiazoles
- C07D277/64—Benzothiazoles with only hydrocarbon or substituted hydrocarbon radicals attached in position 2
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—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
- 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
- C07D295/06—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 halogen atoms or nitro radicals
- C07D295/073—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 halogen atoms or nitro radicals with the ring nitrogen atoms and the substituents separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—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
- 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
- C07D295/00—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
- 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
- C07D295/14—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 carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D295/155—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 carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with the ring nitrogen atoms and the carbon atoms with three bonds to hetero atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—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
- C07D295/16—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 acylated on ring nitrogen atoms
- C07D295/18—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 acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
- C07D295/182—Radicals derived from carboxylic acids
- C07D295/192—Radicals derived from carboxylic acids from aromatic carboxylic acids
-
- 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
- C07D307/04—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D307/10—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/14—Radicals substituted by nitrogen atoms not forming part of a nitro radical
-
- 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
- C07D307/38—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 substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/52—Radicals substituted by nitrogen atoms not forming part of a nitro radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
- C07D309/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D309/08—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no 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
- C07D309/14—Nitrogen atoms not forming part of a nitro radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D331/00—Heterocyclic compounds containing rings of less than five members, having one sulfur atom as the only ring hetero atom
- C07D331/04—Four-membered rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/02—Systems containing only non-condensed rings with a three-membered ring
-
- 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
- C07C2602/04—One of the condensed rings being a six-membered aromatic ring
- C07C2602/08—One of the condensed rings being a six-membered aromatic ring the other ring being five-membered, e.g. indane
-
- 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
- C07C2602/04—One of the condensed rings being a six-membered aromatic ring
- C07C2602/10—One of the condensed rings being a six-membered aromatic ring the other ring being six-membered, e.g. tetraline
Definitions
- the invention disclosed in this document is related to the field of processes to produce molecules that are useful as pesticides (e.g., acaricides, insecticides, molluscicides, and nematicides), such molecules, and processes of using such molecules to control pests.
- pesticides e.g., acaricides, insecticides, molluscicides, and nematicides
- Alkenyl means an acyclic, unsaturated (at least one carbon-carbon double bond), branched or unbranched, substituent consisting of carbon and hydrogen, for example, vinyl, allyl, butenyl, pentenyl, and hexenyl.
- Alkenyloxy means an alkenyl further consisting of a carbon-oxygen single bond, for example, allyloxy, butenyloxy, pentenyloxy, hexenyloxy.
- Alkoxy means an alkyl further consisting of a carbon-oxygen single bond, for example, methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, and tert-butoxy.
- Alkyl means an acyclic, saturated, branched or unbranched, substituent consisting of carbon and hydrogen, for example, methyl, ethyl, (C 3 )alkyl which represents n-propyl and isopropyl), (C 4 )alkyl which represents n-butyl, sec-butyl, isobutyl, and tert-butyl.
- Alkynyl means an acyclic, unsaturated (at least one carbon-carbon triple bond), branched or unbranched, substituent consisting of carbon and hydrogen, for example, ethynyl, propargyl, butynyl, and pentynyl.
- Alkynyloxy means an alkynyl further consisting of a carbon-oxygen single bond, for example, pentynyloxy, hexynyloxy, heptynyloxy, and octynyloxy.
- Aryl means a cyclic, aromatic substituent consisting of hydrogen and carbon, for example, phenyl, naphthyl, and biphenyl.
- (C x -C y ) where the subscripts “x” and “y” are integers such as 1, 2, or 3, means the range of carbon atoms for a substituent—for example, (C 1 -C 4 )alkyl means methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, and tert-butyl, each individually.
- Cycloalkenyloxy means a cycloalkenyl further consisting of a carbon-oxygen single bond, for example, cyclobutenyloxy, cyclopentenyloxy, norbornenyloxy, and bicyclo[2.2.2]octenyloxy.
- Cycloalkyl means a monocyclic or polycyclic, saturated substituent consisting of carbon and hydrogen, for example, cyclopropyl, cyclobutyl, cyclopentyl, norbornyl, bicyclo[2.2.2]octyl, and decahydronaphthyl.
- Cycloalkoxy means a cycloalkyl further consisting of a carbon-oxygen single bond, for example, cyclopropyloxy, cyclobutyloxy, cyclopentyloxy, norbornyloxy, and bicyclo[2.2.2]octyloxy.
- Halo means fluoro, chloro, bromo, and iodo.
- Haloalkoxy means an alkoxy further consisting of, from one to the maximum possible number of identical or different, halos, for example, fluoromethoxy, trifluoromethoxy, 2,2-difluoropropoxy, chloromethoxy, trichloromethoxy, 1,1,2,2-tetrafluoroethoxy, and pentafluoroethoxy.
- Haloalkyl means an alkyl further consisting of, from one to the maximum possible number of, identical or different, halos, for example, fluoromethyl, trifluoromethyl, 2,2-difluoropropyl, chloromethyl, trichloromethyl, and 1,1,2,2-tetrafluoroethyl.
- Heterocyclyl means a cyclic substituent that may be fully saturated, partially unsaturated, or fully unsaturated, where the cyclic structure contains at least one carbon and at least one heteroatom, where said heteroatom is nitrogen, sulfur, or oxygen. In the case of sulfur, that atom can be in other oxidation states such as a sulfoxide and sulfone.
- aromatic heterocyclyls include, but are not limited to, benzofuranyl, benzoisothiazolyl, benzoisoxazolyl, benzoxazolyl, benzothienyl, benzothiazolyl, cinnolinyl, furanyl, imidazolyl, indazolyl, indolyl, isoindolyl, isoquinolinyl, isothiazolyl, isoxazolyl, oxadiazolyl, oxazolinyl, oxazolyl, phthalazinyl, pyrazinyl, pyrazolinyl, pyrazolyl, pyridazinyl, pyridyl, pyrimidinyl, pyrrolyl, quinazolinyl, quinolinyl, quinoxalinyl, tetrazolyl, thiazolinyl, thiazolyl, thienyl, triaziny
- Examples of fully saturated heterocyclyls include, but are not limited to, piperazinyl, piperidinyl, morpholinyl, pyrrolidinyl, oxetanyl, tetrahydrofuranyl, tetrahydrothienyl and tetrahydropyranyl.
- Examples of partially unsaturated heterocyclyls include, but are not limited to, 1,2,3,4-tetrahydroquinolinyl, 4,5-dihydro-oxazolyl, 4,5-dihydro-1H-pyrazolyl, 4,5-dihydro-isoxazolyl, and 2,3-dihydro-[1,3,4]-oxadiazolyl.
- R1 is selected from
- R3 is selected from
- R4 is selected from
- R5 is selected from
- R7 is selected from H, F, Cl, Br, I, OH, (C 1 -C 8 )alkoxy, and halo(C 1 -C 8 )alkoxy;
- R8 is selected from H, (C 1 -C 8 )alkyl, halo(C 1 -C 8 )alkyl, OR14, and N(R14)(R15);
- R9 is selected from H, F, Cl, Br, I, (C 1 -C 8 )alkyl, halo(C 1 -C 8 )alkyl, (C 1 -C 8 )alkoxy, halo(C 1 -C 8 )alkoxy, OR14, and N(R14)(R15);
- R11 is selected from (u), substituted (C 1 -C 8 )alkyl, C( ⁇ O)OH, C( ⁇ O)O(C 1 -C 8 )alkyl, C( ⁇ O)(substituted-(C 1 -C 8 )alkyl), C( ⁇ O)O(substituted (C 1 -C 8 )alkyl), C( ⁇ O)N(R14)(R15), C( ⁇ O)heterocyclyl, C( ⁇ O)(substituted heterocyclyl), C( ⁇ S)N(R14)(R15), C( ⁇ S)heterocyclyl, C( ⁇ S)(substituted heterocyclyl), (C 1 -C 8 )alkylN(R11a)(C( ⁇ X11)R11b), N(11a)(11d), ON(11c)(11d), halo(C 1 -C 8 )alkyl, (C 1 -C 8
- (l) R12 is selected from (v), H, F, Cl, Br, I, CN, (C 1 -C 8 )alkyl, halo(C 1 -C 8 )alkyl, (C 1 -C 8 )alkoxy, halo(C 1 -C 8 )alkoxy, and cyclo(C 3 -C 6 )alkyl;
- R13 is selected from (v), H, F, Cl, Br, I, CN, (C 1 -C 8 )alkyl, halo(C 1 -C 8 )alkyl, (C 1 -C 8 )alkoxy, and halo(C 1 -C 8 )alkoxy;
- each R14 is independently selected from H, (C 1 -C 8 )alkyl, (C 1 -C 8 )alkenyl, substituted (C 1 -C 8 )alkyl, halo(C 1 -C 8 )alkyl, substituted halo(C 1 -C 8 )alkyl), (C 1 -C 8 )alkoxy, cyclo(C 3 -C 6 )alkyl, aryl, substituted-aryl, (C 1 -C 8 )alkyl-aryl, (C 1 -C 8 )alkyl-(substituted-aryl), O—(C 1 -C 8 )alkyl-aryl, O—(C 1 -C 8 )alkyl-(substituted-aryl), heterocyclyl, substituted-heterocyclyl, (C 1 -C 8 )alkyl-heterocyclyl, (C 1 -C 8 )alkyl-
- each R15 is independently selected from H, (C 1 -C 8 )alkyl, (C 1 -C 8 )alkenyl, substituted (C 1 -C 8 )alkyl, halo(C 1 -C 8 )alkyl, substituted halo(C 1 -C 8 )alkyl), (C 1 -C 8 )alkoxy, cyclo(C 3 -C 6 )alkyl, aryl, substituted-aryl, (C 1 -C 8 )alkyl-aryl, (C 1 -C 8 )alkyl-(substituted-aryl), O—(C 1 -C 8 )alkyl-aryl, O—(C 1 -C 8 )alkyl-(substituted-aryl), heterocyclyl, substituted-heterocyclyl, (C 1 -C 8 )alkyl-heterocyclyl, (C 1 -C 8 )alkyl-
- each R16 is independently selected from H, (C 1 -C 8 )alkyl, substituted-(C 1 -C 8 )alkyl, halo(C 1 -C 8 )alkyl, substituted-halo(C 1 -C 8 )alkyl, cyclo(C 3 -C 6 )alkyl, aryl, substituted-aryl, (C 1 -C 8 )alkyl-aryl, (C 1 -C 8 )alkyl-(substituted-aryl), O—(C 1 -C 8 )alkyl-aryl, O—(C 1 -C 8 )alkyl-(substituted-aryl), heterocyclyl, substituted-heterocyclyl, (C 1 -C 8 )alkyl-heterocyclyl, (C 1 -C 8 )alkyl-(substituted-heterocyclyl), O—(C 1 -C 8 )al
- each R17 is independently selected from H, (C 1 -C 8 )alkyl, substituted-(C 1 -C 8 )alkyl, halo(C 1 -C 8 )alkyl, substituted-halo(C 1 -C 8 )alkyl, cyclo(C 3 -C 6 )alkyl, aryl, substituted-aryl, (C 1 -C 8 )alkyl-aryl, (C 1 -C 8 )alkyl-(substituted-aryl), O—(C 1 -C 8 )alkyl-aryl, O—(C 1 -C 8 )alkyl-(substituted-aryl), heterocyclyl, substituted-heterocyclyl, (C 1 -C 8 )alkyl-heterocyclyl, (C 1 -C 8 )alkyl-(substituted-heterocyclyl), O—(C 1 -C 8 )al
- (r) X1 is selected from N and CR12;
- (s) X2 is selected from N, CR9, and CR13;
- (t) X3 is selected from N and CR9;
- R10 and R11 together form a linkage containing 3 to 4 atoms selected from C, N, O, and S, wherein said linkage connects back to the ring to form a 5 to 6 member saturated or unsaturated cyclic ring, wherein said linkage has at least one substituent X4 wherein X4 is selected from F, Cl, Br, I, R14, N(R14)(R15), N(R14)(C( ⁇ O)R14), N(R14)(C( ⁇ S)R14), N(R14)(C( ⁇ O)N(R14)(R14)), N(R14)(C( ⁇ S)N(R14)(R14)), N(R14)(C( ⁇ S)N(R14)(R14)), N(R14)(C( ⁇ O)N(R14)((C 1 -C 8 )alkenyl)), N(R14)(C( ⁇ S)N(R14)((C 1 -C 8 )alken
- R12 and R13 together form a linkage containing 3 to 4 atoms selected from C, N, O, and S, wherein said linkage connects back to the ring to form a 5 to 6 member saturated or unsaturated cyclic ring, wherein said linkage has at least one substituent X4 wherein X4 is selected from R14, N(R14)(R15), N(R14)(C( ⁇ O)R14), N(R14)(C( ⁇ S)R14), N(R14)(C( ⁇ O)N(R14)(R14)), N(R14)(C( ⁇ S)N(R14)(R14)), N(R14)(C( ⁇ O)N(R14)(R14)), N(R14)(C( ⁇ O)N(R14)((C 1 -C 8 )alkenyl)), N(R14)(C( ⁇ S)N(R14)((C 1 -C 8 )alkenyl)), wherein each R
- R1 may be selected from any combination of one or more of the following—H, F, Cl, Br, I, CN, NO 2 , methyl, ethyl, (C 3 )alkyl, (C 4 )alkyl, (C 5 )alkyl, (C 6 )alkyl, (C 7 )alkyl, (C 8 )alkyl, halomethyl, haloethyl, halo(C 3 )alkyl, halo(C 4 )alkyl, halo(C 5 )alkyl, halo(C 6 )alkyl, halo(C 7 )alkyl, halo(C 8 )alkyl, methoxy, ethoxy, (C 3 )alkoxy, (C 4 )alkoxy, (C 5 )alkoxy, (C 6 )alkoxy, (C 7 )alkoxy, (C 8 )alkoxy, halomethoxy
- R2 may be selected from any combination of one or more of the following—H, F, Cl, Br, I, CN, NO 2 , methyl, ethyl, (C 3 )alkyl, (C 4 )alkyl, (C 5 )alkyl, (C 6 )alkyl, (C 7 )alkyl, (C 8 )alkyl, halomethyl, haloethyl, halo(C 3 )alkyl, halo(C 4 )alkyl, halo(C 5 )alkyl, halo(C 6 )alkyl, halo(C 7 )alkyl, halo(C 8 )alkyl, methoxy, ethoxy, (C 3 )alkoxy, (C 4 )alkoxy, (C 5 )alkoxy, (C 6 )alkoxy, (C 7 )alkoxy, (C 8 )alkoxy, halomethoxy
- R3 may be selected from any combination of one or more of the following—H, F, Cl, Br, I, CN, NO 2 , methyl, ethyl, (C 3 )alkyl, (C 4 )alkyl, (C 5 )alkyl, (C 6 )alkyl, (C 7 )alkyl, (C 8 )alkyl, halomethyl, haloethyl, halo(C 3 )alkyl, halo(C 4 )alkyl, halo(C 5 )alkyl, halo(C 6 )alkyl, halo(C 7 )alkyl, halo(C 8 )alkyl, methoxy, ethoxy, (C 3 )alkoxy, (C 4 )alkoxy, (C 5 )alkoxy, (C 6 )alkoxy, (C 7 )alkoxy, (C 8 )alkoxy, halomethoxy
- R4 may be selected from any combination of one or more of the following—H, F, Cl, Br, I, CN, NO 2 , methyl, ethyl, (C 3 )alkyl, (C 4 )alkyl, (C 5 )alkyl, (C 6 )alkyl, (C 7 )alkyl, (C 8 )alkyl, halomethyl, haloethyl, halo(C 3 )alkyl, halo(C 4 )alkyl, halo(C 5 )alkyl, halo(C 6 )alkyl, halo(C 7 )alkyl, halo(C 8 )alkyl, methoxy, ethoxy, (C 3 )alkoxy, (C 4 )alkoxy, (C 5 )alkoxy, (C 6 )alkoxy, (C 7 )alkoxy, (C 8 )alkoxy, halomethoxy
- R5 may be selected from any combination of one or more of the following—H, F, Cl, Br, I, CN, NO 2 , methyl, ethyl, (C 3 )alkyl, (C 4 )alkyl, (C 5 )alkyl, (C 6 )alkyl, (C 7 )alkyl, (C 8 )alkyl, halomethyl, haloethyl, halo(C 3 )alkyl, halo(C 4 )alkyl, halo(C 5 )alkyl, halo(C 6 )alkyl, halo(C 7 )alkyl, halo(C 8 )alkyl, methoxy, ethoxy, (C 3 )alkoxy, (C 4 )alkoxy, (C 5 )alkoxy, (C 6 )alkoxy, (C 7 )alkoxy, (C 8 )alkoxy, halomethoxy
- R2 and R4 are selected from F, Cl, Br, I, CN, and NO 2 and R1, R3, and R5 are H.
- R2, R3, and R4 are selected from F, Cl, Br, I, CN, and NO 2 and R1, and R5 are H.
- R2, R3, and R4 are independently selected from F and Cl and R1 and R5 are H.
- R1 is selected from Cl and H.
- R2 is selected from CF 3 , CH 3 , Cl, F, and H.
- R3 is selected from OCH 3 , CH 3 , F, Cl, or H.
- R4 is selected from CF 3 , CH 3 , Cl, F, and H.
- R5 is selected from F, Cl, and H.
- R6 may be selected from any combination of one or more of the following—halomethyl, haloethyl, halo(C 3 )alkyl, halo(C 4 )alkyl, halo(C 5 )alkyl, halo(C 6 )alkyl, halo(C 7 )alkyl, and halo(C 8 )alkyl.
- R6 is trifluoromethyl
- R7 may be selected from any combination of one or more of the following—H, F, Cl, Br, and I.
- R7 is selected from H, OCH 3 , and OH.
- R8 may be selected from any combination of one or more of the following—H, methyl, ethyl, (C 3 )alkyl, (C 4 )alkyl, (C 5 )alkyl, (C 6 )alkyl, (C 7 )alkyl, (C 8 )alkyl, halomethyl, haloethyl, halo(C 3 )alkyl, halo(C 4 )alkyl, halo(C 5 )alkyl, halo(C 6 )alkyl, halo(C 7 )alkyl, and halo(C 8 )alkyl.
- R8 is selected from CH 3 and H.
- R9 may be selected from any combination of one or more of the following—H, F, Cl, Br, I, methyl, ethyl, (C 3 )alkyl, (C 4 )alkyl, (C 5 )alkyl, (C 6 )alkyl, (C 7 )alkyl, (C 8 )alkyl, halomethyl, haloethyl, halo(C 3 )alkyl, halo(C 4 )alkyl, halo(C 5 )alkyl, halo(C 6 )alkyl, halo(C 7 )alkyl, halo(C 8 )alkyl, methoxy, ethoxy, (C 3 )alkoxy, (C 4 )alkoxy, (C 5 )alkoxy, (C 6 )alkoxy, (C 7 )alkoxy, (C 8 )alkoxy, halomethoxy, haloethoxy
- R10 may be selected from any combination of one or more of the following—H, F, Cl, Br, I, CN, methyl, ethyl, (C 3 )alkyl, (C 4 )alkyl, (C 5 )alkyl, (C 6 )alkyl, (C 7 )alkyl, (C 8 )alkyl, halomethyl, haloethyl, halo(C 3 )alkyl, halo(C 4 )alkyl, halo(C 5 )alkyl, halo(C 6 )alkyl, halo(C 7 )alkyl, halo(C 8 )alkyl, methoxy, ethoxy, (C 3 )alkoxy, (C 4 )alkoxy, (C 5 )alkoxy, (C 6 )alkoxy, (C 7 )alkoxy, (C 8 )alkoxy, halomethoxy, halo
- R10 may be selected from any combination of one or more of the following—H, Cl, Br, CH 3 , and CF 3 .
- R10 is selected from Br, C( ⁇ NOH)NH 2 , C( ⁇ O)H, C( ⁇ O)NH 2 , C( ⁇ O)OCH 2 CH 3 , C( ⁇ O)OH, CF 3 , CH 2 CH 3 , CH 2 OH, CH 3 , Cl, CN, F, H, NH 2 , NHC( ⁇ O)H, NHCH 3 , NO 2 , OCH 3 , OCHF 2 , and pyridyl.
- R11 may be selected from any combination of one or more of the following—C( ⁇ O)(substituted-(C 1 -C 8 )alkyl), C( ⁇ O)N(R14)(R15), C( ⁇ O)heterocyclyl, and C( ⁇ O)(substituted-heterocyclyl).
- R11 is C( ⁇ O)morpholinyl.
- R11 may be selected from any combination of CH 2 N(H)C( ⁇ O)CH 3 , CH 2 N(H)C( ⁇ O)cyclopropyl, CH 2 N(H)C( ⁇ O)CH 2 CF 3 , CH 2 N(H)C( ⁇ O)CH 2 CH 3 , CH 2 N(H)C( ⁇ O)C(CH 3 ) 3 , CH 2 N(H)C( ⁇ O)(chloropyridyl), CH 2 N(H)C( ⁇ O)CH 2 (chloropyridyl), CH 2 N(H)C( ⁇ O)CH 2 CH 2 SCH 3 , N(H)C( ⁇ O)(pyridyl), CH 2 N(CH 2 pyridyl)C( ⁇ O)cyclopropyl, CH 2 N(H)C( ⁇ O)N(H)(CH 2 CH 3 ), CH 2 N(H)C( ⁇ O)morpholinyl, CH 2 N(H)C( ⁇ O)
- R11 may be selected from any combination of 1,2,4-triazolyl, 1,2,4-triazolyl-C( ⁇ O)cyclopropyl, 1,2,4-triazolyl-C( ⁇ O)CH 3 , 1,2,-methyltriazolyl, 1,2,4-triazolyl-N(C( ⁇ O)cyclopropyl) 2 , 1,2,4-triazolylN(H)(C( ⁇ O)cyclopropyl), 1,2,4-triazolylNH 2 , 1,2,4-triazolyl-NO 2 , 1,2,4-triazolylS(O) 2 CH 3 , 1,2,4-triazolylSCH 3 , C( ⁇ O)(morpholinyl), C( ⁇ O)N(CH 3 )(CH 3 ), C( ⁇ O)N(H)(CH(CH 3 )chloropyridinyl), C( ⁇ O)N(H)(CH 2 C( ⁇ O)N(CH 3 )(CH 2 CF 3
- R12 may be selected from any combination of one or more of the following—H, F, Cl, Br, I, methyl, ethyl, (C 3 )alkyl, (C 4 )alkyl, (C 5 )alkyl, (C 6 )alkyl, (C 7 )alkyl, (C 8 )alkyl, halomethyl, haloethyl, halo(C 3 )alkyl, halo(C 4 )alkyl, halo(C 5 )alkyl, halo(C 6 )alkyl, halo(C 7 )alkyl, halo(C 8 )alkyl, halomethoxy, haloethoxy, halo(C 3 )alkoxy, halo(C 4 )alkoxy, halo(C 5 )alkoxy, halo(C 6 )alkoxy, halo(C 7 )alkoxy, and
- R12 is selected from CH3, and H.
- R13 may be selected from any combination of one or more of the following—H, F, Cl, Br, I, methyl, ethyl, (C 3 )alkyl, (C 4 )alkyl, (C 5 )alkyl, (C 6 )alkyl, (C 7 )alkyl, (C 8 )alkyl, halomethyl, haloethyl, halo(C 3 )alkyl, halo(C 4 )alkyl, halo(C 5 )alkyl, halo(C 6 )alkyl, halo(C 7 )alkyl, halo(C 8 )alkyl, halomethoxy, haloethoxy, halo(C 3 )alkoxy, halo(C 4 )alkoxy, halo(C 5 )alkoxy, halo(C 6 )alkoxy, halo(C 7 )alkoxy, and
- R13 is selected from CH 3 , Cl and H.
- R12-R13 are a hydrocarbyl linkage containing CH ⁇ CHCH ⁇ CH.
- R14 may be selected from any combination of one or more of the following—H, methyl, ethyl, (C 3 )alkyl, (C 4 )alkyl, (C 5 )alkyl, (C 6 )alkyl, (C 7 )alkyl, (C 8 )alkyl, halomethyl, haloethyl, halo(C 3 )alkyl, halo(C 4 )alkyl, halo(C 5 )alkyl, halo(C 6 )alkyl, halo(C 7 )alkyl, halo(C 8 )alkyl, methyl-aryl, ethyl-aryl, (C 3 )alkyl-aryl, (C 4 )alkyl-aryl, (C 5 )alkyl-aryl, (C 6 )alkyl-aryl, (C 7 )alkyl-aryl, (C 8 )alkyl, methyl-ary
- R14 may be selected from any combination of one or more of the following—H, CH 3 , CH 2 CF 3 , CH 2 -halopyridyl, oxo-pyrrolidinyl, halophenyl, thietanyl, CH 2 -phenyl, CH 2 -pyridyl, thietanyl-dioxide, CH 2 -halothiazolyl, C((CH 3 ) 2 )-pyridyl, N(H)(halophenyl), CH 2 -pyrimidinyl, CH 2 -tetrahydrofuranyl, CH 2 -furanyl, O—CH 2 -halopyridyl, and CH 2 C( ⁇ O)N(H)(CH 2 CF 3 ).
- R15 may be selected from any combination of one or more of the following—H, methyl, ethyl, (C 3 )alkyl, (C 4 )alkyl, (C 5 )alkyl, (C 6 )alkyl, (C 7 )alkyl, (C 8 )alkyl, halomethyl, haloethyl, halo(C 3 )alkyl, halo(C 4 )alkyl, halo(C 5 )alkyl, halo(C 6 )alkyl, halo(C 7 )alkyl, halo(C 8 )alkyl, methyl-aryl, ethyl-aryl, (C 3 )alkyl-aryl, (C 4 )alkyl-aryl, (C 5 )alkyl-aryl, (C 6 )alkyl-aryl, (C 7 )alkyl-aryl, (C 8 )alkyl, methyl-ary
- R15 may be selected from any combination of one or more of the following—H, CH 3 , CH 2 CF 3 , CH 2 -halopyridyl, oxo-pyrrolidinyl, halophenyl, thietanyl, CH 2 -phenyl, CH 2 -pyridyl, thietanyl-dioxide, CH 2 -halothiazolyl, C((CH 3 ) 2 )-pyridyl, N(H)(halophenyl), CH 2 -pyrimidinyl, CH 2 -tetrahydrofuranyl, CH 2 -furanyl, O—CH 2 -halopyridyl, and CH 2 C( ⁇ O)N(H)(CH 2 CF 3 ).
- R16 may be selected from any combination of one or more of the following—H, methyl, ethyl, (C 3 )alkyl, (C 4 )alkyl, (C 5 )alkyl, (C 6 )alkyl, (C 7 )alkyl, (C 8 )alkyl, halomethyl, haloethyl, halo(C 3 )alkyl, halo(C 4 )alkyl, halo(C 5 )alkyl, halo(C 6 )alkyl, halo(C 7 )alkyl, halo(C 8 )alkyl, methyl-aryl, ethyl-aryl, (C 3 )alkyl-aryl, (C 4 )alkyl-aryl, (C 5 )alkyl-aryl, (C 6 )alkyl-aryl, (C 7 )alkyl-aryl, (C 8 )alkyl, methyl-ary
- R16 may be selected from any combination of one or more of the following—H, CH 2 CF 3 , cyclopropyl, thietanyl, thietanyl dioxide, and halophenyl.
- R17 may be selected from any combination of one or more of the following—H, methyl, ethyl, (C 3 )alkyl, (C 4 )alkyl, (C 5 )alkyl, (C 6 )alkyl, (C 7 )alkyl, (C 8 )alkyl, halomethyl, haloethyl, halo(C 3 )alkyl, halo(C 4 )alkyl, halo(C 5 )alkyl, halo(C 6 )alkyl, halo(C 7 )alkyl, halo(C 8 )alkyl, methyl-aryl, ethyl-aryl, (C 3 )alkyl-aryl, (C 4 )alkyl-aryl, (C 5 )alkyl-aryl, (C 6 )alkyl-aryl, (C 7 )alkyl-aryl, (C 8 )alkyl, methyl-ary
- R17 may be selected from any combination of one or more of the following—H, CH 2 CF 3 , cyclopropyl, thietanyl, thietanyl dioxide, and halophenyl.
- X1 is CR12
- X2 is CR13
- X3 is CR9.
- a heterocyclyl has preferably about 6 to 10 atoms in the ring structure, more preferably, 6 to 8 atoms.
- the molecules of Formula One will generally have a molecular mass of about 100 Daltons to about 1200 Daltons. However, it is generally preferred if the molecular mass is from about 120 Daltons to about 900 Daltons, and it is even more generally preferred if the molecular mass is from about 140 Daltons to about 600 Daltons.
- the benzyl alcohol of Formula IV wherein R1, R2, R3, R4, R5, R6, and R7 are as previously disclosed, can be synthesized in two ways.
- One way, disclosed in step a of Scheme I, is by treatment of the ketone of Formula II, wherein R1, R2, R3, R4, R5, and R6 are as previously disclosed, with a reducing agent, such as sodium borohydride (NaBH 4 ), under basic conditions, such as aqueous sodium hydroxide (NaOH), in a polar protic solvent, such as methyl alcohol (CH 3 OH) at 0° C.
- a reducing agent such as sodium borohydride (NaBH 4 )
- NaOH sodium borohydride
- a polar protic solvent such as methyl alcohol (CH 3 OH) at 0° C.
- an aldehyde of Formula III wherein R1, R2, R3, R4, R5, and R7 are as previously disclosed, is allowed to react with trifluorotrimethylsilane in the presence of a catalytic amount of tetrabutylammonium fluoride in a polar aprotic solvent, such as tetrahydrofuran (THF), as in step b of Scheme I.
- a catalytic amount of tetrabutylammonium fluoride in a polar aprotic solvent such as tetrahydrofuran (THF)
- a halogenating reagent such as N-bromosuccinimide and triethyl phosphite
- thionyl chloride and pyridine in a hydrocarbon solvent, such as
- a vinylbenzoic acid of Formula VI wherein R11 is (C ⁇ O)OH and R8, R9, R10, R12, R13, X1, X2, and X3 are as previously disclosed, can be converted in two steps to the vinylbenzamide of Formula VIIa, wherein R11 is (C ⁇ O)N(R14)(R15), and R8, R9, R10, R12, R13, R14, R15, and X are as previously disclosed.
- step d of Scheme II the benzoic acid of Formula VI is treated with oxalyl chloride in the presence of a catalytic amount of N,N-dimethylformamide (DMF) in a non-reactive solvent such as CH 2 Cl 2 to form the acid chloride, which is subsequently allowed to react with an amine (HN(R14)(R15)), wherein R14 and R15 are as previously disclosed, in the presence of a base, such as triethylamine, in a polar aprotic solvent, such as THF, to provide the vinyl benzamide of Formula VIIa, wherein R11 is (C ⁇ O)N(R14)(R15), and R8, R9, R10, R12, R13, R14, R15, X1, X2, and X3 are as previously disclosed, as in step e of Scheme II.
- DMF N,N-dimethylformamide
- a halobenzoic acid of Formula VIII wherein R18 is Br or I, R11 is (C ⁇ O)OH and R9, R10, R12, R13, X1, X2, and X3 are as previously disclosed can be converted to a vinylbenzoic acid ester of Formula VIIb1 or Formula VIIb2, wherein R18 is Br or I, R11 is (C ⁇ O)O(C 1 -C 6 alkyl), and R8, R9, R10, R12, R13, X1, X2, and X3 are as previously disclosed.
- step f of Scheme III the halobenzoic acid of Formula VIII, wherein R18 is Br, is treated with a base, such as n-butyllithium (n-BuLi), and DMF in a polar, aprotic solvent, such as THF, at a temperature of about ⁇ 78° C.
- a base such as n-butyllithium (n-BuLi)
- DMF a polar, aprotic solvent
- THF a polar, aprotic solvent
- the resulting formyl benzoic acid is allowed to react with an acid, such as sulfuric acid (H 2 SO 4 ), in the presence of an alcohol, such as ethyl alcohol (EtOH), as in step g, to provide the formyl benzoic acid ethyl ester of Formula IX, wherein R11 is (C ⁇ O)O(C 1 -C 6 alkyl), and R9, R10, R12, R13, X1, X2, and X3 are as previously disclosed.
- an acid such as sulfuric acid (H 2 SO 4 )
- an alcohol such as ethyl alcohol (EtOH)
- EtOH ethyl alcohol
- the vinyl benzoic acid ester of Formula VIIb1 is accessed via reaction of the compounds of Formula IX, with a base, such as potassium carbonate (K 2 CO 3 ), and methyl triphenyl phosphonium bromide in a polar aprotic solvent, such as 1,4-dioxane, at ambient temperature, as in step h of Scheme III.
- a base such as potassium carbonate (K 2 CO 3 )
- methyl triphenyl phosphonium bromide in a polar aprotic solvent, such as 1,4-dioxane
- step i of Scheme IV the halobenzoic acid of Formula VIII, wherein R18 is Br, R11 is (C ⁇ O)OH, and R8, R9, R10, R12, R13, X1, X2, and X3 are as previously disclosed, is treated with di-tert-butyl dicarbonate in the presence of a base, such as triethylamine (Et 3 N) and a catalytic amount of 4-(dimethylamino)pyridine (DMAP) in a polar aprotic solvent, such as THF, at ambient temperature.
- a base such as triethylamine (Et 3 N)
- DMAP 4-(dimethylamino)pyridine
- the resulting benzoic acid tert-butyl ester is allowed to react with vinyl boronic anhydride pyridine complex in the presence of a palladium catalyst, such a tetrakis(triphenylphospine)palladium(0) (Pd(PPh 3 ) 4 ), and a base, such as K 2 CO 3 , in a non-reactive solvent such as toluene at reflux temperature, as in step j, to provide the vinyl benzoic acid ester of Formula VIIb2, wherein R11 is (C ⁇ O)O(C 1 -C 6 alkyl), and R8, R9, R10, R12, R13, X1, X2, and X3 are as previously disclosed.
- a palladium catalyst such as tetrakis(triphenylphospine)palladium(0) (Pd(PPh 3 ) 4
- a base such as K 2 CO 3
- step k of Scheme V the vinyl benzoic acid ester of Formula VIIb2, wherein R10 is Br, R11 is (C ⁇ O)O(C 1 -C 6 alkyl), and R8, R9, R12, R13, X1, X2, and X3 are as previously defined, can be further transformed into the corresponding vinyl benzoic acid ester of Formula VIIb3, wherein R10 is CN, R11 is (C ⁇ O)O(C 1 -C 6 alkyl), and R8, R9, R12, R13, X1, X2, and X3 are as previously disclosed, by reaction with copper(I) cyanide (CuCN) in a polar aprotic solvent, such as DMF, at 140° C.
- CuCN copper(I) cyanide
- Coupling of the compounds of Formula V with the compounds of Formula VIIa, VIIb1, VIIb2 and VIIb3 can be accomplished as in Schemes VI, VII, and VIII.
- step 1 of Scheme VI a compound of Formula V, wherein Y, R1, R2, R3, R4, R5, R6, and R7 are as previously disclosed, and the vinylbenzamide of Formula VIIa, wherein R11 is (C ⁇ O)N(R14)(R15), and R8, R9, R10, R12, R13, R14, R15, X1, X2, and X3 are as previously disclosed, are allowed to react in the presence of copper(I) chloride (CuCl) and 2,2-bipyridyl in a solvent, such as 1,2-dichlorobenzene, at a temperature of about 180° C.
- CuCl copper(I) chloride
- 2,2-bipyridyl such as 1,2-dichlorobenzene
- R11 is (C ⁇ O)N(R14)(R15)
- R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R12, R13, R14, R15, X1, X2, and X3 are as previously disclosed.
- step l of Scheme VII the compound of Formula V, wherein Y, R1, R2, R3, R4, R5, R6, and R7 are as previously disclosed, and the vinylbenzoic acid ester of Formula VIIb1, wherein R11 is (C ⁇ O)O(C 1 -C 6 alkyl), and R8, R9, R10, R12, R13, X1, X2, and X3 are as previously disclosed, are allowed to react in the presence of CuCl and 2,2-bipyridyl in a solvent, such as 1,2-dichlorobenzene, at a temperature of about 180° C.
- a solvent such as 1,2-dichlorobenzene
- R11 is (C ⁇ O)O(C 1 -C 6 alkyl), and R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R12, R13, X1, X2, and X3 are as previously disclosed.
- the compounds of Formula Xa are then converted to the molecules of Formula One, wherein R11 is (C ⁇ O)N(R14)(R15), and R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R12, R13, R14, R15, X1, X2, and X3 are as previously disclosed, by either a two-step process as disclosed in steps m and n or in one step as disclosed in step o.
- step m of Scheme VII the ester of Formula Xa is saponified to the corresponding acid under acidic conditions, such as about 11 Normal (N) hydrochloric acid (HCl), in a polar aprotic solvent, such as 1,4-dioxane, at about 100° C.
- acidic conditions such as about 11 Normal (N) hydrochloric acid (HCl)
- a polar aprotic solvent such as 1,4-dioxane
- the acid is subsequently coupled to an amine (HN(R14)(R15)), wherein R14 and R15 are as previously disclosed, with 1-hydroxybenzotriazole hydrate (HOBt.H 2 O) and N-(3-dimethylaminopropyl)-N′-ethyl-carbodiimide hydrochloride (EDC.HCl) in the presence of a base, such as N,N-diisopropylethylamine (DIEA), and in a polar aprotic solvent, such as DMF, to give the molecules of Formula One, wherein R11 is (C ⁇ O)N(R14)(R15), and R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R12, R13, R14, R15, X1, X2, and X3 are as previously disclosed.
- a base such as N,N-diisopropylethylamine (DIEA)
- DIEA N,N
- the ester of Formula Xa is allowed to react with an amine (HN(R14)(R15)) in the presence of a solution of trimethylaluminum in toluene in a non-reactive solvent, such as CH 2 Cl 2 , at ambient temperature, as in step o of Scheme VII, to access the molecules of Formula One, wherein R11 is (C ⁇ O)N(R14)(R15), and R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R12, R13, R14, R15, X1, X2, and X3 are as previously disclosed.
- a non-reactive solvent such as CH 2 Cl 2
- step l of Scheme VIII the compound of Formula V, wherein Y, R1, R2, R3, R4, R5, R6, and R7 are as previously disclosed, and the vinylbenzoic acid ester of Formula VIIb2 or VIIb3, wherein R11 is (C ⁇ O)O(C 1 -C 6 alkyl), and R8, R9, R10, R12, R13, X1, X2, and X3 are as previously disclosed, are allowed to react in the presence of CuCl and 2,2-bipyridyl in a solvent, such as 1,2-dichlorobenzene, at a temperature of about 180° C.
- a solvent such as 1,2-dichlorobenzene
- R11 is (C ⁇ O)OH
- R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R12, R13, R14, R15, X1, X2, and X3 are as previously disclosed.
- the compounds of Formula Xb are then converted to the molecules of Formula One, wherein R11 is (C ⁇ O)N(R14)(R15), and R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R12, R13, R14, R15, X1, X2, and X3 are as previously disclosed, in one step as disclosed in step n.
- step n of Scheme VII the acid of Formula Xb is coupled to an amine (HN(R14)(R15)), wherein R14 and R15 are as previously disclosed, with HOBt.H 2 O and EDC.HCl in the presence of a base, such as DIEA, and in a polar aprotic solvent, such as DMF, to give the molecules of Formula One, wherein R11 is (C ⁇ O)N(R14)(R15), and R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R12, R13, R14, R15, X1, X2, and X3 are as previously disclosed.
- a base such as DIEA
- a polar aprotic solvent such as DMF
- step j of Scheme IX the halobenzoketone of Formula VIIIb, wherein R18 is Br, R10 and R11 together form a linkage, having 3-4 carbon atoms and an oxo substituent and with the ring carbon atoms form a 5- or 6-membered cyclic ring, and R8, R9, R12, R13, X1, X2, and X3 are as previously disclosed, is allowed to react with vinyl boronic anhydride pyridine complex in the presence of a palladium catalyst, such as Pd(PPh 3 ) 4 , and a base, such as K 2 CO 3 , in a non-reactive solvent such as toluene at reflux temperature, to provide the vinyl benzoketone of Formula VIIb4, wherein R10 and R11 together form a linkage, having 3-4 carbon atoms and an oxo substituent and with the ring carbon atoms form a 5- or 6-membered ring, and R8, R9, R12, R13,
- step l of Scheme X the compound of Formula V, wherein Y, R1, R2, R3, R4, R5, R6, and R7 are as previously disclosed, and the vinylbenzoketone of Formula VIIb4 as previously disclosed, wherein R8, R9, R12, R13, X1, X2, and X3 are as previously disclosed, are allowed to react in the presence of CuCl and 2,2-bipyridyl in a solvent, such as 1,2-dichlorobenzene, at a temperature of about 180° C.
- a solvent such as 1,2-dichlorobenzene
- R10 and R11 together form a linkage, having 3-4 carbon atoms and an oxo substituent and with the ring carbon atoms form a 5- or 6-membered ring
- R1, R2, R3, R4, R5, R6, R7, R8, R9, R12, R13, X1, X2, and X3 are as previously disclosed.
- the compounds of Formula Xc are then converted to the molecules of Formula Xd, wherein R10 and R11 together form a linkage, having 3-4 carbon atoms and an oxime [(C ⁇ N)(OH)] substituent and with the ring carbon atoms form a 5- or 6-membered ring, and R1, R2, R3, R4, R5, R6, R7, R8, R9, R12, R13, X1, X2, and X3 are as previously disclosed, in stepp.
- step p of Scheme X the ketone of Formula Xc is allowed to react with hydroxylamine hydrochloride in the presence of sodium acetate and in a polar protic solvent, such as EtOH, at a temperature of about 78° C., to give the molecules of Formula Xd as previously disclosed.
- a polar protic solvent such as EtOH
- the compounds of Formula Xc are also converted to the molecules of Formula Xe, wherein R10 and R11 together form a linkage, having 3-4 carbon atoms and an amine substituent and with the ring carbon atoms form a 5- or 6-membered ring, and R1, R2, R3, R4, R5, R6, R7, R8, R9, R12, R13, X1, X2, and X3 are as previously disclosed, as demonstrated in step q of Scheme XI.
- the ketone of Formula Xc is allowed to react with ammonium acetate in the presence of sodium cyanoborohydride and in a polar protic solvent, such as CH 3 OH, at a temperature of about 65° C., to give the molecules of Formula Xe.
- the compounds of Formula Xe are converted to the molecules of Formula One, wherein R10 and R11 together form a linkage as previously disclosed in (u), and R1, R2, R3, R4, R5, R6, R7, R8, R9, R12, R13, X1, X2, and X3 are as previously, in one step as disclosed in steps r or s.
- step r of Scheme XII the amine of Formula Xe is allowed to react with an isocyanate in a polar, aprotic solvent such as diethyl ether at ambient temperature to provide the molecules of Formula One as previously disclosed.
- step s of Scheme XII the amine of Formula Xe is coupled to an acid with HOBt.H 2 O and EDC.HCl in the presence of a base, such as DIEA, in a non-reactive solvent, such as CH 2 Cl 2 , to give the molecules of Formula One, as previously disclosed.
- a base such as DIEA
- a non-reactive solvent such as CH 2 Cl 2
- step t of Scheme XIII the vinyl benzyl chloride of Formula XIa, wherein R11 is —CH 2 Cl and R8, R9, R10, R12, R13, X1, X2, and X3 are as previously defined, can be transformed into the corresponding phthalimide-protected benzyl amine of Formula XIIa, wherein R11 is CH 2 N(Phthalimide), and R8, R9, R10, R12, R13, X1, X2, and X3 are as previously disclosed, by reaction with potassium phthalimide in a polar aprotic solvent, such as DMF, at 70° C.
- a polar aprotic solvent such as DMF
- step u of Scheme XIV the 4-methylbenzonitrile of Formula XIIIa, wherein R11 is CH 3 and R9, R10, R12, R13, X1, X2, and X3 are as previously defined, can be transformed into the corresponding benzyl bromide of Formula XIVa, wherein R11 is CH 2 Br and R8, R9, R10, R12, R13, X1, X2, and X3 are as previously disclosed, by reaction with N-bromosuccinimide (NBS) and azobisisobutyronitrile (AIBN) in a non-reactive solvent, such as carbon tetrachloride at 77° C.
- NBS N-bromosuccinimide
- AIBN azobisisobutyronitrile
- the nitrile group (CN) of Formula XIVa can be reduced to the corresponding aldehyde of Formula XVa, wherein R11 is CH 2 Br and R9, R10, R12, R13, X1, X2, and X3 are as previously defined via reaction with diisobutylaluminum hydride (DIBAL-H) in an aprotic solvent, such as toluene, at 0° C., followed by quenching with 1.0 M hydrochloric acid (HCl) as in step v of Scheme XIV.
- DIBAL-H diisobutylaluminum hydride
- HCl hydrochloric acid
- the compound of Formula XVa can be further transformed to the corresponding phthalimide-protected benzyl amine of Formula XVIa, wherein R11 is CH 2 N(Phthalimide) and R9, R10, R12, R13, X1, X2, and X3 are as previously disclosed, by reaction with potassium phthalimide in a polar aprotic solvent, such as DMF, at 60° C. as in step t of Scheme XIV.
- a polar aprotic solvent such as DMF
- the aldehyde of Formula XVIa can be converted to the olefin of Formula XIIb, wherein R11 is CH 2 N(Phthalimide) and R8, R9, R10, R12, R13, X1, X2, and X3 are as previously disclosed, by reaction with methyl triphenyl phosphonium bromide in a polar aprotic solvent, such as 1,4-dioxane, in the presence of a base, such as K 2 CO 3 , at ambient temperature.
- a polar aprotic solvent such as 1,4-dioxane
- the aldehyde of Formula XVa wherein R11 is CH 2 Br and R9, R10, R12, R13, X1, X2, and X3 are as previously defined, can be reacted with a nucleophile, such as 2-aminopyridine, in a polar aprotic solvent, such as N,N-dimethylacetamide (DMA), in the presence of a base, such as K 2 CO 3 , at ambient temperature to provide the compound of Formula XVII, wherein R11 is CH 2 NH(2-pyridine) and R9, R10, R12, R13, X1, X2, and X3 are as previously disclosed, as in step x of Scheme XV.
- a nucleophile such as 2-aminopyridine
- a polar aprotic solvent such as N,N-dimethylacetamide (DMA)
- DMA N,N-dimethylacetamide
- step w of Scheme XV the compound of Formula XVII can be converted to the olefin of Formula XVIII, wherein R11 is CH 2 NH(2-pyridine) and R8, R9, R10, R12, R13, X1, X2, and X3 are as previously disclosed.
- the compound of Formula XIX can be reacted with the compounds of Formula XX, wherein R10 and R11 are C1, X1 is N, and R9, R13, X2, and X3 are as previously disclosed, in the presence of a base, such as sodium hydride (NaH), and a polar aprotic solvent, such as DMF, at ambient temperature to provide the compounds of Formula XXI, wherein R10 is Cl, R11 is (CH)NH 2 CO 2 CH 2 CH 3 , X1 is N, and R9, R13, X2, and X3 are as previously defined.
- a base such as sodium hydride (NaH)
- a polar aprotic solvent such as DMF
- Hydrolysis and decarboxylation of the compounds of Formula XXI can be accomplished by reaction under acidic conditions, such as with 3 N HCl, at reflux temperature, to afford the compounds of Formula XXII, wherein R10 is Cl, R11 is CH 2 NH 2 .HCl, X1 is N, and R9, R13, X2, and X3 are as previously disclosed, as in step aa in Scheme XVI.
- the compounds of Formula XXII can be further transformed to the corresponding phthalimide-protected benzyl amines of Formula XXIIIa, wherein R10 is Cl, R11 is CH 2 N(Phthalimide), X1 is N, and R9, R13, X1, X2, and X3 are as previously disclosed, by reaction with phthalic anhydride in the presence of a base, such as Et 3 N, and an aprotic solvent, such as toluene, at reflux temperature as in step ab of Scheme XVI.
- a base such as Et 3 N
- an aprotic solvent such as toluene
- the bromide of Formula XXIIIa can be converted to the olefin of Formula XIIc, wherein R10 is Cl, R11 is CH 2 N(Phthalimide), X1 is N, and R8, R9, R13, X2 and X3 are as previously disclosed, by reaction with vinyl boronic anhydride pyridine complex in the presence of a palladium catalyst, such as Pd(PPh 3 ) 4 , and a base, such as K 2 CO 3 , in a non-reactive solvent such as toluene at reflux temperature, as in step ac of Scheme XVI.
- a palladium catalyst such as Pd(PPh 3 ) 4
- a base such as K 2 CO 3
- step u of Scheme XVII the 4-methylnaphthonitrile of Formula XIIIb, wherein X3 is CR9, R10 and X3 together form a linkage having 4 carbon atoms and with the ring carbon atoms form a 6-membered aromatic ring, R11 is CH 3 , and R12, R13, X1 and X2 are as previously defined, can be transformed into the corresponding naphthyl bromide of Formula XIVb, wherein X3 is CR9, R10 and X3 together form a linkage having 4 carbon atoms and with the ring carbon atoms form a 6-membered aromatic ring, R11 is CH 2 Br, and R12, R13, X1 and X2 are as previously disclosed, by reaction with N-bromosuccinimide (NBS) and azobisisobutyronitrile (AIBN) in a non-reactive solvent, such as carbon tetrachloride at 77° C.
- the nitrile group (CN) of Formula XIVb can be reduced to the corresponding aldehyde of Formula XVb, wherein X3 is CR9, R10 and X3 together form a linkage having 4 carbon atoms and with the ring carbon atoms form a 6-membered aromatic ring (or if desired a non-aromatic ring), R11 is CH 2 Br, and R12, R13, X1 and X2 are as previously defined via reaction with diisobutylaluminum hydride (DIBAL-H) in an aprotic solvent, such as toluene, at 0° C., followed by quenching with 1.0 M HCl as in step v of Scheme XVII.
- DIBAL-H diisobutylaluminum hydride
- the compound of Formula XVb can be further transformed to the corresponding phthalimide-protected benzyl amine of Formula XVIb, wherein X3 is CR9, R10 and X3 together form a linkage having 4 carbon atoms and with the ring carbon atoms form a 6-membered aromatic ring, R11 is CH 2 N(Phthalimide), and R12, R13, X1 and X2 are as previously disclosed, by reaction with potassium phthalimide in a polar aprotic solvent, such as DMF, at 60° C. as in step t of Scheme XVII.
- a polar aprotic solvent such as DMF
- the aldehyde of Formula XVIb can be converted to the olefin of Formula XIId, wherein X3 is CR9, R10 and X3 together form a linkage having 4 carbon atoms and with the ring carbon atoms form a 6-membered aromatic ring, R11 is CH 2 N(Phthalimide), and R8, R12, R13, X1 and X2 are as previously disclosed, by reaction with methyl triphenyl phosphonium bromide in a polar aprotic solvent, such as 1,4-dioxane, in the presence of a base, such as K 2 CO 3 , at ambient temperature.
- a polar aprotic solvent such as 1,4-dioxane
- the compound of Formula XXIV wherein R11 is NHNH 2 .HCl and R9, R10, R12, R13, X1, X2, and X3 are as previously disclosed, can be transformed into the corresponding phthalimide-protected hydrazine of Formula XXV, wherein R11 is NHN(Phthalimide) and R9, R10, R12, R13, X1, X2, and X3 are as previously disclosed, by reaction with phthalic anhydride in glacial acetic acid at reflux temperature as in step ad of Scheme XVIII.
- the bromide of Formula XXV can be converted to the olefin of Formula XIIe, wherein R11 is NHN(Phthalimide) and R8, R9, R10, R13, X1, X2 and X3 are as previously disclosed, by reaction with vinyl boronic anhydride pyridine complex in the presence of a palladium catalyst, such as Pd(PPh 3 ) 4 , and a base, such as K 2 CO 3 , in a polar aprotic solvent such as 1,2-dimethoxyethane at 150° C. under microwave conditions, as in step ae of Scheme XVIII.
- a palladium catalyst such as Pd(PPh 3 ) 4
- a base such as K 2 CO 3
- step of Scheme XIX the compound of Formula XXVI, wherein R11 is B(OH) 2 , and R8, R9, R10, R12, R13, X1, X2, and X3 are as previously disclosed, are allowed to react with 2-hydroxyisoindoline-1,3-dione in the presence of CuCl and pyridine in a solvent, such as 1,2-dichlorobenzene, at ambient temperature to provide the compound of Formula XIIf, wherein R11 is ON(Phthalimide) and R8, R9, R10, R12, R13, X1, X2, and X3 are as previously disclosed.
- a solvent such as 1,2-dichlorobenzene
- step l of Scheme XX the compound of Formula V, wherein Y, R1, R2, R3, R4, R5, R6, and R7 are as previously disclosed, and the compounds of Formula XIIa, wherein R11 is CH 2 N(Phthalimide) and R8, R9, R10, R12, R13, X1, X2, and X3 are as previously disclosed, are allowed to react in the presence of CuCl and 2,2-bipyridyl in a solvent, such as 1,2-dichlorobenzene, at a temperature of about 180° C.
- a solvent such as 1,2-dichlorobenzene
- the compounds of Formula XXVIIIa can be transformed into the compounds of Formula One, wherein R11 is CH 2 N(C ⁇ O)(R14) and R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R12, R13, X1, X2, and X3 are as previously disclosed, by acylation with an anhydride, such as acetic anhydride, and a base, such as Et 3 N, in a non-reactive solvent such as CH 2 Cl 2 at 0° C. as in step ah 1 of Scheme XX.
- anhydride such as acetic anhydride
- a base such as Et 3 N
- step l of Scheme XXI the compound of Formula V, wherein Y, R1, R2, R3, R4, R5, R6, and R7 are as previously disclosed, and the compounds of Formula XIIb, wherein R11 is CH 2 N(Phthalimide) and R8, R9, R10, R12, R13, X1, X2, and X3 are as previously disclosed, are allowed to react in the presence of CuCl and 2,2-bipyridyl in a solvent, such as 1,2-dichlorobenzene, at a temperature of about 180° C.
- a solvent such as 1,2-dichlorobenzene
- the compounds of Formula XXVIIIb can be transformed into the compounds of Formula One, wherein R11 is CH 2 N(C ⁇ O)(R14) and R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R12, R13, X1, X2, and X3 are as previously disclosed, by reaction with an acid in the presence of HOBt.H 2 O, EDC.HCl and a base, such as DIEA, in a polar aprotic solvent, such as DMF, as in step ah 2a of Scheme XXI.
- the compounds of Formula XXVIIIb can be transformed into the compounds of Formula One, wherein R11 is CH 2 N(C ⁇ S)(R14) and R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R12, R13, X1, X2, and X3 are as previously disclosed, by reaction with a thioacid in the presence of HOBt.H 2 O, EDC.HCl and a base, such as DIEA, in a polar aprotic solvent, such as DMF, as in step ah 2 of Scheme XXI.
- the compounds of Formula XXVIIIb can be transformed into the compounds of Formula One, wherein R11 is CH 2 N(C ⁇ O)N(R14)(R15) and R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R12, R13, X1, X2, and X3 are as previously disclosed, in two steps.
- the first step (step ah 3a of Scheme XXI) involves reaction with an aldehyde in a polar protic solvent such as methyl alcohol, followed by reaction with sodium borohydride.
- the second step involves acylation with an acid chloride, such as cyclopropylcarbonyl chloride, and a base, such as Et 3 N, in a non-reactive solvent such as CH 2 Cl 2 at ambient temperature of Scheme XXI.
- an acid chloride such as cyclopropylcarbonyl chloride
- a base such as Et 3 N
- the compounds of Formula XXVIIIb can be transformed into the compounds of Formula One, wherein R11 is CH 2 N(C ⁇ O)N(R14)(R15) and R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R12, R13, X1, X2, and X3 are as previously disclosed, by reaction with an isocyanate (step ai 1 of Scheme XXI) or a carbamoyl chloride (step ai 2 of Scheme XXI) in the presence of a base such as Et 3 N and in a non-reactive solvent such as CH 2 Cl 2 at 0° C.
- a base such as Et 3 N
- a non-reactive solvent such as CH 2 Cl 2 at 0° C.
- the compounds of Formula XXVIIIb can be transformed into the compounds of Formula One, wherein R11 is CH 2 N(C ⁇ S)N(R14)(R15) and R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R12, R13, X1, X2, and X3 are as previously disclosed, by reaction with an isothiocyanate in the presence of a base such as Et 3 N and in a non-reactive solvent such as CH 2 Cl 2 at 0° C., as in steps aj of Scheme XXI.
- the compounds of Formula XXVIIIb can be transformed into the compounds of Formula One, wherein R11 is CH 2 N(C ⁇ O)O(R14) and R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R12, R13, X1, X2, and X3 are as previously disclosed, by reaction with a dicarbonate, such as di-tert-butyl dicarbonate in the presence of a base such as Et 3 N and in a non-reactive solvent such as CH 2 Cl 2 at ambient temperature, as in steps ak of Scheme XXI.
- a dicarbonate such as di-tert-butyl dicarbonate
- a base such as Et 3 N
- a non-reactive solvent such as CH 2 Cl 2 at ambient temperature
- the compounds of Formula XXVIIIb can be transformed into the compounds of Formula One, wherein R11 is CH 2 N(C ⁇ O)(C ⁇ O)O(R14) and R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R12, R13, X1, X2, and X3 are as previously disclosed, by reaction with a chlorooxalic acid ester, such as 2-chloro-2-oxoacetate in the presence of a base such as Et 3 N and in a non-reactive solvent such as CH 2 Cl 2 at 0° C., as in steps al of Scheme XXI.
- a chlorooxalic acid ester such as 2-chloro-2-oxoacetate
- a base such as Et 3 N
- a non-reactive solvent such as CH 2 Cl 2 at 0° C.
- step l of Scheme XXII the compound of Formula V, wherein Y, R1, R2, R3, R4, R5, R6, and R7 are as previously disclosed, and the compounds of Formula XIIc, wherein R10 is Cl, R11 is CH 2 N(Phthalimide), X1 is N, and R8, R9, R12, R13, X2, and X3 are as previously disclosed, are allowed to react in the presence of CuCl and 2,2-bipyridyl in a solvent, such as 1,2-dichlorobenzene, at a temperature of about 180° C.
- a solvent such as 1,2-dichlorobenzene
- the compounds of Formula XXVIIIc can be transformed into the compounds of Formula One, wherein R10 is Cl, R11 is CH 2 N(C ⁇ O)(R14), X1 is N, and R1, R2, R3, R4, R5, R6, R7, R8, R9, R12, R13, X2, and X3 are as previously disclosed, by reaction with an acid in the presence of HOBt.H 2 O, EDC.HCl and a base, such as DIEA, in a polar aprotic solvent, such as CH 2 Cl 2 , as in step ah 2b of Scheme XXII.
- step l of Scheme XXIII the compound of Formula V, wherein Y, R1, R2, R3, R4, R5, R6, and R7 are as previously disclosed, and the compounds of Formula XIId, wherein X3 is CR9, R10 and X3 together form a linkage having 4 carbon atoms and with the ring carbon atoms form a 6-membered aromatic ring (or if desired a non-aromatic ring), R11 is CH 2 N(Phthalimide) and R8, R9, R12, R13, X1 and X2 are as previously disclosed, are allowed to react in the presence of CuCl and 2,2-bipyridyl in a solvent, such as 1,2-dichlorobenzene, at a temperature of about 180° C.
- a solvent such as 1,2-dichlorobenzene
- the compounds of Formula XXVIIId can be transformed into the compounds of Formula One, wherein X3 is CR9, R10 and X3 together form a linkage having 4 carbon atoms and with the ring carbon atoms form a 6-membered aromatic ring, R11 is CH 2 N(C ⁇ O)(R14) and R1, R2, R3, R4, R5, R6, R7, R8, R9, R12, R13, X1 and X2 are as previously disclosed, by reaction with an acid in the presence of HOBt.H 2 O, EDC.HCl and a base, such as DIEA, in a polar aprotic solvent, such as CH 2 Cl 2 , as in step ah 2b of Scheme XXIII
- the compounds of Formula XXVIIId can be transformed into the compounds of Formula One, wherein X3 is CR9, R10 and X3 together form a linkage having 4 carbon atoms and with the ring carbon atoms form a 6-membered aromatic ring, R11 is CH 2 N(C ⁇ O)N(R14)(R15) and R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R12, R13, X1 and X2 are as previously disclosed, by reaction with an isocyanate in the presence of a base such as Et 3 N and in a non-reactive solvent such as CH 2 Cl 2 at 0° C. as in step ai 1 of Scheme XXIII.
- a base such as Et 3 N
- a non-reactive solvent such as CH 2 Cl 2 at 0° C.
- step l of Scheme XXIV the compound of Formula V, wherein Y, R1, R2, R3, R4, R5, R6, and R7 are as previously disclosed, and the compounds of Formula XIIe, wherein R11 is NHN(Phthalimide) and R8, R9, R12, R13, X1, X2, and X3 are as previously disclosed, are allowed to react in the presence of CuCl and 2,2-bipyridyl in a solvent, such as 1,2-dichlorobenzene, at a temperature of about 180° C.
- a solvent such as 1,2-dichlorobenzene
- the compounds of Formula XXVIIIe can be transformed into the compounds of Formula One, wherein R11 is NHN(C ⁇ O)(R14) and R1, R2, R3, R4, R5, R6, R7, R8, R9, R12, R13, X1, X2, and X3 are as previously disclosed, by reaction with an acid in the presence of HOBt.H 2 O, EDC.HCl and a base, such as DIEA, in a polar aprotic solvent, such as CH 2 Cl 2 , as in step ah 2b of Scheme XXIV.
- step l of Scheme XXV the compound of Formula V, wherein Y, R1, R2, R3, R4, R5, R6, and R7 are as previously disclosed, and the compounds of Formula XIIf, wherein R11 is ON(Phthalimide) and R8, R9, R10, R12, R13, X1, X2, and X3 are as previously disclosed, are allowed to react in the presence of CuCl and 2,2-bipyridyl in a solvent, such as 1,2-dichlorobenzene, at a temperature of about 180° C.
- a solvent such as 1,2-dichlorobenzene
- the compounds of Formula XXVIIIf can be transformed into the compounds of Formula One, wherein R11 is ON(C ⁇ O)(R14) and R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R12, R13, X1, X2, and X3 are as previously disclosed, by reaction with an acid in the presence of HOBt.H 2 O, EDC.HCl and a base, such as DIEA, in a polar aprotic solvent, such as CH 2 Cl 2 , as in step ah 2b of Scheme XXV.
- step l of Scheme XXVI the compound of Formula V, wherein Y, R1, R2, R3, R4, R5, R6, and R7 are as previously disclosed, and the compounds of Formula XVIII, wherein R11 is CH 2 NH(2-pyridine) and R8, R9, R10, R12, R13, X1, X2, and X3 are as previously disclosed, are allowed to react in the presence of CuCl and 2,2-bipyridyl in a solvent, such as 1,2-dichlorobenzene, at a temperature of about 180° C.
- a solvent such as 1,2-dichlorobenzene
- R11 is CH 2 NH(2-pyridine)
- R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R12, R13, X1, X2, and X3 are as previously disclosed.
- the compounds of Formula One can be further elaborated by standard methods.
- the thioether when R11 contains a thioether, the thioether can be oxidized to the sulfone by treatment with oxone in the presence of an acetone:water mixture at ambient temperature.
- R11 contains an oxalate ester the compound of Formula One can be transformed into the corresponding oxalamide by reaction with an amine hydrochloride and a solution of trimethylaluminum in toluene in a non-reactive solvent such as CH 2 Cl 2 .
- a fluorobenzaldehyde of Formula XXIX wherein R10, X1, X2, and X3 are as previously disclosed can be converted to a (1,2,4-triazol-1-yl)benzaldehyde of Formula XXX, wherein R11 is a substituted or unsubstituted 1,2,4-triazol-1-yl group, and R10, X1, X2, and X3 are as previously disclosed by reaction with a substituted or unsubstituted 1,2,4-triazole in the presence of a base, such as potassium carbonate, in a solvent such as DMF as in step aj.
- a base such as potassium carbonate
- step ak the (1,2,4-triazol-1-yl)benzaldehyde of Formula XXX is converted to a (1,2,4-triazol-1-yl)vinyl benzene of Formula XXXIa wherein R11 is a substituted or unsubstituted 1,2,4-triazol-1-yl group, and R8, R10, X1, X2, and X3 are as previously disclosed by reaction with triphenyl phosphonium bromide in the presence of a base, such as potassium carbonate, in an aprotic solvent, such as 1,4-dioxane.
- a base such as potassium carbonate
- step al the bromofluorobenzene is reacted with a substituted or unsubstituted 1,2,4-triazole in the presence of a base, such as potassium carbonate, in a solvent such as DMF to generate the (1,2,4-triazol-1-yl)bromobenzene.
- step cl the (1,2,4-triazol-1-yl)bromobenzene is reacted with vinyl boronic anhydride pyridine complex in the presence of a catalyst, such as Pd (PPh 3 ) 4 , and a base, such as potassium carbonate in a solvent such as toluene.
- a catalyst such as Pd (PPh 3 ) 4
- Coupling of the compounds of Formula V with compounds of Formula XXXIa and XXXIb can be accomplished as in Schemes XXIX.
- step 1 a compound of Formula V, wherein Y is Br, R1, R2, R3, R4, R5, R6, and R7 are as previously disclosed, and a vinylbenzene of Formula XXXIa or XXXIb, wherein R11 is a substituted or unsubstituted 1,2,4-triazol-1-yl group, and R8, R9, R10, X1, X2, and X3 are as previously disclosed, are allowed to react in the presence of CuCl and 2,2-bipyridyl in a solvent, such as 1,2-dichlorobenzene, at a temperature of about 180° C.
- a solvent such as 1,2-dichlorobenzene
- R11 is a substituted or unsubstituted 1,2,4-triazol-1-yl group
- R1, R2, R3, R4, R5, R6, R7, R8, R10, X1, X2, and X3 are as previously disclosed.
- step am the 3-nitro-1,2,4-triazol-1-yl group is reduced to a 3-amino-1,2,4-triazol-1-yl group in the presence of zinc dust and ammonium chloride in a protic solvent, such as methanol.
- a protic solvent such as methanol.
- the 3-amino-1,2,4-triazol-1-yl group is acylated with an acid chloride, such as cyclopropylcarbonyl chloride or acetyl chloride, in the presence of a base, such as triethylamine, in a solvent such as dichloromethane.
- step ao of Scheme XXXI a bromophenyl methyl ketone of Formula XXXIV wherein R10, X1, X2, and X3 are as previously disclosed is converted to an phenyl methyl ketone of the Formula XXXV wherein R11 is a 1,2,4-triazol-1-yl group, and R10, X1, X2, and X3 are as previously disclosed by treatment with 1,2,4-triazole in the presence of a base, such as cesium carbonate, and a catalyst, such as copper iodide, in a solvent, such as DMF.
- a base such as cesium carbonate
- a catalyst such as copper iodide
- step ap the 1,2,4-triazolylacetophenone of Formula XXXV is converted to the trimethylsilyl enol ether of Formula XXXVI by treatment with trimethylsilyl triflluoromethanesulfonate in the presence of a base, such as triethylamine, in an aprotic solvent, such as dichloromethane.
- a base such as triethylamine
- step aq the silyl enol ether is reacted with a compound of Formula V, wherein Y is Br, R1, R2, R3, R4, R5, R6, and R7 are as previously disclosed in the presence of CuCl and 2,2-bipyridyl in a solvent, such as 1,2-dichlorobenzene at a temperature of about 180° C. to generate a ketone of the Formula XXXVII, wherein R11 is a 1,2,4-triazol-1-yl group, and R1, R2, R3, R4, R5, R6, R7, R10, X1, X2, and X3 are as previously disclosed.
- a solvent such as 1,2-dichlorobenzene
- step ar the ketone of the Formula XXXVII is treated with methylmagnesium bromide in an aprotic solvent, such as THF to generate the tertiary alcohol.
- the tertiary alcohol then undergoes an elimination reaction when treated with a catalytic amount of p-toluenesulfonic acid in a solvent, such as toluene, when heated to a temperature to allow azeotropic removal of water to produce compounds of Formula One wherein R11 is a 1,2,4-triazol-1-yl group, R8 is methyl, and R1, R2, R3, R4, R5, R6, R7, R10, X1, X2, and X3 are as previously disclosed, as in step as.
- a compound of Formula XXXIX wherein X1, X2, and X3 are as previously disclosed is converted to a molecule of Formula XL, wherein X1, X2, and X3 are as previously disclosed, by treatment with a reducing agent, such as sodium cyanoborohydride, in a solvent, such as acetic acid, as in step au.
- a reducing agent such as sodium cyanoborohydride
- a solvent such as acetic acid
- step au the nitrogen atom is protected with a tert-butyloxycarbonyl (BOC) group by reaction with di-tert-butyl dicarbonate in the presence of a catalyst, such as DMAP, in a solvent, such as acetonitrile.
- BOC tert-butyloxycarbonyl
- the bromide of Formula XL can be converted to the olefin of Formula XLI, wherein R8, X1, X2 and X3 are as previously disclosed, by reaction with potassium vinyl trifluoroborate in the presence of a palladium catalyst, such as PdCl 2 (dppf), and a base, such as K 2 CO 3 , in a polar aprotic solvent such as DMSO at 100° C., as in step aw.
- a palladium catalyst such as PdCl 2 (dppf)
- a base such as K 2 CO 3
- step ax a compound of Formula XXXIX, wherein X1, X2, and X3 are as previously disclosed is converted to a molecule of Formula XLII, wherein X1, X2, and X3 are as previously disclosed in two steps.
- step ax the olefin is formed by treatment of the bromide with potassium vinyl trifluoroborate in the presence of a palladium catalyst, such as PdCl 2 , and a ligand, such as triphenylphosphine, and a base, such as Cs 2 CO 3 , in a solvent mixture such as THF/H 2 O.
- a palladium catalyst such as PdCl 2
- a ligand such as triphenylphosphine
- base such as Cs 2 CO 3
- step ay the nitrogen atom is protected with a tert-butyloxycarbonyl (BOC) group by reaction with di-tert-butyl dicarbonate in the presence of a catalyst, such as DMAP, in a solvent, such as acetonitrile.
- a catalyst such as DMAP
- step l of Scheme XXXV the compound of Formula V, wherein Y, R1, R2, R3, R4, R5, R6, and R7 are as previously disclosed, and the compounds of Formula XLI or XLII, wherein R8, X1, X2 and X3 are as previously disclosed, are allowed to react in the presence of CuCl and 2,2-bipyridyl in a solvent, such as 1,2-dichlorobenzene, at a temperature of about 150° C. to provide the corresponding compounds of Formula XLIIIa or XLIIIb, wherein R1, R2, R3, R4, R5, R6, R7, R8, X1, X2, and X3 are as previously disclosed.
- a solvent such as 1,2-dichlorobenzene
- step ba the indoline is treated with sodium nitrite (NaNO 2 ), in an acid, such as concentrated HCl, at a temperature around 5° C., to form the nitrosoindole.
- step bb the nitrosoindole is reacted with ammonium chloride in the presence of zinc powder in a protic solvent, such as methanol.
- step bc compounds of the Formula XLV are transformed into compounds of the Formula XLVI, wherein X4 is N(R14)(C( ⁇ O)R14) and R1, R2, R3, R4, R5, R6, R7, R8, X1, X2, and X3 are as previously disclosed, by treatment with and acid, such as 3,3,3-trifluoropropanoic acid, PyBOP, and a base, such as DIEA, in a polar aprotic solvent, such as dichloromethane.
- acid such as 3,3,3-trifluoropropanoic acid, PyBOP
- a base such as DIEA
- Compounds of the Formula XLVII can be transformed into compounds of the Formula XLVIII wherein R1, R2, R3, R4, R5, R6, R7, R8, X1, X2, and X3 are as previously disclosed, by reaction with 4-nitrophenyl-2-((tert-butoxycarbonyl)amino)acetate in the presence of potassium fluoride and a crown ether, such as 18-crown-6-ether, in a solvent, such as acetonitrile, as in step be.
- Compounds of the Formula XLVIII can be transformed into compounds of the Formula XLIX, wherein R1, R2, R3, R4, R5, R6, R7, R8, X1, X2, and X3 are as previously disclosed in two steps.
- step bf the Boc group is removed by treatment with trifluoroacetic acid, in a solvent such as dichloromethane.
- step bg the amine is treated with 3,3,3-trifluoropropanoic acid, PyBOP, and a base, such as DIEA, in a polar aprotic solvent, such as dichloromethane.
- step bj the olefin of the Formula LIII wherein X1, X2, and X3 are as previously disclosed is formed by treatment of the bromide with potassium vinyl trifluoroborate in the presence of a palladium catalyst, such as PdCl 2 (dppf), and a base, such as K 2 CO 3 , in a solvent mixture such as DMSO.
- a palladium catalyst such as PdCl 2 (dppf)
- a base such as K 2 CO 3
- a solvent mixture such as DMSO.
- Compounds of the Formula LIV, wherein X1, X2, and X3 are as previously disclosed can be formed from compounds of the Formula LIII by reaction with ethyl bromoacetate, in the presence of a base, such as Cs 2 CO 3 , in a solvent, such as DMF.
- the compound of Formula LV can be further transformed into a compound of the Formula LVI, wherein R1, R2, R3, R4, R5, R6, R7, R8, X1, X2, and X3 are as previously disclosed, in two steps.
- step b1 the ester is hydrolyzed to the acid in the presence of HCl and acetic acid, at a temperature of about 100° C.
- step bm the acid is treated with an amine, such as 2,2,2-trifluoroethylamine, PyBOP, and a base, such as DIEA, in a polar aprotic solvent, such as dichloromethane.
- reaction mixture was stirred at reflux for 18 h, cooled to 25° C., quenched with 0.5 N HCl solution (50 mL) and extracted with EtOAc (2 ⁇ 50 mL). The combined organic extracts were washed with brine, dried over Na 2 SO 4 , and concentrated under reduced pressure.
- reaction mixture was stirred at reflux for 18 h, cooled to 25° C., quenched with 1N HCl solution (50 mL) and extracted with CH 2 Cl 2 (2 ⁇ 50 mL). The combined organic extracts were washed with brine, dried over Na 2 SO 4 , and concentrated under reduced pressure.
- the combined DCM layer was washed with 3N HCl and saturated NaHCO 3 solution, the separated DCM layer was dried over anhydrous Na 2 SO 4 and concentrated under reduced pressure to afford crude compound.
- the crude compound was purified by column chromatography (SiO 2 , 100-200 mesh; eluting with 2% methanol in DCM) to afford the title compound as a off white gummy material (0.035 g, 29. %).
- the reaction mixture was diluted with DCM and washed with 3N HCl (2 ⁇ 20 mL), NaHCO 3 (2 ⁇ 20 mL) and brine solution (2 ⁇ ).
- the separated DCM layer was dried over anhydrous Na 2 SO 4 and concentrated under reduced pressure to afford the crude compound.
- Ethyl 2-(diphenylmethyleneamino)acetate (10.2 g, 38.2 mmol) was added to sodium hydride (NaH; 3.18 g, 133.52 mmol) in DMF (50 mL) at 0° C., and the mixture was stirred for 30 min. To this was added 5-bromo-2,3-dichloropyridine (12.9 g, 57.23 mmol), and the reaction mixture was stirred for 3 h at ambient temperature. The reaction mixture was quenched with 2 N HCl solution and then stirred for 4 h at ambient temperature. The mixture was extracted with EtOAc.
- Step 1 (E)-1-(Pyridin-2-yl)-N-(4-(4,4,4-trifluoro-3-(3,4,5-trichlorophenyl)but-1-enyl)-2-(trifluoromethyl)benzyl)methanamine
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Dentistry (AREA)
- Environmental Sciences (AREA)
- Engineering & Computer Science (AREA)
- Plant Pathology (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Health & Medical Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Hydrogenated Pyridines (AREA)
- Pyrane Compounds (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Furan Compounds (AREA)
- Pyridine Compounds (AREA)
- Pyrrole Compounds (AREA)
- Indole Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US13/528,888 US20120329649A1 (en) | 2011-06-24 | 2012-06-21 | Pesticidal compositions and processes related thereto |
US14/224,320 US9615576B2 (en) | 2011-06-24 | 2014-03-25 | Pesticidal compositions and processes related thereto |
US15/435,328 US20170158674A1 (en) | 2011-06-24 | 2017-02-17 | Pesticidal compositions and processes related thereto |
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US201161500685P | 2011-06-24 | 2011-06-24 | |
US201161540056P | 2011-09-28 | 2011-09-28 | |
US201261601077P | 2012-02-21 | 2012-02-21 | |
US201261645267P | 2012-05-10 | 2012-05-10 | |
US13/528,888 US20120329649A1 (en) | 2011-06-24 | 2012-06-21 | Pesticidal compositions and processes related thereto |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US14/224,320 Continuation US9615576B2 (en) | 2011-06-24 | 2014-03-25 | Pesticidal compositions and processes related thereto |
Publications (1)
Publication Number | Publication Date |
---|---|
US20120329649A1 true US20120329649A1 (en) | 2012-12-27 |
Family
ID=47362392
Family Applications (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US13/528,888 Abandoned US20120329649A1 (en) | 2011-06-24 | 2012-06-21 | Pesticidal compositions and processes related thereto |
US14/224,320 Expired - Fee Related US9615576B2 (en) | 2011-06-24 | 2014-03-25 | Pesticidal compositions and processes related thereto |
US15/435,328 Abandoned US20170158674A1 (en) | 2011-06-24 | 2017-02-17 | Pesticidal compositions and processes related thereto |
Family Applications After (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US14/224,320 Expired - Fee Related US9615576B2 (en) | 2011-06-24 | 2014-03-25 | Pesticidal compositions and processes related thereto |
US15/435,328 Abandoned US20170158674A1 (en) | 2011-06-24 | 2017-02-17 | Pesticidal compositions and processes related thereto |
Country Status (18)
Country | Link |
---|---|
US (3) | US20120329649A1 (ru) |
EP (1) | EP2723729A4 (ru) |
JP (2) | JP6121410B2 (ru) |
KR (1) | KR20140047079A (ru) |
CN (2) | CN103748089B (ru) |
AP (1) | AP3802A (ru) |
AR (1) | AR086729A1 (ru) |
AU (1) | AU2012272999B2 (ru) |
BR (1) | BR102012018416B1 (ru) |
CA (1) | CA2839613A1 (ru) |
CO (1) | CO6852095A2 (ru) |
IL (1) | IL230055A (ru) |
MA (1) | MA35402B1 (ru) |
MX (1) | MX346665B (ru) |
RU (2) | RU2614976C2 (ru) |
TW (1) | TWI585070B (ru) |
WO (1) | WO2012177813A1 (ru) |
ZA (1) | ZA201400464B (ru) |
Cited By (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN103734167A (zh) * | 2014-01-10 | 2014-04-23 | 南京盈植康农业科技有限公司 | 一种含有氟啶虫胺腈的防治烟粉虱的农药制剂 |
WO2014120355A1 (en) * | 2012-12-19 | 2014-08-07 | Dow Agrosciences Llc | Pesticidal compositions and processes related thereto |
WO2014135481A1 (en) * | 2013-03-05 | 2014-09-12 | Bayer Cropscience Ag | Use of quinoline derivatives for improving plant yield |
WO2014159258A1 (en) * | 2013-03-14 | 2014-10-02 | Dow Agrosciences Llc | Capsule suspension formulations of dithiopyr herbicide |
US9078443B1 (en) | 2014-01-31 | 2015-07-14 | Fmc Corporation | Methods for controlling weeds using formulations containing fluthiacet-methyl and HPPD herbicides |
WO2015175719A1 (en) * | 2014-05-16 | 2015-11-19 | Dow Agrosciences Llc | Pesticidal compositions and related methods |
JP2016503060A (ja) * | 2012-12-19 | 2016-02-01 | ダウ アグロサイエンシィズ エルエルシー | 農薬組成物およびそれらに関する方法 |
US9538756B2 (en) | 2012-12-19 | 2017-01-10 | Dow Agrosciences Llc | Pesticidal compositions and processes related thereto |
CN106458860A (zh) * | 2014-06-09 | 2017-02-22 | 美国陶氏益农公司 | 杀虫组合物和与其相关的方法 |
US9615576B2 (en) | 2011-06-24 | 2017-04-11 | Dow Agrosciences Llc | Pesticidal compositions and processes related thereto |
US9630910B2 (en) | 2012-12-19 | 2017-04-25 | Dow Agrosciences Llc | Pesticidal compositions and processes related thereto |
WO2017132022A1 (en) * | 2016-01-25 | 2017-08-03 | Dow Agrosciences Llc | Molecules having pesticidal utility, and intermediates, compositions, and processes, related thereto |
WO2017132023A1 (en) | 2016-01-25 | 2017-08-03 | Dow Agrosciences Llc | Molecules having pesticidal utility, and intermediates, compositions, and processes, related thereto |
WO2017132014A1 (en) * | 2016-01-25 | 2017-08-03 | Dow Agrosciences Llc | Molecules having pesticidal utility, and intermediates, compositions, and processes, related thereto |
WO2017132019A1 (en) * | 2016-01-25 | 2017-08-03 | Dow Agrosciences Llc | Molecules having pesticidal utility, and intermediates, compositions, and processes, related thereto |
US9930892B2 (en) * | 2016-01-25 | 2018-04-03 | Dow Agrosciences Llc | Molecules having pesticidal utility, and intermediates, compositions, and processes, related thereto |
US20180279612A1 (en) * | 2017-03-31 | 2018-10-04 | Dow Agrosciences Llc | Molecules having pesticidal utility, and intermediates, compositions, and processes, related thereto |
US10251394B2 (en) * | 2016-01-25 | 2019-04-09 | Dow Agrosciences Llc | Molecules having pesticidal utility, and intermediates, compositions, and processes, related thereto |
CN114751879A (zh) * | 2022-04-18 | 2022-07-15 | 中原工学院 | 一种呋喃基双长链季铵盐化合物、制备方法及其应用 |
Families Citing this family (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP6303250B2 (ja) * | 2012-12-21 | 2018-04-04 | 石原産業株式会社 | 有害生物防除剤 |
CN103601714B (zh) * | 2013-08-21 | 2016-12-21 | 陕西康禾立丰生物科技药业有限公司 | 蛇床子素水剂制备方法及其组合物 |
US10100526B2 (en) | 2015-05-17 | 2018-10-16 | Edward A. Knudson | Modular shelving and step assembly |
CN105052959B (zh) * | 2015-07-31 | 2017-03-01 | 山东省烟台市农业科学研究院 | 蛇床子素和噻呋酰胺的复配组合物及其应用 |
CN105123745B (zh) * | 2015-07-31 | 2017-04-19 | 广西田园生化股份有限公司 | 一种含毒氟磷和咯菌腈的杀菌组合物及杀菌剂 |
CN105622422B (zh) * | 2016-01-29 | 2017-12-05 | 南开大学 | 一类溴代六氢茚酮类化合物及其制备方法和用途 |
CN110157713A (zh) * | 2019-04-08 | 2019-08-23 | 安徽农业大学 | 玉米抗旱相关基因ZmDi19-7及其应用 |
KR20200124556A (ko) | 2019-04-24 | 2020-11-03 | 삼성전자주식회사 | 펠리클 조립체의 제조 방법 및 포토마스크 조립체의 제조 방법 |
CN110204509B (zh) * | 2019-05-16 | 2022-05-31 | 华南农业大学 | 一种苯并噻二唑-硒纳米络合物及其制备方法和应用 |
CN113816874B (zh) * | 2021-10-30 | 2024-01-26 | 大连双硼医药化工有限公司 | 一种合成4-氰基-2-氟苄醇的工艺方法 |
WO2023137309A2 (en) | 2022-01-14 | 2023-07-20 | Enko Chem, Inc. | Protoporphyrinogen oxidase inhibitors |
CN117924197B (zh) * | 2024-03-21 | 2024-06-07 | 山东百农思达生物科技有限公司 | 戊唑醇的高纯度合成方法 |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20080063678A1 (en) * | 2004-11-26 | 2008-03-13 | Basf Aktiengesellschaft | Novel 2-Cyano-3(Halo)Alkoxy-Benzenesulfonamide Compounds for Combating Animal Pests |
US7951828B1 (en) * | 2005-09-02 | 2011-05-31 | Nissan Chemical Industries, Ltd. | Isoxazoline-substituted benzamide compound and pesticide |
Family Cites Families (33)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB8406000D0 (en) | 1984-03-07 | 1984-04-11 | Ici Plc | Olefine derivatives |
EP0228447A4 (en) | 1985-06-20 | 1990-12-27 | Fmc Corporation | Pesticidal polyhaloalkene derivatives |
GB8700838D0 (en) | 1987-01-15 | 1987-02-18 | Shell Int Research | Termiticides |
US6013836A (en) | 1992-02-28 | 2000-01-11 | Rohm And Haas Company | Insecticidal N'-substituted-N,N'-disubstitutedhydrazines |
JPH072801A (ja) * | 1993-02-28 | 1995-01-06 | Nippon Nohyaku Co Ltd | 新規トリアゾール化合物及びその製法並びに該化合物を有効成分とする抗真菌剤 |
CN1128777C (zh) * | 1994-08-04 | 2003-11-26 | 住友化学工业株式会社 | 二卤丙烯化合物,含有其的杀虫剂/杀螨剂和生产它们的中间体 |
FR2765577A1 (fr) * | 1997-07-02 | 1999-01-08 | Hoechst Schering Agrevo Sa | Nouveaux amides aromatiques, leur procede de preparation et leur application comme pesticides |
MXPA04001286A (es) * | 2001-08-15 | 2004-05-27 | Du Pont | Arilamidas orto-heterociclicas sustituidas para controlar plagas de invertebrados. |
WO2003027059A1 (fr) * | 2001-09-18 | 2003-04-03 | Ishihara Sangyo Kaisha, Ltd. | Derives d'amides acides, procedes de production et agent antiparasitaire contenant ces derives |
JP4300009B2 (ja) * | 2001-09-18 | 2009-07-22 | 石原産業株式会社 | 酸アミド誘導体、それらの製造方法及びそれらを含有する有害生物防除剤 |
JP2005126418A (ja) * | 2003-09-30 | 2005-05-19 | Nissan Chem Ind Ltd | 置換ベンズアニリド化合物及び有害生物防除剤 |
KR101197482B1 (ko) * | 2004-03-05 | 2012-11-09 | 닛산 가가쿠 고교 가부시키 가이샤 | 이속사졸린 치환 벤즈아미드 화합물 및 유해생물 방제제 |
ITMI20041869A1 (it) * | 2004-10-01 | 2005-01-01 | Dac Srl | Nuovi inibitori delle istone deacetilasi |
TWI402034B (zh) | 2005-07-28 | 2013-07-21 | Dow Agrosciences Llc | 具有被層狀液晶覆膜包覆之油球之水包油乳化劑之農用組成物 |
JP4479917B2 (ja) * | 2005-09-02 | 2010-06-09 | 日産化学工業株式会社 | イソキサゾリン置換ベンズアミド化合物及び有害生物防除剤 |
JP2009514878A (ja) | 2005-11-03 | 2009-04-09 | レッドポイント バイオ コーポレイション | ヒドラジン誘導体およびその使用 |
TWI430995B (zh) | 2007-06-26 | 2014-03-21 | Du Pont | 萘異唑啉無脊椎有害動物控制劑 |
CN102137593A (zh) | 2008-08-28 | 2011-07-27 | 巴斯夫欧洲公司 | 包含氰基亚砜亚胺化合物和乙基多杀菌素的杀虫混合物 |
WO2010078300A1 (en) | 2008-12-29 | 2010-07-08 | The Board Of Trustees Of The University Of Alabama | Dual functioning ionic liquids and salts thereof |
UA107791C2 (en) * | 2009-05-05 | 2015-02-25 | Dow Agrosciences Llc | Pesticidal compositions |
US8545652B1 (en) | 2009-12-15 | 2013-10-01 | SDCmaterials, Inc. | Impact resistant material |
JP2012017289A (ja) | 2010-07-08 | 2012-01-26 | Bayer Cropscience Ag | 殺虫性ピロリン誘導体 |
RU2606641C2 (ru) | 2010-08-31 | 2017-01-10 | ДАУ АГРОСАЙЕНСИЗ ЭлЭлСи | Пестицидные композиции |
KR101728200B1 (ko) | 2010-09-27 | 2017-04-18 | 가부시키가이샤 후지미인코퍼레이티드 | 표면 처리 조성물 및 그것을 사용한 표면 처리 방법 |
US20120177813A1 (en) | 2010-10-17 | 2012-07-12 | Thompson Mark E | Chemical annealing method for fabrication of organic thin films for optoelectronic devices |
ES2701451T3 (es) | 2011-04-28 | 2019-02-22 | Univ Southern California | Trifluorometilaciones directas usando trifluorometano |
US20120329649A1 (en) * | 2011-06-24 | 2012-12-27 | Hunter James E | Pesticidal compositions and processes related thereto |
WO2014100206A1 (en) | 2012-12-19 | 2014-06-26 | Dow Agrosciences Llc | Pesticidal compositions and processes related thereto |
WO2014120355A1 (en) | 2012-12-19 | 2014-08-07 | Dow Agrosciences Llc | Pesticidal compositions and processes related thereto |
WO2014100163A1 (en) | 2012-12-19 | 2014-06-26 | Dow Agrosciences Llc | Pesticidal compositions and processes related thereto |
CA2894491A1 (en) | 2012-12-19 | 2014-06-26 | Dow Agrosciences Llc | Pesticidal compositions and processes related thereto |
ES2667578T3 (es) | 2012-12-19 | 2018-05-11 | Dow Agrosciences Llc | Composiciones pesticidas y métodos relacionados con las mismas |
MX2015008064A (es) | 2012-12-19 | 2016-04-21 | Dow Agrosciences Llc | Composiciones pesticidas y procesos relacionados con ellas. |
-
2012
- 2012-06-21 US US13/528,888 patent/US20120329649A1/en not_active Abandoned
- 2012-06-21 JP JP2014517135A patent/JP6121410B2/ja active Active
- 2012-06-21 MX MX2013015317A patent/MX346665B/es active IP Right Grant
- 2012-06-21 AU AU2012272999A patent/AU2012272999B2/en not_active Ceased
- 2012-06-21 CN CN201280040960.XA patent/CN103748089B/zh not_active Expired - Fee Related
- 2012-06-21 RU RU2013158080A patent/RU2614976C2/ru not_active IP Right Cessation
- 2012-06-21 WO PCT/US2012/043418 patent/WO2012177813A1/en active Application Filing
- 2012-06-21 RU RU2017108785A patent/RU2017108785A/ru not_active Application Discontinuation
- 2012-06-21 CA CA2839613A patent/CA2839613A1/en active Pending
- 2012-06-21 EP EP12802732.3A patent/EP2723729A4/en not_active Withdrawn
- 2012-06-21 AP AP2014007374A patent/AP3802A/en active
- 2012-06-21 CN CN201610591853.6A patent/CN106165684B/zh not_active Expired - Fee Related
- 2012-06-21 KR KR1020147001452A patent/KR20140047079A/ko not_active Application Discontinuation
- 2012-06-22 TW TW101122464A patent/TWI585070B/zh not_active IP Right Cessation
- 2012-06-22 AR ARP120102250A patent/AR086729A1/es unknown
- 2012-06-25 BR BR102012018416-8A patent/BR102012018416B1/pt not_active IP Right Cessation
-
2013
- 2013-12-19 IL IL230055A patent/IL230055A/en active IP Right Grant
- 2013-12-20 MA MA36603A patent/MA35402B1/fr unknown
-
2014
- 2014-01-10 CO CO14004196A patent/CO6852095A2/es unknown
- 2014-01-20 ZA ZA2014/00464A patent/ZA201400464B/en unknown
- 2014-03-25 US US14/224,320 patent/US9615576B2/en not_active Expired - Fee Related
-
2017
- 2017-02-17 US US15/435,328 patent/US20170158674A1/en not_active Abandoned
- 2017-03-29 JP JP2017064939A patent/JP2017137340A/ja not_active Withdrawn
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20080063678A1 (en) * | 2004-11-26 | 2008-03-13 | Basf Aktiengesellschaft | Novel 2-Cyano-3(Halo)Alkoxy-Benzenesulfonamide Compounds for Combating Animal Pests |
US7951828B1 (en) * | 2005-09-02 | 2011-05-31 | Nissan Chemical Industries, Ltd. | Isoxazoline-substituted benzamide compound and pesticide |
Cited By (57)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US9615576B2 (en) | 2011-06-24 | 2017-04-11 | Dow Agrosciences Llc | Pesticidal compositions and processes related thereto |
US9538756B2 (en) | 2012-12-19 | 2017-01-10 | Dow Agrosciences Llc | Pesticidal compositions and processes related thereto |
US20170156320A1 (en) * | 2012-12-19 | 2017-06-08 | Dow Agrosciences Llc | Pesticidal compositions and processes related thereto |
US9510592B2 (en) | 2012-12-19 | 2016-12-06 | Dow Agrosciences Llc | Pesticidal compositions and processes related thereto |
US20170158598A1 (en) * | 2012-12-19 | 2017-06-08 | Dow Agrosciences Llc | Pesticidal compositions and processes related thereto |
US20170158675A1 (en) * | 2012-12-19 | 2017-06-08 | Dow Agrosciences Llc | Pesticidal compositions and processes related thereto |
TWI631098B (zh) * | 2012-12-19 | 2018-08-01 | 陶氏農業科學公司 | 殺蟲組成物及其相關方法(一) |
US9210927B2 (en) | 2012-12-19 | 2015-12-15 | Dow Agrosciences Llc | Pesticidal compositions and processes related thereto |
US9215870B2 (en) | 2012-12-19 | 2015-12-22 | Dow Agrosciences Llc | Pesticidal compositions and processes related thereto |
JP2016503060A (ja) * | 2012-12-19 | 2016-02-01 | ダウ アグロサイエンシィズ エルエルシー | 農薬組成物およびそれらに関する方法 |
US20170158597A1 (en) * | 2012-12-19 | 2017-06-08 | Dow Agrosciences Llc | Pesticidal compositions and processes related thereto |
US9635859B2 (en) | 2012-12-19 | 2017-05-02 | Dow Agrosciences Llc | Pesticidal compositions and processes related thereto |
US20170022148A1 (en) * | 2012-12-19 | 2017-01-26 | Dow Agrosciences Llc | Pesticidal compositions and processes related thereto |
US9630910B2 (en) | 2012-12-19 | 2017-04-25 | Dow Agrosciences Llc | Pesticidal compositions and processes related thereto |
US9629363B2 (en) | 2012-12-19 | 2017-04-25 | Dow Agrosciences Llc | Pesticidal compositions and processes related thereto |
US9629369B2 (en) | 2012-12-19 | 2017-04-25 | Dow Agrosciences Llc | Pesticidal compositions and processes related thereto |
US9701620B2 (en) | 2012-12-19 | 2017-07-11 | Dow Agrosciences Llc | Pesticidal compositions and processes related thereto |
US20170088507A1 (en) * | 2012-12-19 | 2017-03-30 | Dow Agrosciences Llc | Pesticidal compositions and processes related thereto |
WO2014120355A1 (en) * | 2012-12-19 | 2014-08-07 | Dow Agrosciences Llc | Pesticidal compositions and processes related thereto |
US9622477B2 (en) | 2012-12-19 | 2017-04-18 | Dow Agrosciences Llc | Pesticidal compositions and processes related thereto |
WO2014135481A1 (en) * | 2013-03-05 | 2014-09-12 | Bayer Cropscience Ag | Use of quinoline derivatives for improving plant yield |
US9963431B2 (en) | 2013-03-05 | 2018-05-08 | Bayer Cropscience Ag | Use of quinoline derivatives for improving plant yield |
WO2014159258A1 (en) * | 2013-03-14 | 2014-10-02 | Dow Agrosciences Llc | Capsule suspension formulations of dithiopyr herbicide |
US9480257B2 (en) | 2013-03-14 | 2016-11-01 | Dow Agrosciences Llc | Capsule suspension formulations of dithiopyr herbicide |
CN103734167B (zh) * | 2014-01-10 | 2015-08-26 | 南京盈植康农业科技有限公司 | 一种含有氟啶虫胺腈的防治烟粉虱的农药制剂 |
CN103734167A (zh) * | 2014-01-10 | 2014-04-23 | 南京盈植康农业科技有限公司 | 一种含有氟啶虫胺腈的防治烟粉虱的农药制剂 |
US9439435B2 (en) | 2014-01-31 | 2016-09-13 | Fmc Corporation | Method for controlling weeds using formulations containing fluthiacet-methyl and HPPD herbicides |
US9078443B1 (en) | 2014-01-31 | 2015-07-14 | Fmc Corporation | Methods for controlling weeds using formulations containing fluthiacet-methyl and HPPD herbicides |
JP2017515832A (ja) * | 2014-05-16 | 2017-06-15 | ダウ アグロサイエンシィズ エルエルシー | 殺有害生物剤組成物および関連する方法 |
WO2015175719A1 (en) * | 2014-05-16 | 2015-11-19 | Dow Agrosciences Llc | Pesticidal compositions and related methods |
US9504251B2 (en) | 2014-05-16 | 2016-11-29 | Dow Agrosciences Llc | Pesticidal compositions and related methods |
EP3152189A4 (en) * | 2014-06-09 | 2017-12-20 | Dow AgroSciences LLC | Pesticidal compositions and processes related thereto |
CN106458860A (zh) * | 2014-06-09 | 2017-02-22 | 美国陶氏益农公司 | 杀虫组合物和与其相关的方法 |
US9676704B2 (en) | 2014-06-09 | 2017-06-13 | Dow Agrosciences Llc | Pesticidal compositions and processes related thereto |
US10251394B2 (en) * | 2016-01-25 | 2019-04-09 | Dow Agrosciences Llc | Molecules having pesticidal utility, and intermediates, compositions, and processes, related thereto |
AU2017211774B2 (en) * | 2016-01-25 | 2019-05-02 | Corteva Agriscience Llc | Molecules having pesticidal utility, and intermediates, compositions, and processes, related thereto |
US9924716B2 (en) * | 2016-01-25 | 2018-03-27 | Dow Agrosciences Llc | Molecules having pesticidal utility, and intermediates, compositions, and processes, related thereto |
US9924717B2 (en) * | 2016-01-25 | 2018-03-27 | Dow Agrosciences Llc | Molecules having pesticidal utility, and intermediates, compositions, and processes, related thereto |
US9930892B2 (en) * | 2016-01-25 | 2018-04-03 | Dow Agrosciences Llc | Molecules having pesticidal utility, and intermediates, compositions, and processes, related thereto |
WO2017132014A1 (en) * | 2016-01-25 | 2017-08-03 | Dow Agrosciences Llc | Molecules having pesticidal utility, and intermediates, compositions, and processes, related thereto |
WO2017132023A1 (en) | 2016-01-25 | 2017-08-03 | Dow Agrosciences Llc | Molecules having pesticidal utility, and intermediates, compositions, and processes, related thereto |
TWI730038B (zh) * | 2016-01-25 | 2021-06-11 | 美商陶氏農業科學公司 | 新穎分子及與其相關之殺蟲組成物、控制害蟲的方法、及生產殺蟲組成物之方法 |
CN108697091A (zh) * | 2016-01-25 | 2018-10-23 | 美国陶氏益农公司 | 具有杀虫效用的分子,以及与其相关的中间体、组合物和方法 |
WO2017132022A1 (en) * | 2016-01-25 | 2017-08-03 | Dow Agrosciences Llc | Molecules having pesticidal utility, and intermediates, compositions, and processes, related thereto |
AU2017211773B2 (en) * | 2016-01-25 | 2019-04-18 | Corteva Agriscience Llc | Molecules having pesticidal utility, and intermediates, compositions, and processes, related thereto |
WO2017132019A1 (en) * | 2016-01-25 | 2017-08-03 | Dow Agrosciences Llc | Molecules having pesticidal utility, and intermediates, compositions, and processes, related thereto |
AU2017211774B9 (en) * | 2016-01-25 | 2019-05-30 | Corteva Agriscience Llc | Molecules having pesticidal utility, and intermediates, compositions, and processes, related thereto |
EP3407717A4 (en) * | 2016-01-25 | 2019-06-26 | Dow Agrosciences LLC | MOLECULES WITH PESTICIDE FUNCTION AND INTERMEDIATE PRODUCTS, COMPOSITIONS AND METHODS THEREFOR |
EP3407720A4 (en) * | 2016-01-25 | 2019-06-26 | Dow Agrosciences LLC | MOLECULES HAVING PESTICIDAL UTILITY, AND INTERMEDIATES, COMPOSITIONS AND METHODS RELATING THERETO |
EP3408263A4 (en) * | 2016-01-25 | 2019-06-26 | Dow Agrosciences LLC | MOLECULES HAVING PESTICIDAL UTILITY AND INTERMEDIATE PRODUCTS, COMPOSITIONS AND RELATED METHODS |
AU2017211771B2 (en) * | 2016-01-25 | 2019-08-08 | Corteva Agriscience Llc | Molecules having pesticidal utility, and intermediates, compositions, and processes, related thereto |
AU2017211771C1 (en) * | 2016-01-25 | 2020-01-23 | Corteva Agriscience Llc | Molecules having pesticidal utility, and intermediates, compositions, and processes, related thereto |
TWI728043B (zh) * | 2016-01-25 | 2021-05-21 | 美商陶氏農業科學公司 | 新穎分子或其酸加成鹽類或解析的立體異構物或互變異構物、及與其相關之殺蟲組成物、控制害蟲的方法、及用途 |
US10681908B2 (en) | 2016-01-25 | 2020-06-16 | Dow Agrosciences Llc | Molecules having pesticidal utility, and intermediates, compositions, and processes, related thereto |
US10638756B2 (en) * | 2017-03-31 | 2020-05-05 | Dow Agrosciences Llc | Molecules having pesticidal utility, and intermediates, compositions, and processes, related thereto |
US20180279612A1 (en) * | 2017-03-31 | 2018-10-04 | Dow Agrosciences Llc | Molecules having pesticidal utility, and intermediates, compositions, and processes, related thereto |
CN114751879A (zh) * | 2022-04-18 | 2022-07-15 | 中原工学院 | 一种呋喃基双长链季铵盐化合物、制备方法及其应用 |
Also Published As
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US9615576B2 (en) | Pesticidal compositions and processes related thereto | |
US9629363B2 (en) | Pesticidal compositions and processes related thereto | |
US9629369B2 (en) | Pesticidal compositions and processes related thereto | |
AU2013361519B2 (en) | Pesticidal compositions and processes related thereto | |
AU2013361540B2 (en) | Pesticidal compositions and processes related thereto | |
US9676704B2 (en) | Pesticidal compositions and processes related thereto | |
OA19157A (en) | Pesticidal Compositions and Processes Related Thereto | |
NZ618926B2 (en) | Pesticidal compositions and processes related thereto |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
AS | Assignment |
Owner name: DOW AGROSCIENCES LLC, INDIANA Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:HUNTER, JAMES E;LO, WILLIAM C;WATSON, GERALD B;AND OTHERS;SIGNING DATES FROM 20120518 TO 20120531;REEL/FRAME:032567/0464 |
|
STCB | Information on status: application discontinuation |
Free format text: ABANDONED -- FAILURE TO RESPOND TO AN OFFICE ACTION |