TH5586B - - Google Patents

Info

Publication number

TH5586B

TH5586B TH8701000827A TH8701000827A TH5586B TH 5586 B TH5586 B TH 5586B TH 8701000827 A TH8701000827 A TH 8701000827A TH 8701000827 A TH8701000827 A TH 8701000827A TH 5586 B TH5586 B TH 5586B

Authority

TH

Thailand

Prior art keywords

group

methyl

milbemycin

formula

butenoicoxin

Prior art date

1987-12-11

Links

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• Global Dossier
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• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract 33
• 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract 20
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims abstract 18
• 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims abstract 13
• 150000001875 compounds Chemical class 0.000 claims abstract 12
• 101100439662 Arabidopsis thaliana CHR5 gene Proteins 0.000 claims abstract 8
• 150000002148 esters Chemical class 0.000 claims abstract 8
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract 7
• 239000000126 substance Substances 0.000 claims abstract 7
• 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims abstract 4
• 229910052736 halogen Inorganic materials 0.000 claims abstract 4
• 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims abstract 4
• GQPLMRYTRLFLPF-UHFFFAOYSA-N nitrous oxide Inorganic materials [O-][N+]#N GQPLMRYTRLFLPF-UHFFFAOYSA-N 0.000 claims abstract 3
• -1 disopropyl Chemical group 0.000 claims abstract 2
• 150000002367 halogens Chemical class 0.000 claims abstract 2
• VOZIAWLUULBIPN-LRBNAKOISA-N milbemycin A4 Chemical compound C1C[C@H](C)[C@@H](CC)O[C@@]21O[C@H](C\C=C(C)\C[C@@H](C)\C=C\C=C/1[C@]3([C@H](C(=O)O4)C=C(C)[C@@H](O)[C@H]3OC\1)O)C[C@H]4C2 VOZIAWLUULBIPN-LRBNAKOISA-N 0.000 claims 17
• 238000000034 method Methods 0.000 claims 15
• ZLBGSRMUSVULIE-GSMJGMFJSA-N milbemycin A3 Chemical compound O1[C@H](C)[C@@H](C)CC[C@@]11O[C@H](C\C=C(C)\C[C@@H](C)\C=C\C=C/2[C@]3([C@H](C(=O)O4)C=C(C)[C@@H](O)[C@H]3OC\2)O)C[C@H]4C1 ZLBGSRMUSVULIE-GSMJGMFJSA-N 0.000 claims 6
• 241001465754 Metazoa Species 0.000 claims 4
• AZSNMRSAGSSBNP-UHFFFAOYSA-N 22,23-dihydroavermectin B1a Natural products C1CC(C)C(C(C)CC)OC21OC(CC=C(C)C(OC1OC(C)C(OC3OC(C)C(O)C(OC)C3)C(OC)C1)C(C)C=CC=C1C3(C(C(=O)O4)C=C(C)C(O)C3OC1)O)CC4C2 AZSNMRSAGSSBNP-UHFFFAOYSA-N 0.000 claims 3
• SPBDXSGPUHCETR-JFUDTMANSA-N 8883yp2r6d Chemical compound O1[C@@H](C)[C@H](O)[C@@H](OC)C[C@@H]1O[C@@H]1[C@@H](OC)C[C@H](O[C@@H]2C(=C/C[C@@H]3C[C@@H](C[C@@]4(O[C@@H]([C@@H](C)CC4)C(C)C)O3)OC(=O)[C@@H]3C=C(C)[C@@H](O)[C@H]4OC\C([C@@]34O)=C/C=C/[C@@H]2C)/C)O[C@H]1C.C1C[C@H](C)[C@@H]([C@@H](C)CC)O[C@@]21O[C@H](C\C=C(C)\[C@@H](O[C@@H]1O[C@@H](C)[C@H](O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](OC)C3)[C@@H](OC)C1)[C@@H](C)\C=C\C=C/1[C@]3([C@H](C(=O)O4)C=C(C)[C@@H](O)[C@H]3OC\1)O)C[C@H]4C2 SPBDXSGPUHCETR-JFUDTMANSA-N 0.000 claims 3
• 239000005660 Abamectin Substances 0.000 claims 3
• BWCRYQGQPDBOAU-UHFFFAOYSA-N Milbemycin D Natural products C1CC(C)C(C(C)C)OC21OC(CC=C(C)CC(C)C=CC=C1C3(C(C(=O)O4)C=C(C)C(O)C3OC1)O)CC4C2 BWCRYQGQPDBOAU-UHFFFAOYSA-N 0.000 claims 3
• RRZXIRBKKLTSOM-XPNPUAGNSA-N avermectin B1a Chemical compound C1=C[C@H](C)[C@@H]([C@@H](C)CC)O[C@]11O[C@H](C\C=C(C)\[C@@H](O[C@@H]2O[C@@H](C)[C@H](O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](OC)C3)[C@@H](OC)C2)[C@@H](C)\C=C\C=C/2[C@]3([C@H](C(=O)O4)C=C(C)[C@@H](O)[C@H]3OC\2)O)C[C@H]4C1 RRZXIRBKKLTSOM-XPNPUAGNSA-N 0.000 claims 3
• 229960002418 ivermectin Drugs 0.000 claims 3
• BWCRYQGQPDBOAU-WZBVPYLGSA-N milbemycin D Chemical compound C1C[C@H](C)[C@@H](C(C)C)O[C@@]21O[C@H](C\C=C(C)\C[C@@H](C)\C=C\C=C/1[C@]3([C@H](C(=O)O4)C=C(C)[C@@H](O)[C@H]3OC\1)O)C[C@H]4C2 BWCRYQGQPDBOAU-WZBVPYLGSA-N 0.000 claims 3
• 125000004469 siloxy group Chemical group [SiH3]O* 0.000 claims 3
• 238000006467 substitution reaction Methods 0.000 claims 3
• OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 2
• 125000004429 atom Chemical group 0.000 claims 2
• 229910052799 carbon Inorganic materials 0.000 claims 2
• 238000004519 manufacturing process Methods 0.000 claims 2
• FXWHFKOXMBTCMP-WMEDONTMSA-N milbemycin Natural products COC1C2OCC3=C/C=C/C(C)CC(=CCC4CC(CC5(O4)OC(C)C(C)C(OC(=O)C(C)CC(C)C)C5O)OC(=O)C(C=C1C)C23O)C FXWHFKOXMBTCMP-WMEDONTMSA-N 0.000 claims 2
• 235000015277 pork Nutrition 0.000 claims 2
• 238000002360 preparation method Methods 0.000 claims 2
• 241000238876 Acari Species 0.000 claims 1
• RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 claims 1
• 241000238631 Hexapoda Species 0.000 claims 1
• YZCKVEUIGOORGS-UHFFFAOYSA-N Hydrogen atom Chemical group [H] YZCKVEUIGOORGS-UHFFFAOYSA-N 0.000 claims 1
• 241000258242 Siphonaptera Species 0.000 claims 1
• 241000187747 Streptomyces Species 0.000 claims 1
• 241000187391 Streptomyces hygroscopicus Species 0.000 claims 1
• 239000002253 acid Substances 0.000 claims 1
• 125000004448 alkyl carbonyl group Chemical group 0.000 claims 1
• 125000000217 alkyl group Chemical group 0.000 claims 1
• 239000001273 butane Substances 0.000 claims 1
• 239000003085 diluting agent Substances 0.000 claims 1
• 201000010099 disease Diseases 0.000 claims 1
• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 1
• 238000006073 displacement reaction Methods 0.000 claims 1
• 238000000855 fermentation Methods 0.000 claims 1
• 230000004151 fermentation Effects 0.000 claims 1
• 244000000013 helminth Species 0.000 claims 1
• 239000000203 mixture Substances 0.000 claims 1
• 150000002825 nitriles Chemical group 0.000 claims 1
• 244000045947 parasite Species 0.000 claims 1
• 238000000926 separation method Methods 0.000 claims 1
• 239000003814 drug Substances 0.000 abstract 1
• 229940079593 drug Drugs 0.000 abstract 1
• 229910052739 hydrogen Inorganic materials 0.000 abstract 1
• 239000001257 hydrogen Substances 0.000 abstract 1
• 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
• 125000005374 siloxide group Chemical group 0.000 abstract 1