JP2003531196A5 - - Google Patents

Info

Publication number

JP2003531196A5

JP2003531196A5 JP2001578413A JP2001578413A JP2003531196A5 JP 2003531196 A5 JP2003531196 A5 JP 2003531196A5 JP 2001578413 A JP2001578413 A JP 2001578413A JP 2001578413 A JP2001578413 A JP 2001578413A JP 2003531196 A5 JP2003531196 A5 JP 2003531196A5

Authority

JP

Japan

Prior art keywords

acid

ethyl

hydrogen

methyl

compound

Prior art date

2001-04-24

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.)

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• 150000001875 compounds Chemical class 0.000 description 9
• 229910052739 hydrogen Inorganic materials 0.000 description 9
• 239000001257 hydrogen Substances 0.000 description 9
• 125000000217 alkyl group Chemical group 0.000 description 7
• -1 ter-butyl Chemical group 0.000 description 7
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 5
• 229920006395 saturated elastomer Polymers 0.000 description 5
• 125000003118 aryl group Chemical group 0.000 description 4
• 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 3
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
• 239000002253 acid Substances 0.000 description 2
• 239000003814 drug Substances 0.000 description 2
• 150000002431 hydrogen Chemical class 0.000 description 2
• 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 2
• 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 2
• 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
• 229910052760 oxygen Inorganic materials 0.000 description 2
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
• 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
• 229910052717 sulfur Inorganic materials 0.000 description 2
• DTGKSKDOIYIVQL-WEDXCCLWSA-N (+)-borneol Chemical group C1C[C@@]2(C)[C@@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-WEDXCCLWSA-N 0.000 description 1
• WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
• 0 *CC(C(*)*N(C(C(*)(*)C(N1*)=O)=O)C1=*)C(**I)I Chemical compound *CC(C(*)*N(C(C(*)(*)C(N1*)=O)=O)C1=*)C(**I)I 0.000 description 1
• SUMOGQRIFUNWJT-UHFFFAOYSA-N 1-(1-bicyclo[2.2.1]heptanyloxy)-5-ethyl-3-methyl-5-(3-methylbutyl)-2-sulfanylidene-1,3-diazinane-4,6-dione Chemical compound C12(CCC(CC1)C2)ON2C(N(C(C(C2=O)(CCC(C)C)CC)=O)C)=S SUMOGQRIFUNWJT-UHFFFAOYSA-N 0.000 description 1
• 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
• LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
• ZEFARIUQGUQFTK-UHFFFAOYSA-N 5,5-dibutyl-1-(2,2-dimethylpropoxy)-3-methyl-2-sulfanylidene-1,3-diazinane-4,6-dione Chemical compound C(C(C)(C)C)ON1C(N(C(C(C1=O)(CCCC)CCCC)=O)C)=S ZEFARIUQGUQFTK-UHFFFAOYSA-N 0.000 description 1
• UPFTUZHVZCZEQZ-UHFFFAOYSA-N 5-propyl-2-sulfanylidene-1,3-diazinane-4,6-dione Chemical compound CCCC1C(=O)NC(=S)NC1=O UPFTUZHVZCZEQZ-UHFFFAOYSA-N 0.000 description 1
• QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
• ORILYTVJVMAKLC-UHFFFAOYSA-N Adamantane Natural products C1C(C2)CC3CC1CC2C3 ORILYTVJVMAKLC-UHFFFAOYSA-N 0.000 description 1
• ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
• 239000005642 Oleic acid Substances 0.000 description 1
• XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Substances CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 1
• 206010039897 Sedation Diseases 0.000 description 1
• 230000001773 anti-convulsant effect Effects 0.000 description 1
• 239000001961 anticonvulsive agent Substances 0.000 description 1
• 229960003965 antiepileptics Drugs 0.000 description 1
• 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
• 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
• QKIUAMUSENSFQQ-UHFFFAOYSA-N dimethylazanide Chemical compound C[N-]C QKIUAMUSENSFQQ-UHFFFAOYSA-N 0.000 description 1
• 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
• 239000003937 drug carrier Substances 0.000 description 1
• URQXRAAARGQOKM-UHFFFAOYSA-N ethyl 2-(5,5-diethyl-4,6-dioxo-2-sulfanylidene-1,3-diazinan-1-yl)acetate Chemical compound CCOC(=O)CN1C(=S)NC(=O)C(CC)(CC)C1=O URQXRAAARGQOKM-UHFFFAOYSA-N 0.000 description 1
• NHVFBNFYDYTTTO-UHFFFAOYSA-N ethyl 2-[5-ethyl-5-(3-methylbutyl)-4,6-dioxo-2-sulfanylidene-1,3-diazinan-1-yl]acetate Chemical compound CCOC(=O)CN1C(=S)NC(=O)C(CC)(CCC(C)C)C1=O NHVFBNFYDYTTTO-UHFFFAOYSA-N 0.000 description 1
• 230000000147 hypnotic effect Effects 0.000 description 1
• QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
• 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
• 238000004519 manufacturing process Methods 0.000 description 1
• 238000000034 method Methods 0.000 description 1
• KTNZFEZLTBVXGD-UHFFFAOYSA-N methyl 2-(5-ethyl-4,6-dioxo-5-pentan-2-yl-2-sulfanylidene-1,3-diazinan-1-yl)dodecanoate Chemical compound CCCCCCCCCCC(C(=O)OC)N1C(=S)NC(=O)C(CC)(C(C)CCC)C1=O KTNZFEZLTBVXGD-UHFFFAOYSA-N 0.000 description 1
• PMBKOGIKHUILRH-UHFFFAOYSA-N methyl 4,6-dioxo-5,5-dipropyl-2-sulfanylidene-1,3-diazinane-1-carboxylate Chemical compound CCCC1(CCC)C(=O)NC(=S)N(C(=O)OC)C1=O PMBKOGIKHUILRH-UHFFFAOYSA-N 0.000 description 1
• JBGWPXADKMSYCM-UHFFFAOYSA-N methyl 5,5-dibutyl-4,6-dioxo-2-sulfanylidene-1,3-diazinane-1-carboxylate Chemical compound CCCCC1(CCCC)C(=O)NC(=S)N(C(=O)OC)C1=O JBGWPXADKMSYCM-UHFFFAOYSA-N 0.000 description 1
• PQGDOZNCTTUBPP-UHFFFAOYSA-N methyl 5,5-diethyl-4,6-dioxo-2-sulfanylidene-1,3-diazinane-1-carboxylate Chemical compound CCC1(CC)C(=O)NC(=S)N(C(=O)OC)C1=O PQGDOZNCTTUBPP-UHFFFAOYSA-N 0.000 description 1
• ONDNNUONGXRXNS-UHFFFAOYSA-N methyl 5-ethyl-4,6-dioxo-5-pentan-2-yl-2-sulfanylidene-1,3-diazinane-1-carboxylate Chemical compound CCCC(C)C1(CC)C(=O)NC(=S)N(C(=O)OC)C1=O ONDNNUONGXRXNS-UHFFFAOYSA-N 0.000 description 1
• 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
• 125000002868 norbornyl group Chemical group C12(CCC(CC1)C2)* 0.000 description 1
• ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
• 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
• 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
• 150000003839 salts Chemical class 0.000 description 1
• 125000003548 sec-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
• 230000036280 sedation Effects 0.000 description 1
• 125000005425 toluyl group Chemical group 0.000 description 1