EA018120B1 - Способ получения фторированных фенолов - Google Patents
Способ получения фторированных фенолов Download PDFInfo
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- EA018120B1 EA018120B1 EA201000566A EA201000566A EA018120B1 EA 018120 B1 EA018120 B1 EA 018120B1 EA 201000566 A EA201000566 A EA 201000566A EA 201000566 A EA201000566 A EA 201000566A EA 018120 B1 EA018120 B1 EA 018120B1
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- Eurasian Patent Office
- Prior art keywords
- optionally
- substituted
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- alkyl
- heteroaryl
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- 150000002989 phenols Chemical class 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims abstract description 10
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims abstract description 3
- 230000002378 acidificating effect Effects 0.000 claims abstract description 3
- 239000000203 mixture Substances 0.000 claims abstract description 3
- 125000003118 aryl group Chemical group 0.000 claims 28
- 125000001072 heteroaryl group Chemical group 0.000 claims 28
- 125000000623 heterocyclic group Chemical group 0.000 claims 28
- 125000000753 cycloalkyl group Chemical group 0.000 claims 26
- 229910052736 halogen Inorganic materials 0.000 claims 22
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 20
- 150000002367 halogens Chemical class 0.000 claims 20
- 125000004093 cyano group Chemical group *C#N 0.000 claims 18
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 18
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 17
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 claims 16
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 15
- 125000001424 substituent group Chemical group 0.000 claims 15
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 14
- 125000003710 aryl alkyl group Chemical group 0.000 claims 12
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims 12
- 125000004415 heterocyclylalkyl group Chemical group 0.000 claims 12
- 125000000217 alkyl group Chemical group 0.000 claims 10
- 125000003342 alkenyl group Chemical group 0.000 claims 6
- 125000000304 alkynyl group Chemical group 0.000 claims 6
- 125000005842 heteroatom Chemical group 0.000 claims 5
- 229910052739 hydrogen Inorganic materials 0.000 claims 5
- 239000001257 hydrogen Substances 0.000 claims 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 4
- 125000004432 carbon atom Chemical group C* 0.000 claims 4
- -1 —CON1 46 K 46 Chemical group 0.000 claims 4
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims 3
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 3
- 229910052757 nitrogen Inorganic materials 0.000 claims 3
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 2
- 125000004414 alkyl thio group Chemical group 0.000 claims 2
- 239000011203 carbon fibre reinforced carbon Substances 0.000 claims 2
- 125000004122 cyclic group Chemical group 0.000 claims 2
- 229920006395 saturated elastomer Polymers 0.000 claims 2
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
- 125000004648 C2-C8 alkenyl group Chemical group 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims 1
- 125000002102 aryl alkyloxo group Chemical group 0.000 claims 1
- 125000002619 bicyclic group Chemical group 0.000 claims 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 1
- 229910052794 bromium Inorganic materials 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 239000000460 chlorine Chemical group 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 239000011737 fluorine Substances 0.000 claims 1
- 125000001153 fluoro group Chemical group F* 0.000 claims 1
- 125000001188 haloalkyl group Chemical group 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 150000002431 hydrogen Chemical class 0.000 claims 1
- 239000011630 iodine Chemical group 0.000 claims 1
- 229910052740 iodine Chemical group 0.000 claims 1
- 125000002950 monocyclic group Chemical group 0.000 claims 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 1
- 125000004430 oxygen atom Chemical group O* 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 125000003003 spiro group Chemical group 0.000 claims 1
- 125000004434 sulfur atom Chemical group 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 abstract description 2
- 150000002632 lipids Chemical class 0.000 description 2
- 150000003626 triacylglycerols Chemical class 0.000 description 2
- 201000001320 Atherosclerosis Diseases 0.000 description 1
- 208000024172 Cardiovascular disease Diseases 0.000 description 1
- 102000015779 HDL Lipoproteins Human genes 0.000 description 1
- 108010010234 HDL Lipoproteins Proteins 0.000 description 1
- 102000007330 LDL Lipoproteins Human genes 0.000 description 1
- 108010007622 LDL Lipoproteins Proteins 0.000 description 1
- 241000124008 Mammalia Species 0.000 description 1
- 230000000975 bioactive effect Effects 0.000 description 1
- 150000001840 cholesterol esters Chemical class 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
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- C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C275/26—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 carbon atoms of rings other than six-membered aromatic rings
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- 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
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- C07C215/04—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated
- C07C215/06—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic
- C07C215/08—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic with only one hydroxy group and one amino group bound to the carbon skeleton
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- C07C217/56—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by singly-bound oxygen atoms
- C07C217/58—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by singly-bound oxygen atoms with amino groups and the six-membered aromatic ring, or the condensed ring system containing that ring, bound to the same carbon atom of the carbon chain
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- C07C229/34—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton containing six-membered aromatic rings
- C07C229/36—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton containing six-membered aromatic rings with at least one amino group and one carboxyl group bound to the same carbon atom of the carbon skeleton
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- C07C233/02—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
- C07C233/09—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with carbon atoms of carboxamide groups bound to carbon atoms of an acyclic unsaturated carbon skeleton
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- C07C233/18—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 singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom having the carbon atom of the carboxamide group bound to a hydrogen atom or to a carbon atom of an acyclic saturated carbon skeleton
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- C07C233/68—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 singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom
- C07C233/73—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 singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom of a carbon skeleton containing six-membered aromatic rings
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Abstract
Изобретение относится к способу получения соединения формулы B-OCFCFH, включающему восстановление смеси, содержащей соединение формулы B-OCFCFH и соединение формулы B-OCFCFBr, цинковым порошком в кислотных условиях.
Description
(57) Изобретение относится к способу получения соединения формулы В-ОСЕ2СЕ2Н, включающему восстановление смеси, содержащей соединение формулы В-ОСЕ2СЕ2Н и соединение формулы ВОСЕ2СЕ2ВГ, цинковым порошком в кислотных условиях.
Область изобретения
Настоящее изобретение относится к фторированным фенолам, которые могут быть использованы в качестве синтетических блоков для многих биоактивных соединений, включая ингибиторы белкапереносчика эфиров холестерина (СЕТР), которые могут применяться для повышения уровня некоторых липидов в плазме, включая липопротеин высокой плотности (НОЬ)-холестерин и для снижения уровня некоторых других липидов в плазме, таких как липопротеин низкой плотности (ЬОЬ)-холестерин и триглицериды и соответственно для лечения заболеваний, которые вызываются низкими уровнями НОЬхолестерина и/или высокими уровнями ЬОЬ-холестерина и триглицеридов, таких как атеросклероз и сердечно-сосудистые заболевания у ряда млекопитающих (т.е. тех, у кого имеется СЕТР в их плазме), включая человека.
Claims (8)
- ФОРМУЛА ИЗОБРЕТЕНИЯСпособ получения соединения формулы В-ОСЕ2СЕ2Н, включающий восстановление смеси, содержащей соединение формулы В-ОСЕ2СЕ2Н и соединение формулы В-ОСЕ2СЕ2Вг, цинковым порошком в кислотных условиях, где В представляет собой фенил, который может быть необязательно замещен одним или большим количеством заместителей, выбранных из группы, состоящей из: 1) галогена;
- 2) (С1-С6)алкила, который может быть необязательно замещен одним или большим количеством радикалов Κ20;
- 3) -ОК6;
- 4) (С1-С6)алкилтио;
- 5) циано; 6) нитро; 7) -ΝΚ9Κι0; 8) арила, который может быть необязательно замещен одним или большим количеством радикалов Κ20; 9) арилалкила, который может быть необязательно замещен одним или большим количеством радикалов Κ20; 10) гетероарила, который может быть необязательно замещен одним или большим количеством радикалов Κ20; 11) гетероарилалкила, который может быть необязательно замещен одним или большим количеством радикалов Κ20; 12) гетероциклила, который может быть необязательно замещен одним или большим количеством радикалов Κ20;13) гетероциклилалкила, который может быть необязательно замещен одним или большим количеством радикалов Κ20; 14) галоген(С1-С6)алкила; 15) -СОК6; 16) -3(О)рР6; 17) -§О2NНΚ6; 18) -СООК6; 19) -ΝΗΟ^ΝΗΚ и 20) -СОИКК и К9 и Κ10, при этом К6 при каждом появлении независимо представляет собой:(а) алкил, который может быть необязательно замещен одним или большим количеством заместителей, выбранных из группы, состоящей из: 1) галогена; 2) -ОН; 3) (С1-С6)алкила, который может быть необязательно замещен одним или большим количеством радикалов Κ20; 4) -ОК36; 5) (С1-С6)алкилтио; 6) циано; 7) нитро; 8) -ΝΚ9Κ|0; 9) арила, который может быть необязательно замещен одним или большим количеством радикалов Κ20; 10) гетероарила, который может быть необязательно замещен одним- 331 018120 или большим количеством радикалов И20; 11) гетероциклила, который может быть необязательно замещен одним или большим количеством радикалов И20; 12) галоген(С1-С6)алкила; 13) (С2-С6)алкенила;14) -СООН; 15) -СО\Нр.Нр.; 16) =О; 17) (С2-С6)алкинила; 18) -СОИ36; 19) -8(О)рЯ36; 20) -8Θ2ΝΗΚ36;21) -СООИ36; 22) -NΗС(СN)NΗΚ36 или 23) циклоалкила, который может быть необязательно замещен одним или большим количеством радикалов И20;(b) арил, который может быть необязательно замещен одним или большим количеством заместителей, выбранных из группы, состоящей из: 1) галогена; 2) -ОН; 3) (С1-С6)алкила, который может быть необязательно замещен одним или большим количеством радикалов И20; 4) -ОИ36; 5) (С1-С6)алкилтио; 6) циано; 7) нитро; 8) -ΝΚ.9Κ,10; 9) арила, который может быть необязательно замещен одним или большим количеством радикалов И20; 10) арилалкила, который может быть необязательно замещен одним или большим количеством радикалов И20; 11) гетероарила, который может быть необязательно замещен одним или большим количеством радикалов И20; 12) гетероарилалкила, который может быть необязательно замещен одним или большим количеством радикалов И20; 13) гетероциклила, который может быть необязательно замещен одним или большим количеством радикалов И20; 14) гетероциклилалкила, который может быть необязательно замещен одним или большим количеством радикалов И20; 15) галоген(С!-С6)алкила; 16) -СООН; 17) -СО№36К36; 18) =О; 19) (С2-С6)алкинила; 20) -СОИ36; 21) -8(О)рЯ36;22) -§О2NΗΚ36; 23) -СООИ36; 24) -NΗС(СN)NΗΚ36 и 25) циклоалкила, который может быть необязательно замещен одним или большим количеством радикалов И20;(c) циклоалкил, который может быть необязательно замещен одним или большим количеством заместителей, выбранных из группы, состоящей из: 1) галогена; 2) -ОН; 3) (С1-С6)алкила, который может быть необязательно замещен одним или большим количеством радикалов И20; 4) -ОИ36; 5) (С1С6)алкилтио; 6) циано; 7) нитро; 8) -ΝΚ.9Κ,10; 9) арила, который может быть необязательно замещен одним или большим количеством радикалов И20; 10) арилалкила, который может быть необязательно замещен одним или большим количеством радикалов И20; 11) гетероарила, который может быть необязательно замещен одним или большим количеством радикалов И20; 12) гетероарилалкила, который может быть необязательно замещен одним или большим количеством радикалов И20; 13) гетероциклила, который может быть необязательно замещен одним или большим количеством радикалов И20; 14) гетероциклилалкила, который может быть необязательно замещен одним или большим количеством радикалов И20;15) галоген(С1-С6)алкила; 16) (С2-С6)алкенила; 17) -СООН; 18) -ίΌΝΚ36Κ36; 19) =О; 20) (С2-С6)алкинила; 21) -СОИ36; 22) -8(О)13Я36; 23) -5О3\'Н1Ь6; 24) -СООИ36; 25) -ΝΗ^Ν)ΝΗΚ36 и 26) циклоалкила, который может быть необязательно замещен одним или большим количеством радикалов И20;(ά) гетероарил, который может быть необязательно замещен одним или большим количеством заместителей, выбранных из группы, состоящей из: 1) галогена; 2) -ОН; 3) (С1-С6)алкила, который может быть необязательно замещен одним или большим количеством радикалов И20; 4) -ОИ36; 5) (С1С6)алкилтио; 6) циано; 7) нитро; 8) -ΝΚ.9Κ,10; 9) арила, который может быть необязательно замещен одним или большим количеством радикалов И20; 10) арилалкила, который может быть необязательно замещен одним или большим количеством радикалов И20; 11) гетероарила, который может быть необязательно замещен одним или большим количеством радикалов И20; 12) гетероарилалкила, который может быть необязательно замещен одним или большим количеством радикалов И20; 13) гетероциклила, который может быть необязательно замещен одним или большим количеством радикалов И20; 14) гетероциклилалкила, который может быть необязательно замещен одним или большим количеством радикалов И20; 15) галоген(С1-С6)алкила; 16) (С2-С6)алкенила; 17) -СООН; 18) -ίΌΝΚ36Κ36; 19) =О; 20) (С2-С6)алкинила; 21) -СОИ;..; 22) -5(О)р1Ь..; 23) -^О.-ХНИ;..; 24) -СОО1Ь..; 25) -ΝΗϋ(€Ν)ΝΗΚ36 и 26) циклоалкила, который может быть необязательно замещен одним или большим количеством радикалов И20;(е) гетероциклил, отличный от гетероарила, который может быть необязательно замещен одним или большим количеством заместителей, выбранных из группы, состоящей из: 1) галогена; 2) -ОН; 3) (С1С6)алкила, который может быть необязательно замещен одним или большим количеством радикалов И20; 4) -ОИ36; 5) (С1-С6)алкилтио; 6) циано; 7) нитро; 8) -ΝΚ9Κι0; 9) арила, который может быть необязательно замещен одним или большим количеством радикалов И20; 10) арилалкила, который может быть необязательно замещен одним или большим количеством радикалов И20; 11) гетероарила, который может быть необязательно замещен одним или большим количеством радикалов И20; 12) гетероарилалкила, который может быть необязательно замещен одним или большим количеством радикалов И20; 13) гетероциклила, который может быть необязательно замещен одним или большим количеством радикалов И20; 14) гетероциклилалкила, который может быть необязательно замещен одним или большим количеством радикалов И20; 15) галоген(С1-С6)алкила; 16) (С2-С6)алкенила; 17) -СООН; 18) -ίΌΝΚ36Κ36; 19) =О; 20) (С2С6)алкинила; 21) -СОИ;..; 22) -5(О)рН;..; 23) -§О2NΗΚ36; 24) -СООИ;..; 25) -ΝΗ^Ν)ΝΗΚ36 и 26) циклоалкила, который может быть необязательно замещен одним или большим количеством радикалов И20;(ί) водород;(д) алкинил, который может быть необязательно замещен одним или большим количеством заместителей, выбранных из группы, состоящей из: 1) галогена; 2) -ОН; 3) (С1-С6)алкила, который может быть необязательно замещен одним или большим количеством радикалов И20; 4) -ОИ36; 5) (С1-С6)алкилтио; 6) циано; 7) нитро; 8) -ΝΚ9Κ10; 9) арила, который может быть необязательно замещен одним или боль- 332 018120 шим количеством радикалов Н20; 10) гетероарила, который может быть необязательно замещен одним или большим количеством радикалов Н20; 11) гетероциклила, который может быть необязательно замещен одним или большим количеством радикалов Н20; 12) галоген(С1-С6)алкила; 13) (С2-С6)алкенила; 14) -СООН; 15) -СО\Н;..Н;..; 16) =0; 17) (С2-С6)алкинила; 18) -СОН36; 19) -8(О)рН36; 20) -8Ο2ΝΗΚ36; 21) -СООН36; 22) -ΝΗ^Ο^ΝΗΒβ. или 23) циклоалкила, который может быть необязательно замещен одним или большим количеством радикалов Н20; или (11) алкенил, который может быть необязательно замещен одним или большим количеством заместителей, выбранных из группы, состоящей из: 1) галогена; 2) -ОН; 3) (С1-С6)алкила, который может быть необязательно замещен одним или большим количеством радикалов Н20; 4) -ОН36; 5) (С1-С6)алкилтио; 6) циано; 7) нитро; 8) -ΝΚ,9Κ.|0; 9) арила, который может быть необязательно замещен одним или большим количеством радикалов Н20; 10) гетероарила, который может быть необязательно замещен одним или большим количеством радикалов Н20; 11) гетероциклила, который может быть необязательно замещен одним или большим количеством радикалов Н20; 12) галоген(С1-С6)алкила; 13) (С2-С6)алкенила; 14) -СООН; 15) -СО\Н;..Н;..; 16) =О; 17) (С2-С6)алкинила; 18) -СОН;..; 19) -8(СА Н;..; 20) -8О9\НН;..; 21) -СООН36; 22) -ΝΗ^Ο^ΝΗΒβ. или 23) циклоалкила, который может быть необязательно замещен одним или большим количеством радикалов Н20;или два радикала Кб взяты вместе, чтобы образовать содержащее от 3 до 9 членов кольцо, которое необязательно может включать 1-4 гетероатома, выбранных из Ν, О и 8, и необязательно замещено одним или большим количеством радикалов Н20;Н9 и К10 независимо представляют собой (а) водород; (Ь) -[(С=О)Ог]5-арил, где арил может быть необязательно замещен одним или большим количеством радикалов Н20; (с) -[(С=О)ОГ]5(С2-С8)алкенил, где алкенил может быть необязательно замещен одним или большим количеством радикалов Н20; (ά) -[(С=О)ОГ]8(С1-С8)алкил, где алкил может быть необязательно замещен одним или большим количеством радикалов Н20; (е) гетероциклил необязательно замещен одним или большим количеством радикалов Н9 ; (ί) -СОХН.-.Н..; (д) -(С2-С6)алкинил; (1) -СОН.·..; (ί) -8(О) Н2.; ]) -8О2\НН2..; (к) -СООН.·..; (1) ΝΗΟ(ΟΝ)ΝΗΚ26 или т) -[(С=О)Ог]5-циклоалкил, который может быть необязательно замещен одним или большим количеством радикалов Н20;или Н9 и К10 взяты вместе с атомом азота, к которому они оба присоединены, чтобы образовать кольцо, содержащее от 3 до 8 членов, которое может необязательно включать 1-4 гетероатома, выбранных из Ν, О и 8, и необязательно замещено одним или большим количеством радикалов Н20;К20 представляет собой (а) галоген; (Ь) (С1-С6)алкил, который может быть необязательно замещен одним или большим количеством радикалов Н21; (с) -ОН26; (ά) (С1-С6)алкилтио; (е) циано; (ί) нитро; (д) -ΝΚ29Κ30; (1) арил, который может быть необязательно замещен одним или большим количеством радикалов Н21; (ί) арилалкил, который может быть необязательно замещен одним или большим количеством радикалов Н21; (|) гетероарил, который может быть необязательно замещен одним или большим количеством радикалов Н21; (к) гетероарилалкил, который может быть необязательно замещен одним или большим количеством радикалов Н21; (1) гетероциклил, который может быть необязательно замещен одним или большим количеством радикалов Н21; (т) гетероциклилалкил, который может быть необязательно замещен одним или большим количеством радикалов Н21; (п) галоген(С1-С6)алкил; (о) (С2С6)алкенил; (р) =О; (с|) (С2-С6)алкинил; (г) -СОН26; (5) -8(О)рК26; (1) -8О2ИНЯ26; (и) -СООН26; (ν) ΝΗί.'(ί.'Ν)ΝΗΗ22,; (те) циклоалкил, который может быть необязательно замещен одним или большим количеством радикалов Н21; (х) циклоалкилалкил, который может быть необязательно замещен одним или большим количеством радикалов Н20; или (у) -ί.ΌΝΗν,Ην,;Н21 представляет собой (а) галоген; (Ь) (С1-С6)алкил; (с) -ОН26; (ά) (С1-С6)алкилтио; (е) циано; (ί) нитро; (д) -ΝΗ29,Η30; (1) арил; (ί) арилалкил; (|) гетероарил; (к) гетероарилалкил; (1) гетероциклил; (т) гетероциклилалкил; (п) галоген(С1-С6)алкил; (о) -СОХН26Н26; (р) (С2-С6)алкенил; (с|) =О; (г) (С2С6)алкинил; (5) циклоалкил; (1) циклоалкилалкил; (и) -СОН26; (ν) -8(О)рК26; (те) -8О2ХНН2·,; (х) -СООН26 или (у) -Ν 1С(С\)\11Н2.;Н26 при каждом появлении независимо представляет собой:(a) алкил, который может быть необязательно замещен одним или большим количеством заместителей, выбранных из группы, состоящей из: 1) галогена; 2) -ОН; 3) (С1-С6)алкила, который может быть необязательно замещен одним или большим количеством радикалов К^; 4) -ОН36; 5) (С1-С6)алкилтио; 6) циано; 7) нитро; 8) -ΝΗ29Η30; 9) арила, который может быть необязательно замещен одним или большим количеством радикалов Н40; 10) гетероарила, который может быть необязательно замещен одним или большим количеством радикалов Н40; 11) гетероциклила, который может быть необязательно замещен одним или большим количеством радикалов Н40; 12) галоген(С1-С6)алкила; 13) (С2-С6)алкенила; 14) -СООН; 15) -СО\Н;..Н;..; 16) =О; 17) (С2-С.)алкинила; 18) -СОН.^; 19) -8(СА IX..; 20) -8О9\НН;..; 21) -СООН36; 22) -ХНС(СХ)ХНН36 и 23) циклоалкила, который может быть необязательно замещен одним или большим количеством радикалов Н40;(b) арил, который может быть необязательно замещен одним или большим количеством заместителей, выбранных из группы, состоящей из: 1) галогена; 2) -ОН; 3) (С1-С6)алкила, который может быть необязательно замещен одним или большим количеством радикалов Н40; 4) -ОН36; 5) (С1-С6)алкилтио;- 333 018120
- 6) циано;
- 7) нитро; 8) -ΝΚ29Κ30; 9) арила, который может быть необязательно замещен одним или большим количеством радикалов К^; 10) арилалкила, который может быть необязательно замещен одним или большим количеством радикалов К40; 11) гетероарила, который может быть необязательно замещен одним или большим количеством радикалов К40; 12) гетероарилалкила, который может быть необязательно замещен одним или большим количеством радикалов К40; 13) гетероциклила, который может быть необязательно замещен одним или большим количеством радикалов К40; 14) гетероциклилалкила, который может быть необязательно замещен одним или большим количеством радикалов К40; 15) галоген(С1-С6)алкила; 16) -СООН; 17) -СОЫК36К36; 18) =О; 19) (С2-С6)алкинила; 20) -СОК36; 21) -8(О)рК36; 22) -8Ο2ΝΗΚ36; 23) -СООК36; 24) -ΝΗί.’(ί.’Ν)ΝΗΚ.36 и 25) циклоалкила, который может быть необязательно замещен одним или большим количеством радикалов К40;(с) циклоалкил, который может быть необязательно замещен одним или большим количеством заместителей, выбранных из группы, состоящей из: 1) галогена; 2) -ОН; 3) (С1-С6)алкила, который может быть необязательно замещен одним или большим количеством радикалов К40; 4) -ОК36; 5) (С1С6)алкилтио; 6) циано; 7) нитро; 8) -ΝΚ29Κ30; 9) арила, который может быть необязательно замещен одним или большим количеством радикалов К40; 10) арилалкила, который может быть необязательно замещен одним или большим количеством радикалов К40; 11) гетероарила, который может быть необязательно замещен одним или большим количеством радикалов К40; 12) гетероарилалкила, который может быть необязательно замещен одним или большим количеством радикалов К40; 13) гетероциклила, который может быть необязательно замещен одним или большим количеством радикалов К40; 14) гетероциклилалкила, который может быть необязательно замещен одним или большим количеством радикалов К40; 15) галоген(С1-С6)алкила; 16) (С2-С6)алкенила; 17) -СООН; 18) -ί.ΌΝΚ36Κ36; 19) =О; 20) (С2-С6)алкинила; 21) -СОШ.; 22) ШОьШ.; 23) -5О3\НШ.; 24) -СООК36; 25) -ΝΗΟ(ΟΝ)ΝΗΚ36 и 26) циклоалкила, который может быть необязательно замещен одним или большим количеством радикалов К40;(6) гетероарил, который может быть необязательно замещен одним или большим количеством заместителей, выбранных из группы, состоящей из: 1) галогена; 2) -ОН; 3) (С1-С6)алкила, который может быть необязательно замещен одним или большим количеством радикалов К40; 4) -ОК36; 5) (С1С6)алкилтио; 6) циано; 7) нитро; 8) -ΝΚ29Κ30; 9) арила, который может быть необязательно замещен одним или большим количеством радикалов К40; 10) арилалкила, который может быть необязательно замещен одним или большим количеством радикалов К40; 11) гетероарила, который может быть необязательно замещен одним или большим количеством радикалов К40; 12) гетероарилалкила, который может быть необязательно замещен одним или большим количеством радикалов К40; 13) гетероциклила, который может быть необязательно замещен одним или большим количеством радикалов К40; 14) гетероциклилалкила, который может быть необязательно замещен одним или большим количеством радикалов К40; 15) галоген(С1-С6)алкила; 16) (С2-С6)алкенила; 17) -СООН; 18) -ί.ΌΝΚ36Κ36; 19) =О; 20) (С2-С6)алкинила; 21) -СОШ.; 22) ШОьШ.; 23) -5О3\НШ.; 24) -СООК36; 25) -ΝΗ^Ν)ΝΗΚ36 и 26) циклоалкила, который может быть необязательно замещен одним или большим количеством радикалов К40;(е) гетероциклил, отличный от гетероарила, который может быть необязательно замещен одним или большим количеством заместителей, выбранных из группы, состоящей из: 1) галогена; 2) -ОН; 3) (С1С6)алкила, который может быть необязательно замещен одним или большим количеством радикалов К40; 4) -ОК36; 5) (С1-С6)алкилтио; 6) циано; 7) нитро; 8) -ΝΚ29Κ30; 9) арила, который может быть необязательно замещен одним или большим количеством радикалов К40; 10) арилалкила, который может быть необязательно замещен одним или большим количеством радикалов К40; 11) гетероарила, который может быть необязательно замещен одним или большим количеством радикалов К40; 12) гетероарилалкила, который может быть необязательно замещен одним или большим количеством радикалов К40; 13) гетероциклила, который может быть необязательно замещен одним или большим количеством радикалов К40; 14) гетероциклилалкила, который может быть необязательно замещен одним или большим количеством радикалов К40; 15) галоген(С1-С6)алкила; 16) (С2-С6)алкенила; 17) -СООН; 18) -СОЫК36К36; 19) =О; 20) (С2С6)алкинила; 21) -СОШ.; 22) -ШИШ.; 23) ^ΝΗ^; 24) -СООК^; 25) -ΝΗ^Ν)ΝΗΚ.36 и 26) циклоалкила, который может быть необязательно замещен одним или большим количеством радикалов К40;(ί) водород;(д) алкинил, который может быть необязательно замещен одним или большим количеством заместителей, выбранных из группы, состоящей из: 1) галогена; 2) -ОН; 3) (С1-С6)алкила, который может быть необязательно замещен одним или большим количеством радикалов К40; 4) -ОК36; 5) (С1-С6)алкилтио; 6) циано; 7) нитро; 8) -ΝΚ29Κ30; 9) арила, который может быть необязательно замещен одним или большим количеством радикалов К40; 10) гетероарила, который может быть необязательно замещен одним или большим количеством радикалов К40; 11) гетероциклила, который может быть необязательно замещен одним или большим количеством радикалов К40; 12) галоген(С1-С6)алкила; 13) (С2-С6)алкенила; 14) -СООН; 15) -(ΌΝΚ,,Κρ·.: 16) =О; 17) (С2-С6)алкинила; 18) -СОК36; 19) -8(О)рК36; 20) ^ΝΗ^; 21) -СООК36; 22) -ΝΗί.’(ί.’Ν)ΝΗΚ.36 или 23) циклоалкила, который может быть необязательно замещен одним или большим количеством радикалов К20; или (11) алкенил, который может быть необязательно замещен одним или большим количеством заместителей, выбранных из группы, состоящей из: 1) галогена; 2) -ОН; 3) (С1-С6)алкила, который может быть- 334 018120 необязательно замещен одним или большим количеством радикалов К^; 4) -ОК36; 5) (С1-Сб)алкилтио; 6) циано; 7) нитро; 8) -ΝΚ29Κ30; 9) арила, который может быть необязательно замещен одним или большим количеством радикалов К40; 10) гетероарила, который может быть необязательно замещен одним или большим количеством радикалов К40; 11) гетероциклила, который может быть необязательно замещен одним или большим количеством радикалов К40; 12) галоген(С1-С6)алкила; 13) (С2-С6)алкенила; 14) -СООН; 15) -ΟΟΝΚ36Κ36; 16) =О; 17) (С2-С6)алкинила; 18) -СОК36; 19) -8(О)рК36; 20) -8Ο2ΝΗΚ36; 21) -СООК36; 22) -NΗС(СN)NΗК36 или 23) циклоалкила, который может быть необязательно замещен одним или большим количеством радикалов К40;или два радикала К26 взяты вместе, чтобы образовать содержащее от 3 до 9 членов кольцо, которое необязательно может включать 1-4 гетероатома, выбранных из Ν, О и 8, и необязательно замещено одним или большим количеством радикалов К40;К29 и К30 независимо представляют собой водород, -[(С=О)Ог]8-арил, -[(С=О)Ог]8-алкенил, -[(С=О)Ог]8-алкил, гетероциклил, -СОН146К46, алкинил, -СОК36, -8(О)рК36, -8Ο2NΗК36, -СООК36, -Ο(ΟΝ)ΝΗΚ.36 или циклоалкил, где арил, алкил, алкенил, циклоалкил или гетероциклил могут быть необязательно замещены одним или большим количеством радикалов К40;или К29 и К30, взятые вместе с атомом азота, к которому они оба присоединены, чтобы образовать кольцо, содержащее от 3 до 8 членов, которое может необязательно включать 1-4 гетероатома, выбранных из Ν, О и 8, и необязательно замещено одним или большим количеством радикалов К40;К36 при каждом появлении независимо представляет собой алкил, арил, циклоалкил, гетероарил или гетероциклил, отличный от гетероарила, где алкил, арил, циклоалкил, гетероарил или гетероциклил могут быть необязательно замещены одним или большим количеством радикалов К40;К40 представляет собой галоген, -ОН, алкил, алкилокси, алкилтио, циано, нитро, -ΝΚ49Κ50, арил, арилалкил, гетероарил, гетероарилалкил, гетероциклил, гетероциклилалкил, галогеналкил, галогеналкилокси, -СОИЕ49К50, алкенил, арилалкилокси, =О, алкинил, циклоалкил, циклоалкилалкил, -СОК49, 8(О)рК49, -8О3\Н1С.. -СООК49 или -1ЧНС(СК)]ЧНК49;К49 и К50 при каждом появлении независимо представляют собой водород, алкил, арил, циклоалкил, гетероарил или гетероциклил, отличный от гетероарила;г имеет значение от 0 до 5;
- 8 имеет значение от 0 до 4;р имеет значение 1 или 2;где алкил относится к углеводородным группам с прямой или разветвленной цепью, имеющих от 1 до 12 атомов углерода;алкенил относится к углеводородным группам с прямой или разветвленной цепью, имеющих от 2 до 12 атомов углерода и по крайней мере одну двойную углерод-углеродную связь;алкинил относится к углеводородным группам с прямой или разветвленной цепью, имеющих от 2 до 12 атомов углерода и по крайней мере одну тройную углерод-углеродную связь;арил относится к ароматическим углеводородным моно-, би- или трициклическим, содержащим кольцо группам, имеющим от 6 до 12 членов;циклоалкил относится к моно-, би- или тригомоциклическим кольцевым группам, содержащим от 3 до 15 атомов углерода, которые являются соответственно полностью насыщенными и частично ненасыщенными, где кольца мультикольцевых циклоалкильных групп могут быть или конденсированными, мостиковыми, и/или объединенными через одну или большее количество спирообъединений;галоген и гало относится к фтору, хлору, брому и йоду;гетероциклил относится к полностью насыщенной или частично или полностью ненасыщенной группе, включая ароматические (гетероарил) или неароматические циклические группы, например, содержащие от 3 до 13 членов кольцевые моноциклические, содержащие от 7 до 17 членов кольцевые бициклические или содержащие от 10 до 20 членов кольцевые трициклические кольцевые системы, где каждое кольцо из гетероциклической группы содержит 1, 2, 3 или 4 гетероатома, выбранных из атомов азота, атомов кислорода и/или атомов серы, где гетероатомы азота и серы могут необязательно быть окислены и гетероатомы азота могут необязательно быть кватернизованы.
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- 2011-12-23 CY CY20111101283T patent/CY1112651T1/el unknown
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2012
- 2012-08-29 US US13/597,364 patent/US8642576B2/en active Active
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2013
- 2013-04-09 IL IL225654A patent/IL225654A0/en unknown
- 2013-04-09 IL IL225653A patent/IL225653A0/en unknown
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US20020177708A1 (en) * | 1999-09-23 | 2002-11-28 | Sikorski James A. | (R)-chiral halogenated substituted N-benzyl-N-phenyl aminoalcohol compounds useful for inhibiting cholesteryl ester transfer protein activity |
WO2005037796A1 (en) * | 2003-10-08 | 2005-04-28 | Eli Lilly And Company | Compounds and methods for treating dyslipidemia |
WO2007062342A1 (en) * | 2005-11-23 | 2007-05-31 | Bristol-Myers Squibb Company | Heterocyclic cetp inhibitors |
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