RU2014113974A - Замещенные бензиламины, их применение в медицине и, в частности, в лечении инфекций, вызванных вирусом гепатита с (hcv) - Google Patents

Замещенные бензиламины, их применение в медицине и, в частности, в лечении инфекций, вызванных вирусом гепатита с (hcv) Download PDF

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RU2014113974A
RU2014113974A RU2014113974/04A RU2014113974A RU2014113974A RU 2014113974 A RU2014113974 A RU 2014113974A RU 2014113974/04 A RU2014113974/04 A RU 2014113974/04A RU 2014113974 A RU2014113974 A RU 2014113974A RU 2014113974 A RU2014113974 A RU 2014113974A
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substituents
alkyl
optionally
acyclic
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Эндрю Джеймс ВУДХЕД
Джанни ЧЕССАРИ
Гилберт Ибэй БЕСОНГ
Мария Грация КАРР
Стивен Дуглас Хискок
Майкл Алистер О'БРАЙЕН
Дэвид Чарльз Рис
Сьюзан Мария СААЛАУ-БЕТЕЛЛ
Хендрика Мария Герарда УИЛЛЕМС
Нейл Томас ТОМПСОН
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Астекс Терапьютикс Лимитед
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    • C07C255/00—Carboxylic acid nitriles
    • C07C255/45—Carboxylic acid nitriles having cyano groups bound to carbon atoms of rings other than six-membered aromatic rings
    • C07C255/46—Carboxylic acid nitriles having cyano groups bound to carbon atoms of rings other than six-membered aromatic rings to carbon atoms of non-condensed rings
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    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
    • A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
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    • A61K31/137—Arylalkylamines, e.g. amphetamine, epinephrine, salbutamol, ephedrine or methadone
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    • A61K31/16—Amides, e.g. hydroxamic acids
    • A61K31/165—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide
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    • A61K31/397—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having four-membered rings, e.g. azetidine
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    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/4409—Non condensed pyridines; Hydrogenated derivatives thereof only substituted in position 4, e.g. isoniazid, iproniazid
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    • A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/445—Non condensed piperidines, e.g. piperocaine
    • A61K31/4462—Non condensed piperidines, e.g. piperocaine only substituted in position 3
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    • A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/445—Non condensed piperidines, e.g. piperocaine
    • A61K31/4465—Non condensed piperidines, e.g. piperocaine only substituted in position 4
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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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    • C07C217/54—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
    • 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
    • C07C217/60—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 linked by carbon chains having two carbon atoms between the amino groups and the six-membered aromatic ring or the condensed ring system containing that ring
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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
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    • C07C217/74—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 rings other than six-membered aromatic rings being part of the carbon skeleton
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    • C07C225/08—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being saturated and containing rings
    • C07C225/12—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being saturated and containing rings with doubly-bound oxygen atoms bound to carbon atoms being part of rings
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    • 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
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Abstract

1. Соединение формулы (6):или соль, N-оксид или таутомер указанного соединения, где:А представляет собой СН, CF или азот;Ε представляет собой СН, CF или азот;Rпредставляет собой водород или Cалкил;Rвыбран из следующего:- CONH;- COH;- ациклическая Суглеводородная группа, возможно содержащая один или два заместителя R, причем один атом углерода в ациклической Суглеводородной группе может быть необязательно заменен гетероатомом или группой, выбранной из O, S, NR, S(O) и SO, или два соседних атома углерода в ациклической Суглеводородной группе могут быть необязательно заменены группой, выбранной из CONR, NRCO, NRSOи SONR, при условии, что в каждом случае в ациклической Суглеводородной группе сохраняется по меньшей мере один атом углерода; и- моноциклическая карбоциклическая или гетероциклическая группа, содержащая от 3 до 7 членов кольца, из которых 0, 1, 2, 3 или 4 членов кольца являются гетероатомами, выбранными из O, N и S, где указанная карбоциклическая или гетероциклическая группа возможно содержит один или два заместителя R;Rвыбран из водорода и группы R;Rвыбран из следующего: ациклическая Суглеводородная группа, возможно содержащая один или два заместителя R, причем один атом углерода в ациклической Суглеводородной группе может быть необязательно заменен гетероатомом или группой, выбранной из O и NRпри условии, что в каждом случае в ациклической Суглеводородной группе сохраняется по меньшей мере один атом углерода; моноциклическая карбоциклическая или гетероциклическая группа, содержащая от 3 до 7 членов кольца, из которых 0, 1 или 2 члена кольца являются гетероатомами, выбраннымииз Ο, N и S; и бициклическая гетероциклическая группа, содержащая о�

Claims (19)

1. Соединение формулы (6):
Figure 00000001
или соль, N-оксид или таутомер указанного соединения, где:
А представляет собой СН, CF или азот;
Ε представляет собой СН, CF или азот;
R0 представляет собой водород или C1-2 алкил;
R1a выбран из следующего:
- CONH2;
- CO2H;
- ациклическая С1-8 углеводородная группа, возможно содержащая один или два заместителя R6, причем один атом углерода в ациклической С1-8 углеводородной группе может быть необязательно заменен гетероатомом или группой, выбранной из O, S, NRc, S(O) и SO2, или два соседних атома углерода в ациклической С1-8 углеводородной группе могут быть необязательно заменены группой, выбранной из CONRc, NRcCO, NRcSO2 и SO2NRc, при условии, что в каждом случае в ациклической С1-8 углеводородной группе сохраняется по меньшей мере один атом углерода; и
- моноциклическая карбоциклическая или гетероциклическая группа, содержащая от 3 до 7 членов кольца, из которых 0, 1, 2, 3 или 4 членов кольца являются гетероатомами, выбранными из O, N и S, где указанная карбоциклическая или гетероциклическая группа возможно содержит один или два заместителя R7a;
R2 выбран из водорода и группы R2a;
R2a выбран из следующего: ациклическая С1-8 углеводородная группа, возможно содержащая один или два заместителя R8, причем один атом углерода в ациклической С1-8 углеводородной группе может быть необязательно заменен гетероатомом или группой, выбранной из O и NRc при условии, что в каждом случае в ациклической С1-8 углеводородной группе сохраняется по меньшей мере один атом углерода; моноциклическая карбоциклическая или гетероциклическая группа, содержащая от 3 до 7 членов кольца, из которых 0, 1 или 2 члена кольца являются гетероатомами, выбранными
из Ο, N и S; и бициклическая гетероциклическая группа, содержащая от 9 до 10 членов кольца, из которых 1 или 2 члена кольца являются атомами азота, при этом одно из колец указанной бициклической гетероциклической группы является неароматическим азотсодержащим кольцом; и при этом указанная моноциклическая карбоциклическая или гетероциклическая группа и бициклическая гетероциклическая группа каждая может необязательно содержать один или два заместителя R7b;
причем по меньшей мере один из R1 и R2 отличается от водорода;
R3 представляет собой 3-10-членное моноциклическое или бициклическое карбоциклическое или гетероциклическое кольцо, содержащее 0, 1, 2 или 3 гетероатома - члена кольца, выбранные из N, О и S, и возможно содержащее один или более заместителей R13;
R4a выбран из следующего: галоген; циано; С1-4алкил, возможно содержащий в качестве заместителей один или более атомов фтора; С1-4алкокси, возможно содержащий в качестве заместителей один или более атомов фтора; гидрокси-С1-4алкил; и С1-4алкокси-С1-4алкил;
R5 выбран из водорода и заместителя R5a;
R5a выбран из следующего: С1-2алкил, возможно содержащий в качестве заместителей один или более атомов фтора; С1-3алкокси, возможно содержащий в качестве заместителей один или более атомов фтора; галоген; циклопропил; циано; и амино;
R6 выбран из следующего: гидрокси; фтор; карбамоил; моно- или ди-С1-4алкилкарбамоил; нитро; амино; моно- или ди-С1-4алкиламино; моноциклическая карбоциклическая или гетероциклическая группа, содержащая от 3 до 7 членов кольца, из которых 0, 1 или 2 гетероатома кольца выбраны из O, N и S, где указанная карбоциклическая или гетероциклическая группа возможно содержит один или два заместителя R7c;
R7a, R7b, R7c, R7d, R7e и R7f каждый независимо выбран из следующего: оксо; амино; галоген; циано; гидрокси; С1-4алкил; гидрокси-С1-4алкил; амино-С1-4алкил; моно- и ди-С1-4алкиламино-С1-4алкил;
R8 выбран из следующего: гидрокси; галоген; циано; C(=NH)NHR9; C(=O)NR10R11; амино; моно- или ди-С1-4алкиламино; неароматическая моноциклическая карбоциклическая или гетероциклическая группа, содержащая от 3 до 7 членов кольца, из которых 0, 1 или 2 гетероатома кольца выбраны из О, N и S, причем указанная карбоциклическая или гетероциклическая группа возможно содержит от 1 до 2 заместителей R7d; и ароматическая гетероциклическая группа, выбранная из пиррола,
имидазола, пиразола, индола и пиридона, причем указанная гетероциклическая группа возможно содержит 1 или 2 заместителя R7e; при условии, что атом углерода ациклической С1-8 углеводородной группы, который связан непосредственно с фрагментом NR0, не может быть замещен гидроксигруппой или N-связанным заместителем;
R9 выбран из водорода, C1-4алкила и C1-4алканоила;
R10 выбран из водорода и C1-4 алкила;
R11 выбран из следующего: водород; гидрокси; C1-4алкокси; амино; моно- или ди-C1-4алкиламино; моноциклическая неароматическая карбоциклическая или гетероциклическая группа, включающая от 3 до 7 членов кольца, из которых 0, 1 или 2 гетероатома кольца выбраны из O, N и S, причем неароматическая карбоциклическая или гетероциклическая группа возможно содержит один или два заместителя R7f; и C1-6алкил, причем C1-6алкил возможно содержит 1, 2 или 3 земестителя R12;
или NR10R11 образует неароматическое гетероциклическое кольцо, содержащее в целом от 4 до 7 членов кольца, из которых 1 или 2 являются атомами азота, а другие являются атомами углерода, причем указанное гетероциклическое кольцо возможно содержит один или более заместителей, выбранных из гидрокси, амино и С1-4алкила;
R12 выбран из следующего: гидрокси; C1-4алкокси; циано; С1-4алкоксикарбонил; амино; моно- или ди-С1-4алкиламино; C3-6циклоалкиламино; CONH2; CONH(C1-4алкил); CON(C1-4алкил)2 и группа -NH-CH2-Cyc; где Cyc представляет собой бензоловое, фурановое, тиофеновое или пиридиновое кольцо;
R13 выбран из следующего: галоген; циано; нитро; CH=NOH; и группа Ra-Rb; и возможно дополнительно выбран из оксо;
Ra представляет собой связь, О, СО, X1C(Х2), C(X2)Х1, X1C(Х2)Х1, S, SO, SO2, NRc, SO2NRc или NRcSO2;
Rb представляет собой водород, циклическую группу Rd или ациклическую С1-8 углеводородную группу, возможно содержащую один или более заместителей, выбранных из гидрокси, оксо, галогена, циано, нитро, карбокси, амино, моно- или ди-С1-4алкиламино и циклической группы Rd; причем один или два, но не все атомы углерода в ациклической С1-8 углеводородной группе могут быть необязательно заменены на О, S, SO, SO2, NRc, X1C(Х2), C(Х2)Х1 или X1C(Х2)Х1; SO2NRc или NRcSO2;
циклическая группа Rd представляет собой моноциклическую карбоциклическую или гетероциклическую группу, содержащую от 3 до 7 членов кольца, из которых 0, 1, 2 или 3 гетероатома кольца выбраны из O, N и S и их окисленных форм, причем карбоциклическая или гетероциклическая группа возможно содержит один или более
заместителей, выбранных из R14; исключая комбинацию, в которой Ra представляет собой связь, и Rb представляет собой водород;
R14 выбран из оксо; галогена; циано; и Ra-Re;
Re представляет собой водород или ациклическую С1-8 углеводородную группу, возможно содержащую один или более заместителей, выбранных из следующих: фенил; гидрокси; оксо; галоген; циано; карбокси; амино; моно- или ди-C1-4алкиламино; причем один или два, но не все атомы углерода в ациклической С1-8 углеводородной группе могут быть необязательно заменены на O, S, SO, SO2, NRc, X1C(Х2), C(Х2)Х1 или X1C(Х2)Х1; SO2NRc или NRcSO2;
X1 представляет собой O или NRc;
X2 представляет собой =O или =NRc; и
Rc представляет собой водород или C1-4алкил.
2. Соединение по п. 1, отличающееся тем, что A представляет собой CH, и E представляет собой CH.
3. Соединение по п. 1, отличающееся тем, что R0 представляет собой водород.
4. Соединение по любому из пп. 1-3, отличающееся тем, что R1a выбран из следующего:
- ациклическая С1-8 углеводородная группа, возможно содержащая один заместитель R6, причем один атом углерода в ациклической С1-8 углеводородной группе могут быть необязательно заменены гетероатомом O; и
- моноциклическая карбоциклическая или гетероциклическая группа, содержащая 3, 4, 5 или 6 членов кольца, из которых 0, 1 или 2 гетероатома кольца выбраны из O и N, где указанная карбоциклическая или гетероциклическая группа возможно содержит один или два заместителя R7a.
5. Соединение по п. 4, отличающееся тем, что R1a представляет собой этил.
6. Соединение по п. 1, отличающееся тем, что R2 выбран из водорода и группы R2a, причем R2a выбран из следующего: С1-8 алкильная группа, возможно содержащая заместитель R8; циклогексил, содержащий заместитель R7b; пиридин, возможно содержащий заместитель R7b; и тетрагидроизохинолин; причем заместитель R8 выбран из следующего: гидрокси; C(=O)NR10R11; пиперидин; пиррол и имидазол.
7. Соединение по п. 6, отличающееся тем, что R2 представляет собой группу R2a, где R2a представляет собой С1-8 алкильную группу, возможно содержащую заместитель R8; причем заместитель R8 выбран из гидрокси и C(=O)NR10R11.
8. Соединение по п. 6, отличающееся тем, что R2 представляет собой водород.
9. Соединение по п. 1, отличающееся тем, что R4a представляет собой фтор.
10. Соединение по п. 1, отличающееся тем, что R5 представляет собой фтор или хлор.
11. Соединение по п. 1, отличающееся тем, что R3 выбран из следующего: 6-членные моноциклические или гетероарильные группы, содержащие 0, 1 или 2 азотов в кольце и возможно содержащие один или более заместителей R13; 9-членные бициклические гетероарильные группы, содержащие 1, 2, 3 или 4 гетероатомов кольца, выбранных из O, N и S, и возможно содержащие один или более заместителей R13; 9- и 10-членные частично ароматические бициклические гетероциклические группы, содержащие бензоловое кольцо, сопряженное с неароматическим 5- или 6-членным гетероциклическим кольцом, содержащим 1 или 2 гетероатома, выбранных из O, N и S, причем указанные частично ароматические бициклические гетероциклические группы могут необязательно содержать один или два заместителя, выбранных из оксо и R13.
12. Соединение по п. 11, отличающееся тем, что R3 выбран из следующего: фенил и пиридил, каждый из которых возможно содержит один или более заместителей R13; и 9-членные частично ароматические бициклические гетероциклические группы, содержащие бензоловое кольцо, сопряженное с неароматическим 5-членным гетероциклическим кольцом, содержащим 1 или 2 гетероатома, выбранных из O и N, причем указанные частично ароматические бициклические гетероциклические группы являются незамещенными или содержат один или два заместителя, выбранных из С1-4 алкила.
13. Соединение по п. 1, отличающееся тем, что заместители R13 выбраны из следующего: галоген; циано; нитро; CH=NOH; и группа Ra-Rb;
Ra представляет собой связь, О, СО, X1C(Х2), C(Х2)Х1, SO2, NRc, SO2NRc или NRcSO2;
Rb представляет собой водород, циклическую группу Rd; или ациклическая С1-8 углеводородную группу, возможно содержащую один или более заместителей, выбранных
из следующих: гидрокси, оксо, галоген, циано, амино, моно- или ди-C1-4алкиламино и циклическая группа Rd; причем один или два, но не все атомы углерода в ациклической C1-8 углеводородной группе могут быть необязательно заменены на O, NRc, X1C(Х2), C(Х2)Х1 или X1C(Х2)Х1; SO2NRc или NRcSO2, и при этом циклическая группа Rd представляет собой моноциклическую карбоциклическую или гетероциклическую группу, содержащую от 3 до 7 членов кольца, из которых 0, 1, 2 или 3 гетероатома кольца выбраны из O и N, причем карбоциклическая или гетероциклическая группа возможно содержит один или более заместителей, выбранных из R14; исключая комбинацию, в которой Ra представляет собой связь, a Rb представляет собой водород;
R14 выбран из следующего: циано и Ra-Re;
Re представляет собой водород или ациклическую С1-8 углеводородную группу, возможно содержащую один или более заместителей, выбранных из следующих: фенил гидрокси;
X1 представляет собой O или NRc;
X2 представляет собой =O или =NRc; и
Rc представляет собой водород или С1-4алкил.
14. Соединение по п. 1, имеющее изомерную форму (6а):
Figure 00000002
или соль, N-оксид или таутомер указанного соединения, где A, Е, R0, R1a, R2, R3, R4a и R5 имеют значения, определенные в п. 1.
15. Соединение по п. 14, имеющее формулу (2а):
Figure 00000003
или соль, N-оксид или таутомер указанного соединения, где:
R15 выбран из следующего: водород; заместитель R8; ациклическая С1-3 углеводородная группа, возможно содержащая один или два заместителя R8 причем один
атом углерода в ациклической С1-3 углеводородной группе может быть необязательно заменен гетероатомом или группой, выбранной из О и NRc при условии, что сохраняется по меньшей мере один атом углерода ациклической С1-3 углеводородной группы; моноциклическая карбоциклическая или гетероциклическая группа, содержащая от 3 до 7 членов кольца, из которых 0, 1 или 2 члена кольца являются гетероатомами, выбранными из O, N и S; и бициклическая гетероциклическая группа, содержащая от 9 до 10 членов кольца, из которых 1 или 2 члена кольца являются атомами азота, при этом одно из колец указанной бициклической гетероциклической группы является неароматическим азотсодержащим кольцом; и при этом указанная моноциклическая карбоциклическая или гетероциклическая группа и бициклическая гетероциклическая группа каждая может необязательно содержать один или два заместителя R7b;
R16 выбран из водорода и С1-4 алкил; и
А, Е, R0, R1a, R3, R4a, R5 и R8 имеют значения, определенные в п. 14.
16. Соединение по п. 1, отличающееся тем, что
А представляет собой СН;
Ε представляет собой СН;
R0 представляет собой водород или этил;
R1a выбран из следующего:
- С1-5алкил, незамещенный или содержащий заместитель, выбранный из следующих:
- амино;
- гидрокси;
- метокси;
- фтор;
- изопропиламино;
- пиридиламинокарбонил; и
- C(O)NH2;
- тетрагидропиридил;
- пиридил;
- пиперидинил;
- пиперидинилметил;
- пиперидинил;
- циклогексенил;
- циклопропил;
- тетрагидрофуранил;
- тетрагидропиранил;
- тетрагидропиранилметил; и
- дигидроимидазолил;
R2 выбран из водорода и R2a;
R2a выбран из следующего:
- C1-3 алкил, возможно содержащий заместители:
- пирролил;
- пиразолил;
- имидазолил, причем имидазолил возможно содержит в качестве заместителей одну или две метильные или этильные группы;
-циклопропил;
- азетидинил;
- пиперидинил;
- индолил;
- пиридил;
- гидрокси;
- SH;
- циано; и
- метокси;
- аллил;
- дигидроксипропил;
- циклобутил;
- циклопентил;
- аминоциклогексил;
- аминоциклобутил;
- пиперидинил;
- аминометилпиримидинил;
- CH(R17)(CH2)aC(O)NR18aR18b, где а представляет собой 0 или 1; R17 представляет собой водород, C1-3 алкил или циклопропил; R18a представляет собой водород или метил и R18b выбран из следующего:
- водород;
- метил;
- циклопропил;
- амино-C2-4алкил;
- диметиламиноэтил;
- этиламиноэтил;
- цианометил;
- гидрокси-C2-4алкил;
- пиридил;
- СН2С(O)ОСН3;
- CH2C(O)NH2;
- амино;
- метокси;
- оксэтанил;
- азетидинил;
- аминоциклобутил;
- пирролидинил;
- пиперидинил;
- бензиламиноэтил;
или NR18aR18b образует кольцо пиперазина или диазепина;
- пиридил, возможно содержащий в качестве заместителя амино;
- тетрагидроизохинолинил;
- дигидроизоиндолил; и
- имидазолил;
причем по меньшей мере один из R1 и R2 отличается от водорода;
R3 выбран из следующего:
- незамещенный фенил;
- фенил, содержащий один заместитель, выбранный из следующих:
- -(CH2)yNHSO2CH3, где y равен 0 или 1;
- этил;
- гидроксиметил;
- гидроксиэтил;
- метоксиэтил;
- пирролидинилкарбонил;
- C(O)NHR19; где R19 представляет собой водород или цианоэтил;
- C(O)NR20R21 где R20 представляет собой метил, и R21 представляет собой пиразол-4-илметил или 1-бензилпиразол-4-илметил;
- CH(CH3)OC(O)NHCH2CH3;
- CH2OC(O)NHCH2Cyp, где Cyp представляет собой циклопропил;
- фтор;
- хлор;
- нитро;
- циано;
- диметиламино;
- цианометил;
- трифторметил;
- метилсульфонил;
- -NH(CO)NHCH2CF3;
- -CH2NHC(O)CH3;
- метилоксадиазолил;
- оксазолил;
- SO2NHCH3;
- цианоциклопропил;
- гидроксиметилциклопропил;
- CH=N-OH;
- этинил;
- двузамещенный фенил, где два заместителя выбраны из следующих: циано, фтор, хлор, метил, метокси, нитро, оксазолил, C(O)NH2, трифторметил, ацетиламино и амино;
- пиридин, незамещенный или содержащий заместитель, выбранный из амино, ацетиламино, хлор, циано, метил, C(O)NH2 и гидроксиметил;
- пиридазин, содержащий в качестве заместителя хлор;
- дигидробензофуран;
- дигидроиндол, содержащий в качестве заместителей две метильные группы; и
- пиридон;
R4 выбран из фтора хлора; и
R5 выбран из фтора, хлора, метила и этила.
17. Фармацевтическая композиция, содержащая соединение согласно любому из пп. 1-16 и фармацевтически приемлемое вспомогательное вещество.
18. Соединение по любому из пп. 1-16 для применения в медицине, например, в профилактике или лечении инфекций, вызываемых вирусом гепатита C (HCV).
19. Комбинация соединения по любому из пп. 1-16 и (i) дополнительного агента против вируса гепатита C или (ii) противоракового агента.
RU2014113974/04A 2011-11-01 2012-10-31 Замещенные бензиламины, их применение в медицине и, в частности, в лечении инфекций, вызванных вирусом гепатита с (hcv) RU2014113974A (ru)

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