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RU2337908C2 - Pyridinyl carbamates as hormone-sensitive lipase inhibitors - Google Patents

Pyridinyl carbamates as hormone-sensitive lipase inhibitors Download PDF

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RU2337908C2
RU2337908C2 RU2005137716/04A RU2005137716A RU2337908C2 RU 2337908 C2 RU2337908 C2 RU 2337908C2 RU 2005137716/04 A RU2005137716/04 A RU 2005137716/04A RU 2005137716 A RU2005137716 A RU 2005137716A RU 2337908 C2 RU2337908 C2 RU 2337908C2
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ester
pyridin
acid
dimethyl
methylphenylcarbamic
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RU2005137716/04A
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RU2005137716A (en
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ДЕ ЙОНГ Йоханнес КОРНЕЛИС (DK)
ДЕ ЙОНГ Йоханнес КОРНЕЛИС
Поул ЯКОБСЕН (DK)
Поул ЯКОБСЕН
Сёрен ЭБДРУП (DK)
Сёрен ЭБДРУП
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Ново Нордиск А/С
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Abstract

FIELD: chemistry.
SUBSTANCE: invention relates to novel substituted pyridinyl carbamates of general formula (I)
Figure 00000002
, where R1 and R2 are independently selected from hydrogen, hydroxy, sulfanyl, amino, amide, urea, thiourea, benzamide, thioamide, halogen, sulfo, C1-6-alkyl, C1-6-alkoxy, C2-6-alkenyl, aryl, heteroaryl, C3-8-heterocyclyl and C3-10-cycloalkyl, wherein each of hydroxy, sulfanyl, amino, amide, urea, thiourea, benzamide, thioamide, sulfo, C1-6-alkyl, C1-6-alkoxy, C2-6-alkenyl, aryl, heteroaryl, C3-8-heterocyclyl and C3-10-cycloalkyl can be substituted with one or more substituents independently selected from hydroxy, sulfanyl, oxo, thioxo, halogen, amino, sulfo, C1-6-alkyl, C1-6-alkoxy, C2-6-alkenyl, aryl, heteroaryl, C3-8-heterocyclyl, and C3-10-cycloalkyl, wherein each of hydroxy, sulfanyl, sulfo, C1-6-alkyl, C1-6-alkoxy, C2-6-alkenyl, aryl, heteroaryl, C3-8-heterocyclyl and C3-10-cycloalkyl can be substituted with one or more substituents independently selected from hydroxy, sulfanyl, oxo, halogen, amino, sulfo, perhalomethyl, perhalomethoxy, C1-6-alkyl, C1-6-alkoxy, C2-6-alkenyl, aryl, heteroaryl, C3-8-heterocyclyl, and C3-10-cycloalkyl ; R3, and R4 are independently selected from hydrogen, hydroxy, sulfanyl, halogen, amino, sulfo, C1-6-alkyl, C2-6-alkenyl, aryl, heteroaryl, C3-8-heterocyclyl and C3-10-cycloalkyl, wherein each of hydroxy, sulfanyl, amino, sulfo, C1-6-alkyl, C2-6-alkenyl, aryl, heteroaryl, C3-8-heterocyclyl and C3-10-cycloalkyl can be substituted with one or more substituents independently selected from hydroxy, sulfanyl, oxo, halogen, amino, sulfo, C1-6-alkyl, C2-6-alkenyl, aryl, heteroaryl, C3-8-heterocyclyl and C3-10-cycloalkyl, wherein each of hydroxy, sulfanyl, amino, sulfo, C1-6-alkyl, C2-6-alkenyl, aryl, heteroaryl, C3-8-heterocyclyl and C3-10-cycloalkyl can be substituted with one or more substituents independently selected from hydroxy, sulfanyl, oxo, halogen, amino, C1-6-alkyl, perhalomethyl and perhalomethoxy. Invention also relates to pharmaceutical composition, possessing activity of inhibiting lipolytic activity of hormone-sensitive lipase, which contains compounds of formula (I), to their application for treatment and/or prevention of diseases and disorders, related to hormone-sensitive lipase and to method of their production.
EFFECT: obtaining novel compounds, possessing useful biological properties.
23 cl, 1 tbl, 77 ex

Description

Текст описания приведен в факсимильном виде.

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The text of the description is given in facsimile form.
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Claims (23)

1. Соединение общей формулы (I)1. The compound of General formula (I)
Figure 00000092
Figure 00000092
 где R1 и R2 независимо выбраны из водорода, гидрокси, сульфанила, амино, амида, мочевины, тиомочевины, бензамида, тиоамида, галогена, сульфо, С1-6-алкила, C1-6-алкокси, С2-6-алкенила, арила, гетероарила, С3-8-гетероциклила и С3-10-циклоалкила, где каждый из гидрокси, сульфанила, амино, амида, мочевины, тиомочевины, бензамида, тиоамида, сульфо, C1-6-алкила, C1-6-алкокси, С2-6-алкенила, арила, гетероарила, С3-8-гетероциклила и С3-10-циклоалкила может быть замещен одним или более чем одним заместителем, независимо выбранным из гидрокси, сульфанила, оксо, тиоксо, галогена, амино, сульфо, C1-6-алкила, C1-6-алкокси, С2-6-алкенила, арила, гетероарила, С3-8-гетероциклила и С3-10-циклоалкила, где каждый из гидрокси, сульфанила, сульфо, C1-6-алкила, C1-6-алкокси, С2-6-алкенила, арила, гетероарила, С3-8-гетероциклила и С3-10-циклоалкила может быть замещен одним или более чем одним заместителем, независимо выбранным из гидрокси, сульфанила, оксо, галогена, амино, сульфо, пергалогенометила, пергалогенометокси, C1-6-алкила, C1-6-алкокси, С2-6-алкенила, арила, гетероарила, С3-8-гетероциклила и С3-10-циклоалкила;where R 1 and R 2 are independently selected from hydrogen, hydroxy, sulfanyl, amino, amide, urea, thiourea, benzamide, thioamide, halogen, sulfo, C 1-6 alkyl, C 1-6 alkoxy, C 2-6 - alkenyl, aryl, heteroaryl, C 3-8 heterocyclyl and C 3-10 cycloalkyl, where each of hydroxy, sulfanyl, amino, amide, urea, thiourea, benzamide, thioamide, sulfo, C 1-6 alkyl, C 1 -6 alkoxy, C 2-6 alkenyl, aryl, heteroaryl, C 3-8 -heterocyclyl and C 3-10 -cycloalkyl optionally substituted by one or more substituents independently selected from hydroxy, sulfanyl, oxo, thio with halogen, amino, sulfo, C 1-6 -alkyl, C 1-6 -alkoxy, C 2-6 -alkenyl, aryl, heteroaryl, C 3-8 -heterocyclyl and C 3-10 -cycloalkyl, wherein each of hydroxy, sulfanyl, sulfo, C 1-6 alkyl, C 1-6 alkoxy, C 2-6 alkenyl, aryl, heteroaryl, C 3-8 heterocyclyl and C 3-10 cycloalkyl may be substituted by one or more than one substituent independently selected from hydroxy, sulfanyl, oxo, halogen, amino, sulfo, perhalogenomethyl, perhalogenomethoxy, C 1-6 alkyl, C 1-6 alkoxy, C 2-6 alkenyl, aryl, heteroaryl, C 3 -8 heterocyclyl and C 3-10 cycloalkyl; R3 и R4 независимо выбраны из водорода, гидрокси, сульфанила, галогена, амино, сульфо, C1-6-алкила, С2-6-алкенила, арила, гетероарила, С3-8-гетероциклила и С3-10-циклоалкила, где каждый из гидрокси, сульфанила, амино, сульфо, С1-6-алкила, С2-6-алкенила, арила, гетероарила, С3-8-гетероциклила и С3-10-циклоалкила может быть замещен одним или более чем одним заместителем, независимо выбранным из гидрокси, сульфанила, оксо, галогена, амино, сульфо, С1-6-алкила, С2-6-алкенила, арила, гетероарила, С3-8-гетероциклила и С3-10-циклоалкила, где каждый из гидрокси, сульфанила, амино, сульфо, C1-6-алкила, С2-6-алкенила, арила, гетероарила, С3-8-гетероциклила и С3-10-циклоалкила может быть замещен одним или более чем одним заместителем, независимо выбранным из гидрокси, сульфанила, оксо, галогена, амино, C1-6-алкила, пергалогенометила, пергалогенометокси;R 3 and R 4 are independently selected from hydrogen, hydroxy, sulfanyl, halogen, amino, sulfo, C 1-6 alkyl, C 2-6 alkenyl, aryl, heteroaryl, C 3-8 heterocyclyl, and C 3-10 - cycloalkyl, where each of hydroxy, sulfanyl, amino, sulfo, C 1-6 alkyl, C 2-6 alkenyl, aryl, heteroaryl, C 3-8 heterocyclyl and C 3-10 cycloalkyl may be substituted by one or more than one substituent independently selected from hydroxy, sulfanyl, oxo, halogen, amino, sulfo, C 1-6 alkyl, C 2-6 alkenyl, aryl, heteroaryl, C 3-8 heterocyclyl and C 3-10 cycloalkyl where each is hydroxy, with ulfanyl, amino, sulfo, C 1-6 alkyl, C 2-6 alkenyl, aryl, heteroaryl, C 3-8 heterocyclyl and C 3-10 cycloalkyl may be substituted with one or more substituents independently selected from hydroxy, sulfanyl, oxo, halogen, amino, C 1-6 alkyl, perhalogenomethyl, perhalogenomethoxy; при условии, что указанное соединение не представляет собойprovided that the specified connection is not a 2,2-диметил-N-[6-(метилфенилкарбамоилокси)-пиридин-3-ил]-сукцинамовую кислоту, 3,3-диметил-4-[6-(метилфенилкарбамоилокси)-пиридин-3-илкарбамоил]-масляную кислоту, пиридин-2-иловый эфир метилфенилкарбаминовой кислоты, 5-хлор-пиридин-2-иловый эфир метилфенилкарбаминовой кислоты, 5-трифторметилпиридин-2-иловый эфир метилфенилкарбаминовой кислоты, 3-хлор-5-трифторметилпиридин-2-иловый эфир метилфенилкарбаминовой кислоты, 5-бензоиламинопиридин-2-иловый эфир метилфенилкарбаминовой кислоты, 5-(циклогексанкарбонил-амино)-пиридин-2-иловый эфир метилфенилкарбаминовой кислоты, 4,4-диметил-2,6-диоксо-3,4,5,6-тетрагидро-2Н-[1,3']бипиридинил-6'-иловый эфир метилфенилкарбаминовой кислоты, 5-(2,2-диметил-пропиониламино)-пиридин-2-иловый эфир метилфенилкарбаминовой кислоты, 5-(2-циклогексил-ацетиламино)-пиридин-2-иловый эфир метилфенилкарбаминовой кислоты, 5-(3,3-диметил-бутириламино)-пиридин-2-иловый эфир метилфенилкарбаминовой кислоты, 5-[(пиридин-2-карбонил)-амино]-пиридин-2-иловый эфир метилфенилкарбаминовой кислоты, 5-[(6-хлор-пиридин-3-карбонил)-амино]-пиридин-2-иловый эфир метилфенилкарбаминовой кислоты, 5-(2,2-диметил-пропилкарбамоил)-пиридин-2-иловый эфир метилфенилкарбаминовой кислоты, 2,6-диоксо-3,4,5,6-тетрагидро-2Н-[1,3']бипиридинил-6'-иловый эфир метилфенилкарбаминовой кислоты, 5-(2,5-диоксо-пирролидин-1-ил)-пиридин-2-иловый эфир метилфенилкарбаминовой кислоты, 5-(4-трифторметилбензоиламино)-пиридин-2-иловый эфир метилфенилкарбаминовой кислоты, 5-(4-хлорбензоиламино)-пиридин-2-иловый эфир метилфенилкарбаминовой кислоты, 5-(4-метоксибензоиламино)-пиридин-2-иловый эфир метилфенилкарбаминовой кислоты, 4,4-диметил-3,4,5,6-тетрагидро-2Н-[1,3']бипиридинил-6'-иловый эфир метилфенилкарбаминовой кислоты, 5-аминопиридин-2-иловый эфир метилфенилкарбаминовой кислоты, 5-бензолсульфониламинопиридин-2-иловый эфир метилфенилкарбаминовой кислоты, 5-(3,3-диметил-2,5-диоксо-пирролидин-1 -ил)-пиридин-2-иловый эфир метилфенилкарбаминовой кислоты, 5-[3,3-диметил-5-(4-метилпиперазин-1-ил)-5-оксо-пентаноиламино]-пиридин-2-иловый эфир метилфенилкарбаминовой кислоты, 5-[3,3-диметил-4-(пиридин-3-илкарбамоил)-бутириламино]-пиридин-2-иловый эфир метилфенилкарбаминовой кислоты, 5-(3,3-диметил-5-морфолин-4-ил-5-оксо-пентаноиламино)-пиридин-2-иловый эфир метилфенилкарбаминовой кислоты, 5-[4-(2-диметиламино-этилкарбамоил)-3,3-диметил-бутириламино]-пиридин-2-иловый эфир метилфенилкарбаминовой кислоты; 5-нитро-3-трифторметилпиридин-2-иловый эфир N-метил-N-фенилкарбаминовой кислоты, 3-нитропиридин-2-иловый эфир N-метил-N-фенилкарбаминовой кислоты и 5-нитропиридин-2-иловый эфир N-метил-N-фенилкарбаминовой кислоты,2,2-dimethyl-N- [6- (methylphenylcarbamoyloxy) -pyridin-3-yl] succinamic acid, 3,3-dimethyl-4- [6- (methylphenylcarbamoyloxy) -pyridin-3-ylcarbamoyl] butyric acid, methylphenylcarbamic acid pyridin-2-yl ester, methyl phenylcarbamic acid 5-chloro-pyridin-2-yl methylphenylcarbamic acid 5-trifluoromethylpyridin-2-methylphenylcarbamic acid 2-yl ester, 3-chloro-5-trifluoromethylpyridin-2-yl methylphenylcarbamic ester methylphenylcarbamic acid benzoylaminopyridin-2-yl ester, methylphenyl 5- (cyclohexanecarbonyl-amino) -pyridin-2-yl ester rbamic acid, 4,4-dimethyl-2,6-dioxo-3,4,5,6-tetrahydro-2H- [1,3 '] bipyridinyl-6'-yl methylphenylcarbamic acid ester, 5- (2,2- methylphenylcarbamic acid dimethyl-propionylamino) -pyridin-2-yl ester, methylphenylcarbamic acid 5- (2-cyclohexyl-acetylamino) -pyridin-2-yl ester, 5- (3,3-dimethyl-butyrylamino) -pyridin-2-yl methylphenylcarbamic acid ester, 5 - [(pyridin-2-carbonyl) amino] -pyridin-2-yl methylphenylcarbamic acid ester, 5 - [(6-chloro-pyridin-3-carbonyl) amino] pyridin-2-yl methylphenylcarbamic acid ester, 5- (2,2-dim methylphenylcarbamoyl) -pyridin-2-yl methylphenylcarbamic acid ester, 2,6-dioxo-3,4,5,6-tetrahydro-2H- [1,3 '] bipyridinyl-6'-methylphenylcarbamic acid ester, 5- (2,5-dioxo-pyrrolidin-1-yl) -pyridin-2-yl ester of methyl phenylcarbamic acid, 5- (4-trifluoromethylbenzoylamino) -pyridin-2-yl ester of methylphenylcarbamic acid, 5- (4-chlorobenzoylamino) -pyridin- Methylphenylcarbamic acid 2-yl ester, 5- (4-methoxybenzoylamino) -pyridin-2-methylphenylcarbamic acid 2-yl ester, 4,4-dimethyl-3,4,5,6-tetrahydro-2Н- [1,3 '] bipyridinyl- 6'-yl ether methylphenylcarbamic acid, 5-aminopyridin-2-yl ester methylphenylcarbamic acid, 5-benzenesulfonylaminopyridin-2-yl ester of methylphenylcarbamic acid, 5- (3,3-dimethyl-2,5-dioxo-pyrrolidin-1-yl) -pyridin-2 methylphenylcarbamic acid ethyl ester, 5- [3,3-dimethyl-5- (4-methylpiperazin-1-yl) -5-oxo-pentanoylamino] pyridin-2-methylphenylcarbamic acid ester, 5- [3,3- dimethyl-4- (pyridin-3-ylcarbamoyl) -butyrylamino] -pyridin-2-yl ester of methyl phenylcarbamic acid, 5- (3,3-dimethyl-5-morpholin-4-yl-5-oxo-pentanoylamino) -pyridine- 2-yl methylphenylcarbamic acid ester, 5- [4- (2-dimethylamino-ethylcarbamoyl) -3,3-dimethyl-butyrylamino] pyridin-2-yl methylphenylcarbamic acid ester; N-methyl-N-phenylcarbamic acid 5-nitro-3-trifluoromethylpyridin-2-yl ester, N-methyl-N-phenylcarbamic acid 3-nitropyridin-2-yl ester and N-methyl- 5-nitropyridin-2-yl ester N-phenylcarbamic acid, а также его фармацевтически приемлемые соли, фармацевтически приемлемые сольваты.and its pharmaceutically acceptable salts, pharmaceutically acceptable solvates. 2. Соединение по п.1, где указанное соединение выбрано из группы, состоящей из2. The compound according to claim 1, where the specified compound is selected from the group consisting of 5-(4-диметиламинометилбензоиламино)-пиридин-2-илового эфира метилфенилкарбаминовой кислоты,5- (4-Dimethylaminomethylbenzoylamino) pyridin-2-yl methylphenylcarbamic acid ester, 5-(4-диэтиламинометилбензоиламино)-пиридин-2-илового эфира метилфенилкарбаминовой кислоты,5- (4-diethylaminomethylbenzoylamino) -pyridin-2-yl ester of methyl phenylcarbamic acid, 5-(4-пирролидин-1-илметилбензоиламино)-пиридин-2-илового эфира метилфенилкарбаминовой кислоты,5- (4-Pyrrolidin-1-ylmethylbenzoylamino) -pyridin-2-yl methylphenylcarbamic acid ester, 5-(4-дипропиламинометилбензоиламино)-пиридин-2-илового эфира метилфенилкарбаминовой кислоты,5- (4-Dipropylaminomethylbenzoylamino) -pyridin-2-yl methylphenylcarbamic acid ester, 5-(4-пирролидин-1-илметилбензоиламино)-пиридин-2-илового эфира метилфенилкарбаминовой кислоты,5- (4-Pyrrolidin-1-ylmethylbenzoylamino) -pyridin-2-yl methylphenylcarbamic acid ester, 5-[4-(2,6-диметилпиперидин-1-илметил)-бензоиламино]-пиридин-2-илового эфира цис-метилфенилкарбаминовой кислоты,5- [4- (2,6-Dimethylpiperidin-1-ylmethyl) benzoylamino] pyridin-2-yl ester of cis-methylphenylcarbamic acid, 5-[4-(4-оксопиперидин-1-илметил)-бензоиламино]-пиридин-2-илового эфира метилфенилкарбаминовой кислоты,5- [4- (4-oxopiperidin-1-ylmethyl) benzoylamino] pyridin-2-yl methylphenylcarbamic acid ester, 5-[4-(2,6-диметил-морфолин-4-илметил)-бензоиламино]-пиридин-2-илового эфира цис-метилфенилкарбаминовой кислоты,5- [4- (2,6-dimethyl-morpholin-4-ylmethyl) benzoylamino] pyridin-2-yl ester of cis-methylphenylcarbamic acid, 5-(4-тиоморфолин-4-илметилбензоиламино)-пиридин-2-илового эфира метилфенилкарбаминовой кислоты,5- (4-Thiomorpholin-4-ylmethylbenzoylamino) -pyridin-2-yl methylphenylcarbamic acid ester, 5-[3-(2-гидрокси-1,1-диметил-этил)-тиоуреидо]-пиридин-2-илового эфира метилфенилкарбаминовой кислоты,5- [3- (2-Hydroxy-1,1-dimethyl-ethyl) -thioureido] -pyridin-2-yl methylphenylcarbamic acid ester, 5-[3-(1-метил-циклопропил)-тиоуреидо]-пиридин-2-илового эфира метилфенилкарбаминовой кислоты,5- [3- (1-methyl-cyclopropyl) -thioureido] -pyridin-2-yl methylphenylcarbamic acid ester, 5-[3-(1-метил-циклобутил)-тиоуреидо]-пиридин-2-илового эфира метилфенилкарбаминовой кислоты,5- [3- (1-methyl-cyclobutyl) -thioureido] -pyridin-2-yl methylphenylcarbamic acid ester, 5-(4-имидазол-1-ил-бензоиламино)-пиридин-2-илового эфира метилфенилкарбаминовой кислоты,5- (4-imidazol-1-yl-benzoylamino) -pyridin-2-yl methylphenylcarbamic acid ester, 5-(4-диэтиламино-бензоиламино)-пиридин-2-илового эфира метилфенилкарбаминовой кислоты,5- (4-diethylamino-benzoylamino) -pyridin-2-yl methylphenylcarbamic acid ester, 5-(4-[1,2,4]триазол-1-ил-бензоиламино)-пиридин-2-илового эфира метилфенилкарбаминовой кислоты,5- (4- [1,2,4] triazol-1-yl-benzoylamino) -pyridin-2-yl methylphenylcarbamic acid ester, 5-(3,3-дипропилтиоуреидо)-пиридин-2-илового эфира метилфенилкарбаминовой кислоты,5- (3,3-dipropylthioureido) -pyridin-2-yl ester of methyl phenylcarbamic acid, 5-(3,3-дибутилтиоуреидо)-пиридин-2-илового эфира метилфенилкарбаминовой кислоты,5- (3,3-Dibutylthioureido) -pyridin-2-yl ester of methyl phenylcarbamic acid, 5-[(пиперидин-1-карботиоил)-амино]-пиридин-2-илового эфира метилфенилкарбаминовой кислоты,5 - [(piperidin-1-carbothioyl) amino] pyridin-2-yl methylphenylcarbamic acid ester, 5-[(4-метилпиперидин-1-карботиоил)-амино]-пиридин-2-илового эфира метилфенилкарбаминовой кислоты,5 - [(4-methylpiperidin-1-carbothioyl) amino] pyridin-2-yl methylphenylcarbamic acid ester, 5-[(4,4-диметилпиперидин-1-карботиоил)-амино]-пиридин-2-илового эфира метилфенилкарбаминовой кислоты,5 - [(4,4-Dimethylpiperidin-1-carbotoyl) amino] pyridin-2-yl methylphenylcarbamic acid ester, 4,4-диметил-2,6-диоксо-3,4,5,6-тетрагидро-2Н-[1,3']бипиридинил-6'-илового эфира (4-бромфенил)-метилкарбаминовой кислоты,4,4-Dimethyl-2,6-dioxo-3,4,5,6-tetrahydro-2H- [1,3 '] bipyridinyl-6'-yl ester of (4-bromophenyl) methylcarbamic acid, 4,4-диметил-2,6-диоксо-3,4,5,6-тетрагидро-2Н-[1,3']бипиридинил-6'-илового эфира (4-хлорфенил)-метилкарбаминовой кислоты,4,4-dimethyl-2,6-dioxo-3,4,5,6-tetrahydro-2H- [1,3 '] bipyridinyl-6'-yl ester of (4-chlorophenyl) methylcarbamic acid, 4,4-диметил-2,6-диоксо-3,4,5,6-тетрагидро-2Н-[1,3']бипиридинил-6'-илового эфира (3,4-дихлорфенил)-метилкарбаминовой кислоты,4,4-dimethyl-2,6-dioxo-3,4,5,6-tetrahydro-2H- [1,3 '] bipyridinyl-6'-yl ester of (3,4-dichlorophenyl) methylcarbamic acid, 4,4-диметил-2,6-диоксо-3,4,5,6-тетрагидро-2Н-[1,3']бипиридинил-6'-илового эфира (3-хлорфенил)-метилкарбаминовой кислоты,4,4-dimethyl-2,6-dioxo-3,4,5,6-tetrahydro-2H- [1,3 '] bipyridinyl-6'-yl ester of (3-chlorophenyl) methylcarbamic acid, 4,4-диметил-2,6-диоксо-3,4,5,6-тетрагидро-2Н-[1,3']бипиридинил-6'-илового эфира метил-пара-толуилкарбаминовой кислоты,Methyl para-toluylcarbamic acid 4,4-dimethyl-2,6-dioxo-3,4,5,6-tetrahydro-2H- [1,3 '] bipyridinyl-6'-yl ester, 4,4-диметил-2,6-диоксо-3,4,5,6-тетрагидро-2Н-[1,3']бипиридинил-6'-илового эфира (3-фторфенил)-метилкарбаминовой кислоты,4,4-dimethyl-2,6-dioxo-3,4,5,6-tetrahydro-2H- [1,3 '] bipyridinyl-6'-yl ester of (3-fluorophenyl) methylcarbamic acid, 4,4-диметил-2,6-диоксо-3,4,5,6-тетрагидро-2Н-[1,3']бипиридинил-6'-илового эфира метил-мета-толуилкарбаминовой кислоты,4,4-Dimethyl-2,6-dioxo-3,4,5,6-tetrahydro-2H- [1,3 '] bipyridinyl-6'-yl ester methyl meta-toluylcarbamic acid, 4,4-диметил-2,6-диоксо-3,4,5,6-тетрагидро-2Н-[1,3']бипиридинил-6'-илового эфира (4-метоксифенил)-метилкарбаминовой кислоты,4,4-dimethyl-2,6-dioxo-3,4,5,6-tetrahydro-2H- [1,3 '] bipyridinyl-6'-yl ester of (4-methoxyphenyl) methylcarbamic acid, 4,4-диметил-2,6-диоксо-3,4,5,6-тетрагидро-2Н-[1,3']бипиридинил-6'-илового эфира (3-метоксифенил)-метилкарбаминовой кислоты,4,4-Dimethyl-2,6-dioxo-3,4,5,6-tetrahydro-2H- [1,3 '] bipyridinyl-6'-yl ester of (3-methoxyphenyl) methylcarbamic acid, 4,4-диметил-2,6-диоксо-3,4,5,6-тетрагидро-2Н-[1,3']бипиридинил-6'-илового эфира метил-(3-трифторметилфенил)-карбаминовой кислоты,4,4-Dimethyl-2,6-dioxo-3,4,5,6-tetrahydro-2H- [1,3 '] bipyridinyl-6'-yl ester methyl- (3-trifluoromethylphenyl) -carbamic acid, 4,4-диметил-2,6-диоксо-3,4,5,6-тетрагидро-2Н-[1,3']бипиридинил-6'-илового эфира (3-бромфенил)-метилкарбаминовой кислоты,4,4-dimethyl-2,6-dioxo-3,4,5,6-tetrahydro-2H- [1,3 '] bipyridinyl-6'-yl ester of (3-bromophenyl) methylcarbamic acid, 4,4-диметил-2,6-диоксо-3,4,5,6-тетрагидро-2Н-[1,3']бипиридинил-6'-илового эфира (4-фторфенил)-метилкарбаминовой кислоты,4,4-dimethyl-2,6-dioxo-3,4,5,6-tetrahydro-2H- [1,3 '] bipyridinyl-6'-yl ester (4-fluorophenyl) methylcarbamic acid, 4,4-диметил-2,6-диоксо-3,4,5,6-тетрагидро-2Н-[1,3']бипиридинил-6'-илового эфира [4-(2-гидроксиэтил)-фенил]-метилкарбаминовой кислоты.4,4-Dimethyl-2,6-dioxo-3,4,5,6-tetrahydro-2H- [1,3 '] bipyridinyl-6'-yl ester [4- (2-hydroxyethyl) phenyl] methyl carbamic acids. 3. Соединение по п.1, представляющее собой 4,4-диметил-2,6-диоксо-3,4,5,6-тетрагидро-2Н-[1,3']бипиридинил-6'-илового эфира (3-фторфенил)-метилкарбаминовой кислоты.3. The compound according to claim 1, which is 4,4-dimethyl-2,6-dioxo-3,4,5,6-tetrahydro-2H- [1,3 '] bipyridinyl-6'-yl ester (3- fluorophenyl) methylcarbamic acid. 4. Соединение по п.1, представляющее собой 4,4-диметил-2,6-диоксо-3,4,5,6-тетрагидро-2Н-[1,3']бипиридинил-6'-илового эфира (4-фторфенил)-метилкарбаминовой кислоты.4. The compound according to claim 1, which is 4,4-dimethyl-2,6-dioxo-3,4,5,6-tetrahydro-2H- [1,3 '] bipyridinyl-6'-yl ester (4- fluorophenyl) methylcarbamic acid. 5. Фармацевтическая композиция, обладающая активностью ингибирования липолитической активности гормон-чувствительной липазы против триацилглицеринов, диацилглицеринов, ациловых эфиров холестерина или ациловых эфиров стероида, содержащая соединение по п.1 или его фармацевтически приемлемую соль вместе с фармацевтически приемлемым носителем или разбавителем.5. A pharmaceutical composition having an activity of inhibiting the lipolytic activity of a hormone-sensitive lipase against triacylglycerols, diacylglycerols, cholesterol acyl esters or steroid acyl esters, containing the compound according to claim 1 or a pharmaceutically acceptable salt thereof together with a pharmaceutically acceptable carrier or diluent. 6. Фармацевтическая композиция по п.5, где указанная композиция находится в единичной лекарственной форме, содержащей от примерно 0,05 до примерно 2000 мг, предпочтительно от примерно 0,1 до примерно 500 мг и более предпочтительно от примерно 1,0 до примерно 100 мг соединения по п.1 или его фармацевтически приемлемой соли.6. The pharmaceutical composition according to claim 5, wherein said composition is in unit dosage form containing from about 0.05 to about 2000 mg, preferably from about 0.1 to about 500 mg, and more preferably from about 1.0 to about 100 mg of the compound according to claim 1 or a pharmaceutically acceptable salt thereof. 7. Применение соединения по п.1 для ингибирования гормон-чувствительной липазы.7. The use of a compound according to claim 1 for inhibiting a hormone-sensitive lipase. 8. Применение соединения по п.1 для изготовления фармацевтической композиции для лечения или предупреждения любого расстройства, для которого желательно модулирование уровня в плазме свободных жирных кислот, глицерина, ЛПНП-холестерина, ЛПВП-холестерина, инсулина и/или глюкозы; и/или модулирование внутриклеточных запасов триацилглицерина и эфиров холестерина, внутриклеточного уровня жирных кислот, эфиров жирных кислот, таких как диацилглицерины, фосфатидные кислоты, длинноцепочечные ацил-СоА, а также цитрат-или малонил-СоА; и/или повышение чувствительности к инсулину в жировой ткани, скелетных мышцах, печени или β-клетках поджелудочной железы; и/или модулирование секреции инсулина из β-клеток поджелудочной железы.8. The use of a compound according to claim 1 for the manufacture of a pharmaceutical composition for the treatment or prevention of any disorder for which it is desirable to modulate plasma levels of free fatty acids, glycerin, LDL cholesterol, HDL cholesterol, insulin and / or glucose; and / or modulating the intracellular stores of triacylglycerol and cholesterol esters, intracellular levels of fatty acids, fatty acid esters such as diacylglycerols, phosphatidic acids, long chain acyl-CoA, as well as citrate or malonyl-CoA; and / or increased insulin sensitivity in adipose tissue, skeletal muscle, liver, or β-cells of the pancreas; and / or modulation of insulin secretion from pancreatic β-cells. 9. Применение соединения по п.1 для изготовления фармацевтической композиции для лечения и/или предупреждения заболеваний, выбранных из дислипидемии, гиперлипидемии, гипергликемии, диабета типа 2, нарушенной толерантности к глюкозе, метаболического синдрома X, атеросклероза, для снижения HbA1С, для замедления или предупреждения прогрессирования от нарушенной толерантности к глюкозе до диабета типа 2, для замедления или предупреждения прогрессирования от инсулиннезависимого диабета типа 2 до инсулинзависимого диабета типа 2.9. A compound of claim 1 for manufacturing a pharmaceutical composition for the treatment and / or prevention of diseases selected from dyslipidemia, hyperlipidemia, hyperglycemia, type 2 diabetes, impaired glucose tolerance, metabolic syndrome X, atherosclerosis, for reducing HbA 1C for slowing or preventing progression from impaired glucose tolerance to type 2 diabetes, to slow or prevent progression from non-insulin-dependent type 2 diabetes to non-insulin-dependent type 2 diabetes. 10. Применение по п.9, где применяют дополнительное противодиабетическое лекарство, лекарство против ожирения, гипотензивное или регулирующее аппетит лекарство.10. The use according to claim 9, where an additional antidiabetic drug, anti-obesity drug, antihypertensive or appetite-regulating drug is used. 11. Применение по п.9, где также применяют метформин.11. The use according to claim 9, where metformin is also used. 12. Способ лечения расстройства пациента, где желательно модулирование или снижение активности гормон-чувствительной липазы, при котором субъекту, нуждающемуся в этом, вводят терапевтически эффективное количество соединения по п.1 или его фармацевтически приемлемой соли.12. A method of treating a patient’s disorder where modulating or reducing the activity of a hormone-sensitive lipase is desired, wherein a subject in need thereof is administered a therapeutically effective amount of a compound according to claim 1 or a pharmaceutically acceptable salt thereof. 13. Способ по п.12, где терапевтически эффективное количество соединения составляет от примерно 0,05 до примерно 2000 мг, предпочтительно от примерно 0,1 до примерно 500 мг и даже более предпочтительно от примерно 1,0 до примерно 100 мг указанного соединения в сутки.13. The method of claim 12, wherein the therapeutically effective amount of the compound is from about 0.05 to about 2000 mg, preferably from about 0.1 to about 500 mg, and even more preferably from about 1.0 to about 100 mg of said compound day. 14. Способ по п.12, где пациенту вводят дополнительное противодиабетическое, против ожирения, гипотензивное или регулирующее аппетит лекарство.14. The method according to item 12, where the patient is administered an additional antidiabetic, anti-obesity, antihypertensive or appetite-regulating drug. 15. Способ по п.12, где пациенту также вводят метформин.15. The method according to item 12, where the patient is also administered metformin. 16. Способ получения соединения по п.1 или его фармацевтически приемлемой соли, при котором подвергают взаимодействию соответствующий спирт с соответствующим карбамоилирующим агентом, где Lv представляет собой отщепляемую группу, в растворителе согласно реакционной схеме Р1 16. The method of producing the compound according to claim 1 or a pharmaceutically acceptable salt thereof, wherein the corresponding alcohol is reacted with the corresponding carbamoylating agent, where Lv is a leaving group, in a solvent according to reaction scheme P 1
Figure 00000093
Figure 00000093
 (P1)(P 1 ) и выделяют продукт, представляющий собой двузамещенный карбамат.and isolate the product, which is a disubstituted carbamate. 17. Способ по п.16, где указанный карбамоилирующий реагент17. The method according to clause 16, where the specified carbamoylating reagent
Figure 00000094
Figure 00000094
 выбран из группы, состоящей изselected from the group consisting of
Figure 00000095
и
Figure 00000096
Figure 00000095
and
Figure 00000096
 18. Способ по п.16, где указанный растворитель выбран из группы, состоящей из тетрагидрофурана, диметилформамида и N-метилпирролидона.18. The method according to clause 16, where the specified solvent is selected from the group consisting of tetrahydrofuran, dimethylformamide and N-methylpyrrolidone. 19. Способ по п.16, где указанное основание выбрано из группы, состоящей из триэтиламина, N,N-диизопропил-N-этиламина и DABCO.19. The method according to clause 16, where the specified base is selected from the group consisting of triethylamine, N, N-diisopropyl-N-ethylamine and DABCO. 20. Способ получения соединения по п.1, при котором соответствующий амин обрабатывают соответствующим ацилирующим реагентом, где Lv представляет собой Cl, в растворителе и в присутствии основания согласно реакционной схеме Р2 20. The method for producing the compound according to claim 1, wherein the corresponding amine is treated with the corresponding acylating reagent, where Lv is Cl, in a solvent and in the presence of a base according to reaction scheme P 2
Figure 00000097
Figure 00000097
 и выделяют двузамещенный карбамат.and secrete disubstituted carbamate. 21. Способ по п.20, где указанный растворитель выбран из группы, состоящей из диэтилового эфира, тетрагидрофурана и дихлорметана.21. The method according to claim 20, where the specified solvent is selected from the group consisting of diethyl ether, tetrahydrofuran and dichloromethane. 22. Способ по п.20, где указанное основание выбрано из группы, состоящей из триметиламина, триэтиламина, этилдиизопропиламина и 1,4-диазабицикло[2.2.2]октана.22. The method according to claim 20, where the specified base is selected from the group consisting of trimethylamine, triethylamine, ethyldiisopropylamine and 1,4-diazabicyclo [2.2.2] octane. 23. Способ по п.20, где указанное основание присутствует в качестве функциональной группы в одном или в обоих заместителях R3 и R4, образуя, таким образом, соль с кислотой H-Lv.23. The method according to claim 20, where the specified base is present as a functional group in one or both of the substituents R 3 and R 4 , thus forming a salt with acid H-Lv.
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