RU2012149216A - Новое производное гидроксамовой кислоты - Google Patents
Новое производное гидроксамовой кислоты Download PDFInfo
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- RU2012149216A RU2012149216A RU2012149216/04A RU2012149216A RU2012149216A RU 2012149216 A RU2012149216 A RU 2012149216A RU 2012149216/04 A RU2012149216/04 A RU 2012149216/04A RU 2012149216 A RU2012149216 A RU 2012149216A RU 2012149216 A RU2012149216 A RU 2012149216A
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- 239000002253 acid Substances 0.000 title abstract 2
- NEAQRZUHTPSBBM-UHFFFAOYSA-N 2-hydroxy-3,3-dimethyl-7-nitro-4h-isoquinolin-1-one Chemical compound C1=C([N+]([O-])=O)C=C2C(=O)N(O)C(C)(C)CC2=C1 NEAQRZUHTPSBBM-UHFFFAOYSA-N 0.000 title 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims abstract 76
- 125000001424 substituent group Chemical group 0.000 claims abstract 69
- 125000000623 heterocyclic group Chemical group 0.000 claims abstract 44
- 125000003118 aryl group Chemical group 0.000 claims abstract 43
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract 41
- 125000005843 halogen group Chemical group 0.000 claims abstract 40
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims abstract 37
- 125000003277 amino group Chemical group 0.000 claims abstract 37
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract 33
- 150000001875 compounds Chemical class 0.000 claims abstract 26
- 150000003839 salts Chemical class 0.000 claims abstract 26
- 125000004890 (C1-C6) alkylamino group Chemical group 0.000 claims abstract 21
- 125000004433 nitrogen atom Chemical group N* 0.000 claims abstract 20
- 125000000000 cycloalkoxy group Chemical group 0.000 claims abstract 19
- 125000006619 (C1-C6) dialkylamino group Chemical group 0.000 claims abstract 18
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract 18
- 229920006395 saturated elastomer Polymers 0.000 claims abstract 17
- 125000004093 cyano group Chemical group *C#N 0.000 claims abstract 15
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract 11
- 125000004434 sulfur atom Chemical group 0.000 claims abstract 11
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 claims abstract 10
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims abstract 9
- 125000004104 aryloxy group Chemical group 0.000 claims abstract 7
- 125000003545 alkoxy group Chemical group 0.000 claims abstract 6
- 125000004429 atom Chemical group 0.000 claims abstract 5
- 239000000126 substance Substances 0.000 claims abstract 4
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 46
- 125000002947 alkylene group Chemical group 0.000 claims 18
- -1 cyano, carboxy Chemical group 0.000 claims 18
- VEAUDLLZYJVHRI-UHFFFAOYSA-N Trichlormethine Chemical compound Cl.ClCCN(CCCl)CCCl VEAUDLLZYJVHRI-UHFFFAOYSA-N 0.000 claims 13
- 125000004450 alkenylene group Chemical group 0.000 claims 12
- 125000002993 cycloalkylene group Chemical group 0.000 claims 12
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims 10
- 125000006577 C1-C6 hydroxyalkyl group Chemical group 0.000 claims 10
- 125000004430 oxygen atom Chemical group O* 0.000 claims 10
- 125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 claims 8
- 125000004419 alkynylene group Chemical group 0.000 claims 8
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 8
- 125000002252 acyl group Chemical group 0.000 claims 7
- 125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 claims 6
- 125000001951 carbamoylamino group Chemical group C(N)(=O)N* 0.000 claims 6
- 125000002950 monocyclic group Chemical group 0.000 claims 6
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims 6
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims 5
- 125000006615 aromatic heterocyclic group Chemical group 0.000 claims 5
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 claims 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 5
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims 5
- 125000001118 alkylidene group Chemical group 0.000 claims 4
- PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 claims 4
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims 4
- 125000002795 guanidino group Chemical group C(N)(=N)N* 0.000 claims 4
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 4
- 125000003367 polycyclic group Chemical group 0.000 claims 4
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims 4
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 3
- SNOOUWRIMMFWNE-UHFFFAOYSA-M sodium;6-[(3,4,5-trimethoxybenzoyl)amino]hexanoate Chemical compound [Na+].COC1=CC(C(=O)NCCCCCC([O-])=O)=CC(OC)=C1OC SNOOUWRIMMFWNE-UHFFFAOYSA-M 0.000 claims 3
- 125000006624 (C1-C6) alkoxycarbonylamino group Chemical group 0.000 claims 2
- 125000004457 alkyl amino carbonyl group Chemical group 0.000 claims 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 2
- 125000001589 carboacyl group Chemical group 0.000 claims 2
- 125000005724 cycloalkenylene group Chemical group 0.000 claims 2
- 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 claims 2
- 229930195734 saturated hydrocarbon Natural products 0.000 claims 2
- 229910052717 sulfur Inorganic materials 0.000 claims 2
- 125000003396 thiol group Chemical group [H]S* 0.000 claims 2
- 125000006727 (C1-C6) alkenyl group Chemical group 0.000 claims 1
- 125000003161 (C1-C6) alkylene group Chemical group 0.000 claims 1
- 229940123346 LpxC inhibitor Drugs 0.000 claims 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 1
- 125000004414 alkyl thio group Chemical group 0.000 claims 1
- 239000004599 antimicrobial Substances 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 239000000470 constituent Substances 0.000 claims 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 5
- LKDRXBCSQODPBY-AMVSKUEXSA-N L-(-)-Sorbose Chemical compound OCC1(O)OC[C@H](O)[C@@H](O)[C@@H]1O LKDRXBCSQODPBY-AMVSKUEXSA-N 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/64—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings
- C07C233/81—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 carboxyl groups
- C07C233/82—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 carboxyl groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom
- C07C233/83—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 carboxyl groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom of an acyclic saturated carbon skeleton
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/16—Amides, e.g. hydroxamic acids
- A61K31/165—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide
- A61K31/166—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide having the carbon of a carboxamide group directly attached to the aromatic ring, e.g. procainamide, procarbazine, metoclopramide, labetalol
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
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- C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
- C07C235/70—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups and doubly-bound oxygen atoms bound to the same carbon skeleton
- C07C235/84—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups and doubly-bound oxygen atoms bound to the same carbon skeleton with the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a six-membered aromatic ring
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- C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
- C07C237/28—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton
- C07C237/36—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton having the nitrogen atom of the carboxamide group bound to an acyclic carbon atom of a hydrocarbon radical substituted by carboxyl groups
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C259/00—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups
- C07C259/04—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups without replacement of the other oxygen atom of the carboxyl group, e.g. hydroxamic acids
- C07C259/06—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups without replacement of the other oxygen atom of the carboxyl group, e.g. hydroxamic acids having carbon atoms of hydroxamic groups bound to hydrogen atoms or to acyclic carbon atoms
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- C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C271/06—Esters of carbamic acids
- C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
- C07C271/10—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C271/22—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of hydrocarbon radicals substituted by carboxyl groups
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- C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C271/06—Esters of carbamic acids
- C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
- C07C271/26—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atom of at least one of the carbamate groups bound to a carbon atom of a six-membered aromatic ring
- C07C271/28—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atom of at least one of the carbamate groups bound to a carbon atom of a six-membered aromatic ring to a carbon atom of a non-condensed six-membered aromatic ring
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- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
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- C07C309/28—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C309/29—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton of non-condensed six-membered aromatic rings
- C07C309/30—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton of non-condensed six-membered aromatic rings of six-membered aromatic rings substituted by alkyl groups
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- C07C311/01—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms
- C07C311/02—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
- C07C311/08—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton having the nitrogen atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring
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- C07C317/28—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton with sulfone or sulfoxide groups bound to acyclic carbon atoms of the carbon skeleton
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- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C323/23—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
- C07C323/39—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton at least one of the nitrogen atoms being part of any of the groups, X being a hetero atom, Y being any atom
- C07C323/40—Y being a hydrogen or a carbon atom
- C07C323/41—Y being a hydrogen or an acyclic carbon atom
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- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C323/50—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton
- C07C323/62—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton
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- C07D205/00—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom
- C07D205/02—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
- C07D205/04—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
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- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
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- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D207/12—Oxygen or sulfur atoms
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- C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
- C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D207/24—Oxygen or sulfur atoms
- C07D207/26—2-Pyrrolidones
- C07D207/263—2-Pyrrolidones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms
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- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D207/32—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C07D207/325—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms with substituted hydrocarbon radicals directly attached to the ring nitrogen atom
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- C07D209/04—Indoles; Hydrogenated indoles
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Abstract
1. Соединение, соответствующее следующей общей формуле [1], или его фармацевтически приемлемая соль:[Химическая формула 1]где Rи Rявляются одинаковыми или отличаются и каждый из них представляет собой атом водорода, Cалкильную группу, Сциклоалкильную группу или Cалкоксигруппу (Cалкильная группа, Cалкоксигруппа и Сциклоалкильная группа могут быть замещены 1-3 заместителями, которые являются одинаковыми или отличаются и выбраны из "атома галогена, гидроксигруппы, Cциклоалкильной группы, CалкоксигруппыСциклоалкоксигруппы, аминогруппы, Cалкиламиногруппы, ди(Cалкил)аминогруппы, -N(R)COR, -N(R)SOR, цианогруппы, карбоксигруппы, карбамоильной группы, -CON(R)(R), -SON(R)R), Cалкилтиогруппы, Cалкилалкилсульфонильной группы, арилоксигруппы, арильной группы и гетероциклической группы"),R, R, Rи Rявляются одинаковыми или отличаются, и каждый из них представляет собой атом водорода или Салкильную группу,Rи R, вместе с атомом азота, к которому они присоединены, могут образовывать насыщенное или ненасыщенное 5- или 6-членное кольцо, которое может дополнительно содержать один или несколько атомов азота, атомов кислорода или атомов серы,Rпредставляет собой атом водорода или Салкильную группу (Cалкильная группа может быть замещена 1-3 заместителями, которые являются одинаковыми или отличаются и выбраны из "атома галогена, гидроксигруппы, Cалкоксигруппы, Сциклоалкоксигруппы, аминогруппы, Cалкиламиногруппы и ди(Cалкил)аминогруппы"),Rпредставляет собойатом водорода,гидроксигруппу,Cалкоксигруппу,Cциклоалкоксигруппу,аминогруппу,Салкиламиногруппу,ди(Cалкил)аминогруппу,Cалкильную группу, Cциклоалкильную группу(Cалкильная группа и Cциклоалкильная группа мо�
Claims (25)
1. Соединение, соответствующее следующей общей формуле [1], или его фармацевтически приемлемая соль:
[Химическая формула 1]
где R1 и R2 являются одинаковыми или отличаются и каждый из них представляет собой атом водорода, C1-6алкильную группу, С3-8циклоалкильную группу или C1-6алкоксигруппу (C1-6алкильная группа, C1-6алкоксигруппа и С3-8циклоалкильная группа могут быть замещены 1-3 заместителями, которые являются одинаковыми или отличаются и выбраны из "атома галогена, гидроксигруппы, C3-8циклоалкильной группы, C1-6алкоксигруппы, С3-8циклоалкоксигруппы, аминогруппы, C1-6алкиламиногруппы, ди(C1-6алкил)аминогруппы, -N(R11)COR12, -N(R11)SO2R12, цианогруппы, карбоксигруппы, карбамоильной группы, -CON(R13)(R14), -SO2N(R13)(R14), C1-6алкилтиогруппы, C1-6алкилалкилсульфонильной группы, арилоксигруппы, арильной группы и гетероциклической группы"),
R11, R12, R13 и R14 являются одинаковыми или отличаются, и каждый из них представляет собой атом водорода или С1-6алкильную группу,
R13 и R14, вместе с атомом азота, к которому они присоединены, могут образовывать насыщенное или ненасыщенное 5- или 6-членное кольцо, которое может дополнительно содержать один или несколько атомов азота, атомов кислорода или атомов серы,
R3 представляет собой атом водорода или С1-6алкильную группу (C1-6алкильная группа может быть замещена 1-3 заместителями, которые являются одинаковыми или отличаются и выбраны из "атома галогена, гидроксигруппы, C1-6алкоксигруппы, С3-8циклоалкоксигруппы, аминогруппы, C1-6алкиламиногруппы и ди(C1-6 алкил)аминогруппы"),
R4 представляет собой
атом водорода,
гидроксигруппу,
C1-6алкоксигруппу,
C3-8циклоалкоксигруппу,
аминогруппу,
С1-6алкиламиногруппу,
ди(C1-6алкил)аминогруппу,
C1-6алкильную группу, C3-8циклоалкильную группу
(C1-6алкильная группа и C3-8циклоалкильная группа могут быть замещены 1-3 заместителями, которые являются одинаковыми или отличаются и выбраны из "атома галогена, гидроксигруппы, C3-8циклоалкильной группы, C1-6алкоксигруппы, C3-8циклоалкоксигруппы, аминогруппы, С1-6алкиламиногруппы, ди(C1-6алкил)аминогруппы, -N(R41)COR42, -N(R41)SO2R42, цианогруппы, карбоксигруппы, -CON(R43)(R44), -SO2N(R43)(R44), С1-6алкилтиогруппы, C1-6алкилалкилсульфонильной группы, арильной группы, арилоксигруппы и гетероциклической группы (арильная группа, арилоксигруппа, и гетероциклическая группа могут быть замещены 1-3 заместителями, которые являются одинаковыми или отличаются и выбраны из "атома галогена, C1-6алкильной группы, C3-8циклоалкильной группы, бензильной группы, C1-6галоалкильной группы, C1-6гидроксиалкильной группы, C2-8алкоксиалкильной группы, гидроксигруппы, C1-6алкоксигруппы, C3-8циклоалкоксигруппы, аминогруппы, C1-6алкиламиногруппы, ди(C1-6алкил)аминогруппы, -N(R45)COR46, -N(R45)SO2R46, цианогруппы, карбоксигруппы, -CON(R47)(R48), -SO2N(R47)(R48), C1-6алкилтиогруппы и С1-6алкилсульфонильной группы")),
арильную группу или гетероциклическую группу
(арильная группа и гетероциклическая группа могут быть замещены 1-3 заместителями, которые являются одинаковыми или отличаются и выбраны из "атома галогена, C1-6алкильной группы, C3-8циклоалкильной группы, C1-6галоалкильной группы, C1-6гидроксиалкильной группы, С2-8алкоксиалкильной группы, гидроксигруппы, C1-6алкоксигруппы, C3-8циклоалкоксигруппы, аминогруппы, C1-6алкиламиногруппы, ди(C1-6алкил)аминогруппы, -N(R45)COR46, -N(R45)SO2R46, цианогруппы, карбоксигруппы, -CON(R47)R48), -SO2N(R47)(R48), алкилтиогруппы и C1-6алкилсульфонильной группы"),
R41, R42, R43, R44, R45, R46, R47 и R48 являются одинаковыми или отличаются, и каждый из них представляет собой атом водорода или C1-6алкильную группу,
R43 и R44, вместе с атомом азота, к которому они присоединены, могут образовывать насыщенное или ненасыщенное 5- или 6-членное кольцо, которое может дополнительно содержать один или несколько атомов азота, атомов кислорода или атомов серы,
R47 и R48, вместе с атомом азота, к которому они присоединены, могут образовывать насыщенное или ненасыщенное 5- или 6-членное кольцо, которое может дополнительно содержать один или несколько атомов азота, атомов кислорода или атомов серы,
R3 и R4, вместе с атомом азота, к которому они присоединены, могут образовывать насыщенное или ненасыщенное 5- или 6-членное кольцо, которое может дополнительно содержать один или несколько атомов азота, атомов кислорода или атомов серы,
A1 представляет собой двухвалентную арильную группу, двухвалентную гетероциклическую группу или C3-8циклоалкиленовую группу (двухвалентная арильная группа, двухвалентная гетероциклическая группа и C3-8циклоалкиленовая группа могут быть замещены 1-4 заместителями, которые являются одинаковыми или отличаются и выбраны из следующей группы заместителей Ra):
группа заместителей Ra состоит из атома галогена, гидроксигруппы, аминогруппы (аминогруппа может быть замещена C2-6алканоильной группой или одной или двумя С1-6алкильными группами), карбоксигруппы, карбамоильной группы, C1-6алкильной группы, C3-8циклоалкильной группы, С2-6алкенильной группы и C1-6алкоксигруппы (C1-6алкильная группа, C3-8циклоалкильная группа, С1-6алкенильная группа и C1-6алкоксигруппа могут быть замещены 1-4 заместителями, которые являются одинаковыми или отличаются и выбраны из "атома галогена, гидроксигруппы, аминогруппы, карбоксигруппы, C1-6алкиламинокарбонильной группы и С1-6алкоксикарбонильной группы"),
L представляет собой -C≡C-, -C≡C-C≡C-, -C≡C-(CH2)m-O-, -CH=CH-, -CH=CH-C≡C-, -C≡C-CH=CH-, -O-, -S-, -NR5-, -CONR5-, -NR5CO-, двухвалентную гетероциклическую группу, -(CH2)m-NR5-, -(CH2)m-O-, -NR5-(CH2)m-, -O-(СН2)m-, -ON=CH-, C1-4алкиленовую группу или связь,
R5 представляет собой атом водорода, C1-6алкильную группу, C3-8циклоалкильную группу или арильную группу,
m обозначает 1, 2 или 3,
A2 представляет собой двухвалентную арильную группу, двухвалентную гетероциклическую группу, двухвалентную частично насыщенную конденсированную полициклическую углеводородную кольцевую группу, С3-8циклоалкиленовую группу, C3-8циклоалкениленовую группу, C1-4алкиленовую группу или С2-4алкениленовую группу (двухвалентная арильная группа, двухвалентная гетероциклическая группа, двухвалентная частично насыщенная конденсированная полициклическая углеводородная кольцевая группа, C3-8циклоалкениленовая группа, С3-8циклоалкиленовая группа, C1-4алкиленовая группа и C2-4алкениленовая группа могут быть замещены 1-4 заместителями, которые являются одинаковыми или отличаются и выбраны из следующей группы заместителей Rb):
группа заместителей Rb состоит из атома галогена, необязательно защищенной гидроксигруппы, меркаптогруппы, цианогруппы, нитрогруппы, необязательно защищенной аминогруппы, необязательно защищенной формильной группы, необязательно защищенной карбоксигруппы, карбамоильной группы, сульфогруппы, уреидогруппы, гуанидидогруппы, C1-6алкильной группы, C3-8циклоалкильной группы, C1-6галоалкильной группы, C1-6гидроксиалкильной группы, C1-6алкоксигруппы, C1-6алкиламиногруппы, ди(C1-6алкил)аминогруппы, C1-6алкоксикарбонильной группы, C2-6алканоильной группы и арильной группы,
W представляет собой R6-X1-, R6-X2-Y1-X1-, R6-X4-Y1-X2-Y3-X3-, Q-X1-Y2-X3- или Q-X1-Y1-X2-Y3-X3-,
Y2 представляет собой -O-, -NR7-, -CO-, -NR7CO-, -CONR7-, -S(O)n-, -OCO-, -COO-, -NR7SO2-, -SO2-NR7-, -OCOO-, -OCONR7-, -NR7CONR8- или связь,
Y1 и Y3 являются одинаковыми или отличаются и каждый из них представляет собой -O-, -NR7-, -CO-, -NR7CO-, -CONR7-, -S(O)n-, -OCO-, -COO-, -NR7SO2-, -SO2NR7-, -OCOO-, -OCONR7- или -NR7CONR8-,
n обозначает 0, 1 или 2,
X1 и X3 являются одинаковыми или отличаются и каждый из них представляет собой С1-10алкиленовую группу, С2-10алкениленовую группу, С2-10алкиниленовую группу, C3-8циклоалкиленовую группу, -C1-6алкилен-С3-8циклоалкилен-C1-6-алкилен- (С1-10алкиленовая группа, С2-10алкениленовая группа, С2-10алкиниленовая группы, C3-8циклоалкиленовая группа, -C1-6алкилен-С3-8циклоалкилен-C1-6-алкилен- могут быть замещены 1-4 заместителями, которые являются одинаковыми или отличаются и выбраны из группы заместителей Rc, представленной ниже) или связь,
X2 и X4 являются одинаковыми или отличаются и каждый из них представляет собой С1-10алкиленовую группу, С2-10алкениленовую группу, С2-10алкиниленовую группу или -C1-6алкилен-С3-8циклоалкилен-C1-6-алкилен- (С1-10алкиленовая группа, С2-10алкениленовая группа, С2-10алкиниленовая группы и -C1-6алкилен-С3-8циклоалкилен-C1-6-алкилен- могут быть замещены 1-4 заместителями, которые являются одинаковыми или отличаются и выбраны из группы заместителей Rc, представленной ниже),
Q представляет собой C3-8циклоалкильную группу, арильную группу или гетероциклическую группу (C3-8циклоалкильная группа, арильная группа и гетероциклическая группа могут быть замещены 1-4 заместителями, которые являются одинаковыми или отличаются и выбраны из группы заместителей Rc, представленной ниже, и в гетероциклической группе различные атомы углерода на кольце могут быть соединены мостиковой связью с C1-6алкиленовой группой или -C1-6алкилен-O-C1-6алкиленом-),
R6 представляет собой атом водорода, атома галогена, необязательно защищенную гидроксигруппу, меркаптогруппу, цианогруппу, нитрогруппу, необязательно защищенную аминогруппу, необязательно защищенную формильную группу, необязательно защищенную карбоксигруппу, карбамоильную группу, сульфогруппу, необязательно защищенную фосфатную группу, уреидогруппу, гуанидидогруппу, R7-O-NR8-CO-, R8-ON=CR9-, R8-ON=CR9-NH-, R7-O-NR8-CH=N-, (R7)(R8)N-N=CH-, R8-O-NR8-, N≡C-NR8- или C1-6алкоксигруппу (C1-6алкоксигруппа может быть замещена 1-3 гидроксигруппами),
R7 и R8 являются одинаковыми или отличаются и каждый из них представляет собой атом водорода, C1-6алкильную группу, С3-8циклоалкильную группу, арильную группу или гетероциклическую группу (C1-6алкильная группа, С3-8циклоалкильная группа, арильная группа и гетероциклическая группа могут быть замещены 1-4 заместителями, которые являются одинаковыми или отличаются и выбраны из группы заместителей Rc, представленной ниже),
R9 представляет собой атом водорода, C1-6алкильную группу, C3-8циклоалкильную группу, аминогруппу или C1-6алкиламиногруппу, и
группа заместителей Rc состоит из атома галогена, гидроксигруппы, цианогруппы, нитрогруппы, аминогруппы (аминогруппа может быть замещена C2-6алканоильной группой или одной или двумя C1-6алкильными группами), карбоксигруппы, карбамоильной группы, уреидогруппы, гуанидидогруппы, C1-6алкильной группы (C1-6алкильная группа может быть замещена гетероциклической группой), C1-6гидроксиалкильной группы, C1-6галоалкильной группы, C3-8циклоалкильной группы, C1-6алкоксигруппы (C1-6алкоксигруппа может быть замещена 1-3 заместителями, которые являются одинаковыми или отличаются и выбраны из гидроксигруппы, атома галогена, C3-8циклоалкильной группы, C1-6алкоксигруппы, арильной группы и гетероциклической группы), C3-8циклоалкоксигруппы, C1-6алкоксикарбонильной группы, C1-6алкоксикарбониламиногруппы, С1-6алканоильной группы, C1-6алкилсульфонильной группы, C1-6алкилтиогруппы, арильной группы, гетероциклической группы (арильная группа и гетероциклическая группа могут быть замещены 1-4 заместителями, которые являются одинаковыми или отличаются и выбраны из "атома галогена, гидроксигруппы, цианогруппы, нитрогруппы, аминогруппы, карбоксигруппы и C1-6алкильной группы"), C1-6алкилиденовой группы (C1-6алкилиденовая группа может быть замещена C1-6алкоксигруппой), С3-8циклоалкилиденовой группы, моноциклической насыщенной гетероциклиденовой группы (моноциклическая насыщенная гетероциклиденовая группа может быть замещена 1-2 C1-6алкильными группами) и гидроксиаминокарбонильной группы.
2. Соединение, соответствующее следующей общей формуле [1], или его фармацевтически приемлемая соль по п.1:
[Химическая формула 2]
где R1 и R2 являются одинаковыми или отличаются и каждый из них представляет собой атом водорода, C1-6алкильную группу, С3-8циклоалкильную группу или C1-6алкоксигруппу (C1-6алкильная группа, C1-6 алкоксигруппа и С3-8циклоалкильная группа могут быть замещены 1-3 заместителями, которые являются одинаковыми или отличаются и выбраны из "атома галогена, гидроксигруппы, C3-8циклоалкильной группы, C1-6алкоксигруппы, С3-8циклоалкоксигруппы, аминогруппы, C1-6алкиламиногруппы, ди(C1-6алкил)аминогруппы, -N(R11)COR12, -N(R11)SO2R12, цианогруппы, карбоксигруппы, карбамоильной группы, -CON(R13)(R14), -SO2N(R13)(R14), C1-6алкилтиогруппы, C1-6алкилсульфонильной группы, арилоксигруппы, арильной группы и гетероциклической группы"),
R11, R12, R13 и R14 являются одинаковыми или отличаются, и каждый из них представляет собой атом водорода или С1-6алкильную группу,
R13 и R14, вместе с атомом азота, к которому они присоединены, могут образовывать насыщенное или ненасыщенное 5- или 6-членное кольцо, которое может дополнительно содержать один или несколько атомов азота, атомов кислорода или атомов серы,
R3 представляет собой атом водорода или С1-6алкильную группу (C1-6алкильная группа может быть замещена 1-3 заместителями, которые являются одинаковыми или отличаются и выбраны из "атома галогена, гидроксигруппы, C1-6алкоксигруппы, С3-8циклоалкоксигруппы, аминогруппы, C1-6алкиламиногруппы и ди(C1-6алкил)аминогруппы"),
R4 представляет собой
атом водорода,
гидроксигруппу,
C1-6алкоксигруппу,
C3-8циклоалкоксигруппу,
аминогруппу,
С1-6алкиламиногруппу,
ди(C1-6алкил)аминогруппу,
C1-6алкильную группу, C3-8циклоалкильную группу
(C1-6алкильная группа и C3-8циклоалкильная группа могут быть замещены 1-3 заместителями, которые являются одинаковыми или отличаются и выбраны из
"атома галогена, гидроксигруппы, C3-8циклоалкильной группы, C1-6алкоксигруппы, C3-8циклоалкоксигруппы, аминогруппы, С1-6алкиламиногруппы, ди(C1-6алкил)аминогруппы, -N(R41)COR42, -N(R41)SO2R42, цианогруппы, карбоксигруппы, -CON(R43)(R44), -SO2N(R43)(R44), С1-6алкилтиогруппы, C1-6алкилсульфонильной группы, арильной группы, арилоксигруппы и гетероциклической группы (арильная группа, арилоксигруппа и гетероциклическая группа могут быть замещены 1-3 заместителями, которые являются одинаковыми или отличаются и выбраны из "атома галогена, C1-6алкильной группы, C3-8циклоалкильной группы, бензильной группы, C1-6галоалкильной группы, C1-6гидроксиалкильной группы, C2-8алкоксиалкильной группы, гидроксигруппы, C1-6алкоксигруппы, C3-8циклоалкоксигруппы, аминогруппы, C1-6алкиламиногруппы, ди(C1-6алкил)аминогруппы, -N(R45)COR46, -N(R45)SO2R46, цианогруппы, карбоксигруппы, -CON(R47)(R48), -SO2N(R47)(R48), C1-6алкилтиогруппы и С1-6алкилсульфонильной группы")),
арильную группу или гетероциклическую группу
(арильная группа и гетероциклическая группа могут быть замещены 1-3 заместителями, которые являются одинаковыми или отличаются и выбраны из "атома галогена, C1-6алкильной группы, C3-8циклоалкильной группы, C1-6галоалкильной группы, C1-6гидроксиалкильной группы, С2-8алкоксиалкильной группы, гидроксигруппы, C1-6алкоксигруппы, C3-8циклоалкоксигруппы, аминогруппы, C1-6алкиламиногруппы, ди(C1-6алкил)аминогруппы, -N(R45)COR46, -N(R45)SO2R46, цианогруппы, карбоксигруппы, -CON(R47)R48), -SO2N(R47)(R48), C1-6алкилтиогруппы и C1-6алкилсульфонильной группы"),
R41, R42, R43, R44, R45, R46, R47 и R48 являются одинаковыми или отличаются, и каждый из них представляет собой атом водорода или C1-6алкильную группу,
R43 и R44, вместе с атомом азота, к которому они присоединены, могут образовывать насыщенное или ненасыщенное 5- или 6-членное кольцо, которое может дополнительно содержать один или несколько атомов азота, атомов кислорода или атомов серы,
R47 и R48, вместе с атомом азота, к которому они присоединены, могут образовывать насыщенное или ненасыщенное 5- или 6-членное кольцо, которое может дополнительно содержать один или несколько атомов азота, атомов кислорода или атомов серы,
R3 и R4, вместе с атомом азота, к которому они присоединены, могут образовывать насыщенное или ненасыщенное 5- или 6-членное кольцо, которое может дополнительно содержать один или несколько атомов азота, атомов кислорода или атомов серы,
A1 представляет собой двухвалентную арильную группу, двухвалентную гетероциклическую группу или C3-8циклоалкиленовую группу (двухвалентная арильная группа, двухвалентная гетероциклическая группа и C3-8циклоалкиленовая группа могут быть замещены 1-4 заместителями, которые являются одинаковыми или отличаются и выбраны из следующей группы заместителей Ra):
группа заместителей Ra состоит из атома галогена, гидроксигруппы, аминогруппы (аминогруппа может быть замещена C2-6алканоильной группой или одной или двумя С1-6алкильными группами), карбоксигруппы, карбамоильной группы, C1-6алкильной группы, C3-8циклоалкильной группы, С2-6алкенильной группы и C1-6алкоксигруппы (C1-6алкильная группа, C3-8циклоалкильная группа, С2-6алкенильная группа и C1-6алкоксигруппа могут быть замещены 1-4 заместителями, которые являются одинаковыми или отличаются и выбраны из "атома галогена, гидроксигруппы, аминогруппы, карбоксигруппы, C1-6алкиламинокарбонильной группы и С1-6алкоксикарбонильной группы"),
L представляет собой -C≡C-, -C≡C-C≡C-, -O-, -S-, -NR5-, -CONR5-, -NR5CO-, двухвалентную гетероциклическую группу, -(CH2)m-NR5-, -(CH2)m-O-, -NR5-(CH2)m-, -O-(СН2)m-, -ON=CH-, C1-4алкиленовую группу или связь,
R5 представляет собой атом водорода, C1-6алкильную группу, C3-8циклоалкильную группу или арильную группу,
m обозначает 1, 2 или 3,
A2 представляет собой двухвалентную арильную группу, двухвалентную гетероциклическую группу, двухвалентную частично насыщенную конденсированную полициклическую углеводородную кольцевую группу, С3-8циклоалкиленовую группу, C1-4алкиленовую группу или С2-4алкениленовую группу (двухвалентная арильная группа, двухвалентная гетероциклическая группа, двухвалентная частично насыщенная конденсированная полициклическая углеводородная кольцевая группа, C3-8циклоалкиленовая группа, C1-4алкиленовая группа и C2-4алкениленовая группа могут быть замещены 1-4 заместителями, которые являются одинаковыми или отличаются и выбраны из следующей группы заместителей Rb):
группа заместителей Rb состоит из атома галогена, необязательно защищенной гидроксигруппы, меркаптогруппы, цианогруппы, нитрогруппы, необязательно защищенной аминогруппы, необязательно защищенной формильной группы, необязательно защищенной карбоксигруппы, карбамоильной группы, сульфогруппы, уреидогруппы, гуанидидогруппы, C1-6алкильной группы, C3-8циклоалкильной группы, C1-6галоалкильной группы, C1-6гидроксиалкильной группы, C1-6алкоксигруппы, C1-6алкиламиногруппы, ди(C1-6алкил)аминогруппы, C1-6алкоксикарбонильной группы, C2-6алканоильной группы и арильной группы,
W представляет собой R6-X1-, R6-X2-Y1-X1-, R6-X4-Y1-X2-Y3-X3-, Q-X1-Y2-X3- или Q-X1-Y1-X2-Y3-X3-,
Y2 представляет собой -O-, -NR7-, -CO-, -NR7CO-, -CONR7-, -S(O)n-, -OCO-, -COO-, -NR7SO2-, -SO2-NR7-, -OCOO-, -OCONR7-, -NR7CONR8- или a представляет собой связь,
Y1 и Y3 являются одинаковыми или отличаются и каждый из них представляет собой -O-, -NR7-, -CO-, -NR7CO-, -CONR7-, -S(O)n-, -OCO-, -COO-, -NR7SO2-, -SO2NR7-, -OCOO-, -OCONR7- или -NR7CONR8-,
n обозначает 0, 1 или 2,
X1 и X3 являются одинаковыми или отличаются и каждый из них представляет собой С1-10алкиленовую группу, С2-10алкениленовую группу, С2-10алкиниленовую группу, (С1-10алкиленовая группа, С2-10алкениленовая группа, С2-10алкиниленовая группы могут быть замещены 1-4 заместителями, которые являются одинаковыми или отличаются и выбраны из группы заместителей Rc, представленной ниже) или связь,
X2 и X4 являются одинаковыми или отличаются и каждый из них представляет собой С1-10алкиленовую группу, С2-10алкениленовую группу, С2-10алкиниленовую группу, -C1-6алкилен-С3-8циклоалкилен-C1-6алкилен- (С1-10алкиленовая группа, С2-10алкениленовая группа, С2-10алкиниленовая группы и -C1-6алкилен-С3-8циклоалкилен-C1-6-алкилен- могут быть замещены 1-4 заместителями, которые являются одинаковыми или отличаются и выбраны из группы заместителей Rc, представленной ниже),
Q представляет собой C3-8циклоалкильную группу, арильную группу или гетероциклическую группу (C3-8циклоалкильная группа, арильная группа и гетероциклическая группа могут быть замещены 1-4 заместителями, которые являются одинаковыми или отличаются и выбраны из группы заместителей Rc, представленной ниже),
R6 представляет собой атом водорода, атома галогена, необязательно защищенную гидроксигруппу, меркаптогруппу, цианогруппу, нитрогруппу, необязательно защищенную аминогруппу, необязательно защищенную формильную группу, необязательно защищенную карбоксигруппу, карбамоильную группу, сульфогруппу, необязательно защищенную фосфатную группу, уреидогруппу, гуанидидогруппу, R7-O-NR8-CO-, R8-ON=CR9-, R8-ON=CR9-NH-, R7-O-NR8-CH=N-, (R7)(R8)N-N=CH-, R8-O-NR8- или N≡C-NR8-,
R7 и R8 являются одинаковыми или отличаются и каждый из них представляет собой атом водорода, C1-6алкильную группу, С3-8циклоалкильную группу, арильную группу или гетероциклическую группу (C1-6алкильная группа, С3-8циклоалкильная группа, арильная группа и гетероциклическая группа могут быть замещены 1-4 заместителями, которые являются одинаковыми или отличаются и выбраны из группы заместителей Rc, представленной ниже),
R9 представляет собой атом водорода, C1-6алкильную группу, C3-8циклоалкильную группу, аминогруппу или C1-6алкиламиногруппу, и
группа заместителей Rc состоит из атома галогена, гидроксигруппы, цианогруппы, нитрогруппы, аминогруппы (аминогруппа может быть замещена C2-6алканоильной группой или одной или двумя C1-6алкильными группами), карбоксигруппы, карбамоильной группы, уреидогруппы, гуанидидогруппы, C1-6алкильной группы (C1-6алкильная группа может быть замещена гетероциклической группой), C1-6гидроксиалкильной группы, C1-6галоалкильной группы, C3-8циклоалкильной группы, C1-6алкоксигруппы (C1-6алкоксигруппа может быть замещена 1-3 гидроксигруппами), C3-8циклоалкоксигруппы, C1-6алкоксикарбонильной группы, C1-6алкоксикарбониламиногруппы, С2-6алканоильной группы, C1-6алкилсульфонильной группы, C1-6алкилтиогруппы, арильной группы, гетероциклической группы (арильная группа и гетероциклическая группа могут быть замещены 1-4 заместителями, которые являются одинаковыми или отличаются и выбраны из "атома галогена, гидроксигруппы, цианогруппы, нитрогруппы, аминогруппы, карбоксигруппы и C1-6алкильной группы").
3. Соединение или его фармацевтически приемлемая соль по п.1 или 2, где R1 представляет собой атом водорода или C1-6алкильную группу (С1-6алкильная группа может быть замещена 1-3 одинаковыми или различными атомами галогена).
4. Соединение или его фармацевтически приемлемая соль по п.3, где R1 представляет собой C1-6алкильную группу (С1-6алкильная группа может быть замещена 1-3 одинаковыми или различными атомами галогена).
5. Соединение или его фармацевтически приемлемая соль по п.4, где R1 представляет собой метильную группу.
6. Соединение или его фармацевтически приемлемая соль по п.1 или 2, где R2 представляет собой атом водорода.
7. Соединение или его фармацевтически приемлемая соль по п.1 или 2, где R2 представляет собой метильную группу.
8. Соединение или его фармацевтически приемлемая соль по п.1 или 2, где
R3 представляет собой атом водорода, и
R4 представляет собой C1-6алкильную группу (C1-6алкильная группа может быть замещена фенильной группой или моноциклической ароматической гетероциклической группой (фенильная группа и моноциклическая ароматическая гетероциклическая группа могут быть замещены 1-3 заместителями, которые являются одинаковыми или отличаются и выбраны из "атома галогена, C1-6алкильной группы, C3-8циклоалкильной группы, C1-6галоалкильной группы, C1-6гидроксиалкильной группы, С2-8алкоксиалкильной группы, гидроксигруппы, C1-6алкоксигруппы, С3-8циклоалкоксигруппы, аминогруппы, C1-6алкиламиногруппы, ди(C1-6алкил)аминогруппы, -N(R45)COR46, -CON(R47)(R48)")).
9. Соединение или его фармацевтически приемлемая соль по п.8, где R3 представляет собой атом водорода и R4 представляет собой метильную группу.
10. Соединение или его фармацевтически приемлемая соль по п.1 или 2, где A1 представляет собой фениленовую группу (фениленовая группа может быть замещена 1-4 заместителями, которые являются одинаковыми или отличаются и выбраны из "атома галогена, гидроксигруппы, аминогруппы и C1-6алкильной группы").
11. Соединение или его фармацевтически приемлемая соль по п.10, где A1 представляет собой фениленовую группу.
12. Соединение или его фармацевтически приемлемая соль по п.1 или 2, где L представляет собой -C≡C-, -C≡C-C≡C-, -CH=CH-, -CH=CH-C≡C-, -C≡C-CH=CH-, этиленовую группу или связь.
13. Соединение или его фармацевтически приемлемая соль по п.12, где L представляет собой связь или -C≡C-.
14. Соединение или его фармацевтически приемлемая соль по п.13, где L представляет собой связь.
15. Соединение или его фармацевтически приемлемая соль по п.13, где L представляет собой -C≡C-.
16. Соединение или его фармацевтически приемлемая соль по п.1 или 2, где
A2 представляет собой двухвалентную арильную группу (двухвалентная арильная группа может быть замещена 1-4 заместителями, которые являются одинаковыми или отличаются и выбраны из "атома галогена, гидроксигруппы, аминогруппы и С1-6алкильной группы"), двухвалентную моноциклическую ароматическую гетероциклическую группу (двухвалентная моноциклическая ароматическая гетероциклическая группа содержит, в качестве составляющих кольцо атомов, любые 1-3 атома, выбранных из атома азота, атома кислорода и атома серы, и может быть замещена 1-4 заместителями, которые являются одинаковыми или отличаются и выбраны из "атома галогена, гидроксигруппы, аминогруппы и С1-6алкильной группы"), двухвалентную конденсированную кольцевую ароматическую гетероциклическую группу или двухвалентную конденсированную кольцевую гетероциклическую группу, имеющую частично насыщенный моноцикл (двухвалентная конденсированная кольцевая ароматическая гетероциклическая группа и двухвалентная конденсированная кольцевая гетероциклическая группа, имеющая частично насыщенный моноцикл, содержат, в качестве образующего кольцо атома, любые 1-4 атома, выбранных из атома азота, атома кислорода и атома серы, имеет бензольное кольцо или пиридиновое кольцо в качестве по меньшей мере одного из колец, образующих конденсированное кольцо, и могут быть замещены 1-4 заместителями, которые являются одинаковыми или отличаются и выбраны из "атома галогена, гидроксигруппы, аминогруппы и C1-6алкильной группы").
17. Соединение или его фармацевтически приемлемая соль по п.16, где
A2 представляет собой фениленовую группу или двухвалентную группу, соответствующую следующей формуле [2]
[Химическая формула 3]
где Z1 и Z2 являются одинаковыми или отличаются и каждый из них представляет собой -CH2-, -O-, -NH-, -N(CH3)- или -S-, за исключением случая, где как Z1, так и Z2, представляют собой -CH2-.
18. Соединение или его фармацевтически приемлемая соль по п.16, где
A2 представляет собой фениленовую группу, пиридиндиильную группу, пиримидиндиильную группу, 2,4-фурандиильную группу, пиразолдиильную группу, пирролдиильную группу, "двухвалентную конденсированную кольцевую ароматическую героциклическую группу, состоящую 5-членного кольца и 6-членного кольца" или "двухвалентную конденсированную кольцевую гетероциклическую группу, имеющую частично насыщенный моноцикл, которая состоит из 5-членного кольца и 6-членного кольца" (фениленовая группа, пиридиндиильная группа, пиримидиндиильная группа, 2,4-фурандиильная группа, пиразолдиильная группа, пирролдиильная группа, "двухвалентная конденсированная кольцевая ароматическая героциклическая группа, состоящая из 5-членного кольца и 6-членного кольца" и "двухвалентная конденсированная кольцевая гетероциклическая группа, имеющая частично насыщенный моноцикл, которая состоит из 5-членного кольца и 6-членного кольца" могут быть замещены 1-4 заместителями, которые являются одинаковыми или отличаются и выбраны из "атома галогена, гидроксигруппы, аминогруппы и C1-6алкильной группы").
19. Соединение или его фармацевтически приемлемая соль по п.1 или 2, где
W представляет собой R6-X1-,
X1 представляет собой метиленовую группу или связь,
R6 представляет собой атом водорода, необязательно защищенную гидроксигруппу или R8-ON=CR9-,
R8 представляет собой атом водорода или С1-6алкильную группу (C1-6алкильная группа может быть замещена 1-4 заместителями, которые являются одинаковыми или отличаются и выбраны из группы заместителей Rc, представленной ниже),
R9 представляет собой атом водорода, C1-6алкильную группу, C3-8циклоалкильную группу, аминогруппу или C1-6алкиламиногруппу, и
группа заместителей Rc состоит из атома галогена и гидроксигруппы;
20. Соединение или его фармацевтически приемлемая соль по п.1 или 2, где
W представляет собой R6-X2-Y1-X1-,
Y1 представляет собой -O- или -NR7-,
X1 представляет собой метиленовую группу, этиленовую группу (метиленовая группа и этиленовая группа могут быть замещены 1-2 метиловыми группами), C3-8циклоалкиленовую группу или связь,
X2 представляет собой C1-4алкиленовую группу (C1-4алкиленовая группа может быть замещена 1-4 заместителями, которые являются одинаковыми или отличаются и выбраны из группы заместителей Rc, представленной ниже),
R6 представляет собой атом водорода, атома галогена, необязательно защищенную гидроксигруппу или C1-6алкоксигруппу,
R7 представляет собой атом водорода, C1-6алкильную группу или C3-8циклоалкильную группу (C1-6алкильная группа и C3-8циклоалкильная группа могут быть замещены 1-4 заместителями, которые являются одинаковыми или отличаются и выбраны из следующей группы заместителей Rc), и
группа заместителей Rc состоит из атома галогена, гидроксигруппы и C1-6алкильной группы.
21. Соединение или его фармацевтически приемлемая соль по п.1 или 2, где
W представляет собой Q-X1-Y2-X3-,
Y2 представляет собой -O-, -NR7- или связь,
X1 представляет собой C1-4алкиленовую группу (С1-4алкиленовая группа может быть замещена 1-4 заместителями, которые являются одинаковыми или отличаются и выбраны из группы заместителей Rc, представленной ниже) или связь,
X3 представляет собой метиленовую группу, этиленовую группу (метиленовая группа и этиленовая группа могут быть замещены 1-2 метильными группами), C3-8циклоалкиленовую группу или связь,
Q представляет собой C3-8циклоалкильную группу, арильную группу или гетероциклическую группу (C3-8циклоалкильная группа, арильная группа или гетероциклическая группа могут быть замещены 1-4 заместителями, которые являются одинаковыми или отличаются и выбраны из группы заместителей Rc, представленной ниже);
R7 представляет собой атом водорода, С1-6алкильную группу или C3-8циклоалкильную группу (C1-6алкильная группа и С3-8циклоалкильная группа могут быть замещены 1-4 заместителями, которые являются одинаковыми или отличаются и выбраны из следующей группы заместителей Rc), и
группа заместителей Rc состоит из атома галогена, гидроксигруппы, C1-6алкильной группы, C1-6гидроксиалкильной группы, C1-6галоалкильной группы, C3-8циклоалкильной группы, C1-6алкоксигруппы (C1-6алкоксигруппа может быть замещена 1-3 гидроксигруппами или атомами галогена), C3-8циклоалкоксигруппы, C2-6алканоильной группы, C1-6алкилиденовой группы (С1-6алкилиденовая группа может быть замещена C1-6алкоксигруппой) и гидроксиаминокарбонильной группы.
22. Соединение или его фармацевтически приемлемая соль по п.1 или 2,
где W представляет собой атом водорода, атома галогена, C1-6алкильную группу, C1-6алкоксигруппу или C1-6алкиламиногруппу (C1-6алкильная группа, C1-6алкоксигруппа и C1-6алкиламиногруппа могут быть замещены 1-3 заместителями, которые являются одинаковыми или отличаются и выбраны из "атома галогена, гидроксигруппы, C1-6алкоксигруппы и морфолиногруппы").
23. Фармацевтическая композиция, содержащая соединение или его фармацевтически приемлемую соль по любому из пп.1-22.
24. Ингибитор LpxC, содержащий соединение или его фармацевтически приемлемую соль по любому из пп.1-23.
25. Противомикробное средство, содержащее соединение или его фармацевтически приемлемую соль по любому из пп.1-24.
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RU2775529C2 (ru) * | 2016-12-23 | 2022-07-04 | Интервет Интернэшнл Б.В. | Соединения, применимые для лечения респираторного заболевания крупного рогатого скота или свиней |
US11406617B2 (en) | 2016-12-23 | 2022-08-09 | Intervet Inc. | Compounds for the treatment of bovine or swine respiratory disease |
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RU2775529C2 (ru) * | 2016-12-23 | 2022-07-04 | Интервет Интернэшнл Б.В. | Соединения, применимые для лечения респираторного заболевания крупного рогатого скота или свиней |
US11406617B2 (en) | 2016-12-23 | 2022-08-09 | Intervet Inc. | Compounds for the treatment of bovine or swine respiratory disease |
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