RU2008118156A - Производное триарилкарбоновой кислоты - Google Patents
Производное триарилкарбоновой кислоты Download PDFInfo
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- RU2008118156A RU2008118156A RU2008118156/04A RU2008118156A RU2008118156A RU 2008118156 A RU2008118156 A RU 2008118156A RU 2008118156/04 A RU2008118156/04 A RU 2008118156/04A RU 2008118156 A RU2008118156 A RU 2008118156A RU 2008118156 A RU2008118156 A RU 2008118156A
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- Prior art keywords
- carboxylic acid
- derivative
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- phenyl
- formula
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- 150000001732 carboxylic acid derivatives Chemical class 0.000 title 1
- 150000003839 salts Chemical class 0.000 claims abstract 16
- 125000000217 alkyl group Chemical group 0.000 claims abstract 11
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract 8
- 125000001424 substituent group Chemical group 0.000 claims abstract 7
- 125000004122 cyclic group Chemical group 0.000 claims abstract 5
- 229910052736 halogen Inorganic materials 0.000 claims abstract 5
- 150000002367 halogens Chemical class 0.000 claims abstract 5
- 125000003118 aryl group Chemical group 0.000 claims abstract 4
- 125000001072 heteroaryl group Chemical group 0.000 claims abstract 4
- 125000001188 haloalkyl group Chemical group 0.000 claims abstract 3
- -1 2,3-dihydrobenzofuran-5-yl Chemical group 0.000 claims abstract 2
- 239000002253 acid Substances 0.000 claims abstract 2
- 125000004618 benzofuryl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 claims abstract 2
- 125000004196 benzothienyl group Chemical group S1C(=CC2=C1C=CC=C2)* 0.000 claims abstract 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims abstract 2
- 125000002541 furyl group Chemical group 0.000 claims abstract 2
- 125000001624 naphthyl group Chemical group 0.000 claims abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims abstract 2
- 125000004076 pyridyl group Chemical group 0.000 claims abstract 2
- 125000001544 thienyl group Chemical group 0.000 claims abstract 2
- 208000007342 Diabetic Nephropathies Diseases 0.000 claims 3
- 206010012689 Diabetic retinopathy Diseases 0.000 claims 3
- 201000005569 Gout Diseases 0.000 claims 3
- 201000001431 Hyperuricemia Diseases 0.000 claims 3
- 208000022559 Inflammatory bowel disease Diseases 0.000 claims 3
- 208000033679 diabetic kidney disease Diseases 0.000 claims 3
- 239000008194 pharmaceutical composition Substances 0.000 claims 3
- 238000011282 treatment Methods 0.000 claims 3
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 2
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 230000002265 prevention Effects 0.000 claims 2
- YVYMENOZZVOZPS-UHFFFAOYSA-N 1-(3-cyano-4-phenylphenyl)pyrazole-4-carboxylic acid Chemical compound C1=C(C(=O)O)C=NN1C(C=C1C#N)=CC=C1C1=CC=CC=C1 YVYMENOZZVOZPS-UHFFFAOYSA-N 0.000 claims 1
- IFEPDHZSUKTGBY-UHFFFAOYSA-N 1-[3-cyano-4-(4-methoxyphenyl)phenyl]pyrazole-4-carboxylic acid Chemical compound C1=CC(OC)=CC=C1C1=CC=C(N2N=CC(=C2)C(O)=O)C=C1C#N IFEPDHZSUKTGBY-UHFFFAOYSA-N 0.000 claims 1
- GHRUCHNRIORZTG-UHFFFAOYSA-N 1-[3-cyano-4-(4-methylphenyl)phenyl]pyrazole-4-carboxylic acid Chemical compound C1=CC(C)=CC=C1C1=CC=C(N2N=CC(=C2)C(O)=O)C=C1C#N GHRUCHNRIORZTG-UHFFFAOYSA-N 0.000 claims 1
- ABJAMDVAMVNNJO-UHFFFAOYSA-N 2-(3-cyano-4-phenylphenyl)-1,3-thiazole-5-carboxylic acid Chemical compound S1C(C(=O)O)=CN=C1C(C=C1C#N)=CC=C1C1=CC=CC=C1 ABJAMDVAMVNNJO-UHFFFAOYSA-N 0.000 claims 1
- LSPWQWFVWGPOTG-UHFFFAOYSA-N 2-(3-cyano-4-phenylphenyl)-4-methyl-1,3-thiazole-5-carboxylic acid Chemical compound S1C(C(O)=O)=C(C)N=C1C(C=C1C#N)=CC=C1C1=CC=CC=C1 LSPWQWFVWGPOTG-UHFFFAOYSA-N 0.000 claims 1
- KGJBYLSKNXBWLC-UHFFFAOYSA-N 2-(3-cyano-4-phenylphenyl)pyridine-4-carboxylic acid Chemical compound OC(=O)C1=CC=NC(C=2C=C(C(C=3C=CC=CC=3)=CC=2)C#N)=C1 KGJBYLSKNXBWLC-UHFFFAOYSA-N 0.000 claims 1
- BMTZLAHQBSTCKA-UHFFFAOYSA-N 2-[3-cyano-4-(3-methoxyphenyl)phenyl]-4-methyl-1,3-thiazole-5-carboxylic acid Chemical compound COC1=CC=CC(C=2C(=CC(=CC=2)C=2SC(=C(C)N=2)C(O)=O)C#N)=C1 BMTZLAHQBSTCKA-UHFFFAOYSA-N 0.000 claims 1
- LVSWSVLGEXESCP-UHFFFAOYSA-N 2-[3-cyano-4-(3-methylphenyl)phenyl]-4-methyl-1,3-thiazole-5-carboxylic acid Chemical compound S1C(C(O)=O)=C(C)N=C1C(C=C1C#N)=CC=C1C1=CC=CC(C)=C1 LVSWSVLGEXESCP-UHFFFAOYSA-N 0.000 claims 1
- DHXQETFKZOREMB-UHFFFAOYSA-N 2-[3-cyano-4-(4-methoxyphenyl)phenyl]-4-methyl-1,3-thiazole-5-carboxylic acid Chemical compound C1=CC(OC)=CC=C1C1=CC=C(C=2SC(=C(C)N=2)C(O)=O)C=C1C#N DHXQETFKZOREMB-UHFFFAOYSA-N 0.000 claims 1
- YHWYPWINOLHQOX-UHFFFAOYSA-N 2-[3-cyano-4-(4-methoxyphenyl)phenyl]pyridine-4-carboxylic acid Chemical compound C1=CC(OC)=CC=C1C1=CC=C(C=2N=CC=C(C=2)C(O)=O)C=C1C#N YHWYPWINOLHQOX-UHFFFAOYSA-N 0.000 claims 1
- IMVHCOACHGQOPJ-UHFFFAOYSA-N 2-[3-cyano-4-(4-methylphenyl)phenyl]-4-methyl-1,3-thiazole-5-carboxylic acid Chemical compound S1C(C(O)=O)=C(C)N=C1C(C=C1C#N)=CC=C1C1=CC=C(C)C=C1 IMVHCOACHGQOPJ-UHFFFAOYSA-N 0.000 claims 1
- NETSSOPALGCBPJ-UHFFFAOYSA-N 2-[3-cyano-4-[4-(trifluoromethoxy)phenyl]phenyl]-4-methyl-1,3-thiazole-5-carboxylic acid Chemical compound S1C(C(O)=O)=C(C)N=C1C(C=C1C#N)=CC=C1C1=CC=C(OC(F)(F)F)C=C1 NETSSOPALGCBPJ-UHFFFAOYSA-N 0.000 claims 1
- UEJARIJAGSPRLA-UHFFFAOYSA-N 2-[4-(4-chlorophenyl)-3-cyanophenyl]pyridine-4-carboxylic acid Chemical compound OC(=O)C1=CC=NC(C=2C=C(C(C=3C=CC(Cl)=CC=3)=CC=2)C#N)=C1 UEJARIJAGSPRLA-UHFFFAOYSA-N 0.000 claims 1
- SAFXEQPCWLSEEF-UHFFFAOYSA-N 3-(3-cyano-4-phenylphenyl)-1,2-thiazole-5-carboxylic acid Chemical compound S1C(C(=O)O)=CC(C=2C=C(C(C=3C=CC=CC=3)=CC=2)C#N)=N1 SAFXEQPCWLSEEF-UHFFFAOYSA-N 0.000 claims 1
- KRBHRFMLCKOENM-UHFFFAOYSA-N 3-[4-(4-tert-butylphenyl)-3-cyanophenyl]-1,2-thiazole-5-carboxylic acid Chemical compound C1=CC(C(C)(C)C)=CC=C1C1=CC=C(C2=NSC(=C2)C(O)=O)C=C1C#N KRBHRFMLCKOENM-UHFFFAOYSA-N 0.000 claims 1
- KYEVGBQQEFVVIZ-UHFFFAOYSA-N 5-(3-cyano-4-phenylphenyl)-2-methylpyrazole-3-carboxylic acid Chemical compound C1=C(C(O)=O)N(C)N=C1C(C=C1C#N)=CC=C1C1=CC=CC=C1 KYEVGBQQEFVVIZ-UHFFFAOYSA-N 0.000 claims 1
- INTKILKHWROMOG-UHFFFAOYSA-N 5-(3-cyano-4-phenylphenyl)thiophene-2-carboxylic acid Chemical compound S1C(C(=O)O)=CC=C1C(C=C1C#N)=CC=C1C1=CC=CC=C1 INTKILKHWROMOG-UHFFFAOYSA-N 0.000 claims 1
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical compound C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 claims 1
- 229940123769 Xanthine oxidase inhibitor Drugs 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- ZLTPDFXIESTBQG-UHFFFAOYSA-N isothiazole Chemical compound C=1C=NSC=1 ZLTPDFXIESTBQG-UHFFFAOYSA-N 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 238000011321 prophylaxis Methods 0.000 claims 1
- 125000003226 pyrazolyl group Chemical group 0.000 claims 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims 1
- 229910052717 sulfur Inorganic materials 0.000 claims 1
- 229930192474 thiophene Natural products 0.000 claims 1
- 239000003064 xanthine oxidase inhibitor Substances 0.000 claims 1
- 0 CC1(*)C(C)=CC(C)=NC=C1 Chemical compound CC1(*)C(C)=CC(C)=NC=C1 0.000 description 3
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/79—Acids; Esters
-
- 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
- A61K31/33—Heterocyclic compounds
- A61K31/38—Heterocyclic compounds having sulfur as a ring hetero atom
- A61K31/381—Heterocyclic compounds having sulfur as a ring hetero atom having five-membered rings
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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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
- A61K31/4025—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil not condensed and containing further heterocyclic rings, e.g. cromakalim
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/12—Drugs for disorders of the urinary system of the kidneys
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/06—Antigout agents, e.g. antihyperuricemic or uricosuric agents
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
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- 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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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three 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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- C07D261/00—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings
- C07D261/02—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings
- C07D261/06—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members
- C07D261/10—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more 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
- C07D261/18—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen
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- C—CHEMISTRY; METALLURGY
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- C07D275/00—Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings
- C07D275/02—Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings not condensed with other rings
- C07D275/03—Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings not condensed with other rings 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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- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three 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
- C07D277/56—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom 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
- C07D333/38—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
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- C—CHEMISTRY; METALLURGY
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- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D333/52—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes
- C07D333/54—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
- C07D333/60—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
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- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D333/76—Dibenzothiophenes
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- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/10—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing aromatic rings
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/10—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a carbon chain containing aromatic rings
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- C—CHEMISTRY; METALLURGY
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- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/10—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing aromatic rings
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- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/10—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing aromatic rings
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- C—CHEMISTRY; METALLURGY
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- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/10—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a carbon chain containing aromatic rings
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- Chemical & Material Sciences (AREA)
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- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pain & Pain Management (AREA)
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- Epidemiology (AREA)
- Urology & Nephrology (AREA)
- Physical Education & Sports Medicine (AREA)
- Ophthalmology & Optometry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Pyridine Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Abstract
1. Производное триарилкарбоновой кислоты, представленное следующей общей формулой (I) или его соль: ! [Формула 11] ! ! где символы в формуле имеют следующие значения: ! A представляет собой арил или гетероарил, ! где арил и гетероарил могут быть замещены одинаковыми или разными 1-3 заместителями, выбранными из нижеследующей группы G; ! группа G включает галоген, -CN, -NO2, низший алкил, низший галогеналкил, -O-R1, низший -O-галогеналкил, -O-CO-R1, -O-бензил, -O-фенил, -NR2R3, -NH-CO-R1, -CO2-R1, -CO-R1, -CO-NR2R3, -СО-фенил, -S-R1, -SО2-низший алкил, -SО2-фенил, -NH-SO2-нафталин-NR2R3, фенил, циклоалкил и -низший алкилен-O-R1; ! R1 представляет собой H или низший алкил; ! R2 и R3 являются одинаковыми или разными, каждый представляет собой H или низший алкил, или R2 и R3 вместе с атомом азота, к которому они присоединены, могут образовывать моноциклический азотсодержащий насыщенный гетероцикл; и ! B представляет собой моноциклический гетероарил, который может быть замещен группой, выбранной из низшего алкила, -ОН и галогена. ! 2. Производное или его соль по п.1, где А представляет собой циклическую группу, выбранную из фенила, нафтила, тиенила, пиридила, фурила, бензотиенила, бензофурила и 2,3-дигидробензофуран-5-ила и необязательно замещенную заместителем(ями) группы G. ! 3. Производное или его соль по п.1, где А представляет собой фенил, необязательно замещенный заместителем(ями) группы G. ! 4. Производное или его соль по п.3, где бензольное кольцо и карбоксильная группа циклической группы B присоединены к группе В в положениях, которые не являются соседними. ! 5. Производное или его соль по п.4, где В представляет собой двухвалентную группу следующей формулы: ! [Формула 12] ! ! где символы в формуле имеют с�
Claims (13)
1. Производное триарилкарбоновой кислоты, представленное следующей общей формулой (I) или его соль:
[Формула 11]
где символы в формуле имеют следующие значения:
A представляет собой арил или гетероарил,
где арил и гетероарил могут быть замещены одинаковыми или разными 1-3 заместителями, выбранными из нижеследующей группы G;
группа G включает галоген, -CN, -NO2, низший алкил, низший галогеналкил, -O-R1, низший -O-галогеналкил, -O-CO-R1, -O-бензил, -O-фенил, -NR2R3, -NH-CO-R1, -CO2-R1, -CO-R1, -CO-NR2R3, -СО-фенил, -S-R1, -SО2-низший алкил, -SО2-фенил, -NH-SO2-нафталин-NR2R3, фенил, циклоалкил и -низший алкилен-O-R1;
R1 представляет собой H или низший алкил;
R2 и R3 являются одинаковыми или разными, каждый представляет собой H или низший алкил, или R2 и R3 вместе с атомом азота, к которому они присоединены, могут образовывать моноциклический азотсодержащий насыщенный гетероцикл; и
B представляет собой моноциклический гетероарил, который может быть замещен группой, выбранной из низшего алкила, -ОН и галогена.
2. Производное или его соль по п.1, где А представляет собой циклическую группу, выбранную из фенила, нафтила, тиенила, пиридила, фурила, бензотиенила, бензофурила и 2,3-дигидробензофуран-5-ила и необязательно замещенную заместителем(ями) группы G.
3. Производное или его соль по п.1, где А представляет собой фенил, необязательно замещенный заместителем(ями) группы G.
4. Производное или его соль по п.3, где бензольное кольцо и карбоксильная группа циклической группы B присоединены к группе В в положениях, которые не являются соседними.
5. Производное или его соль по п.4, где В представляет собой двухвалентную группу следующей формулы:
[Формула 12]
где символы в формуле имеют следующие значения:
X представляет собой CH или N,
Y представляет собой О, S или NRd,
Ra, Rb и Rc представляют собой H или метил, и
Rd представляет собой H или метил.
6. Производное или его соль по п.5, где B представляет собой циклическую группу, выбранную из пиридинового, тиофенового, тиазольного, изотиазольного и пиразольного колец.
7. Производное или его соль по п.6, где заместители группы G представляют собой галоген, -CN, низший алкил, низший галогеналкил, -O-R1, низший -O-галогеналкил, -S-R1, -NR2R3, -CO2-R1 и -низший алкилен-O-R1.
8. Производное или его фармацевтически приемлемая соль по п.1, которое выбрано из 2-(2-цианобифенил-4-ил)изоникотиновой кислоты, 2-(2-циано-4'-метоксибифенил-4-ил)изоникотиновой кислоты, 2-(4'-хлор-2-цианобифенил-4-ил)изоникотиновой кислоты, 5-(2-цианобифенил-4-ил)тиофен-2-карбоновой кислоты, 2-(2-циано-4'-метилбифенил-4-ил)-4-метил-1,3-тиазол-5-карбоновой кислоты, 2-(2-цианобифенил-4-ил)-4-метил-1,3-тиазол-5-карбоновой кислоты, 2-[2-циано-4'-(трифторметокси)бифенил-4-ил]-4-метил-1,3-тиазол-5-карбоновой кислоты, 2-(2-циано-4'-метоксибифенил-4-ил)-4-метил-1,3-тиазол-5-карбоновой кислоты, 2-(2-циано-3'-метоксибифенил-4-ил)-4-метил-1,3-тиазол-5-карбоновой кислоты, 2-(2-циано-3'-метилбифенил-4-ил)-4-метил-1,3-тиазол-5-карбоновой кислоты, 1-(2-цианобифенил-4-ил)-1H-пиразол-4-карбоновой кислоты, 1-(2-циано-4'-метилбифенил-4-ил)-1H-пиразол-4-карбоновой кислоты, 1-(2-циано-4'-метоксибифенил-4-ил)-1H-пиразол-4-карбоновой кислоты, 2-(2-цианобифенил-4-ил)-1,3-тиазол-5-карбоновой кислоты, 3-(2-цианобифенил-4-ил)изотиазол-5-карбоновой кислоты, 3-(4'-трет-бутил-2-цианобифенил-4-ил)изотиазол-5-карбоновой кислоты и 3-(2-цианобифенил-4-ил)-1-метил-1H-пиразол-5-карбоновой кислоты.
9. Фармацевтическая композиция, содержащая производное или его фармацевтически приемлемую соль по п.1 и фармацевтически приемлемый носитель.
10. Фармацевтическая композиция по п.9, которая представляет собой ингибитор ксантиноксидазы.
11. Фармацевтическая композиция по п.9, которая представляет собой средство для профилактики или лечения гиперурикемии, подагры, воспалительного заболевания кишечника, диабетической нефропатии, диабетической ретинопатии.
12. Применение производного или его фармацевтически приемлемой соли по п.1 для изготовления средства для профилактики или лечения гиперурикемии, подагры, воспалительного заболевания кишечника, диабетической нефропатии, диабетической ретинопатии.
13. Способ профилактики и лечения гиперурикемии, подагры, воспалительного заболевания кишечника, диабетической нефропатии, диабетической ретинопатии, который включает введение пациенту терапевтически эффективного количества производного или его фармацевтически приемлемой соли по п.1.
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| CN105246875A (zh) * | 2013-09-03 | 2016-01-13 | 四川海思科制药有限公司 | 茚满衍生物及其制备方法和在医药上的应用 |
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| CN112957360B (zh) * | 2021-03-09 | 2022-06-03 | 中国医科大学附属第一医院 | 一种靶向hmmr磷酸化的小分子抑制剂及其应用 |
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Also Published As
| Publication number | Publication date |
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| IL189895A0 (en) | 2008-08-07 |
| EP1932832A1 (en) | 2008-06-18 |
| DE602006018635D1 (de) | 2011-01-13 |
| JP5040656B2 (ja) | 2012-10-03 |
| NO20082106L (no) | 2008-05-06 |
| KR20080051157A (ko) | 2008-06-10 |
| EP1932832A4 (en) | 2009-06-03 |
| EP1932832B1 (en) | 2010-12-01 |
| AU2006300422A1 (en) | 2007-04-19 |
| CA2621038A1 (en) | 2007-04-19 |
| ES2355068T3 (es) | 2011-03-22 |
| WO2007043457A1 (ja) | 2007-04-19 |
| CN101282934A (zh) | 2008-10-08 |
| BRPI0616939A2 (pt) | 2011-07-05 |
| JPWO2007043457A1 (ja) | 2009-04-16 |
| US20090018104A1 (en) | 2009-01-15 |
| US7816558B2 (en) | 2010-10-19 |
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