RS51831B - 1-phenil-2-heteroaryl substitated benzimidazol derivatives, the use thereof for producing drugs used in the treatment of immunological diseases. - Google Patents
1-phenil-2-heteroaryl substitated benzimidazol derivatives, the use thereof for producing drugs used in the treatment of immunological diseases.Info
- Publication number
- RS51831B RS51831B YU71404A YUP71404A RS51831B RS 51831 B RS51831 B RS 51831B YU 71404 A YU71404 A YU 71404A YU P71404 A YUP71404 A YU P71404A RS 51831 B RS51831 B RS 51831B
- Authority
- RS
- Serbia
- Prior art keywords
- alkyl
- group
- ring
- substituted
- heteroaryl
- Prior art date
Links
- 229940079593 drug Drugs 0.000 title abstract 2
- 239000003814 drug Substances 0.000 title abstract 2
- 208000026278 immune system disease Diseases 0.000 title abstract 2
- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical class C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 title 1
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 abstract 10
- 229910052760 oxygen Inorganic materials 0.000 abstract 4
- 125000001424 substituent group Chemical group 0.000 abstract 4
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 3
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 3
- 229910052717 sulfur Inorganic materials 0.000 abstract 3
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 2
- 101100533888 Hypocrea jecorina (strain QM6a) sor4 gene Proteins 0.000 abstract 2
- 101100533877 Hypocrea jecorina (strain QM6a) sor8 gene Proteins 0.000 abstract 2
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 abstract 2
- 229910052799 carbon Inorganic materials 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 2
- 125000001072 heteroaryl group Chemical group 0.000 abstract 2
- 125000005842 heteroatom Chemical group 0.000 abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 abstract 1
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 abstract 1
- 101100294115 Caenorhabditis elegans nhr-4 gene Proteins 0.000 abstract 1
- JCXJVPUVTGWSNB-UHFFFAOYSA-N Nitrogen dioxide Chemical compound O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 abstract 1
- 229910006074 SO2NH2 Inorganic materials 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 229940058303 antinematodal benzimidazole derivative Drugs 0.000 abstract 1
- 150000001556 benzimidazoles Chemical class 0.000 abstract 1
- 125000003785 benzimidazolyl group Chemical class N1=C(NC2=C1C=CC=C2)* 0.000 abstract 1
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 abstract 1
- -1 ethylene, propylene Chemical group 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 abstract 1
- 125000002950 monocyclic group Chemical group 0.000 abstract 1
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 1
- 125000005004 perfluoroethyl group Chemical group FC(F)(F)C(F)(F)* 0.000 abstract 1
- 125000000565 sulfonamide group Chemical group 0.000 abstract 1
- 125000004434 sulfur atom Chemical group 0.000 abstract 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- 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
- C07D401/04—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 directly linked by a ring-member-to-ring-member bond
-
- 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]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
- A61P37/06—Immunosuppressants, e.g. drugs for graft rejection
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/08—Antiallergic agents
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- 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
- C07D409/04—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 directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- 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
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- 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
- C07D417/14—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 three or more hetero rings
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Immunology (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Veterinary Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Transplantation (AREA)
- Pulmonology (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
1-FENIL-2-HETEROARIL SUPSTITUISANI DERIVATI BENZIMIDAZOLA, NJIHOVA PRIMENA ZA DOBIJANJE LEKOVA ZA LEČENJE IMUNOLOŠKIH OBOLJENJA. Derivati benzimidazola opšte formule Iu njoj su: R1 fenil grupa, koja je u datom slučaju medjusobno nezavisnosupstituisana sa do tri sledeća supstituenta:F, Cl, Br, JOH, OR4, OCOR4SR4, SOR4, SO2R4,R4NH2, NHR4, NR4R4ili dva susedna supstituenta na R1 čine zajedno jednu -O-CH2-O-, -O-CH2-CH2-O- ili -CH2-CH2-CH2- grupu,R2 monociklična ili biciklična 5 - 10-člana heteroarilgrupa sa 1-2heteroatoma izabranih od N, S i O, koja je u datom slučajusupstituisana medjusobno nezavisno sa do dva od sledećihsupstituenata:F, Cl, Br, JOH, OR4, OCOR4COR4SR4, SOR4, SO2R4, R4,ili dva susedna supstituenta na R2 čine zajedno jednu -O-CH2-O-, -O-CH2-CH2-O- ili -CH2-CH2-CH2- grupu,R3 H, OH ili O-C1-6-alkil,R4 i R4' medjusobno nezavisno C1-4-perfluoralkil ili C1-6-alkilA ravnolančasta alkilengrupa izabrana između etilena, propilena ibutilena, koja je u datom slučaju supstituisana sa =O, OH, O-C1-3-alkilom, NH2, NH-C1-3-alkilom, NH-C1-3-al-kanoilom, N(C1-3-alkilom)2 i N(C1-3-alkil)(C1-3-alkanoilom),B COOH, CONH2, CONHNH2, CONHR5, CONR5R5',svaka vezana na ugljenikov atom grupe A,R5 i R5' medjusobno nezavisno ostatak, izabran iz grupe koja obuhvata C1-6-alkil, C2-6-alkenil, C2-6-alkinil, pri čemu jedan ugljenikov atom može da bude zamenjen sa O, S, SO, SO2, NH, N-C1-3-alkilom ili N-C-1-3-alkanoilom, dalje (C0-3-alkandiil-C3-7-cikloalkil), pri čemu u petočlanom cikloalkil-prstenu jedan član prstena može da bude prsten-N ili prsten-O, a u šestočlanom ili sedmočlanom cikloalkil-prstenu jedan ili dva člana prstena mogu da budu svaki N-atom prstena i/ili O-atom prstena, pri čemu N-atomi prstena mogu biti supstituisani u datom slučaju sa C1-3-alkilom ili C1-3-alkanoilom, kao i dalje (C0-3-alkandiil-fenil) i (C0-3-alkandiil-heteroaril), pri čemu je heteroaril grupa peto- ili šestočlana i sadrži jedan ili dva heteroatoma, izabranih iz grupe koja obuhvata N, S i O,pri čemu svi prethodno navedeni alkil- i cikloalkil ostaci u datom slučaju mogu biti supstituisani sa do dva ostatka izabrana iz grupe koja obuhvata CF3, C2F2, OH, O-C1-3-alkil, NH2, NH-C1-3-alkil, NH-C1-3-alkanoil, N(C1-3-alkil)2, N(C1-3-alkil)(C1-3-alkanoil), COOH, CONH2 i COO- C1-3-alkil, i sve prethodno navedene fenil- i heteroaril grupe mogu biti supstituisane sa do dva ostatka izabrana iz grupe koja obuhvata F, Cl, Br, CH3, C2H5, OH, OCH3, OC2H5, NO2, N(CH3)2, CF3, C2F5, i SO2NH2ili R5 i R5´ čine zajedno sa N-atomom peto- do sedmočlani heterociklični prsten koji može da sadrži dalji N- ili O- ili S-atom koji može biti supstituisan sa C1-4-alkilom, (C0-2-alkandiil-C1-4-alkoksi), C1-4-alkoksikarbonilom, amin1-PHENYL-2-HETEROARYL SUBSTITUTED BENZIMIDAZOLE DERIVATIVES, THEIR APPLICATION FOR OBTAINING DRUGS FOR THE TREATMENT OF IMMUNOLOGICAL DISEASES. Derivatives of benzimidazole of the general formula I in it are: R1 phenyl group, which in a given case is mutually independently substituted with up to three of the following substituents: F, Cl, Br, JOH, OR4, OCOR4SR4, SOR4, SO2R4, R4NH2, NHR4, NR4R4 or two adjacent substituents on R1 together form one -O-CH2-O-, -O-CH2-CH2-O- or -CH2-CH2-CH2- group, R2 monocyclic or bicyclic 5-10-membered heteroaryl group with 1-2 heteroatoms selected from N, S and O, which in a given case is substituted independently of each other with up to two of the following substituents: F, Cl, Br, JOH, OR4, OCOR4COR4SR4, SOR4, SO2R4, R4, or two adjacent substituents on R2 together form one -O-CH2-O- , -O-CH2-CH2-O- or -CH2-CH2-CH2- group, R3 H, OH or O-C1-6-alkyl, R4 and R4' mutually independent C1-4-perfluoroalkyl or C1-6-alkylA a straight-chain alkylene group selected from ethylene, propylene, and butylene, which in a given case is substituted with =O, OH, O-C1-3-alkyl, NH2, NH-C1-3-alkyl, NH-C1-3-al-kanoyl, N (C1-3-alkyl)2 and N(C1-3-alkyl)(C1-3-alkanoyl),B COOH, CONH2, CONHNH2, CONHR5, CONR5R5', each attached to a carbon atom of group A, R5 and R5' to each other independently a residue selected from the group consisting of C1-6-alkyl, C2-6-alkenyl, C2-6-alkynyl, wherein one carbon atom may be replaced by O, S, SO, SO2, NH, N-C1- 3-alkyl or N-C-1-3-alkanoyl, further (C0-3-alkanediyl-C3-7-cycloalkyl), whereby in a five-membered cycloalkyl-ring one member of the ring can be ring-N or ring-O, and in a six-membered or a seven-membered cycloalkyl ring, one or two members of the ring may each be an N-atom of the ring and/or an O-atom of the ring, wherein the N-atoms of the ring may be substituted in a given case with C1-3-alkyl or C1-3-alkanoyl , as well as (C0-3-alkanediyl-phenyl) and (C0-3-alkanediyl-heteroaryl), wherein the heteroaryl group is five- or six-membered and contains one or two heteroatoms, selected from the group consisting of N, S and O , whereby all the aforementioned alkyl- and cycloalkyl residues in a given case can be substituted with up to two residues selected from the group consisting of CF3, C2F2, OH, O-C1-3-alkyl, NH2, NH-C1-3-alkyl, NH-C1-3-alkanoyl, N(C1-3-alkyl)2, N(C1-3-alkyl)(C1-3-alkanoyl), COOH, CONH2 and COO-C1-3-alkyl, and all of the above phenyl- and heteroaryl groups may be substituted with up to two residues selected from the group consisting of F, Cl, Br, CH3, C2H5, OH, OCH3, OC2H5, NO2, N(CH3)2, CF3, C2F5, and SO2NH2 or R5 and R5 ´ form together with the N-atom a five- to seven-membered heterocyclic ring which may contain a further N- or O- or S-atom which may be substituted with C1-4-alkyl, (C0-2-alkanediyl-C1-4-alkoxy ), C1-4-Alkoxycarbonyl, amine
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10207844A DE10207844A1 (en) | 2002-02-15 | 2002-02-15 | 1-phenyl-2-heteroaryl-substituted benzimidazole derivatives, their use for the preparation of medicaments and pharmaceutical preparations containing these derivatives |
| PCT/EP2003/000462 WO2003068766A1 (en) | 2002-02-15 | 2003-01-17 | 1-phenyl-2-heteroaryl-substituted benzimidazole derivatives, the use thereof for producing drugs used in the treatment of immunological diseases |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RS71404A RS71404A (en) | 2006-10-27 |
| RS51831B true RS51831B (en) | 2012-02-29 |
Family
ID=27674913
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| YU71404A RS51831B (en) | 2002-02-15 | 2003-01-17 | 1-phenil-2-heteroaryl substitated benzimidazol derivatives, the use thereof for producing drugs used in the treatment of immunological diseases. |
Country Status (30)
| Country | Link |
|---|---|
| EP (1) | EP1474415B1 (en) |
| JP (1) | JP4739675B2 (en) |
| KR (1) | KR101027556B1 (en) |
| CN (1) | CN1317274C (en) |
| AR (1) | AR038492A1 (en) |
| AT (1) | ATE517881T1 (en) |
| AU (1) | AU2003205624B2 (en) |
| BR (1) | BR0307723A (en) |
| CA (1) | CA2475780C (en) |
| CR (1) | CR7442A (en) |
| CY (1) | CY1113230T1 (en) |
| DE (1) | DE10207844A1 (en) |
| DK (1) | DK1474415T3 (en) |
| EC (1) | ECSP045296A (en) |
| ES (1) | ES2369662T3 (en) |
| IL (1) | IL163431A (en) |
| MX (1) | MXPA04007949A (en) |
| NO (1) | NO329667B1 (en) |
| NZ (1) | NZ534660A (en) |
| PE (1) | PE20030941A1 (en) |
| PL (1) | PL216233B1 (en) |
| PT (1) | PT1474415E (en) |
| RS (1) | RS51831B (en) |
| RU (1) | RU2325384C2 (en) |
| SI (1) | SI1474415T1 (en) |
| TW (1) | TWI328583B (en) |
| UA (1) | UA81243C2 (en) |
| UY (1) | UY27661A1 (en) |
| WO (1) | WO2003068766A1 (en) |
| ZA (1) | ZA200407381B (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR101020399B1 (en) | 2002-03-27 | 2011-03-08 | 글락소 그룹 리미티드 | Quinoline Derivatives and Uses thereof as 5-HT6 Ligands |
| CN1791395B (en) * | 2003-05-19 | 2012-09-26 | Irm责任有限公司 | Immunosuppressant compounds and compositions |
| WO2014044611A1 (en) | 2012-09-20 | 2014-03-27 | Bayer Pharma Aktiengesellschaft | 1-aryl-2-heteroaryl benzimidazoles for the induction of neuronal regeneration |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4330959A1 (en) * | 1993-09-09 | 1995-03-16 | Schering Ag | New benzimidazole derivatives, processes for their preparation and their pharmaceutical use |
| PT1246808E (en) * | 2000-01-14 | 2011-11-30 | Bayer Schering Pharma Ag | 1,2-diaryl benzimidazoles for treating illnesses associated with a microglia activation |
| US7115645B2 (en) * | 2000-01-14 | 2006-10-03 | Schering Aktiengesellschaft | 1,2 diarylbenzimidazoles and their pharmaceutical use |
| DE10207843A1 (en) * | 2002-02-15 | 2003-09-04 | Schering Ag | Microlia inhibitors for interruption of interleukin 12 and IFN-gamma mediated immune responses |
-
2002
- 2002-02-15 DE DE10207844A patent/DE10207844A1/en not_active Ceased
-
2003
- 2003-01-17 DK DK03702464.3T patent/DK1474415T3/en active
- 2003-01-17 MX MXPA04007949A patent/MXPA04007949A/en active IP Right Grant
- 2003-01-17 BR BR0307723-3A patent/BR0307723A/en not_active IP Right Cessation
- 2003-01-17 JP JP2003567893A patent/JP4739675B2/en not_active Expired - Fee Related
- 2003-01-17 NZ NZ534660A patent/NZ534660A/en not_active IP Right Cessation
- 2003-01-17 EP EP03702464A patent/EP1474415B1/en not_active Expired - Lifetime
- 2003-01-17 ES ES03702464T patent/ES2369662T3/en not_active Expired - Lifetime
- 2003-01-17 AT AT03702464T patent/ATE517881T1/en active
- 2003-01-17 UA UA20040907405A patent/UA81243C2/en unknown
- 2003-01-17 RU RU2004127678/04A patent/RU2325384C2/en not_active IP Right Cessation
- 2003-01-17 KR KR1020047012576A patent/KR101027556B1/en not_active Expired - Fee Related
- 2003-01-17 RS YU71404A patent/RS51831B/en unknown
- 2003-01-17 CA CA2475780A patent/CA2475780C/en not_active Expired - Fee Related
- 2003-01-17 PT PT03702464T patent/PT1474415E/en unknown
- 2003-01-17 SI SI200332061T patent/SI1474415T1/en unknown
- 2003-01-17 CN CNB038039974A patent/CN1317274C/en not_active Expired - Fee Related
- 2003-01-17 WO PCT/EP2003/000462 patent/WO2003068766A1/en active Application Filing
- 2003-01-17 AU AU2003205624A patent/AU2003205624B2/en not_active Ceased
- 2003-01-17 PL PL371269A patent/PL216233B1/en unknown
- 2003-01-31 PE PE2003000110A patent/PE20030941A1/en not_active Application Discontinuation
- 2003-02-11 UY UY27661A patent/UY27661A1/en not_active Application Discontinuation
- 2003-02-12 AR ARP030100437A patent/AR038492A1/en not_active Application Discontinuation
- 2003-02-14 TW TW092103073A patent/TWI328583B/en not_active IP Right Cessation
-
2004
- 2004-08-10 IL IL163431A patent/IL163431A/en not_active IP Right Cessation
- 2004-09-01 CR CR7442A patent/CR7442A/en not_active Application Discontinuation
- 2004-09-14 EC EC2004005296A patent/ECSP045296A/en unknown
- 2004-09-14 NO NO20043841A patent/NO329667B1/en not_active IP Right Cessation
- 2004-09-14 ZA ZA2004/07381A patent/ZA200407381B/en unknown
-
2011
- 2011-10-26 CY CY20111101016T patent/CY1113230T1/en unknown
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