HUP0103256A2 - Tio-benzimidazol-származékok, és a vegyületeket tartalmazó gyógyászati készítmények - Google Patents
Tio-benzimidazol-származékok, és a vegyületeket tartalmazó gyógyászati készítményekInfo
- Publication number
- HUP0103256A2 HUP0103256A2 HU0103256A HUP0103256A HUP0103256A2 HU P0103256 A2 HUP0103256 A2 HU P0103256A2 HU 0103256 A HU0103256 A HU 0103256A HU P0103256 A HUP0103256 A HU P0103256A HU P0103256 A2 HUP0103256 A2 HU P0103256A2
- Authority
- HU
- Hungary
- Prior art keywords
- group
- substituted
- straight
- branched
- unsubstituted
- Prior art date
Links
- KSAPYRIVHFAQGR-UHFFFAOYSA-N 1-sulfanylbenzimidazole Chemical class C1=CC=C2N(S)C=NC2=C1 KSAPYRIVHFAQGR-UHFFFAOYSA-N 0.000 title abstract 3
- 150000001875 compounds Chemical class 0.000 title 1
- 239000008194 pharmaceutical composition Substances 0.000 title 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 7
- 229910052799 carbon Inorganic materials 0.000 abstract 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 4
- 229910052757 nitrogen Inorganic materials 0.000 abstract 3
- 229910052760 oxygen Inorganic materials 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000002947 alkylene group Chemical group 0.000 abstract 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 2
- 125000005843 halogen group Chemical group 0.000 abstract 2
- 239000001301 oxygen Substances 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- 125000001424 substituent group Chemical group 0.000 abstract 2
- 125000004434 sulfur atom Chemical group 0.000 abstract 2
- 125000004953 trihalomethyl group Chemical group 0.000 abstract 2
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 abstract 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 1
- PCJFEVUKVKQSSL-UHFFFAOYSA-N 2h-1,2,4-oxadiazol-5-one Chemical compound O=C1N=CNO1 PCJFEVUKVKQSSL-UHFFFAOYSA-N 0.000 abstract 1
- IGAVZWMNOPFOCW-UHFFFAOYSA-N 2h-1,2,4-thiadiazol-5-one Chemical group O=C1NC=NS1 IGAVZWMNOPFOCW-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000000732 arylene group Chemical group 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- -1 cyano, hydroxyl group Chemical group 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 201000010099 disease Diseases 0.000 abstract 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract 1
- 125000001072 heteroaryl group Chemical group 0.000 abstract 1
- 125000005549 heteroarylene group Chemical group 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- 125000000547 substituted alkyl group Chemical group 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 0.000 abstract 1
- RAHZWNYVWXNFOC-UHFFFAOYSA-N sulfur dioxide Inorganic materials O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 abstract 1
- 125000003831 tetrazolyl group Chemical group 0.000 abstract 1
- 125000004951 trihalomethoxy group Chemical group 0.000 abstract 1
Classifications
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- 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
- C07D401/12—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 chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/06—Antiasthmatics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
-
- 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
- A61P27/14—Decongestants or antiallergics
-
- 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
- A61P37/08—Antiallergic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
- C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
- C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
- C07D235/24—Benzimidazoles; Hydrogenated benzimidazoles 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 in position 2
- C07D235/28—Sulfur atoms
-
- 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
- C07D405/12—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 chain containing hetero atoms as chain links
-
- 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
- C07D409/06—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 only aliphatic carbon atoms
-
- 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
- C07D409/12—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 chain containing hetero atoms as chain links
-
- 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
- C07D413/02—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
- C07D413/12—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 chain containing hetero atoms as chain links
-
- 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
- C07D417/02—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
- C07D417/12—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 chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Engineering & Computer Science (AREA)
- Pulmonology (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Physical Education & Sports Medicine (AREA)
- Rheumatology (AREA)
- Immunology (AREA)
- Ophthalmology & Optometry (AREA)
- Pain & Pain Management (AREA)
- Vascular Medicine (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Urology & Nephrology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
A tal lm ny t rgya (1) ltal nos képletű tio-benzimidazol-sz rmazékvagy gyógy szatilag elfogadható sója; - ahol a képletben R1 és R2egyidejűleg vagy egym stól függetlenül lehet hidrogén- vagyhalogénatom, trihalogén-metil-, ciano-, hidroxilcsoport, 1-4szénatomos alkil- vagy alkoxicsoport, vagy R1 és R2 együtt -O-CH2-O-,-O-CH2-CH2-O- vagy -CH2-CH2-CH2- képletű csoportot képez, ahol aszénatomok egy vagy t"bb 1-4 szénatomos alkilcsoporttal lehetnekhelyettesítve; A jelentése vegyértékvonal, szubsztitu lt vagyszubsztitu latlan, egyenes vagy el gazó l ncú 1-6 szénatomosalkiléncsoport, szubsztitu lt vagy szubsztitu latlan 6-11 szénatomosariléncsoport, vagy szubsztitu lt vagy szubsztitu latlan 4-10szénatomos heteroarilén-csoport, amely egy vagy t"bb oxigén-,nitrogén- és kénatomot tartalmazhat a gyűrűn; E jelentése COOR3,SO3R3, CONHR3, SO2NHR3, tetrazolcsoport, 5-oxo-1,2,4-oxadiazol- vagy5-oxo-1,2,4-tiadiazolcsoport, ahol R3 jelentése hidrogénatom vagyegyenes vagy el gazó l ncú 1-6 szénatomos alkilcsoport; G jelentéseszubsztitu lt vagy szubsztitu latlan, egyenes vagy el gazó 1-6szénatomos alkiléncsoport, amely meg lehet szakítva egy vagy t"bb O,S, SO2 vagy NR3 csoporttal, ahol R3 jelentése a fenti és aszubsztituens jelentése halogénatom, hidroxil-, nitro-, cianocsoportvagy egyenes vagy el gazó l ncú 1-6 szénatomos alkilcsoport, vagyegyenes vagy el gazó l ncú 1-6 szénatomos alkoxicsoport (aszubsztituensek a szomszédos helyeken egy acet lk"tésen keresztülkapcsolódhatnak egym shoz), vagy trihalogénmetil-, trihalogén-metoxi-,fenil- vagy oxocsoport; m értéke 0-2; X jelentése CH vagynitrogénatom; J jelentése adott esetben szubsztitu lt alkil-,cikloalkil-, aril-, heteroarilcsoport, amely egy vagy t"bb oxigén-,nitrogén- és kénatomot tartalmazhat a gyűrűben; - és a tio-benzimidazol-sz rmazék és a gyógy szatilag elfogadható só a hum n kinzt g tolja. ═gy alkalmasak kül"nb"ző olyan betegségek meg- előzéséreés/vagy gyógyít s ra, amelyekben a hum n kin z j tszik szerepet. Ó
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP20025098 | 1998-07-15 | ||
| PCT/JP1999/003799 WO2000003997A1 (fr) | 1998-07-15 | 1999-07-14 | Derives de thiobenzimidazole |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| HUP0103256A2 true HUP0103256A2 (hu) | 2002-04-29 |
| HUP0103256A3 HUP0103256A3 (en) | 2002-05-28 |
Family
ID=16421274
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HU0103256A HUP0103256A3 (en) | 1998-07-15 | 1999-07-14 | Thiobenzimidazole derivatives and pharmaceutical compositions containing the compounds |
Country Status (22)
| Country | Link |
|---|---|
| US (2) | US7268145B2 (hu) |
| EP (1) | EP1097926A4 (hu) |
| JP (1) | JP3923255B2 (hu) |
| KR (1) | KR100903531B1 (hu) |
| CN (1) | CN1187337C (hu) |
| AU (1) | AU758789B2 (hu) |
| BG (1) | BG65514B1 (hu) |
| BR (1) | BR9912098A (hu) |
| CA (1) | CA2336909C (hu) |
| EE (1) | EE04904B1 (hu) |
| HR (1) | HRP20010030A2 (hu) |
| HU (1) | HUP0103256A3 (hu) |
| ID (1) | ID26899A (hu) |
| IL (1) | IL140862A (hu) |
| IS (1) | IS5807A (hu) |
| NO (1) | NO318957B1 (hu) |
| NZ (1) | NZ509207A (hu) |
| PL (1) | PL203730B1 (hu) |
| RU (1) | RU2237663C2 (hu) |
| SK (1) | SK212001A3 (hu) |
| TR (1) | TR200100047T2 (hu) |
| WO (1) | WO2000003997A1 (hu) |
Families Citing this family (38)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20040010004A1 (en) | 2000-01-17 | 2004-01-15 | Naoki Tsuchiya | Benzimidazole derivatives |
| JP2007119478A (ja) * | 1998-07-15 | 2007-05-17 | Teijin Ltd | チオベンズイミダゾール誘導体 |
| JP3923255B2 (ja) | 1998-07-15 | 2007-05-30 | 帝人株式会社 | チオベンズイミダゾール誘導体 |
| AU783839B2 (en) * | 2000-01-17 | 2005-12-15 | Teijin Limited | Human chymase inhibitors |
| DE60130865T2 (de) * | 2000-01-17 | 2008-07-17 | Teijin Pharma Ltd. | Benzimidazol-derivate als menschliche chymase - inhibitoren |
| DE60121695T2 (de) | 2000-02-22 | 2007-08-30 | Daiichi Asubio Pharma Co., Ltd. | Arzneimittel mit chymaseinhibitoren als wirksames mittel zur behandlung von dermatitis mit zweiphasigen hautreaktionen |
| JP4759500B2 (ja) * | 2001-02-22 | 2011-08-31 | 帝人株式会社 | ベンゾ［ｂ］チオフェン誘導体、およびその製造方法 |
| EP1362854B1 (en) * | 2001-02-22 | 2007-10-31 | Teijin Pharma Limited | Benzo[b[thiophene derivatives and process for producing the same |
| JPWO2004007464A1 (ja) * | 2002-07-10 | 2005-11-10 | 住友製薬株式会社 | イミダゾール誘導体 |
| CL2004001034A1 (es) * | 2003-05-14 | 2005-03-28 | Teijin Pharma Ltd | Formas cristalinas de acido 4-(1-((,etilbenzotiofen-3-il)me til)benzimidazol-2-iltio)butanoico; procedimiento de preparacion de las formas cristalinas; composicion farmaceutica; y su uso para el tratamiento de enfermedades inflamatorias, alergicas, r |
| AU2004266536A1 (en) * | 2003-08-22 | 2005-03-03 | Teijin Pharma Limited | Drug containing chymase inhibitor as the active ingredient |
| BRPI0514611A (pt) * | 2004-08-26 | 2008-06-17 | Actelion Pharmaceuticals Ltd | uso de um composto, compostos, e, medicamento |
| WO2006052026A1 (ja) * | 2004-11-12 | 2006-05-18 | Teijin Pharma Limited | ベンズイミダゾール誘導体の酸性塩及びその結晶 |
| UA95788C2 (en) * | 2005-12-15 | 2011-09-12 | Ф. Хоффманн-Ля Рош Аг | Fused pyrrole derivatives |
| JP4339371B2 (ja) * | 2007-03-22 | 2009-10-07 | 株式会社ソニー・コンピュータエンタテインメント | 情報処理装置および情報処理方法 |
| WO2008153129A1 (ja) * | 2007-06-14 | 2008-12-18 | Teijin Pharma Limited | 尿酸値低下剤 |
| WO2009133964A1 (ja) * | 2008-04-28 | 2009-11-05 | 国立大学法人九州大学 | 酸化ストレス抑制剤 |
| CA2737694C (en) | 2008-09-26 | 2013-07-02 | Merck Sharp & Dohme Corp. | Novel cyclic benzimidazole derivatives useful anti-diabetic agents |
| CN102264228A (zh) | 2008-10-22 | 2011-11-30 | 默沙东公司 | 用于抗糖尿病药的新的环状苯并咪唑衍生物 |
| WO2010051176A1 (en) | 2008-10-29 | 2010-05-06 | Merck Sharp & Dohme Corp. | Novel cyclic benzimidazole derivatives useful anti-diabetic agents |
| US8329914B2 (en) | 2008-10-31 | 2012-12-11 | Merck Sharp & Dohme Corp | Cyclic benzimidazole derivatives useful as anti-diabetic agents |
| WO2011106273A1 (en) | 2010-02-25 | 2011-09-01 | Merck Sharp & Dohme Corp. | Novel cyclic benzimidazole derivatives useful anti-diabetic agents |
| CA2826649C (en) | 2011-02-25 | 2016-07-26 | Merck Sharp & Dohme Corp. | Novel cyclic azabenzimidazole derivatives useful as anti-diabetic agents |
| US8889730B2 (en) | 2012-04-10 | 2014-11-18 | Pfizer Inc. | Indole and indazole compounds that activate AMPK |
| US20140045746A1 (en) | 2012-08-02 | 2014-02-13 | Merck Sharp & Dohme Corp. | Antidiabetic tricyclic compounds |
| US9382243B2 (en) | 2012-08-22 | 2016-07-05 | Merck Sharp & Dohme Corp. | Azabenzimidazole tetrahydropyran derivatives |
| EP2887807B1 (en) | 2012-08-22 | 2019-09-18 | Merck Sharp & Dohme Corp. | Benzimidazole hexahydrofuro[3,2-b]furan derivatives useful as amp-activated protein kinase activators |
| WO2014031441A1 (en) | 2012-08-22 | 2014-02-27 | Merck Sharp & Dohme Corp. | Novel benzimidazole tetrahydrofuran derivatives |
| US9868733B2 (en) | 2012-08-22 | 2018-01-16 | Merck Sharp & Dohme Corp. | Azabenzimidazole tetrahydrofuran derivatives |
| US9527839B2 (en) | 2012-08-22 | 2016-12-27 | Merck Sharp & Dohme Corp. | Benzimidazole tetrahydropyran derivatives |
| WO2014031515A1 (en) | 2012-08-22 | 2014-02-27 | Merck Sharp & Dohme Corp. | Novel azabenzimidazole hexahydrofuro[3,2-b]furan derivatives |
| KR101435496B1 (ko) * | 2012-10-22 | 2014-08-28 | 한국과학기술연구원 | 미토콘드리아 기능 조절제로서의 벤즈이미다졸 유도체 |
| US9650375B2 (en) | 2013-03-14 | 2017-05-16 | Merck Sharp & Dohme Corp. | Indole derivatives useful as anti-diabetic agents |
| CA2905242C (en) | 2013-03-15 | 2016-11-29 | Pfizer Inc. | Indole compounds that activate ampk |
| WO2015051496A1 (en) | 2013-10-08 | 2015-04-16 | Merck Sharp & Dohme Corp. | Antidiabetic tricyclic compounds |
| ES2747973T3 (es) | 2013-11-15 | 2020-03-12 | Merck Sharp & Dohme | Compuestos tricíclicos antidiabéticos |
| WO2015089809A1 (en) | 2013-12-19 | 2015-06-25 | Merck Sharp & Dohme Corp. | Antidiabetic substituted heteroaryl compounds |
| US11351149B2 (en) | 2020-09-03 | 2022-06-07 | Pfizer Inc. | Nitrile-containing antiviral compounds |
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| JPS5617073B2 (hu) * | 1971-10-28 | 1981-04-20 | ||
| DE2648411C2 (de) * | 1976-10-26 | 1984-05-17 | Mtu Motoren- Und Turbinen-Union Friedrichshafen Gmbh, 7990 Friedrichshafen | Mehrzylindrige Dieselbrennkraftmaschine |
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-
1999
- 1999-07-14 JP JP2000560104A patent/JP3923255B2/ja not_active Expired - Fee Related
- 1999-07-14 KR KR1020017000503A patent/KR100903531B1/ko not_active IP Right Cessation
- 1999-07-14 SK SK21-2001A patent/SK212001A3/sk unknown
- 1999-07-14 TR TR2001/00047T patent/TR200100047T2/xx unknown
- 1999-07-14 EP EP99929832A patent/EP1097926A4/en not_active Withdrawn
- 1999-07-14 CA CA002336909A patent/CA2336909C/en not_active Expired - Fee Related
- 1999-07-14 WO PCT/JP1999/003799 patent/WO2000003997A1/ja active IP Right Grant
- 1999-07-14 EE EEP200100022A patent/EE04904B1/xx not_active IP Right Cessation
- 1999-07-14 IL IL14086299A patent/IL140862A/xx not_active IP Right Cessation
- 1999-07-14 AU AU46519/99A patent/AU758789B2/en not_active Ceased
- 1999-07-14 ID IDW20010090A patent/ID26899A/id unknown
- 1999-07-14 PL PL345540A patent/PL203730B1/pl not_active IP Right Cessation
- 1999-07-14 HU HU0103256A patent/HUP0103256A3/hu unknown
- 1999-07-14 RU RU2001104339A patent/RU2237663C2/ru not_active IP Right Cessation
- 1999-07-14 CN CNB998108162A patent/CN1187337C/zh not_active Expired - Fee Related
- 1999-07-14 BR BR9912098-4A patent/BR9912098A/pt not_active Application Discontinuation
- 1999-07-14 NZ NZ509207A patent/NZ509207A/xx not_active IP Right Cessation
-
2001
- 2001-01-12 HR HR20010030A patent/HRP20010030A2/hr not_active Application Discontinuation
- 2001-01-12 NO NO20010193A patent/NO318957B1/no not_active IP Right Cessation
- 2001-01-12 IS IS5807A patent/IS5807A/is unknown
- 2001-01-15 BG BG105149A patent/BG65514B1/bg unknown
-
2004
- 2004-10-14 US US10/963,710 patent/US7268145B2/en not_active Expired - Fee Related
-
2007
- 2007-05-09 US US11/797,975 patent/US20070275995A1/en not_active Abandoned
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