ZA200209408B - Salts of bicyclic, N-acylated imidazo-3-amines and imidazo-5-amines. - Google Patents
Salts of bicyclic, N-acylated imidazo-3-amines and imidazo-5-amines. Download PDFInfo
- Publication number
- ZA200209408B ZA200209408B ZA200209408A ZA200209408A ZA200209408B ZA 200209408 B ZA200209408 B ZA 200209408B ZA 200209408 A ZA200209408 A ZA 200209408A ZA 200209408 A ZA200209408 A ZA 200209408A ZA 200209408 B ZA200209408 B ZA 200209408B
- Authority
- ZA
- South Africa
- Prior art keywords
- imidazo
- amine
- iumchloride
- acetyl
- composition
- Prior art date
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- 150000003839 salts Chemical class 0.000 title claims description 78
- 125000002619 bicyclic group Chemical class 0.000 title claims description 69
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 327
- 238000000034 method Methods 0.000 claims description 131
- 239000000047 product Substances 0.000 claims description 73
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 claims description 70
- 239000002253 acid Substances 0.000 claims description 65
- 239000000203 mixture Substances 0.000 claims description 61
- 239000000126 substance Substances 0.000 claims description 57
- -1 1,1,3,3-tetramethylbutyl Chemical group 0.000 claims description 54
- 229910052799 carbon Inorganic materials 0.000 claims description 51
- 150000007513 acids Chemical class 0.000 claims description 47
- 239000000460 chlorine Substances 0.000 claims description 47
- QRZMXADUXZADTF-UHFFFAOYSA-N imidazo-5-amine Natural products NC1=CNC=N1 QRZMXADUXZADTF-UHFFFAOYSA-N 0.000 claims description 40
- 239000007795 chemical reaction product Substances 0.000 claims description 39
- 238000011282 treatment Methods 0.000 claims description 38
- 125000000217 alkyl group Chemical group 0.000 claims description 36
- 229910052739 hydrogen Inorganic materials 0.000 claims description 36
- 239000001257 hydrogen Substances 0.000 claims description 35
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 32
- 150000002431 hydrogen Chemical class 0.000 claims description 29
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 27
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- 238000006243 chemical reaction Methods 0.000 claims description 27
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 27
- 239000008194 pharmaceutical composition Substances 0.000 claims description 27
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- 150000001875 compounds Chemical class 0.000 claims description 22
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 19
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- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 claims description 13
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- BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 claims description 9
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- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims description 9
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 9
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- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 claims description 9
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- 229910052794 bromium Inorganic materials 0.000 claims description 9
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- 235000002906 tartaric acid Nutrition 0.000 claims description 9
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 9
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- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 7
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 7
- 125000003118 aryl group Chemical group 0.000 claims description 7
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 6
- 150000001409 amidines Chemical class 0.000 claims description 6
- 150000001450 anions Chemical class 0.000 claims description 6
- 229910052731 fluorine Inorganic materials 0.000 claims description 6
- 125000001072 heteroaryl group Chemical group 0.000 claims description 6
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- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 5
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- 229920002223 polystyrene Polymers 0.000 claims description 5
- AOJFQRQNPXYVLM-UHFFFAOYSA-N pyridin-1-ium;chloride Chemical compound [Cl-].C1=CC=[NH+]C=C1 AOJFQRQNPXYVLM-UHFFFAOYSA-N 0.000 claims description 5
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- QLJKOYRRYBCUDP-UHFFFAOYSA-M 1-[5-(tert-butylamino)-6-phenylimidazo[2,1-b][1,3]thiazol-4-ium-7-yl]ethanone;chloride Chemical compound [Cl-].CC(C)(C)NC=1N2C=CSC2=[N+](C(=O)C)C=1C1=CC=CC=C1 QLJKOYRRYBCUDP-UHFFFAOYSA-M 0.000 claims description 2
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Classifications
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- 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
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- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
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- C07D—HETEROCYCLIC COMPOUNDS
- C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
- C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
- C07D513/04—Ortho-condensed systems
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Pain & Pain Management (AREA)
- Psychiatry (AREA)
- Ophthalmology & Optometry (AREA)
- Pulmonology (AREA)
- Addiction (AREA)
- Child & Adolescent Psychology (AREA)
- Diabetes (AREA)
- Urology & Nephrology (AREA)
- Anesthesiology (AREA)
- Dermatology (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE10019714A DE10019714A1 (de) | 2000-04-20 | 2000-04-20 | Salze von bicyclischen, N-acylierten Imidazo-3-aminen und Imidazo-5-aminen |
Publications (1)
Publication Number | Publication Date |
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ZA200209408B true ZA200209408B (en) | 2004-02-19 |
Family
ID=7639529
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ZA200209408A ZA200209408B (en) | 2000-04-20 | 2002-11-19 | Salts of bicyclic, N-acylated imidazo-3-amines and imidazo-5-amines. |
Country Status (30)
Country | Link |
---|---|
US (2) | US7087607B2 (tr) |
EP (1) | EP1274709B1 (tr) |
JP (1) | JP2003531208A (tr) |
KR (1) | KR100756594B1 (tr) |
CN (1) | CN1232520C (tr) |
AR (1) | AR030559A1 (tr) |
AT (1) | ATE277045T1 (tr) |
AU (2) | AU5830501A (tr) |
BR (1) | BR0110357A (tr) |
CA (1) | CA2402808A1 (tr) |
CZ (1) | CZ20023476A3 (tr) |
DE (2) | DE10019714A1 (tr) |
DK (1) | DK1274709T3 (tr) |
ES (1) | ES2227186T3 (tr) |
HK (1) | HK1052703B (tr) |
HU (1) | HUP0300532A3 (tr) |
IL (2) | IL152352A0 (tr) |
MX (1) | MXPA02009602A (tr) |
NO (1) | NO323542B1 (tr) |
NZ (1) | NZ521069A (tr) |
PE (1) | PE20011213A1 (tr) |
PL (1) | PL365676A1 (tr) |
PT (1) | PT1274709E (tr) |
RU (1) | RU2268888C2 (tr) |
SI (1) | SI1274709T1 (tr) |
SK (1) | SK15022002A3 (tr) |
TR (1) | TR200402755T4 (tr) |
UY (1) | UY26675A1 (tr) |
WO (1) | WO2001081344A1 (tr) |
ZA (1) | ZA200209408B (tr) |
Families Citing this family (18)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE10019714A1 (de) | 2000-04-20 | 2002-01-10 | Gruenenthal Gmbh | Salze von bicyclischen, N-acylierten Imidazo-3-aminen und Imidazo-5-aminen |
DE10050663A1 (de) † | 2000-10-13 | 2002-04-18 | Gruenenthal Gmbh | Verwendung von substituierten Imidazo[1,2-a]pyridin-, -pyrimidin- und pyrazin-3-yl-amin-Derivaten zur Herstellung von Medikamenten zur NOS-Inhibierung |
CA2609299A1 (en) | 2005-05-20 | 2006-11-23 | Array Biopharma Inc. | Raf inhibitor compounds and methods of use thereof |
US7709468B2 (en) | 2005-09-02 | 2010-05-04 | Abbott Laboratories | Imidazo based heterocycles |
JP5200939B2 (ja) | 2005-12-23 | 2013-06-05 | アリアド・ファーマシューティカルズ・インコーポレイテッド | 二環式ヘテロアリール化合物 |
WO2007109120A2 (en) | 2006-03-17 | 2007-09-27 | Ambit Biosciences Corporation | Imidazolothiazole compounds for the treatment of disease |
EA200870592A1 (ru) * | 2006-05-31 | 2009-08-28 | Галапагос Н.В. | Триазолопиразиновые соединения, пригодные для лечения дегенеративных и воспалительных заболеваний |
EP2068869A4 (en) * | 2006-10-06 | 2011-05-25 | Abbott Lab | NEW IMIDAZOTHIAZOLE AND IMIDAZOXAZOLE |
US8703492B2 (en) | 2007-04-06 | 2014-04-22 | Qiagen Gaithersburg, Inc. | Open platform hybrid manual-automated sample processing system |
US7985375B2 (en) * | 2007-04-06 | 2011-07-26 | Qiagen Gaithersburg, Inc. | Sample preparation system and method for processing clinical specimens |
PL2201018T3 (pl) | 2007-09-19 | 2016-11-30 | STAŁE POSTACIE ZAWIERAJĄCE N-(5-TERT-BUTYLOIZOKSAZOL-3-ILO)-N'-{4--[7-(2-MORFOLIN-4-YLOETOKSY)IMIDAZO[2,1-b][1,3]BENZOTIAZOL-2-ILO]FENYLO}MOCZNIK, ICH KOMPOZYCJE ORAZ ICH ZASTOSOWANIA | |
WO2011063139A1 (en) | 2009-11-18 | 2011-05-26 | Qiagen | Laboratory central control unit method and system |
KR200453430Y1 (ko) * | 2011-01-10 | 2011-05-03 | 백현숙 | 싱크대용 선반 |
US9688695B2 (en) | 2012-04-26 | 2017-06-27 | Bristol-Myers Squibb Company | Imidazothiadiazole and imidazopyrazine derivatives as protease activated receptor 4 (PAR4) inhibitors for treating platelet aggregation |
EP2855489B1 (en) | 2012-04-26 | 2017-01-04 | Bristol-Myers Squibb Company | Imidazothiadiazole and imidazopyridazine derivatives as protease activated receptor 4 (par4) inhibitors for treating platelet aggregation |
WO2013163244A1 (en) | 2012-04-26 | 2013-10-31 | Bristol-Myers Squibb Company | Imidazothiadiazole derivatives as protease activated receptor 4 (par4) inhibitors for treating platelet aggregation |
US9617279B1 (en) | 2014-06-24 | 2017-04-11 | Bristol-Myers Squibb Company | Imidazooxadiazole compounds |
US9598419B1 (en) | 2014-06-24 | 2017-03-21 | Universite De Montreal | Imidazotriazine and imidazodiazine compounds |
Family Cites Families (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2857776A (en) | 1955-01-13 | 1958-10-28 | American Metal Prod | Lead screw selectively operable and releasable under load |
US3489755A (en) | 1966-08-03 | 1970-01-13 | Pfizer & Co C | Imidazo (1,2-b) pyridazines |
US3792166A (en) * | 1970-11-16 | 1974-02-12 | American Cyanamid Co | Method of using substituted imidazo (2,1-b)thiazoles as anthelmintic agents |
US3894022A (en) * | 1973-06-25 | 1975-07-08 | Sandoz Ag | Tetracyclic quinazolinones and quinazolinium salts |
JPS5398997A (en) * | 1977-02-09 | 1978-08-29 | Sumitomo Chem Co Ltd | Fused pyridine derivertives and process for their preparation |
GB2039882A (en) * | 1979-01-05 | 1980-08-20 | Ciba Geigy Ag | Bicyclic thiadiaza compounds and their use as medicaments |
EP0068378B1 (en) * | 1981-06-26 | 1986-03-05 | Schering Corporation | Novel imidazo(1,2-a)pyridines and pyrazines, processes for their preparation and pharmaceutical compositions containing them |
FR2568880B1 (fr) * | 1984-08-07 | 1986-12-12 | Synthelabo | Derives d'acylaminomethyl-3 imidazo(1,2-a)pyridines, leur preparation et leur application en therapeutique |
FR2627491B1 (fr) * | 1988-02-18 | 1992-01-24 | Roussel Uclaf | Nouveaux derives du benzocyclohexane et du benzocycloheptane ainsi que leurs sels, leur procede de preparation et les nouveaux intermediaires ainsi obtenus, leur application comme medicaments et les compositions les renfermant |
JPH0753730B2 (ja) * | 1988-07-26 | 1995-06-07 | 三共株式会社 | イミダゾピラゾール誘導体 |
US5536853A (en) * | 1994-04-11 | 1996-07-16 | Chiron Corporation | Opiate receptor ligands |
DE10019714A1 (de) | 2000-04-20 | 2002-01-10 | Gruenenthal Gmbh | Salze von bicyclischen, N-acylierten Imidazo-3-aminen und Imidazo-5-aminen |
-
2000
- 2000-04-20 DE DE10019714A patent/DE10019714A1/de not_active Withdrawn
-
2001
- 2001-04-03 HU HU0300532A patent/HUP0300532A3/hu unknown
- 2001-04-03 EP EP01931560A patent/EP1274709B1/de not_active Expired - Lifetime
- 2001-04-03 AU AU5830501A patent/AU5830501A/xx active Pending
- 2001-04-03 AT AT01931560T patent/ATE277045T1/de active
- 2001-04-03 IL IL15235201A patent/IL152352A0/xx unknown
- 2001-04-03 WO PCT/EP2001/003772 patent/WO2001081344A1/de active IP Right Grant
- 2001-04-03 CN CNB018079423A patent/CN1232520C/zh not_active Expired - Fee Related
- 2001-04-03 PT PT01931560T patent/PT1274709E/pt unknown
- 2001-04-03 BR BR0110357-1A patent/BR0110357A/pt not_active Application Discontinuation
- 2001-04-03 CA CA002402808A patent/CA2402808A1/en not_active Abandoned
- 2001-04-03 RU RU2002130245/04A patent/RU2268888C2/ru active
- 2001-04-03 DE DE50103764T patent/DE50103764D1/de not_active Expired - Lifetime
- 2001-04-03 MX MXPA02009602A patent/MXPA02009602A/es active IP Right Grant
- 2001-04-03 ES ES01931560T patent/ES2227186T3/es not_active Expired - Lifetime
- 2001-04-03 JP JP2001578434A patent/JP2003531208A/ja not_active Withdrawn
- 2001-04-03 DK DK01931560T patent/DK1274709T3/da active
- 2001-04-03 PL PL01365676A patent/PL365676A1/xx not_active Application Discontinuation
- 2001-04-03 NZ NZ521069A patent/NZ521069A/en unknown
- 2001-04-03 CZ CZ20023476A patent/CZ20023476A3/cs unknown
- 2001-04-03 AU AU2001258305A patent/AU2001258305B2/en not_active Ceased
- 2001-04-03 SI SI200130236T patent/SI1274709T1/xx unknown
- 2001-04-03 TR TR2004/02755T patent/TR200402755T4/tr unknown
- 2001-04-03 KR KR1020027014037A patent/KR100756594B1/ko not_active IP Right Cessation
- 2001-04-03 SK SK1502-2002A patent/SK15022002A3/sk unknown
- 2001-04-17 AR ARP010101796A patent/AR030559A1/es unknown
- 2001-04-19 PE PE2001000355A patent/PE20011213A1/es not_active Application Discontinuation
- 2001-04-20 UY UY26675A patent/UY26675A1/es not_active Application Discontinuation
-
2002
- 2002-10-07 NO NO20024838A patent/NO323542B1/no not_active IP Right Cessation
- 2002-10-17 IL IL152352A patent/IL152352A/en active IP Right Grant
- 2002-10-18 US US10/273,344 patent/US7087607B2/en not_active Expired - Fee Related
- 2002-11-19 ZA ZA200209408A patent/ZA200209408B/en unknown
-
2003
- 2003-07-10 HK HK03105003.1A patent/HK1052703B/zh not_active IP Right Cessation
-
2006
- 2006-06-06 US US11/447,141 patent/US7153873B2/en not_active Expired - Fee Related
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