NO315854B1 - Nye triazolo[4,5-d]pyrimidinforbindelser, farmasöytisk preparat inneholdende slike forbindelser, anvendelse derav, og fremgangsmåte for deresfremstilling - Google Patents
Nye triazolo[4,5-d]pyrimidinforbindelser, farmasöytisk preparat inneholdende slike forbindelser, anvendelse derav, og fremgangsmåte for deresfremstilling Download PDFInfo
- Publication number
- NO315854B1 NO315854B1 NO20000312A NO20000312A NO315854B1 NO 315854 B1 NO315854 B1 NO 315854B1 NO 20000312 A NO20000312 A NO 20000312A NO 20000312 A NO20000312 A NO 20000312A NO 315854 B1 NO315854 B1 NO 315854B1
- Authority
- NO
- Norway
- Prior art keywords
- triazolo
- pyrimidin
- amino
- propylthio
- cyclopentane
- Prior art date
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- 150000001875 compounds Chemical class 0.000 title claims description 303
- 238000000034 method Methods 0.000 title claims description 281
- 238000002360 preparation method Methods 0.000 title claims description 10
- GIIGHSIIKVOWKZ-UHFFFAOYSA-N 2h-triazolo[4,5-d]pyrimidine Chemical class N1=CN=CC2=NNN=C21 GIIGHSIIKVOWKZ-UHFFFAOYSA-N 0.000 title description 3
- 239000008194 pharmaceutical composition Substances 0.000 title 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 290
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 258
- 125000001847 2-phenylcyclopropyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C1([H])C([H])([H])C1([H])* 0.000 claims description 96
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 81
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 38
- -1 methylethyl Chemical group 0.000 claims description 36
- 125000000217 alkyl group Chemical group 0.000 claims description 24
- 229910052739 hydrogen Inorganic materials 0.000 claims description 21
- 239000001257 hydrogen Substances 0.000 claims description 21
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims description 20
- 150000003839 salts Chemical class 0.000 claims description 16
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- 125000006239 protecting group Chemical group 0.000 claims description 13
- 235000010290 biphenyl Nutrition 0.000 claims description 12
- 125000000446 sulfanediyl group Chemical group *S* 0.000 claims description 12
- 238000006243 chemical reaction Methods 0.000 claims description 10
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- 238000011282 treatment Methods 0.000 claims description 10
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- 125000001424 substituent group Chemical group 0.000 claims description 8
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 7
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 6
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- 125000000524 functional group Chemical group 0.000 claims description 6
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- KHBQMWCZKVMBLN-UHFFFAOYSA-N Benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1 KHBQMWCZKVMBLN-UHFFFAOYSA-N 0.000 claims description 3
- 208000018262 Peripheral vascular disease Diseases 0.000 claims description 3
- YNPNZTXNASCQKK-UHFFFAOYSA-N Phenanthrene Natural products C1=CC=C2C3=CC=CC=C3C=CC2=C1 YNPNZTXNASCQKK-UHFFFAOYSA-N 0.000 claims description 3
- 206010043647 Thrombotic Stroke Diseases 0.000 claims description 3
- 208000032109 Transient ischaemic attack Diseases 0.000 claims description 3
- DGEZNRSVGBDHLK-UHFFFAOYSA-N [1,10]phenanthroline Chemical compound C1=CN=C2C3=NC=CC=C3C=CC2=C1 DGEZNRSVGBDHLK-UHFFFAOYSA-N 0.000 claims description 3
- 125000003545 alkoxy group Chemical group 0.000 claims description 3
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
- 239000003153 chemical reaction reagent Substances 0.000 claims description 3
- 150000002009 diols Chemical class 0.000 claims description 3
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 3
- CBOIHMRHGLHBPB-UHFFFAOYSA-N hydroxymethyl Chemical compound O[CH2] CBOIHMRHGLHBPB-UHFFFAOYSA-N 0.000 claims description 3
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- 201000010875 transient cerebral ischemia Diseases 0.000 claims description 3
- 125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 claims description 2
- GOJUJUVQIVIZAV-UHFFFAOYSA-N 2-amino-4,6-dichloropyrimidine-5-carbaldehyde Chemical group NC1=NC(Cl)=C(C=O)C(Cl)=N1 GOJUJUVQIVIZAV-UHFFFAOYSA-N 0.000 claims description 2
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- 230000015572 biosynthetic process Effects 0.000 claims description 2
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- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 230000033444 hydroxylation Effects 0.000 claims description 2
- 238000005805 hydroxylation reaction Methods 0.000 claims description 2
- 125000000896 monocarboxylic acid group Chemical group 0.000 claims description 2
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 2
- 238000002560 therapeutic procedure Methods 0.000 claims description 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 2
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 3
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 2
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 1
- 150000000180 1,2-diols Chemical class 0.000 claims 1
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- 125000003342 alkenyl group Chemical group 0.000 claims 1
- 125000005466 alkylenyl group Chemical group 0.000 claims 1
- MVHTVXFDPMHZNE-UHFFFAOYSA-N cyclopentane-1,2,3-triol Chemical compound OC1CCC(O)C1O MVHTVXFDPMHZNE-UHFFFAOYSA-N 0.000 claims 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- HNQIVZYLYMDVSB-NJFSPNSNSA-N methanesulfonamide Chemical compound [14CH3]S(N)(=O)=O HNQIVZYLYMDVSB-NJFSPNSNSA-N 0.000 claims 1
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- 229940124530 sulfonamide Drugs 0.000 claims 1
- 150000003456 sulfonamides Chemical class 0.000 claims 1
- 239000000047 product Substances 0.000 description 307
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 207
- 239000000243 solution Substances 0.000 description 170
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 117
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- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 82
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 77
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 74
- 239000000203 mixture Substances 0.000 description 73
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 69
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 68
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 61
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 59
- 239000003480 eluent Substances 0.000 description 58
- 239000011541 reaction mixture Substances 0.000 description 54
- AFABGHUZZDYHJO-UHFFFAOYSA-N 2-Methylpentane Chemical compound CCCC(C)C AFABGHUZZDYHJO-UHFFFAOYSA-N 0.000 description 46
- FGUUSXIOTUKUDN-IBGZPJMESA-N C1(=CC=CC=C1)N1C2=C(NC([C@H](C1)NC=1OC(=NN=1)C1=CC=CC=C1)=O)C=CC=C2 Chemical compound C1(=CC=CC=C1)N1C2=C(NC([C@H](C1)NC=1OC(=NN=1)C1=CC=CC=C1)=O)C=CC=C2 FGUUSXIOTUKUDN-IBGZPJMESA-N 0.000 description 43
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 41
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- IAZDPXIOMUYVGZ-WFGJKAKNSA-N Dimethyl sulfoxide Chemical compound [2H]C([2H])([2H])S(=O)C([2H])([2H])[2H] IAZDPXIOMUYVGZ-WFGJKAKNSA-N 0.000 description 29
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- 239000000725 suspension Substances 0.000 description 20
- GNFTZDOKVXKIBK-UHFFFAOYSA-N 3-(2-methoxyethoxy)benzohydrazide Chemical compound COCCOC1=CC=CC(C(=O)NN)=C1 GNFTZDOKVXKIBK-UHFFFAOYSA-N 0.000 description 19
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- 239000000284 extract Substances 0.000 description 18
- HTJDQJBWANPRPF-UHFFFAOYSA-N Cyclopropylamine Chemical compound NC1CC1 HTJDQJBWANPRPF-UHFFFAOYSA-N 0.000 description 17
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 17
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- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 16
- 150000001412 amines Chemical class 0.000 description 13
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 12
- SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 description 12
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 12
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 11
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 10
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- 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
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
-
- 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
-
- 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
- A61P11/04—Drugs for disorders of the respiratory system for throat disorders
-
- 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
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/02—Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
-
- 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
-
- 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
- A61P9/14—Vasoprotectives; Antihaemorrhoidals; Drugs for varicose therapy; Capillary stabilisers
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Veterinary Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pulmonology (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Vascular Medicine (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Urology & Nephrology (AREA)
- Otolaryngology (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Thiazole And Isothizaole Compounds (AREA)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
SE9702775A SE9702775D0 (sv) | 1997-07-22 | 1997-07-22 | Novel compounds |
SE9702773A SE9702773D0 (sv) | 1997-07-22 | 1997-07-22 | Novel compounds |
PCT/SE1998/001393 WO1999005143A1 (en) | 1997-07-22 | 1998-07-15 | Novel compounds |
Publications (3)
Publication Number | Publication Date |
---|---|
NO20000312D0 NO20000312D0 (no) | 2000-01-21 |
NO20000312L NO20000312L (no) | 2000-03-21 |
NO315854B1 true NO315854B1 (no) | 2003-11-03 |
Family
ID=26663042
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
NO20000312A NO315854B1 (no) | 1997-07-22 | 2000-01-21 | Nye triazolo[4,5-d]pyrimidinforbindelser, farmasöytisk preparat inneholdende slike forbindelser, anvendelse derav, og fremgangsmåte for deresfremstilling |
Country Status (31)
Country | Link |
---|---|
EP (1) | EP0996621B1 (pt) |
JP (1) | JP4187406B2 (pt) |
KR (2) | KR100535837B1 (pt) |
CN (1) | CN1154650C (pt) |
AR (2) | AR017014A1 (pt) |
AT (1) | ATE251161T1 (pt) |
AU (1) | AU745381B2 (pt) |
BR (1) | BR9810802B1 (pt) |
CA (1) | CA2296665C (pt) |
CZ (1) | CZ302629B6 (pt) |
DE (1) | DE69818668T2 (pt) |
DK (1) | DK0996621T3 (pt) |
EE (1) | EE04193B1 (pt) |
EG (1) | EG24412A (pt) |
ES (1) | ES2207846T3 (pt) |
HK (1) | HK1026421A1 (pt) |
HU (1) | HU230074B1 (pt) |
IL (2) | IL133959A0 (pt) |
IS (1) | IS2236B (pt) |
MY (1) | MY123196A (pt) |
NO (1) | NO315854B1 (pt) |
NZ (1) | NZ502381A (pt) |
PL (1) | PL200325B1 (pt) |
PT (1) | PT996621E (pt) |
RU (1) | RU2225407C2 (pt) |
SA (1) | SA98190487B1 (pt) |
SK (1) | SK284199B6 (pt) |
TR (1) | TR200000197T2 (pt) |
TW (1) | TW530058B (pt) |
UA (1) | UA66801C2 (pt) |
WO (1) | WO1999005143A1 (pt) |
Families Citing this family (79)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
TWI229674B (en) * | 1998-12-04 | 2005-03-21 | Astra Pharma Prod | Novel triazolo[4,5-d]pyrimidine compounds, pharmaceutical composition containing the same, their process for preparation and uses |
SE9903290D0 (sv) | 1999-09-15 | 1999-09-15 | Astra Pharma Prod | Novel compounds |
SE9904129D0 (sv) | 1999-11-15 | 1999-11-15 | Astra Pharma Prod | Novel compounds |
SE9904128D0 (sv) * | 1999-11-15 | 1999-11-15 | Astra Pharma Prod | Novel compounds |
GB0013487D0 (en) * | 2000-06-02 | 2000-07-26 | Astrazeneca Ab | Novel process |
GB0013407D0 (en) | 2000-06-02 | 2000-07-26 | Astrazeneca Ab | Forms of a chemical compound |
GB0013488D0 (en) * | 2000-06-02 | 2000-07-26 | Astrazeneca Ab | Chemical compound |
TWI290549B (en) * | 2000-06-02 | 2007-12-01 | Astrazeneca Ab | Process for the preparation of cyclopropyl carboxylic acid ester and derivatives |
IT1317049B1 (it) | 2000-06-23 | 2003-05-26 | Sigma Tau Ind Farmaceuti | Composti utili per la preparazione di medicamenti ad attivita'inibitrice della fosfodiesterasi iv. |
SE0004099D0 (sv) * | 2000-11-09 | 2000-11-09 | Astrazeneca Ab | Novel compounds |
SE0004098D0 (sv) | 2000-11-09 | 2000-11-09 | Astrazeneca Ab | Novel compounds |
GB0219746D0 (en) | 2002-08-23 | 2002-10-02 | Inst Of Ex Botany Ascr | Azapurine derivatives |
US7368438B2 (en) | 2003-10-21 | 2008-05-06 | Inspire Pharmaceuticals, Inc. | Non-nucleotide compositions and method for inhibiting platelet aggregation |
US7504497B2 (en) | 2003-10-21 | 2009-03-17 | Inspire Pharmaceuticals, Inc. | Orally bioavailable compounds and methods for inhibiting platelet aggregation |
US7335648B2 (en) | 2003-10-21 | 2008-02-26 | Inspire Pharmaceuticals, Inc. | Non-nucleotide composition and method for inhibiting platelet aggregation |
US7749981B2 (en) | 2003-10-21 | 2010-07-06 | Inspire Pharmaceuticals, Inc. | Drug-eluting stents coated with non-nucleotide P2Y12 receptor antagonist compound |
SE0401001D0 (sv) | 2004-03-31 | 2004-03-31 | Astrazeneca Ab | Chemical process |
US7932376B2 (en) | 2005-05-05 | 2011-04-26 | Inspire Pharmaceuticals, Inc. | Pyrimidine-based non-nucleotide composition and method for inhibiting platelet aggregation |
GB0615620D0 (en) | 2006-08-05 | 2006-09-13 | Astrazeneca Ab | A process for the preparation of optically active intermediates |
US7566722B2 (en) | 2006-10-31 | 2009-07-28 | Janssen Pharmaceutica, N.V. | Triazolopyrimidine derivatives as ADP P2Y12 receptor antagonists |
UA100864C2 (uk) * | 2007-12-03 | 2013-02-11 | Астразенека Аб | Спосіб лікування або запобігання аневризмі черевної аорти |
MX2011002505A (es) | 2008-09-09 | 2011-04-07 | Astrazeneca Ab | Un proceso para preparar [1s-[1-alfa, 2-alfa, 3-beta (1s*, 2r*) 5-beta] ] -3-[7-[2-(3,4-difluorofenil)-ciclopropilamino]-5-(propil tio) 3h-1, 2, 3-triazolo [4,5-d] pirimidin-3-il] -5-(2-hidroxietoxi) ciclopentan-1, 2-diol y sus intermediarios. |
WO2010043721A1 (en) | 2008-10-17 | 2010-04-22 | Oryzon Genomics, S.A. | Oxidase inhibitors and their use |
US8993808B2 (en) | 2009-01-21 | 2015-03-31 | Oryzon Genomics, S.A. | Phenylcyclopropylamine derivatives and their medical use |
US8389580B2 (en) | 2009-06-02 | 2013-03-05 | Duke University | Arylcyclopropylamines and methods of use |
EP2305376A1 (en) | 2009-09-23 | 2011-04-06 | Lonza Ltd. | Process and catalyst for the catalytic hydrogenation of aromatic and heteroaromatic nitro compounds |
US8859555B2 (en) | 2009-09-25 | 2014-10-14 | Oryzon Genomics S.A. | Lysine Specific Demethylase-1 inhibitors and their use |
WO2011042217A1 (en) | 2009-10-09 | 2011-04-14 | Oryzon Genomics S.A. | Substituted heteroaryl- and aryl- cyclopropylamine acetamides and their use |
JP2013512886A (ja) | 2009-12-03 | 2013-04-18 | アストラゼネカ アクチボラグ | 血小板の凝集阻害剤トリアゾロ[4,5−d]ピリミジン共結晶 |
EP2515871B1 (en) | 2009-12-23 | 2015-09-23 | ratiopharm GmbH | Solid pharmaceutical dosage form of ticagrelor |
CA2788072A1 (en) | 2010-02-16 | 2011-08-25 | Actavis Group Ptc Ehf | Improved processes for preparing ticagrelor intermediate, 4,6-dichloro-5-nitro-2-(propylthio)pyrimidine |
US9186337B2 (en) | 2010-02-24 | 2015-11-17 | Oryzon Genomics S.A. | Lysine demethylase inhibitors for diseases and disorders associated with Hepadnaviridae |
US9616058B2 (en) | 2010-02-24 | 2017-04-11 | Oryzon Genomics, S.A. | Potent selective LSD1 inhibitors and dual LSD1/MAO-B inhibitors for antiviral use |
RS55348B1 (sr) | 2010-04-19 | 2017-03-31 | Oryzon Gnomics S A | Inhibitori lizin specifične demetilaze-1 i njihova upotreba |
AU2011244023A1 (en) | 2010-04-20 | 2012-10-25 | Actavis Group Ptc Ehf | Novel process for preparing phenylcyclopropylamine derivatives using novel intermediates |
US20130165696A1 (en) | 2010-06-30 | 2013-06-27 | Actavis Group Ptc Ehf | Novel processes for the preparation of phenylcyclopropylamine derivatives and use thereof for preparing ticagrelor |
JP6054868B2 (ja) | 2010-07-29 | 2016-12-27 | オリゾン・ジェノミックス・ソシエダッド・アノニマOryzon Genomics S.A. | Lsd1のアリールシクロプロピルアミンをベースとしたデメチラーゼ阻害剤およびそれらの医学的使用 |
US9006449B2 (en) * | 2010-07-29 | 2015-04-14 | Oryzon Genomics, S.A. | Cyclopropylamine derivatives useful as LSD1 inhibitors |
WO2012045883A1 (en) | 2010-10-08 | 2012-04-12 | Oryzon Genomics S.A. | Cyclopropylamine inhibitors of oxidases |
WO2012063126A2 (en) | 2010-11-09 | 2012-05-18 | Actavis Group Ptc Ehf | Improved processes for preparing pure (3ar,4s,6r,6as)-6-amino-2,2-dimethyltetrahdro-3ah-cyclopenta[d] [1,3]-dioxol-4-ol and its key starting material |
WO2012072713A2 (en) | 2010-11-30 | 2012-06-07 | Oryzon Genomics, S.A. | Lysine demethylase inhibitors for diseases and disorders associated with flaviviridae |
EP2655341A2 (en) | 2010-12-20 | 2013-10-30 | Actavis Group Ptc Ehf | Novel processes for preparing triazolo[4,5-d]pyrimidine derivatives and intermediates thereof |
WO2012107498A1 (en) | 2011-02-08 | 2012-08-16 | Oryzon Genomics S.A. | Lysine demethylase inhibitors for myeloproliferative disorders |
CN102731510B (zh) * | 2011-04-07 | 2015-12-16 | 博瑞生物医药(苏州)股份有限公司 | 替卡格雷的衍生物、制备方法及其药物用途 |
CA2836394A1 (en) | 2011-06-01 | 2012-12-06 | Astrazeneca Ab | Novel ticagrelor co - crystal |
WO2012172426A1 (en) | 2011-06-15 | 2012-12-20 | Actavis Group Ptc Ehf | Improved process for preparing cyclopentylamine derivatives and intermediates thereof |
CN102924457A (zh) * | 2011-08-12 | 2013-02-13 | 上海恒瑞医药有限公司 | 三唑并嘧啶类衍生物、其制备方法及其用途 |
MX356344B (es) | 2011-10-20 | 2018-05-23 | Oryzon Genomics Sa | Compuestos de (hetero)arilciclopropilamina como inhibidores de lsd1. |
PE20141692A1 (es) | 2011-10-20 | 2014-11-08 | Oryzon Genomics Sa | Compuestos de (hetero) aril ciclopropilamina como inhibidores de lsd1 |
ES2665546T3 (es) * | 2011-10-27 | 2018-04-26 | Lek Pharmaceuticals D.D. | Síntesis de compuestos de triazolopirimidina |
EP2589587A1 (en) | 2011-11-04 | 2013-05-08 | Chemo Ibérica, S.A. | Synthesis of nitrogen substituted cyclopropanes |
EP2785716A1 (en) | 2011-11-30 | 2014-10-08 | Actavis Group PTC EHF | Novel crystalline form of ticagrelor and process for the preparation thereof |
US20130178520A1 (en) | 2011-12-23 | 2013-07-11 | Duke University | Methods of treatment using arylcyclopropylamine compounds |
WO2013150495A2 (en) | 2012-04-05 | 2013-10-10 | Dr. Reddy's Laboratories Limited | Preparation of ticagrelor |
CN102675321B (zh) * | 2012-05-11 | 2014-12-10 | 上海皓元化学科技有限公司 | 一种替卡格雷的制备方法 |
CN103626743B (zh) * | 2012-08-23 | 2018-06-08 | 广东东阳光药业有限公司 | 替卡格雷的新型中间体及其制备方法 |
CZ2012705A3 (cs) | 2012-10-16 | 2014-04-23 | Zentiva, K.S. | Pevná orální farmaceutická formulace obsahující ticagrelor |
WO2014083139A1 (en) | 2012-11-29 | 2014-06-05 | Actavis Group Ptc Ehf | Novel amorphous form of ticagrelor |
CN103965198A (zh) * | 2013-02-05 | 2014-08-06 | 郝聪梅 | 替卡格雷的中间体及其制备方法以及利用该中间体制备替卡格雷的方法 |
CN103183679A (zh) * | 2013-03-20 | 2013-07-03 | 西藏海思科药业集团股份有限公司 | 抗凝血化合物及其应用 |
CN107573333B (zh) * | 2013-04-10 | 2019-10-18 | 江苏恒瑞医药股份有限公司 | 替格瑞洛的中间体及其制备方法和替格瑞洛的制备方法 |
EP3003276A1 (en) | 2013-05-29 | 2016-04-13 | ratiopharm GmbH | Solid pharmaceutical dosage form |
WO2014206187A1 (zh) | 2013-06-24 | 2014-12-31 | 苏州明锐医药科技有限公司 | 替卡格雷及其中间体的制备方法 |
CN103588751B (zh) * | 2013-11-07 | 2014-12-17 | 苏州明锐医药科技有限公司 | 替格瑞洛中间体的制备方法 |
WO2015162630A1 (en) | 2014-04-25 | 2015-10-29 | Anlon Chemical Research Organization | Novel processes for preparing triazolo [4,5-d]- pyrimidines, including ticagrelor, vianew intermediates and new route of synthesis. |
US10011605B2 (en) | 2014-06-18 | 2018-07-03 | Flamma Spa | Process for the preparation of triazolo[4,5-D] pyrimidine cyclopentane compounds |
CN105272985B (zh) * | 2014-06-24 | 2017-11-21 | 珠海联邦制药股份有限公司 | 三唑并[4,5‑d]嘧啶化合物及其合成方法、用途、组合物 |
US9982061B2 (en) | 2014-10-01 | 2018-05-29 | Medimmune Limited | Antibodies to ticagrelor and methods of use |
WO2016116942A1 (en) | 2015-01-20 | 2016-07-28 | Anlon Chemical Research Organization | Novel pharmaceutical compounds comprising ticagrelor with salts of aspirin |
CN105985346B (zh) * | 2015-03-06 | 2019-10-18 | 苏州朗科生物技术股份有限公司 | 一种新的替格瑞洛化合物制备方法及其中间体化合物 |
TR201601835A2 (tr) | 2016-02-12 | 2017-08-21 | Ali Raif Ilac Sanayi Ve Ticaret Anonim Sirketi | Ti̇kagrelor i̇çeren formülasyonlar i̇çi̇n üreti̇m yöntemi̇ |
CA3018185C (en) | 2016-03-22 | 2020-09-15 | Merck Sharp & Dohme Corp. | Allosteric modulators of nicotinic acetylcholine receptors |
WO2018167447A1 (en) | 2017-03-14 | 2018-09-20 | University Of Sheffield | Low dose aspirin (1-50 mg) together with antiplatelets such as ticagrelor of anticoagulants |
CN107141298A (zh) * | 2017-07-24 | 2017-09-08 | 苏州信恩医药科技有限公司 | 一种替格瑞洛的合成方法 |
TWI641327B (zh) * | 2017-09-30 | 2018-11-21 | 双邦實業股份有限公司 | Socks that are comfortable and comfortable to wear |
EP3527571A1 (en) * | 2018-02-14 | 2019-08-21 | Université de Liège | Pyrimidine derivatives for prevention and treatment of bacterial infection |
CN117003756A (zh) * | 2022-05-04 | 2023-11-07 | 华东师范大学 | 芳香稠环化合物作为trek-1激活剂的用途、包含其的药物组合物、镇痛剂 |
CN114805367B (zh) * | 2022-05-24 | 2023-04-07 | 郑州大学 | 一种三氮唑并嘧啶类衍生物及其制备方法和应用 |
CN115710275B (zh) * | 2022-11-21 | 2024-02-02 | 河南中医药大学 | 一种嘧啶-tcp类化合物、制备方法和医药用途 |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4742064A (en) * | 1985-09-10 | 1988-05-03 | Regents Of The University Of Minnesota | Antiviral carbocyclic analogs of xylofuranosylpurines |
GB8826205D0 (en) * | 1988-11-09 | 1988-12-14 | Wellcome Found | Heterocyclic compounds |
DE3924424A1 (de) * | 1989-07-24 | 1991-01-31 | Boehringer Mannheim Gmbh | Nucleosid-derivate, verfahren zu deren herstellung, deren verwendung als arzneimittel sowie deren verwendung bei der nucleinsaeure-sequenzierung |
PL182680B1 (pl) * | 1995-07-11 | 2002-02-28 | Astrazeneca Ab | Nowe inhibitory skupiania się płytek krwi |
ATE213245T1 (de) * | 1996-12-20 | 2002-02-15 | Triazolo(4,5-d)pyrimidinyl-derivate und ihre verwendung als medikamente |
-
1998
- 1998-07-10 TW TW087111177A patent/TW530058B/zh not_active IP Right Cessation
- 1998-07-10 AR ARP980103366A patent/AR017014A1/es active IP Right Grant
- 1998-07-15 HU HU0004333A patent/HU230074B1/hu unknown
- 1998-07-15 NZ NZ502381A patent/NZ502381A/en not_active IP Right Cessation
- 1998-07-15 PT PT98934107T patent/PT996621E/pt unknown
- 1998-07-15 ES ES98934107T patent/ES2207846T3/es not_active Expired - Lifetime
- 1998-07-15 AT AT98934107T patent/ATE251161T1/de active
- 1998-07-15 DK DK98934107T patent/DK0996621T3/da active
- 1998-07-15 DE DE69818668T patent/DE69818668T2/de not_active Expired - Lifetime
- 1998-07-15 CZ CZ20000233A patent/CZ302629B6/cs not_active IP Right Cessation
- 1998-07-15 KR KR1020007000652A patent/KR100535837B1/ko active IP Right Review Request
- 1998-07-15 AU AU83706/98A patent/AU745381B2/en not_active Expired
- 1998-07-15 RU RU2000104113/04A patent/RU2225407C2/ru active Protection Beyond IP Right Term
- 1998-07-15 CA CA002296665A patent/CA2296665C/en not_active Expired - Lifetime
- 1998-07-15 UA UA2000020981A patent/UA66801C2/uk unknown
- 1998-07-15 JP JP2000504139A patent/JP4187406B2/ja not_active Expired - Lifetime
- 1998-07-15 EP EP98934107A patent/EP0996621B1/en not_active Expired - Lifetime
- 1998-07-15 SK SK1881-99A patent/SK284199B6/sk not_active IP Right Cessation
- 1998-07-15 KR KR1020057013833A patent/KR20050084540A/ko not_active Application Discontinuation
- 1998-07-15 IL IL13395998A patent/IL133959A0/xx active IP Right Grant
- 1998-07-15 TR TR2000/00197T patent/TR200000197T2/xx unknown
- 1998-07-15 EE EEP200000044A patent/EE04193B1/xx active Protection Beyond IP Right Term
- 1998-07-15 WO PCT/SE1998/001393 patent/WO1999005143A1/en not_active Application Discontinuation
- 1998-07-15 PL PL338516A patent/PL200325B1/pl unknown
- 1998-07-15 BR BRPI9810802-6A patent/BR9810802B1/pt not_active IP Right Cessation
- 1998-07-15 CN CNB988091151A patent/CN1154650C/zh not_active Expired - Lifetime
- 1998-07-20 MY MYPI98003311A patent/MY123196A/en unknown
- 1998-07-22 EG EG86498A patent/EG24412A/xx active
- 1998-09-02 SA SA98190487A patent/SA98190487B1/ar unknown
-
2000
- 2000-01-09 IL IL133959A patent/IL133959A/en not_active IP Right Cessation
- 2000-01-20 IS IS5354A patent/IS2236B/is unknown
- 2000-01-21 NO NO20000312A patent/NO315854B1/no not_active IP Right Cessation
- 2000-09-06 HK HK00105612A patent/HK1026421A1/xx not_active IP Right Cessation
-
2010
- 2010-07-07 AR ARP100102441A patent/AR077553A2/es unknown
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