UA64794C2 - Adenosine derivatives (variants), a method for the preparation thereof, a pharmaceutical composition and a method for the treatment of patient (variants) - Google Patents
Adenosine derivatives (variants), a method for the preparation thereof, a pharmaceutical composition and a method for the treatment of patient (variants) Download PDFInfo
- Publication number
- UA64794C2 UA64794C2 UA2000127404A UA2000127404A UA64794C2 UA 64794 C2 UA64794 C2 UA 64794C2 UA 2000127404 A UA2000127404 A UA 2000127404A UA 2000127404 A UA2000127404 A UA 2000127404A UA 64794 C2 UA64794 C2 UA 64794C2
- Authority
- UA
- Ukraine
- Prior art keywords
- diol
- purin
- chloro
- tetrahydrofuran
- tert
- Prior art date
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- 238000000034 method Methods 0.000 title claims description 323
- 239000008194 pharmaceutical composition Substances 0.000 title claims description 8
- 150000003835 adenosine derivatives Chemical class 0.000 title claims description 7
- 238000002360 preparation method Methods 0.000 title description 12
- 150000001875 compounds Chemical class 0.000 claims abstract description 213
- 150000003839 salts Chemical class 0.000 claims abstract description 29
- 125000005842 heteroatom Chemical group 0.000 claims abstract description 27
- 239000012453 solvate Substances 0.000 claims abstract description 23
- -1 2H-thiopyran-4-yl Chemical group 0.000 claims description 117
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 76
- SSYDTHANSGMJTP-UHFFFAOYSA-N oxolane-3,4-diol Chemical compound OC1COCC1O SSYDTHANSGMJTP-UHFFFAOYSA-N 0.000 claims description 71
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 71
- 125000004499 isoxazol-5-yl group Chemical group O1N=CC=C1* 0.000 claims description 67
- 229910052757 nitrogen Chemical group 0.000 claims description 52
- 229910052736 halogen Inorganic materials 0.000 claims description 48
- 150000002367 halogens Chemical class 0.000 claims description 41
- 125000000623 heterocyclic group Chemical group 0.000 claims description 41
- 229910052739 hydrogen Inorganic materials 0.000 claims description 34
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 32
- 125000001424 substituent group Chemical group 0.000 claims description 32
- 239000001257 hydrogen Substances 0.000 claims description 28
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 21
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D473/00—Heterocyclic compounds containing purine ring systems
-
- 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
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/519—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with heterocyclic rings
- A61K31/52—Purines, e.g. adenine
-
- 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
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/7042—Compounds having saccharide radicals and heterocyclic rings
- A61K31/7052—Compounds having saccharide radicals and heterocyclic rings having nitrogen as a ring hetero atom, e.g. nucleosides, nucleotides
- A61K31/706—Compounds having saccharide radicals and heterocyclic rings having nitrogen as a ring hetero atom, e.g. nucleosides, nucleotides containing six-membered rings with nitrogen as a ring hetero atom
- A61K31/7064—Compounds having saccharide radicals and heterocyclic rings having nitrogen as a ring hetero atom, e.g. nucleosides, nucleotides containing six-membered rings with nitrogen as a ring hetero atom containing condensed or non-condensed pyrimidines
- A61K31/7076—Compounds having saccharide radicals and heterocyclic rings having nitrogen as a ring hetero atom, e.g. nucleosides, nucleotides containing six-membered rings with nitrogen as a ring hetero atom containing condensed or non-condensed pyrimidines containing purines, e.g. adenosine, adenylic acid
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- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
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Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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GBGB9813554.4A GB9813554D0 (en) | 1998-06-23 | 1998-06-23 | Chemical compounds |
PCT/EP1999/004182 WO1999067262A1 (en) | 1998-06-23 | 1999-06-21 | Adenosine derivatives |
Publications (1)
Publication Number | Publication Date |
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UA64794C2 true UA64794C2 (en) | 2004-03-15 |
Family
ID=10834247
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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UA2000127404A UA64794C2 (en) | 1998-06-23 | 1999-06-21 | Adenosine derivatives (variants), a method for the preparation thereof, a pharmaceutical composition and a method for the treatment of patient (variants) |
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US (2) | US6492348B1 (ko) |
EP (2) | EP1447407A1 (ko) |
JP (2) | JP3378240B2 (ko) |
KR (1) | KR100612797B1 (ko) |
CN (2) | CN1616459A (ko) |
AP (1) | AP2000002014A0 (ko) |
AR (1) | AR018917A1 (ko) |
AT (1) | ATE277941T1 (ko) |
AU (1) | AU758018B2 (ko) |
BG (1) | BG65064B1 (ko) |
BR (1) | BR9911498A (ko) |
CA (1) | CA2335520C (ko) |
CO (1) | CO5040216A1 (ko) |
DE (1) | DE69920697T2 (ko) |
EA (1) | EA003828B1 (ko) |
EE (1) | EE04853B1 (ko) |
ES (1) | ES2226399T3 (ko) |
GB (1) | GB9813554D0 (ko) |
GE (1) | GEP20032958B (ko) |
HK (1) | HK1034978A1 (ko) |
HR (1) | HRP20000896B1 (ko) |
HU (1) | HUP0102453A3 (ko) |
ID (1) | ID27484A (ko) |
IL (2) | IL140284A0 (ko) |
IS (1) | IS5773A (ko) |
MY (1) | MY122481A (ko) |
NO (1) | NO318788B1 (ko) |
NZ (1) | NZ508915A (ko) |
OA (1) | OA11574A (ko) |
PE (1) | PE20000704A1 (ko) |
PL (1) | PL194087B1 (ko) |
PT (1) | PT1090019E (ko) |
RS (1) | RS50042B (ko) |
SI (1) | SI1090019T1 (ko) |
SK (1) | SK19582000A3 (ko) |
TR (1) | TR200100449T2 (ko) |
TW (1) | TW541312B (ko) |
UA (1) | UA64794C2 (ko) |
WO (1) | WO1999067262A1 (ko) |
ZA (1) | ZA200007514B (ko) |
Families Citing this family (33)
Publication number | Priority date | Publication date | Assignee | Title |
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GB9813554D0 (en) * | 1998-06-23 | 1998-08-19 | Glaxo Group Ltd | Chemical compounds |
WO2001064202A2 (en) * | 2000-03-01 | 2001-09-07 | Euro-Celtique S.A. | Tramadol for the treatment of functional gastrointestinal disorders |
US20040162422A1 (en) * | 2001-03-20 | 2004-08-19 | Adrian Hall | Chemical compounds |
GB0106867D0 (en) * | 2001-03-20 | 2001-05-09 | Glaxo Group Ltd | Process |
GB0115178D0 (en) * | 2001-06-20 | 2001-08-15 | Glaxo Group Ltd | Compounds |
GB0115182D0 (en) * | 2001-06-20 | 2001-08-15 | Glaxo Group Ltd | Medicaments |
US6946449B2 (en) | 2001-07-13 | 2005-09-20 | Cv Therapeutics, Inc. | Partial and full agonists of A1 adenosine receptors |
US7713946B2 (en) | 2002-07-11 | 2010-05-11 | Cv Therapeutics, Inc. | Partial and full agonists A1 adenosine receptors |
US7157440B2 (en) | 2001-07-13 | 2007-01-02 | Cv Therapeutics, Inc. | Partial and full agonists of A1 adenosine receptors |
MXPA04008008A (es) | 2002-02-19 | 2005-03-23 | Cv Therapeutics Inc | Agonistas parciales y completos de receptores de adenosina a1. |
WO2003106475A2 (en) * | 2002-06-17 | 2003-12-24 | Glaxo Group Limited | Process |
DE60315164T2 (de) * | 2002-08-15 | 2008-04-30 | CV Therapeutics, Inc., Palo Alto | Partielle und volle agonisten von a1-adenosinrezeptoren |
WO2004055034A1 (en) * | 2002-12-18 | 2004-07-01 | Glaxo Group Limited | Polymorph |
WO2004055032A1 (en) * | 2002-12-18 | 2004-07-01 | Glaxo Group Limited | Adenosine derivative in polymorph v form |
WO2004055033A1 (en) * | 2002-12-18 | 2004-07-01 | Glaxo Group Limited | Adenosine derivative in polymorph iv form |
NZ541651A (en) | 2003-02-03 | 2009-01-31 | Cv Therapeutics Inc | Partial and full agonists of A1 adenosine receptors |
WO2005053712A1 (en) * | 2003-12-02 | 2005-06-16 | Glaxo Group Limited | Use of adenonsine derivatives for treating dyslipidemia, obesity, cardiovascular risk factors, metabolic syndrome, polycystic ovary syndrome, niddm |
GT200500281A (es) * | 2004-10-22 | 2006-04-24 | Novartis Ag | Compuestos organicos. |
GB0500785D0 (en) * | 2005-01-14 | 2005-02-23 | Novartis Ag | Organic compounds |
GB0607954D0 (en) * | 2006-04-21 | 2006-05-31 | Novartis Ag | Organic compounds |
ES2440317T3 (es) * | 2006-04-21 | 2014-01-28 | Novartis Ag | Derivados de purina para su uso como agonistas del receptor de adenosina A2A |
GB0607944D0 (en) * | 2006-04-21 | 2006-05-31 | Novartis Ag | Organic compounds |
GB0607953D0 (en) * | 2006-04-21 | 2006-05-31 | Novartis Ag | Organic compounds |
GB0607950D0 (en) * | 2006-04-21 | 2006-05-31 | Novartis Ag | Organic compounds |
GB0607948D0 (en) * | 2006-04-21 | 2006-05-31 | Novartis Ag | Organic compounds |
EP1889846A1 (en) | 2006-07-13 | 2008-02-20 | Novartis AG | Purine derivatives as A2a agonists |
EP1903044A1 (en) * | 2006-09-14 | 2008-03-26 | Novartis AG | Adenosine Derivatives as A2A Receptor Agonists |
AU2007316715A1 (en) * | 2006-11-10 | 2008-05-15 | Novartis Ag | Cyclopentene diol monoacetate derivatives |
US20090088403A1 (en) * | 2007-05-07 | 2009-04-02 | Randy Blakely | A3 adenosine receptors as targets for the modulation of central serotonergic signaling |
CN101712709A (zh) | 2008-10-06 | 2010-05-26 | 中国医学科学院药物研究所 | 三乙酰基-3-羟基苯基腺苷及其调血脂的用途 |
EP2849566B1 (en) * | 2012-02-11 | 2018-04-04 | Academia Sinica | Adenosine analogues for the treatment of pain |
CR20170384A (es) | 2015-02-24 | 2017-11-16 | Pfizer | Derivados de nucleosidos sustituidos utiles como agentes antineoplasicos |
CN108864099A (zh) * | 2018-09-08 | 2018-11-23 | 湖北荆洪生物科技股份有限公司 | 一种高纯6-糠氨基嘌呤的合成方法 |
Family Cites Families (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4962194A (en) * | 1987-04-02 | 1990-10-09 | Warner-Lambert Company | Method of preparing 51,N6-disubstituted adenosines from inosines |
US5646128A (en) * | 1989-09-15 | 1997-07-08 | Gensia, Inc. | Methods for treating adenosine kinase related conditions |
US5244896A (en) * | 1990-09-14 | 1993-09-14 | Marion Merrell Dow Inc. | Carbocyclic adenosine analogs useful as immunosuppressants |
DK62592D0 (ko) * | 1992-05-14 | 1992-05-14 | Novo Nordisk As | |
GB9301000D0 (en) * | 1993-01-20 | 1993-03-10 | Glaxo Group Ltd | Chemical compounds |
ATE176668T1 (de) * | 1993-07-23 | 1999-02-15 | Merrell Pharma Inc | Neue 9-n-bicyclische nucleosidverbindungen nützlich als selektive inhibitoren von proinflammatorische cytokinen |
AU3255097A (en) * | 1996-07-05 | 1998-02-02 | Novo Nordisk A/S | Novel (n)-alkoxyadenine derivatives acting as cytokine inhibitors |
UA51716C2 (uk) * | 1996-07-08 | 2002-12-16 | Авентіс Фармасьютікалз Продактс Інк. | Сполуки, що мають гіпотензивну, кардіопротекторну, анти-ішемічну та антиліполітичну властивості, фармацевтична композиція та способи лікування |
AU4377397A (en) | 1996-10-14 | 1998-05-11 | Novo Nordisk A/S | Novel therapeutically active adenosine derivatives |
TW528755B (en) | 1996-12-24 | 2003-04-21 | Glaxo Group Ltd | 2-(purin-9-yl)-tetrahydrofuran-3,4-diol derivatives |
YU44900A (sh) | 1998-01-31 | 2003-01-31 | Glaxo Group Limited | Derivati 2-(purin-9-il)tetrahidrofuran-3,4-diola |
AR017457A1 (es) | 1998-02-14 | 2001-09-05 | Glaxo Group Ltd | Compuestos derivados de 2-(purin-9-il)-tetrahidrofuran-3,4-diol, procesos para su preparacion, composiciones que los contienen y su uso en terapia para el tratamiento de enfermedades inflamatorias. |
GB9813554D0 (en) * | 1998-06-23 | 1998-08-19 | Glaxo Group Ltd | Chemical compounds |
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1998
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1999
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- 1999-06-21 AP APAP/P/2000/002014A patent/AP2000002014A0/en unknown
- 1999-06-21 DE DE69920697T patent/DE69920697T2/de not_active Expired - Lifetime
- 1999-06-21 ID IDW20010186A patent/ID27484A/id unknown
- 1999-06-21 WO PCT/EP1999/004182 patent/WO1999067262A1/en active IP Right Grant
- 1999-06-21 EP EP04076465A patent/EP1447407A1/en not_active Withdrawn
- 1999-06-21 EE EEP200000784A patent/EE04853B1/xx not_active IP Right Cessation
- 1999-06-21 HU HU0102453A patent/HUP0102453A3/hu unknown
- 1999-06-21 NZ NZ508915A patent/NZ508915A/en unknown
- 1999-06-21 GE GEAP19995692A patent/GEP20032958B/en unknown
- 1999-06-21 JP JP2000555913A patent/JP3378240B2/ja not_active Expired - Lifetime
- 1999-06-21 AU AU45146/99A patent/AU758018B2/en not_active Ceased
- 1999-06-21 UA UA2000127404A patent/UA64794C2/uk unknown
- 1999-06-21 KR KR1020007014749A patent/KR100612797B1/ko not_active IP Right Cessation
- 1999-06-21 SI SI9930674T patent/SI1090019T1/xx unknown
- 1999-06-21 PL PL99345089A patent/PL194087B1/pl unknown
- 1999-06-21 IL IL14028499A patent/IL140284A0/xx active IP Right Grant
- 1999-06-21 OA OA1200000352A patent/OA11574A/en unknown
- 1999-06-21 PT PT99927999T patent/PT1090019E/pt unknown
- 1999-06-21 BR BR9911498-4A patent/BR9911498A/pt not_active Application Discontinuation
- 1999-06-21 SK SK1958-2000A patent/SK19582000A3/sk unknown
- 1999-06-21 CN CNA2004100119394A patent/CN1616459A/zh active Pending
- 1999-06-21 TR TR2001/00449T patent/TR200100449T2/xx unknown
- 1999-06-21 MY MYPI99002543A patent/MY122481A/en unknown
- 1999-06-21 EP EP99927999A patent/EP1090019B1/en not_active Expired - Lifetime
- 1999-06-21 CN CNB998098957A patent/CN1202118C/zh not_active Expired - Fee Related
- 1999-06-21 ES ES99927999T patent/ES2226399T3/es not_active Expired - Lifetime
- 1999-06-21 US US09/736,018 patent/US6492348B1/en not_active Expired - Lifetime
- 1999-06-21 CO CO99038539A patent/CO5040216A1/es unknown
- 1999-06-21 AT AT99927999T patent/ATE277941T1/de not_active IP Right Cessation
- 1999-06-21 CA CA002335520A patent/CA2335520C/en not_active Expired - Fee Related
- 1999-06-21 EA EA200001222A patent/EA003828B1/ru not_active IP Right Cessation
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2000
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2001
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2002
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