HUP0401467A2 - Aminoquinoline derivatives, process for producing them and their use as adenosine a3 ligands - Google Patents
Aminoquinoline derivatives, process for producing them and their use as adenosine a3 ligandsInfo
- Publication number
- HUP0401467A2 HUP0401467A2 HU0401467A HUP0401467A HUP0401467A2 HU P0401467 A2 HUP0401467 A2 HU P0401467A2 HU 0401467 A HU0401467 A HU 0401467A HU P0401467 A HUP0401467 A HU P0401467A HU P0401467 A2 HUP0401467 A2 HU P0401467A2
- Authority
- HU
- Hungary
- Prior art keywords
- alkyl
- cycloalkyl
- solvates
- halo
- alkoxy
- Prior art date
Links
- OIRDTQYFTABQOQ-KQYNXXCUSA-N adenosine Chemical compound C1=NC=2C(N)=NC=NC=2N1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O OIRDTQYFTABQOQ-KQYNXXCUSA-N 0.000 title abstract 6
- 239000002126 C01EB10 - Adenosine Substances 0.000 title abstract 3
- 229960005305 adenosine Drugs 0.000 title abstract 3
- 150000005010 aminoquinolines Chemical class 0.000 title abstract 3
- 239000003446 ligand Substances 0.000 title abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 21
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 7
- 125000003545 alkoxy group Chemical group 0.000 abstract 4
- 125000001475 halogen functional group Chemical group 0.000 abstract 4
- 150000003839 salts Chemical class 0.000 abstract 4
- 239000012453 solvate Substances 0.000 abstract 4
- 125000002252 acyl group Chemical group 0.000 abstract 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 3
- 125000001072 heteroaryl group Chemical group 0.000 abstract 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 3
- 125000003277 amino group Chemical group 0.000 abstract 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 2
- 230000000694 effects Effects 0.000 abstract 2
- 125000002541 furyl group Chemical group 0.000 abstract 2
- -1 methylenedioxy Chemical group 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- 125000001544 thienyl group Chemical group 0.000 abstract 2
- 206010020772 Hypertension Diseases 0.000 abstract 1
- 230000001195 anabolic effect Effects 0.000 abstract 1
- 230000003288 anthiarrhythmic effect Effects 0.000 abstract 1
- 230000003266 anti-allergic effect Effects 0.000 abstract 1
- 230000002456 anti-arthritic effect Effects 0.000 abstract 1
- 230000001088 anti-asthma Effects 0.000 abstract 1
- 230000001430 anti-depressive effect Effects 0.000 abstract 1
- 230000003178 anti-diabetic effect Effects 0.000 abstract 1
- 230000003110 anti-inflammatory effect Effects 0.000 abstract 1
- 230000000648 anti-parkinson Effects 0.000 abstract 1
- 230000002682 anti-psoriatic effect Effects 0.000 abstract 1
- 230000003356 anti-rheumatic effect Effects 0.000 abstract 1
- 239000003416 antiarrhythmic agent Substances 0.000 abstract 1
- 239000000924 antiasthmatic agent Substances 0.000 abstract 1
- 239000000935 antidepressant agent Substances 0.000 abstract 1
- 229940005513 antidepressants Drugs 0.000 abstract 1
- 239000003472 antidiabetic agent Substances 0.000 abstract 1
- 239000000939 antiparkinson agent Substances 0.000 abstract 1
- 239000003435 antirheumatic agent Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 239000000824 cytostatic agent Substances 0.000 abstract 1
- 230000001085 cytostatic effect Effects 0.000 abstract 1
- 230000001631 hypertensive effect Effects 0.000 abstract 1
- 230000001506 immunosuppresive effect Effects 0.000 abstract 1
- 230000002401 inhibitory effect Effects 0.000 abstract 1
- 230000010534 mechanism of action Effects 0.000 abstract 1
- 230000000324 neuroprotective effect Effects 0.000 abstract 1
- 230000001777 nootropic effect Effects 0.000 abstract 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Aminoquinoline derivatives (I) and their salts, solvates, isomers (tautomers, desmotrops, optically active isomers) and their salts or solvates are new. Aminoquinoline derivatives of formula (I) and their salts, solvates, isomers (tautomers, desmotrops, optically active isomers) and their salts or solvates are new. [Image] R 1>H or 1-4C alkyl; R 2>H or 1-4C alkyl; R 3>H, 1-4C alkyl, 3-6C cycloalkyl, phenyl, thienyl or furyl (optionally substituted by 1-4C alkyl, 1-4C alkoxy or halo), 5-6 membered heteroaromatic ring containing 1-3N, 5 membered heteroaromatic ring containing O, N or S (optionally substituted with 1-4C alkyl, 1-4C alkoxy or halo); R 4>, R 5>H, 3-6C cycloalkyl or 1-4C alkyl (optionally containing amino group substituted by 1-2 1-4C alkyl, OH, carboxy or alkyl group substituted with 1-4C alkyl), benzyl, -SO 2OH or 1-4C acyl; NR 4>R 5>a group of formula (a); R 7>, R 8>H, 1-4C alkyl or 3-6C cycloalkyl; R 6>H, 1-4C alkyl, phenyl, benzyl, thienyl or furyl (optionally substituted by methylenedioxy or 1 or more 1-4C alkyl, 1-4C alkoxy, hydroxy, trifluoromethyl, cyano or halo), or 5 or 6 membered heteroaromatic ring (containing either 1-3 N, 1 N and 1 O or 1 N and 1 S, and optionally substituted by 1 or more 1-4C alkyl, 1-4C alkoxy or halo); X : CH 2, NH, NR 9>, S, O, sulfo or sulfoxy; R 9>1-4C alkyl or 3-6C cycloalkyl; Z : O, S, CHR 1> 0> or NR 1>; R 1> 0>H, 1-4C alkyl or 3-6C cycloalkyl; R 1> 1>H, 1-4C alkyl, 3-6C cycloalkyl, SO 2OH or 1-4C acyl; n : 0-2; m, o : 1-3; and p, r : 0-1. Provided that either: (1) R 4> and R 5> are H, 3-6C cycloalkyl or 1-4C alkyl optionally contains amino group substituted 1-2 1-4C alkyl, OH, carboxy or alkyl group substituted with 1-4C alkyl; (2) R 4> is H, 1-4C alkyl or benzyl and R 5> is H, -SO 2OH or 1-4C acyl; or (3) NR 4>R 5> is (a). [Image] Independent claims are also included for the following: (1) preparation of (I); and (2) new compounds of formulae (II''), (III''), (IV''), (V''), (VI''), (VII''), (VIII'') and (XIII''). [Image] ACTIVITY : Cardiant; Nephrotropic; Respiratory-Gen.; CNS-Gen.; Cytostatic; Ophthalmological; Antiinflammatory; Antiasthmatic; Vasotropic; Antidepressant; Antiarrhythmic; Antiparkinsonian; Nootropic; Antiallergic; Dermatological; Antiarthritic; Immunosuppressive; Gastrointestinal-Gen.; Anabolic; Hypertensive; Antipsoriatic; Antirheumatic; Neuroprotective; Antidiabetic. MECHANISM OF ACTION : Adenosine A3 ligands. (I) were tested for adenosine A3 ligand activity in HEK-293 cells. The inhibitory constant value of (I) was 0.5-15 nM.
Priority Applications (32)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
HU0401467A HUP0401467A3 (en) | 2004-07-21 | 2004-07-21 | Aminoquinoline derivatives, process for producing them and their use as adenosine a3 ligands |
EP04769079A EP1663982B1 (en) | 2003-07-31 | 2004-07-23 | Aminoquinoline derivatives and their use as adenosine a3 ligands |
ES04769079T ES2295923T3 (en) | 2003-07-31 | 2004-07-23 | DERIVATIVES OF AMINOQUINOLINE AND ITS USE AS LEGANDS OF ADENOSINE A3. |
MXPA06001254A MXPA06001254A (en) | 2003-07-31 | 2004-07-23 | Aminoquinoline derivatives and their use as adenosine a3 ligands. |
AU2004259127A AU2004259127B2 (en) | 2003-07-31 | 2004-07-23 | Aminoquinoline derivatives and their use as adenosine A3 ligands |
SI200430575T SI1663982T1 (en) | 2003-07-31 | 2004-07-23 | Aminoquinoline derivatives and their use as adenosine a3 ligands |
PL04769079T PL1663982T3 (en) | 2003-07-31 | 2004-07-23 | Aminoquinoline derivatives and their use as adenosine a3 ligands |
RU2006106205/04A RU2317290C2 (en) | 2003-07-31 | 2004-07-23 | Derivatives of aminoquinoline and their using as adenosine a3 ligands |
CN2008100096757A CN101239945B (en) | 2003-07-31 | 2004-07-23 | Aminoquinoline derivatives and their use as adenosine a3 ligands |
NZ545580A NZ545580A (en) | 2003-07-31 | 2004-07-23 | Aminoquinoline derivatives and their use as adenosine A3 ligands |
KR1020067002148A KR20060065662A (en) | 2003-07-31 | 2004-07-23 | Aminoquinoline derivatives and their use as adenosine a3 ligands |
MEP-191/08A MEP19108A (en) | 2003-07-31 | 2004-07-23 | Aminoquinoline derivatives and their use as adenosine a3 ligands |
DE602004010284T DE602004010284T2 (en) | 2003-07-31 | 2004-07-23 | AMINOCHINOLINE DERIVATIVES AND THEIR USE AS ADENOSINE A3 LIGANDS |
YUP-2006/0072A RS20060072A (en) | 2003-07-31 | 2004-07-23 | Aminoquinoline derivatives and their use as adenosine a3 ligands |
PCT/HU2004/000080 WO2005009969A1 (en) | 2003-07-31 | 2004-07-23 | Aminoquinoline derivatives and their use as adenosine a3 ligands |
JP2006521678A JP2007500689A (en) | 2003-07-31 | 2004-07-23 | Aminoquinoline derivatives and their use as adenosine A3 ligands |
BRPI0412577-0A BRPI0412577A (en) | 2003-07-31 | 2004-07-23 | aminoquinoline derivatives and their use as a3 adenosine binders |
DK04769079T DK1663982T3 (en) | 2003-07-31 | 2004-07-23 | Aminoquinoline derivatives and their use as adenosine A3 ligands |
PT04769079T PT1663982E (en) | 2003-07-31 | 2004-07-23 | Aminoquinoline derivatives and their use as adenosine a3 ligands |
CA2534105A CA2534105C (en) | 2003-07-31 | 2004-07-23 | Aminoquinoline derivatives and their use as adenosine a3 ligands |
TW093122807A TW200510320A (en) | 2003-07-31 | 2004-07-30 | Aminoquinoline derivatives and their use as adenosine A3 ligands |
ARP040102713A AR045326A1 (en) | 2003-07-31 | 2004-07-30 | AMINOQUINOLINE DERIVATIVES AND THEIR USE AS ADENOSINE A3 LIGANDS |
IL173416A IL173416A (en) | 2003-07-31 | 2006-01-29 | Aminoquinoline derivatives, process for their preparation, pharmaceutical compositions containing them and uses thereof in the preparation of pharmaceutical compositions |
US11/344,440 US7547696B2 (en) | 2003-07-31 | 2006-01-31 | Aminoquinoline derivatives and their use as adenosine A3 ligands |
NO20060702A NO20060702L (en) | 2003-07-31 | 2006-02-14 | Aminoquinoline derivatives and their use as adenosine A3 ligands |
MA28810A MA27991A1 (en) | 2003-07-31 | 2006-02-15 | AMINOQUINOLINE DERIVATIVES AND THEIR USE AS LIGANDS OF ADENOSINE A3 |
HK06108521A HK1088261A1 (en) | 2003-07-31 | 2006-08-01 | Aminoquinoline derivatives and their use as adenosine a3 ligands |
HR20070584T HRP20070584T3 (en) | 2003-07-31 | 2007-12-28 | Aminoquinoline derivatives and their use as adenosine a3 ligands |
CY20081100135T CY1107875T1 (en) | 2003-07-31 | 2008-02-04 | AMINOCINOLIN PRODUCTS AND THEIR USE AS A3 ADENOSIN CONNECTORS |
US12/484,658 US7799922B2 (en) | 2003-07-31 | 2009-06-15 | Aminoquinoline derivatives and their use as adenosine A3 ligands |
US12/854,355 US20110009626A1 (en) | 2003-07-31 | 2010-08-11 | Aminoquinoline derivatives and their use as adenosine a3 ligands |
US13/008,398 US8071601B2 (en) | 2003-07-31 | 2011-01-18 | Aminoquinoline derivatives and their use as adenosine A3 ligands |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
HU0401467A HUP0401467A3 (en) | 2004-07-21 | 2004-07-21 | Aminoquinoline derivatives, process for producing them and their use as adenosine a3 ligands |
Publications (3)
Publication Number | Publication Date |
---|---|
HUP0401467D0 HUP0401467D0 (en) | 2004-09-28 |
HUP0401467A2 true HUP0401467A2 (en) | 2006-09-28 |
HUP0401467A3 HUP0401467A3 (en) | 2008-03-28 |
Family
ID=90014238
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HU0401467A HUP0401467A3 (en) | 2003-07-31 | 2004-07-21 | Aminoquinoline derivatives, process for producing them and their use as adenosine a3 ligands |
Country Status (1)
Country | Link |
---|---|
HU (1) | HUP0401467A3 (en) |
-
2004
- 2004-07-21 HU HU0401467A patent/HUP0401467A3/en unknown
Also Published As
Publication number | Publication date |
---|---|
HUP0401467D0 (en) | 2004-09-28 |
HUP0401467A3 (en) | 2008-03-28 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
IL93465A0 (en) | Substituted pyrimidine derivatives,process for their preparation and the use thereof as a tool | |
MY143400A (en) | 2-pyridone derivatives as neutrophil elastase inhibitors and their use | |
ATE368653T1 (en) | OXAZOLYLARYLOXYACETIC ACID DERIVATIVES AND THEIR USE AS PPAR AGONISTS | |
UA84878C2 (en) | 2-pyridone derivatives as netrophil elastase inhibitors and their preparation | |
DE602006008320D1 (en) | Pyrrolidinyl derivatives and their use as PPAR receptor modulators | |
MY142768A (en) | Gfat inhibitors | |
EP1411052A4 (en) | Benzo-fused 5-membered hetrocycle compounds,process for preparation of the same, and use thereof | |
HUP0402282A2 (en) | Triazolo[1,5a] quinoline derivatives, process for their preparation and pharmaceutical compositions containing them | |
NO940039L (en) | Quinolone and naphthyridone carboxylic acid derivatives | |
MXPA02004448A (en) | Imidazopyridine derivatives as phosphodiesterase vii inhibitors. | |
EP1471064A4 (en) | Coumarin derivatives, process for their production and use thereof | |
AU2003272072A1 (en) | A process to prepare pioglitazone via several intermediates. | |
NZ510898A (en) | Crystal modification N of torasemide | |
EP3156057A3 (en) | Maintenance of oral health and prevention or reduction of oral staining in in animals using n-hydroxyalkyl substituted morpholino compounds | |
HUP0302440A2 (en) | Aminoquinoline derivatives, process for producing them and pharmaceutical compositions containing them | |
HUP0401467A2 (en) | Aminoquinoline derivatives, process for producing them and their use as adenosine a3 ligands | |
HUP0401468A2 (en) | Aminoquinoline derivatives and process for producing them | |
ZA916290B (en) | Substituted pyrimidine derivatives,a process for the preparation thereof and the use thereof as reagents | |
DE69102762D1 (en) | BETA-PHENYLISOSER DERIVATIVES, THEIR PRODUCTION AND THEIR USE. | |
MXPA04003278A (en) | 5-methoxy-8-aryl-[1,2,4] triazolo [1,5-a] pyridine derivatives as adenosine receptor antagonists. | |
MA26772A1 (en) | PHENYLALANINOL DERIVATIVES | |
BG101328A (en) | New derivatives of imidazoloquinaxalon with heterocyclic substituents, their preparation and use | |
HUP0200774A2 (en) | Aminopyridine and aminoquinoline derivatives, process for their preparation, pharmaceutical compositions containing them and intermediates | |
ATE455769T1 (en) | SUBSTITUTED THIAZOLES AND THEIR USE IN THE PRODUCTION OF MEDICINAL PRODUCTS | |
HUP0102279A2 (en) | A3 antagonist amino-quinoline-derivatives, process for their preparation, pharmaceutical compositions containing them and their use |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
FA9A | Lapse of provisional patent protection due to relinquishment or protection considered relinquished |