HUP0200774A2 - Aminopyridine and aminoquinoline derivatives, process for their preparation, pharmaceutical compositions containing them and intermediates - Google Patents
Aminopyridine and aminoquinoline derivatives, process for their preparation, pharmaceutical compositions containing them and intermediatesInfo
- Publication number
- HUP0200774A2 HUP0200774A2 HU0200774A HUP0200774A HUP0200774A2 HU P0200774 A2 HUP0200774 A2 HU P0200774A2 HU 0200774 A HU0200774 A HU 0200774A HU P0200774 A HUP0200774 A HU P0200774A HU P0200774 A2 HUP0200774 A2 HU P0200774A2
- Authority
- HU
- Hungary
- Prior art keywords
- alkyl
- halo
- alkoxy
- optionally substituted
- aminoquinoline
- Prior art date
Links
- 150000003927 aminopyridines Chemical class 0.000 title abstract 3
- 150000005010 aminoquinolines Chemical class 0.000 title abstract 3
- 239000000543 intermediate Substances 0.000 title 1
- 239000008194 pharmaceutical composition Substances 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 7
- 125000003545 alkoxy group Chemical group 0.000 abstract 5
- 125000005843 halogen group Chemical group 0.000 abstract 5
- -1 methylenedioxy Chemical group 0.000 abstract 3
- 229910052717 sulfur Inorganic materials 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000002541 furyl group Chemical group 0.000 abstract 2
- 125000001072 heteroaryl group Chemical group 0.000 abstract 2
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 2
- 125000004430 oxygen atom Chemical group O* 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
- 208000001953 Hypotension Diseases 0.000 abstract 1
- 239000002580 adenosine A3 receptor antagonist Substances 0.000 abstract 1
- 125000004453 alkoxycarbonyl group Chemical group 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
- 230000003178 anti-diabetic effect Effects 0.000 abstract 1
- 230000003110 anti-inflammatory effect Effects 0.000 abstract 1
- 230000002682 anti-psoriatic effect Effects 0.000 abstract 1
- 230000003356 anti-rheumatic effect Effects 0.000 abstract 1
- 230000000259 anti-tumor effect Effects 0.000 abstract 1
- 239000003416 antiarrhythmic agent Substances 0.000 abstract 1
- 239000000924 antiasthmatic agent Substances 0.000 abstract 1
- 239000003472 antidiabetic agent Substances 0.000 abstract 1
- 239000003435 antirheumatic agent Substances 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 208000021822 hypotensive Diseases 0.000 abstract 1
- 230000001077 hypotensive effect Effects 0.000 abstract 1
- 230000001506 immunosuppresive effect Effects 0.000 abstract 1
- 230000010534 mechanism of action Effects 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000012453 solvate Substances 0.000 abstract 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 abstract 1
Abstract
Aminoquinoline and aminopyridine derivatives (I) are new. Aminoquinoline and aminopyridine derivatives of formula (I), their optically active isomers, salts and solvates are new. [Image] R 1>, R 2>H or 1-4C alkyl; R 3>phenyl, thienyl, furyl (all optionally substituted by at least one 1-4C alkyl, 1-4C alkoxy or halo), 5-6 membered heteroaromatic ring (optionally substituted by 1-4C alkyl, 1-4C alkoxy or halo and containing either 1-3 N, N or S, or N or O atoms), H or R 1>; R 4>, R 5>H; or R 4>+R 5>1,3-butadienyl group optionally substituted by methylenedioxy, 1-4C alkyl, 1-4C alkoxy, halo or OH; R 6>H, CN, aminocarbonyl, 1-4C alkoxycarbonyl or carboxy; R 7>phenyl, benzyl, thienyl, furyl (all optionally substituted by at least one 1-4C alkyl, 1-4C alkoxy, halo, methylenedioxy, OH, CF 3 or CN), 5-6 membered heteroaromatic ring (optionally substituted by 1-4C alkyl, 1-4C alkoxy or halo and containing either 1-3 N, N or S, or N or O atoms) or H; X : -CH 2, -NH, -NR 8>, S, O, sulfo or sulfoxy group; R 8>1-4C alkyl or 3-6C cycloalkyl; and n : 0-2. Independent claims are also included for: (1) preparation of (I); and (2) intermediate compounds of formula (II)-(IV) (structures not given in the specification. ACTIVITY : Antiinflammatory; Antiallergic; Hypotensive; Dermatological; Antiarthritic; Immunosuppressive; Antipsoriatic; Ophthalmological; Antidiabetic; Antirheumatic; Vasotropic; Antiarrhythmic; Antiasthmatic; Cardiant; Nephrotropic; Antitumor. MECHANISM OF ACTION : Adenosine A3 Antagonist In tests, compounds (I) displayed K i values of 0.14-0.15 nM. No specific data given.
Priority Applications (30)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
HU0200774A HUP0200774A2 (en) | 2002-03-01 | 2002-03-01 | Aminopyridine and aminoquinoline derivatives, process for their preparation, pharmaceutical compositions containing them and intermediates |
TW091110975A TWI328581B (en) | 2002-03-01 | 2002-05-24 | New compounds |
CZ20033510A CZ20033510A3 (en) | 2001-05-31 | 2002-05-29 | Aminoquinoline and aminopyridine derivatives and their use as adenosine A3 ligands |
CNB02810840XA CN1257160C (en) | 2001-05-31 | 2002-05-29 | Aimoquinoline and aminopyridine derivatives and their use as adenosine A3 ligands |
EP02732985A EP1390349B1 (en) | 2001-05-31 | 2002-05-29 | Aminoquinoline and aminopyridine derivatives and their use as adenosine a3 ligands |
BR0209719-2A BR0209719A (en) | 2001-05-31 | 2002-05-29 | Aminoquinoline and aminopyridine derivatives and their use as a3 adenosine ligands |
MXPA03010870A MXPA03010870A (en) | 2001-05-31 | 2002-05-29 | Aminoquinoline and aminopyridine derivatives and their use as adenosine a3 ligands. |
PCT/HU2002/000048 WO2002096879A1 (en) | 2001-05-31 | 2002-05-29 | Aminoquinoline and aminopyridine derivatives and their use as adenosine a3 ligands |
KR1020037015646A KR100745307B1 (en) | 2001-05-31 | 2002-05-29 | Aminoquinoline derivatives and their use as adenosine a3 ligands |
EA200301317A EA006854B1 (en) | 2001-05-31 | 2002-05-29 | Aminoquinoline derivatives and their use as adenosine as ligands |
US10/478,721 US6969723B2 (en) | 2001-05-31 | 2002-05-29 | Aminoquinoline and aminopyridine derivatives and their use as adenosine a3 ligands |
YUP-950/03A RS95003A (en) | 2001-05-31 | 2002-05-29 | Aminoquinoline and aminopyridine derivatives and their use as adenosine a3 ligands |
RU2003137836/04A RU2278112C2 (en) | 2001-05-31 | 2002-05-29 | Derivatives of aminoquinoline and aminopyridine and their using as adenosine ligands a3 |
PL02366516A PL366516A1 (en) | 2001-05-31 | 2002-05-29 | Aminoquinoline and aminopyridine derivatives and their use as adenosine a3 ligands |
CA2448561A CA2448561C (en) | 2001-05-31 | 2002-05-29 | Aminoquinoline derivatives and their use as adenosine a3 ligands |
NZ529966A NZ529966A (en) | 2001-05-31 | 2002-05-29 | Aminoquinoline and aminopyridine derivatives and their use as adenosine A3 ligands |
SK1414-2003A SK14142003A3 (en) | 2001-05-31 | 2002-05-29 | Aminoquinoline and aminopyridine derivatives and their use as adenosine A3 ligands |
AU2002304358A AU2002304358B2 (en) | 2001-05-31 | 2002-05-29 | Aminoquinoline and aminopyridine derivatives and their use as adenosine A3 ligands |
EEP200300574A EE05304B1 (en) | 2001-05-31 | 2002-05-29 | Aminoquinoline derivatives, process for their preparation, pharmaceutical compositions containing them and their use as adenosine A3 receptor ligands |
JP2003500059A JP4409935B2 (en) | 2001-05-31 | 2002-05-29 | Aminoquinoline and aminopyridine derivatives and their use as adenosine A3 ligands |
MEP-186/08A MEP18608A (en) | 2001-05-31 | 2002-05-29 | Aminoquinoline and aminopyridine derivatives and their use as adenosine a3 ligands |
IL15885402A IL158854A0 (en) | 2001-05-31 | 2002-05-29 | Aminoquinoline and aminopyridine derivatives and their use as adenosine a3 ligands |
ARP020102036A AR036074A1 (en) | 2001-05-31 | 2002-05-31 | DERIVATIVES OF AMINOQUINOLINE, THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM, THE USE OF THE SAME FOR THE PREPARATION OF A PHARMACEUTICAL COMPOSITION, A PROCEDURE FOR THEIR PREPARATION AND THE INTERMEDIARIES USED IN SUCH PREPARATION PROCEDURE |
TNPCT/HU2002/000048A TNSN03117A1 (en) | 2001-05-31 | 2003-07-08 | Aminoquinoline and aminopyridine derivatives and their use as adenosine a3 ligands |
MA27388A MA26236A1 (en) | 2001-05-31 | 2003-11-10 | AMINOQUINOLINE AND AMINOPYRRIDINE DERIVATIVES AND THEIR USE AS ADENOSINE A3 LIGANDS |
IS7052A IS2773B (en) | 2001-05-31 | 2003-11-26 | Aminoquinoline derivatives and their use as adenosine A3 ligands |
NO20035300A NO327710B1 (en) | 2001-05-31 | 2003-11-28 | Aminoquinoline derivatives and their use as adenosine A <N> 3 </N> ligands |
CO03107462A CO5550457A2 (en) | 2001-05-31 | 2003-12-05 | AMINOQUINOLINE DERIVATIVES |
BG108477A BG108477A (en) | 2001-05-31 | 2003-12-19 | Aminoquinoline and aminopyridine derivatives and their use as adenosine a3 ligands |
HRP20031091AA HRP20031091B1 (en) | 2001-05-31 | 2003-12-29 | Aminoquinoline and aminopyridine derivatives and their use as adenosine a3 ligands |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
HU0200774A HUP0200774A2 (en) | 2002-03-01 | 2002-03-01 | Aminopyridine and aminoquinoline derivatives, process for their preparation, pharmaceutical compositions containing them and intermediates |
Publications (2)
Publication Number | Publication Date |
---|---|
HUP0200774D0 HUP0200774D0 (en) | 2002-05-29 |
HUP0200774A2 true HUP0200774A2 (en) | 2005-10-28 |
Family
ID=89575035
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HU0200774A HUP0200774A2 (en) | 2001-05-31 | 2002-03-01 | Aminopyridine and aminoquinoline derivatives, process for their preparation, pharmaceutical compositions containing them and intermediates |
Country Status (2)
Country | Link |
---|---|
HU (1) | HUP0200774A2 (en) |
TW (1) | TWI328581B (en) |
-
2002
- 2002-03-01 HU HU0200774A patent/HUP0200774A2/en unknown
- 2002-05-24 TW TW091110975A patent/TWI328581B/en not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
HUP0200774D0 (en) | 2002-05-29 |
TWI328581B (en) | 2010-08-11 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
FA9A | Lapse of provisional patent protection due to relinquishment or protection considered relinquished |