Pyrazolopyrazine compound and pharmaceutical use thereof
View Patent ↗A pyrazolopyrazine compound of the following formula (I). wherein R 1 is hydrogen or a suitable substituent; and R 2 is hydrogen or halogen, or a salt thereof. The pyrazolopyrazine compound (I) and salt thereof of the present invention are adenosine antagonists and are useful for the prevention and/or treatment of depression, dementia (e.g. Alzheimer's disease, cerebrovascular dementia, dementia accompanying Parkinson's disease, etc.), Parkinson's disease, anxiety, pain, cerebrovascular disease (e.g. stroke, etc.), heart failure and the like.
1. A pyrazolopyrazine compound of the following formula (I):
wherein
R 1 is hydrogen, lower alkyl, ar(lower)alkyl or cyclo(lower)alkyl which may be interrupted by an oxygen atom;
R 2 is hydrogen or halogen,
or a salt thereof.
2. A process for the preparation of the pyrazolopyrazine compound of claim 1 or a salt thereof, which comprises,
(1) hydrolyzing a compound of the formula (II):
wherein
R 2 is hydrogen or halogen;
R 3 is lower alkyl;
or a salt thereof,
to give a compound of the formula (Ia):
wherein R 2 is as defined above or a salt thereof,
(2) reacting a compound of the formula (Ia) or a salt thereof, with a compound of the formula (III):
R 1a —X (III)
wherein R 1a is hydrogen, lower alkyl, ar(lower)alkyl or cyclo(lower)alkyl which may be interrupted by an oxygen atom;
X is a leaving group,
or a salt thereof
to give a compound of the formula (Ib):
wherein R 1a and R 2 are as defined above or a salt thereof.
3. A pharmaceutical composition comprising the compound of claim 1 or a pharmaceutically acceptable salt thereof in admixture with a pharmaceutically acceptable carrier.
4. A method for treating a disease selected from the group consisting of depression, dementia, Parkinson's disease and anxiety, which comprises administering the compound of claim 1 or a pharmaceutically acceptable salt thereof to a human being or an animal in need thereof.
5. A process for preparing a pharmaceutical composition which comprises admixing the compound of claim 1 or a pharmaceutically acceptable salt thereof with a pharmaceutically acceptable carrier.
6. An in vitro method for evaluation of adenosine antagonism which comprises contacting the compound of claim 1 or a pharmaceutically acceptable salt thereof with a human A 1 or A 2a receptor.