US 7,473,694 B2
Pyrazolopyrimidine derivatives or pharmaceutically acceptable salts thereof
Gen Unoki, Tokyo (Japan); Tomomi Kosugi, Tokyo (Japan); Mika Takakuwa, Tokyo (Japan); Hiroaki Makino, Yamaguchi (Japan); Kenichiro Kataoka, Tokyo (Japan); and Yuko Yamakoshi, Tokyo (Japan)
Assigned to Teijin Pharma Limited, Tokyo (Japan)
Filed on Mar. 17, 2006, as Appl. No. 11/377,363.
Claims priority of application No. 2005-077509 (JP), filed on Mar. 17, 2005.
Prior Publication US 2007/0173519 A1, Jul. 26, 2007
Int. Cl. A01N 43/54 (2006.01); A61K 31/505 (2006.01); C07D 239/00 (2006.01); C07D 471/00 (2006.01); C07D 487/00 (2006.01); C07D 491/00 (2006.01)
U.S. Cl. 514—267  [544/251] 42 Claims
 
1. A pyrazolopyrimidine derivative or medically acceptable salt thereof represented by formula (1):

OG Complex Work Unit Drawing
wherein,
R1 represents a hydrogen atom or a halogen;
R2 represents a hydrogen atom or a halogen;
R3 represents a hydrogen atom, an optionally substituted C1-C8 alkyl group, an optionally substituted C3-C8 cycloalkyl group, an optionally substituted heterocyclic group, an optionally substituted C6-C14 aryl group or —OR5;
R5 represents a hydrogen atom, an optionally substituted C1-C8 alkyl group or —(C═O)R6;
R6 represents an optionally substituted C1-C8 alkyl group;
n represents 0 or 1, or n represents 0 when R3 is —OR5;
R4 represents a hydrogen atom, an optionally substituted C1-C8 alkyl group, an optionally substituted C2-C8 alkenyl, an optionally substituted C2-C8 alkynyl, an optionally substituted C3-C8 cycloalkyl group, an optionally substituted C6-C14 aryl group, an optionally substituted heterocyclic group, an optionally substituted heterocyclylalkyl group or an optionally substituted C7-C16 aralkyl group; the substituents in the optionally substituted C6-C14 aryl group as are one or more substituents selected from the group consisting of halogen, —CN, —NO2, —CHO, —OH, —COOH, optionally substituted C1-C8 alkyl group, optionally substituted C2-C8 alkenyl, optionally substituted C2-C8 alkynyl, optionally substituted C3-C8 cycloalkyl group, —O—(CH2)m—W, optionally substituted C6-C14 aryl group, optionally substituted heterocyclic group, —C(═O)—R133, —O—C(═O)R26, —C(═O)OR27, —NR28C(═O)R29, —NR30R31, —C(═O)NR32R33, —NR34C(═X1)OR35, —NR36C(═X2)NR37R38, —NR39—SO2R40, —S(O)r—R41 and —SO2NR42R43, wherein X1 or X2 represents O, S, N—CN or NH and r represents 0 to 2;
W represents a hydrogen atom, an optionally substituted C1-C8 alkyl group, an optionally substituted C2-C8 alkenyl, an optionally substituted C2-C8 alkynyl, an optionally substituted C3-C8 cycloalkyl group, an optionally substituted C6-C14 aryl group or an optionally substituted heterocyclic group, and in this case m represents 0 to 4; or W represents an optionally substituted C1-C8 alkoxy group, —NR150R151 or an optionally substituted phenoxy group and in this case m represents 1 to 4;
R26 to R43, R133, R150 and R151 may be identical or different and each represents a hydrogen atom, an optionally substituted C1-C8 alkyl group, an optionally substituted C2-C8 alkenyl, an optionally substituted C2-C8 alkynyl, an optionally substituted C3-C8 cycloalkyl group, an optionally substituted C6-C14 aryl group, an optionally substituted heterocyclic group, an optionally substituted aralkyl group or an optionally substituted heterocyclylalkyl group, or, when R30 and R31, R32 and R33, R37 and R38, R42 and R43 or R150 and R151 are optionally substituted C1-C8 alkyl groups, the substituents in each combination may form a saturated or unsaturated 5- to 7-membered ring together with the nitrogen atom to which they bond, and this ring may contain 1 or 2 heteroatoms selected from the group consisting of oxygen atom, nitrogen atom and sulfur atom besides the nitrogen atom to which these substituents bond;
-A-B- represents —CH2—CH(-Z1)-, —(CH2)p—, —CH═C(-Z2)- or —(CH2)q—C(═O)—;
p represents 3 and q represents 1 or 2;
Z1 and Z2 may be identical or different and each represents a hydrogen atom or —CH2—OR11; and
R11 represents a hydrogen atom, an optionally substituted C1-C8 alkyl group or a substituted silyl group.