US 7,482,487 B2
Phenylaminoethanol derivatives as β2 receptor agonists
Alan Daniel Brown, Sandwich (United Kingdom); Justin Stephen Bryans, Sandwich (United Kingdom); Paul Alan Glossop, Sandwich (United Kingdom); Charlotte Alice Louise Lane, Sandwich (United Kingdom); and Simmon John Mantell, Sandwich (United Kingdom)
Assigned to Pfizer Inc, New York, N.Y. (US)
Appl. No. 10/598,843
PCT Filed Mar. 10, 2005, PCT No. PCT/IB2005/000611
§ 371(c)(1), (2), (4) Date Jun. 15, 2007,
PCT Pub. No. WO2005/090288, PCT Pub. Date Sep. 29, 2005.
Claims priority of provisional application 60/591854, filed on Jul. 27, 2004.
Claims priority of application No. 04290724 (EP), filed on Mar. 17, 2004; and application No. 05708707 (EP), filed on Mar. 10, 2005.
Prior Publication US 2007/0264262 A1, Nov. 15, 2007
Int. Cl. C07C 233/05 (2006.01); A61K 31/65 (2006.01)
U.S. Cl. 564—165  [514/595; 514/596; 514/616; 514/620; 564/48; 564/56; 564/86; 564/155; 564/158] 12 Claims
 
1. A compound of formula (1):

OG Complex Work Unit Drawing
wherein the CH2—C(═O)NH-benzyl-Q1-Q2-Q3-Q4 group is in the meta or para position;
R1 and R2 are independently selected from H and C1-C4 alkyl;
Q1 is —(CH2)n—;
n is 0 or 1;
Q2 is selected from —NH—, —C(═O)NH—, —NHC(═O)—, —NH—C(═O)—NH—, and —SO2NH—;
Q3 is a single bond or a C1-C4 alkylene optionally substituted with OH;
Q4 is selected from

OG Complex Work Unit Drawing
wherein * represents the attachment point to Q3;
R3, R4, R5, R6 and R7 are independently selected from H, C1-C4 alkyl, phenyl, phenoxy, OR8, SR8, halo, CN, CF3, OCF3, COOR9, SO2NR8R9, CONR8R9, NR8R9, NHCOR9 and CH2—NHC(═O)NH—R9; and
R8 and R9 are independently selected from H and C1-C4 alkyl; or a pharmaceutically acceptable salt, isomer, tautomer, solvate or isotopic variation thereof.