	US 7,576,110 B2
	Benzothiazole cyclobutyl amine derivatives
Marlon D. Cowart, Round Lake Beach, Ill. (US); Minghua Sun, Libertyville, Ill. (US); Chen Zhao, Libertyville, Ill. (US); and Guo Zhu Zheng, Lake Bluff, Ill. (US)
Assigned to Abbott Laboratories, Abbott Park, Ill. (US)
Filed on Sep. 08, 2006, as Appl. No. 11/518,132.
Claims priority of provisional application 60/719516, filed on Sep. 22, 2005.
Prior Publication US 2007/0066588 A1, Mar. 22, 2007
Int. Cl. A61K 31/428 (2006.01); C07D 277/62 (2006.01)

U.S. Cl. 514—367 [548/146; 548/152; 546/139; 546/152; 546/184; 544/111; 544/135; 544/242; 544/359; 514/231.5; 514/252.12; 514/311; 514/336]

18 Claims

1. A compound of formula:

or a pharmaceutically acceptable salt thereof, wherein:

m is 0 or 1;

one of R₁and R₂is hydrogen, acyl, acyloxy, alkenyl, alkoxy, alkoxyalkoxy, alkoxyalkyl, alkoxycarbonyl, alkoxyimino, alkoxysulfonyl, alkyl, alkylcarbonyl, alkylsulfonyl, alkynyl, amido, carboxy, cyano, cycloalkyl, fluoroalkoxy, haloalkoxy, haloalkyl, halogen, hydroxy, hydroxyalkyl, mercapto, nitro, alkylthio, —NR_AR_B, (NR_AR_B)carbonyl, —SO₂N(R_14a)(R_14b), —N(R_14a)SO₂(R_14b), a group of the formula —L₂—R₆, or a group of the formula —L_3a—R_6a—L_3b—R_6b;

the other of R₁and R₂is selected from the group consisting of hydrogen, cyano, halogen, alkyl, cycloalkyl, fluoroalkyl, alkoxy, alkoxyalkyl, fluoroalkoxy, alkylthio, —SO₂N(R_14a)(R_14b), and —N(R_14a)SO₂(R_14b);

R_3aand R_3bare each independently selected from the group consisting of hydrogen, cyano, halogen, alkyl, cycloalkyl, fluoroalkyl, alkoxy, alkoxyalkyl, fluoroalkoxy, alkylthio, —SO₂N(R_14a)(R_14b), and —N(R_14a)SO₂(R_14b);

R₄and R₅are each independently selected from the group consisting of alkyl, fluoroalkyl, hydroxyalkyl, alkoxyalkyl, and cycloalkyl; or R₄and R₅taken together with the nitrogen atom to which each is attached form a non-aromatic ring;

R₆is aryl, heterocycle or heterocyclealkyl;

R_6ais aryl or heterocycle;

R_6bis aryl or heterocycle;

L is a bond or alkylene;

L₂is a bond, —O—, alkylene, —C(═O)—, —S—, —SO₂N(R_14a)—, N(R_14a)SO₂₋—, —C(O)N(R_14a)—, —N(R_14a)C(O)—, or —N(R₁₅)—;

L_3aand L_3bare each independently selected from the group consisting of a bond, —O—, alkylene, —C(═O)—, —S—, —SO₂N(R_14a)—, —N(R_14a)SO₂₋—, —C(O)N(R_14a)—, N(R_14a)C(O)—, and —N(R₁₅)—;

R₁₀is selected from the group consisting of hydrogen, cyano, fluoro, hydroxy, and alkyl;

R_14aand R_14bare each independently selected at each occurrence from the group consisting of hydrogen, alkyl, and cycloalkyl;

R₁₅is selected from the group consisting of hydrogen, alkyl, acyl, alkoxycarbonyl, and (R_14a)(R_14b)NC(O)—; and

R_Aand R_Bare independently selected from hydrogen, alkyl, acyl, haloalkyl, alkoxycarbonyl, cycloalkyl, and formyl.