	US 7,459,585 B2
	Benzene derivatives and pharmaceutical use thereof
Yukio Iino, Kawasaki (Japan); Kohichi Fujita, Kawasaki (Japan); Takashi Tsuji, Kawasaki (Japan); Ariko Kodaira, Kawasaki (Japan); Kenji Takehana, Kawasaki (Japan); Tsuyoshi Kobayashi, Kawasaki (Japan); and Takashi Yamamoto, Kawasaki (Japan)
Assigned to Ajinomoto Co., Inc., Tokyo (Japan)
Filed on Mar. 24, 2005, as Appl. No. 11/87,531.
Application 10/387395 is a division of application No. 09/803107, filed on Mar. 12, 2001, granted, now 6,703,379.
Application 11/087531 is a continuation of application No. 10/387395, filed on Mar. 14, 2003, abandoned.
Application 09/803107 is a continuation of application No. PCT/JP99/04986, filed on Sep. 13, 1999.
Claims priority of application No. 10-257804 (JP), filed on Sep. 11, 1998.
Prior Publication US 2005/0165114 A1, Jul. 28, 2005
Int. Cl. C07C 233/60 (2006.01); C07C 233/61 (2006.01); C07C 233/62 (2006.01); C07C 233/63 (2006.01); C07C 309/66 (2006.01); C07C 311/21 (2006.01); C07D 209/38 (2006.01); C07D 209/48 (2006.01); C07D 211/78 (2006.01)

U.S. Cl. 564—158 [564/86; 564/153; 564/154; 564/155; 564/156; 564/157; 564/190; 562/433; 560/251; 558/50; 558/404; 548/476; 548/513; 546/323; 514/354; 514/415; 514/421; 514/423; 514/517; 514/535; 514/544; 514/563; 514/603; 514/616; 514/624]

21 Claims

1. A benzene compound of formula (I) or a pharmaceutically acceptable salt thereof:

wherein R¹represents a cycloalkyl group substituted with at least one substituent selected from the group consisting of a halogen atom, an alkyl group, an alkoxycarbonyl group, a cyano group, an amino group, an alkylamino group, and a protected amino group; or

a cycloalkenyl group substituted with at least one substituent selected from the group consisting of a halogen atom, an alkyl group, an alkoxycarbonyl group, a cyano group, an amino group, an alkylamino group, and a protected amino group;

R²represents hydrogen atom or an alkyl group;

R³to R¹⁰, which may be the same or different from each other, represent hydrogen atom, a halogen atom, hydroxyl group, mercapto group, nitro group, cyano group, trifluoromethyl group, an alkyl group, an alkoxyl group, an alkylthio group, an amino group which may be substituted with an alkyl group or an amino-protecting group, an acyloxy group, an acyl group, carboxyl group, an alkoxycarbonyl group or carbamoyl group;

—Y represents a group of formula (II):

wherein R¹¹represents hydrogen atom or an alkyl group; and

R¹²represents:

an alkyl group which may have a substituent;

a cycloalkyl group which may be substituted with at least one substituent selected from the group consisting of a halogen atom, an alkyl group, an alkoxycarbonyl group, a cyano group, an amino group, an alkylamino group, and a protected amino group, wherein said cycloalkyl group is one member selected from the group consisting of a cyclopropyl group, a cyclobutyl group, and a cyclopentyl group;

a cycloalkenyl group which may be substituted with at least one substituent selected from the group consisting of a halogen atom, an alkyl group, an alkoxycarbonyl group, a cyano group, an amino group, an alkylamino group, and a protected amino group;

an aryl group which may have a substituent;

an aromatic heterocyclic group having one or more hetero atoms, which may have a substituent; or

a saturated heterocyclic group having one or more hetero atoms, which may have a substituent;

n represents an integer selected from among 0 to 6; and ——X—represents an interatomic bond, or any of —O—, —O—CHR¹⁷—, —CHR¹⁸—O—, —O—CO—, —CO—O—, —O—CS—, —CS—O—, —S—, —SO—, —SO₂—, —S—CHR¹⁹—, —CHR²⁰—S—, —S—CO—, —CO—S—, —S—CS—, —CS—S—, —SO₂—NR²¹—, —NR²²—SO₂—, —NR²³—, —NR²⁴—CHR²⁵—, —CHR²⁶—NR²⁷—, —CO—, —C(═NOR²⁸)—, —C(═CHR²⁹)—, —CO—CHR³⁰—, —CHR³¹—CO—, —CO—NR³²—, —NR³³—CO—, —CR³⁴R³⁵—, —CHR³⁶—CHR³⁷—, and —CR³⁸═CR³⁹— wherein R¹⁷, R¹⁸, R¹⁹, R²⁰, R²¹, R²², R²⁵, R²⁶, R²⁹, R³⁰, R³¹, R³², R³³, R³⁴, R³⁸, and R³⁹each represent hydrogen atom or an alkyl group, R²³, R²⁴, R²⁷and R²⁸each represent hydrogen atom, an alkyl group or an acyl group, R³⁶and R³⁷each represent hydrogen atom, hydroxyl group or an alkyl group, and R³⁵represents hydrogen atom, hydroxyl group, mercapto group, cyano group, an alkyl group which may have a substituent, an alkoxyl group, an alkylthio group, an acyloxy group, an amino group which may be substituted with an alkyl group or an amino-protecting group, carboxyl group, an alkoxycarbonyl group or carbamoyl group.