Meiji Seika Kaisha, Ltd.

Chizuko Kuroda

Kiyoaki Katano

Tetsuya Matsushima

Kazue Sasaki

Naoto Ohkura

Masaharu Shiotani

Yukiko Hiraiwa

Takehiro Yamamoto

Yuuko Nakatani

Shigeki Suzuki

Mieko Nagasawa

Disclosed are compounds represented by formula (I) which have triglyceride biosynthesis inhibitory activity in the liver and inhibitory activity against the secretion of apolipoprotein B-containing lipoprotein from the liver and particularly have excellent inhibitory activity against the secretion of apolipoprotein B-containing lipoprotein, are free from side effect of accumulation of lipids in the liver, and are useful for the treatment and prevention of hyperlipidemia and arteriosclerotic diseases. In formula (I), Rand Rrepresent alkyl, alkoxy, cycloalkyl, phenyl, alkenyl, alkynyl, or a five- or six-membered saturated or unsaturated heterocyclic ring, or Rand R, together with a nitrogen atom to which Rand Rare attached, may form a ring; Rand Rrepresent a hydrogen atom, alkyl, a halogen atom, hydroxyl, nitrile, alkoxycarbonyl, alkoxy, or carboxyl; or Rand Rmay be attached to each other to form &#x2014;(CH)&#x2014;, &#x2014;N&#x2550;CH&#x2014;, &#x2014;CH&#x2550;N&#x2014;, or &#x2014;(Calkyl)C&#x2550;N&#x2014;; A, D, E, and G each represent a carbon atom, or any one of A, D, E, and G represents a nitrogen atom with the other three each representing a carbon atom; Q represents a nitrogen atom or a carbon atom; Y represents a group represented by formula (II) wherein X represents a hydrogen atom, group &#x2014;C(&#x2550;O)N(R)Ror group &#x2014;C(&#x2550;O)OR, Ris absent or represents a bond, an oxygen atom, a sulfur atom, &#x2014;SO&#x2014;, &#x2014;SO&#x2014;, &#x2014;CH&#x2014;CH&#x2014;, or &#x2014;CH&#x2550;CH&#x2014;, and Rand Rrepresent a hydrogen atom, alkyl, alkoxy, a halogen atom, or hydroxyl; and Z represents &#x2014;(CH)&#x2014;, &#x2014;O&#x2014;(CH)&#x2014;, or &#x2014;C(&#x2550;O)NH&#x2014;(CH)&#x2014;

Nitrogen-containing heterocyclic compounds and benzamide compounds and drugs containing the same

Disclosed are compounds represented by formula (I) which have triglyceride biosynthesis inhibitory activity in the liver and inhibitory activity against the secretion of apolipoprotein B-containing lipoprotein from the liver and particularly have excellent inhibitory activity against the secretion of apolipoprotein B-containing lipoprotein, are free from side effect of accumulation of lipids in the liver, and are useful for the treatment and prevention of hyperlipidemia and arteriosclerotic diseases. In formula (I), R and R represent alkyl, alkoxy, cycloalkyl, phenyl, alkenyl, alkynyl, or a five- or six-membered saturated or unsaturated heterocyclic ring, or R and R , together with a nitrogen atom to which R and R are attached, may form a ring; R and R represent a hydrogen atom, alkyl, a halogen atom, hydroxyl, nitrile, alkoxycarbonyl, alkoxy, or carboxyl; or R and R may be attached to each other to form &mdash;(CH ) &mdash;, &mdash;N&boxH;CH&mdash;, &mdash;CH&boxH;N&mdash;, or &mdash;(C alkyl)C&boxH;N&mdash;; A, D, E, and G each represent a carbon atom, or any one of A, D, E, and G represents a nitrogen atom with the other three each representing a carbon atom; Q represents a nitrogen atom or a carbon atom; Y represents a group represented by formula (II) wherein X represents a hydrogen atom, group &mdash;C(&boxH;O)N(R )R or group &mdash;C(&boxH;O)OR , R is absent or represents a bond, an oxygen atom, a sulfur atom, &mdash;SO &mdash;, &mdash;SO&mdash;, &mdash;CH &mdash;CH &mdash;, or &mdash;CH&boxH;CH&mdash;, and R and R represent a hydrogen atom, alkyl, alkoxy, a halogen atom, or hydroxyl; and Z represents &mdash;(CH ) &mdash;, &mdash;O&mdash;(CH ) &mdash;, or &mdash;C(&boxH;O)NH&mdash;(CH ) &mdash;.

Nitrogen-containing heterocyclic compounds and benamide compounds and drugs containing the same

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Yokohama, Japan

Chizuko Kuroda