Synthesis and Pharmacological Properties of Azido Derivatives of 1,5-Benzothiazepine Ca Antagonist

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概要

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• Sine azido dervatives of 1,5-benzothiazepine Ca antagonist available for photoaffinity labeling are required for further studies of voltage-sensitive Ca channels, we synthesized 3-(p-azidobenzoyloxydeacetyl)- and 3-(4-azidobutyryloxydeacetyl)-diltiazem, and studied their pharmacological properties. Both azido compounds showed similar relaxing actions to diltiazem in K^+ -depolarized dog arteries. They also showed a similar increasing action to diltiazem, but less potent, on the coronary and vertebral blood flow in the anesthetized dog. Moreover, their negative inotropic effects in the guinea pig papillary muscle were similar to or slightly more potent than that of diltiazem under physiological conditions, but were less potent when studied in K^+ depolarizing solution. A radioligand binding study in rat skeletal muscle microsomes revealed that the azido derivatives had similar properties to diltiazem, but the nonspecific binding of 3-(p-azidobenzoyloxydeacetyl)-diltiazem was too high to allow estimation of its K_D and B_<max> values. In conclusion, we synthesized azido derivatives of diltiazem which were considered to share a common binding site on the voltage-dependent Ca channel with diltiazem in skeletal muscle microsomes and in vascular smooth muscle.

• 公益社団法人日本薬学会の論文
• 1990-02-25

著者

• 井上 博純

  Organic Chemistry Research Laboratory, Tanabe Seiyaku Co., Ltd, .

• 長尾 拓

  Biological Research Laboratory, Tanabe Seiyaku Co., Ltd.

• 長尾 拓

  Biological Research Laboratory:tanabe Seiyaku Co. Ltd. :(present Adress)department Of Toxicology And

• 我伊野 三徳

  Organic Chemistry Research Laboratory Tanabe Seiyaku Co., Ltd.,

• 成田 寛

  Pharmacological Research Laboratory, Tanabe Seiyaku Co., Ltd.,

• 成田 寛

  Pharmacological Research Laboratory Tanabe Seiyaku Co. Ltd.

• 成田 寛

  Biological Research Laboratory

• 鈴木 龍夫

  Biological Research Laboratory

• 黒沢 秀保

  Biological Research Laboratory

• 我伊野 三徳

  Organic Chemistry Research Laboratory Tanabe Seiyaku Co. Ltd.

• 井上 博純

  Organic Chemistry Research Laboratory Tanabe Seiyaku Co. Ltd .

• 鈴木 龍夫

  Biological Research Laboratory:tanabe Seiyaku Co. Ltd.

• 黒沢 秀保

  Biological Research Laboratory:tanabe Seiyaku Co. Ltd.

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