Nuclear Magnetic Resonance Studies of 2-Amino- and 2-Substituted Amino-5,6-dihydroxy-1,2,3,4-tetrahydro-1-naphthalenols

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概要

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• Carbon-13 and proton nuclear magnetic resonance studies were conducted on 2-aminoand 2-substituted amino-5,6-dihydroxy-1,2,3,4-tetrahydro-1-naphthalenols, which have a very potent β_2-adrenoceptor-stimulating activity, especially in the trans isomer. The results suggested that in the trans isomer, the saturated part of the tetralin skeleton takes a half-chair conformation having both hydroxy and alkylamino groups in di-equatorial orientation. The structure coincides with the crystal structure of trans-2-cyclobutylamino-5,6-dihydroxy-1,2,3,4-tetrahydro-1-naphthalenol hydrobromide. The measurement of proton relaxation times of the trans-2-isopropyl derivative in solution indicated the existence of two equilibrium conformers related to the isopropylamino group, one having a conformation very similar to that of the cyclobutylamino analog in its solid state with respect to the C (2)-N^+bond.

• 公益社団法人日本薬学会の論文
• 1981-06-25

著者

• 水田 栄治

  Central Research Division, Takeda Chemical Industries, Ltd.

• 西川 正夫

  Chemical Research Laboratories, Central Research Division, Takeda Chemical Industries, Ltd.

• 西川 正夫

  Central Research Division, Takeda Chemical Industries, Ltd.

• 本橋 道生

  Central Research Division, Takeda Chemical Industries, Ltd.

• 西川 正夫

  Central Research Division Takeda Chemical Industries Ltd.

• 水田 栄治

  武田薬品工業

• 水田 栄治

  Central Research Division Takeda Chemical Industries Ltd.

• 本橋 道生

  Central Research Division Takeda Chemical Industries Ltd.

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