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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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 β2-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.
収録刊行物
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- CHEMICAL & PHARMACEUTICAL BULLETIN
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CHEMICAL & PHARMACEUTICAL BULLETIN 29 (6), 1501-1509, 1981
公益社団法人 日本薬学会
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詳細情報
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- CRID
- 1390001204167739776
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- NII論文ID
- 110003633856
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- NII書誌ID
- AA00602100
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- ISSN
- 13475223
- 00092363
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- 本文言語コード
- en
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- データソース種別
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- JaLC
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- 抄録ライセンスフラグ
- 使用不可