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【结 构 式】

【分子编号】29783

【品名】8-methoxy-3,4-dihydro-2(1H)-naphthalenone

【CA登记号】5309-19-3

【 分 子 式 】C11H12O2

【 分 子 量 】176.21508

【元素组成】C 74.98% H 6.86% O 18.16%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号:(I)

8-OH-DPAT is conveniently prepared from 8-methoxy-2-tetralone (I) (1-3). Reductive amination of (I) gives 8-methoxy-2-(n-propylamino)tetralin (II). Subsequent N-acylation using propionyl chloride followed by LiAlH4 reduction yields 8-methoxy-2-(di-n-propylamino)tetralin (III). The title compound is obtained as the hydrobromide after O-demethylation of (III) in aqueous HBr.

1 Hjorth, S.; Arvidsson, L.E.; Lindberg, P.; Wikstrom, H.; Nilsson, J.L.G.; Hacksell, U.; Carlsson, A.; 8-Hydroxy-2-(di-n-propylamino)tetralin, a new centrally acting 5-hydroxytryptamine receptor agonist. J Med Chem 1981, 24, 8, 921-923.
2 Carlsson, A.; Lindberg, P.; Hacksell, U.; Svensson, K.; Hjorth, S.; Wikström, H.; Nilsson, J.L.G.; Johansson, A.M.; Sanchez, D.; Arvidsson, L.E.; 8-Hydroxy-2-(alkylamino)tetralins and related compounds as central 5-hydroxytyptamine receptor agonist. J Med Chem 1984, 27, 1, 45-51.
3 Arvidsson, L.-E.; 8-OH-DPAT Hydrobromide. Drugs Fut 1985, 10, 11, 916.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(A) 23923 1-propanamine 107-10-8 C3H9N 详情 详情
(I) 29783 8-methoxy-3,4-dihydro-2(1H)-naphthalenone 5309-19-3 C11H12O2 详情 详情
(II) 29784 8-methoxy-N-propyl-1,2,3,4-tetrahydro-2-naphthalenamine; N-(8-methoxy-1,2,3,4-tetrahydro-2-naphthalenyl)-N-propylamine C14H21NO 详情 详情
(III) 29785 8-methoxy-N,N-dipropyl-1,2,3,4-tetrahydro-2-naphthalenamine; N-(8-methoxy-1,2,3,4-tetrahydro-2-naphthalenyl)-N,N-dipropylamine C17H27NO 详情 详情
Extended Information