Molecular mechanism of action of 5, 6-dihydroxytryptamine. Synthesis and biological evaluation of 4-methyl-, 7-methyl-and 4, 7-dimethyl-5, 6-dihydroxytryptamines

AK Sinhababu, AK Ghosh…

Index: Sinhababu, Achintya K.; Ghosh, Anil K.; Borchardt, Ronald T. Journal of Medicinal Chemistry, 1985 , vol. 28, # 9 p. 1273 - 1279

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Citation Number: 27

Abstract

R 2 3 15 z 14 13 ru lu a, R,= Me, R,= H; b, R,= H, R,= Me; c, R,= R,= Me. Reagents: a, CI, CHOMe/TiCl,/CH, Cl,; b, 2--t 7a, BBr,/CH, CI,; c, ref 17; d, 4--f 7b, AlCl,/pyridine/CH, Cl,; e, ref 18; f, 6-, 7c, CH (OEt),/AICI,/PhH; g, PhCH, CI/KI/K, CO,/acetone; 11, CH, NO,/NH, OAc/HOAc; i, HNO,/HOAc for 9a, b+ 10a, b and Cu (N0,),~ 3H, 0/Ac20 for 9c--* 1Oc; j, Fe/HOAc/silica gel/PhCH,; k, CH, O/Me, NH/HOAc/EtOH; 1, MeIiEtOHiEtOAc; m, KCN/Me, ...