CAS Registry Number: 23092-72-0
Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Quinoline Alkaloids
Biological sources: Haplophyllum dubium
C17H19NO5: 317.1263
Mp: 185–186°C (EtOH), 171°C (hydrochloride), 150°C (nitrate), 212°C (methiodide), 109°C (Ac) [1]
[α]D −59° (EtOH) [1]
Solubility: very sol. Me2CO, Py, MeOH; insol. H2O, pet. ether. [1]
UV: 225, 234 sh, 274, 283, 306 (5.26, 4.93, 4.32, 4.30, 4.16) [2]
IR: 3270, 1725, 1630, 1600, 1540, 1465, 1400, 1305, 1270, 1160, 1155, 910 [2]
MS m/z: 317(M+, 17), 245(4), 244(21), 226(6), 202(18), 201(35), 200(100), 199(8), 186(8), 185(9), 173(8), 172(7), 158(4), 156(2), 143(3), 142(3), 130(4), 129(3), 117(5), 115(5) [3]
1 H NMR: 1.33(3H, s, CH3), 2.15(3H, s, OAc), 4.16(3H, s, OCH3), 4.56 (2H, s, CH2–OCO), 3.51, 3.93, 4.94(each 1H, q, J = 15.5, 9.5, 6.6, CH2–CH–O), 6.80–7.43(4H, m, H–Ar) [4, 5]
Pharm./Biol.: Weak estrogenic action [6]
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(2013). Dubinine. In: Azimova, S.S., Yunusov, M.S. (eds) Natural Compounds. Springer, New York, NY. https://doi.org/10.1007/978-1-4614-0560-3_1125
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