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Haplopine

Reference work entry

CAS Registry Number: 5876-17-5 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Quinoline Alkaloids

Biological sources: Haplophyllum bucharicum, H. dauricum, H. dubium, H. ferganicum, H. foliosum, H. latifolium, H. obtusifolium, H. pedicellatum, H. perforatum, H. ramosissimum, H. robustum

C13H11NO4: 245.0688

Mp: 203–204°C (MeOH), 169°C (hydrochloride) [1]; 225°C (sulphate) [2]

Solubility: sol. alk; spar. sol. Et2O, C6H6, Me2CO, CHCl3 [1]

UV: 250, 262 sh, 322 (4.88, 3.68, 3.74) [2]

IR: 3200–2620, 1626, 1590 [3]

MSm/z: 245(M+, 100), 244(22), 230(28), 227(78), 216(14) [2]

1H NMR(CF3COOH): 3.76, 4.31(each 3H, s, 2 × OCH3), 7.05, 7.79(each 1H, d, J = 9, H-6, H-5), 7.08, 7.39(each 1H, d, J = 3, H-3, H-2) [2]

13 C NMR(DMSO-d 6): [ 4]

Table 1

C-2

142.1

C-4

156.9

C-7

141.4

 2a

163.8

 4a

101.2

 8

139.3

 3

105.4

 5

117.9

 8a

150.2

 3a

113.3

 6

116.5

4-OCH3 59.2

 
       

8-OCH3 60.8

 

References

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    N.P. Polievtsev, M.B. Sultanov, Farmakologiya Alkaloidov i Serdechnykh Glikozidov (FAN, Tashkent, 1971), p. 178Google Scholar
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    S.S. Nazrullaev, I.A. Bessonova, Kh.S. Akhmedkhodzhaeva, Chem. Nat. Comp. 37, 551 (2001)Google Scholar

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