Repanduline

CAS No.
20398-02-1
Chemical Name:
Repanduline
Synonyms
Repanduline;(1S,1'R,8S)-6-Methoxy-2,2'-dimethyl-12,13-[methylenebis(oxy)]-8,6'-(methyleneoxy)berbaman-7(8H)-one;10H,20H,23H-16,19a-Epoxy-6,9-etheno-4,27:14,17-dimetheno-19H-1,3-dioxolo[9,10]pyrido[2',3':18,19][1,12]dioxacyclodocosino[3,4,5-ij]isoquinolin-20-one, 10a,11,12,13,24,25,25a,26-octahydro-21-methoxy-11,25-dimethyl-, (10aS,19aS,25aR)-
CBNumber:
CB81252336
Molecular Formula:
C37H36N2O7
Molecular Weight:
620.7
MDL Number:
MOL File:
20398-02-1.mol

Repanduline Properties

Melting point 2l5-232°C
Density 1.42±0.1 g/cm3(Predicted)
pka 7.63±0.40(Predicted)

Repanduline Chemical Properties,Uses,Production

Description

A bisbenzylisoquinoline type alkaloid present in Daphnandra Dielsii Perkins and D. repandula, the original formula of C4oH460sN2 was altered to C37H3407N2 and finally to that given above. When purified by recrystallization from MeOH it forms slender yellow needles which darken and shrink,at 180-5°C and then decompose over the rather wide temperature range given above. The base is dextrorotatory with [α]16D + 434° (c 0.2, MeOH) or [α]27D + 473° (c 0.98, CHCI 3). A methoxyl group, a methylenedioxy group, two methylimino groups and a double ether bridge are present. The dihydrochloride yields yellow prisms from H20, decomposing at 100°C; the dioxalate, crystallizing from MeOH as yellow tetrahedra, decomposes at 214° C and the dimethiodide, decomposes at 240° C. The structure has been established from the NMR and mass spectra.

References

Bick, Whalley., Unir. Queensland Papers, Dept. Chern., 1, No. 28 (1946)
Bick, Whalley., ibid, 1, No. 30 (1947)
Bick et al., J. Chern. Soc., 692 (1953)
Harley-Mason et al., J. Chern. Soc., C, 1948 (1967)
Spectra:
Bicketal., J. Chern. Soc., C. 1951 (1967)

Repanduline Preparation Products And Raw materials

Raw materials

Preparation Products

Repanduline Suppliers

Global( 1)Suppliers
Supplier Tel Email Country ProdList Advantage
HONEST JOY HOLDINGS LIMITED -- sales@honestjoy.cn United States 6702 54
Supplier Advantage
HONEST JOY HOLDINGS LIMITED 54
Repanduline (1S,1'R,8S)-6-Methoxy-2,2'-dimethyl-12,13-[methylenebis(oxy)]-8,6'-(methyleneoxy)berbaman-7(8H)-one 10H,20H,23H-16,19a-Epoxy-6,9-etheno-4,27:14,17-dimetheno-19H-1,3-dioxolo[9,10]pyrido[2',3':18,19][1,12]dioxacyclodocosino[3,4,5-ij]isoquinolin-20-one, 10a,11,12,13,24,25,25a,26-octahydro-21-methoxy-11,25-dimethyl-, (10aS,19aS,25aR)- 20398-02-1