2α,5α-Epoxy-1,2-dihydroakuammilan-17-oic acid methyl ester

2α,5α-Epoxy-1,2-dihydroakuammilan-17-oic acid methyl ester Basic information
Product Name:2α,5α-Epoxy-1,2-dihydroakuammilan-17-oic acid methyl ester
Synonyms:2α,5α-Epoxy-1,2-dihydroakuammilan-17-oic acid methyl ester;Picrinine;2H,12H-6,12A-Epoxy-2,7A-methanoindolo[2,3-A]quinolizine-14-carboxylic acid, 3-ethylidene-1,3,4,6,7,12B-hexahydro-, methyl ester, (2S,3E,6S,12ar,12bs)-;Inchi=1/C20H22N2o3/C1-3-11-10-22-15-8-12(11)17(18(23)24-2)19-9-16(22)25-20(15,19)21-14-7-5-4-6-13(14)19/H3-7,12,15-17,21H,8-10H2,1-2H3/B11-3-/T12-,15+,16+,17,19,20+/m1/s;Methyl (2alpha,5alpha,15alpha,16xi,19E)-1,2-dihydro-2,5-epoxyakuammilan-17-oate;Picrinin;Picrinine ,98%;GenericnaMe
CAS:4684-32-6
MF:C20H22N2O3
MW:338.41
EINECS:
Product Categories:chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract
Mol File:4684-32-6.mol
2α,5α-Epoxy-1,2-dihydroakuammilan-17-oic acid methyl ester Structure
2α,5α-Epoxy-1,2-dihydroakuammilan-17-oic acid methyl ester Chemical Properties
Melting point 222-224 °C
Boiling point 501.1±50.0 °C(Predicted)
density 1.38±0.1 g/cm3(Predicted)
solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
form Powder
pka4.47±0.40(Predicted)
Safety Information
MSDS Information
2α,5α-Epoxy-1,2-dihydroakuammilan-17-oic acid methyl ester Usage And Synthesis
DescriptionAn Alstonia alkaloid obtained from A. scholaris R. Br., this base also occurs in Rauwolfia vornitora. It has [α]D - 47° (CHCI3). The ultraviolet spectrum in neutral solution (EtOH) has absorption maxima at 237 and 287 mil, while in acidic solution (perchloric acid), there are absorption maxima at 239, 244 and 305 mil. A methoxycarbonyl group, an alkyl group and an ether bridge are present in the molecule. The picrate is obtained as light yellow crystals with m.p. 172- 4°C (dec.) and the methiodide has m.p. 235-7°C.
UsesPicrinine is a monoterpenoid indole alkaloid extracted from Ochrosia elliptica, displaing the enhancement of immunomodulatory activity and apaptosis inducing in the A549 cell lines.
ReferencesPreparation:
Britten, Smith.,J. Chern. Soc., 3850 (1963)
Isolation:
Chatterjee et al., Tetrahedron Lett., 3633 (1965)


2α,5α-Epoxy-1,2-dihydroakuammilan-17-oic acid methyl ester Preparation Products And Raw materials
Daurinoline Xanthiazone veratramine VERATRIDINE Xanthiside Vasicine L-Hyoscyamine daurisoline 2-[2-(Methylamino)benzoyl]-3,4-dihydro-β-carboline-1(2H)-one VERATRINE menisdaurin (R)-2-BENZYL-5-PENTENOIC ACID 4-(2-AMINO-ETHYL)-CYCLOHEXYLAMINE (1S,2S)-(+)-N,N-Dimethylcyclohexane-1,2-diamine (1S,2S)-N,N'-Dimethyl-1,2-cyclohexanediamine 2α,5α-Epoxy-1,2-dihydroakuammilan-17-oic acid methyl ester

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