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

2α,5α-Epoxy-1,2-dihydroakuammilan-17-oic acid methyl ester Structure
CAS No.
4684-32-6
Chemical Name:
2α,5α-Epoxy-1,2-dihydroakuammilan-17-oic acid methyl ester
Synonyms
Picrinin;Picrinine;5α-Epoxy-1;Vincaridine;GenericnaMe;Picrinine ,98%;DeacetyldeforMylpicraline;2-dihydroakuammilan-17-oic acid methyl ester;2α,5α-Epoxy-1,2-dihydroakuammilan-17-oic acid methyl ester;2α,5α-Epoxy-1,2-dihydroakuammilan-17-oic acid methyl ester
CBNumber:
CB82334277
Molecular Formula:
C20H22N2O3
Molecular Weight:
338.41
MOL File:
4684-32-6.mol
MSDS File:
SDS
Modify Date:
2024/7/2 8:55:19

2α,5α-Epoxy-1,2-dihydroakuammilan-17-oic acid methyl ester 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
pka 4.47±0.40(Predicted)
color White to off-white

2α,5α-Epoxy-1,2-dihydroakuammilan-17-oic acid methyl ester Chemical Properties,Uses,Production

Description

An 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.

Uses

Picrinine is a monoterpenoid indole alkaloid extracted from Ochrosia elliptica, displaing the enhancement of immunomodulatory activity and apaptosis inducing in the A549 cell lines.

References

Preparation:
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

Raw materials

Preparation Products

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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 DeacetyldeforMylpicraline Vincaridine 2-dihydroakuammilan-17-oic acid methyl ester 5α-Epoxy-1 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, (2R,3E,6S,7aR,12aR,12bS,14R)- methyl (2alpha,5alpha,19E)-1,2-dihydro-2,5-epoxyakuammilan-1... 2α,5α-Epoxy-1,2-dihydroakuammilan-17-oic acid methyl ester 4684-32-6 chemical reagent pharmaceutical intermediate phytochemical reference standards from Chinese medicinal herbs (TCM). standardized herbal extract