Decahydro-1-methyl-5,7-diphenyl-6-(3,4,5,6-tetrahydropyridin-2-yl)quinoline

CAS No.
6887-36-1
Chemical Name:
Decahydro-1-methyl-5,7-diphenyl-6-(3,4,5,6-tetrahydropyridin-2-yl)quinoline
Synonyms
Lobinaline;Decahydro-1-methyl-5,7-diphenyl-6-(3,4,5,6-tetrahydropyridin-2-yl)quinoline;Quinoline, decahydro-1-methyl-5,7-diphenyl-6-(3,4,5,6-tetrahydro-2-pyridinyl)-, (4aR,5R,6R,7S,8aR)-
CBNumber:
CB92319804
Molecular Formula:
C27H34N2
Molecular Weight:
386.57
MDL Number:
MOL File:
6887-36-1.mol
Last updated:2023-07-14 17:47:56

Decahydro-1-methyl-5,7-diphenyl-6-(3,4,5,6-tetrahydropyridin-2-yl)quinoline Properties

Melting point 94-5°C
Boiling point 522.6±50.0 °C(Predicted)
Density 1.14±0.1 g/cm3(Predicted)
pka 9.81±0.70(Predicted)

Decahydro-1-methyl-5,7-diphenyl-6-(3,4,5,6-tetrahydropyridin-2-yl)quinoline Chemical Properties,Uses,Production

Description

This alkaloid was first isolated by Manske from Lobelia cardinalis L. It crystallizes with difficulty from EtOH yielding colourless prisms and has [o:l54 + 22.3° (CHCI 3). The hydrochloride sesquihydrate has m.p. 220°C. Oxidation of the alkaloid with KMn04 yields benzoic acid. Pharmacologically, the alkaloid shows few, if any, of the typical characteristics of lobeline (q.v.).

References

Manske., Can. 1. Res., 16B, 445 (1938)
Pharmacology:
See pharmacological note made by Unna in the above reference.
Biosynthesis:
Gupta, Spenser., Chern. Commull., 893 (1966)

Decahydro-1-methyl-5,7-diphenyl-6-(3,4,5,6-tetrahydropyridin-2-yl)quinoline Preparation Products And Raw materials

Raw materials

Preparation Products

Decahydro-1-methyl-5,7-diphenyl-6-(3,4,5,6-tetrahydropyridin-2-yl)quinoline Lobinaline Quinoline, decahydro-1-methyl-5,7-diphenyl-6-(3,4,5,6-tetrahydro-2-pyridinyl)-, (4aR,5R,6R,7S,8aR)- 6887-36-1 C28H38ON2