13-02536. Conquinamine [Archived]

Nomenclature

CAS number: 464-86-8
(3aR,8aS)-8a-[(1S,2R,4S,5R)-5-Ethenyl-1-azabicyclo[2.2.2]oct-2-yl]-2,3,8,8a-tetrahydro-3aH-furo[2,3-b]indol-3a-ol.
C19H24N2O2; mol wt 312.41.
C 73.05%, H 7.74%, N 8.97%, O 10.24%.

Description and references

Stereoisomer of quinamine. From bark of Cinchona pubescens Vahl. (C. succirubra Pav.), and C. rosulenta How., Rubiaceae. Isoln: Hesse, Ber. 10, 2158 (1877); Ann. 209, 62 (1881); Oudemans, ibid. 38. Identity with epiquinamine: Culvenor et al., J. Chem. Soc. 1950, 1485.

Properties

Prisms, mp 123°. [α]D15 +200° (alcohol). Slightly sol in water; freely sol in alcohol, chloroform, ether.

Status

This monograph has been retired and is no longer subject to revision or update.