| Identification | Back Directory | [Name]
1,2-Cyclobutanedicarboxylic acid, 3,4-diphenyl-, 1,2-bis[(1R,2R,3S,5S)-2-(methoxycarbonyl)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl] ester, (1R,2S,3R,4S)- | [CAS]
490-15-3 | [Synonyms]
β-Truxilline
bis[(1R,2R,3S,5S)-2-(methoxycarbonyl)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl](1r,2c,3t,4t)-3,4-diphenylcyclobutane-1,2-dicarboxylate(β-truxilline)
1,2-Cyclobutanedicarboxylic acid, 3,4-diphenyl-, 1,2-bis[(1R,2R,3S,5S)-2-(methoxycarbonyl)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl] ester, (1R,2S,3R,4S)- | [Molecular Formula]
C38H46N2O8 | [MOL File]
490-15-3.mol | [Molecular Weight]
658.78 |
| Hazard Information | Back Directory | [Description]
This isomeric alkaloid from the leaf extract of Erythroxylon truxillense Rusby
sinters at 45°C and decomposes above 120°C. It is laevorotatory with [α]D -
29.3°. On acid hydrolysis it yields MeOH, (-)-ecgonine and {3-truxillic acid, m.p.
206°C and may be synthesized in a similar manner to the preceding base. | [Uses]
β-Truxilline is an alkaloid found in coca leaves. It is an impurity of illicit Cocaine (C633500), which inhibits the dopamine, norepinephrine, and serotonin transporters. | [References]
Hesse., Pharm. Zeit., 407,668 (1887)
Liebermann., Ber., 21,2342 (1888)
Hesse., ibid, 22,665 (1889)
Liebermann, Drory., ibid, 22,682 (1889) |
|
|