methyl (3beta,19alpha,20alpha)-16,17-didehydro-10,11-dimethoxy-19-methyloxayohimban-16-carboxylate Chemical Properties

alpha 

D20 -38° (ethanol); -14° (c = 1.5 in pyridine); -12° (c = 1.7 in chloroform)

Boiling point:

180-185 °C(Press: 0.01 Torr)

Density 

1.31±0.1 g/cm3(Predicted)

storage temp. 

Store at -20°C

pka

17.95±0.60(Predicted)

form 

A solid

Safety Information

RIDADR 

1544

HazardClass 

6.1(b)

PackingGroup 

III

Toxicity

guinea pig,LDLo,intravenous,19mg/kg (19mg/kg),Arzneimittel-Forschung. Drug Research. Vol. 23, Pg. 600, 1973.

methyl (3beta,19alpha,20alpha)-16,17-didehydro-10,11-dimethoxy-19-methyloxayohimban-16-carboxylate Usage And Synthesis

Description

An amorphous alkaloid present in Rauwolfia canescens and R. serpentina, the alkaloid forms several crystalline salts and derivatives including the hydrochloride, m.p. 205-7°C; [α]²⁴_D - 40° (c 0.44, EtOH); the tartrate, m.p. 190- 2°C; [α]²⁰_D - 50° (c 1.0, H20); the oxalate, m.p. 252°C; [α]²⁰_D - 4° (c 0.2, aqueous EtOH); the picrate, m.p. 173°C and the di-p-toluyl-L-tartrate, m.p. 194- 5° C (dec.).

Definition

ChEBI: Reserpiline is a yohimban alkaloid.

References

Klohs et al., Chem. & Ind., 1264 (1954)
Stoll, Hoffmann, Brunner., Helv. Chim. Acta, 38,270 (1955)
Shamma, Richey., J. Amer. Chem. Soc., 85,2507 (1963)