Title: Reserpiline
CAS Registry Number: 131-02-2
CAS Name: (3b,19a,20a)-16,17-Didehydro-10,11-dimethoxy-19-methyloxayohimban-16-carboxylic acid methyl ester
Molecular Formula: C23H28N2O5
Molecular Weight: 412.48
Percent Composition: C 66.97%, H 6.84%, N 6.79%, O 19.39%
Literature References: Isoln from Rauwolfia serpentina Benth., Apocynaceae: Klohs et al., Chem. Ind. (London) 1954, 1264; from R. canescens L.: Stoll et al., Helv. Chim. Acta 38, 270 (1955). Stereochemistry: Shamma, Richey, J. Am. Chem. Soc. 85, 2507 (1963). Partial synthesis: S.-I. Sakai et al., Heterocycles 17, 99 (1982).
Properties: Amorphous powder. [a]D20 -38° (ethanol); -14° (c = 1.5 in pyridine); -12° (c = 1.7 in chloroform). uv max (ethanol): 229, 300-304 nm (log e 4.57, 4.03). Freely sol in ethanol, acetone, chloroform, benzene.
Optical Rotation: [a]D20 -38° (ethanol); -14° (c = 1.5 in pyridine); -12° (c = 1.7 in chloroform)
Absorption maximum: uv max (ethanol): 229, 300-304 nm (log e 4.57, 4.03)
Derivative Type: Hydrochloride
Molecular Formula: C23H28N2O5.HCl
Molecular Weight: 448.94
Percent Composition: C 61.53%, H 6.51%, N 6.24%, O 17.82%, Cl 7.90%
Properties: Crystals, mp 205-207°. [a]D24 -40° (c = 0.44 in ethanol).
Melting point: mp 205-207°
Optical Rotation: [a]D24 -40° (c = 0.44 in ethanol)
Derivative Type: Reserpilic acid dimethylaminoethyl ester dihydrochloride
CAS Registry Number: 3735-84-0
Trademarks: Paratensiol (Yoshitomi); Resporisan (Kowa)
Molecular Formula: C26H35N3O5.2HCl
Molecular Weight: 542.50
Percent Composition: C 57.56%, H 6.87%, N 7.75%, O 14.75%, Cl 13.07%
Therap-Cat: Antihypertensive. |