7072. Pelletierine
Nomenclature
CAS number: 4396-01-4
1-(2-Piperidinyl)-2-propanone; 2-acetonylpiperidine; punicine. C8H15NO; mol wt 141.21.
C 68.04%, H 10.71%, N 9.92%, O 11.33%.
Description and references
From the rootbark of the pomegranate tree, Punica granatum L., Punicaceae. Isoln: Tanret, Compt. Rend. 86, 1270 (1878). Structure: Gilman, Marion, Bull. Soc. Chim. Fr. 1961, 1993; Drillien, Viel, ibid. 1963, 2393. Abs config: H. C. Beyerman et al., Rec. Trav. Chim. 86, 80 (1967). Synthesis: Anet et al., Nature 164, 501 (1949); T. Nagasaka et al., Heterocycles 29, 155 (1989).
Derivative
Isopelletierine.Nomenclature
CAS number: 539-00-4
(±)-Pelletierine. Properties
Slightly colored oily liq; bp 195°; bp11 102-107°. d420 0.988. Sol in alc, ether, chloroform. One gram dissolves in 20 ml water. Should be stored under nitrogen.Derivative
Hydrochloride.Nomenclature
CAS number: 5984-61-2
C8H15NO.HCl; mol wt 177.67.
C 54.08%, H 9.08%, N 7.88%, O 9.01%, Cl 19.95%.
Properties
Crystals from alcohol + ether, mp 145°. Soluble in water and alcohol.Derivative
N-methylpelletierine.C9H17NO; mol wt 155.24.
C 69.63%, H 11.04%, N 9.02%, O 10.31%.
Properties
Oily liquid. d420 0.948. bp13 96-98°. nD20 1.46737. Sol in water, petr ether.Note
In the early literature the names pelletierine and isopelletierine were used interchangeably.Therapeutic Category
Anthelmintic (Cestodes).
Keywords
Anthelmintic (Cestodes)