Pelletierine
Structural Formula Vector Image
Title: Pelletierine
CAS Registry Number: 4396-01-4
CAS Name: 1-(2-Piperidinyl)-2-propanone
Additional Names: 2-acetonylpiperidine; punicine
Molecular Formula: C8H15NO
Molecular Weight: 141.21
Percent Composition: C 68.04%, H 10.71%, N 9.92%, O 11.33%
Literature 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 Type: Isopelletierine
CAS Registry Number: 539-00-4
Additional Names: (±)-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.
Boiling point: bp 195°; bp11 102-107°
Density: d420 0.988
 
Derivative Type: Hydrochloride
CAS Registry Number: 5984-61-2
Molecular Formula: C8H15NO.HCl
Molecular Weight: 177.67
Percent Composition: 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.
Melting point: mp 145°
 
Derivative Type: N-methylpelletierine
Molecular Formula: C9H17NO
Molecular Weight: 155.24
Percent Composition: 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.
Boiling point: bp13 96-98°
Index of refraction: nD20 1.46737
Density: d420 0.948
 
NOTE: In the early literature the names pelletierine and isopelletierine were used interchangeably.
Therap-Cat: Anthelmintic (Cestodes).
Keywords: Anthelmintic (Cestodes).

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