7404. Picoperine
Nomenclature
CAS number: 21755-66-8
N-Phenyl-N-[2-(1-piperidinyl)ethyl]-2-pyridinemethanamine; 1-[2-[N-(2-pyridylmethyl)anilino]ethyl]piperidine; N-(2-pyridylmethyl)-N-phenyl-N-2-(piperidinoethyl)amine; 1-[2-[phenyl(2-pyridylmethyl)amino]ethyl]piperidine; N-(2-picolyl)-N-phenyl-N-(2-piperidinoethyl)amine; N-(2-piperidinoethyl)-N-(2-pyridylmethyl)aniline; N-phenyl-N-(2-pyridylmethyl)-2-piperidinoethylamine; picoperidamine; TAT-3 (Takeda). C19H25N3; mol wt 295.42.
C 77.25%, H 8.53%, N 14.22%.
Description and references
Prepn: FR 1511398 and US 3471501 (1968 and 1969 to Takeda); Miyano et al., J. Med. Chem. 13, 704 (1970). Prepn of salts: Sawa et al., Takeda Kenkyushoho 29(2), 275 (1970), C.A. 73, 98758h (1970); Masuda et al., DE 1935172 (1970 to Takeda), C.A. 73, 98818c (1970). Pharmacology: Y. Kasé et al., Arzneim.-Forsch. 19, 1916 (1969); eidem, ibid. 20, 37 (1970). Review: Jpn. Med. Gaz. 8(11), 9 (1971).
Properties
Pale yellow liquid, bp4 195-196°.Derivative
Hydrochloride.Nomenclature
CAS number: 24699-40-9
Coben (Takeda). C19H25N3.HCl; mol wt 331.88.
C 68.76%, H 7.90%, N 12.66%, Cl 10.68%.
Properties
Water-soluble white crystalline powder, odorless with slightly bitter taste, mp 183-185°. Freely sol in ethanol and chloroform. Slightly sol in acetone, dioxane, benzene. Practically insol in hexane, ether. LD50 in mice (mg/kg): 210 s.c.; 85 i.p.; 17 i.v.; 240 orally (Kasé, 1969).Derivative
Tripalmitate.Nomenclature
CAS number: 24656-22-2
Coben P (Takeda). C19H25N3.3C16H32O2; mol wt 1064.69.
C 75.58%, H 11.46%, N 3.95%, O 9.02%.
Properties
White, tasteless, odorless crystalline powder, mp 57-60°. Freely sol in ethanol, chloroform; slightly sol in dioxane, acetone, benzene. Practically insol in hexane, water. LD50 orally in mice: 1900 mg/kg (Kasé, 1969).Therapeutic Category
Antitussive.
Keywords
Antitussive