Picoperine
Title: Picoperine
CAS Registry Number: 21755-66-8
CAS Name: N-Phenyl-N-[2-(1-piperidinyl)ethyl]-2-pyridinemethanamine
Additional Names: 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
Trademarks: TAT-3 (Takeda)
Molecular Formula: C19H25N3
Molecular Weight: 295.42
Percent Composition: C 77.25%, H 8.53%, N 14.22%
Literature 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°.
Boiling point: bp4 195-196°
 
Derivative Type: Hydrochloride
CAS Registry Number: 24699-40-9
Trademarks: Coben (Takeda)
Molecular Formula: C19H25N3.HCl
Molecular Weight: 331.88
Percent Composition: 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).
Melting point: mp 183-185°
Toxicity data: LD50 in mice (mg/kg): 210 s.c.; 85 i.p.; 17 i.v.; 240 orally (Kasé, 1969)
 
Derivative Type: Tripalmitate
CAS Registry Number: 24656-22-2
Trademarks: Coben P (Takeda)
Molecular Formula: C19H25N3.3C16H32O2
Molecular Weight: 1064.69
Percent Composition: 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).
Melting point: mp 57-60°
Toxicity data: LD50 orally in mice: 1900 mg/kg (Kasé, 1969)
 
Therap-Cat: Antitussive.
Keywords: Antitussive.

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