Pyrilamine
Title: Pyrilamine
CAS Registry Number: 91-84-9
CAS Name: N-[(4-Methoxyphenyl)methyl]-N¢,N¢-dimethyl-N-2-pyridinyl-1,2-ethanediamine
Additional Names: 2-[(2-dimethylaminoethyl)(p-methoxybenzyl)amino]pyridine; N-p-methoxybenzyl-N¢,N¢-dimethyl-N-a-pyridylethylenediamine; mepyramine; pyranisamine
Manufacturers' Codes: RP-2786
Molecular Formula: C17H23N3O
Molecular Weight: 285.38
Percent Composition: C 71.55%, H 8.12%, N 14.72%, O 5.61%
Literature References: Prepn: Bovet et al., C.R. Seances Soc. Biol. Ses Fil. 138, 99 (1944); Huttrer et al., J. Am. Chem. Soc. 68, 1999 (1946); Viaud, Prod. Pharm. 2, 53 (1947); Horclois, US 2502151 (1950 to Rhône-Poulenc). Toxicity: A. von Schlichtergroll, Arzneim.-Forsch. 7, 237 (1957); of the maleate: F. Hunziker et al., ibid. 13, 324 (1963).
Properties: Oily liquid. bp5 201°; bp0.06 168-172°. nD25 1.5760-1.5765. LD50 orally in mice: 312 mg/kg (Schlichtergroll).
Boiling point: bp5 201°; bp0.06 168-172°
Index of refraction: nD25 1.5760-1.5765
Toxicity data: LD50 orally in mice: 312 mg/kg (Schlichtergroll)
 
Derivative Type: Hydrochloride
Molecular Formula: C17H23N3O.HCl
Molecular Weight: 321.84
Percent Composition: C 63.44%, H 7.52%, N 13.06%, O 4.97%, Cl 11.02%
Properties: Crystals, mp 143-143.5°. Very sol in water.
Melting point: mp 143-143.5°
 
Derivative Type: Maleate
CAS Registry Number: 59-33-6
Trademarks: Antamine (Grove); Anthisan (M & B); Dorantamin (Dorsey); Enrumay (Cooper); Histalon (Hance); Histan (Cooper); Histapyran (Horton & Converse); Histatex (Medix); Neo-Antergan (Poulenc); Paraminyl (Cooper); Parmal (Central); Pyramal (Roxane); Stamine (Tutag); Stangen (Phys. Drug); Thylogen (Rorer)
Properties: Crystals. Bitter saline taste. Stable in air. mp 100-101°. uv max: 244 nm (E1%1cm 420). One gram dissolves in about 0.4 ml water, in about 15 ml abs alc. pH of 10% soln ~5.1. On raising the pH to 7.5 or 8.0 pptn of the oily, free base begins. Slightly sol in benzene, ether. LD50 orally in mice: 338 mg/kg (Hunziker).
Melting point: mp 100-101°
Absorption maximum: uv max: 244 nm (E1%1cm 420)
Toxicity data: LD50 orally in mice: 338 mg/kg (Hunziker)
 
Therap-Cat: Antihistaminic.
Therap-Cat-Vet: Antihistaminic.
Keywords: Antihistaminic; Ethylenediamine Derivatives.

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