9746. Triprolidine
Nomenclature
CAS number: 486-12-4
2-[(1E)-1-(4-Methylphenyl)-3-(1-pyrrolidinyl)-1-propenyl]pyridine; trans-2-[3-(1-pyrrolidinyl)-1-p-tolylpropenyl]pyridine; trans-1-(2-pyridyl)-3-pyrrolidino-1-p-tolylprop-1-ene; trans-1-(4-methylphenyl)-1-(2-pyridyl)-3-pyrrolidinoprop-1-ene. C19H22N2; mol wt 278.39.
C 81.97%, H 7.97%, N 10.06%.
Description and references
Histamine H1-receptor antagonist. Prepn: Adamson, US 2712020; US 2712023 (both 1955 to Burroughs Wellcome); Adamson et al., J. Chem. Soc. 1958, 312. Structure-activity studies: Ison, Casy, J. Pharm. Pharmacol. 23, 848 (1971). Crystal and molecular structure: James, Williams, Can. J. Chem. 52, 1880 (1974). Pharmacokinetics and antihistaminic effects in humans: K. J. Simons et al., J. Allergy Clin. Immunol. 77, 326 (1986). Comprehensive description: S. A. Benezra, C.-H. Yang, Anal. Profiles Drug Subs. 8, 509-528 (1979).
Properties
Crystals from light petr, mp 59-61°. uv max (ethanol): 236, 285 nm (ε 15300, 6800).Derivative
Hydrochloride monohydrate.Nomenclature
CAS number: 6138-79-0
295C51; Actidil (Wellcome); Actidilon (Wellcome); Pro-Actidil (Wellcome); Pro-Entra (Wellcome-Sumitomo); Venen (Tanabe). C19H22N2.HCl.H2O; mol wt 332.87.
C 68.56%, H 7.57%, N 8.42%, Cl 10.65%, O 4.81%.
Properties
Crystals from water, mp 116-118°. uv max (ethanol): 235, 283 nm (ε 15000, 7400). Moderately sol in water, ethanol, methanol.Derivative
Oxalate.C19H22N2.C2H2O4; mol wt 368.43.
C 68.46%, H 6.57%, N 7.60%, O 17.37%.
Properties
Crystals from methanol, dec 173-174°. uv max (ethanol): 233, 283 nm (ε 16200, 8200).Therapeutic Category
Antihistaminic.
Keywords
Antihistaminic; Alkylamine Derivatives