Triprolidine
Title: Triprolidine
CAS Registry Number: 486-12-4
CAS Name: 2-[(1E)-1-(4-Methylphenyl)-3-(1-pyrrolidinyl)-1-propenyl]pyridine
Additional Names: 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
Molecular Formula: C19H22N2
Molecular Weight: 278.39
Percent Composition: C 81.97%, H 7.97%, N 10.06%
Literature 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 (e 15300, 6800).
Melting point: mp 59-61°
Absorption maximum: uv max (ethanol): 236, 285 nm (e 15300, 6800)
 
Derivative Type: Hydrochloride monohydrate
CAS Registry Number: 6138-79-0
Manufacturers' Codes: 295C51
Trademarks: Actidil (Wellcome); Actidilon (Wellcome); Pro-Actidil (Wellcome); Pro-Entra (Wellcome-Sumitomo); Venen (Tanabe)
Molecular Formula: C19H22N2.HCl.H2O
Molecular Weight: 332.87
Percent Composition: 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 (e 15000, 7400). Moderately sol in water, ethanol, methanol.
Melting point: mp 116-118°
Absorption maximum: uv max (ethanol): 235, 283 nm (e 15000, 7400)
 
Derivative Type: Oxalate
Molecular Formula: C19H22N2.C2H2O4
Molecular Weight: 368.43
Percent Composition: 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 (e 16200, 8200).
Absorption maximum: uv max (ethanol): 233, 283 nm (e 16200, 8200)
 
Therap-Cat: Antihistaminic.
Keywords: Antihistaminic; Alkylamine Derivatives.

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