Monograph number:
9877
Title
Triprolidine HCL
Specification
IP/BP/EP/USP
Category
Antihistaminic
DMF Status
TP (Technical Package)
CAS Registry number
[486-12-4]
CAS name(s)
( E )-2-[1-(4-Methylphenyl)-3-(1-pyrroli dinyl)-1-propenyl]pyridine; trans- 2-[3-(1-pyrrolidinyl)-1- p- tol yl propenyl]pyridine
Additional name(s)
trans- 1-(2-pyridyl)-3-pyrrolidino-1- p- tolylprop-1-ene; trans- 1-(4-methylphenyl)-1-(2-pyridyl)-3-pyrrolidinoprop-1-ene.
Molecular formula
C 19 H 22 N 2
Molecular weight
278.40
Percent Composition
C 81.97%, H 7.97%, N 10.06%
.
Literature references
Histamine H 1 -receptor anta gonist. Prepn: Adamson, U.S. pats. 2,712,020; 2,712,023 (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 59-61degrees . uv max (ethanol): 236 , 285 nm (epsi 15300, 6800)
Melting Point
59-61
UV Maxima
236;285
Derivative
Hydro chloride monohydrate
Molecular Formula
C 19 H 22 N 2 .HCl.H 2
CAS Registry
[6138-79-0]
Drug code(s)
295C51
Trade name(s)
Actidil (Wellcome) , Actidilon (Wellcome) , Pro-Actidil (Wellcome) , Pro-Entra (Wellcome-Sumitomo) , Venen (Tanabe)
Properties
Crystals from water, mp 116-118degrees . uv max (etha nol): 235 , 283 nm (epsi 15000, 7400) . Moderately sol in water, ethanol, methanol
Melting Point
116-118
UV Maxima
235;283
Derivative
Oxalate
Molecular Formula
C 19 H 22 N 2 .C 2 H 2 O 4
Properties
crystals from methanol, dec 173-174degrees. uv max (ethanol): 233 , 283 nm (epsi 16200, 8200)