3331. Diphenylpyraline
Nomenclature
CAS number: 147-20-6
4-(Diphenylmethoxy)-1-methylpiperidine; diphenylpyrilene; 4-benzhydryloxy-N-methylpiperidine; 1-methyl-4-piperidyl benzhydryl ether; 1-methyl-4-hydroxypiperidine benzhydryl ether; P-253. C19H23NO; mol wt 281.39.
C 81.10%, H 8.24%, N 4.98%, O 5.69%.
Description and references
Prepn: L. H. Knox, R. Kapp, US 2479843 (1949 to Nopco). Pharmacokinetics: G. Graham, A. G. Bolt, J. Pharmacokinet. Biopharm. 2, 191 (1974). Clinical trial in allergic rhinitis: H. Puhakka et al., J. Int. Med. Res. 5, 37 (1977). GC determn in blood and urine: H. Hattori et al., J. Chromatogr. 581, 213 (1992).
Derivative
Hydrochloride.Nomenclature
CAS number: 132-18-3
Dayfen (3M Pharma); Diafen (3M Pharma); Hispril (SKB); Histryl (SKB); Histyn (H"assle); Kolton (Promonta); Lergoban (3M Pharma); Lergobine (3M Pharma). C19H23NO.HCl; mol wt 317.85.
C 71.80%, H 7.61%, N 4.41%, O 5.03%, Cl 11.15%.
Properties
Crystals from isopropanol + ether, mp 206°. Sol in water, ethanol, isopropanol. Practically insol in ether, benzene.Derivative
Hydrobromide.Nomenclature
CAS number: 5807-87-4
C19H23NO.HBr; mol wt 362.30.
C 62.99%, H 6.68%, N 3.87%, O 4.42%, Br 22.05%.
Description and references
Prepn: R. F. Phillips, US 2595405 (1952 to Merck & Co.).
Properties
Crystals, mp 201-202°. Soluble in water, ethanol.Derivative
8-Chlorotheophyllinate.Nomenclature
CAS number: 606-90-6
Piprinhydrinate; diphenylpyraline theoclate; Mepedyl (Glaxo). C19H23NO.C7H7ClN4O2; mol wt 496.00.
C 62.96%, H 6.10%, N 14.12%, O 9.68%, Cl 7.15%.
Description and references
Prepn: W. A. Schuler, DE 934890 (1955 to Promonta), C.A. 52, 20065i (1958).
Properties
White to off-white crystalline powder, mp 174-176°. Sparingly sol in water. Freely sol in alcohol.Therapeutic Category
Antihistaminic.
Keywords
Antihistaminic; Aminoalkylethers