7233. Phenindamine

Nomenclature

CAS number: 82-88-2
2,3,4,9-Tetrahydro-2-methyl-9-phenyl-1H-indeno[2,1-c]pyridine; 2-methyl-9-phenyl-2,3,4,9-tetrahydro-1-pyridindene; 1,2,3,4-tetrahydro-2-methyl-9-phenyl-2-azafluorene; Nu-1504.
C19H19N; mol wt 261.36.
C 87.31%, H 7.33%, N 5.36%.

Description and references

Prepn: J. T. Plati, W. Wenner, US 2470108 (1949 to Hoffmann-La Roche). Pharmacology: G. Lehmann, J. Pharmacol. Exp. Ther. 92, 249 (1948); W. Schallek, ibid. 105, 291 (1952).

Chemical structure

Properties

Crystals from ether, mp 90-91°, d 1.17.

Derivative

Hydrogen tartrate.

Nomenclature

CAS number: 569-59-5
Pernovin (Chinoin); Thephorin (Sinclair).
C19H19N.C4H6O6; mol wt 411.45.
C 67.14%, H 6.12%, N 3.40%, O 23.33%.

Properties

Crystals, mp 160°. Soly: about 2.5% in water; sparingly sol in propylene glycol. Insol in 95% ethanol, glycerol, ether. LD50 in mice (mg/kg): 27 i.v., 170 i.p., 265 orally (Schallek).

Derivative

Hydrochloride.

Nomenclature

CAS number: 5503-08-2
C19H19N.HCl; mol wt 297.82.
C 76.62%, H 6.77%, N 4.70%, Cl 11.90%.

Properties

Crystals, sol in water. LD50 in mice (mg/kg): 88 ±11 i.p., 22.5 ±2.5 i.v., 255 ±21 orally, 270 ±60 s.c.; in rats (mg/kg): 280 ±50 orally; in guinea pigs (mg/kg): 140 ±42 i.p.; in rabbits (mg/kg): 15 ±2.4 i.v., 500 orally; in dogs (mg/kg): 33 i.v. (Lehmann).

Note

Thephorin was formerly used to designate theobromine sodium formate.

Therapeutic Category

Tartrate as antihistaminic.

Keywords

Antihistaminic