13-02386. Clobenztropine [Archived]

Nomenclature

CAS number: 5627-46-3
3-[(4-Chlorophenyl)phenylmethoxy]-8-methyl-8-azabicyclo[3.2.1]octane; 3-[(p-chloro-α-phenylbenzyl)oxy]tropane; tropine 4-chlorobenzhydryl ether; Teprin (Endo).
C21H24ClNO; mol wt 341.87.
C 73.78%, H 7.08%, Cl 10.37%, N 4.10%, O 4.68%.

Description and references

Prepn: Fromer, US 2799680 (1957); Nield, Bosch, US 2782200 (1957 to Schenley Labs.).

Chemical structure

Derivative

Hydrochloride.
C21H24ClNO.HCl; mol wt 378.34.
C 66.67%, H 6.66%, Cl 18.74%, N 3.70%, O 4.23%.

Properties

Crystals from isopropanol, mp 215-217°. Sol in water, ethanol. Practically insol in acetone, benzene, ether.

Derivative

Hydrobromide.
C21H24ClNO.HBr; mol wt 422.79.
C 59.66%, H 5.96%, Cl 8.39%, N 3.31%, O 3.78%, Br 18.90%.

Properties

mp 197-200°. Sol in hot water, hot ethanol. Practically insol in acetone, benzene, ether.

Derivative

Methobromide.
C21H24ClNO.CH3Br; mol wt 436.81.
C 60.49%, H 6.23%, Cl 8.12%, N 3.21%, O 3.66%, Br 18.29%.

Properties

mp 245-248°. Sol in hot water, in ethanol. Practically insol in acetone, benzene, ether.

Derivative

Methochloride.
C21H24ClNO.CH3Cl; mol wt 392.36.
C 67.35%, H 6.94%, Cl 18.07%, N 3.57%, O 4.08%.

Properties

mp 261-263°. Sol in water, ethanol. Practically insol in acetone, benzene, ether.

Therapeutic Category

Antihistaminic.

Keywords

Antihistaminic

Status

This monograph has been retired and is no longer subject to revision or update.