6292. Moxisylyte

Nomenclature

CAS number: 54-32-0
4-[2-(Dimethylamino)ethoxy]-2-methyl-5-(1-methylethyl)phenol acetate (ester); 5-(2-dimethylaminoethoxy)carvacrol acetate; 6-acetoxythymol 2-(dimethylamino)ethyl ether; (6-acetoxythymoxy)ethyldimethylamine; 4-(2-dimethylaminoethoxy)-5-isopropyl-2-methylphenyl acetate; thymoxamine.
C16H25NO3; mol wt 279.37.
C 68.79%, H 9.02%, N 5.01%, O 17.18%.

Description and references

α1-Adrenergic blocker. Prepn: H. Pahlicke, DE 905738 (1954 to Diwag), C.A. 52, 16294i (1958); A. Buzas et al., Bull. Soc. Chim. Fr. 1959, 839. Pharmacology: K. Greeff, H. J. Schümann, Arzneim.-Forsch. 3, 341 (1953); J. Mercier et al., Therapie 26, 785 (1971). Toxicology: J. Roquebert, J. Canellas, ibid. 775. α-Adrenergic antagonist activity: A. T. Birmingham, J. Szolcsanyi, J. Pharm. Pharmacol. 17, 449 (1965). α1-receptor selectivity: J. Roquebert et al., Arch. Int. Pharmacodyn. 266, 282 (1983). Series of articles on metabolism: K.-O. Vollmer et al., Eur. J. Drug Metab. Pharmacokinet. 10, 61, 71, 139 (1985). Clinical pharmacokinetics: P. Costa et al., J. Pharm. Sci. 82, 729, 968 (1993). HPLC determn of metabolites in plasma and urine: C. Marquer, F. Bressolle, J. Chromatogr. B 691, 389 (1997). Clinical trial in Raynaud's disease and chilblains: G. V. Jaffe, J. J. Grimshaw, Br. J. Clin. Pract. 34, 343 (1980). Review of clinical studies in ophthalmology: M. Wand, W. M. Grant, Surv. Ophthalmol. 25, 75-84 (1980). Clinical trial in impotence: P. Costa et al., J. Urol. 149, 301 (1993).

Chemical structure

Derivative

Hydrochloride.

Nomenclature

CAS number: 964-52-3
Arlitene (Viatris); Carlytene (Viatris); Erecnos (Fournier); Icavex (Viatris); Opilon (Hansam); Uroalpha (Debat).
C16H25NO3.HCl; mol wt 315.84.
C 60.84%, H 8.30%, N 4.43%, O 15.20%, Cl 11.22%.

Properties

Shiny beige needles from ethyl acetate/methanol, mp 208-210°. Sol in water, alcohol, chloroform. Insol in ether. LD50 in mice, rats (mg/kg): 265 ±19, 740 ±51 orally; 200 ±15, 190 ±19 s.c. (Roquebert, Canellas).

Therapeutic Category

Vasodilator (peripheral). In treatment of male erectile dysfunction.

Keywords

Vasodilator (Peripheral)