3728. Ethaverine

Nomenclature

CAS number: 486-47-5
1-[(3,4-Diethoxyphenyl)methyl]-6,7-diethoxyisoquinoline; 6,7-diethoxy-1-(3,4-diethoxybenzyl)isoquinoline; ethylpapaverine; Dyscural.
C24H29NO4; mol wt 395.49.
C 72.89%, H 7.39%, N 3.54%, O 16.18%.

Description and references

Tetraethyl homolog of papaverine. Synthesis: Wolf, US 1962224 (1934).

Chemical structure

Properties

Crystals from alcohol + ether, mp 99-101°. Insol in water. Readily sol in hot alc; slightly in ether and chloroform.

Derivative

Hydrochloride.

Nomenclature

CAS number: 985-13-7
Barbonin (Knoll); Circubid (W. F. Merchant); Diquinol (Parke-Davis); Ethabid (Meyer); Isovex; Laverin (Lemmon); Perparin (Chemopuro); Perperine.
C24H29NO4.HCl; mol wt 431.95.
C 66.73%, H 7.00%, N 3.24%, O 14.82%, Cl 8.21%.

Description and references

Prepn of stable solns: Hereld, US 2971888 (1961).

Properties

Crystals from abs alc, mp 186-188° (dec). One gram dissolves in about 40 ml water. pH of 1% soln 3.6; of 0.1% soln 4.6.

Derivative

Acid oxalate.
C24H29NO4.(COOH)2; mol wt 485.53.
C 64.32%, H 6.44%, N 2.88%, O 26.36%.

Properties

Crystals from alc, soluble in hot water.

Derivative

Salt with 7-iodo-8-hydroxyquinoline-5-sulfonic acid.

Description and references

Prepn: HU 106906 (1931); v. Issekutz et al., Arch. Exp. Pathol. Pharmakol. 164, 158 (1932).

Therapeutic Category

Antispasmodic.

Keywords

Antispasmodic