4707. Hexoprenaline

Nomenclature

CAS number: 3215-70-1
4,4′-[1,6-Hexanediylbis[imino(1-hydroxy-2,1-ethanediyl)]]bis-1,2-benzenediol; α,α′-[hexamethylenebis(iminomethylene)]bis[3,4-dihydroxybenzyl alcohol]; N,N′-bis[2-(3,4-dihydroxyphenyl)-2-hydroxyethyl]hexamethylenediamine; BYK 1512.
C22H32N2O6; mol wt 420.50.
C 62.84%, H 7.67%, N 6.66%, O 22.83%.

Description and references

β2-Adrenergic agonist. Prepn: O. Schmid et al., AT 241436; eidem, US 3329709 (1965, 1967, both to OSSW); Schmid et al., DE 1215729 (1966 to Lentia GmbH). Pharmacology: Thiede et al., Arzneim.-Forsch. 21, 416 (1971). Clinical studies: Schindl, ibid. 20, 1755 (1970); several authors in Wien. Klin. Wochenschr. 83, 75, 80, 101, 114, 117, 130 (1971). Clinical evaluation for interruption of labor: J. Lipshitz et al., J. Reprod. Med. 31, 1023 (1986).

Chemical structure

Properties

Crystals, mp 162-165° (hemihydrate).

Derivative

Dihydrochloride.

Nomenclature

CAS number: 4323-43-7
ST-1512; Ipradol (CL Pharma).
C22H32N2O6.2HCl; mol wt 493.42.
C 53.55%, H 6.95%, N 5.68%, O 19.46%, Cl 14.37%.

Properties

Crystals from methanol-ether, mp 197.5-198°.

Derivative

Sulfate.

Nomenclature

CAS number: 32266-10-7
Bronalin (Byk-Liprandi); Delaprem (Savage); Etoscol (Byk Gulden); Gynipral (Chemie Linz); Ipradol (CL Pharma); Leanol (Yoshitomi).
C22H32N2O6.H2SO4; mol wt 518.58.
C 50.95%, H 6.61%, N 5.40%, O 30.85%, S 6.18%.

Properties

Crystals from water-alcohol, mp 222-228°.

Therapeutic Category

Bronchodilator; tocolytic.

Keywords

β-Adrenergic Agonist; Bronchodilator; Ephedrine Derivatives; Tocolytic