8337. Salmeterol

Nomenclature

CAS number: 89365-50-4
4-Hydroxy-α1-[[[6-(4-phenylbutoxy)hexyl]amino]methyl]-1,3-benzenedimethanol; (±)-4-hydroxy-α1-[[[6-(4-phenylbutoxy)hexyl]amino]methyl]-m-xylene-α,α1-diol; GR-33343X.
C25H37NO4; mol wt 415.57.
C 72.25%, H 8.97%, N 3.37%, O 15.40%.

Description and references

β2-Adrenergic agonist; structural analog of albuterol, q.v. Prepn: I. F. Skidmore et al., DE 3414752; eidem, US 4992474 (1984, 1991 both to Glaxo). Pharmacology: M. Johnson, Lung 168, Suppl., 115 (1990). Preliminary evaluations in asthma: A. Ullman et al., Am. Rev. Respir. Dis. 142, 571 (1990); O. P. Twentyman et al., Lancet 336, 1338 (1990). Review of pharmacology and therapeutic use: R. N. Brogden, D. Faulds, Drugs 42, 895-912 (1991).

Chemical structure

Properties

mp 75.5-76.5°.

Derivative

1-Hydroxy-2-naphthoate.

Nomenclature

CAS number: 94749-08-3
Salmeterol xinafoate; GR-33343G; Arial (Dompé); Salmetedur (Menarini); Serevent (GSK).
C25H37NO4.C11H8O3; mol wt 603.75.
C 71.62%, H 7.51%, N 2.32%, O 18.55%.

Properties

mp 137-138°. Freely sol in methanol; slightly sol in ethanol, chloroform, isopropanol; sparingly sol in water.

Therapeutic Category

Bronchodilator.

Keywords

β-Adrenergic Agonist; Bronchodilator; Ephedrine Derivatives