Salmefamol Explained

Routes Of Administration:Inhalation, intravenous
Class:Bronchodilator
β-Adrenergic receptor agonist
Cas Number:18910-65-1
Pubchem:86805
Chemspiderid:78303
Unii:Q56SEY8X9J
Kegg:C11771
Chembl:2107072
Synonyms:AH-3923; AHR-3929; 1-(4-hydroxy-3-(hydroxymethyl)phenyl)-2-(4-methoxy-α-methylphenethylamino)ethanol
Iupac Name:4-[1-hydroxy-2-[1-(4-methoxyphenyl)propan-2-ylamino]ethyl]-2-(hydroxymethyl)phenol
C:19
H:25
N:1
O:4
Smiles:CC(CC1=CC=C(C=C1)OC)NCC(C2=CC(=C(C=C2)O)CO)O
Stdinchi:1S/C19H25NO4/c1-13(9-14-3-6-17(24-2)7-4-14)20-11-19(23)15-5-8-18(22)16(10-15)12-21/h3-8,10,13,19-23H,9,11-12H2,1-2H3
Stdinchikey:VPMWDFRZSIMDKW-UHFFFAOYSA-N

Salmefamol (; developmental code name AH-3923) is a drug of the phenethylamine and amphetamine families described as a bronchodilator which was never marketed.[1] It is a β-adrenergic receptor agonist with some selectivity for the β2-adrenergic receptor[2] [3] and has been described as a "sister compound" to salbutamol.[4] However, the drug is more potent (1.5-fold), longer-acting (6hours), and more lipophilic in comparison to salbutamol.[5] [6] It was intended for inhalational or intravenous administration. Salmefamol was first described in the literature by 1968.

Notes and References

  1. Book: Elks J . The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies . Springer US . 2014 . 978-1-4757-2085-3 . 17 October 2024 . 1089.
  2. Labrid C, Rocher I, Guery O . Structure-activity relationships as a response to the pharmacological differences in beta-receptor ligands . American Journal of Hypertension . 2 . 11 Pt 2 . 245S–251S . November 1989 . 2573372 . 10.1093/ajh/2.11.245s .
  3. Leclerc G, Rouot B, Velly J, Schwartz J . β-Adrenergic receptor subtypes . Trends in Pharmacological Sciences . Elsevier BV . 2 . 1981 . 0165-6147 . 10.1016/0165-6147(81)90248-0 . 18–20.
  4. Book: Clayden J, Greeves N, Warren S . Organic Chemistry . OUP Oxford . 2012 . 978-0-19-927029-3 . 17 October 2024 . 530.
  5. Book: Kummer, F. . Treatment of Asthma: The long-acting beta-2-agonists . Springer Vienna . 2012 . 978-3-7091-7513-2 . 17 October 2024 . 38.
  6. Book: Patrick GL . An Introduction to Medicinal Chemistry . Oxford University Press . 2017 . 978-0-19-874969-1 . 17 October 2024 . 665.