Jump to content

Adimolol

From Wikipedia, the free encyclopedia
Adimolol
Clinical data
ATC code
  • none
Identifiers
  • 3-[3-[[2-hydroxy-3-(1-naphthyloxy)propyl]amino]-3-methyl-butyl]-1H-benzimidazol-2-one
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC25H29N3O3
Molar mass419.525 g·mol−1
3D model (JSmol)
  • O=C2Nc1ccccc1N2CCC(NCC(O)COc4c3ccccc3ccc4)(C)C
  • InChI=1S/C25H29N3O3/c1-25(2,14-15-28-22-12-6-5-11-21(22)27-24(28)30)26-16-19(29)17-31-23-13-7-9-18-8-3-4-10-20(18)23/h3-13,19,26,29H,14-17H2,1-2H3,(H,27,30) checkY
  • Key:YWRIUGFSIQMHJK-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Adimolol (developmental code name MEN-935) is antihypertensive agent which acts as a non-selective α1-, α2-, and β-adrenergic receptor antagonist.[1]

Synthesis

[edit]

The reaction between 1-naphthyl glycidyl ether (1) and 3-(3-amino-3-methylbutyl)-1H-benzimidazol-2-one (2) gives adimolol (3).[2][3]

Synthesis of adimolol

References

[edit]
  1. ^ Palluk R, Hoefke W, Gaida W, Mierau J, Bechtel WD (July 1986). "Interactions of MEN 935 (adimolol), a long acting beta- and alpha-adrenolytic antihypertensive agent, with postsynaptic alpha-adrenoceptors in different isolated blood vessels--influence of angiotensin II". Naunyn-Schmiedeberg's Archives of Pharmacology. 333 (3): 277–83. doi:10.1007/bf00512941. PMID 3020439. S2CID 24300936.
  2. ^ Hoefke W, Gaida W, Palluk R, Mentrup A (1986). "Adimolol Hydrochloride Hydrate". Drugs of the Future. 11: 9. doi:10.1358/dof.1986.011.01.62036.
  3. ^ US 4255430, Koppe H, Mentrup A, Renth EO, Schromm K, Hoefke W, Muacevic G, issued 1981, assigned to Boehringer Ingelheim Gmbh