Adaprolol

Adaprolol

Clinical data
ATC code	none
Identifiers
IUPAC name (±)-2-(1-adamantyl)ethyl 2-[4-[2-hydroxy-3-(propan-2-ylamino)propoxy]phenyl]acetate
CAS Number	101479-70-3^N
PubChem CID	60732
ChemSpider	4940501^Y
UNII	XP9911I1WL
ChEMBL	ChEMBL435170^N
CompTox Dashboard (EPA)	DTXSID90869360
Chemical and physical data
Formula	C26H39NO4
Molar mass	429.601 g·mol^−1
3D model (JSmol)	Interactive image
SMILES O=C(CC1=CC=C(OCC(O)CNC(C)C)C=C1)OCCC23C[C@@H]4C[C@H](C2)C[C@H](C3)C4
InChI InChI=1S/C26H39NO4/c1-18(2)27-16-23(28)17-31-24-5-3-19(4-6-24)12-25(29)30-8-7-26-13-20-9-21(14-26)11-22(10-20)15-26/h3-6,18,20-23,27-28H,7-17H2,1-2H3^N Key:IPGLIOFIFLXLKR-UHFFFAOYSA-N^N
^NY (what is this?)  (verify)

Adaprolol is a potent beta-adrenergic antagonist.^[1][2][3] The drug produces electrophysiologic effects, prolonging basic sinus cycle length and the refractory period of the His-Purkinje system and the ventricles of the heart.^[4] It is a soft drug purposed for the treatment of glaucoma. The drug was designed to be quickly and easily metabolized, minimizing systemic activity through facile inactivation into an inactive metabolite.^[3]

References

1. "The Use of Common Stems in the Selection of International Nonproprietary Names (INN) for Pharmaceutical Substances: Alphabetical list of stems together with corresponding INNs". Archived from the original on March 7, 2012.
2. Boder N, Elkoussi A, Zuobi K, Kovacs P (1996). "Synthesis and pharmacological activity of adaprolol enantiomers: a new soft drug for treating glaucoma". Journal of Ocular Pharmacology and Therapeutics. 12 (2): 115–22. doi:10.1089/jop.1996.12.115. PMID 8773927.
3. "NCATS Inxight Drugs — ADAPROLOL". drugs.ncats.io. Retrieved 2026-05-21.
4. "Cardiac electrophysiologic effects of adaprolol maleate, a new β-blocker, in closed chest dogs". Life Sciences. 48 (16): 1519–1528. 1991-01-01. doi:10.1016/0024-3205(91)90276-H. ISSN 0024-3205.