Practolol

Practolol

Systematic (IUPAC) name
(RS)-N-{4-[2-hydroxy-3-(isopropylamino)propoxy]phenyl}acetamide
Identifiers
CAS Number	6673-35-4 Y
ATC code	C07AB01 (WHO)
PubChem	CID: 4883
IUPHAR/BPS	555
DrugBank	DB01297 Y
ChemSpider	4715 Y
UNII	SUG9176GRW Y
KEGG	D05587 N
ChEBI	CHEBI:258351 Y
ChEMBL	CHEMBL6995 Y
Chemical data
Formula	C14H22N2O3
Molecular mass	266.336 g/mol
SMILES O=C(Nc1ccc(OCC(O)CNC(C)C)cc1)C
InChI InChI=1S/C14H22N2O3/c1-10(2)15-8-13(18)9-19-14-6-4-12(5-7-14)16-11(3)17/h4-7,10,13,15,18H,8-9H2,1-3H3,(H,16,17) Y Key:DURULFYMVIFBIR-UHFFFAOYSA-N Y
NY (what is this?)  (verify)

Practolol (Eraldin, Dalzic, Praktol, Cardiol, Pralon, Cordialina, Eraldina, Teranol) is a selective beta blocker that has been used in the emergency treatment of cardiac arrhythmias. Practolol is no longer used as it is highly toxic despite the similarity of its chemical formula to propranolol. After its introduction, keratoconjunctivitis sicca, conjunctival scarring, fibrosis, metaplasia, and shrinkage developed in 27 patients as an adverse reaction to practolol. Rashes, nasal and mucosal ulceration, fibrous or plastic peritonitis, pleurisy, cochlear damage, and secretory otitis media also occurred in some cases. Three patients suffered profound visual loss though most retained good vision. Symptoms and signs improved on withdrawal of the drug, but reduction of tear secretion persisted in most patients. (British Medical Journal, March 15, 1975)

History

The compound was studied by scientists at the Research Department of the ICI Pharmaceuticals Division in Alderley Park with physiologists at the University of Leeds in the early 1970s when it was known as compound ICI 66082; they utilised dogs, cats and rats in their investigations. Earlier research had also been carried out as early as 1967 on this and similar molecules by other research teams also with ICI.

Side effects

Side effects are similar to those of other beta blockers, such as bronchoconstriction, cardiac failure, cold extremities, fatigue and depression, hypoglycaemia.

Furthermore, chronic use of practolol may cause oculomucocutaneous syndrome, a severe syndrome whose signs include conjunctivitis sicca and psoriasiform rashes, otitis and sclerosing serositis. This syndrome has not been observed with other such beta blockers.

Ban

This drug has been withdrawn from the market in India.

External links

Scientific information / studies

• Guinea Pig study from 1975
• Liver effect study from 1981
• Study of uses during surgery
• Molecular structure

General information

• DDB 10479