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Synthesis and effects on peripheral thyroid hormone conversion of (R)‐4‐hydroxypropranolol, a main metabolite of (R)‐propranolol
Author(s) -
Buchinger Wolfgang,
Eber Otto,
Uray Georg,
Lind Peter,
Lindner Wolfgang
Publication year - 1991
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.530030212
Subject(s) - chemistry , metabolite , propranolol , chronotropic , hormone , placebo , endocrinology , metabolism , pulse rate , medicine , dose , thyroid , pharmacology , heart rate , biochemistry , blood pressure , pathology , alternative medicine
The inhibiting effect of (R,S)‐propranolol on peripheral T4/T3 conversion can be related to the (R)‐isomer. The intention of this study is to clarify if (R)‐4‐hydroxypropranolol, a main metabolite of (R)‐propranolol, develops the same or even a stronger effect on peripheral thyroxine metabolism as the parent drug. (R)‐4‐hydroxypropranolol was synthesized via (R)‐4‐methoxypropranolol and their optical purity was checked chromatographically. Twenty patients suffering from hyperthyroidism were divided into five groups and treated with (R)‐4‐hydroxypropranolol · HCl in dosages from 12 to 75 mg per day in a placebo controlled study over a period of 5 days. The serum hormone levels and resting pulse rate were measured. No significant changes of thyroid parameter could be observed but a significant decrease of resting pulse rate under treatment with 75 mg (R)‐4‐hydroxypropranolol occurred. It could be concluded that (R)‐4‐hydroxypropranolol possesses negative chronotropic effects but develops no changes in thyroid hormone metabolism in hyperthyroid patients.