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Chemical Compound Review

DEXPROPRANOLOL     (2R)-1-naphthalen-1-yloxy-3- (propan-2...

Synonyms: Despropranolo, D-Propranolol, Lopac-P-0884, Lopac-P-8688, Tocris-0624, ...
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Disease relevance of DEXPROPRANOLOL


Psychiatry related information on DEXPROPRANOLOL

  • Lack of efficacy of d-propranolol in neuroleptic-induced akathisia [6].
  • DL-propranolol infused 5 min, but not 6 hr, posttraining caused a deficit in 48-hr memory for the spatial water maze task, whereas similarly administered D-propranolol, which has an equipotent "local-anesthetic" activity but significantly lower beta-blocking activity, induced no amnesia [7].
  • Increased motor activity and poor performance in the active avoidance test were observed in the offspring of rats treated with dl-propranolol or sotalol during pregnancy, but not with atenolol and d-propranolol [8].

High impact information on DEXPROPRANOLOL

  • A fourth group of dogs showed a rise in renin secretion from 205 to 880 U/min (P less than 0.001) in response to the first RNS, while the second RNS, given after an infusion of d-propranolol, caused a rise in renin secretion from 80 to 482 (P less than 0.005) [9].
  • When endothelial cells were incubated with dl- or d-propranolol, the media had two to three times the inhibitory activity of control media [10].
  • Groups of littermate rabbits were treated for various periods up to 6 weeks with twice daily subcutaneous injections of saline, D-propranolol, DL-propranolol, or metoprolol, the latter two at doses equivalent to those used in clinical therapy [11].
  • In addition, d-propranolol (the non beta-blocking isomer) and the antioxidant enzymes, SOD and catalase, showed significant protection [12].
  • After protein binding was accounted for, the unbound oral clearance of each enantiomer was similar in both groups. l-Propranolol was more highly protein bound than d-propranolol (p less than 0.05) in both young and older subjects [13].

Chemical compound and disease context of DEXPROPRANOLOL


Biological context of DEXPROPRANOLOL

  • All beta-blockers have an antihypertensive effect, regardless of other characteristics (e.g. cardio-selectivity, instrinsic sympathomimetic effect, or membrane activity). d-Propranolol has no significant effect on blood pressure [18].
  • 6. The changes in muscle performance and bioenergetics observed during the incremental stimulation protocol were not observed when D-propranolol was administered and could be completely circumvented by a short period of muscle stimulation of 4 Hz prior to initiation of the incremental stimulation protocol [19].
  • 5. D-propranolol, the isomer with much lower beta-receptor blocking potency, required twentyfold higher concentrations to depress automaticity and this was accompanied by evidence of direct membrane depression, i.e. reduction of upstroke velocity of action potentials [20].
  • These results suggest that K-7259 and d-propranolol attenuate the H2O2-induced changes in cell shape and accumulation of NEFA, probably because of their .OH-scavenging effect [21].
  • Cocaine was ineffective by itself in promoting contraction, but a cumulative concentration-response curve was obtained in the presence of DL-propranolol (1.3 x 10(-6) M); D-propranolol failed to promote cocaine-induced vasoconstriction [22].

Anatomical context of DEXPROPRANOLOL


Associations of DEXPROPRANOLOL with other chemical compounds


Gene context of DEXPROPRANOLOL


Analytical, diagnostic and therapeutic context of DEXPROPRANOLOL


  1. Suppression of ventricular arrhythmias in man by d-propranolol independent of beta-adrenergic receptor blockade. Murray, K.T., Reilly, C., Koshakji, R.P., Roden, D.M., Lineberry, M.D., Wood, A.J., Siddoway, L.A., Barbey, J.T., Woosley, R.L. J. Clin. Invest. (1990) [Pubmed]
  2. Suppression of cortical spreading depression in migraine prophylaxis. Ayata, C., Jin, H., Kudo, C., Dalkara, T., Moskowitz, M.A. Ann. Neurol. (2006) [Pubmed]
  3. Effect of cirrhosis on sulphation by the isolated perfused rat liver. Choo, E.F., Angus, P.W., Morgan, D.J. J. Hepatol. (1999) [Pubmed]
  4. Attenuation of aortic banding-induced cardiac hypertrophy by propranolol is independent of beta-adrenoceptor blockade. Marano, G., Palazzesi, S., Fadda, A., Vergari, A., Ferrari, A.U. J. Hypertens. (2002) [Pubmed]
  5. Effects of beta adrenergic blocking agents on erythropoietin production in rabbits exposed to hypoxia. Fink, G.D., Paulo, L.G., Fisher, J.W. J. Pharmacol. Exp. Ther. (1975) [Pubmed]
  6. Lack of efficacy of d-propranolol in neuroleptic-induced akathisia. Adler, L.A., Angrist, B., Fritz, P., Rotrosen, J., Mallya, G., Lipinski, J.F. Neuropsychopharmacology (1991) [Pubmed]
  7. Deficient spatial memory induced by blockade of beta-adrenoceptors in the hippocampal CA1 region. Ji, J.Z., Zhang, X.H., Li, B.M. Behav. Neurosci. (2003) [Pubmed]
  8. Behavioral and biochemical studies in rats following prenatal treatment with beta-adrenoceptor antagonists. Speiser, Z., Gordon, I., Rehavi, M., Gitter, S. Eur. J. Pharmacol. (1991) [Pubmed]
  9. Effect of beta adrenergic blockade on renin response to renal nerve stimulation. Taher, M.S., McLain, L.G., McDonald, K.M., Schrier, R.W., Gilbert, L.K., Aisenbrey, G.A., McCool, A.L. J. Clin. Invest. (1976) [Pubmed]
  10. Enhancement of the antiaggregatory activity of prostacyclin by propranolol in human platelets. Callahan, K.S., Johnson, A.R., Campbell, W.B. Circulation (1985) [Pubmed]
  11. Adaptation to prolonged beta-blockade of rabbit atrial, purkinje, and ventricular potentials, and of papillary muscle contraction. Time-course of development of and recovery from adaptation. Raine, A.E., Vaughan Williams, E.M. Circ. Res. (1981) [Pubmed]
  12. Propranolol preserves ultrastructure in adult cardiocytes exposed to anoxia/reoxygenation: a morphometric analysis. Freedman, A.M., Kramer, J.H., Mak, I.T., Cassidy, M.M., Weglicki, W.B. Free Radic. Biol. Med. (1991) [Pubmed]
  13. Effects of age on the protein binding and disposition of propranolol stereoisomers. Lalonde, R.L., Tenero, D.M., Burlew, B.S., Herring, V.L., Bottorff, M.B. Clin. Pharmacol. Ther. (1990) [Pubmed]
  14. Role of beta-adrenoreceptor antagonism in the prevention of reperfusion ventricular arrhythmias: effects of acebutolol, atenolol, and d-propranolol on isolated working rat hearts subject to myocardial ischemia and reperfusion. Rochette, L., Didier, J.P., Moreau, D., Bralet, J., Opie, L.H. Am. Heart J. (1984) [Pubmed]
  15. Comparative study of the effects of acebutolol, atenolol, d-propranolol and dl,-propranolol on the alterations in energy metabolism caused by ischemia and reperfusion: a 31P NMR study on the isolated rat heart. Lavanchy, N., Martin, J., Rossi, A. Cardiovascular drugs and therapy / sponsored by the International Society of Cardiovascular Pharmacotherapy. (1988) [Pubmed]
  16. The effects of d-propranolol and captopril on post-ischaemic acute renal failure in rats. Ishigami, M., Maeda, T., Yabuki, S., Stowe, N.T. Proceedings of the European Dialysis and Transplant Association - European Renal Association. European Dialysis and Transplant Association - European Renal Association. Congress. (1985) [Pubmed]
  17. Prevention of acute paraquat toxicity in rats by superoxide dismutase. Wasserman, B., Block, E.R. Aviation, space, and environmental medicine. (1978) [Pubmed]
  18. Experience with beta-adrenoreceptor blockers in hypertension. Waal-Manning, H. Drugs (1976) [Pubmed]
  19. A 31P-n.m.r. study of the acute effects of beta-blockade on the bioenergetics of skeletal muscle during contraction. Challiss, R.A., Hayes, D.J., Radda, G.K. Biochem. J. (1987) [Pubmed]
  20. Physiological role of endogenous amines in the modulation of ventricular automaticity in the guinea-pig. Hume, J., Katzung, B.G. J. Physiol. (Lond.) (1980) [Pubmed]
  21. K-7259, a novel dilazep derivative, and d-propranolol attenuate H2O2-induced cell damage. Hoque, N., Hoque, A.N., Hashizume, H., Ichihara, K., Abiko, Y. J. Pharmacol. Exp. Ther. (1996) [Pubmed]
  22. Propranolol promotes cocaine-induced spasm of porcine coronary artery. Vargas, R., Gillis, R.A., Ramwell, P.W. J. Pharmacol. Exp. Ther. (1991) [Pubmed]
  23. Treatment of acute focal cerebral ischemia with propranolol. Little, J.R., Latchaw, J.P., Slugg, R.M., Lesser, R.P., Stowe, N.T. Stroke (1982) [Pubmed]
  24. A possible antihypertensive mechanism of propranolol: antagonism of angiotensin II enhancement of sympathetic nerve transmission through prostaglandins. Jackson, E.K., Campbell, W.B. Hypertension (1981) [Pubmed]
  25. Contractile actions of racemic and d-propranolol on isolated canine mesenteric and coronary arteries. Rajfer, S.I., Kohli, J.D., Goldberg, L.I. J. Pharmacol. Exp. Ther. (1982) [Pubmed]
  26. Propranolol effects on membrane repolarization time in isolated canine Purkinje fibers: threshold tissue content and the influence of exposure time. Pruett, J.K., Walle, T., Walle, U.K. J. Pharmacol. Exp. Ther. (1980) [Pubmed]
  27. Adrenergic transmission failure via the blockade of presynaptic beta receptors in guinea-pig pulmonary arteries. Misu, Y., Kaiho, M., Ogawa, K., Kubo, T. J. Pharmacol. Exp. Ther. (1981) [Pubmed]
  28. Control of renin release. Effects of d-propranolol and renal denervation on furosemide-induced renin release in the dog. Osborn, J.L., Hook, J.B., Bailie, M.D. Circ. Res. (1977) [Pubmed]
  29. Enhancement of post-hypoxic contractile and metabolic recovery of perfused rat hearts by dl-propranolol: possible involvement of non-beta-receptor mediated activity. Fujioka, H., Yoshihara, S., Tanaka, T., Fukumoto, T., Kuroiwa, A., Tanonaka, K., Hayashi, M., Takeo, S. J. Mol. Cell. Cardiol. (1991) [Pubmed]
  30. Central effect of beta adrenergic blocking agents on arterial blood pressure. Klevans, L.R., Kovacs, J.L., Kelly, R. J. Pharmacol. Exp. Ther. (1976) [Pubmed]
  31. Effects of d-propranolol and estradiol on the cervicovaginal epithelium. Kvinnsland, S. Cell Tissue Res. (1976) [Pubmed]
  32. Beta-adrenoceptor antagonists suppress elevation in body temperature and increase in plasma IL-6 in rats exposed to open field. Soszynski, D., Kozak, W., Conn, C.A., Rudolph, K., Kluger, M.J. Neuroendocrinology (1996) [Pubmed]
  33. Chiral reversed phase high-performance liquid chromatography for determining propranolol enantiomers in transgenic Chinese hamster CHL cell lines expressing human cytochrome P450. Zhou, Q., Yao, T.W., Zeng, S. J. Biochem. Biophys. Methods (2002) [Pubmed]
  34. Effects of beta-blockers on HMG CoA reductase and LDL receptor activity in cultured human skin fibroblasts. Yoshida, H., Suzukawa, M., Ishikawa, T., Shige, H., Nishio, E., Hosoai, H., Ayaori, M., Nakamura, H. Cardiovascular drugs and therapy / sponsored by the International Society of Cardiovascular Pharmacotherapy. (1996) [Pubmed]
  35. Effect of talinolol and the optical isomers of propranolol on LCAT activity in vitro. Schauer, I., Schauer, U.J., Thielmann, K. International journal of clinical pharmacology, therapy, and toxicology. (1984) [Pubmed]
  36. beta-Adrenergic blockade of prostaglandin E2- and D2-induced erythroid colony formation. Belegu, M., Beckman, B., Fisher, J.W. Am. J. Physiol. (1983) [Pubmed]
  37. Alteration of the baroreceptor reflex by an effect of propranolol on the isolated carotid sinus. Schultz, H.D., Zehr, J.E. J. Pharmacol. Exp. Ther. (1981) [Pubmed]
  38. The effects of exercise and adrenaline infusion upon the blood levels of propranolol and antipyrine in the horse. Powis, G., Snow, D.H. J. Pharmacol. Exp. Ther. (1978) [Pubmed]
  39. Cardioprotective effect of d-propranolol in ischemic-reperfused isolated rat hearts. Hoque, A.N., Nasa, Y., Abiko, Y. Eur. J. Pharmacol. (1993) [Pubmed]
  40. Stereoselective urinary excretion of S-(-)- and R-(+)-propranolol glucuronide following oral administration of RS-propranolol in Chinese Han subjects. Luan, L.J., Shao, Q., Ma, J.Y., Zeng, S. World J. Gastroenterol. (2005) [Pubmed]
  41. Effect of propranolol on early postischemia arrhythmias and noradrenaline and potassium release of ischemic myocardium in anesthetized pigs. Knopf, H., McDonald, F.M., Bischoff, A., Hirche, H., Addicks, K. J. Cardiovasc. Pharmacol. (1988) [Pubmed]
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