Cicloprolol
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Other names | Cycloprolol; SL-75177 |
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Formula | C18H29NO4 |
Molar mass | 323.433 g·mol−1 |
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Cicloprolol (INN ; developmental code name SL-75177), or cycloprolol (BAN ), is a β-adrenergic receptor antagonist (beta blocker) described as an antihypertensive agent which was never marketed.[1][2][3][4][5] It has weak partial agonist or intrinsic sympathomimetic activity (30%) at the β-adrenergic receptors.[4][2] This is higher than that of many other beta blockers but is lower than that of xamoterol (45%).[4] The drug is selective for the β1-adrenergic receptor.[3] It has been studied in the treatment of heart failure.[3]
Chemistry
The chemical structure of cicloprolol is very similar to that of betaxolol.
Synthesis
Cicloprolol can be synthesized starting from 4-benzyloxyphenol.[6][7]
![](http://web.archive.org./web/20240907225151im_/https://upload.wikimedia.org/wikipedia/commons/thumb/0/03/Cicloprolol_synthesis.svg/500px-Cicloprolol_synthesis.svg.png)
References
- ^ Elks J (2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer US. p. 272. ISBN 978-1-4757-2085-3. Retrieved 29 August 2024.
- ^ a b Morton IK, Hall JM (2012). Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer Netherlands. p. 88. ISBN 978-94-011-4439-1. Retrieved 2024-08-29.
- ^ a b c Persson H, Erhardt L (June 1991). "Beta receptor antagonists in the treatment of heart failure". Cardiovascular Drugs and Therapy. 5 (3): 589–604. doi:10.1007/BF03029728. PMID 1678962.
- ^ a b c Waller DG (August 1990). "Beta-adrenoceptor partial agonists: a renaissance in cardiovascular therapy?". British Journal of Clinical Pharmacology. 30 (2): 157–171. doi:10.1111/j.1365-2125.1990.tb03760.x. PMC 1368213. PMID 1976342.
- ^ Cocco G, Alfiero R, Pouleur H (January 1992). "An evaluation of the safety of the beta-modulator cicloprolol in chronic heart failure". Clinical Cardiology. 15 (1): 38–42. doi:10.1002/clc.4960150109. PMID 1347258.
- ^ DE 2649605, Manoury PM, Cavero IA, Majer H, Giudicelli DP, "Phenoläther, Verfahren zu ihrer Herstellung und sie enthaltende Arzneimttel [Phenol ethers, processes for their preparation and medicinal products containing them]", published 1977-05-18, assigned to Synthelabo S.A.
- ^ P. M. J. Manouri, I. A. G. Carero, H. Majer, and P. R. L. Giudicelli, (1977) Chem. Abstr., 87:134,543j (1977). eidem U.S. patent 4,311,708