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Pronethalol: Difference between revisions

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{{Short description|Chemical compound}}
{{Drugbox
| IUPAC_name = 1-(naphthalen-2-yl)-2-(propan-2-ylamino)ethanol
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<!--Chemical data-->
| C=15 | H=19 | N=1 | O=1
| molecular_weight = 229.32 g/mol
| smiles = CC(C)NCC(C1=CC2=CC=CC=C2C=C1)O
}}
 
'''Pronethalol''' (also known as '''Alderlinnethalide''' or '''compound 38,174'''; trade name '''NethalideAlderlin''') was an early non-selective [[beta blocker]] clinical candidate. It was neverthe usedfirst clinicallybeta dueblocker to be developed by [[carcinogenicityJames Black (pharmacologist)|James Black]] inand mice,associates whichat was[[Imperial thoughtChemical toIndustries]], resultand fromthe formationfirst ofto aenter carcinogenicclinical [[naphthaleneuse, epoxide]]in metaboliteNovember 1963.<ref name=Quirke>{{cite journal |authorvauthors=StapletonQuirke MPV |title=SirPutting Jamestheory Blackinto andpractice: propranolol.James TheBlack, rolereceptor oftheory and the basicdevelopment sciences inof the historybeta-blockers ofat cardiovascularICI, pharmacology1958-1978 |journal=Tex Heart InstMed JHist |volume=2450 |issue=41 |pages=336–4269–92 |yeardate=1997January 2006 |pmid=945648716502872 |pmc=3254771369014 |doi=10.1017/s0025727300009455}}</ref>
 
However, it was never used widely due to [[carcinogenicity]] in mice, which was thought to result from formation of a carcinogenic [[naphthalene epoxide]] metabolite,<ref>{{cite journal | vauthors = Stapleton MP | title = Sir James Black and propranolol. The role of the basic sciences in the history of cardiovascular pharmacology | journal = Texas Heart Institute Journal | volume = 24 | issue = 4 | pages = 336–42 | year = 1997 | pmid = 9456487 | pmc = 325477 }}</ref> and was superseded by [[propranolol]] from 1965 onward.<ref name=Quirke/>
 
== See also ==
* [[Beta blocker]]
* [[Discovery and development of beta-blockers]]
 
== References ==
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[[Category:Beta blockers]]
[[Category:Naphthalenes2-Naphthyl compounds]]
[[Category:AlcoholsPhenylethanolamines]]
 
{{antihypertensive-stub}}
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