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Dichloroisoprenaline
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Preferred IUPAC name
Dichloroisoprenaline | |
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| Systematic IUPAC name
1-(3,4-Dichlorophenyl)-2-[(propan-2-yl)amino]ethan-1-ol | ||
| Other names
1-(3,4-Dichlorophenyl)-2-(isopropylamino)ethanol
Dichlorisoproterenol | ||
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59-61-0 7px | |
| ChEBI | CHEBI:144234 7px | |
| ChEMBL | ChEMBL30816 7px | |
| ChemSpider | 5601 (1R) 7px 5324297 (1S) 7px 5601 () 7px | |
| Jmol-3D images | Image Image | |
| KEGG | C11772 7px | |
| MeSH | Dichloroisoproterenol | |
| PubChem | Template:Chembox PubChem/formatTemplate:Chembox PubChem/formatTemplate:Chembox PubChem/format | |
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C11H15Cl2NO | |
| Molar mass | 248.15 g/mol | |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | ||
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| Infobox references | ||
Dichloroisoprenaline (DCI), also known as dichloroisoproterenol, was the first beta blocker ever to be developed. It is non-selective for the β1-adrenergic and β2-adrenergic receptors. DCI has low potency and acts as a partial agonist/antagonist at these receptors.[1]
Although DCI was of no clinical value itself, further developments from DCI eventually led to the development of the clinical candidate pronethalol (withdrawn due to carcinogenicity) and subsequently propranolol (the first clinically successful beta blocker).
Dichloroisoprenaline is a racemic mixture of enantiomers.
-Dichlorosisoproterenol_Enantiomers_Structural_Formulae.png){kind=link}
References
- ^ W. E. Glover, A. D. M. Greenfield, and R. G. Shanks (October 1962). "Effect of dichloroisoprenaline on the peripheral vascular responses to adrenaline in man". Br J Pharmacol Chemother 19: 235–244. PMC 1482134. PMID 13948521. doi:10.1111/j.1476-5381.1962.tb01185.x.
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