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Dichloroisoprenaline

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Dichloroisoprenaline
Names

Preferred IUPAC name 1-(3,4-Dichlorophenyl)-2-[(propan-2-yl)amino]ethan-1-ol
Other names 1-(3,4-Dichlorophenyl)-2-(isopropylamino)ethanol Dichlorisoproterenol
Identifiers
CAS Number	59-61-0^Y
3D model (JSmol)	Interactive image Interactive image
ChEBI	CHEBI:144234^N
ChEMBL	ChEMBL30816^Y
ChemSpider	5601 (1R)^Y 5324297 (1S)^Y 5601 ()^Y
KEGG	C11772^N
MeSH	Dichloroisoproterenol
PubChem CID	5806 (1R) 6951395 (1S) 5806 ()
UNII	U7NOE2K4M2^Y
CompTox Dashboard(EPA)	DTXSID20874225
InChI InChI=1S/C11H15Cl2NO/c1-7(2)14-6-11(15)8-3-4-9(12)10(13)5-8/h3-5,7,11,14-15H,6H2,1-2H3^Y Key: VKMGSWIFEHZQRS-UHFFFAOYSA-N^Y InChI=1/C11H15Cl2NO/c1-7(2)14-6-11(15)8-3-4-9(12)10(13)5-8/h3-5,7,11,14-15H,6H2,1-2H3 Key: VKMGSWIFEHZQRS-UHFFFAOYAS
SMILES CC(C)NCC(O)C1=CC(Cl)=C(Cl)C=C1 Clc1ccc(cc1Cl)C(O)CNC(C)C
Properties
Chemical formula	C₁₁H₁₅Cl₂NO
Molar mass	248.15 g/mol
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references

Chemical compound

Dichloroisoprenaline (DCI), also known asdichloroisoproterenol, was the firstbeta blocker ever to be developed. It is non-selective for theβ₁-adrenergic andβ₂-adrenergic receptors. DCI has lowpotency and acts as apartial agonist/antagonist at thesereceptors.^[1]

Although DCI was of no clinical value itself, further developments from DCI eventually led to the development of the clinical candidatepronethalol (withdrawn due tocarcinogenicity) and subsequentlypropranolol (the first clinically successful beta blocker).

Dichloroisoprenaline is aracemic mixture ofenantiomers.