Talinolol
Chemical structure of talinolol
Names
IUPAC name
(RS)-1-[4-[3-(tert-Butylamino)-2-hydroxypropoxy]phenyl]-3-cyclohexylurea
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.228.618 Edit this at Wikidata
UNII
  • InChI=1S/C20H33N3O3/c1-20(2,3)21-13-17(24)14-26-18-11-9-16(10-12-18)23-19(25)22-15-7-5-4-6-8-15/h9-12,15,17,21,24H,4-8,13-14H2,1-3H3,(H2,22,23,25) ☒N
    Key: MXFWWQICDIZSOA-UHFFFAOYSA-N ☒N
  • InChI=1/C20H33N3O3/c1-20(2,3)21-13-17(24)14-26-18-11-9-16(10-12-18)23-19(25)22-15-7-5-4-6-8-15/h9-12,15,17,21,24H,4-8,13-14H2,1-3H3,(H2,22,23,25)
    Key: MXFWWQICDIZSOA-UHFFFAOYAN
  • CC(C)(C)NCC(COC1=CC=C(C=C1)NC(=O)NC2CCCCC2)O
Properties
C20H33N3O3
Molar mass 363.502 g·mol−1
Pharmacology
C07AB13 (WHO)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Talinolol is a beta blocker.[1]

Stereochemistry

Talinolol contains a stereocenter and consists of two enantiomers. This is a racemate, i.e. a 1: 1 mixture of (R)- and the (S)-forms:[2]

Enantiomers of talinolol
(R)-talinolol.svg

(R)-talinolol
CAS number: 71369-60-3
(S)-talinolol.svg

(S)-talinolol
CAS number: 71369-59-0

References

  1. ^ Abmann, I. (1995). "The actions of talinolol, a β1-selective beta blocker, in cardiac arrhythmia and acute myocardial infarction". Current Medical Research and Opinion. 13 (6): 325–342. doi:10.1185/03007999509110493. PMID 8829891.
  2. ^ F. v. Bruchhausen, G. Dannhardt, S. Ebel, A. W. Frahm, E. Hackenthal, U. Holzgrabe (Hrsg.): Hagers Handbuch der Pharmazeutischen Praxis: Band 9: Stoffe P-Z, Springer Verlag, Berlin, Aufl. 5, 2014, S. 767, ISBN 978-3-642-63389-8.