Chemistry:Talinolol

Talinolol
Names
	IUPAC name (RS)-1-[4-[3-(tert-Butylamino)-2-hydroxypropoxy]phenyl]-3-cyclohexylurea
Identifiers
CAS Number	57460-41-0 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL152067 ;
ChemSpider	62014 ;
IUPHAR/BPS	4664;
PubChem CID	68770;
UNII	3S82268BKG ;
	InChI 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) Key: MXFWWQICDIZSOA-UHFFFAOYSA-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;
	SMILES CC(C)(C)NCC(COC1=CC=C(C=C1)NC(=O)NC2CCCCC2)O;
Properties
Chemical formula	C20H33N3O3
Molar mass	363.502 g·mol−1
Pharmacology
1=ATC code }}	C07AB13 (WHO)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	verify (what is ?)
	Infobox references

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 CAS number: 71369-60-3	(S)-talinolol CAS number: 71369-59-0

↑ 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.
↑ 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.

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v t e Beta blockers (C07)
β, non-selective	Alprenolol Bopindolol Bupranolol Carteolol Cloranolol Mepindolol Nadolol Oxprenolol Penbutolol Pindolol/Iodopindolol Propranolol Sotalol Tertatolol Timolol
β₁-selective	Acebutolol Atenolol Betaxolol Bevantolol Bisoprolol Celiprolol Epanolol Esmolol Landiolol Metoprolol Nebivolol Practolol S-Atenolol Talinolol
β₂-selective	Butaxamine
α₁- + β-selective	Arotinolol Carvedilol Labetalol
^#WHO-EM ^‡Withdrawn from market Clinical trials: ^†Phase III ^§Never to phase III

Names

IUPAC name (RS)-1-[4-[3-(tert-Butylamino)-2-hydroxypropoxy]phenyl]-3-cyclohexylurea
Identifiers
CAS Number	57460-41-0^Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL152067^N
ChemSpider	62014^N
IUPHAR/BPS	4664
PubChem CID	68770
UNII	3S82268BKG^Y
InChI 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
SMILES CC(C)(C)NCC(COC1=CC=C(C=C1)NC(=O)NC2CCCCC2)O
Properties
Chemical formula	C₂₀H₃₃N₃O₃
Molar mass	363.502 g·mol⁻¹
Pharmacology
1=ATC code }}	C07AB13 (WHO)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is ^YN ?)
Infobox references