ChemicalBook--->CAS DataBase List--->57460-41-0

57460-41-0

57460-41-0 Structure

57460-41-0 Structure
IdentificationBack Directory
[Name]

Talinolol
[CAS]

57460-41-0
[Synonyms]

Cordanum
rac-Talinolol
Racemic talinolol
1-(4-(Cyclohexylureido)phenoxy)-3-(tert-butylamino)-2-propanol
1-(4-Cyclohexylureidophenoxy)-2-hydroxy-3-tert-butylaminopropane
1-(4-(3-(tert-butylaMino)-2-hydroxypropoxy)phenyl)-3-cyclohexylu
1-(3-(3-Cyclohexylureido)phenoxy)-3-(tert-butylamino)-2-propanol
1-(2-(3-(tert-butylamino)-2-hydroxypropoxy)phenyl)-3-cyclohexylurea
1-(4-(3-(tert-butylamino)-2-hydroxypropoxy)phenyl)-3-cyclohexylurea
(+-)-1-(p-(3-(tert-Butylamino)-2-hydroxypropoxy)phenyl)-3-cyclohexylurea
( -)-1-(4-(3-(tert-Butylamino)-2-hydroxypropoxy)phenyl)-3-cyclohexylharnstoff
[Molecular Formula]

C20H33N3O3
[MDL Number]

MFCD00864592
[MOL File]

57460-41-0.mol
[Molecular Weight]

363.49
Chemical PropertiesBack Directory
[Melting point ]

160-162°C
[Boiling point ]

520.0±50.0 °C(Predicted)
[density ]

1.11±0.1 g/cm3(Predicted)
[storage temp. ]

-20°C Freezer
[solubility ]

DMSO (Slightly), Methanol (Slightly)
[form ]

Solid
[pka]

13.82±0.20(Predicted)
[color ]

White to Pale Pink
[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)
[InChIKey]

MXFWWQICDIZSOA-UHFFFAOYSA-N
[SMILES]

N(C1CCCCC1)C(NC1=CC=C(OCC(O)CNC(C)(C)C)C=C1)=O
Safety DataBack Directory
[WGK Germany ]

WGK 3
[HazardClass ]

IRRITANT
[Storage Class]

11 - Combustible Solids
[Toxicity]

LD50 in rats, mice (mg/kg): 1180, 593 orally; 54.3, 74.7 i.p.; 29.7, 25.0 i.v. (Femmer)
Hazard InformationBack Directory
[Description]

(±)-Talinolol is a β1-selective adrenoceptor antagonist well known for its cardioprotective and antihypertensive activity. By blocking β1-adrenergic receptors, talinolol delays the conduction of stimuli in the AV node, reduces the sino-atrial conduction time, and impedes the sinus node automaticity. Because its metabolism in human liver microsomes is well understood, (±)-talinolol is useful for examining the activity of the drug-transporting MDR1 gene product P-glycoprotein.
[Chemical Properties]

Off-White to Pale Pink Solid
[Uses]

Selective β1-adrenergic blocker structurally related to Practolol. Antihypertensive; antiarrhythmic.
[Definition]

ChEBI: Talinolol is a member of ureas.
[in vivo]

Talinolol (20 mg/kg; i.p.) plasma and liver AUC0-5 h are increased by Zosuquidar administration[2].
Bioavailability of Talinolol can be enhanced by coadministration with grapefruit juice (GFJ) in rats[3].

[IC 50]

Beta-1 adrenergic receptor
[References]

[1] abmann i. the actions of talinolol, a β1-selective beta blocker, in cardiac arrhythmia and acute myocardial infarction[j]. current medical research and opinion, 2008, 13(6): 325-342.
[2] trausch b, oertel r, richter k, et al. disposition and bioavailability of the β1‐adrenoceptor antagonist talinolol in man[j]. biopharmaceutics & drug disposition, 1995, 16(5): 403-414.
Spectrum DetailBack Directory
[Spectrum Detail]

Talinolol(57460-41-0)1HNMR
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