Talinolol

Base Information

• Chemical Name: Talinolol
• CAS No.: 57460-41-0
• Deprecated CAS: 38649-73-9
• Molecular Formula: C20H33N3O3
• Molecular Weight: 363.5
• Hs Code.: 2924299090
• European Community (EC) Number: 801-861-2
• UNII: 3S82268BKG
• DSSTox Substance ID: DTXSID6046426
• Nikkaji Number: J59.446F
• Wikipedia: Talinolol
• Wikidata: Q7679533
• NCI Thesaurus Code: C73020
• Metabolomics Workbench ID: 49698
• ChEMBL ID: CHEMBL152067
• Mol file: 57460-41-0.mol

Synonyms:1-(4-cyclohexylureidophenoxy)-2-hydroxy-3-tert-butylaminopropane;cordanum;talinolol;talinolol acetate;talinolol benzoate;talinolol hydrochloride;talinolol monoacetate;talinolol monohydrochloride;talinolol mononitrate;talinolol monosalicylate;talinolol nitrate;talinolol oxalate;talinolol oxalate (2:1);talinolol salicylate;talinolol sulfate;talinolol sulfate (2:1);talinolol tartrate (2:1), L-(+)-isomer;talinolol tartrate, L-(+)-isomer;talinolol, (+-)-isomer

Chemical Property of Talinolol

Chemical Property:

• Vapor Pressure: 1.23E-11mmHg at 25°C
• Melting Point: 160-162°C
• Refractive Index: 1.552
• Boiling Point: 520 °C at 760 mmHg
• PKA: 13.82±0.20(Predicted)
• Flash Point: 268.3 °C
• PSA: 82.62000
• Density: 1.11 g/cm³
• LogP: 4.12340
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 363.25219192
• Heavy Atom Count: 26
• Complexity: 411

Purity/Quality:

97% ^*data from raw suppliers

rac-Talinolol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)NCC(COC1=CC=C(C=C1)NC(=O)NC2CCCCC2)O
• Recent ClinicalTrials: Bioavailability of Paracetamol, Amoxicillin and Talinolol Before, Immediately and One Year After Gastric Bypass Operation
• 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.
• Uses: Selective β1-adrenergic blocker structurally related to Practolol. Antihypertensive; antiarrhythmic.

Technology Process of Talinolol

There total 4 articles about Talinolol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

p-aminophenol hydrochloride (51-78-5) → talinolol (57460-41-0)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. Na₂CO₃

2: aq. NaOH

With sodium hydroxide; sodium carbonate;

Reference yield:

Cyclohexyl isocyanate (3173-53-3) → talinolol (57460-41-0)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. Na₂CO₃

2: aq. NaOH

With sodium hydroxide; sodium carbonate;

Reference yield:

2-methyl-N-(oxiran-2-ylmethyl)propan-2-amine (13080-65-4) + 1-cyclohexyl-3-(4-hydroxyphenyl)urea (38652-23-2) → talinolol (57460-41-0)

Guidance literature:

With sodium hydroxide;

upstream raw materials:

2-methyl-N-(oxiran-2-ylmethyl)propan-2-amine

1-cyclohexyl-3-(4-hydroxyphenyl)urea

p-aminophenol hydrochloride

Cyclohexyl isocyanate