3-{4-[3-(tert-butylamino)-2-hydroxypropoxy]phenyl}-1-cyclohexylurea

• ChemBase ID: 52985
• Molecular Formular: C20H33N3O3
• Molecular Mass: 363.49432
• Monoisotopic Mass: 363.25219193
• SMILES: c1(ccc(cc1)NC(=O)NC1CCCCC1)OCC(CNC(C)(C)C)O
• Canonical SMILES: OC(CNC(C)(C)C)COc1ccc(cc1)NC(=O)NC1CCCCC1
• 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

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{4-[3-(tert-butylamino)-2-hydroxypropoxy]phenyl}-1-cyclohexylurea; 1-{4-[3-(tert-butylamino)-2-hydroxypropoxy]phenyl}-3-cyclohexylurea
• IUPAC Traditional name: talinolol; 1-{4-[3-(tert-butylamino)-2-hydroxypropoxy]phenyl}-3-cyclohexylurea
• Synonyms: 1-(4-(3-(tert-Butylamino)-2-hydroxypropoxy)phenyl)-3-cyclohexylurea; N-Cyclohexyl-N'-[4-[3-[(1,1-dimethylethyl)amino]-2-hydroxypropoxy]phenyl]urea; (+/-)-Talinolol; 1-(4-Cyclohexylureidophenoxy)-2-hydroxy-3-tert-butylaminopropane; 1-[4-(Cyclohexylureido)phenoxy]-3-(tert-butylamino)-2-propanol; Cordanum; rac-Talinolol

Database IDs

• CAS Number: 57460-41-0
• MDL Number: MFCD00864592
• PubChem SID: 162057748
• PubChem CID: 68770

CALCULATED PROPERTIES

• Acid pKa: 13.829828
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -0.40035206
• LogD (pH = 7.4): 0.4935318
• Log P: 2.8019073
• Molar Refractivity: 104.4643 cm^3
• Polarizability: 40.533943 Å^3
• Polar Surface Area: 82.62 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White to Pale Pink Solid
• Melting Point: 160-162°C

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95%

DETAILS

Toronto Research Chemicals - T005000

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

REFERENCES

• Assmann, I., et al.: Curr. Med. Res. Opin., 13, 325 (1995)
• Trausch, B., et al.: Biopharm. Drug Dispos., 16, 403 (1995)