1-{4-[3-(tert-butylamino)-2-hydroxy(2H5)propoxy]phenyl}-3-cyclohexylurea

• ChemBase ID: 177981
• Molecular Formular: C20H33N3O3
• Molecular Mass: 363.49432
• Monoisotopic Mass: 363.25219193
• SMILES: C1C(CCCC1)NC(=O)Nc1ccc(cc1)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: 1-{4-[3-(tert-butylamino)-2-hydroxy(^2H₅)propoxy]phenyl}-3-cyclohexylurea
• IUPAC Traditional name: 1-{4-[3-(tert-butylamino)-2-hydroxy(^2H₅)propoxy]phenyl}-3-cyclohexylurea
• Synonyms: N-Cyclohexyl-N'-[4-[3-[(1,1-dimethylethyl)amino]-2-hydroxypropoxy-d5]phenyl]urea; (+/-)-Talinolol-d5; 1-(4-Cyclohexylureidophenoxy)-2-hydroxy-3-tert-butylaminopropane-d5; 1-[4-(Cyclohexylureido)phenoxy]-3-(tert-butylamino)-2-propanol-d5; Cordanum-d5; rac Talinolol-d5

Database IDs

• PubChem SID: 164233891
• PubChem CID: 57369388

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: 40.5347 Å^3
• Polar Surface Area: 82.62 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Off-White Solid
• Melting Point: 151-154°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - T005002

Labelled Talinolol. 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)