tert-butyl[3-(3,4-dihydro-2H-1-benzothiopyran-8-yloxy)-2-hydroxypropyl]amine

• ChemBase ID: 178751
• Molecular Formular: C16H25NO2S
• Molecular Mass: 295.4402
• Monoisotopic Mass: 295.16060005
• SMILES: c1cc(c2c(c1)CCCS2)OCC(O)CNC(C)(C)C
• Canonical SMILES: OC(COc1cccc2c1SCCC2)CNC(C)(C)C
• InChI: InChI=1S/C16H25NO2S/c1-16(2,3)17-10-13(18)11-19-14-8-4-6-12-7-5-9-20-15(12)14/h4,6,8,13,17-18H,5,7,9-11H2,1-3H3
• InChIKey: HTWFXPCUFWKXOP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl[3-(3,4-dihydro-2H-1-benzothiopyran-8-yloxy)-2-hydroxypropyl]amine
• IUPAC Traditional name: tertatolol
• Synonyms: 1-[(3,4-Dihydro-2H-1-benzothiopyran-8-yl)oxy]-3-[(1,1-dimethylethyl)amino]-2-propanol; (±)-Tertatolol; Racemic Tertatolol; dl-Tertatolol; rac Tertatolol

Database IDs

• CAS Number: 83688-84-0
• PubChem SID: 164234661
• PubChem CID: 36920

CALCULATED PROPERTIES

• Acid pKa: 14.087524
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.31856716
• LogD (pH = 7.4): 0.5753165
• Log P: 2.8836923
• Molar Refractivity: 85.7324 cm^3
• Polarizability: 33.810925 Å^3
• Polar Surface Area: 41.49 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - T548800

Tertatolol is a benzothiopyran derivative used as an antihypertensive agent. Tertatolol is a β-adrenoceptor blocking agent.

REFERENCES

• Peruche, B.: Pharmaz. Zeit., 138, 32 (1993)
• Blumenfeld, J.D. et al.: Am. J. Hyperten., 12, 451 (1993)