tert-butyl[(2S)-3-(2-cyclopentylphenoxy)-2-hydroxypropyl]amine hydrochloride

• ChemBase ID: 176259
• Molecular Formular: C18H30ClNO2
• Molecular Mass: 327.8893
• Monoisotopic Mass: 327.19650689
• SMILES: c1cccc(c1C1CCCC1)OC[C@H](CNC(C)(C)C)O.Cl
• Canonical SMILES: O[C@H](COc1ccccc1C1CCCC1)CNC(C)(C)C.Cl
• InChI: InChI=1S/C18H29NO2.ClH/c1-18(2,3)19-12-15(20)13-21-17-11-7-6-10-16(17)14-8-4-5-9-14;/h6-7,10-11,14-15,19-20H,4-5,8-9,12-13H2,1-3H3;1H/t15-;/m0./s1
• InChIKey: ITZWQFLTSRCDPC-RSAXXLAASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl[(2S)-3-(2-cyclopentylphenoxy)-2-hydroxypropyl]amine hydrochloride
• IUPAC Traditional name: loβ hydrochloride
• Synonyms: (S)-1-(2-Cyclopentylphenoxy)-3-[(1,1-dimethylethyl)amino]-2-propanol Hydrochloride; (-)-(S)-Penbutolol Hydrochloride; (-)-Isopenbutolol Hydrochloride; (-)-Penbutolol Hydrochloride; Betapressin Hydrochloride; HOE 893 Hydrochloride; Levopenbutolol Hydrochloride; Penbutolol Hydrochloride; l-Penbutolol Hydrochloride; (S)-Penbutolol Hydrochloride

Database IDs

• CAS Number: 28291-30-7
• PubChem SID: 164232169
• PubChem CID: 70394517

CALCULATED PROPERTIES

• Acid pKa: 14.087582
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.34295705
• LogD (pH = 7.4): 1.2368405
• Log P: 3.5452163
• Molar Refractivity: 86.6043 cm^3
• Polarizability: 34.45551 Å^3
• Polar Surface Area: 41.49 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P220495

The S-enantiomer of Penbutolol (P220500).

REFERENCES

• Armstrong, D., et al.: Anal. Chem., 66, 1473 (1994)
• Kato, M., et al.: J. Pharm. Biomed. Anal., 30, 1845 (1994)