4-{1-hydroxy-2-[(propan-2-yl)amino]ethyl}phenol hydrochloride

• ChemBase ID: 166706
• Molecular Formular: C11H18ClNO2
• Molecular Mass: 231.71912
• Monoisotopic Mass: 231.1026065
• SMILES: c1c(ccc(c1)C(CNC(C)C)O)O.Cl
• Canonical SMILES: OC(c1ccc(cc1)O)CNC(C)C.Cl
• InChI: InChI=1S/C11H17NO2.ClH/c1-8(2)12-7-11(14)9-3-5-10(13)6-4-9;/h3-6,8,11-14H,7H2,1-2H3;1H
• InChIKey: KTOGVIILDSYTNS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{1-hydroxy-2-[(propan-2-yl)amino]ethyl}phenol hydrochloride
• IUPAC Traditional name: 4-[1-hydroxy-2-(isopropylamino)ethyl]phenol hydrochloride
• Synonyms: 4-Hydroxy-α-[[(1-methylethyl)amino]methyl]benzenemethanol Hydrochloride; (+/-)-p-Hydroxy-α-[(isopropylamino)methyl]benzyl Alcohol Hydrochloride; (+/-)-1-(4-Hydroxyphenyl)-2-isopropylaminoethanol Hydrochloride; Detenerol Hydrochloride; dl-1-(4-Hydroxyphenyl)-2-(isopropylamino)ethanol Hydrochloride; Deterenol Hydrochloride

Database IDs

• CAS Number: 23239-36-3
• PubChem SID: 162260839
• PubChem CID: 168902

CALCULATED PROPERTIES

• Acid pKa: 9.227796
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -1.8099933
• LogD (pH = 7.4): -0.76390666
• Log P: 0.6285418
• Molar Refractivity: 56.4168 cm^3
• Polarizability: 22.27914 Å^3
• Polar Surface Area: 52.49 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D297950

An effective, nonmydriatic and nonmiotic hypotensive agent with intraocular pressure (IOP) effects similar to epinephrine bitartrate in rhesus monkeys when administered at approx. twice the concentration of epinephrine used clinically.

REFERENCES

• Williams, L.T., et al.: J. Biol. Chem., 251, 6915 (1976)