5-(1-hydroxy-2-{[(2H7)propan-2-yl]amino}ethyl)benzene-1,3-diol

• ChemBase ID: 172700
• Molecular Formular: C11H17NO3
• Molecular Mass: 211.25758
• Monoisotopic Mass: 211.12084341
• SMILES: c1(cc(cc(c1)C(CNC(C)C)O)O)O
• Canonical SMILES: OC(c1cc(O)cc(c1)O)CNC(C)C
• InChI: InChI=1S/C11H17NO3/c1-7(2)12-6-11(15)8-3-9(13)5-10(14)4-8/h3-5,7,11-15H,6H2,1-2H3
• InChIKey: LMOINURANNBYCM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(1-hydroxy-2-{[(^2H₇)propan-2-yl]amino}ethyl)benzene-1,3-diol
• IUPAC Traditional name: 5-{1-hydroxy-2-[(^2H₇)propan-2-ylamino]ethyl}benzene-1,3-diol
• Synonyms: 5-[1-Hydroxy-2-[(1-methylethyl-d7)amino]ethyl]-1,3-benzenediol Sulfate; 3,5-Dihydroxy-α-[(isopropylamino-d7)methyl]benzyl Alcohol Sulfate; (±)-Orciprenaline-d7 Sulfate; 1-(3,5-Dihydroxyphenyl)-1-hydroxy-2-(isopropyl-d7)aminoethane Sulfate; Alotec-d7; Alupent-d7; Astmopent-d7; Metaprel-d7; Metaproterenol-d7 Sulfate; Novasmasol-d7; Orciprenaline-d7 Sulfate; Th 152-d7; dl-Metaproterenol-d7 Sulfate; dl-Orciprenaline-d7 Sulfate; Metaproterenol-d7 Hemisulfate Salt

Database IDs

• PubChem SID: 164228610
• PubChem CID: 71749975

CALCULATED PROPERTIES

• Acid pKa: 8.841109
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -2.091526
• LogD (pH = 7.4): -0.94034237
• Log P: 0.21496195
• Molar Refractivity: 58.3977 cm^3
• Polarizability: 22.886492 Å^3
• Polar Surface Area: 72.72 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M225837

Labelled Metaproterenol (M225835). Bronchodilator.

REFERENCES

• Goldenthal, E.I., et al.: Toxicol. Appl. Pharmacol., 18, 185 (1971)