4-[(S)-hydroxy(2R)-piperidin-2-yl(2H)methyl](2H3)benzene-1,2-diol hydrobromide

• ChemBase ID: 177553
• Molecular Formular: C12H18BrNO3
• Molecular Mass: 304.18022
• Monoisotopic Mass: 303.04700544
• SMILES: c1c(c(cc(c1)[C@@H]([C@H]1CCCCN1)O)O)O.Br
• Canonical SMILES: O[C@@H](c1ccc(c(c1)O)O)[C@H]1CCCCN1.Br
• InChI: InChI=1S/C12H17NO3.BrH/c14-10-5-4-8(7-11(10)15)12(16)9-3-1-2-6-13-9;/h4-5,7,9,12-16H,1-3,6H2;1H/t9-,12+;/m1./s1
• InChIKey: QPYZEEKXUYXZBK-KATIXKQHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(S)-hydroxy(2R)-piperidin-2-yl(^2H)methyl](^2H₃)benzene-1,2-diol hydrobromide
• IUPAC Traditional name: 4-[(S)-hydroxy(2R)-piperidin-2-yl(^2H)methyl](^2H₃)benzene-1,2-diol hydrobromide
• Synonyms: rel-4-[(R)-Hydroxy-(2S)-2-piperidinylmethyl]-1,2-benzenediol-d4 Hydrobromide (R*,S*)-4-(Hydroxy-2-piperidinylmethyl)-1,2-benzenediol-d4 Hydrobromide; erythro-α-(3,4-Dihydroxyphenyl)-2-piperidinemethanol-d4 Hydrobromide; Asmaten-d4; NSC 289336-d4; Pulmadil-d4; R 798-d4; WG 253-d4; Rimiterol-d4 Hydrobromide

Database IDs

• PubChem SID: 164233463
• PubChem CID: 71752083

CALCULATED PROPERTIES

• Acid pKa: 9.739073
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -1.950089
• LogD (pH = 7.4): -0.776031
• Log P: 0.439356
• Molar Refractivity: 61.0425 cm^3
• Polarizability: 24.022146 Å^3
• Polar Surface Area: 72.72 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - R517502

Labelled analogue of Rimiterol, a sympathomimetic amine used as a bronchodilator in the treatment of asthma. Rimiterol is a highly specific β2-adrenoceptor agonist.

REFERENCES

• Griffin, J.P. et al.: J. Clin. Pharmacol. New Drugs, 11, 280 (1971)
• Marlin, G.E. et al.: Br. J. Clin. Pharmacol., 2, 41 (1971)
• Bowman, W.C. et al.: Br. J. Pharmacol., 45, 574 (1971)