8-hydroxy-5-[(1R)-1-hydroxy-2-{[(2R)-1-[4-(2H3)methoxyphenyl]propan-2-yl]amino}ethyl]-1,2-dihydroquinolin-2-one hydrochloride

• ChemBase ID: 163821
• Molecular Formular: C21H25ClN2O4
• Molecular Mass: 404.8872
• Monoisotopic Mass: 404.15028497
• SMILES: c1c(ccc(c1)C[C@H](NC[C@@H](c1c2c(c(cc1)O)[nH]c(=O)cc2)O)C)OC.Cl
• Canonical SMILES: COc1ccc(cc1)C[C@H](NC[C@@H](c1ccc(c2c1ccc(=O)[nH]2)O)O)C.Cl
• InChI: InChI=1S/C21H24N2O4.ClH/c1-13(11-14-3-5-15(27-2)6-4-14)22-12-19(25)16-7-9-18(24)21-17(16)8-10-20(26)23-21;/h3-10,13,19,22,24-25H,11-12H2,1-2H3,(H,23,26);1H/t13-,19+;/m1./s1
• InChIKey: SYCWERNQGSKYAG-QVRIGTRMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-hydroxy-5-[(1R)-1-hydroxy-2-{[(2R)-1-[4-(^2H₃)methoxyphenyl]propan-2-yl]amino}ethyl]-1,2-dihydroquinolin-2-one hydrochloride
• IUPAC Traditional name: 8-hydroxy-5-[(1R)-1-hydroxy-2-{[(2R)-1-[4-(^2H₃)methoxyphenyl]propan-2-yl]amino}ethyl]-1H-quinolin-2-one hydrochloride
• Synonyms: 8-Hydroxy-5-[(1R)-1-hydroxy-2-[[(1R)-2-[4-(methoxy-d3)phenyl]-1-methylethyl]amino]ethyl]-2(1H)-quinolinone Hydrochloride; (R,R)-Carmoterol-d3 Hydrochloride; CHF 4226.01-d3; TA 2005-d3; Carmoterol-d3 Hydrochloride

Database IDs

• PubChem SID: 162257956
• PubChem CID: 71314567

CALCULATED PROPERTIES

• Acid pKa: 8.515091
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -0.65309185
• LogD (pH = 7.4): 0.5330338
• Log P: 1.4865917
• Molar Refractivity: 106.7202 cm^3
• Polarizability: 40.138252 Å^3
• Polar Surface Area: 90.82 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C183752

Labelled Carmoterol (C183750). It is a highly potent β2-selective adrenoceptor agonist having a long-lasting bronchodilating effect.

REFERENCES

• Abagyan, R., et al.: J. Mol. Biol., 235, 983 (1994)
• Matsukawa, M., et al.: J. Pharm. Biomed. Anal., 17, 245 (1994)
• Cole, P., et al.: Nat. Chem. Biol., 4, 590 (1994)