7-(3-{[2-(3,5-dihydroxyphenyl)-2-hydroxyethyl]amino}propyl)-1,3-dimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione

• ChemBase ID: 177403
• Molecular Formular: C18H23N5O5
• Molecular Mass: 389.40572
• Monoisotopic Mass: 389.16991886
• SMILES: c1(=O)n(c(=O)c2c(n1C)ncn2CCCNCC(c1cc(cc(c1)O)O)O)C
• Canonical SMILES: Oc1cc(O)cc(c1)C(CNCCCn1cnc2c1c(=O)n(C)c(=O)n2C)O
• InChI: InChI=1S/C18H23N5O5/c1-21-16-15(17(27)22(2)18(21)28)23(10-20-16)5-3-4-19-9-14(26)11-6-12(24)8-13(25)7-11/h6-8,10,14,19,24-26H,3-5,9H2,1-2H3
• InChIKey: WVLAAKXASPCBGT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-(3-{[2-(3,5-dihydroxyphenyl)-2-hydroxyethyl]amino}propyl)-1,3-dimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione
• IUPAC Traditional name: reproterol
• Synonyms: 7-[3-[[2-(3,5-Dihydroxyphenyl)-2-hydroxyethyl]amino]propyl]-3,7-dihydro-1,3-dimethyl-1H-purine-2,6-dione; D 1959; Reproterol

Database IDs

• CAS Number: 54063-54-6
• PubChem SID: 164233313
• PubChem CID: 25654

CALCULATED PROPERTIES

• Acid pKa: 8.839623
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -3.5158691
• LogD (pH = 7.4): -2.3381739
• Log P: -1.1858073
• Molar Refractivity: 101.9579 cm^3
• Polarizability: 38.167267 Å^3
• Polar Surface Area: 131.16 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - R144650

Reproterol is an β2 adrenoceptor agonist for treating asthma. Reproterol is used as an bronchodilator.

REFERENCES

• Sohda, T., et al.: Chem. Pharm. Bull., 30, 3580 (1982)
• Argenti, D., et al.: J. Clin. Pharmacol., 51, 400 (1982)
• Pearce, R., et al.: Drug Metab. Dispos., 34, 1035 (1982)