5-(1-hydroxy-2-{[1-(4-hydroxyphenyl)propan-2-yl]amino}ethyl)benzene-1,3-diol hydrobromide

• ChemBase ID: 105004
• Molecular Formular: C17H22BrNO4
• Molecular Mass: 384.26488
• Monoisotopic Mass: 383.07322019
• SMILES: Br.CC(Cc1ccc(O)cc1)NCC(O)c1cc(O)cc(O)c1
• Canonical SMILES: CC(Cc1ccc(cc1)O)NCC(c1cc(O)cc(c1)O)O.Br
• InChI: InChI=1S/C17H21NO4.BrH/c1-11(6-12-2-4-14(19)5-3-12)18-10-17(22)13-7-15(20)9-16(21)8-13;/h2-5,7-9,11,17-22H,6,10H2,1H3;1H
• InChIKey: SGZRQMALQBXAIQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(1-hydroxy-2-{[1-(4-hydroxyphenyl)propan-2-yl]amino}ethyl)benzene-1,3-diol hydrobromide
• IUPAC Traditional name: fenoterol hydrobromide
• Synonyms: 2-(3,5-Dihydroxyphenyl)-2-hydroxy-2′-(4-hydroxyphenyl)-1′-methyldiethylamine hydrobromide; Fenoterol hydrobromide; 5-[1-Hydroxy-2-[[2-(4-hydroxyphenyl)-1-methylethyl]amino]ethyl]-1,3-benzenediol Hydrobromide; 1-(3,5-Dihydroxyphenyl)-2-[2-(3-p-hydroxyphenyl)propylamino]ethanol Hydrobromide; Airum; Berotec; Dosberotec; Fenoterol Bromide; Partusisten; Phenoterol Hydrobromide; Th 1165a; 2-(3,5-Dihydroxyphenyl)-2-hydroxy-2'-(4-hydroxyphenyl)-1'-methyldiethylamine hydrobromide; FENOTEROL HYDROBROMIDE; 非诺特罗 氢溴酸盐

Database IDs

• CAS Number: 13392-18-2; 1944-12-3
• EC Number: 217-742-8
• MDL Number: MFCD00079288
• PubChem SID: 24278431; 162091820
• PubChem CID: 5702161

CALCULATED PROPERTIES

• Acid pKa: 8.845504
• H Acceptors: 5
• H Donor: 5
• LogD (pH = 5.5): -0.75285935
• LogD (pH = 7.4): 0.33011234
• Log P: 1.4733138
• Molar Refractivity: 84.9976 cm^3
• Polarizability: 33.004528 Å^3
• Polar Surface Area: 92.95 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 226-228°C (dec.)

Safety Information

• Storage Condition: Refrigerator; Room Temperature (15-30°C)
• RTECS: DO1490000; DO1500000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• Safety Statements: 36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Gene Information: human ... ADRB2(154)

DETAILS

MP Biomedicals - 02158039

(2-[3,5-Dihydroxyphenyl]-2- hydroxy-2'-[4-hydroxyphenyl]- 1'-methyldiethylamine) Hydrobromide

Sigma Aldrich - F1016

Biochem/physiol Actions
β2-adrenoceptor agonist; bronchodilator.

Toronto Research Chemicals - F248850

An β2-adrenergic agonist. Bronchodilator; tocolytic.

REFERENCES

• Schuster, B., et al. Arzneim.-Forsch., 19, 1905 (1969)
• Gerris, J., et al.: Eur. J. Clin. Pharmacol., 18, 443 (1969)
• Heel, R.C., et al.: Drugs, 15, 3 (1969)