(+/-)-4'-Hydroxy propranolol sulfate

CAS: 87075-33-0

Ref. 3D-FH24112

Product Information

• Name: (+/-)-4'-Hydroxy propranolol sulfate
• Synonyms: 4-[2-Hydroxy-3-[(1-methylethyl)amino]propoxy]-1-naphthalenol 1-hydrogen sulfate

Description

(+/-)-4'-Hydroxy propranolol sulfate is a chiral optical isomer of propranolol. It binds to the cytosolic protein beta-adrenergic receptor and inhibits the binding of epinephrine to the receptor, thereby blocking the effects of epinephrine on heart rate, blood pressure, and other bodily functions. The (+) stereoisomer has an inhibitory effect on heart rate and blood pressure while the (-) stereoisomer has an excitatory effect.
A liquid chromatography/mass spectrometry (LC-MS) method for the separation and quantification of this compound was developed by calibrating with authentic standards. The LC-MS method used was chiral column chromatography with a mobile phase of dichloromethane:methanol:acetic acid (84:15:1).
This compound can be synthesized from propranolol by alkylation with chloroacetyl chloride followed by sulfation

• Brand: Biosynth

Chemical properties

• Molecular weight: 355.41 g/mol
• Formula: C₁₆H₂₁NO₆S
• Purity: Min. 95%
• InChI: InChI=1S/C16H21NO6S/c1-11(2)17-9-12(18)10-22-15-7-8-16(23-24(19,20)21)14-6-4-3-5-13(14)15/h3-8,11-12,17-18H,9-10H2,1-2H3,(H,19,20,21)
• InChI key: InChIKey=ODCKICSDIPVTRM-UHFFFAOYSA-N
• SMILES: CC(C)NCC(O)COc1ccc(OS(=O)(=O)O)c2ccccc12