1.0 2011-09-21 00:18:16 UTC 2015-10-09 22:30:55 UTC FDB022707 Propranolol A widely used non-cardioselective beta-adrenergic antagonist. Propranolol is used in the treatment or prevention of many disorders including acute myocardial infarction, arrhythmias, angina pectoris, hypertension, hypertensive emergencies, hyperthyroidism, migraine, pheochromocytoma, menopause, and anxiety. --PubChem; Propranolol is a highly lipophilic drug achieving high concentrations in the brain. The duration of action of a single oral dose is longer than the half-life indicates and may be up to 12 hours, if the single dose is high enough (e.g. 80 mg). Effective plasma concentrations are between 10-100 ng/mL. -- Wikipedia; It was the first successful beta blocker developed. Propranolol is commonly marketed by Wyeth under the trade name Inderal. [HMDB] 1-((1-Methylethyl)amino)-3-(1-naphthalenyloxy)-2-propanol 1-(Isopropylamino)-3-(1-naphthyloxy)propan-2-ol b-Propranolol beta-Propranolol Dociton Euprovasin Propanalol Propanix Propanolol Propranololo Propranololum β-propranolol C16H21NO2 259.3434 259.157228921 1-(naphthalen-1-yloxy)-3-[(propan-2-yl)amino]propan-2-ol propranolol 525-66-6 CC(C)NCC(O)COC1=CC=CC2=CC=CC=C12 InChI=1S/C16H21NO2/c1-12(2)17-10-14(18)11-19-16-9-5-7-13-6-3-4-8-15(13)16/h3-9,12,14,17-18H,10-11H2,1-2H3 AQHHHDLHHXJYJD-UHFFFAOYSA-N belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings. Naphthalenes Organic compounds Benzenoids Naphthalenes Aromatic homopolycyclic compounds 1,2-aminoalcohols Alkyl aryl ethers Dialkylamines Hydrocarbon derivatives Organopnictogen compounds Secondary alcohols 1,2-aminoalcohol Alcohol Alkyl aryl ether Amine Aromatic homopolycyclic compound Ether Hydrocarbon derivative Naphthalene Organic nitrogen compound Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Secondary alcohol Secondary aliphatic amine Secondary amine naphthalenes propanolamine secondary amine Solid logp 3.03 ALOGPS logs -3.51 ALOGPS solubility 7.94e-02 g/l ALOGPS logp 2.58 ChemAxon pka_strongest_acidic 14.09 ChemAxon pka_strongest_basic 9.67 ChemAxon iupac 1-(naphthalen-1-yloxy)-3-[(propan-2-yl)amino]propan-2-ol ChemAxon average_mass 259.3434 ChemAxon mono_mass 259.157228921 ChemAxon smiles CC(C)NCC(O)COC1=CC=CC2=CC=CC=C12 ChemAxon formula C16H21NO2 ChemAxon inchi InChI=1S/C16H21NO2/c1-12(2)17-10-14(18)11-19-16-9-5-7-13-6-3-4-8-15(13)16/h3-9,12,14,17-18H,10-11H2,1-2H3 ChemAxon inchikey AQHHHDLHHXJYJD-UHFFFAOYSA-N ChemAxon polar_surface_area 41.49 ChemAxon refractivity 76.83 ChemAxon polarizability 29.98 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon Specdb::NmrOneD 1753 Specdb::NmrTwoD 1693 Specdb::CMs 6844 Specdb::CMs 38144 Specdb::CMs 116570 Specdb::CMs 121425 Specdb::CMs 130784 Specdb::CMs 138518 Specdb::MsMs 1708 Specdb::MsMs 1709 Specdb::MsMs 1710 Specdb::MsMs 5466 Specdb::MsMs 5467 Specdb::MsMs 5468 Specdb::MsMs 5469 Specdb::MsMs 5470 Specdb::MsMs 5471 Specdb::MsMs 5472 Specdb::MsMs 5473 Specdb::MsMs 5474 Specdb::MsMs 5475 Specdb::MsMs 250119 Specdb::MsMs 250120 Specdb::MsMs 250121 Specdb::MsMs 270057 Specdb::MsMs 270058 Specdb::MsMs 270059 Specdb::MsMs 440892 Specdb::MsMs 441587 Specdb::MsMs 441588 Specdb::MsMs 441589 Specdb::MsMs 441590 Specdb::MsMs 441591 HMDB01849 8499 #<Reference:0x000055ce2f302818> #<Reference:0x000055ce2f3024d0> 5-hydroxytryptamine receptor 1A P08908 HTR1A 5-hydroxytryptamine receptor 1B P28222 HTR1B Adenine phosphoribosyltransferase P07741 APRT AMP deaminase 1 P23109 AMPD1 AMP deaminase 2 Q01433 AMPD2 AMP deaminase 3 Q01432 AMPD3 Beta-1 adrenergic receptor P08588 ADRB1 Beta-2 adrenergic receptor P07550 ADRB2