Compound: BISOPROLOL
SMILES: O(c1ccc(COCCOC(C)C)cc1)CC(O)CNC(C)C
InChIKey: VHYCDWMUTMEGQY-UHFFFAOYSA-N
Synonyms: BISOPROLOL, 66722-44-9, Bisoprololum, Bisocor, Bisoprololum [Latin], EMD 33 512, Y41JS2NL6U, (RS)-1-(4-(2-Isopropoxyethoxymethyl)phenoxy)-3-(isopropylamino)-2-propanol, (+-)-1-((alpha-(2-Isopropoxyethoxy)-p-tolyl)oxy)-3-(isopropylamino)-2-propanol, CL 297939, CHEBI:3127, DTXSID6022682, Bisoprololum (Latin), [2-hydroxy-3-(4-{[2-(propan-2-yloxy)ethoxy]methyl}phenoxy)propyl](propan-2-yl)amine, 2-Propanol, 1-(4-((2-(1-methylethoxy)ethoxy)methyl)phenoxy)-3-((1-methylethyl)amino)-, (+-)-, bisoprololo, (2-hydroxy-3-(4-((2-(propan-2-yloxy)ethoxy)methyl)phenoxy)propyl)(propan-2-yl)amine, RefChem:5608, Hydrochloride, Bisoprolol, DTXCID602682, C07AB07, CL297939, 1-(propan-2-ylamino)-3-[4-(2-propan-2-yloxyethoxymethyl)phenoxy]propan-2-ol, Cardensiel, MFCD00865795, CL-297939, Bisoprolol fumerate, (+/-)-Bisoprolol (hemifumarate), 1-(propan-2-ylamino)-3-(4-{[2-(propan-2-yloxy)ethoxy]methyl}phenoxy)propan-2-ol, NCGC00024868-03, UNII-Y41JS2NL6U, Bisoprolol [USAN:INN:BAN], SR-01000597980, BISOPROLOL [MI], BISOPROLOL [INN], BISOPROLOL [JAN], Prestwick0_000330, Prestwick1_000330, Prestwick2_000330, Prestwick3_000330, BISOPROLOL [USAN], GlyTouCan:G93890WF, BISOPROLOL [VANDF], CHEMBL645, BISOPROLOL [WHO-DD], SCHEMBL20960, BSPBio_000339, Bisoprolol (JAN/USAN/INN), SPBio_002260, Bisoprolol, analytical standard, BPBio1_000373, GTPL7129, BDBM25751, HSDB 8316, HMS5087K07, EX-A5544, G93890WF, MSK10068, 1-[4-(2-isopropoxyethoxymethyl)phenoxy]-3-(isopropylamino)propan-2-ol, EBC-26591, s5942, SBB065120, STL355996, 1-{4-[(2-isopropoxyethoxy)methyl]phenoxy}-3-(isopropylamino)propan-2-ol, AKOS005110983, DB00612, SDCCGSBI-0206894.P002, 1-[(propan-2-yl)amino]-3-(4-{[2-(propan-2-yloxy)ethoxy]methyl}phenoxy)propan-2-ol, 2-Propanol, 1-[4-[[2-(1-methylethoxy)ethoxy]methyl]phenoxy]-3-[(1-methylethyl)amino]-, NCGC00024868-02, NCGC00024868-04, NCGC00024868-05, NCGC00024868-06, NCGC00024868-08, NCGC00024868-21, 1-[(1-methylethyl)amino]-3-({4-[({2-[(1-methylethyl)oxy]ethyl}oxy)methyl]phenyl}oxy)propan-2-ol, AC-18540, AS-35262, FB170138, SBI-0206894.P001, HY-129029, AB00514681, CS-0103208, NS00009929, Bisoprolol - from tablet donated by Watson -, C06852, D02342, AB00514681-08, AB00514681_09, AB00514681_10, EN300-18386635, L000133, Q412515, SR-01000597980-1, BRD-A89175223-051-05-6, BRD-A89175223-051-13-0, BRD-A89175223-051-14-8, BRD-A89175223-051-15-5, BRD-A89175223-051-16-3, 1-(4-[(2-Isopropoxyethoxy)methyl]phenoxy)-3-(isopropylamino)-2-propanol #, 1-[ISOPROPYLAMINO]-3-[ISOPROPOXYETHOXYMETHYLPHENOXY]-2-PROPANOL, (+/-)-1-((.ALPHA.-(2-ISOPROPOXYETHOXY)-P-TOLYL)OXY)-3-(ISOPROPYLAMINO)-2-PROPANOL, (.+/-.)-1-[[.alpha.-(2-Isopropoxyethoxy)-p-tolyl]oxy]-3-(isopropylamino)-2-propanol, 1-(propan-2-ylamino)-3-[4-(2-propan-2-yloxyethoxymethyl)phenoxy]propan- 2-ol, 1-[(Propan-2-yl)amino]-3-[4-({2-[(propan-2-yl)oxy]ethoxy}methyl)phenoxy]propan-2-ol, 1-{4-{[2-(1-Methylethoxy)ethoxy]methyl}phenoxy}-3-[(1-methylethyl)amino]-2-propanol, 3-(4-{[2-(methylethoxy)ethoxy]methyl}phenoxy)-1-[(methylethyl)amino]propan-2-o l, 2-PROPANOL, 1-(4-((2-(1-METHYLETHOXY)ETHOXY)METHYL)PHENOXY)-3-((1-METHYLETHYL)AMINO)-, (+/-)-, 2-Propanol, 1-[4-[[2-(1-methylethoxy)ethoxy]methyl]phenoxy]-3-[(1-methylethyl)amino]-, (.+/-.)-
Theoretical properties:
molecular_formula: C18H31NO4
molecular_weight: 325.4 g/mol
exact_mass: 325.22530847 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 12
heavy_atom_count: 23
topological_polar_surface_area: 60 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
boiling_point: 445.0±45.0
melting_point: 100-103
solubility: 7.07e-02 g/L
Descriptions:
pubchem: Bisoprolol is a secondary amine and a secondary alcohol. It has a role as a beta-adrenergic antagonist, an antihypertensive agent, an anti-arrhythmia drug and a sympatholytic agent.
chembl: BISOPROLOL is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Bisoprolol, sold under the brand names Bisotab, Concor, Corbis and Zebeta among others, is a beta blocker which is selective for the beta-1 receptor and used for cardiovascular diseases, including tachyarrhythmias, high blood pressure, angina, and heart failure. It is taken by mouth.
Common side effects include headache, feeling tired, diarrhea, and swelling in the legs. More severe side effects include worsening asthma, blocking the ability to recognize low blood sugar, and worsening heart failure. There are concerns that use during pregnancy may be harmful to the fetus.
Bisoprolol was patented in 1976 and approved for medical use in 1986. It was approved for medical use in the United States in 1992.
Bisoprolol is on the World Health Organization's List of Essential Medicines and is available as a generic medication. In 2023, it was the 221st most commonly prescribed medication in the United States, with more than 1 million prescriptions.