Metoprolol fumarateProduct ingredient for Metoprolol

Name
Metoprolol fumarate
Drug Entry
Metoprolol

Metoprolol is a selective beta-1 blocker commonly employed as the succinate and tartrate derivatives depending if the formulation is designed to be of immediate release or extended release.2,9 The possibility of the generation of these formulations comes from the lower systemic bioavailability of the succinate derivative.5 To this date, it is one of the preferred beta-blockers in general clinical guidelines and it is widely prescribed in the Netherlands, New Zealand, and the US.3 Metoprolol was developed since 1969 by US Pharmaceutical Holdings I and FDA approved in 1978.8

Accession Number
DBSALT001329
Structure
Synonyms
Not Available
UNII
IO1C09Z674
CAS Number
119637-66-0
Weight
Average: 650.81
Monoisotopic: 650.377845947
Chemical Formula
C34H54N2O10
InChI Key
BRIPGNJWPCKDQZ-WXXKFALUSA-N
InChI
InChI=1S/2C15H25NO3.C4H4O4/c2*1-12(2)16-10-14(17)11-19-15-6-4-13(5-7-15)8-9-18-3;5-3(6)1-2-4(7)8/h2*4-7,12,14,16-17H,8-11H2,1-3H3;1-2H,(H,5,6)(H,7,8)/b;;2-1+
IUPAC Name
(2E)-but-2-enedioic acid; bis(1-[4-(2-methoxyethyl)phenoxy]-3-[(propan-2-yl)amino]propan-2-ol)
SMILES
[H]\C(=C(\[H])C(O)=O)C(O)=O.COCCC1=CC=C(OCC(O)CNC(C)C)C=C1.COCCC1=CC=C(OCC(O)CNC(C)C)C=C1
ChemSpider
4944906
ChEMBL
CHEMBL3989566
Predicted Properties
PropertyValueSource
Water Solubility0.402 mg/mLALOGPS
logP1.8ALOGPS
logP1.76Chemaxon
logS-2.8ALOGPS
pKa (Strongest Acidic)14.09Chemaxon
pKa (Strongest Basic)9.67Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area50.72 Å2Chemaxon
Rotatable Bond Count20Chemaxon
Refractivity76.7 m3·mol-1Chemaxon
Polarizability31.7 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon