Metoprolol (C15H25NO3): structure, properties and hazards

Names and identifiers

IUPAC name: 1-[4-(2-methoxyethyl)phenoxy]-3-(propan-2-ylamino)propan-2-ol
Synonyms: Lopressor, Toprol, beta blocker
+ 37 more
(RS)-Metoprolol, Beatrolol, dl-Metoprolol, Seroken, Metoprololum, Spesikor, 1-(Isopropylamino)-3-(4-(2-methoxyethyl)phenoxy)propan-2-ol, CGP 2175, CGP-2175, Metoprolol slow release, DTXSID2023309, GEB06NHM23, 1-(isopropylamino)-3-[4-(2-methoxyethyl)phenoxy]propan-2-ol, 1-[4-(2-methoxyethyl)phenoxy]-3-(propan-2-ylamino)propan-2-ol, H-93/26, 2-Propanol, 1-(4-(2-methoxyethyl)phenoxy)-3-((1-methylethyl)amino)-, 2-Propanol, 1-[4-(2-methoxyethyl)phenoxy]-3-[(1-methylethyl)amino]-, CHEBI:6904, DTXCID503309, Betaloc-Astra, 1-(4-(2-methoxyethyl)phenoxy)-3-(propan-2-ylamino)propan-2-ol, Beloc Duriles, Betaloc Astra, {2-hydroxy-3-[4-(2-methoxyethyl)phenoxy]propyl}(propan-2-yl)amine, 1-(4-(2-Methoxyethyl)-phenoxy)-3-((1-methylethyl)amino)-2-propanol, CGP2175, metoprololo, (2-hydroxy-3-(4-(2-methoxyethyl)phenoxy)propyl)(propan-2-yl)amine, metoprolol CR-XL, Metoprolol CR XL, RefChem:6036, H 9326, H 93 26, C07AB02, 2-Propanol, 1-(4-(2-methoxyethyl)phenoxy)-3-((1-methylethyl)amino)-, (+-)-, (+-)-1-(Isopropylamino)-3-(p-(beta-methoxyethyl)phenoxy)-2-propanol, 253-483-7
Molecular formula: C₁₅H₂₅NO₃
Empirical formula: C₁₅H₂₅NO₃
Molecular weight: 267.36 g/mol
Exact mass: 267.18344
CAS number: 37350-58-6
PubChem CID: 4171
Canonical SMILES: CC(C)NCC(COC1=CC=C(C=C1)CCOC)O
Isomeric SMILES: CC(C)NCC(COC1=CC=C(C=C1)CCOC)O
InChI: InChI=1S/C15H25NO3/c1-12(2)16-10-14(17)11-19-15-6-4-13(5-7-15)8-9-18-3/h4-7,12,14,16-17H,8-11H2,1-3H3
InChIKey: IUBSYMUCCVWXPE-UHFFFAOYSA-N
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Physical properties

log P: log Kow = 1.88[1]

Each value as its source reports it, with the source's number after it (listed under References). Where several sources report a property, the row shows the value most of them agree on, the rule the app uses; open the values to see every one.

Calculated

Heavy atoms: 19
Rings: 1
Aromatic rings: 1
Fraction sp³ carbons (Fsp3): 0.6
H-bond donors: 2
H-bond acceptors: 4
Rotatable bonds: 9
TPSA (Å²): 50.7
Formal charge: 0
XLogP3: 1.9 PubChem
Complexity: 215 PubChem
Stereocenters: 0 defined, 1 undefinedCIP: C11: undefined
Double-bond geometry: None specified
Point group: C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)

Elemental analysis

C67.38%
H9.43%
N5.24%
O17.95%

Isotope pattern

Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.

Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.

Predicted

log P: 1.61 Crippen (Wildman and Crippen 1999)
log S (water solubility): -2.15 ESOL (Delaney 2004), log mol/L
Synthetic accessibility: 2.39 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

Molecular weight ≤ 500: 267.37
log P ≤ 5 (Crippen): 1.61
H-bond donors ≤ 5: 2
H-bond acceptors ≤ 10: 4

Passes all four rules.

¹³C NMR shifts, predicted

Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.

Safety

Warning

Most widely reported: 3 company reports to ECHA. Source [2].

Harmful or irritant
Health hazard
Environmental hazard

H315Causes skin irritation (66.7% of reports)
H319Causes serious eye irritation (66.7% of reports)
H335May cause respiratory irritation (66.7% of reports)
H361dSuspected of damaging the unborn child (33.3% of reports)
H411Toxic to aquatic life with long lasting effects (33.3% of reports)

Precautionary statements: P203, P261, P264, P264+P265, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, P501

View all classifications (3)

[2] European Chemicals Agency (ECHA) · 3 reports · WarningH315, H319, H335, H361d, H411
[2] European Chemicals Agency (ECHA)This chemical does not meet GHS hazard criteria for 33.3% (1 of 3) of reports.
[2] European Chemicals Agency (ECHA) · 3 reports · DangerH228, H302, H315, H319, H332, H335, H361

Storage

Commercially available preparations of metoprolol tartrate should be protected from light. Metoprolol tartrate tablets should be stored in tight, light-resistant containers at 15-30 °C and metoprolol tartrate injection should be stored at a temperature of 30 °C or less, preferably at 15-30 °C, freezing of the injection should be avoided.[1]

Safety data sheets on the supplier’s page: MolCore, AbMole Bioscience, BenchChem.

Always read the supplier’s safety data sheet before working with it.

Spectra

Experimental spectra held by these sources; each link opens the source's own record.

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

[1]Hazardous Substances Data Bank (HSDB) · Public domain (US NLM) · via PubChem · retrieved 2026-10-14
[2]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
[3]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
[4]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
[5]NIST Mass Spectrometry Data Center · Linked only · via PubChem · retrieved 2026-10-14
[6]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
[7]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
·Literature on PubChem

Data last updated 2026-10-14.

Similar structures

Atenolol 62%

Tanimoto similarity on Morgan fingerprints (radius 2) with RDKit 2026.09, at least 45%.