Propranolol (C16H21NO2): structure, properties and hazards

Names and identifiers

IUPAC name: 1-naphthalen-1-yloxy-3-(propan-2-ylamino)propan-2-ol
Synonyms: Inderal, beta blocker, Propanolol
+ 37 more
beta-Propranolol, Betalong, Euprovasin, Proprasylyt, Reducor, Propanalol, Anapriline, propranololo, dl-propranolol, Propranololum, 1-naphthalen-1-yloxy-3-(propan-2-ylamino)propan-2-ol, 1-(isopropylamino)-3-(1-naphthyloxy)propan-2-ol, 9Y8NXQ24VQ, 1-((1-Methylethyl)amino)-3-(1-naphthalenyloxy)-2-propanol, 2-Propanol, 1-[(1-methylethyl)amino]-3-(1-naphthalenyloxy)-, CHEBI:8499, DTXSID6023525, 2-Propanol, 1-((1-methylethyl)amino)-3-(1-naphthalenyloxy)-, AY-64043-, 1-[(1-methylethyl)amino]-3-(1-naphthalenyloxy)-2-propanol, RefChem:6170, DTXCID903525, C07AA05, 208-378-0, Propanix, Sawatal, .beta.-Propranolol, 1-Isopropylamino-3-(1-naphthyloxy)-2-propanol, 1-Isopropylamino-3-(naphthalen-1-yloxy)-propan-2-ol, CHEMBL27, 1-(1-Naphthyloxy)-3-(isopropylamino)-2-propanol, 2-Propanol, 1-(isopropylamino)-3-(1-naphthyloxy)-, rac-Propanolol, Corpendol, Inderol, Pranolol, Propranolol (INN)
Molecular formula: C₁₆H₂₁NO₂
Empirical formula: C₁₆H₂₁NO₂
Molecular weight: 259.34 g/mol
Exact mass: 259.15723
CAS number: 525-66-6
PubChem CID: 4946
Canonical SMILES: CC(C)NCC(COC1=CC=CC2=CC=CC=C21)O
Isomeric SMILES: CC(C)NCC(COC1=CC=CC2=CC=CC=C21)O
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
InChIKey: AQHHHDLHHXJYJD-UHFFFAOYSA-N
Molfile

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

Calculated

Heavy atoms: 19
Rings: 2
Aromatic rings: 2
Fraction sp³ carbons (Fsp3): 0.38
H-bond donors: 2
H-bond acceptors: 3
Rotatable bonds: 6
TPSA (Å²): 41.5
Formal charge: 0
XLogP3: 3 PubChem
Complexity: 257 PubChem
Stereocenters: 0 defined, 1 undefinedCIP: C6: 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

C74.10%
H8.16%
N5.40%
O12.34%

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: 2.58 Crippen (Wildman and Crippen 1999)
log S (water solubility): -3.07 ESOL (Delaney 2004), log mol/L
Synthetic accessibility: 2.3 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

Molecular weight ≤ 500: 259.35
log P ≤ 5 (Crippen): 2.58
H-bond donors ≤ 5: 2
H-bond acceptors ≤ 10: 3

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: 2 company reports to ECHA. Source [1].

Harmful or irritant

H302Harmful if swallowed

Precautionary statements: P264, P270, P301+P317, P330, P501

Safety data sheets on the supplier’s page: MP Biomedicals, Debye Scientific Co., Ltd, Hairui Chemical.

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]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
[2]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
[3]NIST Mass Spectrometry Data Center · Linked only · via PubChem · retrieved 2026-10-14
[4]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
[5]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
[6]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.