Pseudoephedrine

Athanor · official

C₁₀H₁₅NO · 165.23 g/mol

IUPAC name: (1S,2S)-2-(methylamino)-1-phenylpropan-1-ol

Also called Sudafed, decongestant

Drugs Rings

Open in Athanor

Drawn from its SMILES with RDKit

WarningHarmful if swallowed · Harmful in contact with skin · Causes skin irritation · May cause an allergic skin reaction · Causes serious eye irritation · Harmful if inhaled · May cause respiratory irritation

Names and identifiers

IUPAC name: (1S,2S)-2-(methylamino)-1-phenylpropan-1-ol
Synonyms: Sudafed, decongestant, d-Pseudoephedrine
+ 37 more
Isoephedrine, trans-Ephedrine, d-Isoephedrine, Psi-ephedrin, Psi-ephedrine, (+)-threo-Ephedrine, d-psi-Ephedrine, Pseudoefedrina, L(+)-psi-Ephedrine, L-(+)-Pseudoephedrine, (+)-psi-Ephedrine, Pseudoephedrinum, (+)-(1S,2S)-Pseudoephedrine, (1S,2S)-2-(methylamino)-1-phenylpropan-1-ol, Neodurasina, Acunaso, (1S,2S)-(+)-Pseudoephedrine, d-psi-2-Methylamino-1-phenyl-1-propanol, psi-Ephedrine, (+)-, Isoephedrine, d-, Pseudoephedrine, (+)-, 7CUC9DDI9F, alpha-(1-(Methylamino)ethyl)benzyl alcohol, DTXSID0023537, CHEBI:51209, Benzenemethanol, alpha-(1-(methylamino)ethyl)-, (S-(R*,R*))-, (+) threo-2-(methylamino)-1-phenyl-1-propanol, Benzenemethanol, alpha-((1S)-1-(methylamino)ethyl)-, (alpha-S)-, Benzenemethanol, alpha-((1S)-1-(methylamino)ethyl)-, (alphaS)-, Ephedrine Threo, Pseudoephedrine D-, RefChem:6179, Threo Isomer of Ephedrine, DTXCID003537, R01BA02, (1S,2S)-2-methylamino-1-phenyl-propan-1-ol, 202-018-6
Molecular formula: C₁₀H₁₅NO
Empirical formula: C₁₀H₁₅NO
Molecular weight: 165.23 g/mol
Exact mass: 165.11536
CAS number: 90-82-4
PubChem CID: 7028
Canonical SMILES: CC(C(C1=CC=CC=C1)O)NC
Isomeric SMILES: C[C@@H]([C@H](C1=CC=CC=C1)O)NC
InChI: InChI=1S/C10H15NO/c1-8(11-2)10(12)9-6-4-3-5-7-9/h3-8,10-12H,1-2H3/t8-,10+/m0/s1
InChIKey: KWGRBVOPPLSCSI-WCBMZHEXSA-N
Molfile

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

Physical properties

TemperaturePressureDensity

Melting point: MP: 182-185 °C[1]
log P: log Kow = 0.89[1]
pKa: pKa = 10.25 (conjugate acid)[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: 12
Rings: 1
Aromatic rings: 1
Fraction sp³ carbons (Fsp3): 0.4
H-bond donors: 2
H-bond acceptors: 2
Rotatable bonds: 3
TPSA (Å²): 32.3
Formal charge: 0
XLogP3: 0.9 PubChem
Complexity: 121 PubChem
Stereocenters: 2 definedCIP: C3: S · C5: S
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

C72.69%
H9.15%
N8.48%
O9.68%

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: 1.33 Crippen (Wildman and Crippen 1999)
log S (water solubility): -1.87 ESOL (Delaney 2004), log mol/L
Synthetic accessibility: 2.57 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

Molecular weight ≤ 500: 165.24
log P ≤ 5 (Crippen): 1.33
H-bond donors ≤ 5: 2
H-bond acceptors ≤ 10: 2

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

Harmful or irritant

H302Harmful if swallowed
H312Harmful in contact with skin (25% of reports)
H315Causes skin irritation
H317May cause an allergic skin reaction (69.2% of reports)
H319Causes serious eye irritation
H332Harmful if inhaled (25% of reports)
H335May cause respiratory irritation

Precautionary statements: P261, P264, P264+P265, P270, P271, P272, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P403+P233, P405, P501

Storage

Pseudoephedrine hydrochloride preparation should generally be stored at 15-30 °C; freezing of the oral solution should be avoided. Pseudoephedrine hydrochloride tablets and extended release capsules should be stored in tight containers and oral solution in tight, light-resistant containers. Pseudoephedrine sulfate extended release tablets should be protected from light and stored in well-closed containers at 2-30 °C.[1]

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 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.