(-)-Phenylephrine

C9H13NO2CAS 59-42-7167.21 g/mol

Open in Covalent MOL file
HNHOOH
AlcoholPhenolSecondary amine

Properties

Molecular formula
C9H13NO2
Molar mass
167.21 g/mol
Exact mass
167.0946 Da
Melting point
169–172 °C
pKa
8.97
logP
0.65Crippen estimate
Polar surface area
52.5 Ų
H-bond donors / acceptors
3 / 3
Rotatable bonds
3
Stereocentres
Rin SMILES atom order

Hazards

Warning
Irritant (GHS07)

Aggregated from 109 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P264, P270, P301+P317, P330, P501

Identifiers

CAS number
59-42-7
SMILES
CNC[C@H](O)c1cccc(O)c1
InChIKey
SONNWYBIRXJNDC-VIFPVBQESA-N
InChI
InChI=1S/C9H13NO2/c1-10-6-9(12)7-3-2-4-8(11)5-7/h2-5,9-12H,6H2,1H3/t9-/m0/s1

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

31 names · show all
  • Benzenemethanol, 3-hydroxy-α-[(methylamino)methyl]-, (αR)-
  • Benzyl alcohol, m-hydroxy-α-[(methylamino)methyl]-, (-)-
  • Benzenemethanol, 3-hydroxy-α-[(methylamino)methyl]-, (R)-
  • (αR)-3-Hydroxy-α-[(methylamino)methyl]benzenemethanol
  • l-m-Hydroxy-α-[(methylamino)methyl]benzyl alcohol
  • (-)-m-Hydroxy-α-(methylaminomethyl)benzyl alcohol
  • Mesaton
  • Mesatone
  • Metaoxedrine
  • Metasympatol
  • Metasynephrine
  • m-Methylaminoethanolphenol
  • Mezaton
  • (-)-m-Oxedrine
  • m-Oxedrine
  • Phenylephrine
  • m-Sympathol
  • m-Sympatol
  • m-Synephrine
  • neo-Synephrine
  • Metaoxedrin
  • Visadron
  • (R)-(-)-Phenylephrine
  • (R)-Phenylephrine
  • R(-)-Mezaton
  • l-Phenylephrine
  • (-)-m-Synephrine
  • L-Phenylephedrine
  • (R)-3-[1-Hydroxy-2-(methylamino)ethyl]phenol
  • Iriphrin
  • 3-[(1R)-1-Hydroxy-2-(methylamino)ethyl]phenol

Work with (-)-Phenylephrine

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

(-)-Phenylephrine hydrochloride61-76-7Salt Phenylephrine bitartrate17162-39-9Salt

Similar compounds

Synephrine582-84-365 % similar Synephrine94-07-565 % similar Etilefrine hydrochloride943-17-963 % similar (±)-Adrenaline329-65-759 % similar (-)-3,4-Dihydroxy-α-[2-(methylamino)ethyl]benzyl alcohol51-43-459 % similar Synephrine hydrochloride5985-28-459 % similar (±)-Epinephrine hydrochloride329-63-555 % similar (-)-Epinephrine hydrochloride55-31-255 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Same formula

Azaspirodecanedione1075-89-4 1-Cyanocyclohexaneacetic acid133481-09-1 2-(2-Methoxyphenoxy)ethanamine1836-62-0 2,4-Dimethoxybenzylamine20781-20-8 2,6-Dimethoxybenzylamine20781-22-0 Ethyl 3,5-dimethyl-1H-pyrrole-2-carboxylate2199-44-2 Ethyl 2,4-dimethyl-1H-pyrrole-3-carboxylate2199-51-1 (1S,2S)-2-Amino-1-phenyl-1,3-propanediol28143-91-1

Elsewhere

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