(±)-Adrenaline

C9H13NO3CAS 329-65-7183.21 g/mol

Open in Covalent MOL file
HNHOOHOH
AlcoholPhenolSecondary amine

Properties

Molecular formula
C9H13NO3
Molar mass
183.21 g/mol
Exact mass
183.0895 Da
Melting point
212 °C
Water solubility
sparingly soluble
logP
0.35Crippen estimate
Polar surface area
72.7 Ų
H-bond donors / acceptors
4 / 4
Rotatable bonds
3

Hazards

Danger
Acute Toxic (GHS06)Irritant (GHS07)

Aggregated from 41 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P261, P262, P264, P264+P265, P270, P271, P280, P302+P352, P304+P340, P305+P351+P338, P316, P319, P321, P332+P317, P337+P317, P361+P364, P362+P364, P403+P233, P405, P501

Identifiers

CAS number
329-65-7
SMILES
CNCC(O)c1ccc(O)c(O)c1
InChIKey
UCTWMZQNUQWSLP-UHFFFAOYSA-N
InChI
InChI=1S/C9H13NO3/c1-10-5-9(13)6-2-3-7(11)8(12)4-6/h2-4,9-13H,5H2,1H3

Weigh it out

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

Names and synonyms

14 names · show all
  • 1,2-Benzenediol, 4-[1-hydroxy-2-(methylamino)ethyl]-
  • Benzyl alcohol, 3,4-dihydroxy-α-[(methylamino)methyl]-, (±)-
  • 1,2-Benzenediol, 4-[1-hydroxy-2-(methylamino)ethyl]-, (±)-
  • 4-[1-Hydroxy-2-(methylamino)ethyl]-1,2-benzenediol
  • Epirenamine
  • Dl-Epinephrine
  • (±)-Epinephrine
  • Dl-Adrenaline
  • Racepinefrine
  • 2-(Methylamino)-1-(3,4-dihydroxyphenyl)ethanol
  • 1-(3,4-Dihydroxy)phenyl-2-methylaminoethanol
  • Racepinephrine
  • 2-Hydroxy-4-[1-hydroxy-2-(methylazaniumyl)ethyl]phenolate
  • (+-)-Adrenaline

Work with (±)-Adrenaline

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.

(-)-3,4-Dihydroxy-α-[2-(methylamino)ethyl]benzyl alcohol51-43-4Defined stereoisomer (-)-Epinephrine (+)-bitartrate51-42-3Salt, defined stereoisomer (-)-Epinephrine hydrochloride55-31-2Salt, defined stereoisomer (±)-Epinephrine hydrochloride329-63-5Salt

Similar compounds

Isoproterenol7683-59-267 % similar Synephrine582-84-362 % similar Synephrine94-07-562 % similar (+-)-Isoproterenol hydrochloride51-30-962 % similar Levisoprenaline hydrochloride5984-95-262 % similar (±)-Isoproterenol hydrochloride949-36-062 % similar (-)-Phenylephrine59-42-759 % similar (±)-Norepinephrine138-65-857 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Same formula

3,4,5-Trimethoxyaniline24313-88-0 tert-Butyl N-(furan-3-yl)carbamate56267-48-2

Elsewhere

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