chempirical

(-)-3,4-Dihydroxy-α-[2-(methylamino)ethyl]benzyl alcohol

C9H13NO3CAS 51-43-4183.21 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
211–212 °C
pKa
8.28
Water solubility
180 mg/L (20 °C)
logP
0.35Crippen estimate
Polar surface area
72.7 Ų
H-bond donors / acceptors
4 / 4
Rotatable bonds
3
Stereocentres
Rin SMILES atom order

Hazards

Danger
Acute Toxic (GHS06)

Aggregated from 103 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P261, P262, P264, P270, P271, P280, P301+P316, P302+P352, P304+P340, P316, P321, P330, P361+P364, P403+P233, P405, P501

Identifiers

CAS number
51-43-4
SMILES
CNC[C@H](O)c1ccc(O)c(O)c1
InChIKey
UCTWMZQNUQWSLP-VIFPVBQESA-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/t9-/m0/s1

Weigh it out

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

Names and synonyms

73 names · show all
  • Sus-phrine
  • (R)-Epinephrine
  • R-(-)-Epinephrine
  • Levoreninum
  • L-Adrenaline
  • Lyodrin
  • Levoepinephrine
  • Epifrin
  • Bosmin
  • (R)-Adrenaline
  • (-)-(R)-Epinephrine
  • Isoptoepinal
  • Primatene mist
  • Epipen
  • Ana-kit
  • L-Methylaminoethanolcatechol
  • Bronkaid mist
  • Glauposine
  • Levorenen
  • Eppy
  • Simplene
  • Epiglaufrin
  • NSC 62786
  • N-[(2R)-2-(3,4-Dihydroxyphenyl)-2-hydroxyethyl]-N-methylamine
  • (R)-4-[1-Hydroxy-2-(methylamino)ethyl]benzene-1,2-diol
  • (-)-Epinephrine
  • Chelafrin
  • 1,2-Benzenediol, 4-[(1R)-1-hydroxy-2-(methylamino)ethyl]-
  • Benzyl alcohol, 3,4-dihydroxy-α-[(methylamino)methyl]-, (-)-
  • 1,2-Benzenediol, 4-[1-hydroxy-2-(methylamino)ethyl]-, (R)-
  • 4-[(1R)-1-Hydroxy-2-(methylamino)ethyl]-1,2-benzenediol
  • Adnephrine
  • Adrenal
  • Adrenalin
  • (-)-Adrenaline
  • Adrenaline
  • Adrenine
  • Adrin
  • l-1-(3,4-Dihydroxyphenyl)-2-methylaminoethanol
  • Epinefrina
  • Epinephran
  • Epinephrine
  • l-Epirenamine
  • Epirenan
  • Exadrin
  • Hemisine
  • Hemostasin
  • Hemostatin
  • Hypernephrin
  • Levorenin
  • Levorenine
  • Methylarterenol
  • Mucidrina
  • Nephridine
  • Nieraline
  • Paranephrin
  • Renaglandin
  • Renaleptine
  • Renalina
  • Renoform
  • Renostypticin
  • Renostyptin
  • Scurenaline
  • Styptirenal
  • Supracapsulin
  • Supranephrane
  • Suprarenaline
  • Suprarenin
  • Surrenine
  • Takamina
  • Vasoconstrictine
  • Vasotonin
  • l-Epinephrine

Work with (-)-3,4-Dihydroxy-α-[2-(methylamino)ethyl]benzyl alcohol

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.

(±)-Adrenaline329-65-7Stereo not defined (-)-Epinephrine (+)-bitartrate51-42-3Salt (-)-Epinephrine hydrochloride55-31-2Salt (±)-Epinephrine hydrochloride329-63-5Salt, stereo not defined

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

PubChem CAS Common Chemistry NIST WebBook