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02270

Sigma-Aldrich

3′,4′-Dihydroxy-2-(methylamino)acetophenone hydrochloride

≥98.0% (calc. based on dry substance, AT)

Synonym(s):

Adrenalone hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C9H11NO3 · HCl
CAS Number:
Molecular Weight:
217.65
Beilstein:
3916102
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥98.0% (calc. based on dry substance, AT)

impurities

≤10% water

mp

244-249 °C (dec.)

storage temp.

2-8°C

SMILES string

Cl.CNCC(=O)c1ccc(O)c(O)c1

InChI

1S/C9H11NO3.ClH/c1-10-5-9(13)6-2-3-7(11)8(12)4-6;/h2-4,10-12H,5H2,1H3;1H

InChI key

CSRRBDMYOUQTCO-UHFFFAOYSA-N

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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N Bodor et al.
Experimental eye research, 38(6), 621-626 (1984-06-01)
Many diesters of adrenalone have high ocular sympathomimetic activity although adrenalone itself, even if delivered intraocularly, is practically inactive. Thus these diesters cannot be considered pro-drugs of adrenalone, since adrenalone is not a drug. The mechanism of action of these
B Kalyanaraman et al.
The Journal of biological chemistry, 259(1), 354-358 (1984-01-10)
The ESR-spin stabilization approach has been employed to detect and characterize o-semiquinone radicals from the oxidation of epinephrine and related materials (norepinephrine, 3,4-dihydroxynorephedrine, isoproterenol, and adrenalone) in aqueous solutions. Semiquinones were generated by various oxidative procedures--enzymatic oxidation (with horseradish peroxidase/H2O2)
V I Kulinskiĭ et al.
Radiatsionnaia biologiia, radioecologiia, 37(6), 914-917 (1998-02-19)
Experiments are carried out on 3400 mice, irradiated in dose 8 Gy (LD97/30). beta-Ketoanalogs of adrenaline (adrenalone, 50-150 mumol/kg), m,p-dipivaloyladrenaline (20 mumol/kg) and phenylephrine (but at 2070 mumol/kg) have the high radioprotective effect (survival is 60-100%), beta-ketoanalogs of isoprenaline and

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