Adrenalone HCl

Alias:
Cat No.:V1148 Purity: ≥98%
Adrenalone HCl (Adrenalonium chloratum, Adrenone, Epinephrine ketone, Kephrine, Stryphnonasal), the hydrochloride salt of adrenalone, is a potent adrenergic agonist used as a topical vasoconstrictor and hemostatic.
Adrenalone HCl Chemical Structure CAS No.: 62-13-5
Product category: Adrenergic Receptor
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
500mg
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Other Forms of Adrenalone HCl:

  • Adrenalone
Official Supplier of:
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Adrenalone HCl (Adrenalonium chloratum, Adrenone, Epinephrine ketone, Kephrine, Stryphnonasal), the hydrochloride salt of adrenalone, is a potent adrenergic agonist used as a topical vasoconstrictor and hemostatic. Adrenalone primarily acts on alpha-1 adrenergic receptors and blocks dopamine β oxidase, which prevents dopamine from being converted to norepinephrine. The only structural difference between adrenaline and epinine is that the former has a ketone group in the β position. All OH radicals have been scavenged since the reduction of adrenalone (0.1 mM) by hydrated electrons in nitrogenated aqueous solutions containing either 10 or 100 mM tert-butyl alcohol produces identical transient spectra.

Biological Activity I Assay Protocols (From Reference)
Targets
α1-adrenergic receptor
ln Vitro

In vitro activity: Adrenalone (12 μM) blocks dopamine β oxidase, which prevents dopamine from being converted to norepinephrine. The only structural difference between adrenaline and epinine is that the former has a ketone group in the β position.[1] All OH radicals have been scavenged since the reduction of adrenalone (0.1 mM) by hydrated electrons in nitrogenated aqueous solutions containing either 10 or 100 mM tert-butyl alcohol produces identical transient spectra. Adrenaline's reduction state makes it behave like a carbonyl compound, but its catechol functional group largely controls oxidation reactions.[2] Adrenalone is the keton form of the natural substrate epinephrine, and it functions as a topical nasal decongestant, hemostatic, and vasoconstrictor. Adrenalone has three groups: an amine group that forms an ionic bond with Asp75, a hydroxyl group that forms a hydrogen bond with Ala145, and an aromatic ring that interacts hydrophobically with Phe72, Tyr152, and Phe317. At 10 μM (100 μM), adrenaline decreases substrate uptake to 99% (27%).[3]

ln Vivo
Adrenalone (0.05%) applied topically to rabbits' eyes at 30-minute intervals causes concentrations in the iris-ciliary body, cornea, and aqueous humor to be 7.75 mg/kg, 0.87 mg/kg, and 2.51 mg/kg, respectively.[4]
Animal Protocol
7.75 mg/kg, 0.87 mg/kg and 2.51 mg/kg; administrated topically
Rabbits
References

[1]. Nature . 1961 Dec 16:192:1081.

[2]. J. Phys. Chem. 1979, 83, 19, 2447–2452.

[3]. Proc Natl Acad Sci U S A . 2011 Sep 20;108(38):15810-5.

[4]. Exp Eye Res . 1984 Jun;38(6):621-6.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C9H12CLNO3
Molecular Weight
217.65
Exact Mass
217.05
Elemental Analysis
C, 49.67; H, 5.56; Cl, 16.29; N, 6.44; O, 22.05
CAS #
62-13-5
Related CAS #
Adrenalone; 99-45-6
Appearance
Solid powder
SMILES
CNCC(=O)C1=CC(=C(C=C1)O)O.Cl
InChi Key
CSRRBDMYOUQTCO-UHFFFAOYSA-N
InChi Code
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
Chemical Name
1-(3,4-dihydroxyphenyl)-2-(methylamino)ethanone;hydrochloride
Synonyms

Adrenalone hydrochloride; Adrenone hydrochloride; Adrenalonium chloratum; Adrenone HCl; Epinephrine ketone hydrochloride; Kephrine hydrochloride; Stryphnonasal

HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: 44~100 mg/mL (202.2~459.5 mM)
Water: ~44 mg/mL (~202.2 mM)
Ethanol: <1 mg/mL
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 4.5945 mL 22.9727 mL 45.9453 mL
5 mM 0.9189 mL 4.5945 mL 9.1891 mL
10 mM 0.4595 mL 2.2973 mL 4.5945 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

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Biological Data
  • Proc Natl Acad Sci U S A . 2011 Sep 20;108(38):15810-5.
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