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Details

Stereochemistry ACHIRAL
Molecular Formula C9H11NO3.ClH
Molecular Weight 217.6498
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ADRENALONE HYDROCHLORIDE

SMILES

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

InChI

InChIKey=CSRRBDMYOUQTCO-UHFFFAOYSA-N
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

HIDE SMILES / InChI

Molecular Formula C9H11NO3
Molecular Weight 181.1889
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula ClH
Molecular Weight 36.4609
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Adrenalone is a keton form of the natural substrate epinephrine. Adrenalone is evidently formed in vivo by hydrolytic cleavage of the diester by esterases. It is an adrenergic receptor agonist. Adrenalone inhibits the norepinephrine synthesis and dopamine beta oxidase. It is known to have very weak sympathomimetic activity when compared to adrenaline. Adrenalone has the high radioprotective effect. It is a topical nasal decongestant. Adrenalone has hemostatic, sympathomimetic and vasoconstrictor therapeutic functions.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Preventing
Unknown

Approved Use

Unknown
Primary
Stryphnon

Approved Use

Unknown
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Improved Delivery Through Biological Membranes. XVII. A Site-Specific Chemical Delivery System as a Short-Acting Mydriatic Agent.
1984 Jul
Formation of adrenaline in the iris-ciliary body from adrenalone diesters.
1984 Jun
Analysis of USP epinephrine injections for potency, impurities, degradation products, and d-enantiomer by liquid chromatography, using ultraviolet and electrochemical detectors.
1985 Mar-Apr
Modified syntheses of dopamine-4-sulfate, epinephrine-3-sulfate, and norepinephrine-3-sulfate: determination of the position of the sulfate group by 1H-NMR spectroscopy.
1988 Aug
[Radiation protective effect of beta-ketoanalogs of hydroxyphenyl ethanolamines].
1997 Nov-Dec
Patents

Sample Use Guides

Mice: 50-150 mumol/kg
Route of Administration: Unknown
Substrate uptake by norepinephrine transporter was reduced to 99% (27%) at 10-uM (100-uM) concentrations of adrenalone; the half maximal inhibitory concentration (IC50) value of adrenalone was 36.9 uM.
Substance Class Chemical
Created
by admin
on Sat Jun 26 14:45:20 UTC 2021
Edited
by admin
on Sat Jun 26 14:45:20 UTC 2021
Record UNII
NN82YWE2IC
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ADRENALONE HYDROCHLORIDE
MART.   MI   USP-RS   WHO-DD  
Common Name English
ADRENALONE HYDROCHLORIDE [WHO-DD]
Common Name English
1-(3,4-DIHYDROXYPHENYL)-2-(METHYLAMINO)ETHANONE HYDROCHLORIDE
Systematic Name English
3'4'-DIHYDROXY-2-(METHYLAMINO)ACETOPHENONE HYDROCHLORIDE
Common Name English
ADRENALONE HCL
Common Name English
ADRENALONE HYDROCHLORIDE [USP-RS]
Common Name English
ADRENONE HYDROCHLORIDE
Common Name English
ADRENALONE HYDROCHLORIDE [MI]
Common Name English
NSC-9407
Code English
STRYPHNASAL
Common Name English
ADRENALONE HYDROCHLORIDE [MART.]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C87053
Created by admin on Sat Jun 26 14:45:20 UTC 2021 , Edited by admin on Sat Jun 26 14:45:20 UTC 2021
Code System Code Type Description
FDA UNII
NN82YWE2IC
Created by admin on Sat Jun 26 14:45:20 UTC 2021 , Edited by admin on Sat Jun 26 14:45:20 UTC 2021
PRIMARY
PUBCHEM
66136
Created by admin on Sat Jun 26 14:45:20 UTC 2021 , Edited by admin on Sat Jun 26 14:45:20 UTC 2021
PRIMARY
ECHA (EC/EINECS)
200-525-7
Created by admin on Sat Jun 26 14:45:20 UTC 2021 , Edited by admin on Sat Jun 26 14:45:20 UTC 2021
PRIMARY
CAS
62-13-5
Created by admin on Sat Jun 26 14:45:20 UTC 2021 , Edited by admin on Sat Jun 26 14:45:20 UTC 2021
PRIMARY
EVMPD
SUB128139
Created by admin on Sat Jun 26 14:45:20 UTC 2021 , Edited by admin on Sat Jun 26 14:45:20 UTC 2021
PRIMARY
MERCK INDEX
M1430
Created by admin on Sat Jun 26 14:45:20 UTC 2021 , Edited by admin on Sat Jun 26 14:45:20 UTC 2021
PRIMARY Merck Index
EPA CompTox
62-13-5
Created by admin on Sat Jun 26 14:45:20 UTC 2021 , Edited by admin on Sat Jun 26 14:45:20 UTC 2021
PRIMARY
USP_CATALOG
1011878
Created by admin on Sat Jun 26 14:45:20 UTC 2021 , Edited by admin on Sat Jun 26 14:45:20 UTC 2021
PRIMARY USP-RS
NCI_THESAURUS
C99565
Created by admin on Sat Jun 26 14:45:20 UTC 2021 , Edited by admin on Sat Jun 26 14:45:20 UTC 2021
PRIMARY
RXCUI
236364
Created by admin on Sat Jun 26 14:45:20 UTC 2021 , Edited by admin on Sat Jun 26 14:45:20 UTC 2021
PRIMARY RxNorm
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY