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Details

Stereochemistry ACHIRAL
Molecular Formula C10H15NO2.ClH
Molecular Weight 217.693
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DMPEA HYDROCHLORIDE

SMILES

Cl.COC1=C(OC)C=C(CCN)C=C1

InChI

InChIKey=WIOOTMZLCZPTDW-UHFFFAOYSA-N
InChI=1S/C10H15NO2.ClH/c1-12-9-4-3-8(5-6-11)7-10(9)13-2;/h3-4,7H,5-6,11H2,1-2H3;1H

HIDE SMILES / InChI

Molecular Formula C10H15NO2
Molecular Weight 181.2316
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Homoveratrylamine (3,4-dimethoxyphenethylamine, DMPEA) is an analog of the major neurotransmitter dopamine where 3- and 4- position hydroxyl groups are replaced with methoxy groups. DMPEA is a metabolite of dopamine and is reported to be produced at elevated levels in patients with schizophrenia and Parkinson's disease. DMPEA inhibited monoamine oxidase and demonstrated no peripheral and central antidopaminergic activity in vivo.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Fine structural specificity differences of trimethoprim allergenic determinants.
1996 Oct
Kinetics study of amine cleavage reactions of various resin-bound thiophenol esters from marshall linker.
2002 Jul-Aug
Inhibition of brain mitochondrial respiration by dopamine and its metabolites: implications for Parkinson's disease and catecholamine-associated diseases.
2004 Nov
Contribution of aldehyde oxidizing enzymes on the metabolism of 3,4-dimethoxy-2-phenylethylamine to 3,4-dimethoxyphenylacetic acid by guinea pig liver slices.
2006
The structure of ammonium pyrazolates in the solid state.
2006 Dec
2-(4-Chloro-phen-yl)-5-(3,4-dimethoxy-pheneth-yl)-6,7-dihydro-pyrazolo[1,5-a]pyrazin-4(5H)-one.
2009 Jun 6
An overview of Indian research in schizophrenia.
2010 Jan
Patents

Sample Use Guides

In Vivo Use Guide
In vivo experiments with DMPEA were performed on mice. Compound was administered intraperitoneally at doses 25-200 mg/kg.
Route of Administration: Intraperitoneal
Brain mitochondria, containing monoamine oxidase, were prepared from Wistar female rats. Monoamine oxidase activity was determined in the presence and absence of the DMPEA by manometric technique. The main compartment of Warburg flasks contained 0.8 ml of a 0.1 M buffered solution of the homoveratrylamine, 1 ml of mitochondrial suspension (representing 500 mg wet weight of original brain tissue), and sufficient 0.01 M phosphate buffer (pH 7.4) to make a total volume of 2.7 ml. All aliquots for a given run were taken from the same mitochondrial preparation. The side arm of each flask contained 0.3 ml of 0.1 M tyramine or tryptamine hydrochloride. After the flasks were allowed to equilibrate for 15 min at 37°, the manometer valves were closed and the side arm contents of each were tipped in. Manometers were set at 150 mm, and readings were taken at 15-min intervals for 90 min. Values for the 90-min reaction period were obtained for each flask and were multiplied by the respective flask constants after adjusting for changes in the thermobarometer. The total microliters of oxygen uptake for each flask was thus obtained.
Substance Class Chemical
Created
by admin
on Sat Dec 16 02:55:24 GMT 2023
Edited
by admin
on Sat Dec 16 02:55:24 GMT 2023
Record UNII
TTV20379WY
Record Status Validated (UNII)
Record Version
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Name Type Language
DMPEA HYDROCHLORIDE
Common Name English
3,4-DIMETHOXYPHENETHYLAMINE HYDROCHLORIDE
Systematic Name English
BENZENEETHANAMINE, 3,4-DIMETHOXY-, HYDROCHLORIDE (1:1)
Systematic Name English
BENZENEETHANAMINE, 3,4-DIMETHOXY-, HYDROCHLORIDE
Systematic Name English
.BETA.-(3,4-DIMETHOXYPHENYL)ETHYLAMINE HYDROCHLORIDE
Systematic Name English
O,O-DIMETHYLDOPAMINE HYDROCHLORIDE
Common Name English
NSC-141621
Code English
2-(3,4-DIMETHOXYPHENYL)ETHYLAMINE HYDROCHLORIDE
Systematic Name English
HOMOVERATRYLAMINE HYDROCHLORIDE
Systematic Name English
Code System Code Type Description
CAYMAN
14141
Created by admin on Sat Dec 16 02:55:24 GMT 2023 , Edited by admin on Sat Dec 16 02:55:24 GMT 2023
PRIMARY
NSC
141621
Created by admin on Sat Dec 16 02:55:24 GMT 2023 , Edited by admin on Sat Dec 16 02:55:24 GMT 2023
PRIMARY
PUBCHEM
71555
Created by admin on Sat Dec 16 02:55:24 GMT 2023 , Edited by admin on Sat Dec 16 02:55:24 GMT 2023
PRIMARY
CAS
635-85-8
Created by admin on Sat Dec 16 02:55:24 GMT 2023 , Edited by admin on Sat Dec 16 02:55:24 GMT 2023
PRIMARY
FDA UNII
TTV20379WY
Created by admin on Sat Dec 16 02:55:24 GMT 2023 , Edited by admin on Sat Dec 16 02:55:24 GMT 2023
PRIMARY
EPA CompTox
DTXSID00212904
Created by admin on Sat Dec 16 02:55:24 GMT 2023 , Edited by admin on Sat Dec 16 02:55:24 GMT 2023
PRIMARY
Related Record Type Details
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