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Details

Stereochemistry ABSOLUTE
Molecular Formula C13H21NO2.ClH
Molecular Weight 259.772
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DIMOXAMINE HYDROCHLORIDE

SMILES

Cl.CC[C@@H](N)CC1=CC(OC)=C(C)C=C1OC

InChI

InChIKey=HQMDHDKBZGKPGS-RFVHGSKJSA-N
InChI=1S/C13H21NO2.ClH/c1-5-11(14)7-10-8-12(15-3)9(2)6-13(10)16-4;/h6,8,11H,5,7,14H2,1-4H3;1H/t11-;/m1./s1

HIDE SMILES / InChI

Molecular Formula C13H21NO2
Molecular Weight 223.3113
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

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

Dimoxamine is a memory adjuvant. Dimoxamine hydrochloride has been reported to facilitate the performance of naive rats in a massed trial shuttle box task. At doses that facilitated shuttle box responding, dimoxamine had no effect on unacclimated motor activity of rats nor on the rate of continuous avoidance responding by rats. Dimoxamine has a psychopharmacological profile that is different from other phenylalkylamines such as S-amphetamine and R-DOM. Dimoxamine may prove beneficial in the treatment of individuals having low or deteriorated levels of certain types of associative and psychomotor abilities. Dimoxamine substituted completely for LSD. Dimoxamine can be classified as a partial agonist of 5-HT receptors in sheep umbilical arteries.

Approval Year

PubMed

PubMed

TitleDatePubMed
MDMA-like stimulus effects of alpha-ethyltryptamine and the alpha-ethyl homolog of DOM.
1993-10
Phenylalkylamines with potential psychotherapeutic utility. 2. Nuclear substituted 2-amino-1-phenylbutanes.
1980-02
Effects of the phenethylamine derivatives, BL-3912, fenfluramine, and Sch-12679, in rats trained with LSD as a discriminative stimulus.
1980
Further studies on BL-3912A: effects on avoidance behavior of rats with low baselines and on reaction thresholds to electric footshock.
1977-06
Behavioral comparisons of R-2-amino-1-(2,5-dimethoxy-4-methylphenyl) butane (BL-3912A) with R-DOM and S-amphetamine.
1977-01-31
Comparison of the effects of R-(-)-2-amino-1-(2,5-dimethoxy-4-methylphenyl) propane (DOM), r-(-)-2-amino-1-(2,5-dimethoxy-4-methylphenyl) butane (BL-3912A) and 5-hydroxytryptamine on non-innervated vascular smooth muscle.
1976-07
Cardiovascular and gross behavioral effects of amphetamine, 2-amino-1-(2,5-dimethoxy-4-methylphenyl) propane (DOM) and 2-amino-1-(2,5-dimethoxy-4-methylphenyl) butane (BL-3912A) in the conscious dog.
1974-06

Sample Use Guides

In Vivo Use Guide
5, 10 and 20 mg/kg
Route of Administration: Intraperitoneal
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:51:12 GMT 2025
Edited
by admin
on Mon Mar 31 17:51:12 GMT 2025
Record UNII
326694P39V
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BL-3912A
Preferred Name English
DIMOXAMINE HYDROCHLORIDE
USAN  
USAN  
Official Name English
(R)-?-Ethyl-2,5-dimethoxy-4-methylphenethylamine hydrochloride
Systematic Name English
NSC-292248
Code English
DIMOXAMINE HYDROCHLORIDE, (R)-
Common Name English
BENZENEETHANAMINE, .ALPHA.-ETHYL-2,5-DIMETHOXY-4-METHYL-, HYDROCHLORIDE (1:1), (.ALPHA.R)-
Systematic Name English
BENZENEETHANAMINE, .ALPHA.-ETHYL-2,5-DIMETHOXY-4-METHYL-, HYDROCHLORIDE, (R)-
Systematic Name English
DIMOXAMINE HYDROCHLORIDE [USAN]
Common Name English
Code System Code Type Description
ChEMBL
CHEMBL433696
Created by admin on Mon Mar 31 17:51:12 GMT 2025 , Edited by admin on Mon Mar 31 17:51:12 GMT 2025
PRIMARY
PUBCHEM
3037160
Created by admin on Mon Mar 31 17:51:12 GMT 2025 , Edited by admin on Mon Mar 31 17:51:12 GMT 2025
PRIMARY
CAS
52663-86-2
Created by admin on Mon Mar 31 17:51:12 GMT 2025 , Edited by admin on Mon Mar 31 17:51:12 GMT 2025
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FDA UNII
326694P39V
Created by admin on Mon Mar 31 17:51:12 GMT 2025 , Edited by admin on Mon Mar 31 17:51:12 GMT 2025
PRIMARY
EPA CompTox
DTXSID201343241
Created by admin on Mon Mar 31 17:51:12 GMT 2025 , Edited by admin on Mon Mar 31 17:51:12 GMT 2025
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NCI_THESAURUS
C166631
Created by admin on Mon Mar 31 17:51:12 GMT 2025 , Edited by admin on Mon Mar 31 17:51:12 GMT 2025
PRIMARY
NSC
292248
Created by admin on Mon Mar 31 17:51:12 GMT 2025 , Edited by admin on Mon Mar 31 17:51:12 GMT 2025
PRIMARY
SMS_ID
300000055429
Created by admin on Mon Mar 31 17:51:12 GMT 2025 , Edited by admin on Mon Mar 31 17:51:12 GMT 2025
PRIMARY
Related Record Type Details
RACEMATE -> ENANTIOMER
PARENT -> SALT/SOLVATE