DIMOXAMINE, (R)-

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C13H21NO2
Molecular Weight	223.3113
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=MLYCFWZIAJAIGW-LLVKDONJSA-N

InChI=1S/C13H21NO2/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/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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/402669 | https://www.ncbi.nlm.nih.gov/pubmed/263545 | https://www.ncbi.nlm.nih.gov/pubmed/6776559 | https://www.ncbi.nlm.nih.gov/pubmed/959651

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

Title	Date	PubMed
MDMA-like stimulus effects of alpha-ethyltryptamine and the alpha-ethyl homolog of DOM.	1993-10	7903460
Phenylalkylamines with potential psychotherapeutic utility. 2. Nuclear substituted 2-amino-1-phenylbutanes.	1980-02	7359529
Effects of the phenethylamine derivatives, BL-3912, fenfluramine, and Sch-12679, in rats trained with LSD as a discriminative stimulus.	1980	6776559
Further studies on BL-3912A: effects on avoidance behavior of rats with low baselines and on reaction thresholds to electric footshock.	1977-06	263545
Behavioral comparisons of R-2-amino-1-(2,5-dimethoxy-4-methylphenyl) butane (BL-3912A) with R-DOM and S-amphetamine.	1977-01-31	402669
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	959651
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	4859236

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 18:44:28 GMT 2025` Edited by `admin` on `Mon Mar 31 18:44:28 GMT 2025`
Record UNII	09426ZTO78
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DIMOXAMINE, (R)-

Common Name

English

DIMOXAMINE

Preferred Name

English

BENZENEETHANAMINE, .ALPHA.-ETHYL-2,5-DIMETHOXY-4-METHYL-, (.ALPHA.R)-

Systematic Name

English

BENZENEETHANAMINE, .ALPHA.-ETHYL-2,5-DIMETHOXY-4-METHYL-, (R)-

Systematic Name

English

(R)-.ALPHA.-ETHYL-2,5-DIMETHOXY-4-METHYLPHENETHYLAMINE

Systematic Name

English

(.ALPHA.R)-.ALPHA.-ETHYL-2,5-DIMETHOXY-4-METHYLBENZENEETHANAMINE

Systematic Name

English

Code System Code Type Description

PUBCHEM

3037161