U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C13H16N2O
Molecular Weight 216.2789
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DEXEFAROXAN

SMILES

CC[C@@]1(CC2=CC=CC=C2O1)C3=NCCN3

InChI

InChIKey=RATZLMXRALDSJW-CYBMUJFWSA-N
InChI=1S/C13H16N2O/c1-2-13(12-14-7-8-15-12)9-10-5-3-4-6-11(10)16-13/h3-6H,2,7-9H2,1H3,(H,14,15)/t13-/m1/s1

HIDE SMILES / InChI
Dexefaroxan is a selective alpha 2-adrenergic receptor antagonist. Вexefaroxan improved TgCRND8 (protein-transgenic mouse model of Alzheimer's disease) behavioral phenotypes and increased BDNF mRNA expression without affecting amyloid-β peptide levels. Dexefaroxan treatment also enhanced the number and complexity of the dendritic arborizations of polysialated neural cell adhesion molecule-positive neurons. The trophic effects of dexefaroxan on newborn cells might involve an increase in brain-derived neurotrophic factor, which was upregulated in afferent noradrenergic fiber projection areas and in neurons in the granule cell layer. By promoting the survival of new endogenously formed neurons, dexefaroxan treatment represents a potential therapeutic strategy for maintaining adult neurogenesis in neurodegenerative conditions, such as Alzheimer's disease, that affect the hippocampus. Dexefaroxan increases neuron survival in the olfactory bulb of the adult rat in vivo, putatively as a result of reducing the apoptotic fate of telencephalic stem cell progenies.

Approval Year

PubMed

PubMed

TitleDatePubMed
Stimulation of postsynaptic alpha1b- and alpha2-adrenergic receptors amplifies dopamine-mediated locomotor activity in both rats and mice.
2003 Dec 15
Name Type Language
DEXEFAROXAN
INN  
INN  
Official Name English
2-((2R)-2-ETHYL-2,3-DIHYDRO-2-BENZOFURANYL)-4,5-DIHYDRO-1H-IMIDAZOLE
Systematic Name English
dexefaroxan [INN]
Common Name English
1H-IMIDAZOLE, 2-(2-ETHYL-2,3-DIHYDRO-2-BENZOFURANYL)-4,5-DIHYDRO-, (R)-
Common Name English
(+)-EFAROXAN
Common Name English
1H-IMIDAZOLE, 2-((2R)-2-ETHYL-2,3-DIHYDRO-2-BENZOFURANYL)-4,5-DIHYDRO-
Systematic Name English
(+)-(R)-2-(2-ETHYL-2,3-DIHYDRO-2-BENZOFURANYL)-2-IMIDAZOLINE
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C29576
Created by admin on Fri Dec 15 16:22:25 GMT 2023 , Edited by admin on Fri Dec 15 16:22:25 GMT 2023
Code System Code Type Description
PUBCHEM
208820
Created by admin on Fri Dec 15 16:22:25 GMT 2023 , Edited by admin on Fri Dec 15 16:22:25 GMT 2023
PRIMARY
FDA UNII
F751MO69EV
Created by admin on Fri Dec 15 16:22:25 GMT 2023 , Edited by admin on Fri Dec 15 16:22:25 GMT 2023
PRIMARY
SMS_ID
100000083221
Created by admin on Fri Dec 15 16:22:25 GMT 2023 , Edited by admin on Fri Dec 15 16:22:25 GMT 2023
PRIMARY
ChEMBL
CHEMBL1357517
Created by admin on Fri Dec 15 16:22:25 GMT 2023 , Edited by admin on Fri Dec 15 16:22:25 GMT 2023
PRIMARY
MESH
C451723
Created by admin on Fri Dec 15 16:22:25 GMT 2023 , Edited by admin on Fri Dec 15 16:22:25 GMT 2023
PRIMARY
INN
7574
Created by admin on Fri Dec 15 16:22:25 GMT 2023 , Edited by admin on Fri Dec 15 16:22:25 GMT 2023
PRIMARY
NCI_THESAURUS
C77943
Created by admin on Fri Dec 15 16:22:25 GMT 2023 , Edited by admin on Fri Dec 15 16:22:25 GMT 2023
PRIMARY
EVMPD
SUB07025MIG
Created by admin on Fri Dec 15 16:22:25 GMT 2023 , Edited by admin on Fri Dec 15 16:22:25 GMT 2023
PRIMARY
CAS
143249-88-1
Created by admin on Fri Dec 15 16:22:25 GMT 2023 , Edited by admin on Fri Dec 15 16:22:25 GMT 2023
PRIMARY