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

Details

Stereochemistry RACEMIC
Molecular Formula C13H14N2O
Molecular Weight 214.2631
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FADOLMIDINE

SMILES

OC1=CC=C2CCC(CC3=CNC=N3)C2=C1

InChI

InChIKey=VTZPAJGVRWKMAG-UHFFFAOYSA-N
InChI=1S/C13H14N2O/c16-12-4-3-9-1-2-10(13(9)6-12)5-11-7-14-8-15-11/h3-4,6-8,10,16H,1-2,5H2,(H,14,15)

HIDE SMILES / InChI
Fadolmidine (MPV 2426) is an alpha2-adrenoceptor agonist. Fadolmidine displayed high affinity and full agonist efficacy at all three human alpha2-adrenoceptor subtypes (A, B and C). Various preclinical models of pain have been employed and have demonstrated fadolmidine potential as an analgesic, including its potential for use in neuropathies and post-operative pain. A Phase II clinical trial successfully demonstrated that intrathecal fadolmidine, in combination with bupivacaine, produced analgesic effects compared to bupivacaine alone in bunionectomy patients.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P08913
Gene ID: 150.0
Gene Symbol: ADRA2A
Target Organism: Homo sapiens (Human)
0.4 nM [EC50]
Target ID: P18089
Gene ID: 151.0
Gene Symbol: ADRA2B
Target Organism: Homo sapiens (Human)
4.9 nM [EC50]
Target ID: P18825
Gene ID: 152.0
Gene Symbol: ADRA2C
Target Organism: Homo sapiens (Human)
0.5 nM [EC50]
PubMed

PubMed

TitleDatePubMed
Alpha(2A) adrenoceptors contribute to feedback inhibition of capsaicin-induced hyperalgesia.
2004 Jul
Pharmacological profile of intrathecal fadolmidine, a alpha2-adrenoceptor agonist, in rodent models.
2009 Dec
Patents

Sample Use Guides

Unknown
Route of Administration: Other
Name Type Language
FADOLMIDINE
INN  
INN  
Official Name English
Fadolmidine [WHO-DD]
Common Name English
fadolmidine [INN]
Common Name English
3-(IMIDAZOL-4-YLMETHYL)-5-INDANOL
Systematic Name English
RADOLMIDINE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29713
Created by admin on Fri Dec 15 16:26:16 GMT 2023 , Edited by admin on Fri Dec 15 16:26:16 GMT 2023
Code System Code Type Description
SMS_ID
300000037015
Created by admin on Fri Dec 15 16:26:16 GMT 2023 , Edited by admin on Fri Dec 15 16:26:16 GMT 2023
PRIMARY
ChEMBL
CHEMBL2104262
Created by admin on Fri Dec 15 16:26:16 GMT 2023 , Edited by admin on Fri Dec 15 16:26:16 GMT 2023
PRIMARY
PUBCHEM
6433098
Created by admin on Fri Dec 15 16:26:16 GMT 2023 , Edited by admin on Fri Dec 15 16:26:16 GMT 2023
PRIMARY
EPA CompTox
DTXSID50172342
Created by admin on Fri Dec 15 16:26:16 GMT 2023 , Edited by admin on Fri Dec 15 16:26:16 GMT 2023
PRIMARY
INN
7861
Created by admin on Fri Dec 15 16:26:16 GMT 2023 , Edited by admin on Fri Dec 15 16:26:16 GMT 2023
PRIMARY
CAS
189353-31-9
Created by admin on Fri Dec 15 16:26:16 GMT 2023 , Edited by admin on Fri Dec 15 16:26:16 GMT 2023
PRIMARY
MESH
C400294
Created by admin on Fri Dec 15 16:26:16 GMT 2023 , Edited by admin on Fri Dec 15 16:26:16 GMT 2023
PRIMARY
FDA UNII
WLN5FGH1CY
Created by admin on Fri Dec 15 16:26:16 GMT 2023 , Edited by admin on Fri Dec 15 16:26:16 GMT 2023
PRIMARY
NCI_THESAURUS
C75054
Created by admin on Fri Dec 15 16:26:16 GMT 2023 , Edited by admin on Fri Dec 15 16:26:16 GMT 2023
PRIMARY