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Details

Stereochemistry RACEMIC
Molecular Formula C13H14N2O.ClH
Molecular Weight 250.724
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FADOLMIDINE HYDROCHLORIDE

SMILES

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

InChI

InChIKey=OYKZVKWXOWICFI-UHFFFAOYSA-N
InChI=1S/C13H14N2O.ClH/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);1H

HIDE SMILES / InChI

Molecular Formula C13H14N2O
Molecular Weight 214.2631
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

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

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
Antinociceptive properties of fadolmidine (MPV-2426), a novel alpha2-adrenoceptor agonist.
2004 Summer
Fadolmidine-induced ocular hypotension in normotensive rabbits.
2005 Feb
In vitro and in vivo profiling of fadolmidine, a novel potent alpha(2)-adrenoceptor agonist with local mode of action.
2008 Dec 3
Patents

Sample Use Guides

Unknown
Route of Administration: Other
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:03:20 GMT 2023
Edited
by admin
on Fri Dec 15 16:03:20 GMT 2023
Record UNII
S3709T25V6
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
FADOLMIDINE HYDROCHLORIDE
USAN  
USAN  
Official Name English
3-(Imidazol-4-ylmethyl)-5-indanol monohydrochloride
Systematic Name English
MPV-2426
Code English
FADOLMIDINE HCL
Common Name English
FADOLMIDINE HYDROCHLORIDE [USAN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29709
Created by admin on Fri Dec 15 16:03:20 GMT 2023 , Edited by admin on Fri Dec 15 16:03:20 GMT 2023
Code System Code Type Description
USAN
MM-68
Created by admin on Fri Dec 15 16:03:20 GMT 2023 , Edited by admin on Fri Dec 15 16:03:20 GMT 2023
PRIMARY
EPA CompTox
DTXSID80940450
Created by admin on Fri Dec 15 16:03:20 GMT 2023 , Edited by admin on Fri Dec 15 16:03:20 GMT 2023
PRIMARY
FDA UNII
S3709T25V6
Created by admin on Fri Dec 15 16:03:20 GMT 2023 , Edited by admin on Fri Dec 15 16:03:20 GMT 2023
PRIMARY
SMS_ID
300000044545
Created by admin on Fri Dec 15 16:03:20 GMT 2023 , Edited by admin on Fri Dec 15 16:03:20 GMT 2023
PRIMARY
PUBCHEM
6433097
Created by admin on Fri Dec 15 16:03:20 GMT 2023 , Edited by admin on Fri Dec 15 16:03:20 GMT 2023
PRIMARY
NCI_THESAURUS
C77297
Created by admin on Fri Dec 15 16:03:20 GMT 2023 , Edited by admin on Fri Dec 15 16:03:20 GMT 2023
PRIMARY
ChEMBL
CHEMBL2104262
Created by admin on Fri Dec 15 16:03:20 GMT 2023 , Edited by admin on Fri Dec 15 16:03:20 GMT 2023
PRIMARY
CAS
189353-32-0
Created by admin on Fri Dec 15 16:03:20 GMT 2023 , Edited by admin on Fri Dec 15 16:03:20 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
ENANTIOMER -> RACEMATE
ENANTIOMER -> RACEMATE
Related Record Type Details
ACTIVE MOIETY