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
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
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.
CNS Activity
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: P08913 Gene ID: 150.0 Gene Symbol: ADRA2A Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/18930723 |
0.4 nM [EC50] | ||
Target ID: P18089 Gene ID: 151.0 Gene Symbol: ADRA2B Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/18930723 |
4.9 nM [EC50] | ||
Target ID: P18825 Gene ID: 152.0 Gene Symbol: ADRA2C Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/18930723 |
0.5 nM [EC50] |
PubMed
Title | Date | PubMed |
---|---|---|
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
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 16:03:20 GMT 2023
by
admin
on
Fri Dec 15 16:03:20 GMT 2023
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Record UNII |
S3709T25V6
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Record Status |
Validated (UNII)
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Record Version |
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-
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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
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Code System | Code | Type | Description | ||
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MM-68
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DTXSID80940450
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admin on Fri Dec 15 16:03:20 GMT 2023 , Edited by admin on Fri Dec 15 16:03:20 GMT 2023
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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
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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
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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
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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
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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
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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
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PRIMARY |
Related Record | Type | Details | ||
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PARENT -> SALT/SOLVATE | |||
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ENANTIOMER -> RACEMATE | |||
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ENANTIOMER -> RACEMATE |
Related Record | Type | Details | ||
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ACTIVE MOIETY |