FADOLMIDINE HYDROCHLORIDE

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 Search

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

Description
Sources: https://www.recropharma.com/product-pipeline/fadolmidine | https://www.ncbi.nlm.nih.gov/pubmed/15179442 | https://www.ncbi.nlm.nih.gov/pubmed/18930723

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	Potency
Alpha-2A adrenergic receptor 26 Target ID: P08913 Gene ID: 150.0 Gene Symbol: ADRA2A Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/18930723	Agonist 2678	0.4 nM [EC50]
Alpha-2B adrenergic receptor 13 Target ID: P18089 Gene ID: 151.0 Gene Symbol: ADRA2B Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/18930723	Agonist 2678	4.9 nM [EC50]
Alpha-2C adrenergic receptor 11 Target ID: P18825 Gene ID: 152.0 Gene Symbol: ADRA2C Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/18930723	Agonist 2678	0.5 nM [EC50]

PubMed

Title	Date	PubMed
In vitro and in vivo profiling of fadolmidine, a novel potent alpha(2)-adrenoceptor agonist with local mode of action.	2008 Dec 3	18930723

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Other

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:03:20 UTC 2023` Edited by `admin` on `Fri Dec 15 16:03:20 UTC 2023`
Record UNII	S3709T25V6
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

FADOLMIDINE HYDROCHLORIDE

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