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Details

Stereochemistry ACHIRAL
Molecular Formula C8H11NO.C4H6O4
Molecular Weight 255.2671
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of EMOXYPINE SUCCINATE

SMILES

OC(=O)CCC(O)=O.CCC1=NC(C)=CC=C1O

InChI

InChIKey=IKMNOGHPKNFPTK-UHFFFAOYSA-N
InChI=1S/C8H11NO.C4H6O4/c1-3-7-8(10)5-4-6(2)9-7;5-3(6)1-2-4(7)8/h4-5,10H,3H2,1-2H3;1-2H2,(H,5,6)(H,7,8)

HIDE SMILES / InChI

Molecular Formula C4H6O4
Molecular Weight 118.088
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C8H11NO
Molecular Weight 137.179
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Emoxypine (ethylmethylhydroxypyridine) succinate (MEXIDOL®) is a 3-hydroxypyridine derivative which is quite similar in structure to Vitamin B6 (pyridoxine). The most important components of the mechanism of action of Mexidol® are its antioxidant and membranotropic effects, the ability to modulate functioning of receptors and membrane-bound enzymes, restore a neurotransmitter balance. Due to its mechanism of action Mexidol® has a wide range of pharmacological effects, realized on at least two levels – neuronal and vascular. It has antihypoxic, anti-ischemic, neuroprotective, nootropic, vegetotrophic, anti-stress, anxiolytic, anticonvulsant, anti-alcohol, cardioprotective, anti-atherogenic, geroprotective and other actions. Under the action of Mexidol®, it is observed an improvement in cerebral circulation and microcirculation. Emoxypine is distributed in Russia but it is widely unknown in other regions.

Originator

Curator's Comment: In early 1980s, in State Institution Research Institute of Pharmacology of RAMS, by L.D. Smirnov and V.I. Kuzmin, 2-ethyl-6-methyl-3-hydroxypyridine succinate was synthesized, and under supervision of Academician of RAMS A.V. Valdman, its pharmacological effects were found, the mechanism of action was studied, preclinical studies on toxicology and pharmacokinetics were carried out, the Mexidol® trademark was identified, the drug was registered in the USSR Ministry of Healthcare, the first clinical trials and introduction of the preparation into medical practice were carried out.

Approval Year

PubMed

PubMed

TitleDatePubMed
[Saliva residual index and effect of antioxidants on free radical oxidation and antioxidant defence during inflammation of oral tissues].
2001 Jul-Sep
[Effect of nootropic agents on impulse activity of cerebral cortex neurons].
2001 Nov-Dec
[Effect of mexidol on oxidative stress in cerebral variant of hypertensive crisis].
2002
[Effectiveness of mexidol in acute pancreatitis].
2002
[Antioxidant Mexidol premedication of patients with periodontitis during antihomotoxic therapy].
2002
[Effect of alpha-tocopherol and synthetic antioxidants on morpho-functional status of gonadotropic cells from the adenohypophysis of albino rats].
2003
[Clinico-functional efficacy of medicinal and photon stabilization of cell membrane in patients with angina pectoris].
2003
GABAergic system in the anxiolytic effect of Proproten: experimental study.
2003 Jan
[Mexidol-induced modification of lipid metabolism in pancreatitis].
2003 Jan-Feb
The influence of anticonvulsant and antioxidant drugs on nitric oxide level and lipid peroxidation in the rat brain during penthylenetetrazole-induced epileptiform model seizures.
2003 May
[Emoxipin in combined pharmacological defense of the kidney from ischemia and operative stress (an experimental study)].
2003 Sep-Oct
[Effect of mexidol on efficacy of traditional therapy of sick sinus syndrome in adolescents].
2003 Sep-Oct
[Efficacy of cytoprotective agent Mexicor in urgent cardiology].
2004
[The effect of mexidol on the process of glycolysis in rats under acute stress conditions].
2004 Jul-Aug
[The effects of Mexidol on food conditioning and synaptic fine structure of hippocampal field CA1 in rats exposed to a single acoustic stimulation with ultrasonic components].
2004 Mar-Apr
[Effect of hydroxymethylethylpyridine succinate on the cardiac electrophysiological and hemodynamic parameters during experimental thoracotomy and acute myocardial ischemia].
2004 May-Jun
[Protective effect of activators of biological oxidation in nitrite intoxication in rats].
2005
[Methodological bases of early psychosocial rehabilitation of poststroke patients in neurological hospital].
2005
[Antinecrotic and antiischemic effect of mexidol and trental in ischemia of the skin graft].
2005 May
The effects of Mexidol on the acquisition of food-related conditioned reflexes and synaptic ultrastructure in field CA1 of the rat hippocampus after single acoustic stimuli with ultrasonic components.
2005 May
[Metabolic effects of mexidole during cardiosurgical operations using extracorporeal circulation].
2005 May-Jun
[Antihypoxant activity and mechanisms of action of some natural and synthetic compounds].
2005 Sep-Oct
[Lipid reducing and antioxidant action of mexicor in patients with diabetes mellitus type 2].
2006
[Neurometabolic therapy of diabetic neuropathy].
2006
[Complex therapy of acute and exacerbated chronic nonspecific parotitis including mexidol and non-coherent infrared therapy].
2006
[The efficacy of oxynicotinic acid a nd its derivatives in respect of functional activity of hepatocytes during acute toxic hepatopathy].
2006 Oct-Dec
[Influence of gel Metrogil Denta and curative toothpaste Mexidol Dent activ on indices of parodontal status and lipid peroxidation in patients with chronic generalized catarrhal gingivitis].
2007
[Acute radiation sickness in experiment. Efficacy of mexidol].
2007 Jul-Sep
Efficacy of neuroprotectors in patients with tension headaches.
2007 Jun
Patents

Patents

Sample Use Guides

Sequential therapy with MEXIDOL® as follows: MEXIDOL® (i.v. solution) - 500 mg / day. for 10 days, followed by application MEXIDOL® 1 tablet of 125 mg three times a day (daily dose 375 mg) for 8 weeks.
Route of Administration: Other
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:14:41 GMT 2023
Edited
by admin
on Fri Dec 15 18:14:41 GMT 2023
Record UNII
2R985002CT
Record Status Validated (UNII)
Record Version
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Name Type Language
EMOXYPINE SUCCINATE
Common Name English
3-PYRIDINOL, 2-ETHYL-6-METHYL-, BUTANEDIOATE (1:1) (SALT)
Common Name English
Methylethylpiridinol succinate [WHO-DD]
Common Name English
MEXIPRIM
Common Name English
MEXIDOL
Common Name English
METHYLETHYLPIRIDINOL SUCCINATE
WHO-DD  
Common Name English
MEXICOR
Common Name English
BUTANEDIOIC ACID, COMPD. WITH 2-ETHYL-6-METHYL-3-PYRIDINOL (1:1)
Common Name English
EMICIDINE
Common Name English
EMICIDIN
Common Name English
Code System Code Type Description
FDA UNII
2R985002CT
Created by admin on Fri Dec 15 18:14:41 GMT 2023 , Edited by admin on Fri Dec 15 18:14:41 GMT 2023
PRIMARY
CAS
127464-43-1
Created by admin on Fri Dec 15 18:14:41 GMT 2023 , Edited by admin on Fri Dec 15 18:14:41 GMT 2023
PRIMARY
EPA CompTox
DTXSID30155577
Created by admin on Fri Dec 15 18:14:41 GMT 2023 , Edited by admin on Fri Dec 15 18:14:41 GMT 2023
PRIMARY
SMS_ID
100000128270
Created by admin on Fri Dec 15 18:14:41 GMT 2023 , Edited by admin on Fri Dec 15 18:14:41 GMT 2023
PRIMARY
PUBCHEM
122298
Created by admin on Fri Dec 15 18:14:41 GMT 2023 , Edited by admin on Fri Dec 15 18:14:41 GMT 2023
PRIMARY
MESH
C070020
Created by admin on Fri Dec 15 18:14:41 GMT 2023 , Edited by admin on Fri Dec 15 18:14:41 GMT 2023
PRIMARY
EVMPD
SUB35088
Created by admin on Fri Dec 15 18:14:41 GMT 2023 , Edited by admin on Fri Dec 15 18:14:41 GMT 2023
PRIMARY
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