Mexidol
Basic information
- CAS
127464-43-1- Standard SMILES
CCc1nc(C)ccc1O.O=C(O)CCC(=O)O- InChIKey
IKMNOGHPKNFPTK-UHFFFAOYSA-N- Molecular formula
- C12H17NO5
- Average molar mass
- 255.27 g/mol
- Monoisotopic mass
- 255.11067264
Overview
has antihypoxic effects
Names & identifiers
- Preferred name
- Mexidol
- IUPAC
- butanedioic acid;2-ethyl-6-methylpyridin-3-ol
- English name
- mexidol
- Molecular formula
- C8H11NO.C4H6O4
- Molecular weight
- 255.268
Names & synonyms
127464-43-1mexidolEmoxypine succinatemethylethylpiridinol succinate2R985002CT3-pyridinol, 2-ethyl-6-methyl-, butanedioate (1:1) (salt)DTXSID30155577RefChem:590761DTXCID70780682-Ethyl-6-methylpyridin-3-ol succinatemexiprimEmicidine
Show more names
ETHYLMETHYLHYDROXYPYRIDINE SUCCINATE2-Ethyl-6-methyl-3-hydroxypyridine succinateMexidoleMexifinEmoxypine Succinate (Mexidol)Mexiletine baseMexidol succinateMethoxyl west dol
EMICIDINMEXICORButanedioic acid 2-ethyl-6-methyl-3-pyridinol (1:1)2-Ethyl-3-hydroxy-6-methylpyridine SuccinateMFCD00445612Emoxypine (succinate)UNII-2R985002CTSCHEMBL1010987
Database identifiers
- CAS
127464-43-1- PubChem CID
- 122298
- DTXSID
DTXSID30155577- ChEMBL
CHEMBL6068558- UNII
- 2R985002CT
- EC Number
- 811-046-3
Properties
Computed structural properties
- Topological polar surface area
- 108 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 4
- Heavy atoms
- 18
- Formal charge
- 0
- Complexity
- 198
Physicochemical properties
- Melting point
- 119 · 119-120 °C
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- Methanol (Slightly), Water (Slightly)
- form
- Solid
- color
- White to Off-White
- InChI
- 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)
- InChIKey
- IKMNOGHPKNFPTK-UHFFFAOYSA-N
- SMILES
- C1(CC)N=C(C=CC=1O)C.C(C(=O)O)CC(=O)O
- FDA UNII
- 2 R985002CT · 2R985002CT
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 319 · H319-H315
- Precautionary statements
- 264 · P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
- HS Code
- 2933.39 · 2933.39.9200
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364 (click each P-code to see the statement)
Aggregated GHS information provided per 2 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- hs_code
- 2933.39.9200
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H319-H315
- Precautionary statements
- P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Naturally occurring or synthetic substances that inhibit or retard oxidation reactions. They counteract the damaging effects of oxidation in animal tissues.
Drugs or agents which antagonize or impair any mechanism leading to blood platelet aggregation, whether during the phases of activation and shape change or following the dense-granule release reaction and stimulation of the prostaglandin-thromboxane system.
A loosely defined grouping of drugs that have effects on psychological function. Here the psychotropic agents include the antidepressive agents, hallucinogens, and tranquilizing agents (including the antipsychotics and anti-anxiety agents).
Applications
UsesThe Chinese name of Mesidol is 2-ethyl-6methyl-3-hydroxypyridine succinic acid (Mexidox), 2-ethyl-6-methyl-3-hydroxypyridine succinate (emoxypine, product Name-MEXIDOL, etc.) is widely used in medicine as an antioxidant and anti-hypoxic agent. Use 2-ethyl-6-methyl-3-hydroxypyridine succinate as a nootropic and anxiolytic, anti-ischemic and atherosclerotic, anti-angina, liver protection, antibacterial, etc.
Preparation methods
Preparation3.5 liters of ethanol, 1.2 kg of 2-ethyl-6-methyl-3-hydroxypyridine and 1.0 kg of succinic acid were added to the reactor. The reaction mass is heated to the boiling point of ethanol (78°C) and stirring is continued for 20 minutes until the components are completely dissolved. Then, keep the reaction mass in the reactor under stirring until the temperature reaches 20°C, cool to 5°C and keep at this temperature for 16 hours, stirring occasionally. The suspension is then stirred until the material is homogeneous, overloaded in a centrifuge and filtered. The precipitate of the succinate salt of 2-ethyl-6-methyl-3-hydroxypyridine was dried to constant weight in a vacuum oven at 45°C. The yield of the target product 2-ethyl-6-methyl-3-hydroxypyridine succinate (Mexitrad) was 89%.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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