Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C8H11NO3.C5H7NO3 |
Molecular Weight | 298.2918 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
OC(=O)[C@@H]1CCC(=O)N1.CC2=NC=C(CO)C(CO)=C2O
InChI
InChIKey=RYKKQQUKJJGFMN-HVDRVSQOSA-N
InChI=1S/C8H11NO3.C5H7NO3/c1-5-8(12)7(4-11)6(3-10)2-9-5;7-4-2-1-3(6-4)5(8)9/h2,10-12H,3-4H2,1H3;3H,1-2H2,(H,6,7)(H,8,9)/t;3-/m.0/s1
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/14611722Curator's Comment: description was created based on several sources, including
https://www.drugs.com/nda/metadoxine_170109.html |
http://www.alcobra-pharma.com/products.cfm?productID=142229 |
https://www.ncbi.nlm.nih.gov/pubmed/1870355
Sources: https://www.ncbi.nlm.nih.gov/pubmed/14611722
Curator's Comment: description was created based on several sources, including
https://www.drugs.com/nda/metadoxine_170109.html |
http://www.alcobra-pharma.com/products.cfm?productID=142229 |
https://www.ncbi.nlm.nih.gov/pubmed/1870355
Metadoxine is an ion pair salt of pyridoxine and pyrrolidon carboxilate (PCA). Metadoxine is predominantly used in developing nations for acute alcohol intoxication. The positive effect of metadoxine on ethanol metabolism can be explained by the maintenance of normal levels of alcohol dehydrogenase during chronic ethanol intake. Metadoxine was investigated against ADHD, but FDA put hold on phase III clinical trials. Metadoxine is also investigated as a treatment for fragile X synsdome.
CNS Activity
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: CHEMBL2096668 Sources: https://www.ncbi.nlm.nih.gov/pubmed/1870355 |
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Target ID: P41595 Gene ID: 3357.0 Gene Symbol: HTR2B Target Organism: Homo sapiens (Human) |
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Target ID: CHEMBL2111463 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Primary | VIBOLIV Approved UseThe medication is a hepatoprotective agent, prescribed for the treatment of fatty liver due to alcoholism. |
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Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
Sample Use Guides
For treatment of fatty liver due to alcoholism, metadoxine could be administered orally, intravenously or intramuscularly. The recommended dose for oral administration is 0.5-1 g/day. The recommended dose for intravenous or intramuscular administration is 300-600 mg/day.
Route of Administration:
Other
The rat stomach fundus bioassay was used to assess the functional activity of metadoxine at the 5-HT2B receptor. For the antagonist assay, ex vivo tissues were repeatedly exposed to a submaximal concentration of the reference agonist 5-carboxamidotryptamine (5-CT, 0.3 μM) to obtain a control contraction, then tissues were washed. This sequence was reproduced at 40-minute intervals in the presence of increasing concentrations of metadoxine (1, 5, 10, and 20 mg/mL) added 30 minutes before the addition of 5-CT
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Classification Tree | Code System | Code | ||
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FDA ORPHAN DRUG |
414513
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100000091630
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DTXSID80996053
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C037845
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115198
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SUB14531MIG
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277-913-8
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Metadoxine
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74536-44-0
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EJQ7M98H5J
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PARENT (SALT/SOLVATE)
PARENT (SALT/SOLVATE)
SUBSTANCE RECORD