Metadoxine information

Metadoxine
Clinical data
Routes of; administration	Oral, IV
ATC code	A05BA09 (WHO) ;
Identifiers
	IUPAC name L-Proline, 5-oxo-, compd. with 5-hydroxy-6-methylpyridine-3,4-dimethanol (1:1);
CAS Number	74536-44-0;
PubChem CID	115198;
ChemSpider	103074;
UNII	EJQ7M98H5J;
CompTox Dashboard (EPA)	DTXSID80996053 ;
ECHA InfoCard	100.070.809
Chemical and physical data
Formula	C13H18N2O6
Molar mass	298.295 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES Cc1c(c(c(cn1)CO)CO)O.C1CC(=O)N[C@@H]1C(=O)O;
	InChI 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; Key:RYKKQQUKJJGFMN-HVDRVSQOSA-N;
	(what is this?) (verify)

Metadoxine, also known as pyridoxine-pyrrolidone carboxylate, is a drug used to treat chronic and acute alcohol intoxication.^[1] Metadoxine accelerates alcohol clearance from the blood.^[2]

Metadoxine is an ion pair salt of pyridoxine and pyrrolidone carboxylate (PCA).^[1] Pyridoxine (vitamin B₆) is a precursor of coenzymes including pyridoxal 5’-phosphate (PLP), which accelerates the metabolic degradation of ethanol and prevents adenosine triphosphate (ATP) inactivation by acetaldehyde. Pyridoxal phosphate dependent enzymes also play a role in the biosynthesis of four important neurotransmitters: serotonin (5-HT), epinephrine, norepinephrine and GABA: see vitamin B₆ functions.

^ ^a ^b Cite error: The named reference addolorato was invoked but never defined (see the help page).
^ Vonghia L, Leggio L, Ferrulli A, Bertini M, Gasbarrini G, Addolorato G (December 2008). "Acute alcohol intoxication". European Journal of Internal Medicine. 19 (8): 561–7. doi:10.1016/j.ejim.2007.06.033. PMID 19046719.

[addolorato-1] Cite error: The named reference addolorato was invoked but never defined (see the help page).

[Von2008-2] Vonghia L, Leggio L, Ferrulli A, Bertini M, Gasbarrini G, Addolorato G (December 2008). "Acute alcohol intoxication". European Journal of Internal Medicine. 19 (8): 561–7. doi:10.1016/j.ejim.2007.06.033. PMID 19046719.

Metadoxine information

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Clinical data

Routes of administration	Oral, IV
ATC code	A05BA09 (WHO)
Identifiers
IUPAC name L-Proline, 5-oxo-, compd. with 5-hydroxy-6-methylpyridine-3,4-dimethanol (1:1)
CAS Number	74536-44-0
PubChem CID	115198
ChemSpider	103074
UNII	EJQ7M98H5J
CompTox Dashboard (EPA)	DTXSID80996053
ECHA InfoCard	100.070.809
Chemical and physical data
Formula	C₁₃H₁₈N₂O₆
Molar mass	298.295 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES Cc1c(c(c(cn1)CO)CO)O.C1CC(=O)N[C@@H]1C(=O)O
InChI 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 Key:RYKKQQUKJJGFMN-HVDRVSQOSA-N
^NY (what is this?) (verify)