Pyridoxine

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Pyridoxine
File:Pyridoxin.svg
File:Pyridoxine-from-xtal-3D-bs-17.png
Pyridoxine
Clinical data
Other namesvitamin B6, pyridoxol[1] pyridoxine hydrochloride
AHFS/Drugs.comMonograph
License data
Pregnancy
category
Routes of
administration
By mouth, intravenous (IV), intramuscular (IM), subcutaneous
ATC code
Legal status
Legal status
Pharmacokinetic data
Elimination half-lifeseveral weeks (see #Metabolism for details)
Identifiers
  • 4,5-Bis(hydroxymethyl)-2-methylpyridin-3-ol
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
E number{{#property:P628}}
CompTox Dashboard (EPA)
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ECHA InfoCard{{#property:P2566}}Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value).
Chemical and physical data
FormulaC8H11NO3
Molar mass169.180 g·mol−1
3D model (JSmol)
Melting point159 to 162 °C (318 to 324 °F)
  • OCc1cnc(C)c(O)c1CO
  • InChI=1S/C8H11NO3/c1-5-8(12)7(4-11)6(3-10)2-9-5/h2,10-12H,3-4H2,1H3 checkY
  • Key:LXNHXLLTXMVWPM-UHFFFAOYSA-N

Pyridoxine (PN)[4] is a form of vitamin B6 found commonly in food and used as a dietary supplement. As a supplement it is used to treat and prevent pyridoxine deficiency, sideroblastic anaemia, pyridoxine-dependent epilepsy, certain metabolic disorders, side effects or complications of isoniazid use, and certain types of mushroom poisoning.[5] It is used by mouth or by injection.[5]

It is usually well tolerated.[5] Occasionally side effects include headache, numbness, and sleepiness.[5] Normal doses are safe during pregnancy and breastfeeding.[5] Pyridoxine is in the vitamin B family of vitamins.[5] It is required by the body to metabolise amino acids, carbohydrates, and lipids.[5] Sources in the diet include meat, fish, fruit, vegetables, and grain.[6]

Medical uses

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As a treatment (oral or injection), it is used to treat or prevent pyridoxine deficiency, sideroblastic anaemia, pyridoxine-dependent epilepsy, certain metabolic disorders, side effects of isoniazid treatment and certain types of mushroom poisoning.[5] Isoniazid is an antibiotic used for the treatment of tuberculosis. Its common side effects include numbness in the hands and feet.[7] Co-treatment with vitamin B6 alleviates the numbness.[8] Pyridoxine-dependent epilepsy is a type of rare infant epilepsy that does not improve with typical anti-seizure medications.[9]

Pyridoxine in combination with doxylamine is used as a treatment for morning sickness in pregnant women.[10]

Side effects

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It is usually well tolerated, though overdose toxicity is possible.[5] Occasionally side effects include headache, numbness, and sleepiness.[5] Pyridoxine overdose can cause a peripheral sensory neuropathy characterized by poor coordination, numbness, and decreased sensation to touch, temperature, and vibration.[11] Healthy human blood levels of pyridoxine are 2.1–21.7 ng/mL. Normal doses are safe during pregnancy and breastfeeding.[5]

Mechanism

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Pyridoxine is in the vitamin B family of vitamins.[5] It is required by the body to make amino acids, carbohydrates, and lipids.[5] Sources in the diet include fruit, vegetables, and grain.[6] It is also required for muscle phosphorylase activity associated with glycogen metabolism.

Metabolism

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The half-life of pyridoxine varies according to different sources: one source suggests that the half-life of pyridoxine is up to 20 days,[12] while another source indicates half-life of vitamin B6 is in range of 25 to 33 days.[13] After considering the different sources, it can be concluded that the half-life of pyridoxine is typically measured in several weeks.[12][13]

History

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Pyridoxine was discovered in 1934, isolated in 1938, and first made in 1939.[14][15] It is on the World Health Organization's List of Essential Medicines.[16] Pyridoxine is available both as a generic medication and over the counter product.[5] Foods, such as breakfast cereal have pyridoxine added in some countries.[6]

References

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