Pyridoxine Hydrochloride

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Pyridoxine Hydrochloride

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  • Chemical Name: Pyridoxine hydrochloride
  • Generic Name: Pyridoxine hydrochloride
  • Chemical Class: Pyridoxines (a subclass of pyridines and derivatives)
  • Formulations: Tablets, capsules, injections, oral solutions, multivitamin preparations
  • Brand Names: Benadon, Hexabion, Becilan, Paxadon, Aderoxin
  • Manufacturer: Merck, BASF, DSM, Lonza, Zhejiang NHU
  • Regulatory Status: Approved pharmaceutical ingredient and dietary supplement; USP standard; not dangerous goods
  • Origin: First discovered as a nutritional factor in 1934 by Hungarian physician Paul György

Introduction

Pyridoxine hydrochloride is the hydrochloride salt form of pyridoxine, also known as vitamin B6. It is a water-soluble vitamin essential for numerous physiological functions, including amino acid metabolism, neurotransmitter synthesis, and red blood cell formation.

As a vitamin supplement and pharmaceutical ingredient, pyridoxine hydrochloride plays a vital role in maintaining nervous system health, immune function, and normal blood glucose levels.

Chemical Structure

Chemically, pyridoxine hydrochloride has the molecular formula C8H12ClNO3 and a molecular weight of approximately 205.64 g/mol. It is structurally characterized as 4,5-bis(hydroxymethyl)-2-methylpyridin-3-ol hydrochloride.

The compound consists of a pyridine ring substituted with hydroxymethyl groups and a methyl group, associated with a hydrochloride ion. Its IUPAC name is 4,5-bis(hydroxymethyl)-2-methylpyridin-3-ol hydrochloride, and it is represented by the SMILES notation OCC1=C(CO)C=NC(C)=C1O.Cl.

Medicines Containing Pyridoxine Hydrochloride

Pyridoxine hydrochloride is used in various pharmaceutical formulations. Some notable medicines include:

  • Pyridoxine Hydrochloride Injection, USP (100 mg/mL) – used for vitamin B6 supplementation via injection.
  • Multivitamin formulations containing vitamin B6.
  • Neuropathy treatment supplements.
  • Prenatal vitamins.
  • Combination therapies for metabolic or hereditary disorders involving vitamin B6 deficiency.

Mechanism of Action

Once administered, pyridoxine hydrochloride is converted in the body to its active form, pyridoxal 5′-phosphate (PLP). PLP acts as an essential coenzyme in many enzymatic reactions, particularly those involved in amino acid metabolism, neurotransmitter synthesis (including serotonin and dopamine), and sphingolipid production. It facilitates transamination, decarboxylation, and racemization reactions, which are critical for protein metabolism and nervous system function.

Pharmacokinetics

Pyridoxine hydrochloride is absorbed in the small intestine and converted to PLP primarily in the liver. PLP circulates bound to plasma proteins and is taken up by tissues where it participates in enzymatic reactions. Excess vitamin B6 is excreted mainly via the kidneys.

The compound is water-soluble, with good solubility in water (about 50 mg/mL), and has a melting point of 214-215 °C. It is stable under proper storage conditions, such as protection from light and moisture, and can be stored long-term at -20°C.

Therapeutic Uses

Pyridoxine hydrochloride is used therapeutically in the following contexts:

  • Treatment and prevention of vitamin B6 deficiency.
  • Management of peripheral neuropathy and nerve disorders.
  • Treatment of hereditary metabolic disorders such as xanthurenic aciduria, cystathioninuria, hyperoxaluria, and homocystinuria.
  • Supportive therapy in conditions requiring enhanced amino acid metabolism.
  • Adjunct in the management of certain anemia types due to its role in red blood cell formation.
  • Used in prenatal vitamins to support fetal development.

Side Effects

While generally safe when used appropriately, high doses or prolonged use of pyridoxine hydrochloride can cause side effects such as:

  • Sensory neuropathy (with excessive doses).
  • Nausea and gastrointestinal discomfort.
  • Allergic reactions in rare cases.
  • Photosensitivity.

Monitoring and adherence to recommended doses minimize risks.

Drug Interactions

Pyridoxine hydrochloride may interact with certain medications, including:

  • Isoniazid and hydralazine, which can induce vitamin B6 deficiency.
  • Levodopa, where vitamin B6 may reduce its therapeutic efficacy unless combined with carbidopa.
  • Penicillamine, which may increase vitamin B6 requirements.

Such interactions necessitate careful clinical management.

Safety Considerations

Pyridoxine hydrochloride is considered safe at recommended doses. It should be stored protected from light and moisture. Hazard statements include environmental precautions (H401), and disposal should follow appropriate guidelines (P273 + P501). It is not classified as dangerous goods for transportation.

Regulatory Status

Pyridoxine hydrochloride is recognized and regulated as a pharmaceutical ingredient and dietary supplement worldwide. It is included in the United States Pharmacopeia (USP) as a reference standard and is approved for use in prescription and over-the-counter products. Its purity is typically ≥98% by HPLC standards.

In summary, pyridoxine hydrochloride is a vital vitamin B6 form widely used in medicine and nutrition. Its role as a precursor to the active coenzyme PLP underpins its importance in metabolic and neurological health. Proper use, awareness of side effects, and drug interactions ensure its safe and effective therapeutic application.


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