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药品详细

Pyridoxine(吡哆醇)

化学结构式图
中文名
吡哆醇
英文名
Pyridoxine
分子式
C8H11NO3
化学名
4,5-bis(hydroxymethyl)-2-methylpyridin-3-ol
分子量
Average: 169.1778
Monoisotopic: 169.073893223
CAS号
65-23-6
ATC分类
A11H 未知
药物类型
small molecule
阶段
approved, nutraceutical
商品名
同义名
基本介绍

Pyridoxine is the 4-methanol form of vitamin B6 and is converted to pyridoxal 5-phosphate in the body. Pyridoxal 5-phosphate is a coenzyme for synthesis of amino acids, neurotransmitters (serotonin, norepinephrine), sphingolipids, aminolevulinic acid. Although pyridoxine and vitamin B6 are still frequently used as synonyms, especially by medical researchers, this practice is erroneous and sometimes misleading. [PubChem]

生产厂家
  • Akorn inc
  • App pharmaceuticals llc
  • Bel mar laboratories inc
  • Dell laboratories inc
  • Eli lilly and co
  • Elkins sinn div ah robins co inc
  • Luitpold pharmaceuticals inc
  • Watson laboratories inc
封装厂家
参考
Synthesis Reference Not Available
General Reference Not Available
剂型
规格
化合物类型
Type small molecule
Classes
  • Pyridoxals and Derivatives
Substructures
  • Pyridoxals and Derivatives
  • Hydroxy Compounds
  • Pyridines and Derivatives
  • Alcohols and Polyols
  • Heterocyclic compounds
  • Aromatic compounds
  • Imines
  • Phenols and Derivatives
适应症
药理
Indication For the treatment of vitamin B6 deficiency and for the prophylaxis of isoniazid-induced peripheral neuropathy.
Pharmacodynamics Vitamin B6 (pyridoxine) is a water-soluble vitamin used in the prophylaxis and treatment of vitamin B6 deficiency and peripheral neuropathy in those receiving isoniazid (isonicotinic acid hydrazide, INH). Vitamin B6 has been found to lower systolic and diastolic blood pressure in a small group of subjects with essential hypertension. Hypertension is another risk factor for atherosclerosis and coronary heart disease. Another study showed pyridoxine hydrochloride to inhibit ADP- or epinephrine-induced platelet aggregation and to lower total cholesterol levels and increase HDL-cholesterol levels, again in a small group of subjects. Vitamin B6, in the form of pyridoxal 5'-phosphate, was found to protect vascular endothelial cells in culture from injury by activated platelets. Endothelial injury and dysfunction are critical initiating events in the pathogenesis of atherosclerosis. Human studies have demonstrated that vitamin B6 deficiency affects cellular and humoral responses of the immune system. Vitamin B6 deficiency results in altered lymphocyte differentiation and maturation, reduced delayed-type hypersensitivity (DTH) responses, impaired antibody production, decreased lymphocyte proliferation and decreased interleukin (IL)-2 production, among other immunologic activities.
Mechanism of action Vitamin B6 is the collective term for a group of three related compounds, pyridoxine (PN), pyridoxal (PL) and pyridoxamine (PM), and their phosphorylated derivatives, pyridoxine 5'-phosphate (PNP), pyridoxal 5'-phosphate (PLP) and pyridoxamine 5'-phosphate (PMP). Although all six of these compounds should technically be referred to as vitamin B6, the term vitamin B6 is commonly used interchangeably with just one of them, pyridoxine. Vitamin B6, principally in its biologically active coenzyme form pyridoxal 5'-phosphate, is involved in a wide range of biochemical reactions, including the metabolism of amino acids and glycogen, the synthesis of nucleic acids, hemogloblin, sphingomyelin and other sphingolipids, and the synthesis of the neurotransmitters serotonin, dopamine, norepinephrine and gamma-aminobutyric acid (GABA).
Absorption The B vitamins are readily absorbed from the gastrointestinal tract, except in malabsorption syndromes. Pyridoxine is absorbed mainly in the jejunum.
Volume of distribution Not Available
Protein binding 22%
Metabolism
Hepatic.
Route of elimination Not Available
Half life 15-20 days
Clearance Not Available
Toxicity Oral Rat LD50 = 4 gm/kg. Toxic effects include convulsions, dyspnea, hypermotility, diarrhea, ataxia and muscle weakness.
Affected organisms
  • Humans and other mammals
Pathways Not Available
理化性质
Properties
State solid
Experimental Properties
Property Value Source
melting point 159-162 °C PhysProp
water solubility 2.2E+005 mg/L Not Available
logP -0.77 SANGSTER (1993)
Predicted Properties
Property Value Source
water solubility 1.61e+01 g/l ALOGPS
logP -0.57 ALOGPS
logP -0.95 ChemAxon
logS -1 ALOGPS
pKa (strongest acidic) 9.4 ChemAxon
pKa (strongest basic) 5.58 ChemAxon
physiological charge 0 ChemAxon
hydrogen acceptor count 4 ChemAxon
hydrogen donor count 3 ChemAxon
polar surface area 73.58 ChemAxon
rotatable bond count 2 ChemAxon
refractivity 44.11 ChemAxon
polarizability 17.12 ChemAxon
药物相互作用
食物相互作用
Not Available

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