2-甲基-3-羟基-4,5-二羟甲基吡啶
Pyridoxine
CAS: 65-23-6;12001-77-3
Molecular Formula: C8H11NO3
2-甲基-3-羟基-4,5-二羟甲基吡啶 - Names and Identifiers
| Name | Pyridoxine |
| Synonyms | VB6 PYRIDOXIN PYRIDOXOL Vitamin B6 Pyridoxine 3-hydroxy-2-picoline-5-dimethanol 2-Picoline-4,5-dimethanol, 3-hydroxy- 3-Hydroxy-4,5-dimethylol-alpha-picoline 3,4-Pyridinedimethanol, 5-hydroxy-6-methyl- 4,5-BIS(HYDROXYMETHYL)-2-METHYL-3-PYRIDINOL 4,5-BIS-HYDROXYMETHYL-2-METHYL-PYRIDIN-3-OL 2-methyl-3-hydroxy-4,5-dihydroxymethylpyridine 2-Methyl-3-hydroxy-4,5-dihydroxymethyl-pyridin 3-hydroxy-4,5-bis(hydroxymethyl)-2-methylpyridine 2-Methyl-3-hydroxy-4,5-bis(hydroxymethyl)pyridine 2-Methyl-4,5-bis(hydroxymethyl)-3-hydroxypyridine |
| CAS | 65-23-6 12001-77-3 |
| EINECS | 200-603-0 |
| InChI | InChI=1/C8H11NO3/c1-5-8(12)7(4-11)6(3-10)2-9-5/h2,10-12H,3-4H2,1H3 |
| InChIKey | LXNHXLLTXMVWPM-UHFFFAOYSA-N |
2-甲基-3-羟基-4,5-二羟甲基吡啶 - Physico-chemical Properties
| Molecular Formula | C8H11NO3 |
| Molar Mass | 169.18 |
| Density | 1.2435 (rough estimate) |
| Melting Point | 214-215°C(lit.) |
| Boling Point | 298.46°C (rough estimate) |
| Solubility | 1g soluble in about 4.5ml of water, 90ml of ethanol, slightly soluble in acetone, insoluble in ether and chloroform |
| Appearance | White crystal |
| Color | White to Off-White |
| pKa | pKa 5.00(H2Ot = 25.0I = 0.15(mixed)) (Uncertain) |
| Storage Condition | Inert atmosphere,2-8°C |
| Stability | Stable. Incompatible with strong oxidizing agents. |
| Sensitive | Sensitive to light |
| Refractive Index | 1.5100 (estimate) |
| MDL | MFCD00012807 |
| Physical and Chemical Properties | Melting point 159-162°C |
| Use | Clinically can be treated due to the lack of VB6 caused by a variety of diseases, such as skin disease, seborrhea dermatitis |
2-甲基-3-羟基-4,5-二羟甲基吡啶 - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. |
| WGK Germany | 3 |
| RTECS | UV1350000 |
| FLUKA BRAND F CODES | 8-10 |
| HS Code | 29362500 |
2-甲基-3-羟基-4,5-二羟甲基吡啶 - Upstream Downstream Industry
2-甲基-3-羟基-4,5-二羟甲基吡啶 - Reference
| Reference Show more | 1. Liu Yueqin, Wu Yidong, Zhao xueshuang, et al. Determination of vitamin B _6 in yeast extract by HPLC [J]. Food Industry, 2015(04):258-260. 2. Wang Yue, Li Dongxia, Li Zhi, et al. Detection of vitamin B based on four-peak metamaterial THz sensor [J]. Spectroscopy and spectral analysis, 2020, v.40(06):131-136. 3. Chen Yinbin, Wang Yufang, Hou Zhifang et al. Effects of Rg1 combined with B vitamins on NO release and Rg1 brain volume in mice with acute myocardial ischemia [J]. Specialty Research 2016(1):5-8. 4. Wen Pengcheng, Cui Na, Liang Qi, etc. Changes of vitamins in yak colostrum and its transitional milk [J]. Science and Technology of food industry, 2014, 35(16):121-121. 5. Guo Gangjun, Hu Xiaojing, Xu Rong, etc. Effects of drying methods on nutrition, functional components and amino acid composition of Moringa oleifera leaves [J]. Food Science, 2018, 39(011):39-45. 6. Zheng, Peihe, et al. "Influence of B- complex vitamins on the pharmacokinetics of ginsenosides Rg1, Rb1, and Ro after oral administration." Journal of medicinal food 20.11 (2017): 1127-1132.https://doi.org/10.1089/jmf.2017.3922 7. [IF=6.06] Yin Bin Chen et al."Effect of B- complex vitamins on the antifatigue activity and bioavailability of ginsenoside Re after oral administration."J Ginseng Res. 2017 Apr;41:209 8. [IF=2.786] Peihe Zheng et al."Influence of B- Complex Vitamins on the Pharmacokinetics of Ginsenosides Rg1, Rb1, and Ro After Oral Administration."J Med Food. 2017 Nov;20(11):1127-1132 9. [IF=7.514] Wei-Yu Mu et al."Determination of melamine and melamine-Cu(II) complexes in milk using a DNA-Ag hydrocolloid as the sensor."Food Chem. 2020 May;311:125889 10. [IF=7.514] Hongcai Li et al."Study on the nutritional characteristics and antioxidant activity of dealcoholized sequentially fermented apple juice with Saccharomyces cerevisiae and Lactobacillus plantarum fermentation."Food Chem. 2021 Nov;363:130351 11. [IF=6.057] Zihua Wang et al."Electrochemical sensor based on magnetic nanohybrids of multiple phthalocyanine doped ferrites/CMWCNTs for detection of rosmarinic acid."Talanta. 2021 May;226:122165 12. [IF=4.472] Han Hui et al."Changes in Biothiol Levels Are Closely Associated with Alzheimer's Disease."J Alzheimers Dis. 2021 Jan;82(2):527-540 |
2-甲基-3-羟基-4,5-二羟甲基吡啶 - Reference Information
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Introduction | pyridoxine, also known as vitamin B6 or anti-pellagra vitamin, the scientific name 2-methyl-3-hydroxy-4, 5-dihydroxymethylpyridine, common name pyridoxine hydrochloride, usually with its hydrochloride as a preparation, white or yellowish crystalline powder, melting Point 204-206 °c (decomposition). Soluble in water, ethanol and acetone, slightly soluble in ether. Sour bitter taste, stable in the air, the Sun gradient quality, easy sublimation. And ferric chloride was red-brown. |
| Food Source | Pyridoxine is mainly found in rice bran, vegetables, yeast, molasses, fat, etc. |
| pharmacological effects | pyridoxine reacts with ATP in vivo to produce pyridoxal phosphate and pyridoxamine phosphate with physiological activity, it is the coenzyme of some amino acid amino transferase, decarboxylic acid and racemase, and participates in many metabolic processes. For the prevention and treatment of vitamin B6 deficiency, prevention and treatment of isoniazid, cycloserine poisoning; Can also be used for pregnancy, radiation sickness and anti-cancer drugs caused by Vomit, seborrheic dermatitis. It can also reduce the toxicity of colchicine. |
| function | The main function of vitamin B6 is to form coenzyme in the form of active pyridoxal phosphate and participate in metabolism, it plays an important role in the reactions of amino group exchange, decarboxylation and amino acid decomposition. It is also involved in the metabolism of fats and carbohydrates. Vitamin B6 antagonists include hydroxypyrimidine, deoxypyridoxine and isoniazid. Deficiency of vitamin B6 and the presence of antagonists can lead to deficiency. |
| Clinical application | (1) Application in Emergency Medicine vitamin B6 participates in amino acid metabolism, it is related to the synthesis of the central neurotransmitter gamma-aminobutyric acid (GABA), which has a certain detoxification and spasmolysis effect. In recent years, it is often used in emergency treatment. (B) in the application of cardiovascular disease Vitamin B6 is beneficial to some patients with cardiovascular disease. homocysteine (Hcy) is an intermediate metabolite of Methionine Metabolism. When the level of Hcy in plasma is abnormally elevated, it can damage endothelial cells and blood vessels, which is a risk factor for a variety of cardiovascular diseases (3) application in gynecological diseases Vitamin B6 is a coenzyme synthesized by GABA and serotonin, which can reduce nerve excitability and relax uterine smooth muscle, thus it can effectively treat female primary dysmenorrhea, and has the advantages of small side effects and low cost. (4) treatment of vitamin B6 dependent epilepsy vitamin B6 dependent epilepsy in children is due to vitamin B6 deficiency caused by congenital metabolic defects, and the children are not sensitive to conventional antiepileptic drugs, Take pharmacological doses of vitamin B6 for life. (V) other it can be seen that vitamin B6 has been used for the treatment of carpal tunnel syndrome, childhood autism, acne vulgaris, leukopenia and other diseases. Vitamin B6 may also prevent hand-foot syndrome caused by capecitabine. |
| adverse reactions | massive use of pyridoxine can cause severe nerve sensory abnormalities, progressive gait instability to foot numbness, his hands were not flexible, which could be relieved after drug withdrawal, but he was still weak. |
| preparation | Pyridoxine is the most widely distributed form of vitamin B6 compounds in nature, it is also the main component of this series of vitamin drugs. At present, the production of pyridoxine hydrochloride by oxazole method is mainly used in industry. However, in this method, a large amount of phosphorus pentoxide is used, which is easy to cause equipment damage and safety accidents, and also brings serious three waste problems. Therefore, the chemical workers have carried out optimization research on the process, if phosphorus pentoxide is removed and N-ethoxyalanine ethyl ester (in place of N-formyl alanine ethyl ester) is prepared by simultaneous esterification of alanine and oxalic acid, an important intermediate for the production of 4-methyl-5-methoxy-2-oxazole carboxylic acid ethyl ester is the phosgene-triethylamine system. In Diels-Alder, further process reform was carried out, so that the synthesis of 4-methyl-5-ethoxyoxazole (3) did not require high vacuum and reduced pressure distillation operation, and diethyl maleate was used for cycloaddition, the target compound was obtained by aromatization and reduction, and the total yield was 56%. Among the above processes, the biggest disadvantage is that benzene, which is toxic and carcinogenic, is used as the reaction solvent. In 2003, Roche (Shanghai) vitamin Co., Ltd. completely broke the traditional production process and successfully built the first domestic vitamin B6 production line without benzene as a solvent, this is a major breakthrough in the production process of vitamin B6, which is of great significance to the deteriorating environmental protection. |
| purpose | is a vitamin and can be used as a food additive. It can also be used as an intermediate for pyritinol hydrochloride. regulates the vitality of sebaceous glands and can be used in cleansing and care products for oil control of the face. Can also be used for hair care products, improve oily hair condition, healthy hair follicles |
| production method | is present in rice husk, sugarcane, yeast, malt, etc. It can be synthesized from a variety of routes. |
Last Update：2024-04-09 15:16:52
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