Pyridoxine HCl
(Synonyms: 吡哆醇盐酸盐; Pyridoxol hydrochloride; Vitamin B6 hydrochloride) 目录号 : GC17393
Pyridoxine HCl是维生素B6的盐酸盐形式,具有抗氧化剂的作用。
Cas No.:58-56-0
Sample solution is provided at 25 µL, 10mM.
Pyridoxine HCl is the hydrochloride form of vitamin B6 that functions as an antioxidant[1]. Pyridoxine HCl can inhibit the α-glucosidase on the brush border of the small intestine, delaying the digestion of oligosaccharides and disaccharides into monosaccharides, thereby reducing the absorption rate of glucose[2]. Pyridoxine HCl acts as a co-factor to improve the conversion of glyoxylic acid into glycine in ethylene glycol poisoning[3]. Pyridoxine HCl can be used as a model compound to design new drugs and develop related derivatives[4].
In vitro, Pyridoxine HCl treatment for 24 hours significantly inhibited the cell viability of HepG2 cells, with an IC50 value of 6.32±0.98mM[5]. Treatment with 250μg/ml Pyridoxine HCl for 24 hours significantly altered the expression of cell surface markers in lipopolysaccharides (LPS)-stimulated U937 cells, and reduced the secretion of IL-1β, IL-6, IL-10 and TNF-α in the cells[6]. Treatment with 100mg/l Pyridoxine HCl for 24 hours can fully restore the migration ability and response to shear stress of human aortic endothelial cells cultured in 30.5mM glucose[7].
In vivo, Pyridoxine HCl treatment through intraperitoneal injection (350mg/kg; twice a day) for 2 weeks led to the increase in glial fibrillary acidic protein (GFAP)-positive cells in the subgranular zone of the dentate gyrus of C57BL/6 mice and promoted neuroblast differentiation[8]. A single intraperitoneal injection of 180mg/kg dose of Pyridoxine HCl for 30 minutes increased the GABA level in the mouse brain and reduced the levels of glutamate and nitrite, and decreased the anxiety-related behaviors of the mice[9].
References:
[1] Bilski P, Li M Y, Ehrenshaft M, et al. Vitamin B6 (pyridoxine) and its derivatives are efficient singlet oxygen quenchers and potential fungal antioxidants[J]. Photochemistry and photobiology, 2000, 71(2): 129-134.
[2] Kim H H, Kang Y R, Choi H Y, et al. Postprandial anti-hyperglycemic effect of vitamin B6 (pyridoxine) administration in healthy individuals[J]. Food science and biotechnology, 2019, 28(3): 907-911.
[3] Lheureux P, Penaloza A, Gris M. Pyridoxine in clinical toxicology: a review[J]. European Journal of Emergency Medicine, 2005, 12(2): 78-85.
[4] Shtyrlin Y G, Petukhov A S, Strelnik A D, et al. Chemistry of pyridoxine in drug design[J]. Russian Chemical Bulletin, 2019, 68(5): 911-945.
[5] Balakina A, Prikhodchenko T, Amozova V, et al. Preparation, antioxidant properties and ability to increase intracellular no of a new pyridoxine derivative B6NO[J]. Antioxidants, 2021, 10(9): 1451.
[6] Mikkelsen K, Dargahi N, Fraser S, et al. High-dose vitamin B6 (pyridoxine) displays strong anti-inflammatory properties in lipopolysaccharide-stimulated monocytes[J]. Biomedicines, 2023, 11(9): 2578.
[7] Kelso B G, Brower J B, Targovnik J H, et al. Pyridoxine restores endothelial cell function in high glucose[J]. Metabolic Syndrome and Related Disorders, 2011, 9(1): 63-68.
[8] Yoo D Y, Kim W, Kim D W, et al. Pyridoxine enhances cell proliferation and neuroblast differentiation by upregulating the GABAergic system in the mouse dentate gyrus[J]. Neurochemical research, 2011, 36(5): 713-721.
[9] Walia V, Garg C, Garg M. Anxiolytic-like effect of pyridoxine in mice by elevated plus maze and light and dark box: Evidence for the involvement of GABAergic and NO-sGC-cGMP pathway[J]. Pharmacology Biochemistry and Behavior, 2018, 173: 96-106.
Pyridoxine HCl是维生素B6的盐酸盐形式,具有抗氧化剂的作用[1]。Pyridoxine HCl通过抑制小肠刷状缘上的α-葡萄糖苷酶,延缓寡糖和二糖分解为单糖,从而降低葡萄糖的吸收速率[2]。在乙二醇中毒治疗中,Pyridoxine HCl可作为辅因子促进乙醛酸向甘氨酸的转化[3]。此外,Pyridoxine HCl还可作为模型化合物用于新药设计及相关衍生物开发[4]。
在体外,Pyridoxine HCl处理24小时能显著抑制HepG2细胞活力,IC50值为6.32±0.98 mM[5]。使用250μg/ml的Pyridoxine HCl处理脂多糖刺激的U937细胞24小时,可显著改变细胞表面标志物的表达,并降低细胞内IL-1β、IL-6、IL-10和TNF-α的分泌[6]。用100mg/l的Pyridoxine HCl处理24小时,能完全恢复高糖(30.5mM)条件下培养的人主动脉内皮细胞的迁移能力及对剪切力的响应[7]。
在体内,通过每日两次腹腔注射Pyridoxine HCl(350mg/kg),连续两周,可增加C57BL/6小鼠齿状回颗粒下区的胶质纤维酸性蛋白阳性细胞数量,并促进神经母细胞分化[8]。单次腹腔注射180mg/kg剂量的Pyridoxine HCl 30分钟后,能提高小鼠脑内GABA水平,降低谷氨酸和亚硝酸盐含量,并减少焦虑相关行为[9]。
| Cell experiment [1]: | |
Cell lines | HepG2 cells |
Preparation Method | HepG2 cells were cultured in EMEM medium supplemented with 10% fetal bovine serum, penicillin (50U/ml), and streptomycin (50mg/ml). The cells were seeded in 96-well culture plates at a concentration of 5×104 cells/ml. After 24 hours of adherent culture, Pyridoxine HCl was added to the medium at concentrations of 0, 2, 4, 6, 8, and 10mM. The cells were further cultured for 24 hours, and then the dye MTT was added to the culture medium and analyzed at 570nm. |
Reaction Conditions | 0, 2, 4, 6, 8, and 10mM; 24h |
Applications | Pyridoxine HCl treatment inhibited the cell viability of HepG2 cells in a dose-dependent manner. |
| Animal experiment [2]: | |
Animal models | Male C57BL/6 mice |
Preparation Method | Male C57BL/6J mice (7 weeks old) were raised under standard conditions, with a suitable temperature (22°C) and humidity (55%), a 12-hour light/12-hour dark cycle, and free access to food and water. The mice were divided into two groups (12 mice in each group): the control group (with normal saline) and the Pyridoxine HCl treatment group. The mice were intraperitoneally injected with the vehicle or Pyridoxine HCl (350mg/kg) twice a day for 2 weeks. After the last treatment with Pyridoxine HCl, the mice were sacrificed 2 hours later and their brain tissues were collected for analysis. |
Dosage form | 350mg/kg; twice a day for 2 weeks; i.p. |
Applications | Pyridoxine HCl treatment led to cytoplasmic hypertrophy of GFAP-positive astrocytes in mice and promoted neuroblast differentiation. |
References: | |
| Cas No. | 58-56-0 | SDF | |
| 别名 | 吡哆醇盐酸盐; Pyridoxol hydrochloride; Vitamin B6 hydrochloride | ||
| 化学名 | 4,5-bis(hydroxymethyl)-2-methylpyridin-3-ol;hydrochloride | ||
| Canonical SMILES | CC1=NC=C(C(=C1O)CO)CO.Cl | ||
| 分子式 | C8H11NO3 .HCl | 分子量 | 205.64 |
| 溶解度 | ≥ 9.3mg/mL in DMSO | 储存条件 | Store at -20°C |
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1 mg | 5 mg | 10 mg |
| 1 mM | 4.8629 mL | 24.3143 mL | 48.6287 mL |
| 5 mM | 972.6 μL | 4.8629 mL | 9.7257 mL |
| 10 mM | 486.3 μL | 2.4314 mL | 4.8629 mL |
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