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Pyridoxal hydrochloride

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Products Intro: Product Name:Pyridoxal Hydrochloride
CAS:65-22-5
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CAS:65-22-5
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CAS:65-22-5
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CAS:65-22-5
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Products Intro: Product Name:Pyridoxal hydrochloride
CAS:65-22-5
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Pyridoxal hydrochloride manufacturers

Pyridoxal hydrochloride Basic information
Product Name:Pyridoxal hydrochloride
Synonyms:Pyridoxal hydrochloride, >=98%;Pyridoxal hydrochloride(PLC);PYRIDOXAL HCL SIGMA GRADE CRYSTALLIN;PYRIDOXAL HYDROCHLORIDE SUITABLE FOR;TIMTEC-BB SBB000425;PYRIDOXAL HYDROCHLORIDE;PL HCL;3-hydroxy-5-(hydroxymethyl)-2-methyl-4-pyridinecarboxaldehydhydrochloride
CAS:65-22-5
MF:C8H10ClNO3
MW:203.62
EINECS:200-602-5
Product Categories:Vitamin Derivatives;Vitamins;Aldehydes;Building Blocks;C8;Carbonyl Compounds;Chemical Synthesis;Nutrition Research;Organic Building Blocks;Vitamin B;Vitamin B6;Companion Products and Reagents;Insect Platform;Biochemicals and Reagents;Cell Culture;Fluorescent Labels;Fluorescent Probes;Labels;Other Fluorescent Labels;Particles and Stains;Serum-free Media;and Substrates;Cofactors;Enzymes;Inhibitors;Other Cofactors;Isolabel;Biochemistry
Mol File:65-22-5.mol
Pyridoxal hydrochloride Structure
Pyridoxal hydrochloride Chemical Properties
Melting point 173 °C (dec.)(lit.)
storage temp. 2-8°C
solubility DMSO (Slightly), Methanol (Slightly), Water (Slightly)
form Powder
color White
Water Solubility Soluble in water and ethanol.
Sensitive Hygroscopic
Merck 14,7978
BRN 3656994
InChIKeyFCHXJFJNDJXENQ-UHFFFAOYSA-N
CAS DataBase Reference65-22-5(CAS DataBase Reference)
EPA Substance Registry SystemPyridoxal hydrochloride (65-22-5)
Safety Information
Hazard Codes Xi
Risk Statements 20/21/22-36/37/38
Safety Statements 24/25-22-36-26
WGK Germany 2
RTECS UV1225000
8
TSCA Yes
HS Code 29362500
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
Pyridoxal hydrochloride Usage And Synthesis
DescriptionPyridoxal hydrochloride is a hydrochloride salt formed by combining pyridoxal with hydrochloric acid. It is also a derivative of pyridinium salt and vitamin B6. It has important roles in E. coli metabolites, Saccharomyces cerevisiae metabolites, cofactors, human metabolites and mouse metabolites. It can be used as a calibrator for liquid chromatography of food samples, a component of culture media for lactic acid bacteria (LAB) and foodborne pathogens (FBP) (component of arginine decarboxylase and lysine decarboxylase).
Chemical PropertiesWhite to off-white crystalline powder
UsesFor the labeling of amino acids and their detection in picomolar amounts1; Coenzymes and Cofactors, vol. 1: Vitamin B6, Pyridoxal Phosphate2
UsesPyridoxal hydrochloride is used in labeling of amino acids for their detection. It finds application in neurotransmitters, sphingolipids and aminolevulinic acid. It is also used as a nutritional agent. It is also applied in research studies like biochemical, drugs and in media supplements.
UsesPyridoxal hydrochloride is one of the three natural forms of vitamin B6, along with pyridoxamine and pyridoxine. All of these forms are converted in the human body into a single biologically active form, Pyridoxal 5-phosphate (P991715). Green plants are a natural source of Pyridoxal, and its deficiency in the human body can lead to serious complications such as epilepsy and seizures.
DefinitionChEBI: Pyridoxal hydrochloride is a hydrochloride obtained by combining pyridoxal with one molar equivalent of hydrochloric acid. It has a role as an Escherichia coli metabolite, a Saccharomyces cerevisiae metabolite, a cofactor, a human metabolite and a mouse metabolite. It is a hydrochloride, a pyridinium salt and a vitamin B6. It contains a pyridoxal(1+).
General DescriptionPyridoxal is a heterocyclic compound, weighing 167.2 Da. It is one of the natural forms of vitamin B6. Pyridoxal is found to be less stable than pyridoxine, hence heating might result in the loss of its action. Pyridoxal has a wide variety of sources and is present in both plants and animals. Pyridoxal serves as an efficient precursor for coenzymes : pyridoxal phosphate and pyridoxamine phosphate.
Biological ActivityPyridoxal hydrochloride,the 4-carboxyaldehyde form of vitamin b6 which is converted to pyridoxal phosphate which is a coenzyme for synthesis of amino acids, neurotransmitters (serotonin, norepinephrine), sphingolipids, aminolevulinic acid.
Biochem/physiol ActionsVitamin B6 plays a key role in metabolism of both carbohydrates and amino acids. It is implicated in the synthesis of neurotransmitters like dopamine from L-DOPA, serotonin from 5-HTP, and γaminobutyric acid (GABA) from glutamate. Vitamin B6 plays a major role in maintenance of a healthy nervous system.
Safety ProfilePoison by intramuscular, intravenous, and intraperitoneal routes. Moderately toxic by ingestion and subcutaneous routes. When heated to decomposition it emits very toxic fumes of NOx and HCl. See also ALDEHYDES.
SynthesisIn the 25mL reaction flask with agitator and thermometer, add successively 0.085g (0.5mmol) 2,2,6,6-tetramethyl piperidine-nitrogen-oxyradical, 0.29g (2mmol) cupric bromide, 0.40g (5mmol) pyridine and 2.06g (10mmol) pyridoxinehydrochloride. Add water 5mL, temperature is controlled at 30 DEG C, opens and stirs.Then drip 2.0g (18mmol) 30% hydrogen peroxide, control temperature of reaction at 30~35 DEG C simultaneously.After dropwising, insulation continues to stir 1~2 hour at 30~35 DEG C, and gained reaction solution reaches 99% (liquid-phase condition: chromatographic column is XDB-G8 250 × 4.6 mm 5um through Liquid Detection pyridoxol transformation efficiency.Moving phase is methyl alcohol: buffer=15: 85; Buffer:0.04% sodium pentanesulfonate is adjusted PH to 3 with Glacial acetic acid; Detection wavelength is 284nm), reaction preference is 98%.
In addition, get about 5mL reaction solution and directly go up silicagel column, eluent is methylene dichloride: methyl alcohol=20: 1, obtain final elutriant through gradient elution, and be concentrated into dryly, can obtain white solidpyridoxalhydrochloride, fusing point 164.1-164.8 DEG C, nuclear-magnetism characterizes as follows: 1hNMR (400MHz, DMSO), δ: 8.27 (s, 1H, CHO), 6.63 (d, 1H, CH), 5.00-5.16 (m, 2H, CH2), 2.62 (s, 3H, CH3).
Because pyridoxalhydrochloride is unstable, difficult separation, reaction solution then adds p-ethoxyaniline 1.37g (10mmol), treated yellow Schiff alkali (IX) 2.10g that obtains without separating.The total recovery of two-step reaction is 88%.
Purification MethodsDissolve it in water and adjust the pH to 6 with NaOH. Set aside overnight to crystallise. The crystals are washed with cold water, dried in a vacuum desiccator over P2O5 and stored in a brown bottle at room temperature. The free base is then converted to the hydrochloride with one equivalent of HCl. [Fleck & Alberty J Phys Chem 66 1678 1962, Beilstein 21/13 V 44.]
Tag:Pyridoxal hydrochloride(65-22-5) Related Product Information
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