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Pyridoxal hydrochloride

CAS No.
65-22-5
Chemical Name:
Pyridoxal hydrochloride
Synonyms
PYRIDOXAL HCL;3-HYDROXY-5-(HYDROXYLMETHYL)2-METHYL-4-PYRIDINE CARBOXYL ALDEHYDE HYDROCHLORIDE;PL HCL;TIMTEC-BB SBB000425;Pyridoxal hydrochlor;GLUTA fixative (2.5%);Pyridoxine Impurity 22;PYRIDOXAL HYDROCHLORIDE;PyridoxalHydrochloride>Pyridoxalhydrochloride,99%
CBNumber:
CB3271476
Molecular Formula:
C8H10ClNO3
Molecular Weight:
203.62
MDL Number:
MFCD00012809
MOL File:
65-22-5.mol
MSDS File:
SDS
Last updated:2024-04-07 13:46:58

Pyridoxal hydrochloride 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
InChIKey FCHXJFJNDJXENQ-UHFFFAOYSA-N
CAS DataBase Reference 65-22-5(CAS DataBase Reference)
FDA UNII 1416KF0QBC
EPA Substance Registry System Pyridoxal hydrochloride (65-22-5)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H303
Precautionary statements  P270-P301+P312-P403-P501c
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
NFPA 704
1
0 1

Pyridoxal hydrochloride price More Price(53)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 271748 Pyridoxal hydrochloride 99% 65-22-5 1g $70.1 2024-03-01 Buy
Sigma-Aldrich 271748 Pyridoxal hydrochloride 99% 65-22-5 5g $90.2 2024-03-01 Buy
Sigma-Aldrich 545060 Pyridoxal, Hydrochloride - CAS 65-22-5 - Calbiochem 65-22-5 25g $302 2024-03-01 Buy
TCI Chemical P0559 Pyridoxal Hydrochloride >98.0%(HPLC)(T) 65-22-5 1g $25 2024-03-01 Buy
TCI Chemical P0559 Pyridoxal Hydrochloride >98.0%(HPLC)(T) 65-22-5 5g $55 2024-03-01 Buy
Product number Packaging Price Buy
271748 1g $70.1 Buy
271748 5g $90.2 Buy
545060 25g $302 Buy
P0559 1g $25 Buy
P0559 5g $55 Buy

Pyridoxal hydrochloride Chemical Properties,Uses,Production

Description

Pyridoxal 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 Properties

White to off-white crystalline powder

Uses

For the labeling of amino acids and their detection in picomolar amounts1; Coenzymes and Cofactors, vol. 1: Vitamin B6, Pyridoxal Phosphate2

Uses

Pyridoxal 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.

Uses

Pyridoxal 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.

Definition

ChEBI: 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 Description

Pyridoxal 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 Activity

Pyridoxal 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 Actions

Vitamin 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 Profile

Poison 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.

Synthesis

In 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 Methods

Dissolve 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.]

58-56-0
65-22-5
Synthesis of Pyridoxal hydrochloride from Pyridoxine hydrochloride
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View Lastest Price from Pyridoxal hydrochloride manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Pyridoxal hydrochloride pictures 2024-04-26 Pyridoxal hydrochloride
65-22-5
US $100.00 / kg 1kg 99% 1000 hebei hongtan Biotechnology Co., Ltd
Pyridoxal hydrochloride (PLC) pictures 2024-04-22 Pyridoxal hydrochloride (PLC)
65-22-5
US $0.00 / kg 1kg 99.8% 1000 kg BINBO BIOLOGICAL CO.,LTD
Pyridoxal hydrochloride pictures 2023-11-18 Pyridoxal hydrochloride
65-22-5
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
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 3-hydroxy-2-methyl-5-methylol-pyridin-1-ium-4-carbaldehyde chloride 3-hydroxy-5-(hydroxymethyl)-2-methyl-4-pyridin-1-iumcarboxaldehyde chloride 3-hydroxy-5-(hydroxymethyl)-2-methyl-pyridin-1-ium-4-carbaldehyde chloride 3-hydroxy-5-(hydroxymethyl)-2-methylpyridin-1-ium-4-carbaldehyde chloride 3-hydroxy-5-(hydroxymethyl)-2-methylpyridine-4-carbaldehyde hydrochloride Pyridoxal hydrochloride, 99% 1GR Pyridoxal hydrochloride, 99% 5GR PL HCl, 3-Hydroxy-5-(hydroxymethyl)-2-methyl-4-pyridinecarboxaldehyde hydrochloride 3-Hydroxy-5-(hydroxymethyl)-2-methyl-4-pyridinecarboxaldehyde hydrochloride PL HCl Pyridoxal hydrochloride,3-Hydroxy-5-(hydroxymethyl)-2-methyl-4-pyridinecarboxaldehyde hydrochloride, PL HCl Pyridoxal hydrochlor Pyridoxal-[2H3] hydrochloride 3-Hydroxy-5-(hydroxyMethyl)-2-Methylisonicotinaldehyde hydrochlordie 4-Pyridinecarboxaldehyde,3-hydroxy-5-(hydroxymethyl)-2-methyl-,hydrochloride 2-METHYL-3-HYDROXY-4-FORMYL-5-HYDROXYMETHYLPYRIDINE HYDROCHLORIDE 3-HYDROXY-5-HYDROXYMETHYL-2-METHYL-4-PYRIDINAL, HCL 3-HYDROXY-5-HYDROXYMETHYL-2-METHYL-4-PYRIDINECARBOXALDEHYDE 3-HYDROXY-5-(HYDROXYMETHYL)-2-METHYL-4-PYRIDINECARBOXALDEHYDE HYDROCHLORIDE 3-HYDROXY-5-HYDROXYMETHYL-2-METHYLISONICO-TINALDEHYDE HYDROCHLORIDE pyridoxal hcl sigma grade crystalline PYRIDOXAL HYDROCHLORIDE CELL CULTURE*TES TED PyridoxalHydrochloride98%Min. Pyridoxalhydrochloride,99% 3-Hydroxy-5-[hydroxymethyl]-2-methylisonicotinealdehyde hydrochloride 4-Pyridinecarboxaldehyde,3-hydroxy-5-(hydroxyMethyl)-2-Methyl-, hydrochloride (1:1) Pyridoxal hydrochloride 3-Hydroxy-5-(hydroxymethyl)-2-methyl-4-pyridinecarboxaldehyde hydrochloride Pyridoxal Hydrochloride Standard Pyridoxal hydrochloride (Vitamin B6) PyridoxalHydrochloride> Pyridoxine Impurity 22 Pyridoxal hydrochloride Solution, 100μg/mL Pyridoxal hydrochloride ISO 9001:2015 REACH 3-hydroxy-5-(hydroxymethyl)-2-methyl-4-pyridinecarboxalde 3-hydroxy-5-(hydroxymethyl)-2-methyl-4-pyridinecarboxaldehyde chloride Pyridoxal, Hydrochloride - CAS 65-22-5 - Calbiochem PYRIDOXAL HCL 3-HYDROXY-5-(HYDROXYLMETHYL)2-METHYL-4-PYRIDINE CARBOXYL ALDEHYDE HYDROCHLORIDE 2-Methyl-344-nitrobenzyl&chloride Pyridoxal, hydrochloride (7CI, 8CI) GLUTA fixative (2.5%) 65-22-5 C8H9NO3xHCl C8H10ClNO3 C8H9NO3HCl ALDEHYDE Biochemicals and Reagents BioChemical Fluorescent Probes, Labels, Particles and Stains Fluorescent Labels Other Fluorescent Labels