Pyridoxamine hydrochloride

Base Information

• Chemical Name: Pyridoxamine hydrochloride
• CAS No.: 524-36-7
• Molecular Formula: C8H14Cl2N2O2
• Molecular Weight: 241.117
• Hs Code.: 29333990
• NSC Number: 21278
• UNII: 58WN04G9K9
• DSSTox Substance ID: DTXSID80199042
• Wikidata: Q27225158
• Metabolomics Workbench ID: 125925
• ChEMBL ID: CHEMBL1977058
• Mol file: 524-36-7.mol

Synonyms:Pyridoxamine hydrochloride;Pyridoxamine HCl;5103-96-8;4-(Aminomethyl)-5-hydroxy-6-methyl-3-pyridinemethanol hydrochloride;UNII-58WN04G9K9;58WN04G9K9;4-(aminomethyl)-5-(hydroxymethyl)-2-methylpyridin-3-ol;hydrochloride;3-Pyridinemethanol, 4-(aminomethyl)-5-hydroxy-6-methyl-, monohydrochloride;pyridoxamine monohydrochloride;NSC21278;NSC-21278;Pyridoxamine, dihydrochloride;C8H12N2O2.ClH;SCHEMBL561421;CHEMBL1977058;DTXSID80199042;CHEBI:131531;3-Pyridinemethanol, dihydrochloride;4-(aminomethyl)-5-(hydroxymethyl)-2-methylpyridin-3-ol, chloride;4-(aminomethyl)-5-(hydroxymethyl)-2-methylpyridin-3-ol hydrochloride;PYRIDOXAMINE, MONOHYDROCHLORIDE;AKOS024282631;Q27225158;[3-hydroxy-5-(hydroxymethyl)-2-methylpyridin-4-yl]methanaminium chloride;2-Methyl-3-hydroxy-4-(aminomethyl)-5-(hydroxymethyl)pyridene dihydrochloride;3-PYRIDINEMETHANOL, 4-(AMINOMETHYL)-5-HYDROXY-6-METHYL-, HYDROCHLORIDE (1:1)

Chemical Property of Pyridoxamine hydrochloride

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 2.92E-09mmHg at 25°C
• Melting Point: 224-226°C (dec.)(lit.)
• Refractive Index: 1.6100 (estimate)
• Boiling Point: 460.1 °C at 760 mmHg
• PKA: pKa 3.31(H2O t = 25 I = 0.1)(Approximate)
• Flash Point: 232.1 °C
• PSA: 79.37000
• Density: 1.282g/cm3
• LogP: 2.35090
• Storage Temp.: −20°C
• Solubility.: DMSO (Slightly), Methanol (Slightly), Water (Slightly)
• Water Solubility.: Soluble in DMSO, water, or methanol /n
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 204.0665554
• Heavy Atom Count: 13
• Complexity: 143

Purity/Quality:

98% ^*data from raw suppliers

Pyridoxamine Dihydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC=C(C(=C1O)CN)CO.Cl
• Description: Pyridoxamine dihydrochloride is a salt of pyridoxamine, which belongs to the family of vitamin B6 compounds. Pyridoxamine occurs naturally in animal-based food products. Its deficiency in humans potentially causes sideroblastic anemia, weakness, insomnia, and neurological disorders. It has been reported to have been effective against diabetic nephropathy.Use in mammalian cell culture as an alternative to pyridoxine or pyridoxal. Vitamin B6 is a required component of cell culture media. Historically, media have been supplemented with vitamin B6 in the aldehyde form, pyridoxal. While this is a biologically active form of vitamin B6, it is unstable in liquid media. When cells are able to utilize either pyridoxine and/or pyridoxamine, they are preferred supplement versus pyridoxal. A number of classical media are now offered with a choice between pyridoxal and pyridoxine as the vitamin A source.https://www.sigmaaldrich.com/US/en/product/sial/p9380?context=product
• Uses: Pyridoxamine dihydrochloride blocks pathogenic oxidative pathways in the progression of diabetic nephropathy.Pyridoxamine dihydrochloride, a derivative of vitaminB6 and potent inhibitor of AGE formation has been shown slowDKD progression, but only in patients with relatively preservedkidney function (i.e., baseline SCr 1.3 to 1.9 mg/dL).Pyridoxamine dihydrochloride (Pyridorin, NephroGenex) inhibits formation of advanced glycation end products and scavenges reactive oxygen species and toxic carbonyls. Whether these effects translate into kidney protection is unknown, although a year-long study of the effects of pyridoxamine dihydrochlo-ride in patients with type 2 diabetes and proteinuria failed to show a difference in kidney function decline with pyri-doxamine dihydrochloride in daily doses of 300 or 600 mg versus placebo treatment. Pyridoxamine Dihydrochloride (cas# 524-36-7) is a compound useful in organic synthesis.

Technology Process of Pyridoxamine hydrochloride

There total 6 articles about Pyridoxamine hydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.2%

2-Methyl-3-hydroxy-4-formyl-5-hydroxymethylpyridine oxime (20905-66-2,708-08-7) → pyridoxamine dihydrochloride (524-36-7)

Guidance literature:

With hydrogenchloride; hydrogen; palladium on activated charcoal; In methanol; for 0.916667h;

DOI:10.1007/BF00780188

Reference yield: 91.0%

N-acetylpyridoxamine hydrochloride → pyridoxamine dihydrochloride (524-36-7)

Guidance literature:

With hydrogenchloride; In methanol; at 39 - 48 ℃; for 10 - 16h; Heating / reflux; Industry scale;

Reference yield: 83.0%

2-methyl-3-hydroxy-4-cyano-5-acetyloxymethyl-pyridine (408335-89-7) → pyridoxamine dihydrochloride (524-36-7)

Guidance literature:

With hydrogenchloride; hydrogen; 5%-palladium/activated carbon; In methanol; water; at 20 ℃; under 760.051 Torr;

upstream raw materials:

2-Methyl-3-hydroxy-4-formyl-5-hydroxymethylpyridine oxime

pyridoxal hydrochloride

C₂₀H₁₈N₂O₆

2-methyl-3-hydroxy-4-cyano-5-acetyloxymethyl-pyridine

Downstream raw materials:

(Z)-4-((1-(4-fluorostyryl)-1H-pyrazolo[3,4-d]pyrimidin-4-ylamino)methyl)-5-(hydroxymethyl)-2-methylpyridin-3-ol

pyridoxal hydrochloride

pyridoxamine

pyridoxal 5'-phosphate

Refernces

• 1、 -. "COMPOSITIONS AND METHODS FOR THE TREATMENT OF METABOLIC DISORDERS". Paragraph 0110; 0119; 0120. . Retrieved 2015/05/26.
• 2、 -. "MANUFACTURE OF VITAMIN B6". Page/Page column 16. . Retrieved 2008/06/13.