Pyridoxal

Base Information

• Chemical Name: Pyridoxal
• CAS No.: 66-72-8
• Molecular Formula: C8H9NO3
• Molecular Weight: 167.164
• European Community (EC) Number: 200-630-8
• UNII: 3THM379K8A
• DSSTox Substance ID: DTXSID4046020
• Nikkaji Number: J2.361B
• Wikipedia: Pyridoxal
• Wikidata: Q3065731
• NCI Thesaurus Code: C85248
• Metabolomics Workbench ID: 37862
• ChEMBL ID: CHEMBL102970
• Mol file: 66-72-8.mol

Synonyms:Pyridoxal

Chemical Property of Pyridoxal

Chemical Property:

• Vapor Pressure: 1.48E-07mmHg at 25°C
• Melting Point: 165 °C
• Refractive Index: 1.639
• Boiling Point: 412.8 °C at 760 mmHg
• PKA: pKa 4.20 (H2O t = 25 I = 0.1)(Approximate)
• Flash Point: 203.5 °C
• PSA: 70.42000
• Density: 1.36 g/cm³
• LogP: 0.40040
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 167.058243149
• Heavy Atom Count: 12
• Complexity: 162

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Biological Agents -> Vitamins and Derivatives
• Canonical SMILES: CC1=NC=C(C(=C1O)C=O)CO
• Recent NIPH Clinical Trials: Effects of Pyridoxal on Anemia and Bone Turnover Markers in Prevalent Hemodialysis Patients (PYRAMID): A Randomized Controlled Trial

Technology Process of Pyridoxal

There total 36 articles about Pyridoxal 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: 94.0%

pyridoxal hydrochloride (65-22-5) → pyridoxal (66-72-8)

Guidance literature:

With sodium hydrogencarbonate; In water; for 1h;

DOI:10.1134/S1070363215020309

Reference yield:

2-{[1-(3-Hydroxy-5-hydroxymethyl-2-methyl-pyridin-4-yl)-meth-(E)-ylidene]-amino}-3-phosphonooxy-propionic acid → O-phospho-DL-serine (17885-08-4,7331-08-0) + pyridoxal (66-72-8)

Guidance literature:

at 30 ℃; Equilibrium constant;

DOI:10.1021/ja00460a040

Reference yield:

α-ketoglutaric acid (328-50-7) + water (7732-18-5) + pyridoxamine (85-87-0) → Glutamic acid (617-65-2,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) + pyridoxal (66-72-8)

Guidance literature:

DOI:10.1021/ja01124a033 DOI:10.1021/ja01218a013

upstream raw materials:

5-hydroxy-6-methyl-3,4-pyridinedimethanol

pyridoxamine

Glyoxilic acid

3-Chloro-2-{[1-(3-hydroxy-5-hydroxymethyl-2-methyl-pyridin-4-yl)-meth-(E)-ylidene]-amino}-propionic acid

Downstream raw materials:

5-hydroxymethyl-2-methyl-4-(4,5,6,7-tetrahydro-1(3)H-imidazo[4,5-c]pyridin-4-yl)-pyridin-3-ol

Schiff base pyridoxal-pyridoxamine

2-Oxobutyric acid

ammonia

Refernces

• 1、 Suzue,Haruna. "Biosynthesis of vitamin B6. II. Localization of 14C-carbons in vitamin B6.". . p. 161 - 163. Retrieved 1970.
• 2、 Jayaram, Beby,Mayanna, Sarabaghatta Mayanna. "Kinetics and Mechanism of Oxidation of Pyridoxine by Sodium N-Chlorobenzenesulfonamidate". . p. 1439 - 1440. Retrieved 1984.
• 3、 Yoshikane, Yu,Tamura, Asuka,Yokochi, Nana,Ellouze, Khalil,Yamamura, Eitora,Mizunaga, Hanae,Fujimoto, Noboru,Sakamoto, Keiji,Sawa, Yoshihiro,Yagi, Toshiharu. "Engineering Mesorhizobium loti pyridoxamine-pyruvate aminotransferase for production of pyridoxamine with l-glutamate as an amino donor". . p. 104 - 110. Retrieved 2010.
• 4、 Back, Davi Fernando,Manzoni De Oliveira, Gelson,Roman, Daiane,Ballin, Marco Aurélio,Kober, Roger,Piquini, Paulo Cesar. "Synthesis of symmetric N,O-donor ligands derived from pyridoxal (vitamin B6): DFT studies and structural features of their binuclear chelate complexes with the oxofilic uranyl and vanadyl(V) cations". . p. 6 - 14. Retrieved 2014.
• 5、 Kibardina,Trifonov,Pudovik,Burilov,Pudovik. "Pyridoxal-derived Schiff's bases". . p. 514 - 516. Retrieved 2015/04/14.