Pyridoxamine

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Structural formula
Structural formula of pyridoxamine
General
Common name Pyridoxamine
other names 4- (aminomethyl) -5- (hydroxymethyl) -2-methylpyridin-3-ol ( IUPAC )
Molecular formula C 8 H 12 N 2 O 2
CAS number
  • 85-87-0
  • 524-36-7 (dihydrochloride)
  • 529-96-4 (phosphate)
PubChem 1052
Brief description colorless solid (dihydrochloride)
Occurrence ubiquitous
physiology
function Coenzyme in various enzymatic reactions, especially with aldehyde functions
Daily need 1.6-1.8 mg
Consequences in case of deficiency Diarrhea and vomiting, dermatitis , convulsive states, neurological disorders, epileptic fits
Overdose > 500 mg d −1
properties
Molar mass 168.19 g mol −1
Physical state firmly
Melting point
  • 193 ° C
  • 224–226 ° C (decomposition, dihydrochloride)
solubility
  • readily soluble in water (dihydrochloride 500 g l −1 at 20 ° C)
  • sparingly soluble in ethanol (dihydrochloride 6.5 g l −1 at 20 ° C)
  • practically insoluble in ether and chloroform (dihydrochloride)
safety instructions
GHS labeling of hazardous substances

Dihydrochloride

07 - Warning

Caution

H and P phrases H: 315-319-335
P: 261-305 + 351 + 338
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Pyridoxamine is a solid, water-soluble chemical compound that is one of the vitamins as a vital compound .

Along with their derivatives, pyridoxine and pyridoxal (with aldehyde function), which in vivo are easily transformed into each other, they form the group of vitamin B 6 . The biologically active form of the vitamin B 6 group is called pyridoxal phosphate . The forms of the vitamin can change during the storage and preparation of food, as, for example, when milk is heat-sterilized, pyridoxal is converted to pyridoxamine. While pyridoxol occurs mainly in plant tissue, pyridoxamine and pyridoxal are particularly found in animal tissue.

history

Pyridoxamine was first synthesized by Karl August Folkers in 1944

FDA classification

Pyridoxamine, or the salt pyridoxamine · 2 HCl (a dihydrochloride ), which is approved as a dietary supplement , was declared a medicinal substance by the FDA in the USA in 2009 because it is a component of the drug pyridorine .

properties

Pyridoxamine is a colorless, light- and heat-sensitive, crystalline solid that is easily soluble in water.

Individual evidence

  1. ↑ a b c Entry on pyridoxamine. In: Römpp Online . Georg Thieme Verlag, accessed on May 30, 2017.
  2. ↑ a b c Datasheet Pyridoxamine dihydrochloride, ≥98% from Sigma-Aldrich , accessed on October 22, 2016 ( PDF ).
  3. ↑ a b c Ibrahim Elmadfa, Claus Leitzmann: Human nutrition . UTB, 2015, ISBN 978-3-8252-8552-4 , pp. 449 ( limited preview in Google Book search).
  4. ↑ a b c Wiley-VCH: Ullmann's Food and Feed, 3 Volume Set . John Wiley & Sons, 2017, ISBN 978-3-527-33990-7 , pp. 1408 ( limited preview in Google Book search).
  5. ↑ Ermin Welzl: Biochemistry of Nutrition . Walter de Gruyter, 1985, ISBN 978-3-11-085431-2 , pp. 231 ( limited preview in Google Book search).
  6. ^ RE Olson: Karl August Folkers (1906-1997) . In: Journal of Nutrition . 131, No. 9, September 1, 2001, pp. 2227-2230. PMID 11533258 .