Pyridoxamine

Pyridoxamine
Names
	Preferred IUPAC name 4-(Aminomethyl)-5-(hydroxymethyl)-2-methylpyridin-3-ol
Identifiers
CAS Number	85-87-0 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:16410 ;
ChEMBL	ChEMBL593019 ;
ChemSpider	1023 ;
ECHA InfoCard	100.001.491
KEGG	C00534 ;
PubChem CID	1052;
UNII	6466NM3W93 ;
CompTox Dashboard (EPA)	DTXSID6046929 ;
	InChI InChI=1S/C8H12N2O2/c1-5-8(12)7(2-9)6(4-11)3-10-5/h3,11-12H,2,4,9H2,1H3 Key: NHZMQXZHNVQTQA-UHFFFAOYSA-N ; InChI=1/C8H12N2O2/c1-5-8(12)7(2-9)6(4-11)3-10-5/h3,11-12H,2,4,9H2,1H3 Key: NHZMQXZHNVQTQA-UHFFFAOYAS;
	SMILES Oc1c(c(cnc1C)CO)CN;
Properties
Chemical formula	C8H12N2O2
Molar mass	168.196 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Pyridoxamine (PM)^[1] is one form of vitamin B₆. Chemically it is based on a pyridine ring structure, with hydroxyl, methyl, aminomethyl, and hydroxymethyl substituents. It differs from pyridoxine by the substituent at the 4-position. The hydroxyl at position 3 and aminomethyl group at position 4 of its ring endow pyridoxamine with a variety of chemical properties, including the scavenging of free radical species and carbonyl species formed in sugar and lipid degradation and chelation of metal ions that catalyze Amadori reactions.^[2]

^ "Vitamin B-6". iupac.qmul.ac.uk. Retrieved 2024-09-26.
^ Adrover M, Vilanova B, Frau J, Muñoz F, Donoso J (May 2008). "The pyridoxamine action on Amadori compounds: A reexamination of its scavenging capacity and chelating effect". Bioorg. Med. Chem. 16 (10): 5557–69. doi:10.1016/j.bmc.2008.04.002. PMID 18434162.

[1] "Vitamin B-6". iupac.qmul.ac.uk. Retrieved 2024-09-26.

[Adrover_et_al-2] Adrover M, Vilanova B, Frau J, Muñoz F, Donoso J (May 2008). "The pyridoxamine action on Amadori compounds: A reexamination of its scavenging capacity and chelating effect". Bioorg. Med. Chem. 16 (10): 5557–69. doi:10.1016/j.bmc.2008.04.002. PMID 18434162.

[1]

[2]