4-Amino-5-hydroxymethyl-2-methylpyrimidine

4-Amino-5-hydroxymethyl-2-methylpyrimidine
Names
	Preferred IUPAC name (4-Amino-2-methylpyrimidin-5-yl)methanol
	Other names HMP
Identifiers
CAS Number	HMP: 73-67-6; HMP-P: 945-94-8; HMP-PP: 841-01-0;
3D model (JSmol)	HMP: Interactive image; HMP-P: Interactive image; HMP-PP: Interactive image;
ChEBI	HMP: CHEBI:16892; HMP-P: CHEBI:18032;
ChemSpider	HMP: 756; HMP-P: 211; HMP-PP: 17283642;
KEGG	HMP: C01279; HMP-P: C04556;
PubChem CID	HMP: 777; HMP-P: 24971456; HMP-PP: 16126786;
UNII	HMP: G62V17J09J;
	InChI HMP: InChI=1S/C6H9N3O/c1-4-8-2-5(3-10)6(7)9-4/h2,10H,3H2,1H3,(H2,7,8,9) Key: VUTBELPREDJDDH-UHFFFAOYSA-N; HMP-P: InChI=1S/C6H10N3O4P/c1-4-8-2-5(6(7)9-4)3-13-14(10,11)12/h2H,3H2,1H3,(H2,7,8,9)(H2,10,11,12)/p-1 Key: PKYFHKIYHBRTPI-UHFFFAOYSA-M; HMP-PP: InChI=1S/C6H11N3O7P2/c1-4-8-2-5(6(7)9-4)3-15-18(13,14)16-17(10,11)12/h2H,3H2,1H3,(H,13,14)(H2,7,8,9)(H2,10,11,12)/p-2 Key: AGQJQCFEPUVXNK-UHFFFAOYSA-L;
	SMILES HMP: CC1=NC=C(C(=N1)N)CO; HMP-P: CC1=NC=C(C(=N1)N)COP(=O)(O)[O-]; HMP-PP: CC1=NC=C(C(=N1)N)COP(=O)([O-])OP(=O)(O)[O-];
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Within the field of biochemistry, 4-amino-5-hydroxymethyl-2-methylpyrimidine (HMP) also known as toxopyrimidine together with its mono phosphate (HMP-P) and pyrophosphate (HMP-PP) esters are biogenetic precursors to the important biochemical cofactor thiamine pyrophosphate (TPP), a derivative of thiamine (vitamin B₁).

HMP, HMP-P and HMP-PP are found along with thiamine forms in a wide variety of living organisms. Thiamine in various salt, formulation and biological matrix forms are used to supplement human and animal diets because these organisms lack the capability to produce it. Methodologies are being sought for biotechnology-based production of thiamine forms and for increasing thiamine content in food sources.