4-Amino-5-Hydroxymethyl-2-methylpyrimidine

Base Information

• Chemical Name: 4-Amino-5-Hydroxymethyl-2-methylpyrimidine
• CAS No.: 73-67-6
• Molecular Formula: C6H9 N3 O
• Molecular Weight: 139.157
• Hs Code.: 2933599090
• European Community (EC) Number: 806-933-7
• NSC Number: 28247
• UNII: G62V17J09J
• DSSTox Substance ID: DTXSID80223275
• Nikkaji Number: J544.797F
• Wikipedia: Toxopyrimidine,4-Amino-5-hydroxymethyl-2-methylpyrimidine
• Wikidata: Q27093111
• Metabolomics Workbench ID: 50689
• ChEMBL ID: CHEMBL1233354
• Mol file: 73-67-6.mol

Synonyms:2-Methyl-4-amino-5-(hydroxymethyl)pyrimidine;2-Methyl-4-amino-5-pyrimidinemethanol; 2-Methyl-5-hydroxymethyl-6-aminopyrimidine;2-Methyl-6-amino-5-hydroxymethylpyrimidine;4-Amino-2-methyl-5-hydroxymethylpyrimidine;4-Amino-2-methyl-5-pyrimidinemethanol;4-Amino-5-hydroxymethyl-2-methylpyrimidine;6-Amino-5-hydroxymethyl-2-methylpyrimidine; NSC 28247; OMPM; Pyramin; Pyramine;Pyramine (pyridoxine antagonist); Pyrazan; TXP; Toxopyrimidine

Chemical Property of 4-Amino-5-Hydroxymethyl-2-methylpyrimidine

Chemical Property:

• Melting Point: 193-198°; mp 198-200°
• Boiling Point: 326.0±27.0 °C(Predicted)
• PKA: 13.31±0.10(Predicted)
• PSA: 72.03000
• Density: 1.285±0.06 g/cm3(Predicted)
• LogP: 0.44070
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 139.074561919
• Heavy Atom Count: 10
• Complexity: 109

Purity/Quality:

99% ^*data from raw suppliers

(4-?Amino-?2-?methyl-?5-?pyrimidinyl)?methanol(Toxopyrimidine) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC=C(C(=N1)N)CO
• Uses: Toxopyrimidine is intermediate in thiamin biosynthetic pathway, a cofactor crucial for several enzymes involved in carbohydrate and amino acid metabolism.

Technology Process of 4-Amino-5-Hydroxymethyl-2-methylpyrimidine

There total 2 articles about 4-Amino-5-Hydroxymethyl-2-methylpyrimidine 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:

water (7732-18-5) + Aneurin (70-16-6) → 5-hydroxyethyl-4-methylthiazole (137-00-8,8042-97-5) + 2-methyl-4-amino-5-hydroxymethylpyrimidine (73-67-6)

Guidance literature:

at 140 ℃;

Reference yield:

→ 2-methyl-4-amino-5-hydroxymethylpyrimidine (73-67-6) + 5-(aminomethyl)-2-methylpyrimidin-4-amine (95-02-3)

Guidance literature:

Reference yield: 71.0%

5-hydroxyethyl-4-methylthiazole (137-00-8,8042-97-5) + 2-methyl-4-amino-5-hydroxymethylpyrimidine (73-67-6) → thiamine pyrophosphate (136-09-4)

Guidance literature:

With HMP-pyrimidine kinase; thiamin phosphate synthase; thiazole kinase; thiamin phosphate kinase; ATP; In water; at 20 ℃; for 12h; pH=8;

DOI:10.1016/j.bmcl.2003.07.026

upstream raw materials:

water

Aneurin

Downstream raw materials:

5-(2,4-dinitro-phenoxymethyl)-2-methyl-pyrimidin-4-ylamine

5-bromomethyl-2-methyl-pyrimidin-4-ylamine

5-(chloromethyl)-2-methyl-pyrimidin-4-amine

thiamine pyrophosphate

Refernces