30201-72-0

Basic information

• Product Name: 2-AMINO-5-ETHYL-PYRIMIDINE-4,6-DIOL
• Synonyms: 2-AMINO-5-ETHYL-PYRIMIDINE-4,6-DIOL;ASINEX-REAG BAS 02768131;2-Amino-5-ethyl-6-hydroxypyrimidin-4(3H)-one
• CAS NO: 30201-72-0
• Molecular Formula: C6H9N3O2
• Molecular Weight: 155.15
• Mol File: 30201-72-0.mol
• Article Data: 5

Chemical Properties

• Melting Point: 320 °C
• Appearance: /
• Density: 1.54±0.1 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 7.92±0.10(Predicted)
• CAS DataBase Reference: 2-AMINO-5-ETHYL-PYRIMIDINE-4,6-DIOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-5-ETHYL-PYRIMIDINE-4,6-DIOL(30201-72-0)
• EPA Substance Registry System: 2-AMINO-5-ETHYL-PYRIMIDINE-4,6-DIOL(30201-72-0)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 30201-72-0(Hazardous Substances Data)

Usage

General Description

2-Amino-5-ethyl-pyrimidine-4,6-diol is a chemical compound with the molecular formula C6H9N3O2. It is an organic compound that contains a pyrimidine ring with an amino group and hydroxyl groups attached to it. 2-AMINO-5-ETHYL-PYRIMIDINE-4,6-DIOL is commonly used as a building block in the synthesis of various pharmaceuticals and agrochemicals. It has potential applications in the field of medicinal chemistry, particularly in the development of antiviral and anticancer drugs. Additionally, 2-amino-5-ethyl-pyrimidine-4,6-diol has shown promise in the development of herbicides and fungicides due to its ability to inhibit enzymes involved in plant growth and disease resistance. Its versatile chemical structure makes it an important intermediate in the production of various valuable compounds.

Upstream product

• 50-01-1 guanidine hydrochloride 
• 133-13-1 ethyl diethyl malonate 

Downstream Products

• 6343-68-6 4,6-dichloro-5-ethylpyrimidin-2-amine 

Relevant articles and documents

Inhibitor development of MTH1 via high-throughput screening with fragment based library and MTH1 substrate binding cavity

MutT Homolog 1 (MTH1) has been proven to hydrolyze oxidized nucleotide triphosphates during DNA repair. It can prevent the incorporation of wrong nucleotides during DNA replication and mitigate cell apoptosis. In a cancer cell, abundant reactive oxygen species can lead to substantial DNA damage and DNA mutations by base-pairing mismatch. MTH1 could eliminate oxidized dNTP and prevent cancer cells from entering cell death. Therefore, inhibition of MTH1 activity is considered to be an anti-cancer therapeutic target. In this study, high-throughput screening techniques were combined with a fragment-based library containing 2,313 compounds, which were used to screen for lead compounds with MTH1 inhibitor activity. Four compounds with MTH1 inhibitor ability were selected, and compound MI0639 was found to have the highest effective inhibition. To discover the selectivity and specificity of this action, several derivatives based on the MTH1 and MI0639 complex structure were synthesized. We compared 14 complex structures of MTH1 and the various compounds in combination with enzymatic inhibition and thermodynamic analysis. Nanomolar-range IC50 inhibition abilities by enzyme kinetics and Kd values by thermodynamic analysis were obtained for two compounds, named MI1020 and MI1024. Based on structural information and compound optimization, we aim to provide a strategy for the development of MTH1 inhibitors with high selectivity and specificity.

5-substituted 2-amino-4,6-dihydroxypyrimidines and 2-amino-4, 6-dichloropyrimidines: Synthesis and inhibitory effects on immune-activated nitric oxide production

A series of 5-substituted 2-amino-4,6-dihydroxypyrimidines were prepared by a modified condensation of the corresponding monosubstituted malonic acid diesters with guanidine in an excess of sodium ethoxide. The optimized procedure using Vilsmeier-Haack-Arnold reagent, followed by immediate deprotection of the (dimethylamino)methylene protecting groups, has been developed to convert the 2-amino-4,6-dihydroxypyrimidine analogs to novel 5-substituted 2-amino-4,6-dichloropyrimidines in high yields. Pilot screening for biological properties of the prepared compounds was done in mouse peritoneal cells using the in vitro nitric oxide (NO) assay. Irrespective of the substituent at the 5 position, 2-amino- 4,6-dichloropyrimidines inhibited immune-activated NO production. The most effective was 5-fluoro-2-amino-4,6- dichloropyrimidine with an IC50 of 2 μM (higher activity than the most potent reference compound) while the IC50s of other derivatives were within the range of 9-36 l M. The 2-amino-4,6-dihydroxypyrimidine counterparts were devoid of any NO-inhibitory activity. The compounds had no suppressive effects on the viability of cells. The Mechanism of action remains to be elucidated.

PYRIMIDINE COMPOUNDS INHIBITING THE FORMATION OF NITRIC OXIDE AND PROSTAGLANDIN E2, METHOD OF PRODUCTION THEREOF AND USE THEREOF

The invention provides pyrimidine compounds of general formula (I), which reduce simultaneously the production of nitric oxide (NO) and prostaglandin E2 (PGE2). They have no negative effect on the viability of cells in concentrations decreasing the production of these factors by up to 50%; they are not cytotoxic. Furthermore, a method of preparation of the pyrimidine compounds of general formula (I), carrying 2-formamido group, a pharmaceutical composition comprising the substituted pyrimidine compounds according to the invention, and the use of these compounds for the treatment of inflammatory and cancer diseases are provided.˙