6343-68-6

Basic information

• Product Name: 2-Amino-4,6-dichloro-5-ethylpyrimidine
• Synonyms: 2-Amino-4,6-dichloro-5-ethylpyrimidine;4,6-Dichloro-5-ethylpyriMidin-2-aMine;NSC 49720
• CAS NO: 6343-68-6
• Molecular Formula: C₆H₇Cl₂N₃
• Molecular Weight: 192.05
• Product Categories: API intermediates
• Mol File: 6343-68-6.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 349.9oC at 760 mmHg
• Flash Point: 165.4oC
• Appearance: /
• Density: 1.423g/cm3
• Vapor Pressure: 4.54E-05mmHg at 25°C
• Refractive Index: 1.597
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 0.50±0.10(Predicted)
• CAS DataBase Reference: 2-Amino-4,6-dichloro-5-ethylpyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-4,6-dichloro-5-ethylpyrimidine(6343-68-6)
• EPA Substance Registry System: 2-Amino-4,6-dichloro-5-ethylpyrimidine(6343-68-6)

Safety Data

• Hazardous Substances Data: 6343-68-6(Hazardous Substances Data)

Usage

General Description

2-Amino-4,6-dichloro-5-ethylpyrimidine is a chemical compound with the molecular formula C6H6Cl2N2. It is a pyrimidine derivative that contains two chlorine atoms and an ethyl group. 2-Amino-4,6-dichloro-5-ethylpyrimidine is commonly used as a building block in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. It is known for its potential applications in the development of anti-cancer and anti-inflammatory drugs. Due to its versatile reactivity and potential biological activity, 2-Amino-4,6-dichloro-5-ethylpyrimidine is an important intermediate in organic synthesis. However, it is important to handle this compound with care as it can be hazardous if not properly handled and used.

InChI:InChI=1/C6H7Cl2N3/c1-2-3-4(7)10-6(9)11-5(3)8/h2H2,1H3,(H2,9,10,11)

Upstream product

• 10025-87-3 trichlorophosphate 
• 1395342-97-8 4,6-dichloro-5-ethyl-2-{[(dimethylamino)methylene]amino}pyrimidine 
• 133-13-1 ethyl diethyl malonate 
• 30201-72-0 2-amino-5-ethylpyrimidine-4,6-diol 

Downstream Products

• 138915-47-6 5-ethyl-4,6-dimethoxy-pyrimidin-2-ylamine 
• 39268-71-8 2-Amino-5-ethylpyrimidin 
• 6343-69-7 6-chloro-5-ethylpyrimidine-2,4-diamine 
• 857622-77-6 N-acetyl-sulfanilic acid-(5-ethyl-4,6-dimethoxy-pyrimidin-2-ylamide) 
• 73119-06-9 5-ethylpyrimidine-2,4-diamine 

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-dihydr-oxypyrimidines 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-dihydroxypyrimi-dine analogs to novel 5-substituted 2-amino-4, 6-dichloro-pyrimidines 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 lM (higher activity than the most potent reference compound) while the IC50s of other derivatives were within the range of 9-36 μM. 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.

BENZOXAZEPINES AS INHIBITORS OF P13K/MTOR AND METHODS OF THEIR USE AND MANUFACTURE

The invention is directed 10 Compound's of Formula I: and pharmaceutically acceptable salts or solvates thereof, as well as methods of making and using the compounds.