16097-60-2

Basic information

• Product Name: 2-AMINO-4-CHLORO-6-TRIFLUOROMETHYL-PYRIMIDINE
• Synonyms: PYRIMIDINE, 2-AMINO-4-CHLORO-6-(TRIFLUOROMETHYL)-;4-CHLORO-6-(TRIFLUOROMETHYL)PYRIMIDIN-2-YLAMINE;2-AMINO-4-CHLORO-6-TRIFLUOROMETHYL-PYRIMIDINE;4-chloro-6-(trifluoromethyl)pyrimidin-2-amine;4-Chloro-6-(TrifluoroMethyl)-2-PyriMidinaMine
• CAS NO: 16097-60-2
• Molecular Formula: C₅H₃ClF₃N₃
• Molecular Weight: 197.55
• Product Categories: Building Blocks;Pyrimidine;Fluorine series
• Mol File: 16097-60-2.mol
• Article Data: 9

Chemical Properties

• Melting Point: 92-93 °C
• Boiling Point: 280.733 °C at 760 mmHg
• Flash Point: 123.583 °C
• Appearance: /
• Density: 1.598 g/cm³
• Vapor Pressure: 0.004mmHg at 25°C
• Refractive Index: 1.503
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 0.29±0.10(Predicted)
• CAS DataBase Reference: 2-AMINO-4-CHLORO-6-TRIFLUOROMETHYL-PYRIMIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-4-CHLORO-6-TRIFLUOROMETHYL-PYRIMIDINE(16097-60-2)
• EPA Substance Registry System: 2-AMINO-4-CHLORO-6-TRIFLUOROMETHYL-PYRIMIDINE(16097-60-2)

Safety Data

• Hazardous Substances Data: 16097-60-2(Hazardous Substances Data)

Usage

General Description

2-Amino-4-chloro-6-trifluoromethyl-pyrimidine is a chemical compound with a molecular formula C5H3ClF3N3. It is an organic compound with a pyrimidine ring structure and is characterized by the presence of an amino group, a chloro group, and a trifluoromethyl group. 2-AMINO-4-CHLORO-6-TRIFLUOROMETHYL-PYRIMIDINE is widely used in organic synthesis and medicinal chemistry for the preparation of pharmaceuticals and agrochemicals. It is also used in the production of pesticides, herbicides, and other industrial chemicals. 2-Amino-4-chloro-6-trifluoromethyl-pyrimidine is a white to light yellow crystalline solid and is slightly soluble in water, but soluble in organic solvents.

InChI:InChI=1/C5H3ClF3N3/c6-3-1-2(5(7,8)9)11-4(10)12-3/h1H,(H2,10,11,12)

Upstream product

• 672-45-7 6-Trifluoromethyluracil 
• 16097-62-4 4-hydroxy-2-(methylthio)-6-(trifluoromethyl)pyrimidine 
• 85730-37-6 4-Amino-6-trifluoromethylpyrimidin-2-ol Hydrochloride 
• 85730-34-3 4-Chloro-6-trifluoromethylpyrimidin-2-yldichlorophosphate 
• 368-54-7 6-trifluoromethyl-4-hydroxy-2-mercaptopyrimidine 
• 1513-69-5 2-amino-4-hydroxy-6-(trifluoromethyl)pyrimidine 
• 16097-64-6 2,4-dichloro-6-(trifluoromethyl)-pyrimidine 

Downstream Products

• 16097-61-3 2-Amino-4-methoxy-6-trifluor-methylpyrimidin 
• 1235184-51-6 C₁₆H₁₇F₃N₆O₂ 
• 869335-05-7 N₄-{3-Fluoro-4-[(3-methyl-1H-pyrrolo[2,3-b]pyridin-4-yl)amino]phenyl}-6-(trifluoromethyl)pyrimidine-2,4-diamine 
• 913817-52-4 N-[4-(2-amino-4-trifluormethylpyrimidin-6-yloxymethyl)-benzyl]-2,2,2-trifluoro-acetamide 

Relevant articles and documents

Discovery and SAR of 6-alkyl-2,4-diaminopyrimidines as histamine H 4 receptor antagonists

This report discloses the discovery and SAR of a series of 6-alkyl-2-aminopyrimidine derived histamine H4 antagonists that led to the development of JNJ 39758979, which has been studied in phase II clinical trials in asthma and atopic dermatitis. Building on our SAR studies of saturated derivatives from the indole carboxamide series, typified by JNJ 7777120, and incorporating knowledge from the tricyclic pyrimidines led us to the 6-alkyl-2,4-diaminopyrimidine series. A focused medicinal chemistry effort delivered several 6-alkyl-2,4-diaminopyrimidines that behaved as antagonists at both the human and rodent H4 receptor. Further optimization led to a panel of antagonists that were profiled in animal models of inflammatory disease. On the basis of the preclinical profile and efficacy in several animal models, JNJ 39758979 was selected as a clinical candidate; however, further development was halted during phase II because of the observation of drug-induced agranulocytosis (DIAG) in two subjects.

Pyrimidine derivatives and their use for controlling undesired plant growth

Pyrimidine derivatives and their use for controlling undesired plant growth Compounds of the formula (I) and their use in the field of crop protection are described.

ARYL PYRIMIDINE DERIVATIVES

The disclosed pyrimidine derivatives, and pharmaceutically acceptable salts and N-oxides thereof, exhibit useful pharmacological properties, in particular use as selective 5HT 2B-antagonists. The invention is also directed to formulations and methods for treatment.