114833-95-3

Basic information

• Product Name: 4-Chloro-6-(1H-pyrazol-1-yl)pyrimidine
• Synonyms: 4-chloro-6-(1H-pyrazol-1-yl)pyrimidine(SALTDATA: FREE);1-(6-Chloropyrimidin-4-yl)-1H-pyrazole;4-Chloro-6-(1H-pyrazol-1-yl)pyrimidine98%
• CAS NO: 114833-95-3
• Molecular Formula: C₇H₅ClN₄
• Molecular Weight: 180.59
• Product Categories: blocks;Imidazoles;Pyridines
• Mol File: 114833-95-3.mol
• Article Data: 7

Chemical Properties

• Melting Point: 128-129 °C(Solv: hexane (110-54-3))
• Boiling Point: 324.048 °C at 760 mmHg
• Flash Point: 149.779 °C
• Appearance: /
• Density: 1.475 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.702
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: -2.69±0.19(Predicted)
• CAS DataBase Reference: 4-Chloro-6-(1H-pyrazol-1-yl)pyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Chloro-6-(1H-pyrazol-1-yl)pyrimidine(114833-95-3)
• EPA Substance Registry System: 4-Chloro-6-(1H-pyrazol-1-yl)pyrimidine(114833-95-3)

Safety Data

• Hazardous Substances Data: 114833-95-3(Hazardous Substances Data)

Usage

General Description

4-Chloro-6-(1H-pyrazol-1-yl)pyrimidine is a chemical compound with the molecular formula C7H5ClN4. 4-Chloro-6-(1H-pyrazol-1-yl)pyrimidine is a pyrimidine derivative with a chlorine atom at the 4-position and a 1H-pyrazolyl group at the 6-position. It is used in various chemical and pharmaceutical applications, including as an intermediate in the synthesis of various organic compounds. Its unique structure and properties make it a valuable building block for the development of new pharmaceuticals and agrochemicals. Additionally, it has potential applications in the field of materials science and organic electronics.

InChI:InChI=1/C7H5ClN4/c8-6-4-7(10-5-9-6)12-3-1-2-11-12/h1-5H

Upstream product

• 288-13-1 NH-pyrazole 
• 1193-21-1 4,6-dichloropyrimidine 

Downstream Products

• 114834-09-2 6-(1H-pyrazol-1-yl)pyrimidin-4-amine 
• 82892-95-3 4-(1'-pyrazolyl)pyrimidine 

Relevant articles and documents

Development of Multifunctional Pyrimidinylthiourea Derivatives as Potential Anti-Alzheimer Agents

Starting from a screening-hit compound, via structure modifications and optimizations, a series of nonfused and nonassembly pyrimidinylthiourea derivatives (2-5) was designed, synthesized, and evaluated as novel multifunctional agents against Alzheimer's disease. Biological activity results demonstrated that compounds 5r and 5t exhibited potent inhibition and excellent selectivity toward acetylcholinesterase (AChE, 5r, IC50 = 0.204 μM, SI > 196; 5t, IC50 = 0.067 μM, SI > 597), specific metal-chelating ability, significant antioxidant effects, modulation of metal-induced Aβ aggregation, inhibition of ROS production by copper redox cycle, low cytotoxicity, and moderate neuroprotection to human neuroblastoma SH-SY5Y cells. Moreover, compound 5r displayed appropriate blood-brain barrier (BBB) permeability both in vitro and in vivo and could improve memory and cognitive function of scopolamine-induced amnesia mice. The multifunctional profiles of 5r and its effectivity in AD mice highlight these structurally distinct pyrimidinylthiourea derivatives as prospective prototypes in the research of innovative multifunctional drugs for Alzheimer's disease.

SUBSTITUTED 6-(1H-PYRAZOL-1-YL)PYRIMIDIN-4-AMINE DERIVATIVES AND USES THEREOF

The present invention covers substituted 6-(1H-pyrazol-1-yl)pyrimidin-4-amine compounds of general formula (I) as described and defined herein, methods of preparing said compounds, intermediate compounds useful for preparing said compounds, pharmaceutical compositions and combinations comprising said compounds, and the use of said compounds for manufacturing pharmaceutical compositions for the treatment or prophylaxis of diseases, in particular for the treatment and/or prophylaxis of cardiovascular and renal diseases, as a sole agent or in combination with other active ingredients.

Synthesis and cytoprotective antiulcer activity of 2- or 4-(1H-pyrazol- 1-yl)pyrimidine derivatives related to mepirizole and dulcerozine

(1H-Pyrazol-1-yl)-, (1H-imidazol-1-yl)-, and (1H-1,2,4-triazol-1- yl)pyrimidines were prepared and evaluated for cytoprotective antiulcer activity. Among them, 4-methoxy-6-methyl-2-(1H-pyrazol-1-yl)pyrimidine (18) showed potent inhibition of the HCl-ethanol-induced and water-immersion stress-induced ulcers in rats, as well as low acute toxicity.