129819-40-5

Basic information

• Product Name: 1H-Pyrazole-4-carboxylic acid, 1-(difluoromethyl)-, ethyl ester
• Synonyms: ethyl 1-difluoromethylpyrazole-4-carboxylate;ethyl 1-difluoromethyl-1H-pyrazole-4-carboxylate;1-Difluoromethyl-1H-pyrazole-4-carboxylic acid ethyl ester
• CAS NO: 129819-40-5
• Molecular Formula: C7H8F2N2O2
• Molecular Weight: 190.14700
• Mol File: 129819-40-5.mol
• Article Data: 6

Chemical Properties

• Melting Point: 31 - 32 °C
• CAS DataBase Reference: 1H-Pyrazole-4-carboxylic acid, 1-(difluoromethyl)-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrazole-4-carboxylic acid, 1-(difluoromethyl)-, ethyl ester(129819-40-5)
• EPA Substance Registry System: 1H-Pyrazole-4-carboxylic acid, 1-(difluoromethyl)-, ethyl ester(129819-40-5)

Safety Data

• Hazardous Substances Data: 129819-40-5(Hazardous Substances Data)

Usage

Description

1H-Pyrazole-4-carboxylic acid, 1-(difluoromethyl)-, ethyl ester, also known as Ethyl 1-(Difluoromethyl)-1H-pyrazole-4-carboxylate, is an organic compound with a molecular structure that features a pyrazole ring and a difluoromethyl group. It is an ester derivative with potential applications in various industries due to its unique chemical properties.

Uses

Used in Pharmaceutical Industry:
1H-Pyrazole-4-carboxylic acid, 1-(difluoromethyl)-, ethyl ester is used as a key intermediate compound for the synthesis of 1,4,6-triaza-1H-indene compounds. These compounds serve as modulators of the colony-stimulating factor 1 receptor (CSF1R), which plays a crucial role in the regulation of immune responses and inflammation. By modulating CSF1R, these compounds have potential therapeutic applications in treating various diseases and conditions associated with immune dysregulation and chronic inflammation.

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 27, p. 807, 1990 DOI: 10.1002/jhet.5570270360

Upstream product

• 37622-90-5 4-ethoxycarbonylpyrazole 
• 75-45-6 Chlorodifluoromethane 
• 75-61-6 dibromodifluoromethane 
• 1895-39-2 sodium chlorodifluoroacetate 
• 65094-22-6 diethyl (bromodifluoromethyl)phosphonate 

Downstream Products

• 87551-45-9 1H-pyrazole-4-carbohydrazide 

Relevant articles and documents

N-Difluoromethylation of imidazoles and pyrazoles using BrCF2PO(OEt)2 under mild condition

A simple and efficient protocol for the direct N-difluoromethylation of imidazoles and pyrazoles has been developed. The reaction makes use of commercially available, non-ozone-depleting and easy handling BrCF2PO(OEt)2 as difluorocarbene precursor, and provides a cost-efficient and environmentally benign access to some difluoromethylated biologically relevant molecules.

COMPOUNDS USEFUL AS CSF1 MODULATORS

This invention relates to novel compounds and to pharmaceutical compositions comprising the novel compounds. More specifically, the invention relates to compounds useful as Colony Stimulating Factor 1 Receptor (cFMS) modulators (e.g. cFMS inhibitors). This invention also relates to processes for preparing the compounds, uses of the compounds in treatment and methods of treatment employing the compounds. Specifically, the invention relates to the use of the compounds for the treatment of cancer and autoimmune diseases.

ISOXAZOLINE DERIVATIVE AND HERBICIDE COMPRISING THE SAME AS ACTIVE INGREDIENT

An isoxazoline derivative represented by the following general formula [I]: wherein R1 and R2 may be the same or different and are each an alkyl group; ???R3, R4, R5 and R6 are each a hydrogen atom; ???Y is an optionally substituted 5- to 6-membered aromatic heterocyclic group or fused aromatic heterocyclic group having a hetero atom selected from a nitrogen atom, a oxygen atom and a sulfur atom; and ???n is an integer of 0 to 2. The isoxazoline derivative has an excellent herbicidal effect and an excellent selectivity between crop and weed.