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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.

129819-40-5

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129819-40-5 Usage

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

Check Digit Verification of cas no

The CAS Registry Mumber 129819-40-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,2,9,8,1 and 9 respectively; the second part has 2 digits, 4 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 129819-40:
(8*1)+(7*2)+(6*9)+(5*8)+(4*1)+(3*9)+(2*4)+(1*0)=155
155 % 10 = 5
So 129819-40-5 is a valid CAS Registry Number.

129819-40-5Downstream Products

129819-40-5Relevant academic research and scientific papers

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

Mao, Ting,Zhao, Liang,Huang, Yang,Lou, Yue-Guang,Yao, Qiuli,Li, Xiao-Fei,He, Chun-Yang

, p. 2752 - 2754 (2018)

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.

[1,2,4]TRIAZOLO[1,5-C]QUINAZOLIN-5-AMINES

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Page/Page column 343-344, (2021/02/19)

The present invention covers [1,2,4]triazolo[1,5-c]quinazolin-5-amine compounds of general formula (I) in which R1, R2, R3, R4, R5, R6, R7 and R8 are as 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 of cancer or conditions with dysregulated immune responses or other disorders associated with aberrant AHR signaling, as a sole agent or in combination with other active ingredients.

COMPOUNDS USEFUL AS CSF1 MODULATORS

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Paragraph 00578; 00579; 00580, (2016/04/26)

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.

Herbicide compositions

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Page/Page column 37, (2010/02/14)

A herbicidal composition which comprises i) an isoxazoline derivative represented by the following general formula (I) or its salt and ii) at least one compound selected from the Group A: Formula (I) wherein R1, R2, R3, R4, R5 and R6 are defined in the specification.

ISOXAZOLINE DERIVATIVE AND HERBICIDE COMPRISING THE SAME AS ACTIVE INGREDIENT

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Page/Page column 204, (2010/02/07)

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.

Synthesis of Fluoromethyl, Difluoromethyl and Trifluoromethyl Analogues of Pyrazosulfuron-ethyl as Herbicides

Morimoto, Katsushi,Makino, Kenzi,Yamamoto, Susumu,Sakata, Gozyo

, p. 807 - 810 (2007/10/02)

Ethyl 1-fluoromethyl-5-(4,6-dimethoxypyrimidin-2-ylcarbamoylsulfamoyl)pyrazole-4-carboxylate 1b, a new fluoromethyl analogue of the herbicide pyrazosulfuron-ethyl 1a, was prepared from ethyl 1-fluoromethylpyrazole-4-carboxylate 4b.The difluoromethyl and trifluoromethyl analogues 1c,d were also synthesized from ethyl pyrazole-4-carboxylate 2 via difluorocarbene reaction.

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