1-Methyl-3-ethyl-4-chloro-1H-pyrazole-5-carboxylic Acid CAS 127892-62-0

1-Methyl-3-ethyl-4-chloro-1H-pyrazole-5-carboxylic Acid CAS 127892-62-0

Name: 1-Methyl-3-ethyl-4-chloro-1H-pyrazole-5-carboxylic acid
Common Synonyms: 4-Chloro-3-ethyl-1-methyl-1H-pyrazole-5-carboxylic acid; 1-Methyl-3-ethyl-4-chloropyrazole-5-carboxylic acid
Molecular Formula: C₇H₉ClN₂O₂
Molecular Weight: 188.61
CAS Number: 127892-62-0
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Description

Basic Information

Name: 1-Methyl-3-ethyl-4-chloro-1H-pyrazole-5-carboxylic acid

Common Synonyms: 4-Chloro-3-ethyl-1-methyl-1H-pyrazole-5-carboxylic acid; 1-Methyl-3-ethyl-4-chloropyrazole-5-carboxylic acid

Molecular Formula: product-69-20

Molecular Weight: 188.61

CAS Number: 127892-62-0

product-1000-679

II. Main Applications (Core Functions)

This product is a tailor-made pyrazole carboxylic acid intermediate, primarily used in the construction of high-efficiency scaffolds for agrochemicals and pharmaceuticals.

1. Agrochemical Intermediates (Core Market)

The substitution pattern closely matches the pharmacophores of many modern insecticides and fungicides. Typical applications include:

  • Pyrazole amide insecticides: For example, it is used to build structural analogues of compounds like cyantraniliprole. The carboxylic acid is condensed with substituted anilines to form the characteristic bis-amide bond. 1-Methyl-3-ethyl-4-chloro-1H-pyrazole-5-carboxylic acid is a key acid component in the synthesis of certain proprietary insecticidal compounds.
  • Succinate dehydrogenase inhibitor (SDHI) fungicides: The pyrazole-4-carboxamide motif is a common pharmacophore in SDHI fungicides (e.g., benzovindiflupyr, fluxapyroxad). The 4-chloro and 5-carboxy groups of this product provide ideal handles for introducing the amide side chain.
  • Herbicide safeners or plant growth regulators: It can serve as a precursor for synthesizing pyrazole-containing hormone-like derivatives.

 

2. Pharmaceutical Intermediates

In medicinal chemistry, the 5-carboxypyrazole ring is an important bioisostere for carboxylic acids, tetrazoles, etc. This compound can be used to construct pyrazole fragments in drug candidates targeting anti-inflammatory, antihypertensive, and antiviral pathways. In particular, the 3-ethyl/4-chloro combination is a preferred fragment for certain kinase inhibitors or GPCR modulators.

 

3. Other High-Value Chemicals

  • Liquid crystals and functional dyes: The presence of both chlorine and carboxyl groups allows this molecule to act as a coupling building block between the pyrazole heterocycle and chromophores or mesogenic units.
  • Coordination chemistry: It can serve as a precursor for pyrazole ligands after decarboxylation, or the carboxyl group can coordinate to form metal-organic frameworks.

 

Summary & Positioning

1-Methyl-3-ethyl-4-chloro-1H-pyrazole-5-carboxylic acid (CAS 127892-62-0) is a cleverly designed, multi-site modifiable chlorinated pyrazole acid intermediate. Its value lies in the following:

Leveraging the electron-donating and steric effects of the 1-methyl and 3-ethyl groups, combined with the electron-withdrawing and reactive nature of the 4-chloro and 5-carboxyl groups, this molecule provides an ideal template for constructing pyrazole amides, esters, and other derivatives with high biological activity.

In agrochemical discovery, it functions like a high-activity pharmacophore "warhead": by attaching different side chains, researchers can screen for novel compounds with excellent efficacy. If your product achieves high purity (>99%) with well-controlled 4-chloro isomer content, it will be an ideal raw material for downstream R&D-oriented agrochemical and pharmaceutical companies.

 

Product Name 1-Methyl-3-ethyl-4-chloro-1H-pyrazole-5-carboxylic acid
CAS Number 127892-62-0
SMILES product-215-119

 

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