Dimpropyridaz Crystalline Form B for Stable Pesticide Formulations
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Solution Overview
Problem
Existing crystalline form A of 1-(1,2-dimethylpropyl)-N-ethyl-5-methyl-N-pyridazin-4-yl-pyrazole-4-carboxamide is unstable and prone to uncontrolled phase changes, affecting the stability and particle size of pesticide formulations, leading to formulation instabilities during production, storage, and dilution.
Innovation Solution
Development of a new, thermodynamically stable crystalline form B, which can be obtained in high purity through controlled crystallization processes, preventing uncontrolled phase changes and enhancing formulation stability.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Ease of manufacture
If crystalline form A is used, then the active substance can be obtained through standard crystallization procedures, but the formulation stability deteriorates due to uncontrolled phase changes and particle size growth
Solution Approach 1:
The patent applies parameter changes by modifying the crystallization conditions, specifically using ethyl acetate as solvent and controlling temperature parameters (cooling from reflux temperature to room temperature, then to 0°C) to obtain crystalline form B with superior stability properties while maintaining ease of manufacture
Solution Approach 2:
The patent utilizes phase transitions by controlling the crystallization process from liquid solution to solid crystalline form B, and by ensuring that the resulting crystals remain stable against unwanted phase changes during storage and formulation, thereby achieving both ease of manufacture and formulation stability
2Productivity
If crystalline form A is used, then production can proceed with standard procedures, but handling properties deteriorate due to difficulty in handling and uncontrolled particle size increase
Solution Approach 1:
The patent changes the crystallization parameters (solvent type, temperature profile) to produce crystalline form B with improved handling properties including easier manipulation and controlled particle size, while maintaining production efficiency through a straightforward crystallization procedure
3Ease of manufacture
If crystalline form A is used, then the active substance can be produced, but dilution performance deteriorates due to inability to form homogeneous aqueous dilutions
Solution Approach 1:
The patent modifies the crystallization parameters to produce crystalline form B with improved surface properties and solubility characteristics that enable homogeneous aqueous dilution, while maintaining the simplicity of the production process through controlled crystallization from ethyl acetate
Applied Scientific Principles
This section explains which scientific principles are used to turn an abstract innovation direction into a practical engineering solution.
Function Achieved in This Case
Crystalline form B exhibits increased stability against phase conversion and particle size growth, resulting in more stable pesticide formulations with improved handling properties.
Implementation Method 1
This crystalline form can be obtained in high purity by suitable processes
Data Source
AI summary
The present invention relates to a novel crystalline form of 1-(1,2-dimethylpropyl)-N-ethyl-5-methyl-N-pyridazin-4-yl-pyrazole-4-carboxamide recently assigned the common name dimpropyridaz. The invention also relates to the use of the crystalline form B for combating invertebrate pests and to formulations for plant protection which contain the crystalline form B of 1-(1,2-dimethylpropyl)-N-ethyl-5-methyl-N-pyridazin-4-yl-pyrazole-4-carboxamide. The crystalline form B according to the present invention can be identified by powder X-ray diffractometry on the basis of its powder X-ray diffraction diagram, hereinafter also termed powder X-ray diffraction pattern or PXRD pattern, of the polymorph form B recorded using Cu—Kα radiation (1.54178 Å) at 25° C. displays the 3 following reflections, quoted as 2θ values: 20.69±0.10°, 24.15±0.10° and 30.52±0.10°. In addition to these 3 reflections, the polymorph B of the present invention may display in such a PXRD pattern one or more, in particular at least 2, often at least 4, in particular at least 6 or at least 8 reflections and especially all of the reflections quoted hereinafter as 2θ values: 7.99±0.10°, 10.07±0.10°, 12.38±0.10°, 15.31±0.10°, 15.97±0.10°, 16.50±0.10°, 18.03±0.10°, 19.29±0.10°, 20.22±0.0.10°, 20.96±0.10°, 23.40±0.10°, 23.70±0.10°, 26.09±0.10°, 27.26±0.10° and 32.91±0.10°.