5-Chloro-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic Acid FAQ
5-Chloro-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic Acid FAQ
5-Chloro-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid is a halogenated pyrazole carboxylic acid serving as a key synthetic building block in agrochemical and pharmaceutical research, particularly in the development of succinate dehydrogenase inhibitor (SDHI) fungicides.
- Product Name
- 5-Chloro-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid
- SKU
- C729624
- Core Scaffold
- 1-Methylpyrazole with 5-chloro and 3-(difluoromethyl) substituents and a 4-carboxylic acid functional group
- Primary Application
- Synthetic intermediate for agrochemical (SDHI fungicide) and pharmaceutical research
- Key Functional Groups
- Carboxylic acid, difluoromethyl, chloro, N-methyl pyrazole
- Supplier
- Aladdin Scientific
What Is 5-Chloro-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic Acid?
5-Chloro-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid (Aladdin SKU: C729624) is a fluorinated, chlorinated pyrazole derivative featuring a carboxylic acid at the 4-position. The compound incorporates a difluoromethyl (–CHF2) group at the 3-position and a chlorine atom at the 5-position of the N-methylpyrazole ring. This combination of halogen substituents imparts distinctive electronic and lipophilic properties that make the molecule a valuable building block in synthetic chemistry.
The pyrazole-4-carboxylic acid motif is widely recognized in agrochemical research as the pharmacophoric core of succinate dehydrogenase inhibitor (SDHI) fungicides. Closely related structures form the acid fragment of commercial fungicides used in crop protection. Researchers also employ this scaffold in medicinal chemistry programs targeting enzyme inhibition and other biological endpoints.
How Should This Compound Be Stored and Handled?
As with most halogenated carboxylic acid building blocks, proper storage is essential to maintain compound integrity. The following general guidelines apply; always consult the product-specific Safety Data Sheet (SDS) available on the Aladdin Scientific website for authoritative handling instructions:
- Storage temperature: Store in a cool, dry place, typically at room temperature (15–25 °C) or refrigerated (2–8 °C) in a tightly sealed container away from light and moisture.
- Container: Keep in the original manufacturer-sealed container. Re-seal promptly after each use to prevent moisture uptake, as carboxylic acids can be hygroscopic.
- Incompatibilities: Avoid contact with strong bases, strong oxidizers, and reactive metals. The carboxylic acid functionality may react with amines and alcohols under certain conditions.
- Personal protective equipment (PPE): Wear appropriate lab coat, chemical-resistant gloves, and eye protection. Handle in a well-ventilated area or fume hood, especially when weighing.
Note: Specific storage conditions are confirmed on the product page and SDS. Refer to those documents for regulatory and safety compliance.
What Are the Typical Research Applications?
5-Chloro-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid is primarily used as a synthetic intermediate in the following research contexts:
- Agrochemical synthesis: The compound serves as a key acid fragment for constructing SDHI-class fungicide candidates. SDHI fungicides act by inhibiting Complex II of the mitochondrial electron transport chain in fungal pathogens. The pyrazole-4-carboxamide structural motif, formed by coupling this carboxylic acid with an appropriate amine, is the pharmacophoric unit in this compound class.
- Medicinal chemistry: The difluoromethyl group is a well-established bioisostere for hydroxyl, thiol, and other hydrogen-bond donor groups, and it enhances metabolic stability and membrane permeability. Researchers use this building block to prepare novel amide and ester derivatives for biological screening.
- Structure–activity relationship (SAR) studies: The availability of defined substitution patterns (N-methyl, 5-chloro, 3-difluoromethyl) allows medicinal chemists to systematically explore SAR around the pyrazole scaffold.
- Coupling reactions: The free carboxylic acid is readily activated using standard peptide coupling reagents (e.g., HATU, EDC/NHS) or converted to acid chlorides for amide bond formation.
How to Order and What Quantities Are Available?
5-Chloro-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid is available from Aladdin Scientific under SKU C729624. To place an order:
- Visit the Aladdin Scientific website and search by product name or SKU C729624.
- Select the desired pack size and quantity from the available options on the product page.
- Add to cart and proceed through the standard checkout process, or contact our sales team for bulk quotations and custom packaging.
For institutional customers, purchase orders (POs) and credit terms may be available. Contact Aladdin Scientific customer service for academic pricing, volume discounts, and availability of certificate of analysis (CoA) documents. Lead times and available pack sizes are confirmed on the live product page, as inventory and offerings may change.
Note: Specific pack sizes, pricing, and current stock levels are not listed in this document. Please refer to the product listing at the time of purchase for accurate information.
Quality, Purity, and Documentation
Aladdin Scientific provides research-grade reagents to support reproducible scientific work. For 5-Chloro-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid (C729624), the following quality documentation is typically available:
- Certificate of Analysis (CoA): Provides lot-specific data including purity (commonly assessed by HPLC or NMR), appearance, and identity confirmation. Request the CoA by lot number via the Aladdin website or customer service.
- Safety Data Sheet (SDS): Available for download on the product page; contains hazard classification, handling, storage, and disposal information in compliance with GHS standards.
- Structural Confirmation: Identity is typically confirmed by 1H NMR, 19F NMR, and/or mass spectrometry. Specific analytical data are provided in the CoA.
If you require a custom purity specification or additional analytical testing, please contact Aladdin Scientific customer service to discuss options. Always verify that the received lot meets your research requirements before use by reviewing the CoA.
Frequently asked questions
What is the chemical structure and molecular formula of C729624?
5-Chloro-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid contains a five-membered pyrazole ring with an N-methyl group at position 1, a difluoromethyl group at position 3, a chlorine atom at position 5, and a carboxylic acid at position 4. The molecular formula is C6H5ClF2N2O2. Please verify the exact molecular weight and formula against the current product page or CoA, as these details are subject to update.
Is this compound suitable as a direct fungicide, or is it only an intermediate?
This compound is sold as a synthetic building block and research reagent, not as a formulated fungicide. It is used by chemists as a precursor to prepare amide derivatives and other analogues for biological evaluation. Any candidate compounds derived from it would require full regulatory assessment before any agricultural or pharmaceutical use.
What solvents are typically used to dissolve this compound?
Pyrazole carboxylic acids of this type are generally soluble in polar organic solvents such as dimethyl sulfoxide (DMSO), dimethylformamide (DMF), and methanol, and may have limited solubility in water and non-polar solvents. Solubility should be experimentally verified for your specific application and concentration requirements, as exact solubility data for this lot are not provided here.
Can I request a sample or a CoA before placing a bulk order?
Yes, Aladdin Scientific customer service can assist with CoA requests by lot number prior to purchase. For sample requests or bulk quotations, please contact the Aladdin sales team directly via the website or by email. Sample availability depends on current stock and product policies at the time of inquiry.
How does the difluoromethyl group affect the compound's properties?
The difluoromethyl (–CHF2) group is a well-known bioisostere for hydroxyl (–OH) and thiol (–SH) groups. It increases lipophilicity compared to unsubstituted analogues, enhances metabolic stability by resisting oxidative metabolism, and can serve as a hydrogen-bond donor through its C–H bond. These properties make difluoromethyl-containing compounds attractive leads in both agrochemical and pharmaceutical design.
References
- Aladdin Scientific product page for 5-Chloro-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid, SKU C729624.
- Sierotzki H, Scalliet G. A review of current knowledge of resistance aspects for the next-generation succinate dehydrogenase inhibitor fungicides. Phytopathology. 2013;103(9):880-887. doi:10.1094/PHYTO-01-13-0009-RVW
- Meanwell NA. Synopsis of some recent tactical application of bioisosteres in drug design. J Med Chem. 2011;54(8):2529-2591. doi:10.1021/jm1013693
Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.
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