What Is 3-Chloro-6-(trifluoromethyl)pyridazine?

3-Chloro-6-(trifluoromethyl)pyridazine (CAS 887707-26-8; SKU C138574) is an aromatic nitrogen heterocycle belonging to the pyridazine class. Its structure features a six-membered ring containing two adjacent nitrogen atoms, substituted at the 3-position with a chlorine atom and at the 6-position with a trifluoromethyl (–CF₃) group. The combination of these electron-withdrawing substituents renders the ring highly electron-deficient, making it a reactive partner in nucleophilic aromatic substitution (SNAr) reactions. The molecular formula is C₅H₂ClF₃N₂ and the molecular weight is 182.53 g/mol.

Key Chemical Properties and Reactivity

The electron-withdrawing nature of both the ring nitrogens and the –CF₃ group substantially lowers the electron density at C-3, facilitating displacement of the chloride leaving group by a wide range of nitrogen-, oxygen-, sulfur-, and carbon-centered nucleophiles under mild to moderate conditions. The trifluoromethyl group also imparts favorable physicochemical properties to downstream products, including enhanced metabolic stability, increased lipophilicity, and improved membrane permeability — attributes highly valued in drug discovery. The pyridazine core itself contributes to aqueous solubility relative to purely carbocyclic counterparts, offering a useful balance of lipophilicity and polarity in designed molecules.

Standard handling precautions apply: the compound should be stored in a cool, dry, well-ventilated location away from moisture and incompatible nucleophilic reagents. Personal protective equipment including gloves, lab coat, and eye protection is recommended.

Applications in Medicinal and Agrochemical Research

3-Chloro-6-(trifluoromethyl)pyridazine is primarily used as an electrophilic heterocyclic building block in the synthesis of pharmacologically active compounds and crop-protection agents. In medicinal chemistry programs, researchers exploit the SNAr reactivity of the C–Cl bond to introduce diverse pharmacophoric fragments onto the pyridazine scaffold, enabling rapid library synthesis and lead optimization. The –CF₃ group simultaneously modulates the electronic and lipophilic profile of target molecules, a strategy frequently applied in kinase inhibitor, antifungal, and antimicrobial drug design. In agrochemical research, trifluoromethyl-substituted pyridazines appear as core motifs in herbicides and fungicides, benefiting from the metabolic persistence and biological activity enhancement conferred by fluorine.

Storage, Handling, and Regulatory Considerations

This compound should be stored under inert atmosphere conditions at room temperature or as recommended on the product specification sheet, in a tightly sealed container to prevent moisture ingress. Because halogenated heterocycles can be sensitizing agents, minimize inhalation of dust or vapors and work in a fume hood when handling bulk quantities. Dispose of waste in accordance with local environmental regulations governing halogenated organic compounds. Researchers should consult the Safety Data Sheet (SDS) provided by Aladdin Scientific for complete hazard, first-aid, and disposal information before use.

Ordering and Availability

3-Chloro-6-(trifluoromethyl)pyridazine is available from Aladdin Scientific under SKU C138574. For pricing, available pack sizes, purity specifications, and lead times, please visit the product page on the Aladdin Scientific website or contact our customer service team. Bulk and custom quantities may be available upon request. Researchers requiring a Certificate of Analysis (CoA) or SDS can download these documents directly from the product page.