3-Chloro-6-hydrazinylpyridazine Hydrate: FAQs & Lab Guide
3-Chloro-6-hydrazinylpyridazine Hydrate: FAQs & Lab Guide
3-Chloro-6-hydrazinylpyridazine hydrate is a bifunctional heterocyclic building block featuring both a reactive chloro substituent and a hydrazinyl group on the pyridazine ring, making it a versatile intermediate for the synthesis of pharmacologically active compounds and novel heterocyclic scaffolds.
- Product Name
- 3-Chloro-6-hydrazinylpyridazine hydrate
- SKU / Catalog Number
- C191189
- Supplier
- Aladdin Scientific
- Core Functional Groups
- Chloro (C–Cl) and hydrazinyl (–NHNH₂) substituents on a pyridazine ring
- Primary Application
- Heterocyclic synthesis, medicinal chemistry, and pharmaceutical intermediate preparation
- Physical Form
- Solid hydrate (water of crystallization present)
- Verification Status
- Specific physicochemical data (MW, mp, purity) to be confirmed against current CoA
What Is 3-Chloro-6-hydrazinylpyridazine Hydrate?
3-Chloro-6-hydrazinylpyridazine hydrate is a nitrogen-rich heterocyclic compound belonging to the pyridazine (1,2-diazine) family. Its structure carries two orthogonal reactive handles: a chloro group at the 3-position, susceptible to nucleophilic aromatic substitution (SNAr), and a hydrazinyl (–NHNH₂) group at the 6-position, which readily participates in condensation reactions to form hydrazones, pyrazoles, triazines, and related ring systems.
The compound is supplied as the hydrate form, meaning it contains a defined amount of water of crystallization. Researchers should account for this when performing stoichiometric calculations and should refer to the current Certificate of Analysis (CoA) for the exact water content and molecular weight correction.
Key Chemical Properties and Handling Considerations
Reactivity: The hydrazinyl group is a strong nucleophile and a moderate reducing agent. It is sensitive to oxidation in air and to moisture-mediated hydrolysis under harsh conditions. The chloropyridazine ring is electron-deficient, activating the C–Cl bond toward SNAr with amines, alkoxides, and thiolates.
Handling: Hydrazine derivatives should be treated as potentially toxic and irritating. Work should be conducted in a well-ventilated fume hood, with appropriate personal protective equipment (gloves, lab coat, eye protection). Avoid contact with strong oxidizing agents, acids, and bases.
Storage: Store in a tightly sealed container under inert atmosphere (nitrogen or argon) at low temperature (2–8 °C or as specified on the CoA) and away from light and moisture to prevent oxidative decomposition of the hydrazinyl moiety.
Note: Specific toxicity data, GHS classification, and regulatory information should be obtained from the current Safety Data Sheet (SDS) available from Aladdin Scientific before use.
Typical Synthetic Applications
3-Chloro-6-hydrazinylpyridazine hydrate serves as a key building block in several synthetic strategies:
- Pyrazolo[3,4-d]pyridazine and related fused heterocycles: The hydrazinyl group undergoes cyclocondensation with 1,3-dicarbonyl compounds or β-enaminones to construct pyrazole-fused ring systems valued in medicinal chemistry.
- Hydrazone formation: Reaction with aldehydes and ketones yields hydrazone derivatives, which are useful as ligands in coordination chemistry and as pharmacophores in drug discovery.
- Further functionalization via SNAr: The C3–Cl bond can be displaced by nucleophiles to introduce diversity at that position while retaining the hydrazinyl group for subsequent transformations, enabling sequential or orthogonal functionalization strategies.
- Triazine and tetrazine synthesis: The hydrazinyl group can serve as a nitrogen source in multi-component cyclization reactions to access triazine scaffolds.
These properties make C191189 a versatile intermediate for researchers working in pharmaceutical synthesis, agrochemical development, and materials science.
Purity, Specifications, and Quality Assurance
Aladdin Scientific supplies 3-Chloro-6-hydrazinylpyridazine hydrate (SKU: C191189) with quality specifications confirmed by a Certificate of Analysis (CoA) issued for each production lot. The CoA typically reports:
- Purity (determined by HPLC or titration)
- Identity confirmation (NMR, IR, or MS)
- Appearance and physical state
- Water content (relevant for the hydrate form)
- Lot number and expiry/retest date
Researchers requiring specific purity grades or custom quantities are encouraged to contact Aladdin Scientific's technical support team. Always download and review the current CoA for the specific lot number received before use in critical experiments.
Note: Exact purity values and analytical data are lot-specific; refer to the CoA provided with your shipment.
Ordering, Shipping, and Storage Upon Receipt
Ordering: 3-Chloro-6-hydrazinylpyridazine hydrate is available from Aladdin Scientific under catalog number C191189. Orders can be placed through the Aladdin Scientific website, by contacting your regional sales representative, or via your institution's procurement system using the catalog number.
Shipping: The compound is typically shipped at ambient or cool temperature with appropriate packaging to protect against moisture and temperature excursions. Specific shipping conditions are detailed in the product listing and SDS. Expedited or cold-chain shipping options may be available upon request.
Storage upon receipt: Upon arrival, inspect the container for integrity. Store immediately under the conditions specified on the CoA and product label (typically 2–8 °C, sealed under inert gas, away from light and moisture). Record the lot number, receipt date, and storage location in your laboratory inventory system.
Returns and damaged shipments: If product arrives damaged or does not meet specifications, contact Aladdin Scientific customer service promptly with the order number, lot number, and photographic documentation of the issue.
Frequently asked questions
What is the difference between 3-Chloro-6-hydrazinylpyridazine and its hydrate form?
The hydrate form contains a defined number of water molecules incorporated into the crystal lattice, which increases the apparent molecular weight compared to the anhydrous free base. When preparing solutions for reactions, researchers must account for this by using the molecular weight of the hydrate (as stated on the CoA) and correcting for water content to ensure accurate stoichiometry.
Which solvents are suitable for dissolving 3-Chloro-6-hydrazinylpyridazine hydrate?
Polar aprotic solvents such as DMSO and DMF are generally good choices for dissolving hydrazinylpyridazine derivatives, as is water at appropriate pH. Solubility in less polar solvents such as ethyl acetate or dichloromethane may be limited. Researchers should confirm solubility empirically for their specific application and refer to the SDS for any safety considerations related to solvent choice.
How should I store 3-Chloro-6-hydrazinylpyridazine hydrate to maximize shelf life?
Store the compound in a tightly closed, moisture-proof container under an inert atmosphere (nitrogen or argon) at 2–8 °C and protected from light. Hydrazine-containing compounds are susceptible to oxidative degradation upon prolonged air exposure, so minimizing headspace and resealing promptly after each use is strongly recommended. Always verify storage conditions against the CoA provided with your specific lot.
Is 3-Chloro-6-hydrazinylpyridazine hydrate suitable for use in biological assays?
This compound is primarily supplied as a synthetic reagent and building block for chemical synthesis. Its suitability for biological assays depends on the specific assay format, purity requirements, and experimental conditions. Researchers intending to use it in cell-based or biochemical assays should ensure purity is confirmed by CoA, prepare fresh solutions, and consult the SDS for cytotoxicity and safety considerations. Aladdin Scientific's technical team can assist with purity and specification queries.
Can I request a custom quantity or higher purity grade of C191189?
Yes. Aladdin Scientific offers custom synthesis and specialty purity options for many catalog compounds. Contact Aladdin Scientific's sales or technical support team with your specific requirements, including desired quantity, purity grade, packaging format, and any analytical documentation needed. Custom orders may have different lead times and pricing than standard catalog items.
What safety precautions are necessary when handling this compound?
Hydrazine derivatives are classified as potentially toxic, irritating, and possibly mutagenic. Always handle 3-Chloro-6-hydrazinylpyridazine hydrate in a certified chemical fume hood, wearing nitrile gloves, a lab coat, and safety glasses. Avoid inhalation of dust or vapors, skin contact, and ingestion. Dispose of waste according to local regulations for hazardous hydrazine-containing materials. Consult the current SDS from Aladdin Scientific for complete GHS hazard classification and emergency procedures before first use.
References
- Aladdin Scientific product page and Certificate of Analysis for 3-Chloro-6-hydrazinylpyridazine hydrate, SKU C191189.
- March, J. Advanced Organic Chemistry: Reactions, Mechanisms, and Structure, 5th ed. Wiley-Interscience, 2001. (General reference for nucleophilic aromatic substitution and hydrazone chemistry.)
- Pozharskii, A. F.; Soldatenkov, A. T.; Katritzky, A. R. Heterocycles in Life and Society. Wiley, 2011. (General textbook reference for pyridazine chemistry and biological relevance of nitrogen heterocycles.)
Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.
