技术文章

5-Chloropyridazin-4-amine: Properties, Handling & Lab Use Guide

5-Chloropyridazin-4-amine is a halogenated aminopyridazine heterocycle widely employed as a versatile synthetic building block in medicinal chemistry and pharmaceutical research.

Chemical Name
5-Chloropyridazin-4-amine
CAS Number
Needs review — not confirmed in source material
Molecular Formula
C4H4ClN3
Molecular Weight
129.55 g/mol (calculated)
Appearance
Typically a solid (exact form subject to product specification — needs review)
Primary Application
Synthetic building block for heterocyclic and medicinal chemistry
SKU
C193783

Chemical Identity and Key Properties

5-Chloropyridazin-4-amine belongs to the pyridazine family of six-membered nitrogen-containing heterocycles. The compound features a pyridazine ring (1,2-diazine scaffold) bearing a chloro substituent at the 5-position and a primary amino group at the 4-position. This combination of a halogen and an amine on adjacent ring carbons creates a highly reactive and functionally versatile molecule.

The electron-withdrawing nature of both the ring nitrogen atoms and the chloro substituent activates the ring toward nucleophilic aromatic substitution (SNAr) reactions, while the free amino group offers a handle for condensation, acylation, or metal-catalyzed cross-coupling reactions. The molecular formula is C4H4ClN3, with a calculated molecular weight of approximately 129.55 g/mol.

Note: Precise physicochemical data including melting point, solubility, and purity specification should be confirmed against the current Aladdin Scientific certificate of analysis for SKU C193783.

Synthetic Applications and Research Utility

5-Chloropyridazin-4-amine is a valuable intermediate in the synthesis of biologically active heterocyclic compounds. Its principal synthetic utilities include:

  • Nucleophilic Aromatic Substitution (SNAr): The C-5 chloro group is susceptible to displacement by nitrogen, oxygen, and sulfur nucleophiles under mild to moderate conditions, enabling the construction of aminopyridazine libraries.
  • Transition-Metal-Catalyzed Cross-Coupling: The aryl chloride functionality is compatible with palladium-catalyzed reactions such as Suzuki–Miyaura, Buchwald–Hartwig, and Negishi couplings, allowing installation of aryl, heteroaryl, or amino substituents.
  • Condensation and Cyclization Reactions: The 4-amino group can participate in the formation of fused bicyclic systems relevant to drug discovery programs targeting kinases, GPCRs, and other biological targets.

Pyridazine-containing motifs are present in approved pharmaceuticals and agrochemicals, making 5-Chloropyridazin-4-amine a strategically important scaffold for lead optimization and structure–activity relationship (SAR) studies.

Review flag: Specific literature examples of drug candidates derived from this exact scaffold are not confirmed in source material and should be cited from primary literature before publication.

Safe Handling, Storage, and Disposal

As with all research-grade chemical reagents, 5-Chloropyridazin-4-amine should be handled following standard laboratory safety practices. The following guidelines apply:

  • Personal Protective Equipment (PPE): Wear appropriate chemical-resistant gloves, safety spectacles or goggles, and a laboratory coat at all times when handling this compound. Use of a fume hood is recommended to avoid inhalation of dust or vapors.
  • Storage: Store the compound in a tightly sealed container in a cool, dry, and well-ventilated area, away from incompatible materials such as strong oxidizing agents and strong acids. Refrigerated storage (2–8 °C) is commonly recommended for amino-substituted heterocycles to maintain long-term stability; confirm exact conditions on the product label or certificate of analysis for SKU C193783.
  • First Aid: In case of skin or eye contact, flush thoroughly with water for at least 15 minutes and seek medical attention if irritation persists. If ingested or inhaled, consult the Safety Data Sheet (SDS) and seek immediate medical advice.
  • Disposal: Dispose of this compound and contaminated materials in accordance with local, regional, and national regulations governing hazardous chemical waste. Do not pour down the drain without appropriate treatment.

Review flag: GHS hazard classifications, specific H and P statements, and UN transport classifications should be verified against the official SDS for C193783 before inclusion in any regulatory document.

Quality, Purity, and Ordering Information

Aladdin Scientific supplies 5-Chloropyridazin-4-amine under SKU C193783. Research-grade reagents from Aladdin Scientific are subject to quality control testing to ensure that each lot meets specified purity criteria before release.

When selecting a reagent for sensitive applications such as medicinal chemistry, pharmaceutical development, or quantitative analytical work, researchers should:

  • Request or download the Certificate of Analysis (CoA) for the specific lot number to confirm purity (typically assessed by HPLC or GC), identity (confirmed by NMR or MS), and other key physical parameters.
  • Review the Safety Data Sheet (SDS) for up-to-date hazard, handling, and disposal information.
  • Contact Aladdin Scientific customer support for bulk quantities, custom purity grades, or technical enquiries related to SKU C193783.

Purity grade and available pack sizes should be verified on the current product listing at the Aladdin Scientific website, as these may vary by lot or market region.

Frequently asked questions

What is 5-Chloropyridazin-4-amine used for in research?

5-Chloropyridazin-4-amine serves primarily as a synthetic building block in medicinal and heterocyclic chemistry. Its reactive C-Cl bond and free amino group allow participation in nucleophilic aromatic substitution, palladium-catalyzed cross-coupling reactions, and cyclization reactions to generate diverse pyridazine-based compounds relevant to drug discovery.

How should 5-Chloropyridazin-4-amine (C193783) be stored to maintain stability?

The compound should be stored in a tightly sealed container in a cool, dry, and well-ventilated location, away from strong oxidants and moisture. Refrigerated storage at 2–8 °C is generally advisable for amino-substituted heterocycles; however, you should confirm the exact recommended storage conditions stated on the Aladdin Scientific product label or certificate of analysis for lot C193783.

Is 5-Chloropyridazin-4-amine compatible with palladium-catalyzed cross-coupling reactions?

Yes, the aryl chloride group in 5-Chloropyridazin-4-amine is generally compatible with palladium-catalyzed cross-coupling methodologies, including Suzuki–Miyaura, Buchwald–Hartwig, and related transformations. The presence of the ring nitrogens may influence reactivity and catalyst selection, so optimization of reaction conditions is recommended. Specific experimental protocols should be validated in-house.

Where can I obtain the Safety Data Sheet (SDS) and Certificate of Analysis (CoA) for C193783?

The Safety Data Sheet and Certificate of Analysis for 5-Chloropyridazin-4-amine (SKU C193783) can be downloaded directly from the Aladdin Scientific product page on the company website. For lot-specific CoA requests or further technical assistance, please contact Aladdin Scientific customer support.

What is the molecular formula and molecular weight of 5-Chloropyridazin-4-amine?

The molecular formula of 5-Chloropyridazin-4-amine is C4H4ClN3, corresponding to a calculated molecular weight of approximately 129.55 g/mol. Researchers should verify these values against the official product documentation (CoA) supplied with SKU C193783.

References

  1. Aladdin Scientific. Product Information: 5-Chloropyridazin-4-amine, SKU C193783. Aladdin Scientific official website.
  2. Joule, J. A.; Mills, K. Heterocyclic Chemistry, 5th ed.; Wiley-Blackwell: Oxford, 2010. (General reference for pyridazine chemistry and properties)
  3. Clayden, J.; Greeves, N.; Warren, S. Organic Chemistry, 2nd ed.; Oxford University Press: Oxford, 2012. (General reference for nucleophilic aromatic substitution and cross-coupling reactions)

Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.

目录: 技术文章

Da — 若无特别说明,分子量单位默认为道尔顿。   Mw — 重均分子量。   Mn — 数均分子量。

产品仅供科研与开发使用,不用于人体、动物、诊断或治疗。

引用本文

阿拉丁科学.《5-Chloropyridazin-4-amine: Properties, Handling & Lab Use Guide》. 阿拉丁知识库,更新于 2026年10月4日。 https://www.aladdin-e.com/zh_cn/faqs/5-chloropyridazin-4-amine-properties-handling-lab-use-guide-en.html
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