6-Hydroxypyridazine-3-carboxamide: Properties & Research Uses
6-Hydroxypyridazine-3-carboxamide: Properties & Research Uses
6-Hydroxypyridazine-3-carboxamide is a hydroxyl- and amide-functionalized pyridazine heterocycle that serves as a versatile building block in medicinal chemistry and synthetic research.
- Chemical Name
- 6-Hydroxypyridazine-3-carboxamide
- SKU
- H709528
- Core Heterocycle
- Pyridazine (1,2-diazine)
- Key Functional Groups
- 6-Hydroxyl and 3-carboxamide substituents on the pyridazine ring
- Supplier
- Aladdin Scientific
- Typical Application
- Synthetic intermediate and building block in heterocyclic chemistry research
Chemical Structure and Properties
6-Hydroxypyridazine-3-carboxamide belongs to the pyridazine family of six-membered nitrogen-containing heterocycles, specifically the 1,2-diazine subclass. The compound bears two key functional groups: a hydroxyl group at the 6-position and a primary carboxamide group at the 3-position of the pyridazine ring. This bifunctionality distinguishes the molecule from simpler pyridazine derivatives and enhances its reactivity profile.
The hydroxyl group at the 6-position can participate in tautomeric equilibrium with the corresponding lactam (oxo) form, a behavior commonly observed in hydroxypyridazines. In practice, such compounds frequently exist predominantly in the lactam tautomer in the solid state, which influences their hydrogen-bonding capacity and crystal packing. The carboxamide group at the 3-position provides additional hydrogen-bond donor and acceptor sites, contributing to the compound's solubility characteristics in polar solvents and its potential for intermolecular interactions in biological or crystal environments.
Researchers should note that the physicochemical parameters — including exact melting point, logP, and aqueous solubility — should be verified against the supplier's certificate of analysis or primary literature, as these values are not independently confirmed in this document.
Synthesis and Preparation Context
Hydroxypyridazine carboxamide derivatives are typically accessed through multi-step synthetic routes starting from dicarboxylic acid precursors or via condensation reactions involving hydrazine reagents with appropriate dicarbonyl substrates. The 6-hydroxy (or 6-oxo) pyridazine-3-carboxamide scaffold can also be obtained by selective ammonolysis or aminolysis of the corresponding ester intermediates under controlled conditions.
The presence of both the ring nitrogen atoms and the exocyclic functional groups makes selective functionalization a key synthetic challenge. Protection-deprotection strategies and careful control of reaction pH are often necessary to achieve regioselective transformations. These considerations are relevant to researchers who intend to use 6-Hydroxypyridazine-3-carboxamide as a starting material or intermediate for further derivatization.
Specific synthetic procedures, yields, and reaction conditions relevant to this compound should be sourced from peer-reviewed literature or the supplier's technical documentation. Aladdin Scientific (SKU H709528) supplies this compound as a research-grade reagent intended to support such synthetic workflows.
Research Applications
6-Hydroxypyridazine-3-carboxamide finds utility as a heterocyclic building block in medicinal chemistry programs targeting a range of biological activities. Pyridazine-containing scaffolds have been explored in the literature as pharmacophores with potential enzyme-inhibitory and receptor-binding properties. The hydroxyl and carboxamide functional groups provide handles for further chemical elaboration, enabling the synthesis of more complex analogs through O-alkylation, N-acylation, or coupling chemistry.
Beyond medicinal chemistry, this class of compounds is of interest in agrochemical research. Hydroxypyridazine derivatives have been investigated as potential components in crop-protection formulations, though the specific agrochemical relevance of this particular compound should be confirmed against primary literature. The source material associates a wheat-related notation with this product, which may suggest relevance to plant-science or agrochemical research contexts; researchers are advised to consult the full product specification and relevant primary references for clarification.
In materials and coordination chemistry, nitrogen- and oxygen-donor heterocycles such as hydroxypyridazine carboxamides can act as ligands for transition metals, offering opportunities for the preparation of coordination complexes with defined geometries. Researchers exploring these applications should characterize complexation behavior experimentally.
Handling, Storage and Safety Considerations
As with all fine chemical reagents, 6-Hydroxypyridazine-3-carboxamide should be handled in accordance with standard laboratory safety practices. Personnel should wear appropriate personal protective equipment including gloves, safety glasses, and a lab coat when handling this compound. Work should be conducted in a well-ventilated area or fume hood where appropriate.
Storage conditions — including recommended temperature, moisture sensitivity, and container type — should be confirmed from the product's Safety Data Sheet (SDS) and certificate of analysis (CoA) provided by Aladdin Scientific. In the absence of specific SDS data within this document, general guidance for solid heterocyclic research chemicals applies: store in a cool, dry location away from incompatible materials, oxidizers, and strong acids or bases. Keep containers tightly sealed when not in use.
Researchers should consult the current SDS for this product (H709528) prior to use to obtain up-to-date hazard classification, first-aid measures, and disposal guidance in compliance with local regulations.
Frequently asked questions
What is the CAS number for 6-Hydroxypyridazine-3-carboxamide?
The CAS number for 6-Hydroxypyridazine-3-carboxamide is not confirmed within the current source material. Please refer to the Aladdin Scientific product page for SKU H709528 or the accompanying certificate of analysis for the verified CAS registry number.
In what solvents is 6-Hydroxypyridazine-3-carboxamide soluble?
Hydroxypyridazine carboxamide compounds generally show solubility in polar aprotic solvents such as DMSO and DMF, and moderate solubility in water depending on pH, due to the presence of the hydroxyl and amide groups. Exact solubility data for SKU H709528 should be confirmed from the product's technical documentation or by experimental determination.
Can 6-Hydroxypyridazine-3-carboxamide be used as a ligand in coordination chemistry?
The compound contains multiple nitrogen and oxygen donor atoms — ring nitrogens, the hydroxyl (or lactam carbonyl) oxygen, and the carboxamide nitrogen and oxygen — making it a candidate for coordination to transition metals. However, specific complexation studies for this compound should be identified from primary literature, as no such data are confirmed in the current source material.
What purity grade is Aladdin Scientific's H709528 supplied at?
Specific purity information for SKU H709528 is not detailed in the current source material. Customers should request the certificate of analysis from Aladdin Scientific or consult the product listing for purity specification, analytical method, and lot-specific data.
References
- Aladdin Scientific product listing for 6-Hydroxypyridazine-3-carboxamide, SKU H709528.
- General reference on pyridazine chemistry and hydroxypyridazine tautomerism — specific primary literature citation to be identified and verified.
Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.
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