Chemical Identity and Structure

2-Amino-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine Dihydrochloride (Aladdin SKU: A734770) is a bicyclic heterocyclic compound consisting of a thiazole ring fused to a partially saturated piperidine ring. The [5,4-c] fusion descriptor indicates the bond connectivity between the two ring systems, with the sulfur and nitrogen atoms of the thiazole moiety bridging into the tetrahydropyridine framework.

The 2-amino substituent on the thiazole ring provides a reactive primary amine handle that is widely exploited in condensation and coupling reactions for the elaboration of more complex drug-like molecules. The compound is isolated and supplied as its dihydrochloride salt, which protonates the ring nitrogen atoms and enhances both aqueous solubility and the long-term stability of the solid material during storage.

The thiazolopyridine scaffold is recognised in medicinal chemistry as a privileged heterocyclic framework appearing in a range of bioactive molecules, making this building block a valuable starting material or intermediate for structure–activity relationship (SAR) studies.

Physicochemical Properties and Solubility

As a dihydrochloride salt of a bicyclic amine, this compound is expected to exhibit meaningful solubility in water and polar protic solvents such as methanol and ethanol. The free-base form of thiazolopyridines is typically less soluble in aqueous media; therefore, researchers should use the dihydrochloride form directly for aqueous-phase assays or aqueous reaction conditions.

For organic synthesis applications requiring anhydrous or non-aqueous conditions, the free base can be liberated by treatment with an appropriate inorganic base (e.g., potassium carbonate, sodium hydroxide) followed by extraction into a suitable organic solvent such as dichloromethane or ethyl acetate. The resulting free base should be used promptly or stored under inert atmosphere to minimise degradation.

Stock solutions prepared in DMSO are also common for biological screening workflows. Prepare fresh stock solutions where possible and avoid repeated freeze-thaw cycles to preserve compound integrity.

Note: Specific physical constants (melting point, exact solubility values, logP) are not provided in the current source material and should be obtained from the certificate of analysis (CoA) or a validated physicochemical database before use in regulated studies.

Storage, Handling, and Safety Guidelines

Storage: Store the compound in a tightly sealed container under cool, dry conditions, away from light, heat, and moisture. A refrigerated environment (2–8 °C) is recommended for long-term preservation of the solid material. Always verify storage conditions specified on the product label and CoA, as these supersede general guidance.

Personal Protective Equipment (PPE): When handling this compound, wear appropriate PPE including nitrile gloves, a laboratory coat, and safety glasses or goggles. If working with powders or fine particulates, use a dust mask or work inside a fume hood to avoid inhalation.

Waste Disposal: Dispose of all waste, including contaminated solvent and unused material, in accordance with local, national, and institutional regulations governing chemical waste. Do not pour solutions down the drain without authorisation from your environmental health and safety (EHS) officer.

First Aid: In case of skin or eye contact, rinse thoroughly with water for at least 15 minutes. Seek medical attention if irritation persists. In case of inhalation, move to fresh air immediately.

Note: A complete Safety Data Sheet (SDS) should be consulted before use. Specific hazard classifications for this compound are not confirmed in the current source material and must be verified against the official SDS prior to use.

Research Applications

The thiazolopyridine scaffold present in 2-Amino-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine Dihydrochloride is employed across several domains of chemical and biological research:

• Drug Discovery and Medicinal Chemistry: The compound functions as a core heterocyclic building block for the synthesis of candidate molecules targeting diverse biological pathways. The 2-amino group participates in reactions such as acylation, sulfonylation, and condensation with carbonyl-containing electrophiles (e.g., aldehydes, ketones, esters) to generate libraries of analogues for SAR studies.
• Heterocyclic Synthesis: Chemists use this scaffold to access fused-ring systems of higher complexity. The partially saturated piperidine ring can be further functionalised at the nitrogen (position 5) or at ring carbons, expanding structural diversity.
• Biological Screening: Compounds bearing the tetrahydrothiazolopyridine framework have been investigated in the scientific literature as candidates for modulating enzyme and receptor targets; however, specific biological activity data for this particular compound should be confirmed in primary literature before drawing biological conclusions.
• Probe Chemistry: The bifunctional nature of the molecule (amine and heterocyclic nitrogen) enables incorporation into fluorescent probes or affinity-labelling reagents with appropriate linker chemistry.

Note: Specific biological targets and activity values for this exact compound are not available in the source material. Researchers should conduct primary literature searches and empirical validation.

Preparation of Working Solutions and Practical Tips

Weighing: Tare the balance with a clean, dry weigh boat or vial before dispensing. Allow the container to equilibrate to room temperature before opening to prevent moisture condensation on the solid, which can affect mass accuracy and compound stability.

Solution Preparation:

1. For aqueous solutions, dissolve the dihydrochloride salt directly in the appropriate volume of water or aqueous buffer. Vortex or stir gently until fully dissolved. Adjust pH if necessary for downstream applications.
2. For DMSO stock solutions (common for biological assays), dissolve at the target concentration (typically 10–100 mM), aliquot into single-use vials, and store at −20 °C.
3. When a free-base solution is required, treat the dihydrochloride with 2 equivalents of a mild base (e.g., triethylamine or K₂CO₃ in aqueous/organic biphasic system) before use in synthesis.

Quality Check: Verify compound identity and purity by comparing against the CoA supplied with each lot. NMR and HPLC data on the CoA serve as primary reference standards. If purity is critical, consider independent analysis by LC-MS before use in key experiments.

Lot-to-Lot Consistency: Always record the lot number in your laboratory notebook. Contact Aladdin Scientific customer support if results are inconsistent across lots.