2-amino-4-(4-fluorophenyl)thiazole-5-carbonitrile

China [CN]

Structural Characteristics

The molecule is centered around a thiazole ring, with substituent distribution clearly oriented toward functional activity:

Position 2: Amino group (-NH₂), providing a basic and nucleophilic reaction site;

Position 4: 4-Fluorophenyl group (p-fluorophenyl, -C₆H₄F). The strong electronegativity of the fluorine atom influences the electron cloud density of the thiazole ring through a conjugation effect, enhancing the molecule's lipid solubility and bioavailability;

Position 5: Cyano group (-CN), a strong electron-withdrawing group, increases the molecule's polarity and reactivity.

The overall structure combines aromaticity (thiazole and benzene rings) with multifunctional reactivity, offering a wealth of possibilities for structural modification.

Physical and Chemical Properties

Appearance: Typically a white to pale yellow crystalline solid, exhibiting regular crystal morphology at high purity.

Melting Point: Approximately 190-195°C (estimated, subject to experimental determination and affected by purity). Solubility: Sparingly soluble in water, but readily soluble in polar organic solvents such as DMSO, N,N-dimethylformamide (DMF), ethyl acetate, and methanol. The presence of the fluorophenyl group makes it slightly more soluble in non-polar solvents than its fluorine-free analog.

Stability: Stable at room temperature and pressure. Avoid contact with strong acids, bases, and strong oxidants. For long-term storage, keep sealed and protected from light to prevent deliquescence and oxidation.