4-Hydroxybenzamide

Chemical properties

White to off-white crystalline powder

The Uses of 4-Hydroxybenzamide

4-Hydroxybenzamide is a secondary metabolite from marine sponge Phakellia fusca.

The Uses of 4-Hydroxybenzamide

4-Hydroxybenzamide was used in the synthesis of balanol, a potent protein kinase C (PKC) inhibitor.

Definition

4-Hydroxybenzamide (4HBM) is an important biological active compound that has the presence of various biological activities such as antimycobacterial, antifungal, antimicrobial, herbicidal, and antioxidant. The benzamide derivatives are also used in medical, pharmaceutical, and therapeutic applications because of their anti-inflammatory, antibacterial, and antifungal activities. The amine and carboxylic acids are important functional groups of present molecules. These are mainly utilized in the field of chemical industry. The cocrystallization of itraconazole (a very slightly soluble triazole antifungal drug) with 4-hydroxybenzamide (4OHBZA) can potentially increase the drug solubility at pH1.2 and 37 °C by 64 times[1-2].

References

[1] Ramesh P, et al. Theoretical and experimental spectroscopic studies of monomeric and dimeric structures of 4-hydroxybenzamide International Journal of Pharmaceutics. Journal of Molecular Structure, 2020; 1206: 127742.
[2] Vasilev N, et al. Novel cocrystals of itraconazole: Insights from phase diagrams, formation thermodynamics and solubility. International Journal of Pharmaceutics, 2021; 599: 120441.

Synthesis Reference(s)

Tetrahedron Letters, 19, p. 5183, 1978 DOI: 10.1016/S0040-4039(01)85844-5

General Description

The standard molar enthalpy of formation of 4-hydroxybenzamide was studied by micro- or macrocombustion calorimetry.

Source

4-Hydroxybenzamide is a natural product found in Oxytropis falcata, Houttuynia cordata, and Streptomyces tendae with data available.