4-Hydroxybenzamide Chemical Properties

Melting point:

161-162 °C (lit.)

Boiling point:

345.3±25.0 °C(Predicted)

Density 

1.286±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

form 

powder to crystal

pka

8.60±0.13(Predicted)

color 

White to Light yellow to Dark green

BRN 

1906921

InChI

InChI=1S/C7H7NO2/c8-7(10)5-1-3-6(9)4-2-5/h1-4,9H,(H2,8,10)

InChIKey

QXSAKPUBHTZHKW-UHFFFAOYSA-N

SMILES

C(N)(=O)C1=CC=C(O)C=C1

CAS DataBase Reference

619-57-8(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39-36

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29242990

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

4-Hydroxybenzamide Usage And Synthesis

Chemical Properties

White to off-white crystalline powder

Uses

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

Uses

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.

4-Hydroxybenzamide(619-57-8)Related Product Information

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