5438-62-0

Basic information

• Product Name: octyl 4-hydroxy-3-methoxybenzoate
• Synonyms: benzoic acid, 4-hydroxy-3-methoxy-, octyl ester
• CAS NO: 5438-62-0
• Molecular Formula: C₁₆H₂₄O₄
• Molecular Weight: 280.3594
• Mol File: 5438-62-0.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 398.6°C at 760 mmHg
• Flash Point: 138.5°C
• Density: 1.056g/cm³
• Vapor Pressure: 6.33E-07mmHg at 25°C
• Refractive Index: 1.507
• CAS DataBase Reference: octyl 4-hydroxy-3-methoxybenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: octyl 4-hydroxy-3-methoxybenzoate(5438-62-0)
• EPA Substance Registry System: octyl 4-hydroxy-3-methoxybenzoate(5438-62-0)

Safety Data

• Hazardous Substances Data: 5438-62-0(Hazardous Substances Data)

Upstream product

• 111-87-5 octanol 
• 121-34-6 3-methoxy-4-hydroxybenzoic acid 

Relevant articles and documents

Antiparasitic activity of new gibbilimbol analogues and SAR analysis through efficiency and statistical methods

Chagas' disease and leishmaniasis are parasitic infections enrolled among the neglected tropical diseases, which urge for new treatments. In the search for new chemical entities as prototypes, gibbilimbols A/B have shown antiparasitic activity against Trypanosoma cruzi and Leishmania infantum, and then a set of analogues (LINS03 series) of this natural product were synthesized and evaluated in vitro against the parasites. In the present paper we reported five new compounds with activity against these protozoan parasites, and quite low cytotoxicity. Moreover, the interference of plasma membrane permeability of these analogues were also evaluated. We found that [(4-methoxyphenyl)methyl]octylamine (4) was noteworthy due to its high activity against the amastigote form of both parasites (IC50 1.3–5.8 μM) and good selectivity index. In order to unveil the SAR for this chemotype, we also presented a group efficiency analysis and PCA and HCA study, which indicated that the methoxyl provides good activity with lower cytotoxicity to mammalian cells. The results from SAR analyses suggest different mechanisms of action between the neutral and basic compounds. In summary, the analogues represent important activity against these parasites and must be prototypes for further exploitation.

Antifungal activity of octyl gallate: Structural criteria and mode of action

Octyl gallate (3,4,5-trihydroxybenzoate) was found to possess antifungal activity against Saccharomyces cerevisiae and Zygosaccharomyces bailii, in addition to its potent antioxidant activity. Catechol moiety is essential to elicit this activity. The primary fungicidal activity of octyl gallate comes from its ability to act as a nonionic surface-active agent (surfactant). The length of the alkyl chain is not a major contributor but plays an important role in eliciting the activity.