4693-17-8

Basic information

• Product Name: 1-(2,5-dihydroxyphenyl)pentan-1-one
• CAS NO: 4693-17-8
• Molecular Formula: C₁₁H₁₄O₃
• Molecular Weight: 194.2271
• Mol File: 4693-17-8.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 357.4°C at 760 mmHg
• Flash Point: 184.1°C
• Density: 1.16g/cm³
• Vapor Pressure: 1.33E-05mmHg at 25°C
• Refractive Index: 1.557
• CAS DataBase Reference: 1-(2,5-dihydroxyphenyl)pentan-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2,5-dihydroxyphenyl)pentan-1-one(4693-17-8)
• EPA Substance Registry System: 1-(2,5-dihydroxyphenyl)pentan-1-one(4693-17-8)

Safety Data

• Hazardous Substances Data: 4693-17-8(Hazardous Substances Data)

Usage

Classification

Ketone

Chemical class

Phenylpropanoids

Structure

Combination of a phenolic structure with a ketone functional group

Occurrence

Found in various plants and natural products

Properties

a. Antioxidant
b. Antibacterial

Potential applications

a. Pharmaceuticals
b. Food additives

Upstream product

• 123-31-9 hydroquinone 
• 109-52-4 valeric acid 

Downstream Products

• 539-82-2 ethyl n-valerate 
• 4693-32-7 2-n-pentyl-1,4-dihydroxybenzene 
• 123-31-9 hydroquinone 
• 13183-92-1 2-Pentyl-5-sulfo-hydrochinon 
• 65781-66-0 2-Pentanoyl-1,4-benzochinon 
• 124557-62-6 3,6-dianilino-2-valeroyl-1,4-benzoquinone 
• 124557-54-6 2-(1'-hydroxy-n-pentyl)-1,4-benzoquinone 
• 124557-73-9 2,6-bis(3-methylbuten-2-yl)-3-butyl-5-anilino-4,7-indazoloquinone 
• 124557-69-3 2-(3,3-dimethylacryloyl)-3-butyl-5-anilino-4,7-indazoloquinone 
• 124557-67-1 2-acetyl-5-anilino-3-butyl-4,7-indazoloquinone 
• 124557-64-8 5-anilino-3-butyl-2,1-benzisoxazolo-4,7-quinone 
• 83578-17-0 2H-5-anilino-3-butyl-4,7-indazoloquinone 

Relevant articles and documents

Synthesis and pharmacological evaluation of acylhydroquinone derivatives as potent antiplatelet agents

Platelets are the smallest blood cells, and their activation (platelet cohesion or aggregation) at sites of vascular injury is essential for thrombus formation. Since the use of antiplatelet therapy is an unsolved problem, there are now focused and innovative efforts to develop novel antiplatelet compounds. In this context, we assessed the antiplatelet effect of an acylhydroquinone series, synthesized by Fries rearrangement under microwave irradiation, evaluating the effect of diverse acyl chain lengths, their chlorinated derivatives, and their dimethylated derivatives both in the aromatic ring and also the effect of the introduction of a bromine atom at the terminus of the acyl chain. Findings from a primary screening of cytotoxic activity on platelets by lactate dehydrogenase assay identified 19 non-toxic compounds from the 27 acylhydroquinones evaluated. A large number of them showed IC50 values less than 10 μM acting against specific pathways of platelet aggregation. The highest activity was obtained with compound 38, it exhibited sub-micromolar IC50 of 0.98 ± 0.40, 1.10 ± 0.26, 3.98 ± 0.46, 6.79 ± 3.02 and 42.01 ± 3.48 μM against convulxin-, collagen-, TRAP-6-, PMA- and arachidonic acid-induced platelet aggregation, respectively. It also inhibited P-selectin and granulophysin expression. We demonstrated that the antiplatelet mechanism of compound 38 was through a decrease in a central target in human platelet activation as in mitochondrial function, and this could modulate a lower response of platelets to activating agonists. The results of this study show that the chemical space around ortho-carbonyl hydroquinone moiety is a rich source of biologically active compounds, signaling that the acylhydroquinone scaffold has a promising role in antiplatelet drug research.