148081-72-5

Basic information

• Product Name: 1-O-Hexyl-2,3,5-trimethylhydroquinone
• Synonyms: 4-(Hexyloxy)-2,3,6-triMethyl-phenol;4-Hexyloxy-2,3,6-triMethylphenol;HX-1171
• CAS NO: 148081-72-5
• Molecular Formula: C₁₅H₂₄O₂
• Molecular Weight: 238.368
• Product Categories: Detergents;Mutagenesis Research Chemicals
• Mol File: 148081-72-5.mol

Chemical Properties

• Melting Point: 72.5-73°C
• Boiling Point: 357.8°Cat760mmHg
• Flash Point: 154.4°C
• Appearance: /
• Density: 0.971g/cm³
• Vapor Pressure: 1.29E-05mmHg at 25°C
• Refractive Index: 1.507
• Storage Temp.: Refrigerator
• PKA: 11.22±0.30(Predicted)
• CAS DataBase Reference: 1-O-Hexyl-2,3,5-trimethylhydroquinone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-O-Hexyl-2,3,5-trimethylhydroquinone(148081-72-5)
• EPA Substance Registry System: 1-O-Hexyl-2,3,5-trimethylhydroquinone(148081-72-5)

Safety Data

• Hazardous Substances Data: 148081-72-5(Hazardous Substances Data)

Usage

Uses

Used in Food Industry:
1-O-Hexyl-2,3,5-trimethylhydroquinone is used as an additive for the food industry to provide strong antimutagenic activity against carcinogenic heterocyclic amines (HCA) formed during cooking processes. Its application helps to reduce the risk of cancer associated with the consumption of these amines.
Used in Pharmaceutical Industry:
1-O-Hexyl-2,3,5-trimethylhydroquinone is used as a pharmaceutical candidate due to its strong antimutagenic properties. It can be employed in the development of drugs that target the inhibition of metabolic activation of carcinogenic heterocyclic amines and the action on activated N-Hydroxy species, potentially offering a new approach to cancer prevention and treatment.
Used in Cosmetics Industry:
In the cosmetics industry, 1-O-Hexyl-2,3,5-trimethylhydroquinone is used as an ingredient for its antioxidant properties. It can help protect skin from oxidative stress and damage caused by environmental factors, such as exposure to harmful chemicals and UV radiation.
Used in Chemical Research:
1-O-Hexyl-2,3,5-trimethylhydroquinone is used as a research compound in the field of chemistry, particularly in the study of phenolic antioxidants and their potential applications in various industries. Its unique properties and strong antimutagenic activity make it an interesting subject for further investigation and development.

InChI:InChI=1/C15H24O2/c1-5-6-7-8-9-17-14-10-11(2)15(16)13(4)12(14)3/h10,16H,5-9H2,1-4H3

Upstream product

• 700-13-0 Trimethylhydroquinone 
• 638-45-9 1-Iodohexane 
• 111-27-3 hexan-1-ol 

Downstream Products

• 148081-73-6 Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-(4-hexyloxy-2,3,6-trimethyl-phenoxy)-tetrahydro-pyran-3-yl ester 

Relevant articles and documents

Synthesis of 4-alkoxyaryl β-D-glucopyranosides and their inhibitory effects on histamine release from rat peritoneal mast cells induced by concanavalin A

The inhibitory effects of newly synthesized 4-alkoxyaryl β-D- glucopyranosides on histamine release from rat peritoneal mast cells induced by concanavalin A were examined. A plot of hydrophobicity (k') against inhibitory activity of the compounds showed a distinct maximum, and 4- decyloxy-2,3,6-trimethylphenyl β-D-glucopyranoside was the most potent inhibitor among the tested compounds.

Synthesis and anti lipid-peroxidation activity of hydroquinone monoalkyl ethers

A series of hydroquinone monoalkyl ethers was synthesized and evaluated for anti lipid-peroxidation activity in rat liver microsomes. 4-Hexyloxy- 2,3,6-trimethylphenol (9), having a low redox potential, as well as ascorbic acid exhibited the strongest anti lipid-peroxidation activity (IC50 = 4.2 x 10-7 M). Structure-activity relationship studies demonstrated that the inhibitory effect of hydroquinone monoalkyl ethers on lipid peroxidation was increased by the acquisition of an optimum hydrophobicity and decreased by an insufficient or excessive hydrophobicity.