2416-95-7

Usage

Uses

Used in Pharmaceutical Industry:
3,3',5,5'-Tetraisopropylbiphenyl-4,4'-diol is used as an intermediate in the synthesis of various pharmaceutical compounds due to its unique chemical structure and reactivity. Its ability to form stable derivatives with other molecules makes it a valuable component in the development of new drugs.
Used in Chemical Research:
3,3',5,5'-Tetraisopropylbiphenyl-4,4'-diol is utilized as a research compound in the field of organic chemistry. Its distinct structure allows scientists to study its properties and interactions with other molecules, which can lead to the discovery of new chemical reactions and applications.
Used in Material Science:
3,3',5,5'-Tetraisopropylbiphenyl-4,4'-diol can be employed in the development of new materials with specific properties. Its molecular structure may contribute to the creation of materials with enhanced stability, reactivity, or other desirable characteristics.
Used in Antioxidant Applications:
3,3',5,5'-Tetraisopropylbiphenyl-4,4'-diol, similar to Dipropofol, may exhibit antioxidant and radical scavenging activity. This property can be harnessed in various industries, such as the food and pharmaceutical industries, to protect products from oxidative damage and extend their shelf life.
Used in Antimicrobial Applications:
As an antibacterial agent, 3,3',5,5'-Tetraisopropylbiphenyl-4,4'-diol could be used in the development of new antimicrobial products, particularly against Gram-positive bacteria. Its potential application in this area could contribute to the fight against antibiotic-resistant bacteria and improve public health.

Upstream product

• 2078-54-8 2,6-diisopropylphenol 
• 99-62-7 1,3-diisopropylbenzene 
• 2178-51-0 3,3',5,5'-tetraisopropyldiphenoquinone 
• 13423-73-9 4-hydroxy-3,5-diisopropylbenzoic acid 
• 99-96-7 4-hydroxy-benzoic acid 

Downstream Products

• 2178-51-0 3,3',5,5'-tetraisopropyldiphenoquinone 

Relevant academic research and scientific papers

Selective Formation of 4,4′-Biphenols by Anodic Dehydrogenative Cross- and Homo-Coupling Reaction

A simple and selective electrochemical synthesis by dehydrogenative coupling of unprotected 2,6- or 2,5-substituted phenols to the desired 4,4′-biphenols is reported. Using electricity as the oxidizing reagent avoids pre-functionalization of the starting materials, since a selective activation of the substrates takes place. Without the necessity for metal-catalysts or the use of stoichiometric reagents it is an economic and environmentally friendly transformation. The elaborated electrochemical protocol leads to a broad variety of the desired 4,4′-biphenols in a very simplified manner compared to classical approaches. This is particular the case for the cross-coupled products.

THE USE OF DIPHENOL IN PREPARATION OF MEDICINES FOR PREVENTION AND TREATMENT OF CEREBRAL ISCHEMIA

The present invention relates to use of biphenols in the preparation of a medicament for the prevention and treatment of ischemic stroke, specifically to use of 3,3′,5,5′-tetraisopropyl-4,4′-biphenol and salt, ester, or solvate thereof in the preparation of a medicament for the prevention and treatment of ischemic stroke injury.

A dual-functional heterogeneous ruthenium catalyst for the green one-pot synthesis of biphenols

A green one-pot synthesis of biphenols using O2 and H2 was achieved using a magadiite-supported Ru nanoparticle catalyst. This catalyst selectively promoted the oxidative coupling of phenols to diphenoquinones with O2, followed by the successive reduction of these diphenoquinones to biphenols using H2 in a single reactor.

Selective oxidative homo-and cross-coupling of phenols with aerobic catalysts

Simple catalysts that use atom-economical oxygen as the terminal oxidant to accomplish selective ortho-ortho, ortho-para, or para-para homo-couplings of phenols are described. In addition, chromium salen catalysts have been discovered as uniquely effective in the cross-coupling of different phenols with high chemo-and regioselectivity.

Commercial manufacturing of propofol: Simplifying the isolation process and control on related substances

A commercially viable manufacturing process for propofol (1) is described. The process avoids acid-base neutralization events during isolation of intermediate, 2,6-di-isopropylbenzoic acid (3) and crude propofol, and thus simplifies the synthesis on industrial scale to a considerable extent. Syntheses of five impurities/related substances (USP and EP) are also described.

Carbonic anhydrase inhibitors. Inhibition of human erythrocyte isozymes I and II with a series of antioxidant phenols

The inhibition of two human cytosolic carbonic anhydrase (hCA, EC 4.2.1.1) isozymes I and II, with a series of phenol derivatives was investigated by using the esterase assay, with 4-nitrophenyl acetate as substrate. 2,6-Dimethylphenol, 2,6-diisopropylphenol (propofol), 2,6-di-t-butylphenol, butylated hydroxytoluene, butylated hydroxyanisole, vanillin, guaiacol, di(2,6-dimethylphenol), di(2,6-diisopropylphenol), di(2,6-di-t-butylphenol), and acetazolamide showed KI values in the range of 37.5-274.5 μM for hCA I and of 0.29-113.5 μM against hCA II, respectively. All these phenols were non-competitive inhibitors with 4-nitrophenylacetate as substrate. Some antioxidant phenol derivatives investigated here showed effective hCA II inhibitory effects, in the same range as the clinically used sulfonamide acetazolamide, and might be used as leads for generating enzyme inhibitors possibly targeting other CA isoforms which have not been yet assayed for their interactions with such agents.

Solubilization of dipropofol, an antibacterial agent, using saccharide and ascorbic acid

Dipropofol has a strong antibacterial activity against Gram-positive bacteria. However, it lacked the solubility in water and this property was supposed to limit its efficacy. We tried to improve the solubility and found a new solubilization method of dipropofol in water by the addition of a monosaccharide or ascorbic acid.

Antioxidant activity of propofol and related monomeric and dimeric compounds

This study was carried out to investigate the antioxidant activity of propofol (2,6-diisopropylphenol) and its related compounds, butylated hydroxyanisole (BHA), 2,6-dimethylphenol, 2,6-di-t-butylphenol, and their dimeric compounds. The degree of antioxidant activity was evaluated based on the degree of peroxidation induced with Fe-ascorbic acid in egg phosphatidylcholine through the determination of thiobarbituric acid-reactive substances (TBARS) formed during peroxidation. Their antioxidant activities were in the order of dipropofol>di(2,6-di-t-butylphenol)>diBHA>di(2,6-dimethylphenol). Dipropofol, a dimeric compound of propofol, showed the highest antioxidant activities. Dimeric compounds had higher activities than monomeric compounds, and the 1,1-diphenyl-p-picryhydrazyl-trapping ability of dimeric compounds was also greater than those of monomeric compounds (4-10-fold). These results suggest that dimeric phenols may increase their antioxidant activities along with increments in the conjugation system and play a inhibitory role in the propagation of free radical chain reactions.

Antibacterial activity of dipropofol and related compounds

Phenolic compounds, in general, exhibit antioxidant and antibacterial activities. We studied antimicrobial activity of the phenolic antioxidants, propofol (2,6-diisopropylphenol), tocopherol, eugenol, butylated hydroxyanisole (BHA), and several of their dimer compounds. Dipropofol (dimer of 2,6-diisopropylphenol) showed strong antibacterial activity against gram-positive strains including methicillin resistant Staphylococcus aureus (MRSA) and vancomycin resistant Enterococci (VRE), while propofol and other monomeric and dimeric phenols having methyl or tert-butyl groups showed no remarkable activity. The results indicated that the dimeric structure of 2,6-diisopropylphenol moiety may play an important role in the antibacterial activity.

Novel photochemical coupling of hindered phenols in the presence of acridine mechanistically probed by CIDEP

Irradiation of hindered phenols in the presence of acridine as a light absorber gives bisphenols and biacridane.CIDEP study establishes the path of hydrogen abstraction by the triplet acridine.The overall mechanism is proposed by the product analysis and the CIDEP studies.