10537-86-7

Usage

Uses

Used in Chemical Synthesis:
4-hydroxy-3,5-bis(1-methylethyl)-benzaldehyde is used as a starting material for the one-pot synthesis of 3,5-Dialkyl-4-hydroxybenzonitrile derivatives. This synthesis process allows for the creation of a variety of chemical compounds with potential applications in various industries.
Used in the Synthesis of MTS PHOTO-SWITCHABLE Compound (M125115):
4-hydroxy-3,5-bis(1-methylethyl)-benzaldehyde is an intermediate used in the synthesis of MTS PHOTO-SWITCHABLE Compound (M125115), a derivative compound of Maleidopropionic Acid (M140750). 4-hydroxy-3,5-bis(isopropyl)benzaldehyde is a sulfhydryl reactive heterobifunctional crosslinking reagent, which has potential applications in the fields of biochemistry and materials science, particularly for the development of new materials with unique properties and functions.

InChI:InChI=1/C13H18O2/c1-8(2)11-5-10(7-14)6-12(9(3)4)13(11)15/h5-9,15H,1-4H3

Upstream product

• 2078-54-8 2,6-diisopropylphenol 
• 100-97-0 hexamethylenetetramine 
• 50-00-0 formaldehyd 
• 104-93-8 p-methylanizole 
• 20766-99-8 2,6-Di-iso-propyl-4-methylphenol 
• 1336-21-6 ammonium hydroxide 
• 4885-02-3 Dichloromethyl methyl ether 
• 76-05-1 trifluoroacetic acid 
• 68-12-2 N,N-dimethyl-formamide 
• 2053-29-4 methyleneamine 

Downstream Products

• 113465-89-7 5-isoxazoleethanol, α-(4-hydroxy-3,5-bis(1-methylethyl)phenyl)-3-methyl- 
• 127035-61-4 2,6-Diisopropyl-4-[(E)-2-(4-methoxy-phenyl)-vinyl]-phenol 
• 116376-77-3 2,6-Diisopropyl-4-((E)-2-pyridin-3-yl-vinyl)-phenol 
• 106392-48-7 ST₂₇₁ 
• 110798-45-3 2,6-diisopropyl-4-(dimethoxymethyl)phenol 
• 127035-59-0 4-[(E)-2-(4-Fluoro-phenyl)-vinyl]-2,6-diisopropyl-phenol 
• 124956-00-9 3,5-Diisopropyl-4-(2-methoxy-ethoxymethoxy)-benzaldehyde 
• 221445-30-3 (Z)-5-(3,5-diisopropyl-4-hydroxybenzylidene)-2-thioxothiazolidin-4-one 
• 521098-12-4 4-acetoxy-3,5-diisopropyl-benzaldehyde 
• 655245-43-5 4-[2-(2-hydroxy-ethoxy)-ethoxy]-3,5-diisopropyl-benzaldehyde 
• 24982-69-2 3,5-diisopropyl-4-(3-isopropyl-4-methoxy-phenoxy)-benzaldehyde 
• 180090-52-2 2-(3,5-diisopropyl-4-hydroxyphenyl)-3-(3-chloropropyl)-1,3-thiazolidin-4-one 

Relevant academic research and scientific papers

Efficient and flexible synthesis of new photoactivatable propofol analogs

Propofol is a widely used general anesthetic, which acts by binding to and modulating several neuronal ion channels. We describe the synthesis of photoactivatable propofol analogs functionalized with an alkyne handle for bioorthogonal chemistry. Such tools are useful for detecting and isolating photolabeled proteins. We designed expedient and flexible synthetic routes to three new diazirine-based crosslinkable propofol derivatives, two of which have alkyne handles. As a proof of principle, we show that these compounds activate heterologously expressed Transient Receptor Potential Ankyrin 1 (TRPA1), a key ion channel of the pain pathway, with a similar potency as propofol in fluorescence-based functional assays. This work demonstrates that installation of the crosslinkable and clickable group on a short nonpolar spacer at the para position of propofol does not affect TRPA1 activation, supporting the utility of these chemical tools in identifying and characterizing potentially druggable binding sites in propofol-interacting proteins.

Copper-catalyzed silylation of p-quinone methides: New entry to dibenzylic silanes

An efficient and general copper(i)-catalyzed silylation of p-quinone-methides is described. Non-symmetric dibenzylic silanes are obtained in high yields under mild reaction conditions. These compounds can be used as bench-stable benzylic carbanion precursors.

2,6-diisopropylphenol compound as well as preparation method and application thereof

The invention relates to a 2,6-diisopropylphenol compound as well as a preparation method and application thereof. The invention particularly relates to a compound shown as a general formula (A) in the description, a preparation method and application of the compound in preparation of anesthetic drugs and drugs for treating cerebral arterial thrombosis. The compound shown in the formula A is characterized in that an olefinic bond in the formula is of a trans-structure; and R1 is selected from CH2OR2 and COOR3.

Synthesis, antiepileptic effects, and structure-activity relationships of α-asarone derivatives: In vitro and in vivo neuroprotective effect of selected derivatives

In the present study, we compared the antiepileptic effects of α-asarone derivatives to explore their structure-activity relationships using the PTZ-induced seizure model. Our research revealed that electron-donating methoxy groups in the 3,4,5-position on phenyl ring increased antiepileptic potency but the placement of other groups at different positions decreased activity. Besides, in allyl moiety, the optimal activity was reached with either an allyl or a 1-butenyl group in conjugation with the benzene ring. The compounds 5 and 19 exerted better neuroprotective effects against epilepsy in vitro (cell) and in vivo (mouse) models. This study provides valuable data for further exploration and application of these compounds as potential anti-seizure medicines.

5-Aryl-2-(3,5-dialkyl-4-hydroxyphenyl)-4,4-dimethyl- 4H-imidazole 3-oxides and their redox species: How antioxidant activity of 1-hydroxy-2,5-dihydro- 1h-imidazoles correlates with the stability of hybrid phenoxyl-nitroxides

Cyclic nitrones of the imidazole series, containing a sterically hindered phenol group, are promising objects for studying antioxidant activity; on the other hand, they can form persistent hybrid phenoxyl-nitroxyl radicals (HPNs) upon oxidation. Here, a series of 5-aryl-4,4-dimethyl- 4H-imidazole 3-oxides was obtained by condensation of aromatic 2-hydroxylaminoketones with 4-formyl-2,6-dialkylphenols followed by oxidation of the initially formed N-hydroxy derivatives. It was shown that the antioxidant activity of both 1-hydroxy-2,5-dihydroimidazoles and 4H-imidazole 3-oxides increases with a decrease in steric volume of the alkyl substituent in the phenol group, while the stability of the corresponding HPNs generated from 4H-imidazole 3-oxides reveals the opposite tendency.

Preparation method VEGFR2 selective inhibitor SU1498

The preparation method comprises the following steps VEGFR2: firstly converting diisopropyl phenol to SU1498 hydroxyl - 3333, 5-diisopropylphenyl,propyl SU1498 acrylamide 2 - to obtain the target product) - N - (3 - and obtaining)-cyan- 3 3 3 3 3-diisopropyl phenyl- acrylamide: The preparation method disclosed by the invention is low in cost, easy to obtain :2,6 - and high 4 - purity . in total yield after simple 2 -process method. (E)- 2 - The preparation method disclosed by the invention is simple, and, easy to obtain, the, final product)-cyanacetic acid, and the preparation, method of.selectivity inhibitor, is shown in the present invention.

PHARMACOLOGICALLY ACTIVE COMPOUNDS

The present invention relates to compounds of formula (I) shown below: wherein Q is as defined herein. The compounds of formula (I) act as selective positive allosteric modulators of strychnine-sensitive alpha 1-glycine receptors. The present invention further relates to the use of these compounds as therapeutic agents for the treatment and/or prevention of diseases or conditions in which strychnine-sensitive alpha 1-glycine receptor activity is implicated (such as, for example, chronic pain. The present invention also relates to processes for the preparation of these compounds and to pharmaceutical compositions comprising them.

Phenol-Substituted Tetrapyrazinoporphyrazines: pH-Dependent Fluorescence in Basic Media

Tetrapyrazinoporphyrazines (TPyzPzs) bearing one, two, four or eight 3,5-di(tert-butyl)-4-hydroxyphenol moieties were synthesized as zinc(II) complexes and metal-free derivatives. The deprotonation of the phenol using tetrabutylammonium hydroxide induced the formation of a strong donor for intramolecular charge transfer that switched OFF the red fluorescence (λF660 nm) of the parent zinc TPyzPzs. The changes were fully reversible for TPyzPzs with one to four phenolic moieties, and an irreversible modification was observed for TPyzPzs substituted with eight phenols. The sensors were anchored to lipophilic particles in water, and a pKa approximately 12.5-12.7 was determined for the phenolic hydroxyl based on fluorescence changes in different buffers. In addition, a novel concept for fluorescence OFF-ON-OFF switching in metal-free TPyzPzs bearing phenolic moieties upon addition of specific amounts of base was demonstrated.

PROCESS FOR THE PREPARATION OF HYDROQUINONES

The invention relates to a process for the preparation of a hydroquinone compound of formula (I) wherein R2, R3, R5 and R6 have the meaning according to claim 1, with the steps of formylating a substituted phenol and oxidising the resulting substituted 4-hydroxy- benzaldehyde under acidic conditions to the corresponding hydroquinone of formula (I). Another object of the invention concerns the intermediate 2,3,5-trimethyl-4-hydroxy- benzaldehyde for synthesis of 2,3,5-trimethyl-hydroquinone (TMHQ) and (dl)cc-tocopherol.

Peroxynitrite generation from a NO-releasing nitrobenzene derivative in response to photoirradiation

Photocontrollable ONOO- generation from a nitrobenzene derivative was demonstrated. The designed compound released NO in response to photoirradiation, and the resulting semiquinone reduced molecular oxygen to generate O2-; reaction of the two generated ONOO -, as confirmed with an ONOO- fluorescent probe, HKGreen-3.