65262-96-6

Usage

Uses

Used in Pharmaceutical Industry:
3-chloro-5-methoxyphenol is used as a chemical intermediate for the synthesis of various pharmaceuticals, leveraging its reactivity to form complex molecules that can address specific medical needs.
Used in Agrochemical Industry:
In the agrochemical sector, 3-chloro-5-methoxyphenol serves as a building block in the creation of compounds that can be utilized in pest control and crop protection, contributing to enhanced agricultural productivity.
Used in Antimicrobial Applications:
3-chloro-5-methoxyphenol is employed for its antimicrobial properties, making it suitable for use in applications where the inhibition of microbial growth is required, such as in medical settings or food preservation to extend shelf life and ensure safety.
Used in Antioxidant Formulations:
Due to its antioxidant characteristics, 3-chloro-5-methoxyphenol can be incorporated into formulations that protect against oxidative stress, which is beneficial in both health and industrial applications, such as preventing the spoilage of food products or the degradation of materials.

InChI:InChI=1/C7H7ClO2/c1-10-7-3-5(8)2-6(9)4-7/h2-4,9H,1H3

Upstream product

• 7051-16-3 1-chloro-3,5-dimethoxybenzene 
• 174913-12-3 1-bromo-3-chloro-5-methoxybenzene 
• 33719-74-3 3,5-dichloroanisole 
• 2845-89-8 1-chloro-3-methoxy-benzene 
• 124-41-4 sodium methylate 
• 10272-06-7 3-chloro-5-methoxyaniline 
• 929626-16-4 2-(3-chloro-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 

Downstream Products

• 7051-16-3 1-chloro-3,5-dimethoxybenzene 
• 217081-37-3 3-chloro-5-methoxyphenyl 6-chloromethyl-2-oxo-2H-1-benzopyran-3-carboxylate 
• 380621-59-0 1-allyloxy-3-chloro-5-methoxy-benzene 
• 214760-55-1 trifluoro-methanesulfonic acid 3-chloro-5-methoxy-phenyl ester 
• 68969-28-8 2-(3-chloro-5-methoxy)phenoxy butyric acid 
• 920035-44-5 3-(3-chloro-5-methoxyphenoxy)benzonitrile 
• 920036-20-0 3-bromo-5-(3-chloro-5-methoxyphenoxy)pyridine 
• 906008-22-8 3-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol 
• 62489-53-6 4-[6-(3-Chloro-5-methoxy-phenoxy)-hexyl]-heptane-3,5-dione 
• 52780-23-1 chloro-3,5-dihydroxybenzene 
• 98273-26-8 2,3,4-trichloro-5-methoxy-phenol 
• 920036-08-4 3-chloro-5-(3-chloro-5-hydroxyphenoxy)benzonitrile 
• 936751-40-5 1-(3-bromo-propyloxy)-3-chloro-5-methoxybenzene 
• 920036-16-4 1-chloro-3-methoxy-5-phenoxybenzene 

Relevant academic research and scientific papers

Derivatives of m-Guaiacol, Their Preparation and Their Uses

The invention concerns derivatives of m-guaiacol, their preparation and their uses as biocides, in particular as antibacterials or disinfectants.

Synthesis of Phenols: Organophotoredox/Nickel Dual Catalytic Hydroxylation of Aryl Halides with Water

A highly effective hydroxylation reaction of aryl halides with water under synergistic organophotoredox and nickel catalysis is reported. The OH group of the resulting phenols originates from water, following deprotonation facilitated by an intramolecular base group on the ligand. Significantly, aryl bromides as well as less reactive aryl chlorides served as effective substrates to afford phenols with a wide range of functional groups. Without the need for a strong inorganic base or an expensive noble-metal catalyst, this process can be applied to the efficient preparation of diverse phenols and enables the hydroxylation of multifunctional pharmaceutically relevant aryl halides.

Biocatalytic Properties and Structural Analysis of Phloroglucinol Reductases

Phloroglucinol reductases (PGRs) are involved in anaerobic degradation in bacteria, in which they catalyze the dearomatization of phloroglucinol into dihydrophloroglucinol. We identified three PGRs, from different bacterial species, that are members of the family of NAD(P)H-dependent short-chain dehydrogenases/reductases (SDRs). In addition to catalyzing the reduction of the physiological substrate, the three enzymes exhibit activity towards 2,4,6-trihydroxybenzaldehyde, 2,4,6-trihydroxyacetophenone, and methyl 2,4,6-trihydroxybenzoate. Structural elucidation of PGRcl and comparison to known SDRs revealed a high degree of conservation. Several amino acid positions were identified as being conserved within the PGR subfamily and might be involved in substrate differentiation. The results enable the enzymatic dearomatization of monoaromatic phenol derivatives and provide insight into the functional diversity that may be found in families of enzymes displaying a high degree of structural homology.

Copper-Catalyzed Hydroxylation of (Hetero)aryl Halides under Mild Conditions

The combination of Cu(acac)2 and N,N′-bis(4-hydroxyl-2,6-dimethylphenyl)oxalamide (BHMPO) provides a powerful catalytic system for hydroxylation of (hetero)aryl halides. A wide range of (hetero)aryl chlorides bearing either electron-donating or -withdrawing groups proceeded well at 130 °C, delivering the corresponding phenols and hydroxylated heteroarenes in good to excellent yields. When more reactive (hetero)aryl bromides and iodides were employed, the hydroxylation reactions completed at relatively low temperatures (80 and 60 °C, respectively) at low catalytic loadings (0.5 mol % Cu).

THIAZOLE COMPOUNDS USEFUL AS ACETYL-COA CARBOXYLASE (ACC) INHIBITORS

The present invention provides thiazole compounds of Formula I or its pharmaceutically acceptable salts, prodrugs, solvates, N-oxide thereof; solvates of pharmaceutically acceptable salts and N-oxides; pharmaceutically acceptable salts of N-oxides, or prodrugs; or combination or mixtures thereof; (I) The present invention further provides a method for preventing or treating a condition that responds to an Acetyl-CoA Carboxylase (ACC) inhibitor by using compounds of formula (I) or ), its pharmaceutically acceptable salts, prodrugs, solvates, N-oxide thereof; solvates of pharmaceutically acceptable salts and N-oxides; pharmaceutically acceptable salts of N-oxides, or prodrugs; or combination or mixtures thereof.

Practical one-pot C-H activation/borylation/oxidation: Preparation of 3-bromo-5-methylphenol on a multigram scale

A practical one-pot C-H activation/borylation/oxidation sequence for the generation of 3,5-disubstituted phenols is presented. Specifically, 3-bromo-5-methylphenol is prepared from 3-bromotoluene, without isolation of intermediates, on a multigram scale, and in high yield. The process proceeds under mild conditions and can be completed within one day. Georg Thieme Verlag Stuttgart - New York.

SUBSTITUTED ISOINDOLES AS BACE INHIBITORS AND THEIR USE

This invention relates to novel compounds having the structural formula I and to their pharmaceutically acceptable salt, compositions and methods of use. These novel compounds provide a treatment or prophylaxis of cognitive impairment, Alzheimer Disease, neurodegeneration and dementia.

Process for the synthesis of phenols from arenes

A process to synthesize substituted phenols such as those of the general formula RR′R″Ar(OH) wherein R, R′, and R″ are each independently hydrogen or any group which does not interfere in the process for synthesizing the substituted phenol including, but not limited to, halo, alkyl, alkoxy, carboxylic ester, amine, amide; and Ar is any variety of aryl or hetroaryl by means of oxidation of substituted arylboronic esters is described. In particular, a metal-catalyzed C—H activation/borylation reaction is described, which when followed by direct oxidation in a single or separate reaction vessel affords phenols without the need for any intermediate manipulations. More particularly, a process wherein Ir-catalyzed borylation of arenes using pinacolborane (HBPin) followed by oxidation of the intermediate arylboronic ester by OXONE is described.

C-H activation/borylation/oxidation: A one-pot unified route to meta-substituted phenols bearing ortho-/para-directing groups

An efficient one-pot C-H activation/borylation/oxidation protocol for the preparation of phenols is described. This method is particularly attractive for the generation of meta-substituted phenols bearing ortho-/para-directing groups, as such substrates are difficult to access by other phenol syntheses. Copyright

THE REACTIONS OF UNACTIVATED ARYL HALIDES WITH SODIUM METHOXIDE IN HMPA; SYNTHESIS OF PHENOLS, ANISOLES, AND METHOXYPHENOLS

Sodium methoxide reacts with dichlorobenzenes in HMPA to give the chloroanisoles as a result of a SNAr process.Excess MeONa then effects the demethylation of the ethers to give the chlorophenols via an SN2 reaction.With tri- and tetrachlorobenzenes the initially formed chloroanisoles can be dealkylated to chlorophenols or can suffer further substitution to give the chlorodimethoxybenzenes; these react with excess MeONa to give the chloromethoxyphenols.The results obtained with the various isomers of the di-, tri-, and tetrachlorobenzenes are presented and discussed on the basis of the electronic effects of the substituents.