727985-37-7

Usage

Uses

Used in Organic Synthesis:
(2-bromo-5-methylphenyl)methanol is used as a reagent for the preparation of various pharmaceutical, agrochemical, and material science compounds.
Used in Pharmaceutical Industry:
(2-bromo-5-methylphenyl)methanol is used as a starting material for the synthesis of new drugs.
Used in Agrochemical Industry:
(2-bromo-5-methylphenyl)methanol is used as a precursor for the development of new agrochemicals.
Used in Material Science:
(2-bromo-5-methylphenyl)methanol is used as a building block for the creation of new materials.
Used in Antimicrobial Agents Development:
(2-bromo-5-methylphenyl)methanol is used as an active ingredient for the development of new antimicrobial agents due to its antibacterial and antifungal properties.
Used in Medicine and Biochemistry:
(2-bromo-5-methylphenyl)methanol is used as an enzyme inhibitor, suggesting potential applications in the fields of medicine and biochemistry.

Upstream product

• 90221-55-9 2-bromo-5-methylbenzaldehyde 
• 90971-88-3 methyl 2-bromo-5-methylbenzoate 
• 2941-78-8 2-Amino-5-methylbenzoic acid 
• 6967-82-4 2-bromo-5-methylbenzoic acid 

Downstream Products

• 1415501-64-2 tert-butyl (2E)-3-[2-(hydroxymethyl)-4-methylphenyl]acrylate 
• 1415501-67-5 methyl (S,2R)-1-{benzyl[(1R)-1-phenylethyl]amino}-5-methylindane-2-carboxylate 
• 1415501-66-4 tert-butyl (1S,2R)-1-{benzyl[(1R)-1-phenylethyl]amino}-5-methylindane-2-carboxylate 
• 1415501-65-3 tert-butyl (2E)-3-[2-(bromomethyl)-4-methylphenyl]acrylate 
• 1420532-44-0 1-(2-bromo-5-methylbenzyl)-5-methyl-1H-1,2,3-triazole 
• 1420532-43-9 1-(2-bromo-5-methylbenzyl)-5-methyl-4-(trimethylsilyl)-1H-1,2,3-triazole 
• 1420532-42-8 2-(azidomethyl)-1-bromo-4-methyl benzene 
• 27561-50-8 1-bromo-2-(bromomethyl)-4-methylbenzene 
• 90221-55-9 2-bromo-5-methylbenzaldehyde 
• 1261751-19-2 ethyl 3-(2-bromo-5-methylphenyl)propanoate 
• 1195212-99-7 C₉H₁₁BrO 

Relevant academic research and scientific papers

A Chan-Evans-Lam approach to trisubstituted vinyl ethers

Trisubstituted vinyl ethers were accessedviaChan-Evans-Lam coupling of vinyl trifluoroborates and primary aliphatic alcohols. This approach complements prior methods that required the use of neat liquid alcohol coupling partners. A palladium-catalyzed redox-relay Heck reaction was used to convert several vinyl ethers into aldehyde-functionalized 1,3-dihydroisobenzofurans.

Bimetal Cooperatively Catalyzed Arylalkynylation of Alkynylsilanes

An unprecedented Pd/Rh cooperatively catalyzed arylalkynylation of alkynylsilanes was developed to merge an alkynylidene moiety with benzosilacycle. These silaarenes possess a particular aggregation-induced emission behavior. Mechanistic investigations demonstrate that the relay trimetallic transmetalation plays a pivotal role in governing this transformation.

Exploration of phenylpropanoic acids as agonists of the free fatty acid receptor 4 (FFA4): Identification of an orally efficacious FFA4 agonist

The long chain free fatty acid receptor 4 (FFA4/GPR120) has recently been recognized as lipid sensor playing important roles in nutrient sensing and inflammation and thus holds potential as a therapeutic target for type 2 diabetes and metabolic syndrome. To explore the effects of stimulating this receptor in animal models of metabolic disease, we initiated work to identify agonists with appropriate pharmacokinetic properties to support progression into in vivo studies. Extensive SAR studies of a series of phenylpropanoic acids led to the identification of compound 29, a FFA4 agonist which lowers plasma glucose in two preclinical models of type 2 diabetes.

An efficient synthesis of 4-isochromanones via Parham-type cyclization with Weinreb amide

The synthesis of 4-isochromanones via Parham-type cyclization with Weinreb amide as the internal electrophilic group, t-BuLi as the lithium reagent was described. The reaction was efficient and could be completed in one minute. The application scope of this new protocol was investigated and the desired products could be obtained in good to excellent yields. Besides, the synthetic potential of this method was further demonstrated by the synthesis of natural product (±)-XJP, which was obtained in six steps with overall yield up to 54%.

Hydrazone-palladium catalyzed annulation of 1-allyl-2-bromobenzene derivatives with internal alkynes

Annulation of 1-allyl-2-bromobenzene derivatives with internal alkynes using a hydrazone-palladium catalyst system proceeded smoothly and gave the corresponding polysubstituted naphthalene derivatives in good to high yields.

Formation of Benzo[ b ]Thiophenes by Electroreduction of Tert-Alkanecarbodithioates

The electroreduction of a 1:1-mixture of 2-bromobenzyl 2,2-dimethylpropanedithioate and 2-bromo-5-methylbenzyl 2,2-dimethylbutanedithioate led to a mixture of 2-Tert-butylbenzo[b]thiophene, 2-Tert-Amylbenzo[b]thiophene, 2-Tert-butyl-5-methylbenzo[b]thioph

AUTOTAXIN INHIBITORS COMPRISING A HETEROAROMATIC RING-BENZYL-AMIDE-CYCLE CORE

The present invention relates to novel compounds that are autotaxin inhibitors, processes for their preparation, pharmaceutical compositions and medicaments containing them and to their use in diseases and disorders mediated by autotaxin.

NEW CRTH2 ANTAGONISTS

The present invention relates to compounds of formula (I), to the process for preparing such compounds and to their use in the treatment of a pathological condition or disease susceptible to amelioration by CRTh2 antagonist activity.

Hydrogen-bonding catalysis and inhibition by simple solvents in the stereoselective kinetic epoxide-opening spirocyclization of glycal epoxides to form spiroketals

Mechanistic investigations of a MeOH-induced kinetic epoxide-opening spirocyclization of glycal epoxides have revealed dramatic, specific roles for simple solvents in hydrogen-bonding catalysis of this reaction to form spiroketal products stereoselectively with inversion of configuration at the anomeric carbon. A series of electronically tuned C1-aryl glycal epoxides was used to study the mechanism of this reaction based on differential reaction rates and inherent preferences for SN2 versus SN1 reaction manifolds. Hammett analysis of reaction kinetics with these substrates is consistent with an SN2 or SN2-like mechanism (ρ = -1.3 vs ρ = -5.1 for corresponding SN1 reactions of these substrates). Notably, the spirocyclization reaction is second-order dependent on MeOH, and the glycal ring oxygen is required for second-order MeOH catalysis. However, acetone cosolvent is a first-order inhibitor of the reaction. A transition state consistent with the experimental data is proposed in which one equivalent of MeOH activates the epoxide electrophile via a hydrogen bond while a second equivalent of MeOH chelates the side-chain nucleophile and glycal ring oxygen. A paradoxical previous observation that decreased MeOH concentration leads to increased competing intermolecular methyl glycoside formation is resolved by the finding that this side reaction is only first-order dependent on MeOH. This study highlights the unusual abilities of simple solvents to act as hydrogen-bonding catalysts and inhibitors in epoxide-opening reactions, providing both stereoselectivity and discrimination between competing reaction manifolds. This spirocyclization reaction provides efficient, stereocontrolled access to spiroketals that are key structural motifs in natural products.

Discovery of a new boron-containing antifungal agent, 5-fluoro-1,3-dihydro- 1-hydroxy-2,1-benzoxaborole (AN2690), for the potential treatment of onychomycosis

A structure-activity relationship investigation for a more efficacious therapy to treat onychomycosis, a fungal infection of the toe and fingernails, led to the discovery of a boron-containing small molecule, 5-fluoro-1,3-dihydro- 1-hydroxy-2,1-benzoxaborole (AN2690), which is currently in clinical trials for onychomycosis topical treatment.