74597-04-9

Usage

Uses

Used in Pharmaceutical Synthesis:
3-(Bromomethyl)phenol is used as a key reagent in the synthesis of furan-based heterocycles, which are important structural motifs in many biologically active compounds and pharmaceuticals. Its ability to participate in various chemical reactions allows for the creation of diverse drug candidates with potential therapeutic applications.
Used in the Preparation of σ2 Receptor Ligands:
3-(Bromomethyl)phenol is utilized in the preparation of tetrahydroisoquinolinyl triazole carboxamide and triazole substituted benzamide analogues, which are known to act as σ2 receptor ligands. These compounds have potential applications in the development of drugs targeting the σ2 receptor, which is implicated in various physiological and pathological processes.
Used in Organic Synthesis:
In the field of organic synthesis, 3-(Bromomethyl)phenol is used as a versatile building block for the construction of complex organic molecules. Its reactivity allows for a wide range of chemical transformations, making it a valuable component in the synthesis of various organic compounds for research and industrial applications.

InChI:InChI=1/C7H7BrO/c8-5-6-2-1-3-7(9)4-6/h1-4,9H,5H2

Upstream product

• 104-87-0 4-methyl-benzaldehyde 
• 19438-10-9 methyl 3-hydroxybenzoate 
• 100-83-4 meta-hydroxybenzaldehyde 
• 874-98-6 1-bromomethyl-3-methoxybenzene 
• 620-24-6 3-Hydroxybenzyl alcohol 

Downstream Products

• 76106-64-4 m-hydroxytoluene-α-thiol 
• 99884-78-3 3-(bromomethyl)phenyl phosphodichlorodate 
• 34708-66-2 Diaethyl-m-hydroxybenzylmalonat 
• 873073-49-5 methyl 2(S)-2-[5-(bromomethyl)-2-chlorophenoxy]propionate 
• 1356599-92-2 methyl 2-cyano-3-{4-[(3-hydroxybenzyl)oxy]phenyl}propanoate 
• 1356598-64-5 2-cyano-3-{4-[(3-{[(2E,2Z)-2-(methoxyimino)-2-phenylethyl]oxy}benzyl)oxy]phenyl}propanoic acid 
• 1356599-93-3 methyl 2-cyano-3-{4-[(3-{[(2E,2Z)-2-(methoxyimino)-2-phenylethyl]oxy}benzyl)oxy]phenyl}propanoate 
• 1312592-45-2 C₃₁H₃₃BrN₂O₇ 
• 1326315-86-9 [N-(3-hydroxyphenyl)methyl]-bis-[(2-pyrid-2-yl)ethyl]amine 
• 1068441-45-1 3-((2-bromophenyloxy)methyl)phenol 
• 914094-53-4 2-(3-(bromomethyl)phenoxy)tetrahydro-2H-pyran 
• 190442-16-1 3-hydroxy-α-nitrate-benzenemethanol 
• 801293-47-0 1-[(2S)-3-(acetylthio)-2-methyl-1-oxopropyl]-L-prolyl-L-phenylalanine 3-bromomethyl phenyl ester 

Relevant academic research and scientific papers

A novel hydrosoluble near-infrared fluorescent probe for specifically monitoring tyrosinase and application in a mouse model

A novel hydrosoluble near-infrared (NIR) fluorescent probe that could specifically identify tyrosinase has been successfully constructed and applied for imaging of tyrosinase in living cells and zebrafish. Notably, the probe has been successfully applied to the diagnosis of melanoma in a xenogeneic mouse model.

FUNGICIDAL HALOMETHYL KETONES AND HYDRATES AND THEIR MIXTURES

Disclosed is a fungicidal composition comprising (a) at least one compound selected from the compounds of Formula 1, including all geometric and stereoisomers, tautomers, A-oxides, and salts thereof, wherein E, L, J, A and T are as defined in the disclosure; and (b) at least one additional fungicidal compound. Also disclosed is a method for controlling plant diseases caused by fungal plant pathogens comprising applying to the plant or portion thereof, or to the plant seed, a fungicidally effective amount of a compound of Formula 1, an A-oxide, or salt thereof (e.g., as a component in the aforesaid composition). Also disclosed is a composition comprising: (a) at least one compound selected from the compounds of Formula 1 described above, A- oxides, and salts thereof; and at least one invertebrate pest control compound or agent.

Highly selective two-photon fluorescent off-on probes for imaging tyrosinase activity in living cells and tissues

A coumarin-based two-photon (TP) fluorescent off-on probe has been developed for detecting tyrosinase activity. High selectivity, sensitivity and biocompatibility enable the probes to successfully image tyrosinase activity in live cells and tissues using TP microscopy.

FUNGICIDAL HALOMETHYL KETONES AND HYDRATES

Disclosed are compounds of Formulae 1 and 10 including all geometric and stereoisomers, tautomers, N oxides, and salts thereof, wherein E, L, J, A, T, R1, R2a, R2b, X, Y, R6a, R6b and R29 are as defined in the disclosure. Also disclosed are compositions containing the compounds of Formula 1 and methods for controlling plant disease caused by a fungal pathogen comprising applying an effective amount of a compound or a composition of the invention.

METHOD TO PREPARE PHENOLICS FROM BIOMASS

The present invention is directed to a method for preparing a final phenolic product from biomass comprising the steps of providing a furanic compound obtainable from biomass; reacting the furanic compound with a dienophile to obtain a phenolic compound; reacting the phenolic compound further to obtain the final phenolic product.

Monooxygenation of an appended phenol in a model system of tyrosinase: Implications on the enzymatic reaction mechanism

A new tridentate N-donor ligand and its corresponding copper(i) complex have been synthesized to investigate the tyrosinase-like aromatic hydroxylation of an attached phenol. The results of the oxygenation reactions are compared to related systems having attached phenyl and catechol groups, respectively. The title complex is the first system mediating the monooxygenation of a phenol in the absence of an external base. This journal is

Synthesis and structure-activity relationship studies of conformationally flexible tetrahydroisoquinolinyl triazole carboxamide and triazole substituted benzamide analogues as σ2 receptor ligands

Two novel classes of compounds targeting the sigma-2 (σ2) receptor were synthesized, and their bioactivities to binding σ1 and σ2 receptors were measured. Four novel triazole carboxamide analogues, 24d, 24e, 24f, and 39c, demonstrated high affinity and selectivity for the σ2 receptor. These data suggest 11C-labeled versions of these compounds may be potential σ2-selective radiotracers for imaging the proliferative status of solid tumors.

HETEROCYCLIC MODULATORS OF HIF ACTIVITY FOR TREATMENT OF DISEASE

The present invention relates to compounds and methods which may be useful as inhibitors of HIF pathway activity for the treatment or prevention of cancer and other hypoxia-mediated diseases.

HETEROCYCLIC MODULATORS OF HIF ACTIVITY FOR TREATMENT OF DISEASE

The present invention relates to compounds and methods which may be useful as inhibitors of HIF pathway activity for the treatment or prevention of cancer and other hypoxia-mediated diseases.

The coordination chemistry of pentafluorophenylphosphino pincer ligands to platinum and palladium

The synthesis of electron-poor PCP pincer ligands 1,3-((C6F 5)2PO)2C6H4, 1,3-((C 6F5)2PCH2)2C 6H4, and 1-((C6F5) 2PO)-3-(tBu2PCH2)C6H4, and their coordination chemistry to platinum and palladium is described. The most electron-poor ligand 1,3-((C6F5)2PO) 2C6H4 (POCOPH) reacts with Group10 metal chloride precursors to form a range of unusual cis, trans-dimers of the type κ2-P,P-[(POCOPH)MCl(L)]2 (M=Pt, Pd; L=Cl, Me), which undergo metallation to form [(POCOP)MCl] pincer complexes only under prolonged thermolysis. The formation of such cis,trans-dimers during pincer complex formation can be mitigated through the use of starting materials with more strongly binding ancillary ligands, improving the overall rate of ligand metallation. Carbonyl complexes of the type [(PCP)M(CO)]+ were synthesised from the pincer chloride complexes by halide abstraction, and displayed large ν(C-O) values, from 2170-2111cm-1, confirming the electron-poor nature of the compounds. The [(PCP)Pd(CO)]+ complexes also demonstrated the ability to reversibly bind carbon monoxide both in solution and the solid state, with the rate of decarbonylation increasing with increasing wavenumber for the C-O stretch. Back and forth: The electron-poor P(C6F5)2 donor group was incorporated into the PCP pincer ligand motif to generate a range of poorly donating ligands. Palladium carbonyl complexes of these ligands demonstrated the ability to reversibly bind CO, with the ease of CO displacement increasing with increasing ν(CO) values (see figure). These ligands also displayed a reluctance to undergo metallation on Pt or Pd, which led to the formation of rare examples of cis,trans-dimers.