363-52-0

Usage

Uses

Used in Chemical Synthesis:
3-Fluorocatechol is used as an intermediate in the chemical synthesis process for the preparation of 3-fluoroveratrole. Its fluorinated structure contributes to the unique properties of the final product, making it valuable in the synthesis of specific compounds.
Used in Environmental Applications:
In the environmental sector, 3-Fluorocatechol is utilized in the preparation of synthetic humic acid. Humic acid, a vital component of soil organic matter, plays a crucial role in nutrient retention, soil structure, and overall soil health. The synthetic version prepared with 3-Fluorocatechol can be used to study the properties and functions of natural humic acids or to develop products that mimic their beneficial effects on soil and plant health.

InChI:InChI=1/C6H6ClF3O3/c1-2-13-5(12)3(7)4(11)6(8,9)10/h3H,2H2,1H3

Upstream product

• 394-64-9 1-fluoro-2,3-dimethoxybenzene 
• 73943-41-6 2-fluoro-6-methoxyphenol 
• 1489-53-8 1,2,3-trifluorobenzene 
• 394-50-3 3-fluorosalicylaldehyde 
• 86944-77-6 cis-3-fluorocyclohexa-3,5-diene-1,2-diol 
• 462-06-6 fluorobenzene 
• 367-12-4 2-fluorophenol 
• 29650-44-0 2-fluorophenyl acetate 
• 699-92-3 1-(3-fluoro-2-hydroxyphenyl)-ethanone 
• 120-80-9 benzene-1,2-diol 
• 107-30-2 chloromethyl methyl ether 
• 99-06-9 3-Carboxyphenol 
• 367-05-5 Sodium 2-fluorophenoxide 
• 113981-42-3 sodium 2,6-difluorophenolate 

Downstream Products

• 934270-07-2 C₁₀H₁₁O₂F 
• 226555-35-7 2,3-diethoxyfluorobenzene 
• 656804-07-8 4-fluoro-2,2-diphenyl-benzo[1,3]dioxole 
• 823797-30-4 C₇H₅FO₄ 
• 150190-99-1 4-bromo-3-fluorobenzene-1,2-diol 
• 170353-53-4 5-fluoro-1,4-benzodioxan-2-ylmethyl toluene-4-sulphonate 
• 170353-52-3 8-fluoro-1,4-benzodioxan-2-ylmethyl toluene-4-sulphonate 
• 943830-74-8 4-fluorobenzo[1,3]dioxolane 
• 365458-32-8 2-(2,4-difluorophenyl)-4-fluoro-1,3,2-benzodioxaborole 
• 1229627-69-3 C₆H₃FO₂BC₆F₅ 
• 1313426-16-2 5-bromo-4-fluoro-2,2-dideutero-benzo[1,3]dioxole 
• 1313426-17-3 5-fluoro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2-dideutero-benzo[1,3]dioxole 
• 1313426-15-1 4-fluoro-2,2-dideutero-benzo[1,3]dioxole 

Relevant academic research and scientific papers

19F-MRS/1H-MRI dual-1 of β-galactosidase activity

Because of the importance of lacZ gene in various applications ranging from molecular biology to clinical trials, the development of non-invasive bimodal techniques for improving precision and accuracy to assay gene expression has attracted much attention. In this paper, we propose a dual-function probe for synergistic combination of 19F-MRS/1H-MRI to simultaneously detect β-gal activity. Based on this strategy, we have designed, synthesized and characterized a series of 19F-MRS/ 1H-MRI reporters, and demonstrated the feasibility of 1-O-(β-d-galactopyranosyl)-3-fluorocatechol MGD-3-FCAT for assessing β-gal activity in solution and in vitro with lacZ transfected tumor cells as well, by the characterization of β-gal responsive 19F- chemical shift changes ΔδF, hydrolytic kinetics, and T1, T2 relaxation mapping.

Method for promoting iron-catalyzed oxidation of aromatic compound carbon - hydrogen bond to synthesize phenol by ligand

The method comprises the following steps: iron is used as - a catalyst metal; a sulfur-containing amino acid or cystine-derived dipeptide is a ligand; and under the common action of hydrogen peroxide as an oxidizing agent, an aromatic compound is synthesized to prepare a phenol. Under the action of an acid as an accelerant and hydrogen peroxide as an oxidizing agent, the aryl carbon - hydrogen bond is directly hydroxylated to form a phenolic compound, and the method for preparing the phenol by the catalytic oxidation reaction has a plurality of advantages. The reaction raw materials, the oxidant and the promoter are wide in source, low in price, environment-friendly and good in stability. The aromatic compound carbon - hydrogen bonds directly participate in the reaction to react in one step to form phenol. The reaction condition is mild, the functional group compatibility and the application range are wide. The reaction selectivity is good; under the optimized reaction conditions, the target product separation yield can reach 85%.

Iron-catalyzed arene C-H hydroxylation

The sustainable, undirected, and selective catalytic hydroxylation of arenes remains an ongoing research challenge because of the relative inertness of aryl carbon-hydrogen bonds, the higher reactivity of the phenolic products leading to over-oxidized by-products, and the frequently insufficient regioselectivity. We report that iron coordinated by a bioinspired L-cystine-derived ligand can catalyze undirected arene carbon-hydrogen hydroxylation with hydrogen peroxide as the terminal oxidant. The reaction is distinguished by its broad substrate scope, excellent selectivity, and good yields, and it showcases compatibility with oxidation-sensitive functional groups, such as alcohols, polyphenols, aldehydes, and even a boronic acid. This method is well suited for the synthesis of polyphenols through multiple carbon-hydrogen hydroxylations, as well as the late-stage functionalization of natural products and drug molecules.

Isosteres of ester derived glucose uptake inhibitors

Glucose transporters (GLUTs) facilitate glucose uptake and are overexpressed in most cancer cells. Inhibition of glucose transport has been shown to be an effective method to slow the growth of cancer cells both in vitro and in vivo. We have previously reported on the anticancer activity of an ester derived glucose uptake inhibitor. Due to the hydrolytic instability of the ester linkage we have prepared a series of isosteres of the ester moiety. Of all of the isosteres prepared, the amine linkage showed the most promise. Several additional analogues of the amine-linked compounds were also prepared to improve the overall activity.

Phenol compound ortho-position direct fluorination method

The invention relates to a phenol compound ortho-position direct fluorination method which comprises the following steps: reacting a phenol compound shown in a formula (1A) with a fluorination reagentin a solvent under the action of a photocatalyst and a light source at room temperature, and separating and purifying a reaction mixture after the reaction to obtain a fluorinated phenol compound shown in a formula (2A). The advantages are as follows: the method for directly fluorinating phenol by organic photocatalysis is simple in operation process; raw materials are commercialized and easy toobtain; the photocatalyst is low in price, easy to obtain and environmentally friendly; the reaction condition is mild; the site selectivity is high; the reaction is efficient; and a fluorinated phenol derivative can be prepared only through one step.

Deuterated optical isomer and medical application thereof

The invention provides compounds as shown in structural formulae Ia and Ib, non-toxic pharmaceutically-acceptable salts of the compounds and applications of the compounds to preparation of drugs fortreating depression. In a formula I, R1, R2, R3, R4, R5, R6, R7 and R8 are independently H or deuterium (D); and meanwhile, at least one of R1, R2, R3, R4, R5, R6, R7 and R8 is D.

List fluoro Radicamine compounds and their use and preparation method

The invention discloses a mono-fluorinated Radicamine compound which has a structure as shown in a formula (1), and further provides a preparation method for the mono-fluorinated Radicamine compound with the structure as shown in the formula (1) and an application of the mono-fluorinated Radicamine compound or the mono-fluorinated Radicamine compound prepared with the method to preparation of drugs for preventing and/or treating diabetes, drugs for preventing and/or treating Gaucher's diseases, drugs for preventing and/or treating tumors or antiviral drugs. The mono-fluorinated Radicamine compound provided by the invention is good in glycosidase inhibition activity.

Optical isomer and medical use thereof

The invention relates to optical isomers shown in formula Ia and Ib, i.e. (R)-N-methyl-3-[(benzo[1,3]dioxolane-4-yl)oxo]-3-(thiophene-2-yl)-propylamine and (S)-N-methyl-3-[(benzo[1,3]dioxolane-4-yl)oxo]-3-(thiophene-2-yl)-propylamine, pharmaceutically acceptable salts thereof, pharmaceutical composition containing the optical isomers shown in formula Ia or Ib and pharmaceutically acceptable salts thereof as active ingredients and application of the pharmaceutical composition as antidepressant drug.

Fluorinated Radicamine A and B: Synthesis and Glycosidase Inhibition

Fluorinated derivatives of radicamine A and radicamine B have been synthesized from D-arabinose-derived cyclic nitrone. Structure-activity relationship studies showed that glycosidase inhibition of these fluorinated derivatives was significantly influenced by the position of the fluorine atom. C-7 or C-11 fluorination of the aromatic ring decreased α-glucosidase inhibition of the derivatives, whereas C-8 or C-10 fluorination preserved glycosidase inhibitory activities. Fluorinated derivatives of radicamine A and B have been synthesized from D-arabinose-derived cyclic nitrone. Structure-activity relationship studies revealed that glycosidase inhibition of these fluorinated derivatives was significantly influenced by the position of the fluorine atom.

Selective ortho-hydroxylation-defluorination of 2-fluorophenolates with a Bis(μ-oxo)dicopper(III) species

The bis(μ-oxo)dicopper(III) species [CuIII 2(μ-O)2(m-XYLMeAN)]2+ (1) promotes the electrophilic ortho-hydroxylation-defluorination of 2-fluorophenolates to give the corresponding catechols, a reaction that is not accomplishable with a (η2:η2-O2) dicopper(II) complex. Isotopic labeling studies show that the incoming oxygen atom originates from the bis(μ-oxo) unit. Ortho-hydroxylation-defluorination occurs selectively in intramolecular competition with other ortho-substituents such as chlorine or bromine. O in, F out: [CuIII2(μ-O) 2(m-XYLMeAN)]2+ is a bis(μ-oxo)dicopper(III) species and promotes the electrophilic ortho-hydroxylation-defluorination of 2-fluorophenolates to give the corresponding catechols. Isotopic labeling shows that the incoming oxygen atom originates from the bis(μ-oxo) unit. Ortho-hydroxylation-defluorination occurs selectively in intramolecular competition with other ortho-substituents such as chlorine or bromine.