Category: 174671-93-3

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 was written by Baker, Stephen J.;Zhang, Yong-Kang;Akama, Tsutomu;Lau, Agnes;Zhou, Huchen;Hernandez, Vincent;Mao, Weimin;Alley, M. R. K.;Sanders, Virginia;Plattner, Jacob J.. And the article was included in Journal of Medicinal Chemistry in 2006.COA of Formula: C7H6BFO2 The following contents are mentioned in the article:

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 mol., AN2690 (I), which is currently in clin. trials for onychomycosis topical treatment. This study involved multiple reactions and reactants, such as 7-Fluoro-1,3-dihydro-2,1-benzoxaborol-1-ol (cas: 174671-93-3COA of Formula: C7H6BFO2).

7-Fluoro-1,3-dihydro-2,1-benzoxaborol-1-ol (cas: 174671-93-3) belongs to alcohols. A strong base can deprotonate an alcohol to yield an alkoxide ion (R―O−). For example, sodamide (NaNH2), a very strong base, abstracts the hydrogen atom of an alcohol. Tertiary alcohols cannot be oxidized at all without breaking carbon-carbon bonds, whereas primary alcohols can be oxidized to aldehydes or further oxidized to carboxylic acids.COA of Formula: C7H6BFO2

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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 was written by Baker, Stephen J.;Zhang, Yong-Kang;Akama, Tsutomu;Lau, Agnes;Zhou, Huchen;Hernandez, Vincent;Mao, Weimin;Alley, M. R. K.;Sanders, Virginia;Plattner, Jacob J.. And the article was included in Journal of Medicinal Chemistry in 2006.Electric Literature of C7H6BFO2 The following contents are mentioned in the article:

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 mol., AN2690 (I), which is currently in clin. trials for onychomycosis topical treatment. This study involved multiple reactions and reactants, such as 7-Fluoro-1,3-dihydro-2,1-benzoxaborol-1-ol (cas: 174671-93-3Electric Literature of C7H6BFO2).

7-Fluoro-1,3-dihydro-2,1-benzoxaborol-1-ol (cas: 174671-93-3) belongs to alcohols. Because alcohols are easily synthesized and easily transformed into other compounds, they serve as important intermediates in organic synthesis. Secondary alcohols are easily oxidized without breaking carbon-carbon bonds only as far as the ketone stage. No further oxidation is seen except under very stringent conditions.Electric Literature of C7H6BFO2

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

The influence of fluorine position on the properties of fluorobenzoxaboroles was written by Adamczyk-Wozniak, Agnieszka;Cabaj, Malgorzata K.;Dominiak, Paulina M.;Gajowiec, Patrycja;Gierczyk, Blazej;Lipok, Jacek;Popenda, Lukasz;Schroeder, Grzegorz;Tomecka, Ewelina;Urbanski, Piotr;Wieczorek, Dorota;Sporzynski, Andrzej. And the article was included in Bioorganic Chemistry in 2015.COA of Formula: C7H6BFO2 The following contents are mentioned in the article:

5-Fluoro-2,1-benzoxaborol-1(3H)-ol, a potent antifungal drug also known as Tavaborole or AN2690, has been compared with its three isomers in terms of its activity against several fungi as well as pK_a and multinuclear NMR characterization. The mol. and crystal structure of 6-fluoro-2,1-benzoxaborol-1(3H)-ol was determined and compared with that of AN2690. This study involved multiple reactions and reactants, such as 7-Fluoro-1,3-dihydro-2,1-benzoxaborol-1-ol (cas: 174671-93-3COA of Formula: C7H6BFO2).

7-Fluoro-1,3-dihydro-2,1-benzoxaborol-1-ol (cas: 174671-93-3) belongs to alcohols. The oxygen atom of the strongly polarized O―H bond of an alcohol pulls electron density away from the hydrogen atom. This polarized hydrogen, which bears a partial positive charge, can form a hydrogen bond with a pair of nonbonding electrons on another oxygen atom. Under carefully controlled conditions, simple alcohols can undergo intermolecular dehydration to give ethers. This reaction is effective only with methanol, ethanol, and other simple primary alcohols.COA of Formula: C7H6BFO2

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

The influence of fluorine position on the properties of fluorobenzoxaboroles was written by Adamczyk-Wozniak, Agnieszka;Cabaj, Malgorzata K.;Dominiak, Paulina M.;Gajowiec, Patrycja;Gierczyk, Blazej;Lipok, Jacek;Popenda, Lukasz;Schroeder, Grzegorz;Tomecka, Ewelina;Urbanski, Piotr;Wieczorek, Dorota;Sporzynski, Andrzej. And the article was included in Bioorganic Chemistry in 2015.Related Products of 174671-93-3 The following contents are mentioned in the article:

5-Fluoro-2,1-benzoxaborol-1(3H)-ol, a potent antifungal drug also known as Tavaborole or AN2690, has been compared with its three isomers in terms of its activity against several fungi as well as pK_a and multinuclear NMR characterization. The mol. and crystal structure of 6-fluoro-2,1-benzoxaborol-1(3H)-ol was determined and compared with that of AN2690. This study involved multiple reactions and reactants, such as 7-Fluoro-1,3-dihydro-2,1-benzoxaborol-1-ol (cas: 174671-93-3Related Products of 174671-93-3).

7-Fluoro-1,3-dihydro-2,1-benzoxaborol-1-ol (cas: 174671-93-3) belongs to alcohols. Because alcohols are easily synthesized and easily transformed into other compounds, they serve as important intermediates in organic synthesis. Secondary alcohols are easily oxidized without breaking carbon-carbon bonds only as far as the ketone stage. No further oxidation is seen except under very stringent conditions.Related Products of 174671-93-3

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Self-crosslinking smart hydrogels through direct complexation between benzoxaborole derivatives and diols from hyaluronic acid was written by Figueiredo, Tamiris;Ogawa, Yu;Jing, Jing;Cosenza, Vanina;Jeacomine, Isabelle;Olsson, Johan D. M.;Gerfaud, Thibaud;Boiteau, Jean-Guy;Harris, Craig;Auzely-Velty, Rachel. And the article was included in Polymer Chemistry in 2020.Recommanded Product: 7-Fluoro-1,3-dihydro-2,1-benzoxaborol-1-ol The following contents are mentioned in the article:

Boronate ester cross-linked hydrogels have emerged as promising injectable scaffolds for biomedical applications given their rapid self-healing ability. For a rational design of such networks, all variables influencing their dynamic rheol. properties, especially the boronic acid and the diol-containing mol. selected as mol. crosslinkers have to be carefully considered. Herein, by tailoring the structure of benzoxaborole (BOR), self-crosslinking hydrogels based on hyaluronic acid (HA) modified with BOR derivatives are obtained for the first time through the direct BOR-HA diol complexation at physiol. pH. Among the different HA-BOR conjugates investigated, those prepared from 6-amino-7-fluoro-3,3-dimethyl benzoxaborole (HA-DMF6ABOR) and 7-amino-3,3-dimethyl benzoxaborole (HA-DM7ABOR) show unprecedented self-crosslinking properties, leading to the formation of self-healing hydrogels with extremely slow dynamics. These networks also exhibit remarkable pH- and glucose-responsive behaviors. These properties are related to the peculiar structure of these two BOR moieties, having as the common feature, a gem-di-Me group in the oxaborole ring and an ortho-substituent in the Ph ring. Mol. dynamic simulations are used to provide insight in the role of these substituents in the outstanding capability of DMF6ABOR and DM7ABOR to crosslink HA. They show that BOR complexation induces changes in conformation of HA favoring formation of a highly entangled 3D network. This study involved multiple reactions and reactants, such as 7-Fluoro-1,3-dihydro-2,1-benzoxaborol-1-ol (cas: 174671-93-3Recommanded Product: 7-Fluoro-1,3-dihydro-2,1-benzoxaborol-1-ol).

7-Fluoro-1,3-dihydro-2,1-benzoxaborol-1-ol (cas: 174671-93-3) belongs to alcohols. Similar to water, an alcohol can be pictured as having an sp3 hybridized tetrahedral oxygen atom with nonbonding pairs of electrons occupying two of the four sp3 hybrid orbitals. Converting an alcohol to an alkene requires removal of the hydroxyl group and a hydrogen atom on the neighbouring carbon atom. Dehydrations are most commonly carried out by warming the alcohol in the presence of a strong dehydrating acid, such as concentrated sulfuric acid.Recommanded Product: 7-Fluoro-1,3-dihydro-2,1-benzoxaborol-1-ol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Self-crosslinking smart hydrogels through direct complexation between benzoxaborole derivatives and diols from hyaluronic acid was written by Figueiredo, Tamiris;Ogawa, Yu;Jing, Jing;Cosenza, Vanina;Jeacomine, Isabelle;Olsson, Johan D. M.;Gerfaud, Thibaud;Boiteau, Jean-Guy;Harris, Craig;Auzely-Velty, Rachel. And the article was included in Polymer Chemistry in 2020.Quality Control of 7-Fluoro-1,3-dihydro-2,1-benzoxaborol-1-ol The following contents are mentioned in the article:

Boronate ester cross-linked hydrogels have emerged as promising injectable scaffolds for biomedical applications given their rapid self-healing ability. For a rational design of such networks, all variables influencing their dynamic rheol. properties, especially the boronic acid and the diol-containing mol. selected as mol. crosslinkers have to be carefully considered. Herein, by tailoring the structure of benzoxaborole (BOR), self-crosslinking hydrogels based on hyaluronic acid (HA) modified with BOR derivatives are obtained for the first time through the direct BOR-HA diol complexation at physiol. pH. Among the different HA-BOR conjugates investigated, those prepared from 6-amino-7-fluoro-3,3-dimethyl benzoxaborole (HA-DMF6ABOR) and 7-amino-3,3-dimethyl benzoxaborole (HA-DM7ABOR) show unprecedented self-crosslinking properties, leading to the formation of self-healing hydrogels with extremely slow dynamics. These networks also exhibit remarkable pH- and glucose-responsive behaviors. These properties are related to the peculiar structure of these two BOR moieties, having as the common feature, a gem-di-Me group in the oxaborole ring and an ortho-substituent in the Ph ring. Mol. dynamic simulations are used to provide insight in the role of these substituents in the outstanding capability of DMF6ABOR and DM7ABOR to crosslink HA. They show that BOR complexation induces changes in conformation of HA favoring formation of a highly entangled 3D network. This study involved multiple reactions and reactants, such as 7-Fluoro-1,3-dihydro-2,1-benzoxaborol-1-ol (cas: 174671-93-3Quality Control of 7-Fluoro-1,3-dihydro-2,1-benzoxaborol-1-ol).

7-Fluoro-1,3-dihydro-2,1-benzoxaborol-1-ol (cas: 174671-93-3) belongs to alcohols. Similar to water, an alcohol can be pictured as having an sp3 hybridized tetrahedral oxygen atom with nonbonding pairs of electrons occupying two of the four sp3 hybrid orbitals. Under carefully controlled conditions, simple alcohols can undergo intermolecular dehydration to give ethers. This reaction is effective only with methanol, ethanol, and other simple primary alcohols.Quality Control of 7-Fluoro-1,3-dihydro-2,1-benzoxaborol-1-ol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Discovering simple phenylboronic acid and benzoxaborole derivatives for experimental oncology – phase cycle-specific inducers of apoptosis in A2780 ovarian cancer cells was written by Psurski, Mateusz;Lupicka-Slowik, Agnieszka;Adamczyk-Wozniak, Agnieszka;Wietrzyk, Joanna;Sporzynski, Andrzej. And the article was included in Investigational New Drugs in 2019.Related Products of 174671-93-3 The following contents are mentioned in the article:

The aim of the study was to evaluate the antiproliferative potential of simple phenylboronic acid and benzoxaborole derivatives as well as to provide preliminary insight into their mode of action in cancer cells in vitro. The antiproliferative activity was assessed in five diverse cancer cell lines via the SRB method (sulforhodamine B) or MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide) method after 72 h of treatment. Further studies of the mechanism of action consisted of the influence of the compounds on cell cycle progression and apoptosis induction, which was assessed by flow cytometry, caspase-3 enzymic activity, fluorescence microscopy and western blot anal. Results A clear structure-activity relationship was observed for both groups of compounds with several representatives evaluated as highly active antiproliferative agents with low micromolar IC^72h₅₀ values. 2-Fluoro-6-formylphenylboronic acid (18) and 3-morpholino-5-fluorobenzoxaborole (27) exhibited strong cell cycle arrest induction in G₂/M associated with caspase-3 activation in an A2780 ovarian cancer cell line. These events were accompanied by a mitotic catastrophe cell morphol. and an increased percentage of aneuploid and tetraploid cells. Further experiments indicated that the compounds were phase cycle-specific agents since cells co-treated with hydroxyurea were less sensitive. The observed cell cycle arrest resulted from significant p21 accumulation and was associated neither with cyclin B1 nor β-tubulin degradation Phenylboronic acid and benzoxaborole derivatives were found to be highly promising antiproliferative and proapoptotic compounds with a cell cycle-specific mode of action. The presented data support their candidacy for further studies as a novel class of potential anticancer agents. This study involved multiple reactions and reactants, such as 7-Fluoro-1,3-dihydro-2,1-benzoxaborol-1-ol (cas: 174671-93-3Related Products of 174671-93-3).

7-Fluoro-1,3-dihydro-2,1-benzoxaborol-1-ol (cas: 174671-93-3) belongs to alcohols. Under appropriate conditions, inorganic acids also react with alcohols to form esters. To form these esters, a wide variety of specialized reagents and conditions can be used. The most common reactions of alcohols can be classified as oxidation, dehydration, substitution, esterification, and reactions of alkoxides.Related Products of 174671-93-3

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Discovering simple phenylboronic acid and benzoxaborole derivatives for experimental oncology – phase cycle-specific inducers of apoptosis in A2780 ovarian cancer cells was written by Psurski, Mateusz;Lupicka-Slowik, Agnieszka;Adamczyk-Wozniak, Agnieszka;Wietrzyk, Joanna;Sporzynski, Andrzej. And the article was included in Investigational New Drugs in 2019.Quality Control of 7-Fluoro-1,3-dihydro-2,1-benzoxaborol-1-ol The following contents are mentioned in the article:

The aim of the study was to evaluate the antiproliferative potential of simple phenylboronic acid and benzoxaborole derivatives as well as to provide preliminary insight into their mode of action in cancer cells in vitro. The antiproliferative activity was assessed in five diverse cancer cell lines via the SRB method (sulforhodamine B) or MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide) method after 72 h of treatment. Further studies of the mechanism of action consisted of the influence of the compounds on cell cycle progression and apoptosis induction, which was assessed by flow cytometry, caspase-3 enzymic activity, fluorescence microscopy and western blot anal. Results A clear structure-activity relationship was observed for both groups of compounds with several representatives evaluated as highly active antiproliferative agents with low micromolar IC^72h₅₀ values. 2-Fluoro-6-formylphenylboronic acid (18) and 3-morpholino-5-fluorobenzoxaborole (27) exhibited strong cell cycle arrest induction in G₂/M associated with caspase-3 activation in an A2780 ovarian cancer cell line. These events were accompanied by a mitotic catastrophe cell morphol. and an increased percentage of aneuploid and tetraploid cells. Further experiments indicated that the compounds were phase cycle-specific agents since cells co-treated with hydroxyurea were less sensitive. The observed cell cycle arrest resulted from significant p21 accumulation and was associated neither with cyclin B1 nor β-tubulin degradation Phenylboronic acid and benzoxaborole derivatives were found to be highly promising antiproliferative and proapoptotic compounds with a cell cycle-specific mode of action. The presented data support their candidacy for further studies as a novel class of potential anticancer agents. This study involved multiple reactions and reactants, such as 7-Fluoro-1,3-dihydro-2,1-benzoxaborol-1-ol (cas: 174671-93-3Quality Control of 7-Fluoro-1,3-dihydro-2,1-benzoxaborol-1-ol).

7-Fluoro-1,3-dihydro-2,1-benzoxaborol-1-ol (cas: 174671-93-3) belongs to alcohols. Under appropriate conditions, inorganic acids also react with alcohols to form esters. To form these esters, a wide variety of specialized reagents and conditions can be used. Under carefully controlled conditions, simple alcohols can undergo intermolecular dehydration to give ethers. This reaction is effective only with methanol, ethanol, and other simple primary alcohols.Quality Control of 7-Fluoro-1,3-dihydro-2,1-benzoxaborol-1-ol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts