Tag: 100-200

One-pot synthesis of 2-aryl-3-alkoxycarbonyl chromones through a cascade Lewis acid-catalyzed aldehyde olefination/oxa-Michael addition/oxidation was written by Wang, Ningning;Cai, Shuying;Zhou, Chao;Lu, Ping;Wang, Yanguang. And the article was included in Tetrahedron in 2013.Computed Properties of C10H8O3 This article mentions the following:

2-Aryl-3-alkoxycarbonyl chromones were effectively constructed from aryl aldehydes and 3-(2-(methoxymethoxy)phenyl)propiolates via a cascade Lewis acid catalyzed phenol ether deprotection/aldehyde olefination/intramol. oxa-Michael addition reaction, and a sequential oxidation This four-step reaction could be conducted in one-pot with high atom efficiency. In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1Computed Properties of C10H8O3).

Methyl benzofuran-2-carboxylate (cas: 1646-27-1) belongs to benzofurans derivatives. Benzofurans are only weakly aromatic in nature and they are cleaved by many oxidative and reductive conditions. Introduction of benzofurans in organic synthesis, particularly drug synthesis, involves generally the use of their metalated species as nucleophiles in addition reactions or in metal-catalysed cross-coupling reactions.Computed Properties of C10H8O3

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Ester-Directed Regioselective Borylation of Heteroarenes Catalyzed by a Silica-Supported Iridium Complex was written by Kawamorita, Soichiro;Ohmiya, Hirohisa;Sawamura, Masaya. And the article was included in Journal of Organic Chemistry in 2010.Quality Control of Methyl benzofuran-2-carboxylate This article mentions the following:

The ester-directed regioselective borylation of arenes catalyzed by a silica-supported monophosphine-Ir complex displayed a significantly broad substrate scope toward heteroaromatic compounds, including thiophene, pyrrole, furan, benzothiophene, benzofuran, indole, and carbazole derivatives The regioselectivity is complementary to the selectivities observed in the heteroarene C-H borylation with the dtbpy-Ir catalyst system. In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1Quality Control of Methyl benzofuran-2-carboxylate).

Methyl benzofuran-2-carboxylate (cas: 1646-27-1) belongs to benzofurans derivatives. Benzofurans are compounds with a planar structure having 10 pi electrons that include the lone pair on oxygen atom, which makes it more susceptible to electrophilic attack. In nature, benzofurans have occupied an important role among the plant phenols & several pharmacologically active compounds.Quality Control of Methyl benzofuran-2-carboxylate

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Design, synthesis and antiproliferative activity against human cancer cell lines of novel benzo-, benzofuro-, azolo- and thieno-1,3-thiazinone resorcinol hybrids was written by Matysiak, Joanna;Karpinska, Monika M.;Skrzypek, Alicja;Wietrzyk, Joanna;Klopotowska, Dagmara;Niewiadomy, Andrzej;Paw, Beata;Juszczak, Malgorzata;Rzeski, Wojciech. And the article was included in Arabian Journal of Chemistry in 2019.Product Details of 54802-10-7 This article mentions the following:

The design and synthesis of novel derivatives of the 4H-3,1-benzothiazinone type and heterocyclic analogs, i.e. benzofuro-, azolo- and thieno-1,3-thiazin-4-ones possessing 2,4-dihydroxyphenyl substituent is reported. The compounds were obtained by the one-step reaction of aminobenzamides or heterocyclic aminocarboxamides with aryl-modified sulfinylbis[(2,4-dihydroxyphenyl)methanethione]. Evaluation of their antiproliferative potency against human cancer cell lines showed that the activity of some analogs was similar to that of cisplatin. The highest activity and low toxicity were found for 6-tert-butyl-2-(5-chloro-2,4-dihydroxyphenyl)-4H-thieno[3,2-d][1,3]thiazin-4-one. The structure-activity elucidation reveals that the most active compounds are those with a thienothiazin-4-one and benzofuro[3,2-d][1,3]thiazin-4-one skeleton and the presence of the hydrophobic substituent (Et, Cl) in the benzenediol moiety increases their antiproliferative potency. The ADMET properties of selected compounds including metabolic stability and toxicity profile were estimated in silico. In the experiment, the researchers used many compounds, for example, 3-Aminobenzofuran-2-carboxamide (cas: 54802-10-7Product Details of 54802-10-7).

3-Aminobenzofuran-2-carboxamide (cas: 54802-10-7) belongs to benzofurans derivatives. Benzofurans are compounds with a planar structure having 10 pi electrons that include the lone pair on oxygen atom, which makes it more susceptible to electrophilic attack. In nature, benzofurans have occupied an important role among the plant phenols & several pharmacologically active compounds.Product Details of 54802-10-7

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Direct Alkoxycarbonylation of Heteroarenes via Cu-Mediated Trichloromethylation and In Situ Alcoholysis was written by Luo, Wenkun;Jiang, Kai;Li, Yingwei;Jiang, Huanfeng;Yin, Biaolin. And the article was included in Organic Letters in 2020.SDS of cas: 1646-27-1 This article mentions the following:

An efficient approach for direct alkoxycarbonylation of furans I (R¹ = iso-Pr, cyclopentyl, benzyl, etc.) as well as other heteroarenes, e.g., thiazole via a one-step copper-mediated reaction of three components (i.e., heteroarene, alc., and CHCl₃) was reported. The copper additive was confirmed to simultaneously promote the reaction in three pathways: oxidant cracking, single electron transfer, and alcoholysis. By means of this protocol, various functionalized furancarboxylates II (R² = Me, cyclopentyl, etc) and other heteroarenecarboxylates, e.g., Me benzo[d]thiazole-2-carboxylate were facilely obtained in moderate to good yields. In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1SDS of cas: 1646-27-1).

Methyl benzofuran-2-carboxylate (cas: 1646-27-1) belongs to benzofurans derivatives. Benzofurans are only weakly aromatic in nature and they are cleaved by many oxidative and reductive conditions. They are also prone to polymerisation in the presence of concentrated mineral acids and Lewis acids.SDS of cas: 1646-27-1

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Accepting the Invitation to Open Innovation in Malaria Drug Discovery: Synthesis, Biological Evaluation, and Investigation on the Structure-Activity Relationships of Benzo[b]thiophene-2-carboxamides as Antimalarial Agents was written by Pieroni, Marco;Azzali, Elisa;Basilico, Nicoletta;Parapini, Silvia;Zolkiewski, Michal;Beato, Claudia;Annunziato, Giannamaria;Bruno, Agostino;Vacondio, Federica;Costantino, Gabriele. And the article was included in Journal of Medicinal Chemistry in 2017.Recommanded Product: 1646-27-1 This article mentions the following:

Malaria eradication is a global health priority, but current therapies are not always suitable for providing a radical cure. Artemisinin has paved the way for the current malaria treatment, the so-called Artemisinin-based Combination Therapy (ACT). However, with the detection of resistance to ACT, innovative compounds active against multiple parasite species and at multiple life stages are needed. GlaxoSmithKline has recently disclosed the results of a phenotypic screening of an internal library, publishing a collection of 400 antimalarial chemotypes, termed the “Malaria Box”. After anal. of the data set, we have carried out a medicinal chem. campaign in order to define the structure-activity relationships for one of the released compounds, which embodies a benzothiophene-2-carboxamide core. Thirty-five compounds were prepared, and a description of the structural features responsible for the in vitro activity against different strains of P. falciparum, the toxicity, and the metabolic stability is herein reported. In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1Recommanded Product: 1646-27-1).

Methyl benzofuran-2-carboxylate (cas: 1646-27-1) belongs to benzofurans derivatives. Benzofurans are only weakly aromatic in nature and they are cleaved by many oxidative and reductive conditions. Benzofurans have also made significant and distinctive contributions to biology. They exhibit several biological activities that range from antiviral, antimicrobial, antitumor, anti-inflammatory.Recommanded Product: 1646-27-1

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Preparation and reactions of a benzofurylmercuric compound was written by Izumi, Taeko;Takeda, Toru;Kasahara, Akira. And the article was included in Yamagata Daigaku Kiyo, Kogaku in 1974.Synthetic Route of C10H8O3 This article mentions the following:

2-Benzofurylmercuric chloride (I) was obtained by the reaction of benzofuran (II), 1 equivalent HgCl2, and 2 equivalentsNaOAc. 3H2O in aqueous EtOH at room temperature 5 days; m.p. 274-8°. I was also prepared by the reaction of Na coumarylate with an equivalent amount of HgCl2 in 1 l. water followed by decarboxylation under gentle reflux. Benzofurylation of olefins such as styrene, Et acrylate, Et crotonate, and H2C:CHCN were performed in the presence of Li2PdCl4 in MeOH or MeCN, accompanied by the formation of 2,2′-dibenzofuran (III). Carbonylation of I at 100° 6 hr under 50 atm CO pressure in the presence of Li2PdCl4 in MeOH gave Me coumarylate, 2,2′-dibenzofuryl ketone, and a small amount of III. 2-Acetylation and benzoylation of I with acyl chlorides, coupling reaction to 2,2′-dibenzofurylmercury by Na2S2O3, and 2-bromination with Br were reported. In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1Synthetic Route of C10H8O3).

Methyl benzofuran-2-carboxylate (cas: 1646-27-1) belongs to benzofurans derivatives.Benzofuran is one of the most significant oxygen-containing heterocycles consisting of fused benzene and furan ring, which are widely presented in various naturally occurring and synthetically active compounds. Benzofurans are stable towards alkali and readily polymerize on treatment with sulfuric acid, due to which they are useful for the preparation of low cost chemically relatively inert resins.Synthetic Route of C10H8O3

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Synthesis, Identification, and Structure-Activity Relationship Analysis of GATA4 and NKX2-5 Protein-Protein Interaction Modulators was written by Jumppanen, Mikael;Kinnunen, Sini M.;Valimaki, Mika J.;Talman, Virpi;Auno, Samuli;Bruun, Tanja;Boije af Gennas, Gustav;Xhaard, Henri;Aumuller, Ingo B.;Ruskoaho, Heikki;Yli-Kauhaluoma, Jari. And the article was included in Journal of Medicinal Chemistry in 2019.Reference of 54802-10-7 This article mentions the following:

Transcription factors GATA4 and NKX2-5 directly interact and synergistically activate several cardiac genes and stretch-induced cardiomyocyte hypertrophy. Previously, we identified phenylisoxazole carboxamide 1 as a hit compound, which inhibited the GATA4-NKX2-5 transcriptional synergy. Here, the chem. space around the mol. structure of 1 was explored by synthesizing and characterizing 220 derivatives and structurally related compounds In addition to the synergistic transcriptional activation, selected compounds were evaluated for their effects on transcriptional activities of GATA4 and NKX2-5 individually as well as potential cytotoxicity. The structure-activity relationship (SAR) anal. revealed that the aromatic isoxazole substituent in the southern part regulates the inhibition of GATA4-NKX2-5 transcriptional synergy. Moreover, inhibition of GATA4 transcriptional activity correlated with the reduced cell viability. In summary, comprehensive SAR anal. accompanied by data anal. successfully identified potent and selective inhibitors of GATA4-NKX2-5 transcriptional synergy and revealed structural features important for it. In the experiment, the researchers used many compounds, for example, 3-Aminobenzofuran-2-carboxamide (cas: 54802-10-7Reference of 54802-10-7).

3-Aminobenzofuran-2-carboxamide (cas: 54802-10-7) belongs to benzofurans derivatives. Benzofurans are only weakly aromatic in nature and they are cleaved by many oxidative and reductive conditions. Benzofurans are stable towards alkali and readily polymerize on treatment with sulfuric acid, due to which they are useful for the preparation of low cost chemically relatively inert resins.Reference of 54802-10-7

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Evaluation of the effect of 2-(2,4-dihydroxyphenyl)-4H-benzofuro[3,2-d][1,3]thiazin-4-one on colon cells and its anticancer potential was written by Czerwonka, Arkadiusz;Lemieszek, Marta K.;Karpinska, Monika;Matysiak, Joanna;Niewiadomy, Andrzej;Rzeski, Wojciech. And the article was included in Medicinal Chemistry Research in 2018.Reference of 54802-10-7 This article mentions the following:

In this paper, we present the biol. effect of the newly synthesized 2-(2,4-dihydroxyphenyl)-4H-benzofuro[3,2-d][1,3]thiazin-4-one (DPBT) on human colon adenocarcinoma cell lines (HT-29 and LS180). Addnl., DPBT cytotoxicity was examined in human colon epithelial cells (CCD 841 CoTr) and human skin fibroblasts (HSF). The studies revealed a significant decrease in the proliferation of cancer cells after exposure to DPBT at concentrations in the range of 10-100 μM. Addnl., DPBT was not toxic to normal CCD 841 CoTr and HSF cells at concentrations that induced inhibition of cancer cell proliferation. The nature of the anti-proliferative action of DPBT in the cell cycle progression in colon cancer cells and the expression of proteins involved in this process were examined by flow cytometry and western blotting, resp. The investigations demonstrated higher sensitivity of LS180 than HT-29 to the DPBT treatment. The anti-proliferative action of DPBT in LS180 was attributed to cell cycle arrest in the G₁ phase via up-regulation of p27^KIP1 and down-regulation of cyclin D1 and CDK4 proteins. In the experiment, the researchers used many compounds, for example, 3-Aminobenzofuran-2-carboxamide (cas: 54802-10-7Reference of 54802-10-7).

3-Aminobenzofuran-2-carboxamide (cas: 54802-10-7) belongs to benzofurans derivatives. Benzofuran is the “”parent”” of many related compounds with more complex structures. For example, psoralen is a benzofuran derivative that occurs in several plants. Benzofurans have also made significant and distinctive contributions to biology. They exhibit several biological activities that range from antiviral, antimicrobial, antitumor, anti-inflammatory.Reference of 54802-10-7

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Design, synthesis and evaluation of benzoheterocycle analogues as potent antifungal agents targeting CYP51 was written by Zhao, Shizhen;Wei, Peng;Wu, Mengya;Zhang, Xiangqian;Zhao, Liyu;Jiang, Xiaolin;Hao, Chenzhou;Su, Xin;Zhao, Dongmei;Cheng, Maosheng. And the article was included in Bioorganic & Medicinal Chemistry in 2018.Recommanded Product: 1646-27-1 This article mentions the following:

To further enhance the anti-Aspergillus efficacy of the previously discovered antifungal lead compound, a series of benzoheterocycle analogs were designed, synthesized and evaluated for their in vitro antifungal activity. The most promising compounds I and II exhibited excellent antifungal activity against C. albicans, C. neoformans, A. fumigatus and fluconazole-resistant C. albicans strains, that was superior or comparable to those of the reference drugs fluconazole and voriconazole. GC-MS analyses suggested that the novel compound I might have a similar mechanism to fluconazole by inhibiting fungal lanosterol 14α-demethylase (CYP51). Furthermore, compounds I and II exhibited low inhibition profiles for various human cytochrome P 450 isoforms as well as excellent blood plasma stability. In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1Recommanded Product: 1646-27-1).

Methyl benzofuran-2-carboxylate (cas: 1646-27-1) belongs to benzofurans derivatives. Benzofuran derivatives are one of the most important oxygen-containing heterocycles. Introduction of benzofurans in organic synthesis, particularly drug synthesis, involves generally the use of their metalated species as nucleophiles in addition reactions or in metal-catalysed cross-coupling reactions.Recommanded Product: 1646-27-1

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Synthesis and nucleophilic displacement reactions of biologically active 2,4-dichlorobenzofuro[3,2-d]pyrimidines was written by Basavaraja, K. M.;Patil, V. M.;Agasimundin, Y. S.. And the article was included in Indian Journal of Heterocyclic Chemistry in 2006.Name: 3-Aminobenzofuran-2-carboxamide This article mentions the following:

1,2,3,4-Tetrahydro-2,4-dioxobenzofuro[3,2-d]pyrimidine was converted into 2,4-dichlorobenzofuro[3,2-d]pyrimidine (I) by treatment with phosphorus pentachloride. The dichloro compound I was subjected to nucleophilic displacement reactions with nucleophiles such as, alkoxides, amines, azides and hydrazine. The hydrazine compounds were converted into tetracyclic benzofuro[3,2-d]pyrimidine fused with triazole. Similar tetracyclic heterocycle containing tetrazole ring system was prepared by the diazotization of compound 2-chloro-4-hydrazinobenzofuropyrimidine and also by the reaction of dichloro compound I with one equivalent of sodium azide. The reaction of I with two equivalent of sodium azide yielded pentacyclic heterocyclic with two fused tetrazole ring system, bistetazolobenzofuropyrimidine. All the compounds thus prepared were screened for antibacterial activity against Gram pos. and Gram neg. organisms. In the experiment, the researchers used many compounds, for example, 3-Aminobenzofuran-2-carboxamide (cas: 54802-10-7Name: 3-Aminobenzofuran-2-carboxamide).

3-Aminobenzofuran-2-carboxamide (cas: 54802-10-7) belongs to benzofurans derivatives. Benzofuran derivatives are one of the most important oxygen-containing heterocycles. As benzofurans are prone to undergo ring opening of the heterocycle, examples of reduction of this type of aromatics by using dissolving metals are rather scarce.Name: 3-Aminobenzofuran-2-carboxamide

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem