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Pan, Yue et al. published their research in Organic Letters in 2022 | CAS: 4769-96-4

6-Nitro-1H-indole (cas: 4769-96-4) belongs to indole derivatives. Indole produced by Proteus, Pseudomonas, Escherichia and other species was shown to be a growth promoting factor in Arabidopsis thaliana. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.SDS of cas: 4769-96-4

Hypervalent Iodine Reagents Enable C(sp²)-H Amidation of (Hetero)arenes with Iminophenylacetic Acids was written by Pan, Yue;Liu, Zhengyi;Zou, Peng;Chen, Yali;Chen, Yiyun. And the article was included in Organic Letters in 2022.SDS of cas: 4769-96-4 This article mentions the following:

The sulfonamidyl (hetero)arenes synthesis by the C(sp²)-H amidation from bench-stable amidyl-iminophenylacetic acids was reported. The hypervalent iodine reagents covalently activated iminophenylacetic acids for the facile sulfonamidyl radical generation under mild photocatalytic oxidative conditions. Diversified indoles, pyrroles, imidazopyridines and fused arenes underwent the C(sp²)-H amidation with excellent chemoselectivity and regioselectivity. This reaction performed well under neutral aqueous conditions with potential biol. applications. In the experiment, the researchers used many compounds, for example, 6-Nitro-1H-indole (cas: 4769-96-4SDS of cas: 4769-96-4).

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Gupta, Swati et al. published their research in MedChemComm in 2013 | CAS: 827-01-0

5-Chloroindole-3-carboxaldehyde (cas: 827-01-0) belongs to indole derivatives. Indole produced by Proteus, Pseudomonas, Escherichia and other species was shown to be a growth promoting factor in Arabidopsis thaliana. Indole plays a fundamental role for QS in E. coli, being one of the signal molecules responsible for the transcription of a variety of genes (gabT, and tnaB ASTD). Computed Properties of C9H6ClNO

Identification of novel urea derivatives as PTP1B inhibitors: synthesis, biological evaluation and structure-activity relationships was written by Gupta, Swati;Varshney, Kanika;Srivastava, Rohit;Rahuja, Neha;Rawat, Arun K.;Srivastava, Arvind K.;Saxena, Anil K.. And the article was included in MedChemComm in 2013.Computed Properties of C9H6ClNO This article mentions the following:

The protein tyrosine phosphatase 1B (PTP1B) is an attractive target for the treatment of type 2 diabetes. A series of substituted 1,3-benzyl urea has been synthesized and evaluated for PTP1B inhibitory, antidiabetic and antidyslipidemic activities. The most active compound of the series 5b showed 79.4% PTP1B inhibition and 20.7% blood glucose lowering in the STZ model. It also lowered the serum cholesterol level by 16.3% and significantly increased the serum HDL-cholesterol by 46.8%. The high activity of compound 5b has been explained by docking studies. In the experiment, the researchers used many compounds, for example, 5-Chloroindole-3-carboxaldehyde (cas: 827-01-0Computed Properties of C9H6ClNO).

Lakshmi Reddy, Vanammoole et al. published their research in New Journal of Chemistry in 2018 | CAS: 827-01-0

5-Chloroindole-3-carboxaldehyde (cas: 827-01-0) belongs to indole derivatives. Indole, first isolated in 1866, and it is commonly synthesized from phenylhydrazine and pyruvic acid, although several other procedures have been discovered. Indole plays a fundamental role for QS in E. coli, being one of the signal molecules responsible for the transcription of a variety of genes (gabT, and tnaB ASTD). Category: indole-building-block

An efficient synthesis of versatile synthon 3-chlorooxindoles with NaCl/oxone was written by Lakshmi Reddy, Vanammoole;Prathima, Parvathaneni Sai;Rao, Vaidya Jayathirtha;Bikshapathi, Raktani. And the article was included in New Journal of Chemistry in 2018.Category: indole-building-block This article mentions the following:

The present work describes an expedient approach for the direct conversion of indole-3-carboxaldehyde to 3-chlorooxindoles, e.g., I using a simple sustainable synthetic method. From an environmental perspective, a combination of NaCl/oxone in a CH₃CN:H₂O (1:1) system was developed for direct oxidative chlorination of a wide array of indole derivatives This chlorination strategy is more viable, remarkably cheaper and provides easy access to potential 3-chlorooxindoles. In addition, this environmentally benign method can also be applicable for constructing isatin derivatives in good yields. In the experiment, the researchers used many compounds, for example, 5-Chloroindole-3-carboxaldehyde (cas: 827-01-0Category: indole-building-block).

Wang, Kaixuan et al. published their research in Chemical Communications (Cambridge, United Kingdom) in 2021 | CAS: 774-47-0

5,6-Difluoroindoline-2,3-dione (cas: 774-47-0) belongs to indole derivatives. Indole could be stereoselectively alkylated with chiral cyclopentyl sulfone reagent. Moreover, it is known that it controls biofilm formation. However, the role of indole in the cell has not been fully elucidated.Electric Literature of C8H3F2NO2

Catalytic asymmetric [3+2] cycloaddition of isomunchnones with methyleneindolinones was written by Wang, Kaixuan;Xu, Chaoran;Hu, Xinyue;Zhou, Yuqiao;Lin, Lili;Feng, Xiaoming. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2021.Electric Literature of C8H3F2NO2 This article mentions the following:

An efficient enantioselective [3+2] cycloaddition of isomunchnones with methyleneindolinones that are generated by an in situ intramol. addition of the carbonyl group to rhodium carbenes is realized with a chiral N,N’-dioxide/Zn(II) complex as a Lewis acid. A series of chiral oxa-bridged 3-spiropiperidines are obtained in high yields with excellent dr and excellent ee values. In the experiment, the researchers used many compounds, for example, 5,6-Difluoroindoline-2,3-dione (cas: 774-47-0Electric Literature of C8H3F2NO2).

Trubitson, Dmitri et al. published their research in Synthesis in 2020 | CAS: 4769-96-4

6-Nitro-1H-indole (cas: 4769-96-4) belongs to indole derivatives. Indole is an important structural motif of various drugs, therapeutic leads besides its prevalence in numerous natural products, agrochemicals, perfumery, and dyes. In addition to indole, the strain-release chemistry worked for numerous substrates including amines, alcohols, thiols, carboxylic acids, imidazoles, and pyrazoles.Name: 6-Nitro-1H-indole

Enantioselective N-Alkylation of Nitroindoles under Phase-Transfer Catalysis was written by Trubitson, Dmitri;Martonova, Jevgenija;Erkman, Kristin;Metsala, Andrus;Saame, Jaan;Koster, Kristjan;Jarving, Ivar;Leito, Ivo;Kanger, Tonis. And the article was included in Synthesis in 2020.Name: 6-Nitro-1H-indole This article mentions the following:

An asym. phase-transfer-catalyzed N-alkylation of substituted indoles I (R = 3-NO₂, 4-NO₂, 5-NO₂, 6-NO₂; R¹ = H, CN) with various Michael acceptors (E)-R²C(O)CH=CHR³ (R² = 4-BrC₆H₄, 2-furyl, 2-naphthyl, etc.; R³ = CH₃, CH(CH₃)₂, n-hexyl, C₆H₅, C(O)C₆H₅) and cyclohex-2-en-1-one was studied. Acidities of nitroindoles I were determined in acetonitrile by UV-Vis spectrophotometric titration There was essentially no correlation between acidity and reactivity in the aza-Michael reaction. The position of the nitro group on the indole ring was essential to control the stereoselectivity of the reaction. Michael adducts II were obtained in high yields and moderate enantioselectivities in the reaction between 4-nitroindole I and various Michael acceptors in the presence of cinchona alkaloid based phase-transfer catalysts. In addition to outlining the scope and limitations of the method, the geometries of the transition states of the reaction were calculated In the experiment, the researchers used many compounds, for example, 6-Nitro-1H-indole (cas: 4769-96-4Name: 6-Nitro-1H-indole).

Zhao, Lixing et al. published their research in Journal of the American Chemical Society in 2021 | CAS: 4769-96-4

6-Nitro-1H-indole (cas: 4769-96-4) belongs to indole derivatives. Indole exists overwhelmingly in the 1H-indole form as do other simple indoles. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.Name: 6-Nitro-1H-indole

Cyclic (Alkyl)(amino)carbene Ligand-Promoted Nitro Deoxygenative Hydroboration with Chromium Catalysis: Scope, Mechanism, and Applications was written by Zhao, Lixing;Hu, Chenyang;Cong, Xuefeng;Deng, Gongda;Liu, Liu Leo;Luo, Meiming;Zeng, Xiaoming. And the article was included in Journal of the American Chemical Society in 2021.Name: 6-Nitro-1H-indole This article mentions the following:

Transition metal catalysis that utilizes N-heterocyclic carbenes as noninnocent ligands in promoting transformations has not been well studied. We report here a cyclic (alkyl)(amino)carbene (CAAC) ligand-promoted nitro deoxygenative hydroboration with cost-effective chromium catalysis. Using 1 mol % of CAAC-Cr precatalyst, the addition of HBpin to nitro scaffolds leads to deoxygenation, allowing for the retention of various reducible functionalities and the compatibility of sensitive groups toward hydroboration, thereby providing a mild, chemoselective, and facile strategy to form anilines, as well as heteroaryl and aliphatic amine derivatives, with broad scope and particularly high turnover numbers (up to 1.8 x 10⁶). Mechanistic studies, based on theor. calculations, indicate that the CAAC ligand plays an important role in promoting polarity reversal of hydride of HBpin; it serves as an H-shuttle to facilitate deoxygenative hydroboration. The preparation of several com. available pharmaceuticals by means of this strategy highlights its potential application in medicinal chem. In the experiment, the researchers used many compounds, for example, 6-Nitro-1H-indole (cas: 4769-96-4Name: 6-Nitro-1H-indole).

Shi, Guanghao et al. published their research in Chinese Journal of Chemistry in 2016 | CAS: 150560-58-0

5-Isopropylindoline-2,3-dione (cas: 150560-58-0) belongs to indole derivatives. The indole subunit is an almost ubiquitous component of biologically active natural products, and its study has been the focus of research for decades. In addition to indole, the strain-release chemistry worked for numerous substrates including amines, alcohols, thiols, carboxylic acids, imidazoles, and pyrazoles.COA of Formula: C11H11NO2

Synthesis of 3′,4′-Diaryl-4’H-spiro[indoline-3,5′-[1′,2′,4′]oxadiazol]-2-ones via DMAP-catalyzed Domino Reactions and Their Antibacterial Activity was written by Shi, Guanghao;He, Xinwei;Shang, Yongjia;Xiang, Liwei;Yang, Cheng;Han, Guang;Du, Bing. And the article was included in Chinese Journal of Chemistry in 2016.COA of Formula: C11H11NO2 This article mentions the following:

A convenient and metal-free DMAP-catalyzed domino reaction of isatins, arylamines and hydroximoyl chlorides was developed to achieve 1,3-dipolar cycloaddition of imines into aryl nitrile oxides at ambient temperature In this one-pot transformation, a 1,2,4-oxadiazole skeleton was efficiently formed. This methodol. needed no extra additives and features wide substrate scope, good functional group tolerance and mild reaction conditions. A plausible mechanism for this process was proposed. Moreover, the antibacterial activities of the products were evaluated towards Staphylococcus epidermidis, Staphylococcus aureus, Escherichia coli and Klebsiella pneumoniae using the Broth microdilution method. In the experiment, the researchers used many compounds, for example, 5-Isopropylindoline-2,3-dione (cas: 150560-58-0COA of Formula: C11H11NO2).

Schlosser, Kevin M. et al. published their research in Organic Letters in 2004 | CAS: 167631-84-7

Methyl 5-fluoro-1H-indole-2-carboxylate (cas: 167631-84-7) belongs to indole derivatives. In addition to tryptophan, indigo, and indoleacetic acid, numerous compounds obtainable from plant or animal sources contain the indole molecular structure. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.HPLC of Formula: 167631-84-7

A highly efficient procedure for 3-sulfenylation of indole-2-carboxylates was written by Schlosser, Kevin M.;Krasutsky, Alexei P.;Hamilton, Harriet W.;Reed, Jessica E.;Sexton, Karen. And the article was included in Organic Letters in 2004.HPLC of Formula: 167631-84-7 This article mentions the following:

A highly efficient one-pot procedure for 3-sulfenylation of 2-carboxyindoles is described. Treatment of thiols with N-chlorosuccinimide at -78 °C in CH₂Cl₂ affords sulfenyl chlorides in situ that readily react with 2-carboxyindoles to give 3-thioindoles in high yields. This new method is milder, produces less waste, and is compatible with a wide range of thiol and indole functionality. In the experiment, the researchers used many compounds, for example, Methyl 5-fluoro-1H-indole-2-carboxylate (cas: 167631-84-7HPLC of Formula: 167631-84-7).

Doiron, Jake E. et al. published their research in Chemistry – A European Journal in 2019 | CAS: 4769-96-4

6-Nitro-1H-indole (cas: 4769-96-4) belongs to indole derivatives. In addition to tryptophan, indigo, and indoleacetic acid, numerous compounds obtainable from plant or animal sources contain the indole molecular structure. Moreover, it is known that it controls biofilm formation. However, the role of indole in the cell has not been fully elucidated.Safety of 6-Nitro-1H-indole

Evaluation of 1,2,3-triazoles as amide bioisosteres in cystic fibrosis transmembrane conductance regulator modulators VX-770 and VX-809 was written by Doiron, Jake E.;Le, Christina A.;Ody, Britton K.;Brace, Jonathon B.;Post, Savannah J.;Thacker, Nathan L.;Hill, Harrison M.;Breton, Gary W.;Mulder, Matthew J.;Chang, Sichen;Bridges, Thomas M.;Tang, Liping;Wang, Wei;Rowe, Steven M.;Aller, Stephen G.;Turlington, Mark. And the article was included in Chemistry – A European Journal in 2019.Safety of 6-Nitro-1H-indole This article mentions the following:

The 1,2,3-triazole has been successfully utilized as an amide bioisostere in multiple therapeutic contexts. Based on this precedent, triazole analogs derived from VX-809 and VX-770, prominent amide-containing modulators of the cystic fibrosis transmembrane conductance regulator (CFTR), were synthesized and evaluated for CFTR modulation. Triazole 11, derived from VX-809, displayed markedly reduced efficacy in F508del-CFTR correction in cellular TECC assays in comparison to VX-809. Surprisingly, triazole analogs derived from potentiator VX-770 displayed no potentiation of F508del, G551D, or WT-CFTR in cellular Ussing chamber assays. However, patch clamp anal. revealed that triazole 60 potentiates WT-CFTR similarly to VX-770. The efficacy of 60 in the cell-free patch clamp experiment suggests that the loss of activity in the cellular assay could be due to the inability of VX-770 triazole derivatives to reach the CFTR binding site. Moreover, in addition to the neg. impact on biol. activity, triazoles in both structural classes displayed decreased metabolic stability in human microsomes relative to the analogous amides. In contrast to the many studies that demonstrate the advantages of using the 1,2,3-triazole, these findings highlight the neg. impacts that can arise from replacement of the amide with the triazole and suggest that caution is warranted when considering use of the 1,2,3-triazole as an amide bioisostere. In the experiment, the researchers used many compounds, for example, 6-Nitro-1H-indole (cas: 4769-96-4Safety of 6-Nitro-1H-indole).

Liu, Yonggui et al. published their research in Angewandte Chemie, International Edition in 2020 | CAS: 112656-95-8

7-Nitroindoline-2,3-dione (cas: 112656-95-8) belongs to indole derivatives. Indole, first isolated in 1866, and it is commonly synthesized from phenylhydrazine and pyruvic acid, although several other procedures have been discovered. They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.Recommanded Product: 112656-95-8

Carbene-Catalyzed Enantioselective Aromatic N-Nucleophilic Addition of Heteroarenes to Ketones was written by Liu, Yonggui;Luo, Guoyong;Yang, Xing;Jiang, Shichun;Xue, Wei;Chi, Yonggui Robin;Jin, Zhichao. And the article was included in Angewandte Chemie, International Edition in 2020.Recommanded Product: 112656-95-8 This article mentions the following:

The aromatic nitrogen atoms of heteroarylaldehydes were activated by carbene catalysts to react with ketone electrophiles. Multi-functionalized cyclic N,O-acetal products I [R¹ = H, 8′-Br, 7′-Cl, etc.; R² = H, 4-Br, 5-Cl, etc.; R³ = Me, Bn, Trt], II [R¹ = H, 8-Br, 7-F, etc.; R² = H, 3-Me, 4-Cl, etc.; R³ = Me, Et, Ph, Bn, CHPh₂] and III [R¹ = H, 6;t-Bu, 7’Cl, etc.; R² = H, 4-Cl, 5-Me, etc.] were afforded in good to excellent yields and optical purities. Reaction involved the formation of an unprecedented aza-fulvene-type acylazolium intermediate. A broad range of N-heteroaromatic aldehydes and electron-deficient ketone substrates works effectively in this transformation. Several of the chiral N,O-acetal products afforded through this protocol exhibited excellent antibacterial activities against Ralstonia solanacearum (Rs) and are valuable in the development of novel agrichems. for plant protection. In the experiment, the researchers used many compounds, for example, 7-Nitroindoline-2,3-dione (cas: 112656-95-8Recommanded Product: 112656-95-8).