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Padma, Bairy et al. published their research in International Journal of Research in Pharmacy and Chemistry 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.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Reference of 112656-95-8

Synthesis and antioxidant activity of 3-[4-(2,5-dimethylamino-1H-pyrrol-1-yl-phenyl)][1,3,4]-oxadiazino[6,5-b]substituted indole was written by Padma, Bairy;Gadea, Sammaiah. And the article was included in International Journal of Research in Pharmacy and Chemistry in 2020.Reference of 112656-95-8 This article mentions the following:

Fifteen new 3-[4-(2,5-di-Me amino-1H pyrrol-1-yl-phenyl)][1,3,4]-oxadiazino [6,5-b] substituted indoles I (R = 6-Cl, 8-Br, 6-F, etc.) have been synthesized. The chem. structures of the products I were confirmed by ¹HNMR, IR and mass spectral data. The compounds I were screened for antioxidant activity by standard DPPH assay method. IC₅₀ values of these compounds I were determined Compounds I (R = 8-F, 8-C(O)₂H, 8-C(O)₂Et) potent antioxidant and remaining compounds showed significant antioxidant activity. Ascorbic acid was taken as standard drug. In the experiment, the researchers used many compounds, for example, 7-Nitroindoline-2,3-dione (cas: 112656-95-8Reference of 112656-95-8).

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

Zhao, Yin et al. published their research in Synlett in 2022 | CAS: 170489-16-4

1,4-Dimethyl-1H-indole-3-carbaldehyde (cas: 170489-16-4) 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. 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). Name: 1,4-Dimethyl-1H-indole-3-carbaldehyde

Visible-Light-Promoted Indole C-3 Formylation Using Eosin Y as a Photoredox Catalyst was written by Zhao, Yin;Li, Hongfang;Yin, Shan;Wu, Yandan;Ni, Guanghui. And the article was included in Synlett in 2022.Name: 1,4-Dimethyl-1H-indole-3-carbaldehyde This article mentions the following:

A visible-light-mediated C-3 formylation of indole catalyzed by eosin Y has been developed using tetramethylethylenediamine as a carbon source and air as an oxidant. This protocol shows high tolerance to a large quantity of functional groups under mild conditions and provides 3-formylated indoles with good yields. This method is a highly attractive alternative to the approach of traditional formylation. In the experiment, the researchers used many compounds, for example, 1,4-Dimethyl-1H-indole-3-carbaldehyde (cas: 170489-16-4Name: 1,4-Dimethyl-1H-indole-3-carbaldehyde).

Ittiamornkul, Kuljira et al. published their research in Chemical Science in 2015 | CAS: 827-01-0

5-Chloroindole-3-carboxaldehyde (cas: 827-01-0) 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. They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.Related Products of 827-01-0

Promiscuous indolyl vinyl isonitrile synthases in the biogenesis and diversification of hapalindole-type alkaloids was written by Ittiamornkul, Kuljira;Zhu, Qin;Gkotsi, Danai S.;Smith, Duncan R. M.;Hillwig, Matthew L.;Nightingale, Nicole;Goss, Rebecca J. M.;Liu, Xinyu. And the article was included in Chemical Science in 2015.Related Products of 827-01-0 This article mentions the following:

The hapalindole-type alkaloids naturally show striking late stage diversification of what was believed to be a conserved intermediate, cis-indolyl vinyl isonitrile I. Here we demonstrate enzymically, as well as through applying a synthetic biol. approach, that the pathway generating I (itself, a potent natural broad-spectrum antibiotic) is also dramatically flexible. We harness this to enable early stage diversification of the natural product and generation of a wide range of halo-analogs of I. This approach allows the preparatively useful generation of a series of antibiotics with increased lipophilicity over that of the parent antibiotic. In the experiment, the researchers used many compounds, for example, 5-Chloroindole-3-carboxaldehyde (cas: 827-01-0Related Products of 827-01-0).

Li, Jianxiao et al. published their research in Journal of Organic Chemistry in 2016 | 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.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Name: 6-Nitro-1H-indole

Palladium-catalyzed oxidative sulfenylation of indoles and related electron-rich heteroarenes with aryl boronic acids and elemental sulfur was written by Li, Jianxiao;Li, Chunsheng;Yang, Shaorong;An, Yanni;Wu, Wanqing;Jiang, Huanfeng. And the article was included in Journal of Organic Chemistry in 2016.Name: 6-Nitro-1H-indole This article mentions the following:

An efficient and convenient palladium-catalyzed C-H bond oxidative sulfenylation of 1-R²-2-R⁴-R³-indoles and 2-R⁴-6-R³-imidazo[1,2-a]pyridines with aryl boronic acids and elemental sulfur for the synthesis of 3-sulfenylindole derivatives I and II, resp. (R¹ = H, alkyl, MeO, halo, CN; R² = H, Me, PhCH₂; R³ = H, halo, alkyl, MeO, NO₂; R⁴ = H, Me, CO₂Et, Ph) is disclosed. This procedure provides a useful and direct approach for the assembly of a wide range of structurally diverse 3-sulfenylheteroarenes with moderate to excellent yields from simple and readily available starting materials. Moreover, this synthetic protocol is suitable for N-protected and unprotected indoles. Notably, the construction of two C-S bonds in one step was also achieved in this transformation. In the experiment, the researchers used many compounds, for example, 6-Nitro-1H-indole (cas: 4769-96-4Name: 6-Nitro-1H-indole).

Fu, Liqiang et al. published their research in Bioorganic & Medicinal Chemistry Letters in 2012 | CAS: 110568-64-4

6-Nitroisoindolin-1-one (cas: 110568-64-4) 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. 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: 6-Nitroisoindolin-1-one

Design, synthesis, and structure-activity relationship studies of conformationally restricted mutilin 14-carbamates was written by Fu, Liqiang;Liu, Xin;Ling, Chenyu;Cheng, Jianjun;Guo, Xingsheng;He, Huili;Ding, Shi;Yang, Yushe. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2012.Recommanded Product: 6-Nitroisoindolin-1-one This article mentions the following:

We report herein the design, synthesis, and structure-activity relationship studies of conformationally restricted mutilin 14-carbamates based on the structure of SB-222734. For example, reacting benzoates I (R¹ = H, MeO, NO₂, R² = H, F, NO₂, R⁹ = H) with N-bromosuccinimide gave the brominated compounds I (R⁹ = Br), which cyclized to give isoindolinones II. II were then coupled with 4-epi-mutilin 14-chloroformate III and treated with a saturated solution of ZnCl₂ in concentrated HCl resulting in a reverse 1,5-hydride shift to afford desired products IV. The antibacterial activities of these newly synthesized compounds were also evaluated and compared with linezolid and retapamulin. Results showed that most of the target compounds exhibit good potency in inhibiting the growth of Gram-pos. bacteria including Methicillin-susceptible Staphylococcus aureus MSSA (MIC: 0.0625-2 μg/mL), Methicillin-resistant S. aureus MRSA (MIC: 0.0625-2 μg/mL), Methicillin-susceptible Staphylococcus epidermidis MSSE (MIC: 0.0625-2 μg/mL), Methicillin-resistant S. epidermidis MRSE (MIC: 0.0625-2 μg/mL), and Streptococcus pneumonia (MIC: 0.0625-4 μg/mL). In particular, three remarkable compounds of this series IV (R¹ = NH₂, R² = H; R¹ = H, R² = NH₂) and isoquinolinyl derivative V exhibited comparable in vitro antibacterial profiles to that of retapamulin. In the experiment, the researchers used many compounds, for example, 6-Nitroisoindolin-1-one (cas: 110568-64-4Recommanded Product: 6-Nitroisoindolin-1-one).

Wu, Wenliang et al. published their research in Journal of the American Chemical Society in 2011 | CAS: 827-01-0

5-Chloroindole-3-carboxaldehyde (cas: 827-01-0) belongs to indole derivatives. Indole could be stereoselectively alkylated with chiral cyclopentyl sulfone reagent. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.Electric Literature of C9H6ClNO

Mild and Selective Ru-Catalyzed Formylation and Fe-Catalyzed Acylation of Free (N-H) Indoles Using Anilines as the Carbonyl Source was written by Wu, Wenliang;Su, Weiping. And the article was included in Journal of the American Chemical Society in 2011.Electric Literature of C9H6ClNO This article mentions the following:

Indoles undergo regioselective formylation and acylation reactions with N-methylaniline or N-benzylanilines in the presence of either ruthenium(III) or iron(II) chlorides using tert-Bu hydroperoxide as the oxidant to give 3-formyl or 3-benzoylindoles in 34-86% yields. The processes are operationally simple and compatible with a variety of functional groups. Reaction of indole with N-(¹³C-methyl)aniline yields 3-(¹³C-formyl)indole in 70% yield, unambiguously establishing that the carbonyl carbon in the formylation products originates from the Me group of N-Me aniline. In the experiment, the researchers used many compounds, for example, 5-Chloroindole-3-carboxaldehyde (cas: 827-01-0Electric Literature of C9H6ClNO).

Yan, Xue et al. published their research in Monatshefte fuer Chemie in 2020 | 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. Moreover, it is known that it controls biofilm formation. However, the role of indole in the cell has not been fully elucidated.Application of 4769-96-4

Synthesis and assessment of bisindoles as a new class of antibacterial agents was written by Yan, Xue;Tang, Ying-De;He, Fei;Yu, Shu-Juan;Liu, Xigong;Bao, Jie;Zhang, Hua. And the article was included in Monatshefte fuer Chemie in 2020.Application of 4769-96-4 This article mentions the following:

Antimicrobial screening of an inhouse library containing both natural products and synthetic compounds identified a bisindole mol. as a selective antibacterial hit. Further evaluation and structural modification afforded a series of dimeric indole derivatives, most of which showed moderate to good antibacterial activity against two Gram-pos. strains Staphylococcus aureus and Bacillus subtilis. Chiral HPLC was employed to sep. these racemates and the bioactive differences between the enantiomeric pairs were also assessed and discussed. Three dihalogenaged analogs also showed mild growth inhibition against a drug-resistant S. aureus strain. In the experiment, the researchers used many compounds, for example, 6-Nitro-1H-indole (cas: 4769-96-4Application of 4769-96-4).

Li, Chang-Feng et al. published their research in Organic Letters in 2007 | CAS: 167631-84-7

Methyl 5-fluoro-1H-indole-2-carboxylate (cas: 167631-84-7) belongs to indole derivatives. Indole, also called Benzopyrrole, a heterocyclic organic compound occurring in some flower oils, such as jasmine and orange blossom, in coal tar, and in fecal matter. 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). Product Details of 167631-84-7

Enantioselective Organocatalytic Intramolecular Ring-Closing Friedel-Crafts-Type Alkylation of Indoles was written by Li, Chang-Feng;Liu, Hiu;Liao, Jie;Cao, Yi-Ju;Liu, Xiao-Peng;Xiao, Wen-Jing. And the article was included in Organic Letters in 2007.Product Details of 167631-84-7 This article mentions the following:

An enantioselective organocatalytic intramol. ring-closing Friedel-Crafts-type alkylation of indolyl α,β-unsaturated aldehydes has been developed. This powerful new strategy allows enantioselective access to THPIs (tetrahydropyrano[3,4-b]indoles), e.g., I, and THBCs (tetrahydro-β-carbolines), e.g., II, in a straightforward and atom-economical manner. In the experiment, the researchers used many compounds, for example, Methyl 5-fluoro-1H-indole-2-carboxylate (cas: 167631-84-7Product Details of 167631-84-7).

Buchman, Edwin R. et al. published their research in Journal of the American Chemical Society in 1947 | CAS: 112656-95-8

7-Nitroindoline-2,3-dione (cas: 112656-95-8) 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. More than 200 indole derivatives have already been marketed as drugs or are under advanced stages of clinical trials.HPLC of Formula: 112656-95-8

8-Nitrocinchoninic acids and related substances was written by Buchman, Edwin R.;McCloskey, Chester M.;Seneker, J. Albert. And the article was included in Journal of the American Chemical Society in 1947.HPLC of Formula: 112656-95-8 This article mentions the following:

Tech. lepidine (650 g.), nitrated at 0-3°, gives 372 g. (48.2%) 8-nitrolepidine (I), m. 126-6.5° absorption maximum at 283, 314 mμ, and 112 g. (13.3%) of an isomer, light yellow, m. 127.5-9°, absorption maximum at 222, 278, and 316 mμ. Details are given of the oxidation of 200 g. I through the aldehyde to 160 g. crude 8-nitrocinchoninic acid (absorption maximum at 224, 293-6 mμ); Et ester (II) m. 84-5° absorption maximum at 226, 304 mμ (44% based on I). Catalytic reduction of II in EtOH over Pt oxide gives 91% Et 8-aminocinchoninate (III), red-orange, m. 77.5-8° absorption maximum at 267, 330, 400-1 mμ; free acid, dark red, m. 280-1° (rapid heating), absorption maximum at 262, 380 mμ (not reproducible); HCl salt, sparingly soluble in cold H₂O. III and BzCl in C₅H₅N give 96% of the Bz derivative, m. 194-4.5° absorption maximum at 255, 334, and 348 mμ. α-Isonitroso-o-nitroacetanilide (preparation in 47.8% yield from o-O₂NC₆H₄NH₂, given) and concentrated H₂SO₄ give 68% 7-nitroisatin (IV). PhAc (18 ml.), 15.6 g. IV, and 80 ml. concentrated NH₄OH, heated 8 hrs. at 130° give 87% 2-phenyl-8-nitrocinchoninamide (V), m. 274.5-5°, absorption maximum at 266-7, 340-3 mμ. V (0.5 g.) in 2 ml. concentrated H₂SO₄, heated 3 hrs. at 145° and the solution refluxed 4 hrs. with 20 ml. EtOH, gives 31% Et 2-phenyl-8-nitrocinchoninate (VI), m. 143-3.5° absorption maximum at 268, 347 mμ; VI was also prepared in 34.2% yield by the Doebner reaction (using o-O₂NC₆H₄NH₂, BzH, AcCO₂H, and concentrated H₂SO₄); the effect of varying the quantities of H₂SO₄ and AcCO₂H on the yield was studied. Reduction of VI in MeOH over Pt oxide gives 88% Et 2-phenyl-8-aminocinchoninate, m. 69-9.5° absorption maximum at 231-2, 297, 343-8, and 400-20 mμ. The 8-HO analog, yellow, m. 71-1.5° absorption maximum at 283-5, 347-8 mμ. 2,4-O₂N-(MeO)C₆H₃NH₂ (21 g.), 13.25 g. BzH, and 12.5 ml. AcOH, treated with 7 ml. concentrated H₂SO₄ and, after 5 min., with 11 g. AcCO₂H, and heated on the steam bath 30 min., give 23% Et 2-phenyl-6-methoxy-8-nitrocinchoninate, pale yellow, m. 160-5°, absorption maximum at 264-6, 372-3 mμ; the 8-NH₂ analog, red, m. 120-20.5°, absorption maximum at 299-302, 410-12 mμ, 96% yield. In the experiment, the researchers used many compounds, for example, 7-Nitroindoline-2,3-dione (cas: 112656-95-8HPLC of Formula: 112656-95-8).

Devi, N. Saritha et al. published their research in Journal of Pharmaceutical Sciences and Research in 2019 | CAS: 112656-95-8

7-Nitroindoline-2,3-dione (cas: 112656-95-8) belongs to indole derivatives. Indole could be stereoselectively alkylated with chiral cyclopentyl sulfone reagent. In addition to indole, the strain-release chemistry worked for numerous substrates including amines, alcohols, thiols, carboxylic acids, imidazoles, and pyrazoles.Name: 7-Nitroindoline-2,3-dione

Synthesis and screening of 3-(4-oxo-2-phenyl-1,3-thiazol-5(4H)-ylidene)-1,3-dihydro-2H-indol-2-one-N-methylanilines for antiinflammatory activity was written by Devi, N. Saritha;Srinivas, B.;Sarangapani, Manda. And the article was included in Journal of Pharmaceutical Sciences and Research in 2019.Name: 7-Nitroindoline-2,3-dione This article mentions the following:

A novel 3-(4-oxo-2-phenyl-1,3-thiazol-5(4H)-ylidene)-1,3-dihydro-2H-indol-2-one -N-methylaniline derivatives I [R = 5-Cl, 7-Me, 5,6-di-Cl, etc.] was synthesized by cyclization of isatins with thiazolidinone. The compounds I [R = 5-F, 5-Cl, 7-Cl, 5-Br, 5,6-di-Cl, 5-OH] were evaluated for in vivo antiinflammatory activity. The compound I [R = 5,6-di-Cl] showed more in vivo antiinflammatory activity with 72.5% of inhibition among test compounds The compound I [R = 5-F, 5-Cl, 7-Cl, 5-Br, 5-OH] were next in the order of exhibiting in vivo antiinflammatory activity with 65.75, 63.0, 52.5, 61.25 and 51.25 % resp., when compared to standard drug Indomethacin with 73.7% of inhibition. In the experiment, the researchers used many compounds, for example, 7-Nitroindoline-2,3-dione (cas: 112656-95-8Name: 7-Nitroindoline-2,3-dione).