indole-building-block | - Page 85 of 1434

Basanagoudar, L. D. et al. published their research in Journal of the Chemical Society [Section] C: Organic in 1967 | CAS: 6639-06-1

3-(1H-Indol-1-yl)propanoic acid (cas: 6639-06-1) 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.Synthetic Route of C11H11NO2

Synthesis of 1-(3-aminopropyl)indoles and 3-indol-1-ylpropionic acids was written by Basanagoudar, L. D.;Siddappa, S.. And the article was included in Journal of the Chemical Society [Section] C: Organic in 1967.Synthetic Route of C11H11NO2 This article mentions the following:

Various substituted indoles and their derivatives were condensed with acrylonitrile in the presence of trimethylbenzylammonium hydroxide to give the corresponding 3-indol-1-ylpropionitriles. These nitriles were reduced catalytically with Raney nickel to the corresponding 1-(3-aminopropyl)indoles, or hydrolyzed to the corresponding 3-indol-1-ylpropionic acids. Some of the nitriles were formylated to give the corresponding 1-(2-cyanoethyl)indole-3-carboxaldehydes. In the experiment, the researchers used many compounds, for example, 3-(1H-Indol-1-yl)propanoic acid (cas: 6639-06-1Synthetic Route of C11H11NO2).

Referemce:
Indole alkaloid derivatives as building blocks of natural products from闂佽壈浜崹淇沜illus thuringiensis闂佽壈浜粋鍧闂佽壈浜崹淇沜illus velezensis闂佽壈浜粋鍧 their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Devi, N. Saritha et al. published their research in International 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 produced by Proteus, Pseudomonas, Escherichia and other species was shown to be a growth promoting factor in Arabidopsis thaliana. Moreover, it is known that it controls biofilm formation. However, the role of indole in the cell has not been fully elucidated.Name: 7-Nitroindoline-2,3-dione

Synthesis and screening N-(2, 4-dioxo-1, 2-dihydro-3H-spiro [indole-3, 2-[1,3]thiazolidin]-3-yl)-2-hydroxybenzamides for anti-bacterial activity was written by Devi, N. Saritha;Srinivas, B.;Sarangapani, Manda. And the article was included in International Journal of Pharmaceutical Sciences and Research in 2019.Name: 7-Nitroindoline-2,3-dione This article mentions the following:

A novel synthesis of N-(2, 4-dioxo-1, 2-dihydro-3H-spiro [indole-3, 2-[1, 3] thiazolidin]-3-yl)-2-hydroxybenzamide derivatives were synthesized by cyclization of isatin hydrazones with thioglycolic acid. The synthesized compounds were characterized by spectral data (IR, 1H-NMR, Mass) and evaluated for antibacterial activity against various strains of bacteria at the concentrations of 200濠电偞鎸鹃幐?mL. Among the tested compounds X(i) is highly active against E. coli, X(f) is active against B. subtilis, X(h) is active against S. aureus and X(c) is active against S. typhi. In the experiment, the researchers used many compounds, for example, 7-Nitroindoline-2,3-dione (cas: 112656-95-8Name: 7-Nitroindoline-2,3-dione).

Hlavac, Jan et al. published their research in Acta Universitatis Palackianae Olomucensis, Facultas Rerum Naturalium in 1993 | CAS: 112656-95-8

7-Nitroindoline-2,3-dione (cas: 112656-95-8) 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.Category: indole-building-block

Cyclocondensation reactions of heterocyclic carbonyl compounds. I. Synthesis of some 6-substituted 2,3-dihydro-5H-1,2,4-triazino[5,6-b]indole-3-thiones was written by Hlavac, Jan;Slouka, Jan. And the article was included in Acta Universitatis Palackianae Olomucensis, Facultas Rerum Naturalium in 1993.Category: indole-building-block This article mentions the following:

Condensation of 7-nitroisatin and 7-methylisatin with thiosemicarbazide in acetic acid gave the corresponding 闁?thiosemicarbazones. These 闁?thiosemicarbazones were converted into 1,2,4-triazino[6,5-b]indole-3-thiones I (R = NO₂, Me). In the experiment, the researchers used many compounds, for example, 7-Nitroindoline-2,3-dione (cas: 112656-95-8Category: indole-building-block).

Hulpia, Fabian et al. published their research in European Journal of Medicinal Chemistry in 2018 | CAS: 1000340-39-5

3-Bromo-4-chloro-7-azaindole (cas: 1000340-39-5) 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.Name: 3-Bromo-4-chloro-7-azaindole

Synthesis of a 3′-C-ethynyl-闁?D-ribofuranose purine nucleoside library: Discovery of C7-deazapurine analogs as potent antiproliferative nucleosides was written by Hulpia, Fabian;Noppen, Sam;Schols, Dominique;Andrei, Graciela;Snoeck, Robert;Liekens, Sandra;Vervaeke, Peter;Van Calenbergh, Serge. And the article was included in European Journal of Medicinal Chemistry in 2018.Name: 3-Bromo-4-chloro-7-azaindole This article mentions the following:

A focused nucleoside library was constructed around a 3′-C-ethynyl-D-ribofuranose sugar scaffold, which was coupled to variously modified purine nucleobases. The resulting nucleosides were probed for their ability to inhibit tumor cell proliferation, as well as for their activity against a panel of relevant human viruses. While C6-aryl substituted purine nucleosides were found to be weakly active, several C7-substituted 7-deazapurine nucleosides elicited potent antiproliferative activity. Their activity spectrum was evaluated in the NCI-60 tumor cell line panel indicating activity against several solid tumor derived cell lines. Analog I, equipped with a 7-deaza 7-chloro-6-amino-purin-9-yl base was evaluated in a metastatic breast tumor (MDA-MB-231-LM2) xenograft model. It inhibited both tumor growth and reduced the formation of lung metastases as revealed by BLI anal. The dideazanucleoside analog II showed interesting activity against hCMV. These results highlight the potential advantages of recombining known sugar and nucleobase motifs as a library design strategy to discover novel antiviral or antitumor agents. In the experiment, the researchers used many compounds, for example, 3-Bromo-4-chloro-7-azaindole (cas: 1000340-39-5Name: 3-Bromo-4-chloro-7-azaindole).

Jayaraman, Arumugam et al. published their research in Tetrahedron in 2019 | 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. 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). Synthetic Route of C8H6N2O2

Revisiting the reduction of indoles by hydroboranes: A combined experimental and computational study was written by Jayaraman, Arumugam;Powell-Davies, Henry;Fontaine, Frederic-Georges. And the article was included in Tetrahedron in 2019.Synthetic Route of C8H6N2O2 This article mentions the following:

A combined exptl. and d. functional computational study was used to probe the mechanism for the reduction of indoles using simple borane BH₃闁荤姾娅ｉ弸宄係 (DMS = di-Me sulfide). Exptl. and computational studies all steer to the formation of the reduced species 1-BH₂-indolines as the resting state for this reaction, as opposed to the historically presumed formation of the unreduced 1-BH₂-indoles, before the addition of a proton source to form the final product indolines. Furthermore, it was observed that mol. H₂ was generated and consumed in the reaction. Computations put forward hydroboration followed by protodeborylation as the very reasonable mechanistic route for the formation of exptl. observed major intermediate 1-BH₂ indolines. For the H₂ consumption in the reaction, computations suggest the frustrated Lewis pair-type heterolytic splitting of H₂ by a bis(3-indolinyl)borane intermediate. In the experiment, the researchers used many compounds, for example, 6-Nitro-1H-indole (cas: 4769-96-4Synthetic Route of C8H6N2O2).

Tan, Wei et al. published their research in RSC Advances in 2013 | CAS: 774-47-0

5,6-Difluoroindoline-2,3-dione (cas: 774-47-0) 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). Application of 774-47-0

Diversity-oriented synthesis of spiro-oxindole-based 2,5-dihydropyrroles via three-component cycloadditions and evaluation on their cytotoxicity was written by Tan, Wei;Zhu, Xiao-Tong;Zhang, Shu;Xing, Gui-Juan;Zhu, Ren-Yi;Shi, Feng. And the article was included in RSC Advances in 2013.Application of 774-47-0 This article mentions the following:

The construction of a spiro-oxindole-based 2,5-dihydropyrrole scaffold I (R = H, Me, Ph, etc.; R¹ = H, 4-Cl, 5-OMe, etc.; R² = Me, Et) with potential bioactivity has been established via an efficient three-component reaction of isatin, amino-ester and alkyne. This protocol represents the first 1,3-dipolar cycloaddition of electron-deficient alkynes with isatin-derived azomethine ylides, providing an easy access to spiro-oxindole-based 2,5-dihydropyrroles with structural diversity in high yields (up to 99%). In addition, the bioscreen of these new spiro-dihydropyrroles has led to the finding of sixteen compounds with promising cytotoxicity to MCF-7 cells. In the experiment, the researchers used many compounds, for example, 5,6-Difluoroindoline-2,3-dione (cas: 774-47-0Application of 774-47-0).

Heda, L. C. et al. published their research in E-Journal of Chemistry in 2009 | 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. More than 200 indole derivatives have already been marketed as drugs or are under advanced stages of clinical trials.Category: indole-building-block

Synthesis and antimicrobial activity of some derivatives of 5-substituted indole dihydropyrimidines was written by Heda, L. C.;Sharma, Rashmi;Pareek, C.;Chaudhari, P. B.. And the article was included in E-Journal of Chemistry in 2009.Category: indole-building-block This article mentions the following:

Haloindole substituted dihydropyrimidines I (R = H, Br, Cl, I; X = O or S) have been prepared via Bignelli reaction of haloformylindoles with urea (or thiourea) and ethylacetoacetate. I were evaluated for their antibacterial and antifungal activity with the min. inhibitory concentration (MIC) determined by micro dilution technique in Mueller-Hinton broth. The MICs were recorded after 24 h of incubation at 37闂? These results are promising, showing these compounds are biol. active. In the experiment, the researchers used many compounds, for example, 5-Chloroindole-3-carboxaldehyde (cas: 827-01-0Category: indole-building-block).

Lou, Qinxin et al. published their research in Advanced Synthesis & Catalysis in 2017 | CAS: 320734-35-8

7-Bromooxindole (cas: 320734-35-8) 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 was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Electric Literature of C8H6BrNO

Organocatalytic Enantioselective Synthesis of Dihydropyrano- indole Derivatives Bearing Trifluoromethylated All-Carbon- Substituted Stereocenters was written by Lou, Qinxin;Ding, Yuyang;Xu, Dengfeng;Liu, Guokai;Zhao, Junling. And the article was included in Advanced Synthesis & Catalysis in 2017.Electric Literature of C8H6BrNO This article mentions the following:

Malononitrile and isatin-derived trifluoromethylacrylates underwent a Michael addition/cyclization reaction, a process that was catalyzed efficiently by a bifunctional squaramide to afford a range of dihydropyranoindole derivatives bearing trifluoromethylated all-carbon-substituted stereocenters in high yields (up to 99%) with excellent enantioselectivity (up to 98% ee). This transformation was also examined with Et cyanoacetate as a nucleophile using a bifunctional thiourea as catalyst affording moderate yields (up to 79%) and high enantioselectivity (up to 98% ee). One of the products was used for the synthesis of a biol. interesting triazolopyrimidine derivative In the experiment, the researchers used many compounds, for example, 7-Bromooxindole (cas: 320734-35-8Electric Literature of C8H6BrNO).

Suwa, Satoshi et al. published their research in Chemical & Pharmaceutical Bulletin in 1999 | CAS: 14204-27-4

2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4) 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. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.Electric Literature of C14H9NO2S

AlCl₃-mediated aromatic phenylthiation with N-phenylthiophthalimide was written by Suwa, Satoshi;Sakamoto, Takeshi;Kikugawa, Yasuo. And the article was included in Chemical & Pharmaceutical Bulletin in 1999.Electric Literature of C14H9NO2S This article mentions the following:

N-Phenylthiophthalimide reacts with AlCl₃ or TiCl₄ in arenes to give phenylthiated arenes alone via a phenylsulfenium ion intermediate. MNDO MO calculations revealed that the pos. charge preferentially populates the sulfur atom rather than the Ph group in the phenylsulfenium ion. In the experiment, the researchers used many compounds, for example, 2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4Electric Literature of C14H9NO2S).

Huang, Min-Lon et al. published their research in Hua Hseuh Hseuh Pao in 1961 | CAS: 90271-86-6

5-Bromo-3-cyanoindole (cas: 90271-86-6) belongs to indole derivatives. Indole exists overwhelmingly in the 1H-indole form as do other simple indoles. They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.COA of Formula: C9H5BrN2

Modified Wolff-Kishner method was written by Huang, Min-Lon;Chung, Tung-Shun;Ku, Tu-Shin;Chow, Wei-Zan. And the article was included in Hua Hseuh Hseuh Pao in 1961.COA of Formula: C9H5BrN2 This article mentions the following:

Successful usage of the Wolff-Kishner reduction was extended to many alkali-sensitive carbonyl compounds through the delayed addition of the alkali reagent. This modification afforded good yields of 1,2-diphenylethane (I) from benzil (II) and benzoin (III), PhCH₂CH₂CO₂H (IV) from PhCH₂COCO₂H (V), PhCH₂CH₂CH₂CO₂H (VI) from PhCOCH₂CH₂CO₂H (VII), and the normal reduction products from other 婵?oxo compounds A lower yield was obtained with furaldehyde (VIII). On the other hand, 闁?oxo compounds do not yield the normal reduction products, but, instead, cyclic N compounds (e.g., IX), while most 婵?闁?unsaturated ketones give rise to cyclopropane derivatives (e.g., X). Thus, 1.5 g. II, 15 ml. diethylene glycol (XI), and 6 ml. 85% hydrazine hydrate (XII) was refluxed 1 hr., the mixture cooled to room temperature, and 1.5 g. KOH was added. The mixture was refluxed 10-20 min. and distilled (to 190闂? liquid temperature) to remove water and excess XII. The residue was refluxed 3 hrs. at 195-200闂? cooled, and diluted with H₂O. The white precipitate formed was filtered off, washed, and dried in a desiccator to yield 1.2 g. I, m. 52-3闂?(EtOH). Similarly, 3 g. III, 20 ml. XI, 10 ml. 80% XII, followed by 2 g. KOH, gave 84.8% II. The unmodified Wolff-Kishner method, with the KOH added at the beginning of the reaction, yielded only 50.1% I. Similarly prepared were (product, physical constants, % yield, and starting material given): IV, m. 50-1闂? 76.6, V; VI, m. 49-50闂? 83.3, VII; and 2-methylfuran, b. 62-7闂? n²⁰_D 1.4362, 44.7, VIII. On the other hand, 1.5 g. dibenzoylmethane treated with 15 ml. XI, 6 ml. 50% XII, and 1.5 g. KOH by the modified method gave 1.3 g. 3,5-diphenylpyrazole, m. 199-200闂? while 0.5 g. BzCH₂CO₂H gave 0.22 g. 3-phenyl-5-pyrazolone (XIII), m. 234-5闂? while 1 g. 1,2-dibenzoylethane gave 0.8 g. 3,6-diphenylpyridazine (XIV), m. 221-2闂?(EtOH). Refluxing 5 g. PhCH:CHBz, 25 ml. XI, and 5 ml. 80% XII, and then treating with 3.2 g. KOH, diluting with H₂O, and extracting with ether gave 85.8% 1,2-diphenylcyclopropane, b₁₃ 171-5闂? n²⁰_D 1.5936. Similar treatment of methyl styryl ketone gave 68.1% 1-methyl-2-phenylcyclopropane (X), b. 187-9闂? n²⁰_D 1.5222. However, Me₂CH :CHAc gave 3,3,5-trimethylpyrazole (IX), b. 159-160闂? n²³_D 1.4542; HCl salt m. 173-4闂? It was postulated that the low b.p. of IX resulted in a low reflux temperature and prevented further decomposition into the cyclopropane derivative In the experiment, the researchers used many compounds, for example, 5-Bromo-3-cyanoindole (cas: 90271-86-6COA of Formula: C9H5BrN2).