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Wang, Le et al. published their research in Organic Letters in 2020 | CAS: 4583-55-5

5-Bromo-2,3-dimethyl-1H-indole (cas: 4583-55-5) 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. Moreover, it is known that it controls biofilm formation. However, the role of indole in the cell has not been fully elucidated.Synthetic Route of C10H10BrN

Fe-Catalyzed Sequential C(sp³)-H/N-H Annulation of 2-Methylindoles with Ethyl Trifluoropyruvate at Room Temperature: Construction of Pyrrolo[1,2-婵炵鍋愮€电導ndoles was written by Wang, Le;Zhou, Jia;Chen, Han-Qia;Li, Dong-Li;Lin, Jun-Bing;Li, Ke;Ding, Tong-Mei;Zhang, Shu-Yu. And the article was included in Organic Letters in 2020.Synthetic Route of C10H10BrN This article mentions the following:

An efficient and benign iron-catalyzed room-temperature method was developed for direct sequential C(sp³)-H/N-H annulation to construct pyrroloindole scaffolds. This strategy features cheap and readily available raw materials and mild room-temperature reaction conditions and provides a green and practical method for the one-pot rapid synthesis of a wide range of diversely functionalized pyrrolo[1,2-婵炵鍋愮€电導ndoles. In the experiment, the researchers used many compounds, for example, 5-Bromo-2,3-dimethyl-1H-indole (cas: 4583-55-5Synthetic Route of C10H10BrN).

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

Kim, Seung Wook et al. published their research in Angewandte Chemie, International Edition in 2019 | CAS: 754214-56-7

7-Azaindole-5-boronic Acid Pinacol Ester (cas: 754214-56-7) 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. More than 200 indole derivatives have already been marketed as drugs or are under advanced stages of clinical trials.Category: indole-building-block

Regio- and Enantioselective Iridium-Catalyzed N-Allylation of Indoles and Related Azoles with Racemic Branched Alkyl-Substituted Allylic Acetates was written by Kim, Seung Wook;Schempp, Tabitha T.;Zbieg, Jason R.;Stivala, Craig E.;Krische, Michael J.. And the article was included in Angewandte Chemie, International Edition in 2019.Category: indole-building-block This article mentions the following:

Cyclometallated 闂?allyliridium C,O-benzoates modified with (S)-tol-BINAP, which are stable to air, water, and SiO₂, catalyze highly enantioselective N-allylations of indoles and related azoles. This reaction complements previously reported metal-catalyzed indole allylations in that complete levels of N vs. C3 and branched vs. linear regioselectivity are observed In the experiment, the researchers used many compounds, for example, 7-Azaindole-5-boronic Acid Pinacol Ester (cas: 754214-56-7Category: indole-building-block).

Ichimaru, Yoshimi et al. published their research in Bioorganic & Medicinal Chemistry in 2017 | CAS: 320734-35-8

7-Bromooxindole (cas: 320734-35-8) 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.HPLC of Formula: 320734-35-8

5-Bromoindirubin 3′-(O-oxiran-2-ylmethyl)oxime: A long-acting anticancer agent and a suicide inhibitor for epoxide hydrolase was written by Ichimaru, Yoshimi;Fujii, Takeshi;Saito, Hiroaki;Sano, Makoto;Uchiyama, Taketo;Miyairi, Shinichi. And the article was included in Bioorganic & Medicinal Chemistry in 2017.HPLC of Formula: 320734-35-8 This article mentions the following:

Indirubin 3′-oxime (Indox I) suppresses cancer cell growth (IC₅₀: 15 濠电偞鎸鹃幏?towards HepG2 cells) and inhibits cell cycle-related kinases such as cyclin-dependent kinases and glycogen synthase kinase-3闁? The authors have previously reported that the conjugation of I with oxirane, a protein-reactive component, enhanced the cytotoxic activity of Indox as determined from the IC₅₀ value (1.7 濠电偞鎸鹃幏? of indirubin 3′-(O-oxiran-2-ylmethyl)oxime (Epox/Ind II). Here the authors prepared Epox/Ind derivatives with one or two halogen atoms or a methoxy group on the aromatic ring(s) of an Indox moiety and studied the structure-activity relationships of the substituent(s). It was found that bromine-substitution at the 5-position on II or any Epox/Ind derivative(s) having bromine on the aromatic ring except Epox/6′-Br-Ind was efficient to improving anticancer activity. Of the 22 Epox/Ind derivatives, 5-bromoindirubin 3′-(O-oxiran-2-ylmethyl)oxime (Epox/5-Br-Ind III) was the best anticancer agent in both short- (24 h) (IC₅₀: 0.67 濠电偞鎸鹃幏? and extended-duration (72 h) cultures. The high anticancer activity of III was partly due to it being a poor substrate and a suicide inhibitor for epoxide hydrolase as epoxide hydrolase was identified as the enzyme primarily responsible for the metabolism of III. In the experiment, the researchers used many compounds, for example, 7-Bromooxindole (cas: 320734-35-8HPLC of Formula: 320734-35-8).

Zhu, Li-Li et al. published their research in Journal of Organic Chemistry in 2022 | CAS: 14204-27-4

2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4) belongs to indole derivatives. Indole could be stereoselectively alkylated with chiral cyclopentyl sulfone reagent. 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 14204-27-4

N²-Selective 闁?Thioalkylation of Benzotriazoles with Alkenes was written by Zhu, Li-Li;Tian, Lifang;Sun, Kunhui;Li, Yiwen;Liu, Guanglu;Cai, Bin;Zhang, Hui;Wang, Yahui. And the article was included in Journal of Organic Chemistry in 2022.Application of 14204-27-4 This article mentions the following:

Herein, N²-selective 闁?thioalkylation of benzotriazoles with unactivated alkenes and styrenes is reported. The N²-selective 闁?thioalkylation of benzotriazoles is highly stereospecific and works under simple and mild conditions, exhibiting excellent functional group tolerance. The high N²-selectivity is a consequence of the combination of hydrogen bonding and Lewis acid/base activation, which reverses the N²-position to be favored for alkylation. In the experiment, the researchers used many compounds, for example, 2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4Application of 14204-27-4).

Yang, Zhen et al. published their research in Chemistry – A European Journal in 2019 | CAS: 14204-27-4

2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4) 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: 2-(Phenylthio)isoindoline-1,3-dione

Photochemical, metal-free sigmatropic rearrangement reactions of sulfur ylides was written by Yang, Zhen;Guo, Yujing;Koenigs, Rene M.. And the article was included in Chemistry – A European Journal in 2019.Recommanded Product: 2-(Phenylthio)isoindoline-1,3-dione This article mentions the following:

Sigmatropic rearrangement reactions constitute one of the most fundamental reactions of carbenes. While state-of-the-art synthetic methods require the use of expensive precious metal catalysts, the application of visible light for the photolysis of 婵?aryldiazoacetates is much less investigated and provides an operationally simple entry to carbenes under mild reaction conditions. Herein, we report on blue-light induced sigmatropic rearrangement reactions of sulfur compounds with 婵?aryldiazoacetates. This process, depending on the substitution pattern of the sulfide, opens up formal insertion reactions of carbenes into S-N, S-C, or C-H bonds. In the experiment, the researchers used many compounds, for example, 2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4Recommanded Product: 2-(Phenylthio)isoindoline-1,3-dione).

Thiele, J. et al. published their research in Justus Liebigs Annalen der Chemie in 1910 | CAS: 5388-42-1

2-Phenylisoindolin-1-one (cas: 5388-42-1) 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.Related Products of 5388-42-1

Condensation Products of o-Phthalaldehyde. II was written by Thiele, J.;Schneider, J.. And the article was included in Justus Liebigs Annalen der Chemie in 1910.Related Products of 5388-42-1 This article mentions the following:

Hydrindone oxalic acid (I) is prepared by adding 8 g. pyroracemic acid to a suspension of 12 g. phthalaldehyde in 750 cc. H₂O and treating gradually at 5闂?with 85 cc. 10% NaOH. Pale yellow needles, m. 211-2闂? Methyl ester, C₁₂H₁₀O₄, long, colorless needles, m. 99.5闂? The acid is resolved by NaOH+ Br into dibromohydrindone and (CO₂H)₂; by NaOH into hydrindone and (CO₂H)₂. A lactone-like acetate is obtained by the action of Ac₂O + H₂SO₄. C₁₅H₁₂O₆; color-less crystals, m. 149-50闂?(decompose). o-Phenylene-闁?闁?naphthyleneketone (II) is obtained by treating 2 g. 婵?hydrindone and 2 g. o-phthalaldehyde in absolute alc. with 5 drops MeOH +KOH. Bright yellow needles, m. 152闂? Hydrazone, C₂₃H₁₆N₂, yellow crystals, m. 174闂? Benzocycloheptadi濠殿噯绲鹃幑鏄絥edicarboxylic acid (III), crystals, m. 210闂? Diethyl ester, colorless leaves, m. 95.5闂? Monoethyl ester, white needles, m. 185闂? Phenylhydrazine addition product, C₂₃H₂₄O₅N₂, colorless needles, m. 138闂? Benzo-cycloheptadienonecarboxylic acid (IV), long needles, m. 172闂? Phenylphthalimidine (V), colorless leaves, m. 161闂? Phenylphthalimidine anil (VI), colorless needles, m. 142-3闂? Chloroplatinate, (C₂₀H₁₆N₂)₂.H₂PtCl₆, reddish yellow crystals, m. 212-3闂?(decompose). In the experiment, the researchers used many compounds, for example, 2-Phenylisoindolin-1-one (cas: 5388-42-1Related Products of 5388-42-1).

Thapa, Pawan et al. published their research in Journal of Organic Chemistry in 2019 | CAS: 5388-42-1

2-Phenylisoindolin-1-one (cas: 5388-42-1) belongs to indole derivatives. Indole could be stereoselectively alkylated with chiral cyclopentyl sulfone reagent. 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 5388-42-1

Isoindolinone Synthesis: Selective Dioxane-Mediated Aerobic Oxidation of Isoindolines was written by Thapa, Pawan;Corral, Esai;Sardar, Sinjinee;Pierce, Brad S.;Foss, Frank W.. And the article was included in Journal of Organic Chemistry in 2019.Related Products of 5388-42-1 This article mentions the following:

N-Alkyl and N-aryl-isoindolinones were prepared by a dioxane-mediated oxidation of isoindoline precursors. The transformation exhibits unique chemoselectivity for isoindonlines. A chiral tertiary (3闂?-benzylic position was not racemized during oxidation, and Me indoprofen was prepared by late stage oxidation Mechanistic studies suggest a selective H atom transfer, which avoids many known oxidation (by-)products of isoindolinones. In the experiment, the researchers used many compounds, for example, 2-Phenylisoindolin-1-one (cas: 5388-42-1Related Products of 5388-42-1).

Nagaraja, S. N. et al. published their research in Journal of Scientific & Industrial Research in 1958 | CAS: 4583-55-5

5-Bromo-2,3-dimethyl-1H-indole (cas: 4583-55-5) 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. In addition to indole, the strain-release chemistry worked for numerous substrates including amines, alcohols, thiols, carboxylic acids, imidazoles, and pyrazoles.Reference of 4583-55-5

Synthesis of 1,3,3-trimethyl-2-methyleneindolines was written by Nagaraja, S. N.;Sunthankar, S. V.. And the article was included in Journal of Scientific & Industrial Research in 1958.Reference of 4583-55-5 This article mentions the following:

A series of 1,3,3-trimethyl-2-methyleneindolines was prepared by condensation of the substituted phenylhydrazines (I) with MeEtCO in EtOH to give the corresponding phenylhydrazones (II), cyclization of II with 2N H₂SO₄ to the corresponding 2,3-dimethylindoles (III), and methylation of III with MeI in MeOH to indoline iodides (IV). I were prepared in 40-50% yield by diazotization of the corresponding p-substituted-arylamines and reduction with acidic SnCl₂. II were prepared by addition of MeEtCO to I in EtOH, refluxing 1 hr., and distilling in vacuo; p-ClC₆H₄NHN:CMeEt b_0.6-0.7 125-30闂? yield 80%; Br derivative b_0.9 120-5闂? yield 73%. To the II, 10 parts by volume 2N H₂SO₄ was added, the mixture heated 0.5-1 hr. at 95闂? the solution cooled, and the III filtered off. The following 5-substituted III were prepared (5-substituent, % yield, and m.p. given): Cl, 80, 144-5闂? Br, 88, 142-3闂? OMe, 70, 109-10闂? OEt, 65, 114-15闂? NO₂, 60-5, 187-8闂?(prepared by nitration of III with KNO₃ and concentrated H₂SO₄ at 3闂?; NH₂, 55, 173-4闂?(prepared by reduction of the 5-NO₂ derivative of III with alkali and hydrosulfite). III 1, MeOH 10, and MeI 3 parts were heated in an autoclave 4-5 hrs. at 100-10闂? the solution cooled, the solvent evaporated, the residue extracted with boiling H₂O, the H₂O distilled in vacuo, giving 5-substituted IV. The following IV, isolated and characterized as methiodides, were prepared (5-substituent, % yield, and m.p. of methiodide given): Cl, 60, 221-2闂? OMe, 65, 221-2闂? OEt, 55, 203-4闂? NO₂, 62, 203-4闂? NH₂, 58, 190-1闂? In the experiment, the researchers used many compounds, for example, 5-Bromo-2,3-dimethyl-1H-indole (cas: 4583-55-5Reference of 4583-55-5).

Nguyen, Quyen et al. published their research in Journal of the American Chemical Society in 2013 | CAS: 4583-55-5

5-Bromo-2,3-dimethyl-1H-indole (cas: 4583-55-5) 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. In addition to indole, the strain-release chemistry worked for numerous substrates including amines, alcohols, thiols, carboxylic acids, imidazoles, and pyrazoles.Formula: C10H10BrN

Iron(II) bromide-catalyzed intramolecular C-H bond amination [1,2]-shift tandem reactions of aryl azides was written by Nguyen, Quyen;Nguyen, Tuyen;Driver, Tom G.. And the article was included in Journal of the American Chemical Society in 2013.Formula: C10H10BrN This article mentions the following:

Iron(II) bromide catalyzes the transformation of ortho-substituted aryl azides into 2,3-disubstituted indoles through a tandem ethereal C-H bond amination [1,2]-shift reaction. The preference for the 1,2-shift component of the tandem reaction was established to be Me < 1闂?< 2闂?< Ph. In the experiment, the researchers used many compounds, for example, 5-Bromo-2,3-dimethyl-1H-indole (cas: 4583-55-5Formula: C10H10BrN).

Ferro, Noel et al. published their research in Journal of Chemical Information and Modeling in 2006 | CAS: 1912-45-4

2-(5-Chloro-1H-indol-3-yl)acetic acid (cas: 1912-45-4) belongs to indole derivatives. Indole could be stereoselectively alkylated with chiral cyclopentyl sulfone reagent. It is used in perfumery and in making tryptophan, an essential amino acid, and indoleacetic acid (heteroauxin), a hormone that promotes the development of roots in plant cuttings.Electric Literature of C10H8ClNO2

Coulomb and Overlap Self-Similarities: A Comparative Selectivity Analysis of Structure-Function Relationships for Auxin-like Molecules was written by Ferro, Noel;Gallegos, Ana;Bultinck, Patrick;Jacobsen, Hans-Joerg;Carbo-Dorca, Ramon;Reinard, Thomas. And the article was included in Journal of Chemical Information and Modeling in 2006.Electric Literature of C10H8ClNO2 This article mentions the following:

Auxins are defined mainly by a set of physiol. actions, but the structure-effect relationship still is based on chem. intuition. Currently a well-defined auxin mol. structure is not available. The existence of different auxin binding proteins and mechanisms of auxin action, the wide diversity of the auxin mols., and the pleiotropic effects of auxin imply a completely different mechanism as described for the animal hormone concept. Here, we present a computational approach dealing with semiempirical optimizations of the auxin mols. themselves, which represent a number of about 250 different chem. structures. Our approach uses mol. quantum similarity measures and addnl. quantum variables for the anal. of auxin-like mols. The finding of similarities in mols. by focusing basically on their electron structure results in new insights in the relationship of the different auxin groups. Addnl. statistical anal. allows the identification of relationships between similarity groups and their biol. activity, resp. It is postulated that the auxin-like mol. recognition depends more on specific mol. assembling states than on a specific ring system or side chain. In the experiment, the researchers used many compounds, for example, 2-(5-Chloro-1H-indol-3-yl)acetic acid (cas: 1912-45-4Electric Literature of C10H8ClNO2).