Category: 4583-55-5

Oxidative cleavage reaction of substituted indoles catalyzed by plant cell cultures was written by Takemoto, Masumi;Iwakiri, Yasutaka;Tanaka, Kiyoshi. And the article was included in Heterocycles in 2007.Application of 4583-55-5 This article mentions the following:

We have developed a novel method for the oxidative cleavage of indole carbon double bonds in the presence of H₂O₂ using plant cell cultures as peroxidase. The oxidative method has some advantage, as features such as mild reactions, good yields, easy work-up, and safety. In the experiment, the researchers used many compounds, for example, 5-Bromo-2,3-dimethyl-1H-indole (cas: 4583-55-5Application of 4583-55-5).

5-Bromo-2,3-dimethyl-1H-indole (cas: 4583-55-5) 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 was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Application of 4583-55-5

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

Bromination of 2,3-dimethylindole was written by Kost, A. N.;Yudin, L. G.;Budylin, V. A.;Yaryshev, N. G.. And the article was included in Khimiya Geterotsiklicheskikh Soedinenii in 1965.Product Details of 4583-55-5 This article mentions the following:

Bromination of 2,3-dimethylindole (I) in concentrated H₂SO₄ containing Ag₂SO₄ gave 75% 5-bromo-2,3-dimethyl-indole (II), m. 138掳. Bromination of 1-acetyl-2,3-dimethyl-indole followed by hydrolysis gave 70% 5-bromo-2,3-dimethyl-indole (III), b₁₀ 135-7掳, n²⁰_D 1.5923, d₂₀ 0.9982. Dehydration of III with chloranil gave 45% II. II was also prepared in 70% yield by acid treatment of 2-butanone p-bromophenylhydrazone. Bromination in acid of 2,3-dimethylindoline gave 50% 6-bromo-2,3-dimethylindoline (IV), b₄ 132-4掳. Dehydration of IV with chloranil gave 37% 6-bromo-2,3-dimethylindole (V), m. 164掳. II and V could also be distinguished by ir bands at 590 cm.^-1 in II and 1326 cm.^-1 in V. In the experiment, the researchers used many compounds, for example, 5-Bromo-2,3-dimethyl-1H-indole (cas: 4583-55-5Product Details of 4583-55-5).

5-Bromo-2,3-dimethyl-1H-indole (cas: 4583-55-5) 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. 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.Product Details of 4583-55-5

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

Pd(II)-Catalyzed oxidative dearomatization of indoles: substrate-controlled synthesis of indolines and indolones was written by Fang, Xinxin;Gao, Shang;Wu, Zijun;Yao, Hequan;Lin, Aijun. And the article was included in Organic Chemistry Frontiers in 2017.COA of Formula: C10H10BrN This article mentions the following:

A Pd(II)-catalyzed oxidative Wacker-type cyclization/dearomatization of 2,3-disubstituted indoles with mol. oxygen as the oxidant was developed. This strategy provided straightforward access to diverse fused indolines bearing C2-oxygenated quaternary stereocenters with good functional group tolerance and high atom economy. Meanwhile, a Pd(II)-catalyzed oxidation/dearomatization of 2-substituted indoles was presented, which enabled the facile synthesis of indolones. In the experiment, the researchers used many compounds, for example, 5-Bromo-2,3-dimethyl-1H-indole (cas: 4583-55-5COA of Formula: C10H10BrN).

5-Bromo-2,3-dimethyl-1H-indole (cas: 4583-55-5) belongs to indole derivatives. Indole exists overwhelmingly in the 1H-indole form as do other simple indoles. 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.COA of Formula: C10H10BrN

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

B(C₆F₅)₃-Catalyzed Direct C3 Alkylation of Indoles and Oxindoles was written by Basak, Shyam;Alvarez-Montoya, Ana;Winfrey, Laura;Melen, Rebecca L.;Morrill, Louis C.;Pulis, Alexander P.. And the article was included in ACS Catalysis in 2020.Formula: C10H10BrN This article mentions the following:

A new approach to the direct C3-alkylation of indoles and oxindoles using a B(C₆F₅)₃ catalyst and amine-derived alkylating agents to give arylated indole derivatives I [R = H, Me, n-hexyl, Bn; R¹ = H, Me, Ph; R² = H, 4-Me, 5-Cl, etc.; R³ = Me, Et, Bn, etc.] and oxindole derivatives II [R⁴ = H, 5-F, 6-Me, etc.; R⁵ = CO₂Et, Ph, 4-MeC₆H₄, etc.] were reported. Also this borane-catalyzed strategy in alkylation-ring opening cascade process to afford functionalized indoles III [R₆ = H, Me; R⁷ = H, Me; R⁸ = H, 5-OMe; R⁹ = 2,4,6-(Me)₃C₆H₂, 2-MeOC₆H₄, 2-Me-4-MeOC₆H₃, 2,6-(Me)₂-4-MeOC₆H₂] was reported. In the experiment, the researchers used many compounds, for example, 5-Bromo-2,3-dimethyl-1H-indole (cas: 4583-55-5Formula: C10H10BrN).

5-Bromo-2,3-dimethyl-1H-indole (cas: 4583-55-5) belongs to indole derivatives. Indole produced by Proteus, Pseudomonas, Escherichia and other species was shown to be a growth promoting factor in Arabidopsis thaliana. 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.Formula: C10H10BrN

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

Discovery and Optimization of Small-Molecule Ligands for the CBP/p300 Bromodomains was written by Hay, Duncan A.;Fedorov, Oleg;Martin, Sarah;Singleton, Dean C.;Tallant, Cynthia;Wells, Christopher;Picaud, Sarah;Philpott, Martin;Monteiro, Octovia P.;Rogers, Catherine M.;Conway, Stuart J.;Rooney, Timothy P. C.;Tumber, Anthony;Yapp, Clarence;Filippakopoulos, Panagis;Bunnage, Mark E.;Muller, Susanne;Knapp, Stefan;Schofield, Christopher J.;Brennan, Paul E.. And the article was included in Journal of the American Chemical Society in 2014.Related Products of 4583-55-5 This article mentions the following:

Small-mol. inhibitors that target bromodomains outside of the bromodomain and extra-terminal (BET) sub-family are lacking. Here, the authors describe highly potent and selective ligands for the bromodomain module of the human lysine acetyl transferase CBP/p300, developed from a series of 5-isoxazolyl-benzimidazoles. The starting point was a fragment hit, which was optimized into a more potent and selective lead using parallel synthesis employing Suzuki couplings, benzimidazole-forming reactions, and reductive aminations. The selectivity of the lead compound against other bromodomain family members was investigated using a thermal stability assay, which revealed some inhibition of the structurally related BET family members. To address the BET selectivity issue, x-ray crystal structures of the lead compound bound to the CREB binding protein (CBP) and the first bromodomain of BRD4 (BRD4(1)) were used to guide the design of more selective compounds The crystal structures obtained revealed two distinct binding modes. By varying the aryl substitution pattern and developing conformationally constrained analogs, selectivity for CBP over BRD4(1) was increased. The optimized compound is highly potent (K_d = 21 nM) and selective, displaying 40-fold selectivity over BRD4(1). Cellular activity was demonstrated using fluorescence recovery after photo-bleaching (FRAP) and a p53 reporter assay. The optimized compounds are cell-active and have nanomolar affinity for CBP/p300; therefore, they should be useful in studies investigating the biol. roles of CBP and p300 and to validate the CBP and p300 bromodomains as therapeutic targets. In the experiment, the researchers used many compounds, for example, 5-Bromo-2,3-dimethyl-1H-indole (cas: 4583-55-5Related Products of 4583-55-5).

5-Bromo-2,3-dimethyl-1H-indole (cas: 4583-55-5) 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. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.Related Products of 4583-55-5

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

A facile synthesis of pyrrolo[2,3-j]phenanthridines via the cascade reaction of indoleanilines and aldehydes was written by Huang, Wen-Jun;Chen, Zhi-Peng;Liu, Li-Xia;Zhou, Yong-Gui;Wu, Bo;Jiang, Guo-Fang. And the article was included in Journal of Heterocyclic Chemistry in 2022.Category: indole-building-block This article mentions the following:

A facile method for the synthesis of pyrrolo[2,3-j]phenanthridines from indoleanilines and aldehydes in the presence of Broensted acid catalyst and benzoquinone oxidant were established. This approach featured excellent yields, high efficiency and a wide range of substrate scope. Mechanism studies exhibited that this reaction was a cascade process including acid-catalyzed condensation of indoleanilines with aldehydes, cyclization and oxidative aromatization. In the experiment, the researchers used many compounds, for example, 5-Bromo-2,3-dimethyl-1H-indole (cas: 4583-55-5Category: indole-building-block).

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. 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.Category: indole-building-block

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