Kumar, Dalip et al. published their research in Bioorganic & Medicinal Chemistry Letters in 2011 | CAS: 90271-86-6

5-Bromo-3-cyanoindole (cas: 90271-86-6) 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. In addition to indole, the strain-release chemistry worked for numerous substrates including amines, alcohols, thiols, carboxylic acids, imidazoles, and pyrazoles.Computed Properties of C9H5BrN2

Synthesis and in-vitro anticancer activity of 3,5-bis(indolyl)-1,2,4-thiadiazoles was written by Kumar, Dalip;Kumar, N. Maruthi;Chang, Kuei-Hua;Gupta, Ritika;Shah, Kavita. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2011.Computed Properties of C9H5BrN2 This article mentions the following:

A series of 3,5-bis(indolyl)-1,2,4-thiadiazoles were synthesized and evaluated for their cytotoxicity against selected human cancer cell lines. Indole-3-thiocarboxamides, e.g., I, reacted with iodobenzene diacetate via oxidative dimerization to give 3,5-bis(indolyl)-1,2,4-thiadiazoles, e.g., II. Among the synthesized bis(indolyl)-1,2,4-thiadiazoles, the compound II with 4-chlorobenzyl and methoxy substituents showed the most potent activity. In the experiment, the researchers used many compounds, for example, 5-Bromo-3-cyanoindole (cas: 90271-86-6Computed Properties of C9H5BrN2).

5-Bromo-3-cyanoindole (cas: 90271-86-6) 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. In addition to indole, the strain-release chemistry worked for numerous substrates including amines, alcohols, thiols, carboxylic acids, imidazoles, and pyrazoles.Computed Properties of C9H5BrN2

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

Guo, Jincheng et al. published their research in Journal of Agricultural and Food Chemistry in 2019 | CAS: 90271-86-6

5-Bromo-3-cyanoindole (cas: 90271-86-6) belongs to indole derivatives. Indole produced by Proteus, Pseudomonas, Escherichia and other species was shown to be a growth promoting factor in Arabidopsis thaliana. They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.Computed Properties of C9H5BrN2

Optimization, Structure-Activity Relationship, and Mode of Action of Nortopsentin Analogues Containing Thiazole and Oxazole Moieties was written by Guo, Jincheng;Hao, Yanan;Ji, Xiaofei;Wang, Ziwen;Liu, Yuxiu;Ma, Dejun;Li, Yongqiang;Pang, Huailin;Ni, Jueping;Wang, Qingmin. And the article was included in Journal of Agricultural and Food Chemistry in 2019.Computed Properties of C9H5BrN2 This article mentions the following:

Plant diseases seriously endanger plant health, and it is very difficult to control them. A series of nortopsentin analogs were designed, synthesized, and evaluated for their antiviral activities and fungicidal activities. Most of these compounds displayed higher antiviral activities than ribavirin. Compounds (CAS 224434-76-8, 265110-91-6, 272104-33-3), with excellent antiviral activities, emerged as novel antiviral lead compounds, among which compound (CAS 265110-91-6) was selected for further antiviral mechanism research. The mechanism research results indicated that these compounds may play an antiviral role by aggregating viral particles to prevent their movement in plants. Further fungicidal activity tests revealed that nortopsentin analogs displayed broad-spectrum fungicidal activities. Compounds (CAS 2376842-39-4 and 2376840-03-6) displayed higher antifungal activities against Alternaria solani than the com. fungicides carbendazim and chlorothalonil. Current research has laid a foundation for the application of nortopsentin analogs in plant protection. In the experiment, the researchers used many compounds, for example, 5-Bromo-3-cyanoindole (cas: 90271-86-6Computed Properties of C9H5BrN2).

5-Bromo-3-cyanoindole (cas: 90271-86-6) belongs to indole derivatives. Indole produced by Proteus, Pseudomonas, Escherichia and other species was shown to be a growth promoting factor in Arabidopsis thaliana. They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.Computed Properties of C9H5BrN2

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

Cascioferro, Stella et al. published their research in European Journal of Medicinal Chemistry in 2019 | CAS: 90271-86-6

5-Bromo-3-cyanoindole (cas: 90271-86-6) 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.COA of Formula: C9H5BrN2

2,6-Disubstituted imidazo[2,1-b][1,3,4]thiadiazole derivatives as potent Staphylococcal biofilm inhibitors was written by Cascioferro, Stella;Parrino, Barbara;Petri, Giovanna Li;Cusimano, Maria Grazia;Schillaci, Domenico;Di Sarno, Veronica;Musella, Simona;Giovannetti, Elisa;Cirrincione, Girolamo;Diana, Patrizia. And the article was included in European Journal of Medicinal Chemistry in 2019.COA of Formula: C9H5BrN2 This article mentions the following:

A class of 36 new 2-(6-phenylimidazo[2,-1-b][1,3,4]thiadiazol-2-yl)-1H-indoles, compounds I [R = H, Cl, Br; R1 = H, Me; R2 = H, 3-MeO, 4F, etc.] was efficiently synthesized and evaluated for their anti-biofilm properties against the Gram-pos. bacterial reference strains Staphylococcus aureus ATCC 25923, S. aureus ATCC 6538 and Staphylococcus epidermidis ATCC 12228, and the Gram-neg. strains Pseudomonas aeruginosa ATCC 15442 and Escherichia coli ATCC 25922. Many of these new compounds, were able to inhibit biofilm formation of the tested Staphylococcal strains showing BIC50 lower than 10 μg/mL. In particular, compounds I [R = H, R1 = H, R2 = 2,5-diMeO; R = H, R1 = Me, R2 = 3-MeO] showed remarkable anti-biofilm activity against S. aureus ATCC 25923 with BIC50 values of 0.5 and 0.8 μg/mL, resp., whereas compound I [R = Cl, R1 = H, R2 = 2,5-diMeO] was the most potent against S. aureus ATCC 6538, with a BIC50 of 0.3 μg/mL. Remarkably, these compounds showed effects in the early stages of the biofilm formation without affecting the mature biofilm of the same strains and the viability of the planktonic form. Their ability in counteracting a virulence factor (biofilm formation) without interfering with the bacterial growth in the free life form make them novel valuable anti-virulence agents. In the experiment, the researchers used many compounds, for example, 5-Bromo-3-cyanoindole (cas: 90271-86-6COA of Formula: C9H5BrN2).

5-Bromo-3-cyanoindole (cas: 90271-86-6) 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.COA of Formula: C9H5BrN2

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

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The present invention relates to compounds and composition for inhibition of FASN, their synthesis, applications, and antidotes. An illustrative compound of the invention is shown below:

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Reference:
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

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Racemic 5-(trans-2-aminomethylcyclopropyl)indoles, 5-(trans-2- aminomethylcyclopentyl) indoles, and 5-(cis-2-aminomethylcyclopentyl)indoles were synthesized and evaluated as selective serotonin reuptake inhibitors. These analogs followed SAR trends similar to those previously reported for 3-cycloalkyl substituted indoles. The most potent analogs exhibited single digit nanomolar inhibition at the human serotonin transporter but were 10-fold less active than the previously reported compounds.

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Reference:
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

Final Thoughts on Chemistry for 5-Bromo-3-cyanoindole

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Zinc-catalyzed direct cyanation of indoles and pyrroles: Nitromethane as a source of a cyano group

With nitromethane and diphenylsilane (Ph2SiH2), zinc triflate behaves as a Lewis acid catalyst for the cyanation of nitrogen-containing heteroarenes such as indoles and pyrroles. This is the first realization of the Lewis acid-catalyzed direct cyanation of a C(aryl)-H bond with no CN group-containing cyanating agent.

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Reference£º
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

Brief introduction of 90271-86-6

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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.90271-86-6,5-Bromo-3-cyanoindole,as a common compound, the synthetic route is as follows.

90271-86-6, To a solution of 5-bromo-3-cyanoindole (2.0 g) in N,N-dimethylformamide (50 mL) were added cesium carbonate (7.4 g) and 4-fluorobenzoic acid ethyl ester (3.0 g), and this mixture was stirred at 80C for 48 hours. This reaction mixture was poured into water, and the precipitated solid was collected by filtration. This solid was washed with water, dried under reduced pressure at 50C to give the title compound (1.8 g).

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Reference£º
Patent; Kissei Pharmaceutical Co., Ltd.; EP2133332; (2009); A1;,
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

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The synthetic route of 90271-86-6 has been constantly updated, and we look forward to future research findings.

90271-86-6,90271-86-6, 5-Bromo-3-cyanoindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of ie/ -butyl 4-(4-(4,4,5,5-tetramethyl- l,3,2-dioxaborolan-2- yl)benzoyl)piperazine- l-carboxylate ( 0.2 M in 1,4-dioxane, 100 mu, 0.02 mmol), was added 5-bromo-lH-indole-3-carbonitrile(0.2 M in 1,4-dioxane, 100 mu, 0.02 mmol) and potassium phosphate solution (1 M aqueous, 100 mu, 0.1 mmol). The mixture was bubbled with nitrogen and tetrakis(triphenylphosphine)palladium (0) (0.02 M in toluene, 50 mu, 1 muiotaetaomicron) was added. The resulting mixture was put on a shaker in a glove box under nitrogen atmosphere and heated at 80 C overnight. After being cooled to rt, the mixture was diluted with 0.35 mL of brine and 0.5 mL of ethyl acetate. The organic layer was separated and the aqueous layer was extracted again with ethyl acetate (0.6 mL). The combined organic layers were concentrated and the residue was dissolved in 200 mu^ of methanol. HC1 solution (50 mu^ , 4 N in 1,4-dioxane, 0.2 mmol) was added. The mixture was put on a shaker at 50 C for 1 hour. The reaction mixture was concentrated in vacuo and the residue was dissolved in a solution of 10% N,N-diisopropylethylamine in dimethylacetamide (200 mu). 1-Hydroxycyclopropanecarboxylic acid (0.2 M in 1,4- dioxane, 120 mu, 0.024 mmol) was added, followed by BOP solution (0.5 M in 1,2- dichloroethane, 48 mu^ , 0.024 mmol). The mixture was put on a shaker at rt for 2 hour. The reaction mixture was then diluted with 0.45 mL of IN NaOH in brine and 0.5 mL of ethyl acetate. The organic layer was separated and the aqueous layer was extracted again with ethyl acetate (0.6 mL). The combined organic layers were concentrated and the residue was purified by HPLC: Water Autopurification MS -directed HPLC prep fraction collection with the following conditions Column, Waters XBridge OBD CI 8, 5muiotaeta, 19x50mm; flow rate 20ml/min; mobile phase, water with 0.1% ammonium hydroxide (A) and methanol with 0.1% ammonium hydroxide(B) running the following gradient 0 to 2mins (15%B), 2 to 6 mins (15-100%B); Detector ZQ Mass Detector in electrospray ionization mode. 5-(4-(4-(l-Hydroxycyclopropanecarbonyl)piperazine-l- carbonyl)phenyl)-lH-indole-3-carbonitrile (3.5 mg, 8.4 muiotaetaomicron, 42% yield) was obtained. MS (ESI, pos. ion) m/z: 415 (M + 1).

The synthetic route of 90271-86-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; FORMA THERAPEUTICS, INC.; BAIR, Kenneth, W.; LANCIA, David, R.; LI, Hongbin; LOCH, James; LU, Wei; MARTIN, Matthew, W.; MILLAN, David, S.; SCHILLER, Shawn, E.r.; TEBBE, Mark, J.; WO2014/164749; (2014); A1;,
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

Brief introduction of 90271-86-6

As the paragraph descriping shows that 90271-86-6 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.90271-86-6,5-Bromo-3-cyanoindole,as a common compound, the synthetic route is as follows.

General procedure: To a cold solution of the appropriate indoles 4a-d (4.2 mmol) in anhydrous DMF (7.8 mL) NaH(60% suspension in mineral oil, 6.3 mmol, 0.25 g) was added. After 30 min stirring at room temperature,tert-butyl (2-bromoethyl)carbamate [42] (6.3 mmol, 1.4 g) was added. The reaction mixture was heatedat 60 C for 24 h. After cooling, the mixture was poured into ice-water and extracted with ethyl acetate(3 20 mL). The organic phases were dried (anhydrous Na2SO4) and evaporated under reducedpressure. The residue was purified by column chromatography using petroleum ether/ethyl acetate(70/30) (for 5b-d) or petroleum ether/ethyl acetate (50/50) (for 5a) as eluent., 90271-86-6

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Reference£º
Article; Carbone, Anna; Parrino, Barbara; Cusimano, Maria Grazia; Spano, Virginia; Montalbano, Alessandra; Barraja, Paola; Schillaci, Domenico; Cirrincione, Girolamo; Diana, Patrizia; Cascioferro, Stella; Marine Drugs; vol. 16; 8; (2018);,
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

Downstream synthetic route of 90271-86-6

90271-86-6 5-Bromo-3-cyanoindole 3623354, aindole-building-block compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.90271-86-6,5-Bromo-3-cyanoindole,as a common compound, the synthetic route is as follows.

90271-86-6, General procedure: A solution of the appropriate 1H-indole-3-carbonitriles 5a-c or1-methylindole-3-carbonitriles 6a-c (5 mmol) and thiosemicarbazide(5 mmol) in trifluoroacetic acid (5 ml) was heated at60 C for 3.5 h. The reaction mixture was then poured into ice andslowly neutralized with NaHCO3 saturated solution. The obtainedprecipitate was filtered off, washed with water, cyclohexane anddiethyl ether

90271-86-6 5-Bromo-3-cyanoindole 3623354, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Article; Cascioferro, Stella; Parrino, Barbara; Petri, Giovanna Li; Cusimano, Maria Grazia; Schillaci, Domenico; Di Sarno, Veronica; Musella, Simona; Giovannetti, Elisa; Cirrincione, Girolamo; Diana, Patrizia; European Journal of Medicinal Chemistry; vol. 167; (2019); p. 200 – 210;,
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