indole-building-block | - Page 86 of 1434

Song, Zhuang et al. published their research in European Journal of Medicinal Chemistry in 2016 | CAS: 150560-58-0

5-Isopropylindoline-2,3-dione (cas: 150560-58-0) 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). Recommanded Product: 5-Isopropylindoline-2,3-dione

Design, synthesis, and biological evaluation of (2E)-(2-oxo-1,2-dihydro-3H-indol-3-ylidene)acetate derivatives as anti-proliferative agents through ROS-induced cell apoptosis was written by Song, Zhuang;Chen, Cai-Ping;Liu, Jun;Wen, Xiaoan;Sun, Hongbin;Yuan, Haoliang. And the article was included in European Journal of Medicinal Chemistry in 2016.Recommanded Product: 5-Isopropylindoline-2,3-dione This article mentions the following:

A novel class of (2E)-(2-oxo-1, 2-dihydro-3H-indol-3-ylidene)acetate derivatives I [R = H, Me, Bn; R¹ = OMe, NMe, OC₆H₅, etc.; R² = H, 5-Me, 5-Cl, etc.] and (2-oxo-1,2-dihydro-3H-indol-3-yl)acetate derivatives II [R = H, Me; R¹ = Me, t-Bu] were designed and synthesized. Their in vitro anti-proliferative activity was evaluated against different cancer cell lines, including SK-BR-3, MDA-MB-231, HCT-116, SW480, Ovcar-3, HL-60, Saos-2 and HepG2. The results showed that, compound I [R = H; R¹ = Ot-Bu; R² = H] (IC₅₀ = 2.45 濠电偞鎸鹃幏?, I [R = Me; R¹ = Ot-Bu; R² = H] (IC₅₀ = 2.76 濠电偞鎸鹃幏? and I [R = H; R¹ = Ot-Bu; R² = 5-Cl] (IC₅₀ = 3.16 濠电偞鎸鹃幏? were the most potent ones against HL-60. Further biol. assays showed that HL-60, HCT116 and MDA-MB-231 were the most sensitive cell lines for compound I [R = H; R¹ = Ot-Bu; R² = H] and I [R = H; R¹ = Ot-Bu; R² = 5-Cl]. Mechanistic study revealed that compound I [R = H; R¹ = Ot-Bu; R² = H] enhanced reactive oxygen species level by inhibiting TrxR and then induced apoptosis by activating apoptosis proteins, bax and cleaved-caspase-3 in HCT116 cells. SAR anal. showed that the double bond in this series of compounds was very important for their cytostatic activity, indicating that the Michael-acceptor structure might contribute greatly to the anti-proliferative activity. In the experiment, the researchers used many compounds, for example, 5-Isopropylindoline-2,3-dione (cas: 150560-58-0Recommanded Product: 5-Isopropylindoline-2,3-dione).

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

Semenya, Dorothy et al. published their research in ACS Medicinal Chemistry Letters in 2022 | CAS: 827-01-0

5-Chloroindole-3-carboxaldehyde (cas: 827-01-0) belongs to indole derivatives. Indole produced by Proteus, Pseudomonas, Escherichia and other species was shown to be a growth promoting factor in Arabidopsis thaliana. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.Computed Properties of C9H6ClNO

Structural Rigidification of N-Aryl-pyrroles into Indoles Active against Intracellular and Drug-Resistant Mycobacteria was written by Semenya, Dorothy;Touitou, Meir;Ribeiro, Camila Maringolo;Pavan, Fernando Rogerio;Pisano, Luca;Singh, Vinayak;Chibale, Kelly;Bano, Georg;Toscani, Anita;Manetti, Fabrizio;Gianibbi, Beatrice;Castagnolo, Daniele. And the article was included in ACS Medicinal Chemistry Letters in 2022.Computed Properties of C9H6ClNO This article mentions the following:

A series of indolyl-3-methyleneamines incorporating lipophilic side chains were designed through a structural rigidification approach and synthesized for investigation as new chem. entities against Mycobacterium tuberculosis (Mtb). The screening led to the identification of a 6-chloroindole analog 7j (I) bearing an N-octyl chain and a cycloheptyl moiety, which displayed potent in vitro activity against laboratory and clin. Mtb strains, including a pre-extensively drug-resistant (pre-XDR) isolate. 7j also demonstrated a marked ability to restrict the intracellular growth of Mtb in murine macrophages. Further assays geared toward mechanism of action elucidation have thus far ruled out the involvement of various known promiscuous targets, thereby suggesting that the new indole 7j may inhibit Mtb via a unique mechanism. In the experiment, the researchers used many compounds, for example, 5-Chloroindole-3-carboxaldehyde (cas: 827-01-0Computed Properties of C9H6ClNO).

Lesniewski, Joseph M. et al. published their research in Proceedings of International Wire and Cable Symposium in 1980 | CAS: 24407-32-7

4,5,6,7-Tetrabromoisoindoline-1,3-dione (cas: 24407-32-7) 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

Comparison of the relative cost effectiveness of brominated and chlorinated flame retardants in EPDM was written by Lesniewski, Joseph M.. And the article was included in Proceedings of International Wire and Cable Symposium in 1980.Category: indole-building-block This article mentions the following:

The relative effectiveness of cyclooctadiene-hexachlorocyclopentadiene Diels-Alder diadduct (I) [13560-89-9] and tetrabromophthalimide (II) [24407-32-7] as flame retardants was studied in calcined clay-filled 80:20 (weight) EPDM rubber-polyethylene [9002-88-4] standard formulations (revised NDX 5117) for wire and cable applications. The flame retardant component was removed from the standard formulation (containing 30 parts flame retardant) until 0, 10, 15, 20, or 30% removal of fire retardant was obtained. The 200% modulus was higher and % elongation was slightly lower for formulations containing II. Ratings from the O index test indicated a better response from II than from I in all formulations. The UL-94 flame test indicated that only the standard formula and the formula with 10% removal of II gave a 94-VO rating; the formula containing I burned under UL-94 testing. The VW-1 flame test indicated that the standard loading for I was at its optimum for the system and that further lowering resulted in failure; the amount of II was lowered by 闂?0% before failing the VW-1 test. In the experiment, the researchers used many compounds, for example, 4,5,6,7-Tetrabromoisoindoline-1,3-dione (cas: 24407-32-7Category: indole-building-block).

Kutuk, Halil et al. published their research in Phosphorus, Sulfur and Silicon and the Related Elements in 2011 | 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. 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.Reference of 14204-27-4

The Mechanisms of Acid-Catalyzed Hydrolysis of N-(4-Substituted Arylthio)Phthalimides was written by Kutuk, Halil;Yakan, Hasan. And the article was included in Phosphorus, Sulfur and Silicon and the Related Elements in 2011.Reference of 14204-27-4 This article mentions the following:

The acid-catalyzed hydrolysis of N-(4-substituted arylthio)phthalimides was studied in aqueous solutions of sulfuric, perchloric, and hydrochloric acids at 40.0 闂?0.1 闂佺娅ｉ悡? Anal. of the data by the excess acidity method, activation parameters, and substituent effects indicates hydrolysis by an A-2 mechanism at low acidity. At higher acidities, a changeover to an A-1 mechanism is observed In the experiment, the researchers used many compounds, for example, 2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4Reference of 14204-27-4).

O’Sullivan, D. G. et al. published their research in Journal of the Chemical Society in 1957 | 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.Category: indole-building-block

Influence of ortho substituents on the stretching frequencies of side-chain carbonyl groups in substituted benzenes was written by O’Sullivan, D. G.;Sadler, P. W.. And the article was included in Journal of the Chemical Society in 1957.Category: indole-building-block This article mentions the following:

Carbonyl frequencies for ortho-substituted benzoic acids, acetanilides, hydroxyimino acetanilides, anthranilic acids, and 4- and 7-substituted isatins are tabulated for NH₂, Me, H, F, I, Br, Cl, CF₃, and NO₂ as substituents. The frequencies increase with para-闂?(Hammett’s) values, with acidity of the correspondingly substituted pyridinium ions, with Taft’s 闂?sup>+-values (C.A. 46, 10793f; 48, 11287e) and are well correlated among each other. In the experiment, the researchers used many compounds, for example, 7-Nitroindoline-2,3-dione (cas: 112656-95-8Category: indole-building-block).

Pan, Yixiao et al. published their research in Advanced Synthesis & Catalysis in 2022 | CAS: 5388-42-1

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

Cobalt-Catalyzed Selective Transformation of Levulinic Acid and Amines into Pyrrolidines and Pyrrolidinones using Hydrogen was written by Pan, Yixiao;Luo, Zhenli;Yang, Ji;Han, Jiahong;Yang, Jianbo;Yao, Zhen;Xu, Lijin;Wang, Peng;Shi, Qian. And the article was included in Advanced Synthesis & Catalysis in 2022.Reference of 5388-42-1 This article mentions the following:

Cobalt-catalyzed selective transformation of levulinic acid and primary amines into pyrrolidines and pyrrolidinones under H₂ was developed. The catalyst system consisting of Co(NTf₂)₂, 1,1,1-tris(di(4-methoxyphenyl)phosphinomethyl) ethane ((p-anisyl)triphos) and Me₃SiOTf works well for the synthesis of pyrrolidines via reductive amination/cyclization/deoxygenative reduction of amide, and using Co(NTf₂)₂/1,1,1-tris(diphenylphosphinomethyl) ethane (triphos) as the catalyst under reduced hydrogen pressure results in exclusive formation of pyrrolidinones. Both aryl and alkyl primary amines are suitable substrates, and a variety of functional groups are tolerated. Meanwhile, 4-oxo-4-arylbutanoic acids, 5-oxohexanoic acid, 6-oxoheptanoic acid, 2-formylbenzoic acid, 2-acetylbenzoic acid and 2′-acetyl-[1,1′-biphenyl]-2-carboxylic acid are also applicable, allowing for convenient access to cyclic amines and lactams with different ring size. In the experiment, the researchers used many compounds, for example, 2-Phenylisoindolin-1-one (cas: 5388-42-1Reference of 5388-42-1).

Kumar, Vishal et al. published their research in Green Chemistry in 2012 | 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. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.Recommanded Product: 5388-42-1

Synthesis of substituted amines and isoindolinones: catalytic reductive amination using abundantly available AlCl₃/PMHS was written by Kumar, Vishal;Sharma, Sushila;Sharma, Upendra;Singh, Bikram;Kumar, Neeraj. And the article was included in Green Chemistry in 2012.Recommanded Product: 5388-42-1 This article mentions the following:

AlCl₃ has been employed for highly chemoselective reductive amination of carbonyl compounds in ethanol using polymethylhydrosiloxane as an inexpensive, stable and safe reducing agent without an inert atm. A large range of functional groups such as nitro, carboxylic acid, acetyl, nitrile, halogen, methoxy, alkene and heterocycles were well tolerated. AlCl₃ also catalyzed tandem amination-amidation of 2-carboxybenzaldehyde with different amines to afford N-substituted isoindolinones, e.g., I (R = H, Me, MeO, Ac, I, NO₂). The catalyst can be recycled at least three times without any significant effect on activity and selectivity. In the experiment, the researchers used many compounds, for example, 2-Phenylisoindolin-1-one (cas: 5388-42-1Recommanded Product: 5388-42-1).

Ditta, Jonathan L. et al. published their research in Bioorganic & Medicinal Chemistry Letters in 2013 | CAS: 90271-86-6

5-Bromo-3-cyanoindole (cas: 90271-86-6) 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.Recommanded Product: 5-Bromo-3-cyanoindole

Conformationally restricted homotryptamines. Part 6: Indole-5-cycloalkyl methylamines as selective serotonin reuptake inhibitors was written by Ditta, Jonathan L.;Denhart, Derek J.;Deskus, Jeffrey A.;Epperson, James R.;Meng, Zhaoxing;Gao, Qi;Mattson, Gail K.;LaPaglia, Mellissa A.;Taber, Matthew T.;Molski, Thaddeus F.;Lodge, Nicholas J.;Mattson, Ronald J.;Macor, John E.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2013.Recommanded Product: 5-Bromo-3-cyanoindole This article mentions the following:

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 In the experiment, the researchers used many compounds, for example, 5-Bromo-3-cyanoindole (cas: 90271-86-6Recommanded Product: 5-Bromo-3-cyanoindole).

Shim, Sang Chul et al. published their research in Bulletin of the Korean Chemical Society in 1995 | CAS: 5388-42-1

2-Phenylisoindolin-1-one (cas: 5388-42-1) 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 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). Quality Control of 2-Phenylisoindolin-1-one

Synthesis of N-substituted isoindolin-1-ones via palladium-catalyzed carbonylative heterocyclization of o-bromobenzyl bromide with carbon monoxide and primary amines was written by Shim, Sang Chul;Jiang, Li Hong;Lee, Dong Yub;Cho, Chan Sik. And the article was included in Bulletin of the Korean Chemical Society in 1995.Quality Control of 2-Phenylisoindolin-1-one This article mentions the following:

A convenient method for the synthesis of N-substituted isoindolin-1-ones is disclosed in palladium(0)-catalyzed heterocyclization of o-bromobenzyl bromide with carbon monoxide (CO) and primary amines in DMF at 100 闂佺娅ｉ悡? In the experiment, the researchers used many compounds, for example, 2-Phenylisoindolin-1-one (cas: 5388-42-1Quality Control of 2-Phenylisoindolin-1-one).

Azumaya, Isao et al. published their research in Journal of the American Chemical Society in 1991 | CAS: 5388-42-1

2-Phenylisoindolin-1-one (cas: 5388-42-1) 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. Moreover, it is known that it controls biofilm formation. However, the role of indole in the cell has not been fully elucidated.Electric Literature of C14H11NO

Twisted intramolecular charge-transfer fluorescence of aromatic amides: conformation of the amide bonds in excited states was written by Azumaya, Isao;Kagechika, Hiroyuki;Fujiwara, Yoshihisa;Itoh, Michiya;Yamaguchi, Kentaro;Shudo, Koichi. And the article was included in Journal of the American Chemical Society in 1991.Electric Literature of C14H11NO This article mentions the following:

The mechanism of the dual fluorescence of benzanilide (I) and N-methylbenzanilide (II) in methylcyclohexane was investigated. The emission at longer wavelength is composed of one component for I (婵?sub>max 477 nm) and of one major component (96%, 婵?sub>max 518 nm) for II. Various substitutions on the aromatic rings permit the study of the F₂ fluorescence wavelength and intensity on twisting about the Ar-CO, the Ar-N, and the amide bond (N-CO) itself. Though the ground-state structures of I and II are very different from each other, the structures of the emitting species of both compounds are considered to be similar. Studies on conformationally restricted derivatives showed that the amide bond must be rotated for the emission of longer wavelength. Quant. data indicate that the F₂ emissions are generated from excited twisted intramol. charge-transfer (TICT) species with twisted amide bonds. In the experiment, the researchers used many compounds, for example, 2-Phenylisoindolin-1-one (cas: 5388-42-1Electric Literature of C14H11NO).