100-200 | - Page 28 of 93 - Indole Building Blocks

Adams, Sarah E. et al. published their research in MedChemComm in 2012 | CAS: 827-01-0

5-Chloroindole-3-carboxaldehyde (cas: 827-01-0) 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). HPLC of Formula: 827-01-0

Potent inhibition of Ca²⁺-dependent activation of calpain-1 by novel mercaptoacrylates was written by Adams, Sarah E.;Parr, Christian;Miller, David J.;Allemann, Rudolf K.;Hallett, Maurice B.. And the article was included in MedChemComm in 2012.HPLC of Formula: 827-01-0 This article mentions the following:

Calpain-1 is a Ca²⁺-activated cytosolic cysteine protease. Its activation has been linked to extravasation into inflamed tissue of white blood cells, especially neutrophils. Calpain-1 may therefore be an anti-inflammatory target for therapeutic intervention. 24 novel monohalogenated Ph and indole mercaptoacrylic acid derivatives were synthesized. The location and nature of the ring-coupled halides strongly influenced the potency of these compounds to inhibit calpain activation. Several of the calpain-1 inhibitors showed IC₅₀ values in the low nanomolar range and prevented cell shape change of neutrophils, a necessary prelude to their migration from the blood in the body. In the experiment, the researchers used many compounds, for example, 5-Chloroindole-3-carboxaldehyde (cas: 827-01-0HPLC of Formula: 827-01-0).

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

Yu, Liangmin et al. published their research in Zhongguo Haiyang Daxue Xuebao, Ziran Kexueban in 2009 | CAS: 6639-06-1

3-(1H-Indol-1-yl)propanoic acid (cas: 6639-06-1) belongs to indole derivatives. Indole exists overwhelmingly in the 1H-indole form as do other simple indoles.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Synthetic Route of C11H11NO2

Synthesis of 3-(indolyl)propanoic acid and its derivatives was written by Yu, Liangmin;Li, Xia;Yan, Xuefeng;Yu, Liangzhi. And the article was included in Zhongguo Haiyang Daxue Xuebao, Ziran Kexueban in 2009.Synthetic Route of C11H11NO2 This article mentions the following:

A method for the synthesis of the title compounds [i.e., 1H-indole-1-propanoic acid derivatives] is reported here. Reaction of indole derivatives with 3,3′-dithiobis[propanoic acid] di-Me ester gave 1H-indole-1-propanoic acid Me ester derivatives Saponification/hydrolysis of these intermediates and acidification delivered the target compounds (49.5%, 50.8%, 35.1% yield). Product structures were determined by IR and NMR. In the experiment, the researchers used many compounds, for example, 3-(1H-Indol-1-yl)propanoic acid (cas: 6639-06-1Synthetic Route of C11H11NO2).

Yang, Zhao et al. published their research in RSC Advances in 2016 | 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. 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.HPLC of Formula: 4769-96-4

Cu-catalyzed β-functionalization of saturated ketones with indoles: a one-step synthesis of C3-substituted indoles was written by Yang, Zhao;Liu, Chengkou;Zeng, Yu;Zhang, Jingming;Wang, Zhixiang;Fang, Zheng;Guo, Kai. And the article was included in RSC Advances in 2016.HPLC of Formula: 4769-96-4 This article mentions the following:

An effective one-pot synthesis of β-indolylketones I [R¹ = H, 4-Me, 4-F, etc.; R² = 2-Me, 5-CN, 6-NO², etc.] from saturated ketones and indoles was developed. It is noteworthy that this methodol. has a good functional group tolerance (alkyl, nitro, halogen, hydroxyl, methoxyl, carboxyl and ester) and is of great significance to the preparation of many indole heterocycles. In the experiment, the researchers used many compounds, for example, 6-Nitro-1H-indole (cas: 4769-96-4HPLC of Formula: 4769-96-4).

Sreenivasachary, Nampally et al. published their research in Bioorganic & Medicinal Chemistry Letters in 2017 | CAS: 4769-96-4

6-Nitro-1H-indole (cas: 4769-96-4) 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. 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). Name: 6-Nitro-1H-indole

Discovery and characterization of novel indole and 7-azaindole derivatives as inhibitors of β-amyloid-42 aggregation for the treatment of Alzheimer’s disease was written by Sreenivasachary, Nampally;Kroth, Heiko;Benderitter, Pascal;Hamel, Anne;Varisco, Yvan;Hickman, David T.;Froestl, Wolfgang;Pfeifer, Andrea;Muhs, Andreas. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2017.Name: 6-Nitro-1H-indole This article mentions the following:

The aggregation of amyloid-β peptides into cytotoxic oligomeric and fibrillary aggregates is believed to be one of the major pathol. events in Alzheimer disease. Here we report the design and synthesis of a novel series of indole and 7-azaindole derivatives containing, nitrile, piperidine and N-methyl-piperidine substituents at the 3-position to prevent the pathol. self-assembly of amyloid-β. We have further demonstrated that substitution of the azaindole and indole derivatives I (R = F, OMe) at the 3 positions is required to obtain compounds with improved physicochem. properties to allow brain penetration. In the experiment, the researchers used many compounds, for example, 6-Nitro-1H-indole (cas: 4769-96-4Name: 6-Nitro-1H-indole).

Wang, Shuai et al. published their research in Organic Letters in 2019 | 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. 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 827-01-0

N-Alkylation-Initiated Redox-Neutral [5 + 2] Annulation of 3-Alkylindoles with o-Aminobenzaldehydes: Access to Indole-1,2-Fused 1,4-Benzodiazepines was written by Wang, Shuai;Shen, Yao-Bin;Li, Long-Fei;Qiu, Bin;Yu, Liping;Liu, Qing;Xiao, Jian. And the article was included in Organic Letters in 2019.Related Products of 827-01-0 This article mentions the following:

An unprecedented N-alkylation-initiated redox-neutral [5 + 2] annulation of 3-alkylindoles I (R¹ = H, 4-F, 5-PhCH₂O, etc.; R² = Me, i-Pr, 3-indolylmethyl) with o-aminobenzaldehydes II [R³ = H, 3-Cl, 4-MeO, 5-Br, etc.; R⁴R⁵ = (CH₂)₃, (CH₂)₄, o-C₆H₄CH₂CH₂, etc.] via a cascade N-alkylation/dehydration/[1,5]-hydride transfer/Friedel-Crafts alkylation sequence is described. A series of indole-1,2-fused 1,4-benzodiazepines III was facilely constructed in moderate to good yields in one-step. This protocol features excellent regioselectivity, metal-free conditions, high step-economy and wide substrate scope. In the experiment, the researchers used many compounds, for example, 5-Chloroindole-3-carboxaldehyde (cas: 827-01-0Related Products of 827-01-0).

Wang, Jia et al. published their research in Organic Letters in 2015 | CAS: 827-01-0

5-Chloroindole-3-carboxaldehyde (cas: 827-01-0) 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.Recommanded Product: 827-01-0

Facile Synthesis of Carbazoles via a Tandem Iodocyclization with 1,2-Alkyl Migration and Aromatization was written by Wang, Jia;Zhu, Hai-Tao;Qiu, Yi-Feng;Niu, Yuan;Chen, Si;Li, Ying-Xiu;Liu, Xue-Yuan;Liang, Yong-Min. And the article was included in Organic Letters in 2015.Recommanded Product: 827-01-0 This article mentions the following:

A strategy for the synthesis of iodocarbazoles through a tandem iodocyclization with migration and aromatization is presented. E.g., reaction of 1-(1-methyl-1H-indol-3-yl)-4-phenylbut-3-yn-1-ol (I) with 2.0 equiv of ICl at room temperature gave 89% iodocarbazole derivative (II). This sequential cascade process is concisely conducted at room temperature and in a short time. Moreover, the obtained halides can be further applied to palladium-catalyzed coupling reactions, which act as the important intermediates for building other valuable compounds In the experiment, the researchers used many compounds, for example, 5-Chloroindole-3-carboxaldehyde (cas: 827-01-0Recommanded Product: 827-01-0).

Yoo, Hyung-Seok et al. published their research in Chemistry – An Asian Journal in 2021 | 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 was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Quality Control of 6-Nitro-1H-indole

Syntheses of 1H-Indoles, Quinolines, and 6-Membered Aromatic N-Heterocycle-Fused Scaffolds via Palladium(II)-Catalyzed Aerobic Dehydrogenation under Alkoxide-Free Conditions was written by Yoo, Hyung-Seok;Yang, Yo-Sep;Kim, Soo Lim;Son, Seung Hwan;Jang, Yoon Hu;Shin, Jeong-Won;Kim, Nam-Jung. And the article was included in Chemistry – An Asian Journal in 2021.Quality Control of 6-Nitro-1H-indole This article mentions the following:

Aromatic N-heterocycle-fused scaffolds such as indoles and quinolines I (R₁ = H, 5-Me, 6-NH₂, etc.; R₂ = H, 2-Me, 2-C₆H₅, etc.; X = C, N) are important core structures found in various bioactive natural products and synthetic compounds Recently, various dehydrogenation methods with the help of alkoxides, known to significantly promote dihydro- or tetrahydro-heterocycles to be oxidized, were developed for the heterocycle synthesis. However, these approaches are sometimes unsuitable due to resulting undesired side reactions such as reductive dehalogenation. Herein, expedient syntheses of 1H-indoles, quinolines, and 6-membered N-heterocycle-fused scaffolds from their hydrogenated forms through palladium(II)-catalyzed aerobic dehydrogenation under alkoxide-free conditions are reported. A total of 48 compounds were successfully synthesized with a wide range of functional groups including halogens (up to 99% yield). These methodologies provide facile routes for various privileged structures possessing aromatic N-heterocycles without the help of alkoxides, in highly efficient manners. In the experiment, the researchers used many compounds, for example, 6-Nitro-1H-indole (cas: 4769-96-4Quality Control of 6-Nitro-1H-indole).

Chen, Xiaobei et al. published their research in Chemistry – A European Journal in 2016 | CAS: 827-01-0

5-Chloroindole-3-carboxaldehyde (cas: 827-01-0) belongs to indole derivatives. Indole exists overwhelmingly in the 1H-indole form as do other simple indoles. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.Reference of 827-01-0

Facile Installation of 2-Reverse Prenyl Functionality into Indoles by a Tandem N-Alkylation-Aza-Cope Rearrangement Reaction and Its Application in Synthesis was written by Chen, Xiaobei;Fan, Huaqiang;Zhang, Shilei;Yu, Chenguang;Wang, Wei. And the article was included in Chemistry – A European Journal in 2016.Reference of 827-01-0 This article mentions the following:

An unprecedented tandem N-alkylation-ionic aza-Cope (or Claisen) rearrangement-hydrolysis reaction of readily available indolyl bromides with enamines is described. Due to the complicated nature of the two processes, an operationally simple N-alkylation and subsequent microwave-irradiated ionic aza-Cope rearrangement-hydrolysis process was uncovered. The tandem reaction serves as a powerful approach to the preparation of synthetically and biol. important, but challenging, 2-reverse quaternary-centered prenylated indoles with high efficiency. Notably, unusual nonaromatic 3-methylene-2,3-dihydro-1H-indole architectures, instead of aromatic indoles, are produced. Furthermore, the aza-Cope rearrangement reaction proceeds highly regioselectively to give the quaternary-centered reverse prenyl functionality, which often produces a mixture of two regioisomers by reported methods. The synthetic value of the resulting nonaromatic 3-methylene-2,3-dihydro-1H-indole architectures was demonstrated as versatile building blocks in the efficient synthesis of structurally diverse 2-reverse prenylated indoles, such as indolines, indole-fused sultams and lactams, and the natural product bruceolline D. In the experiment, the researchers used many compounds, for example, 5-Chloroindole-3-carboxaldehyde (cas: 827-01-0Reference of 827-01-0).

Tri, Nguyen Minh et al. published their research in Chemical Papers in 2021 | CAS: 150560-58-0

5-Isopropylindoline-2,3-dione (cas: 150560-58-0) 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.Related Products of 150560-58-0

Study on synthesis of some substituted N-propargyl isatins by propargylation reaction of corresponding isatins using potassium carbonate as base under ultrasound- and microwave-assisted conditions was written by Tri, Nguyen Minh;Thanh, Nguyen Dinh;Ha, Luong Ngoc;Anh, Dang Thi Tuyet;Toan, Vu Ngoc;Giang, Nguyen Thi Kim. And the article was included in Chemical Papers in 2021.Related Products of 150560-58-0 This article mentions the following:

Substituted N-propargyl isatins were synthesized by S_N2 reaction of corresponding substituted isatins with propargyl bromide in the presence of anhydrous K₂CO₃ as base. Study on systematically synthesis of these compounds using heating procedures under different reaction conditions, including microwave-assisted heating conditions at power of 100 W (procedure A), conventional heating conditions in water bath at 50°C in acetonitrile (procedure B) and conventional heating conditions in water bath at 50°C in DMF (procedure C) was reported. The best procedure A was deduced based on the investigations on the reaction conditions. Almost all substituted N-propargyl isatins were new, except compounds unsubstitited, 5-methyl/5-chloro/5-chloro- N-propargylisatins. The structures of the obtained compounds were confirmed by the modern spectroscopic methods. In the experiment, the researchers used many compounds, for example, 5-Isopropylindoline-2,3-dione (cas: 150560-58-0Related Products of 150560-58-0).

Hendy, Moataz S. et al. published their research in European Journal of Medicinal Chemistry in 2019 | CAS: 4769-96-4

6-Nitro-1H-indole (cas: 4769-96-4) 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.Recommanded Product: 4769-96-4

Structure-based drug design, synthesis, In vitro, and In vivo biological evaluation of indole-based biomimetic analogs targeting estrogen receptor-α inhibition was written by Hendy, Moataz S.;Ali, Aya A.;Ahmed, Lubna;Hossam, Reham;Mostafa, Alaa;Elmazar, Mohamed M.;Naguib, Bassem H.;Attia, Yasmeen M.;Ahmed, Mahmoud Salama. And the article was included in European Journal of Medicinal Chemistry in 2019.Recommanded Product: 4769-96-4 This article mentions the following:

Offering novel scaffolds targeting estrogen receptor creates huge necessity to overcome the evolving resistance developed by tumors. Structure-based drug design coupled with ring opening strategy of the steroids skeleton revealed the potential of indole-based analogs to be synthesized targeting the ligand binding domain of estrogen receptor-α. In vitro studies revealed the potential of the total sub-classes of the synthesized analogs to show anti-proliferative activity against estrogen receptor-dependent cancer cell lines at IC₅₀ ranging from 28.23 to 57.13 μM. This was further validated by evaluating the potential of the synthesized analogs to compete along with estradiol via ER-α ELISA assay to show inhibitory profile at IC₅₀ ranging from 1.76 to 204.75 nM. Two analogs (YMA-005 and YMA-006) showed significant reduction in tumor size at two dose levels with extensive degeneration and necrosis. Both YMA-005 and YMA-006 showed in-situ reduction of ER-α Immunohistochem. expression at both dose levels. Ultimately, novel analogs of indole-based biomimetic of estrone scaffolds were offered as estrogen receptor-α inhibitors. In the experiment, the researchers used many compounds, for example, 6-Nitro-1H-indole (cas: 4769-96-4Recommanded Product: 4769-96-4).