Category: indole-building-block

Triazatruxene-Based Ordered Porous Polymer: High Capacity CO₂, CH₄, and H₂ Capture, Heterogeneous Suzuki-Miyaura Catalytic Coupling, and Thermoelectric Properties was written by Sadak, Ali Enis;Karakus, Erman;Chumakov, Yurii M.;Dogan, Nesibe A.;Yavuz, Cafer T.. And the article was included in ACS Applied Energy Materials in 2020.Quality Control of 10,15-Dihydro-5H-diindolo[3,2-a:3′,2′-c]carbazole This article mentions the following:

A hypercrosslinked ultramicroporous and ordered organic polymer network was synthesized from a planar trimer indole building block called triazatruxene (TAT) through anhydrous FeCl₃ catalyzed Friedel-Crafts alkylation using methylal as a crosslinker. The polymer network is stable in a variety of chems. and thermally durable. The hypercrosslinked network TATHCP shows a high BET (Brunauer-Emmet-Teller) sp. surface area of 997 m² g^-1 with CO₂ uptake capacity of 12.55 weight % at 273 K, 1.1 bar. Gas selectivities of 38.4 for CO₂/N₂, 7.8 for CO₂/CH₄, 40.6 for CO₂/O₂, and 32.1 for CO₂/CO were achieved through IAST calculation The PXRD anal. has revealed that TATHCP has a fully eclipsed structure in full agreement with Pawley refinement. The ordered 2D layers provide anisotropy that could be used in catalysis and thermoelec. measurements. After loading with Pd(II), TATHCP-Pd showed high catalytic activity in Suzuki-Miyaura cross coupling reaction with a wide range of reagents and excellent reaction yields of 90-98% with good recyclability. The structure of TATHCP-Pd was found to have two independent mols. of Pd(OAc)₂ in the asym. unit cell which are arranged between two TATHCP layers. Thermoelec. properties of TATHCP showed a high Seebeck coefficient and ZT, a first and promising example in HCPs with applications in all-organic thermal energy recovery devices. In the experiment, the researchers used many compounds, for example, 10,15-Dihydro-5H-diindolo[3,2-a:3′,2′-c]carbazole (cas: 109005-10-9Quality Control of 10,15-Dihydro-5H-diindolo[3,2-a:3′,2′-c]carbazole).

10,15-Dihydro-5H-diindolo[3,2-a:3′,2′-c]carbazole (cas: 109005-10-9) 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.Quality Control of 10,15-Dihydro-5H-diindolo[3,2-a:3′,2′-c]carbazole

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

New one-pot synthesis of 3-alkyl- and 3-(蠅-hydroxyalkyl)oxindoles from isatins was written by Volk, Balazs;Simig, Gyula. And the article was included in European Journal of Organic Chemistry in 2003.Category: indole-building-block This article mentions the following:

A new and efficient one-pot procedure has been developed for the synthesis of 3-alkyl- and 3-(蠅-hydroxyalkyl)oxindoles from isatins by treatment with alcs. and diols in the presence of Raney nickel, under hydrogen atm. In the experiment, the researchers used many compounds, for example, 7-Methoxyindoline-2,3-dione (cas: 84575-27-9Category: indole-building-block).

7-Methoxyindoline-2,3-dione (cas: 84575-27-9) 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). Category: indole-building-block

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

A Phase 2a Randomized, Parallel Group, Dose-Ranging Study of Molindone in Children with Attention-Deficit/Hyperactivity Disorder and Persistent, Serious Conduct Problems was written by Stocks, Jennifer Dugan;Taneja, Baldeo K.;Baroldi, Paolo;Findling, Robert L.. And the article was included in Journal of Child and Adolescent Psychopharmacology in 2012.Recommanded Product: 15622-65-8 This article mentions the following:

Objective: To evaluate safety and tolerability of four doses of immediate-release molindone hydrochloride in children with attention-deficit/hyperactivity disorder (ADHD) and serious conduct problems. Methods: This open-label, parallel-group, dose-ranging, multicenter trial randomized children, aged 6-12 years, with ADHD and persistent, serious conduct problems to receive oral molindone thrice daily for 9-12 wk in four treatment groups: Group 1-10 mg (5 mg if weight <30 kg), group 2-20 mg (10 mg if <30 kg), group 3-30 mg (15 mg if <30 kg), and group 4-40 mg (20 mg if <30 kg). The primary outcome measure was to evaluate safety and tolerability of molindone in children with ADHD and serious conduct problems. Secondary outcome measures included change in Nisonger Child Behavior Rating Form-Typical Intelligence Quotient (NCBRF-TIQ) Conduct Problem subscale scores, change in Clin. Global Impressions-Severity (CGI-S) and -Improvement (CGI-I) subscale scores from baseline to end point, and Swanson, Nolan, and Pelham rating scale-revised (SNAP-IV) ADHD-related subscale scores.Results: The study randomized 78 children; 55 completed the study. Treatment with molindone was generally well tolerated, with no clin. meaningful changes in laboratory or phys. examination findings. The most common treatment-related adverse events (AEs) included somnolence (n=9), weight increase (n=8), akathisia (n=4), sedation (n=4), and abdominal pain (n=4). Mean weight increased by 0.54 kg, and mean body mass index by 0.24 kg/m². The incidence of AEs and treatment-related AEs increased with increasing dose. NCBRF-TIQ subscale scores improved in all four treatment groups, with 34%, 34%, 32%, and 55% decreases from baseline in groups 1, 2, 3, and 4, resp. CGI-S and SNAP-IV scores improved over time in all treatment groups, and CGI-I scores improved to the greatest degree in group 4. Conclusions: Molindone at doses of 5-20 mg/day (children weighing <30 kg) and 20-40 mg (鈮?0 kg) was well tolerated, and preliminary efficacy results suggest that molindone produces dose-related behavioral improvements over 9-12 wk. Addnl. double-blind, placebo-controlled trials are needed to further investigate molindone in this pediatric population.Clin. trials.gov Identifier: NCT00626236. In the experiment, the researchers used many compounds, for example, 3-Ethyl-2-methyl-5-(morpholinomethyl)-6,7-dihydro-1H-indol-4(5H)-one hydrochloride (cas: 15622-65-8Recommanded Product: 15622-65-8).

3-Ethyl-2-methyl-5-(morpholinomethyl)-6,7-dihydro-1H-indol-4(5H)-one hydrochloride (cas: 15622-65-8) 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.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Recommanded Product: 15622-65-8

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

Contribution of annelation to the thermal stability of some coloring materials was written by Matsuoka, Masaru;Ishisaka, Mikio;Kitao, Teijiro;Konishi, Kenzo. And the article was included in Nippon Kagaku Kaishi in 1972.Related Products of 20749-68-2 This article mentions the following:

Benzimidazoles, phthaloperinones, 3′-hydroxyquinophthalones, quinazolone-phthalones and their annellation derivatives were prepared by the reaction of substituted phthalic or 2,3-naphthalenedicarboxylic anhydride (I) with o-C6H4(NH2)2, 1,8-C10H6(NH2)2, 3-hydroxy-4-carboxyquinaldine, or 2-methyl-4-quinazolone. The fastness to sublimation for these compounds on polyester fiber and PVC [9002-86-2] sheet was tested. The thermal stability (thermogravimetric anal.) of the annelation derivatives prepared from I was better than that of the derivatives from phthalic anhydride. The annelation effect on color and light fastness of these coloring matters were also discussed. In the experiment, the researchers used many compounds, for example, 8,9,10,11-Tetrachloro-12H-isoindolo[2,1-a]perimidin-12-one (cas: 20749-68-2Related Products of 20749-68-2).

8,9,10,11-Tetrachloro-12H-isoindolo[2,1-a]perimidin-12-one (cas: 20749-68-2) 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.Related Products of 20749-68-2

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

Organic superbase t-Bu-P4-catalyzed demethylations of methoxyarenes was written by Shigeno, Masanori;Hayashi, Kazutoshi;Korenaga, Toshinobu;Nozawa-Kumada, Kanako;Kondo, Yoshinori. And the article was included in Organic Chemistry Frontiers in 2022.Recommanded Product: 1-Methyl-1H-indol-5-ol This article mentions the following:

The organic superbase t-Bu-P4 catalyzes the demethylation reactions of methoxyarenes ROMe [R = 4-cyanophenyl, 1-oxo-2,3-dihydro-1H-inden-5-yl, 1-benzothiophen-5-yl, etc.] in the presence of alkanethiol and hexamethyldisilazane was reported. The system can efficiently convert a variety of substrates, including electron-deficient, -neutral, and -rich substrates and heteroaromatic substrates, and displays excellent functional group tolerance. Computational studies show that the high reactivity achieved by t-Bu-P4 is due to the formation of the nucleophilic naked thiolate species. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-indol-5-ol (cas: 13523-92-7Recommanded Product: 1-Methyl-1H-indol-5-ol).

1-Methyl-1H-indol-5-ol (cas: 13523-92-7) 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.Recommanded Product: 1-Methyl-1H-indol-5-ol

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

Scaffold Hopping of Natural Product Evodiamine: Discovery of a Novel Antitumor Scaffold with Excellent Potency against Colon Cancer was written by Wang, Lei;Fang, Kun;Cheng, Junfei;Li, Yu;Huang, Yahui;Chen, Shuqiang;Dong, Guoqiang;Wu, Shanchao;Sheng, Chunquan. And the article was included in Journal of Medicinal Chemistry in 2020.Category: indole-building-block This article mentions the following:

Inspired by the natural product evodiamine, a novel antitumor indolopyrazinoquinazolinone scaffold was designed by scaffold hopping. Structure-activity relationship studies led to the discovery of compound 15j, which shows low nanomolar inhibitory activity against the HCT116 cell line. Further antitumor mechanism studies indicated that compound 15j acted by the dual inhibition of topoisomerase 1 and tubulin and induced apoptosis with G2 cell-cycle arrest. The quaternary ammonium salt of compound 15j (compound 15js) exhibited excellent in vivo antitumor activity (TGI = 66.6%) in the HCT116 xenograft model with low toxicity. Indolopyrazinoquinazolinone derivatives represent promising multitargeting antitumor leads for the development of novel antitumor agents. In the experiment, the researchers used many compounds, for example, 6-Chloroindole-2-carboxylic acid (cas: 16732-75-5Category: indole-building-block).

6-Chloroindole-2-carboxylic acid (cas: 16732-75-5) belongs to indole derivatives. Indole is an important structural motif of various drugs, therapeutic leads besides its prevalence in numerous natural products, agrochemicals, perfumery, and dyes. They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.Category: indole-building-block

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

Highly Enantioselective Synthesis of Indolines: Asymmetric Hydrogenation at Ambient Temperature and Pressure with Cationic Ruthenium Diamine Catalysts was written by Yang, Zhusheng;Chen, Fei;He, Yanmei;Yang, Nianfa;Fan, Qing-Hua. And the article was included in Angewandte Chemie, International Edition in 2016.Electric Literature of C15H13N This article mentions the following:

A highly enantioselective synthesis of indolines by asym. hydrogenation of 1H-indoles and 3H-indoles at ambient temperature and pressure, catalyzed by chiral phosphine-free cationic ruthenium complexes, has been developed. Excellent enantio- and diastereoselectivities (up to >99 % ee, >20:1 d.r.) were obtained for a wide range of indole derivatives, including unprotected 2-substituted and 2,3-disubstituted 1H-indoles, as well as 2-alkyl- and 2-aryl-substituted 3H-indoles. In the experiment, the researchers used many compounds, for example, 2-Benzyl-1H-indole (cas: 3377-72-8Electric Literature of C15H13N).

2-Benzyl-1H-indole (cas: 3377-72-8) 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. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.Electric Literature of C15H13N

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

The protective effect of endothelin receptor antagonists against surgically induced impairment of gastrointestinal motility in rats was written by Lugowska-Umer, Hanna;Umer, Artur;Kuziemski, Krzysztof;Sein-Anand, Lukasz;Korolkiewicz, Roman P.. And the article was included in Journal of Smooth Muscle Research in 2019.Reference of 136553-81-6 This article mentions the following:

Endothelin (ET) receptor antagonists: BQ-123 (ETA), BQ-788 (ETB), tezosentan (dual ET receptor antagonist) protect against the development of postoperative ileus (POI) evoked by ischemia-reperfusion (I/R). The current experiments explored whether ET antagonists prevent the occurrence of POI evoked by surgical gut manipulation. Intestinal transit was assessed by measuring the rate of dye migration subsequent to skin incision (SI), laparotomy (L), or laparotomy and surgical gut handling (L + M) in di-Et ether anesthesized rats (E). Exptl. animals were randomly sub-divided into two groups depending on the time of recovery following surgery: viz. either 2 or 24 h (early or late phase POI). E and SI did not affect the gastrointestinal (GI) transit. In contrast, L and L + M significantly reduced GI motility in comparison to untreated group (UN). Tezosentan (10 mg/kg), BQ-123 and BQ-788 (1 mg/kg) protected against development of L + M evoked inhibition of intestinal motility in the course of late phase, but not early phase POI. Furthermore, tezosentan alleviated the decrease in the contractile response of the longitudinal jejunal smooth muscle strips to carbachol in vitro induced by L + M. The serum ET(1-21) concentration was not increased in either the early or the late phase POI groups after surgery compared to control animals. This study indicates that delay in the intestinal transit in late phase of surgically induced POI involves an ET-dependent mechanism. In the experiment, the researchers used many compounds, for example, 2-((3R,6S,9R,12R,17aS)-9-((1H-Indol-3-yl)methyl)-6-isobutyl-3-isopropyl-1,4,7,10,13-pentaoxohexadecahydro-1H-pyrrolo[1,2-a][1,4,7,10,13]pentaazacyclopentadecin-12-yl)acetic acid (cas: 136553-81-6Reference of 136553-81-6).

2-((3R,6S,9R,12R,17aS)-9-((1H-Indol-3-yl)methyl)-6-isobutyl-3-isopropyl-1,4,7,10,13-pentaoxohexadecahydro-1H-pyrrolo[1,2-a][1,4,7,10,13]pentaazacyclopentadecin-12-yl)acetic acid (cas: 136553-81-6) 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.Reference of 136553-81-6

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