Day: November 22, 2022

The Art of Filling Protein Pockets Efficiently with Octahedral Metal Complexes was written by Blanck, Sebastian;Maksimoska, Jasna;Baumeister, Julia;Harms, Klaus;Marmorstein, Ronen;Meggers, Eric. And the article was included in Angewandte Chemie, International Edition in 2012.Synthetic Route of C15H10BrNO2 The following contents are mentioned in the article:

The design of a metal-based enzyme inhibitor is described here. Its crystallog. anal. of its binding within enzyme active site emphasizes the broad range of possibilities for fitting octahedral metal complexes in an enzyme active site. The simplicity of the structure of complex 1 displays and IC50 value of 83nm (1μM ATP)which is superior to that of FL172, a complex that is much more tedious to synthesize and is of a higher stereochem. complexity (20 possible isomers). The ruthenium phthalimide complex 1 described here is amongst the most potent ATP-competitive inhibitors known for the protein Kinase PAK1. This demonstrates the advantage of filling large or open pockets with globular octahedral metal complexes. This study involved multiple reactions and reactants, such as 2-Benzyl-5-bromoisoindoline-1,3-dione (cas: 82104-06-1Synthetic Route of C15H10BrNO2).

2-Benzyl-5-bromoisoindoline-1,3-dione (cas: 82104-06-1) 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. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.Synthetic Route of C15H10BrNO2

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

Access to Multisubstituted Furan-3-carbothioates via Cascade Annulation of α-Oxo Ketene Dithioacetals with Isoindoline-1,3-dione-Derived Propargyl Alcohols was written by Bai, Li-Gang;Chen, Ming-Tao;Xiao, Dong-Rong;Zhao, Liu-Bin;Luo, Qun-Li. And the article was included in Journal of Organic Chemistry in 2018.Recommanded Product: 2-Benzyl-5-bromoisoindoline-1,3-dione The following contents are mentioned in the article:

A Bronsted acid-promoted, unprecedented formal (3 + 2) annulation strategy for the synthesis of multisubstituted furan-3-carbothioates is reported. This transformation represents the first regioselective annulation of α-oxo ketene dithio-acetals as 1,3-bis-nucleophiles in a cascade manner. The choice of isoindoline-1,3-dione-derived propargyl alcs. is crucial to the uncommon annulation mode between an alkyne-type bis-electrophile and a 1,3-bis-nucleophile under metal-free conditions. The scale-up of the synthesis and several interesting transformations of an as-synthesized product were further investigated. A Nazarov-like cyclization is proposed for the ring-closure process according to the exptl. observations. This study involved multiple reactions and reactants, such as 2-Benzyl-5-bromoisoindoline-1,3-dione (cas: 82104-06-1Recommanded Product: 2-Benzyl-5-bromoisoindoline-1,3-dione).

2-Benzyl-5-bromoisoindoline-1,3-dione (cas: 82104-06-1) belongs to indole derivatives. Indole produced by Proteus, Pseudomonas, Escherichia and other species was shown to be a growth promoting factor in Arabidopsis thaliana. More than 200 indole derivatives have already been marketed as drugs or are under advanced stages of clinical trials.Recommanded Product: 2-Benzyl-5-bromoisoindoline-1,3-dione

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

Malonodiamidines. III. Synthesis and condensation reactions of 1,2,3,4,6,7-hexahydro-7-imino-1,4-dimethyl-5H-1,4-diazepin-5-one was written by Meyer, Horst. And the article was included in Liebigs Annalen der Chemie in 1981.SDS of cas: 15540-90-6 The following contents are mentioned in the article:

[EtOC(:NH)]₂CH₂ reacted with MeNHCH₂CH₂NH₂ to give 2,2′-methylenebis(imidazoline), whereas with MeNHCH₂CH₂NHMe the diazepines I (X = NH, O) were obtained, depending on the amount of H₂O in the reaction. I (X = O) underwent cyclocondensations with mono- and diketones to give II (RR¹ = N:CMeCH:CMe, NHCR²:CR³CHR⁴; R² = Ph, C₆H₄NO₂-3; R³ = CO₂Et, H; R⁴ = Me, Ph) and III (R⁵ = H, 8-Me, 8-Br, R⁶ = H; R⁵ = 8-Me, 9-Cl, 7-Cl, R⁶ = Me). This study involved multiple reactions and reactants, such as 4,7-Dimethylindoline-2,3-dione (cas: 15540-90-6SDS of cas: 15540-90-6).

4,7-Dimethylindoline-2,3-dione (cas: 15540-90-6) 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. 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). SDS of cas: 15540-90-6

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

Gold-catalyzed stereoselective dearomatization/metal-free aerobic oxidation: access to 3-substituted indolines/oxindoles was written by Liu, Kai;Xu, Guangyang;Sun, Jiangtao. And the article was included in Chemical Science in 2018.Application In Synthesis of tert-Butyl 7-methoxy-1H-indole-1-carboxylate The following contents are mentioned in the article:

An unprecedented dearomatization of indoles with diazoesters was developed via cationic gold(I) catalysis. The functionalization selectively occurred at the C3-position to deliver methylene indole derivatives in good yields with excellent Z-selectivity, demonstrating unusual reactivity and selectivity compared with other noble metal catalysis. Importantly, simply followed by silica gel adsorption, an unprecedented metal-free aerobic oxidation occurred for indoles bearing N-electron donating substituents, provided a novel and efficient approach towards 3-substituted indolin-2-ones with a newly formed quaternary stereocenter in excellent stereoselectivity. Notably, these processes afforded direct and selective access to a variety of valuable intermediates from abundant feedstock chems. This study involved multiple reactions and reactants, such as tert-Butyl 7-methoxy-1H-indole-1-carboxylate (cas: 1215205-77-8Application In Synthesis of tert-Butyl 7-methoxy-1H-indole-1-carboxylate).

tert-Butyl 7-methoxy-1H-indole-1-carboxylate (cas: 1215205-77-8) 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 was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Application In Synthesis of tert-Butyl 7-methoxy-1H-indole-1-carboxylate

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

Cyanomethylation of the Benzene Rings and Pyridine Rings via Direct Oxidative Cross-Dehydrogenative Coupling with Acetonitrile was written by Yao, Hua;Zhong, Xiaoyang;Wang, Bingqing;Lin, Sen;Yan, Zhaohua. And the article was included in Organic Letters in 2022.Product Details of 1190314-60-3 The following contents are mentioned in the article:

A novel and efficient approach for the amine-directed dehydrogenative C(sp₂)-C(sp₃) coupling of arylamines RNH₂ (R = Ph, 5-chloropyridin-2-yl, pyrazin-2-yl, etc.) with acetonitrile was reported by using FeCl₂ as the catalyst. Arylamines react with inactive acetonitrile to form the corresponding arylacetonitriles R¹CH₂CN (R¹ = 2-amino-5-chloropyridin-3-yl, 2-aminophenyl, 6-amino-1,3-benzothiazol-7-yl, etc.) in moderate to good yields. This protocol features nontoxic iron catalysis, efficient atom economy, nonprefunctionalized starting materials, good regioselectivity, and excellent compatibility of functional groups and aromatic rings, providing a novel, straightforward, and green approach toward arylacetonitriles. This study involved multiple reactions and reactants, such as 5-Chloro-1H-pyrrolo[2,3-b]pyridin-2(3H)-one (cas: 1190314-60-3Product Details of 1190314-60-3).

5-Chloro-1H-pyrrolo[2,3-b]pyridin-2(3H)-one (cas: 1190314-60-3) belongs to indole derivatives. Indole exists overwhelmingly in the 1H-indole form as do other simple indoles. In addition to indole, the strain-release chemistry worked for numerous substrates including amines, alcohols, thiols, carboxylic acids, imidazoles, and pyrazoles.Product Details of 1190314-60-3

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

Ninhydrin as a building block in scaffold-linked chromophoric dyad construction was written by Margetic, Davor;Mann, David A.;Warrener, Ronald N.. And the article was included in ARKIVOC (Gainesville, FL, United States) in 2014.Reference of 15540-90-6 The following contents are mentioned in the article:

The reaction of ninhydrin with ester-activated cyclobutene epoxide (CE) containing the fused 1,4-dimethoxynaphthalene (DMN) chromophore, gave adducts formed by 1,3-dipolar cycloaddition at the central (C₂)-CO (major) and the outer (C_1,3)-CO (minor) positions. Conversion of the minor adduct to quinoxalines (QIN) by reaction with o-phenylenediamines at the α-dione moiety, albeit in poor yield, led to spiro-DMN-1,4σ-QIN dyad in which the plane of the chromophore was orthogonally oriented yet angled to the plane of the DMN chromophore. Reaction of ninhydrin with o-phenylenediamines yielded the corresponding 11-oxoindeno[1,2-b]quinoxalines which were coupled with CE-BLOCKs to form spiro adducts by reaction at the carbonyl site, the product from CE-1 was identical with that formed above. This study involved multiple reactions and reactants, such as 4,7-Dimethylindoline-2,3-dione (cas: 15540-90-6Reference of 15540-90-6).

4,7-Dimethylindoline-2,3-dione (cas: 15540-90-6) 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. More than 200 indole derivatives have already been marketed as drugs or are under advanced stages of clinical trials.Reference of 15540-90-6

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

Structure-Activity Relationship (SAR) Optimization of 6-(Indol-2-yl)pyridine-3-sulfonamides: Identification of Potent, Selective, and Orally Bioavailable Small Molecules Targeting Hepatitis C (HCV) NS4B was written by Zhang, Nanjing;Zhang, Xiaoyan;Zhu, Jin;Turpoff, Anthony;Chen, Guangming;Morrill, Christie;Huang, Song;Lennox, William;Kakarla, Ramesh;Liu, Ronggang;Li, Chunshi;Ren, Hongyu;Almstead, Neil;Venkatraman, Srikanth;Njoroge, F. George;Gu, Zhengxian;Clausen, Valerie;Graci, Jason;Jung, Stephen P.;Zheng, Yingcong;Colacino, Joseph M.;Lahser, Fred;Sheedy, Josephine;Mollin, Anna;Weetall, Marla;Nomeir, Amin;Karp, Gary M.. And the article was included in Journal of Medicinal Chemistry in 2014.Computed Properties of C9H8FN The following contents are mentioned in the article:

Nonracemic (aminosulfonyl)pyridinyl indolecarbonitriles such as I were prepared as inhibitors of the hepatitis C viral protein NS4B for use as antihepatitis C agents. The substitution patterns on the indole rings were modified to limit oxidative metabolism of the indolecarbonitriles and to avoid potential liver damage and cytochrome P₄₅₀ inhibition; the compounds were also optimized to improve their oral bioavailabilities. I was potent against the HCV 1b replicon, with an EC₅₀ value of 2 nM and a selectivity of >5000 with respect to cellular glyceraldehyde-3-phosphate dehydrogenase. I had a favorable pharmacokinetic profile with oral bioavailabilities of 62%, 78%, and 18% in rats, dogs, and monkeys, resp., and favorable tissue distribution properties (liver to plasma exposure ratio in rats of 25). This study involved multiple reactions and reactants, such as 5-Fluoro-6-methyl-1H-indole (cas: 1000343-16-7Computed Properties of C9H8FN).

5-Fluoro-6-methyl-1H-indole (cas: 1000343-16-7) 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). Computed Properties of C9H8FN

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

Visible-Light-Mediated Aerobic Tandem Dehydrogenative Povarov/Aromatization Reaction: Synthesis of Isocryptolepines was written by Schendera, Eva;Unkel, Lisa-Natascha;Huyen Quyen, Phung Phan;Salkewitz, Gwen;Hoffmann, Frank;Villinger, Alexander;Brasholz, Malte. And the article was included in Chemistry – A European Journal in 2020.HPLC of Formula: 1215205-77-8 The following contents are mentioned in the article:

A metal-free, photoinduced aerobic tandem amine dehydrogenation/Povarov cyclization/aromatization reaction between N-aryl glycine esters and indoles leads to tetracyclic 11H-indolo[3,2-c]quinolines under mild conditions and with high yields. The reaction can be performed by using mol. iodine along with visible light, or by combining an organic photoredox catalyst with a halide anion. Mechanistic studies reveal that product formation occurs through a combination of radical-mediated oxidation steps with an iminium ion or N-haloiminium ion [4+2]-cycloaddition, and the N-heterocyclic products constitute new analogs of the antiplasmodial natural alkaloid isocryptolepine. Thus, e.g., reaction of N-(p-anisidinyl)glycine Et ester with N-Boc-indole in presence of I₂ and O₂ under blue light afforded indoloquinoline I (70%) in mixture with its deprotected derivative (22%). This study involved multiple reactions and reactants, such as tert-Butyl 7-methoxy-1H-indole-1-carboxylate (cas: 1215205-77-8HPLC of Formula: 1215205-77-8).

tert-Butyl 7-methoxy-1H-indole-1-carboxylate (cas: 1215205-77-8) 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. More than 200 indole derivatives have already been marketed as drugs or are under advanced stages of clinical trials.HPLC of Formula: 1215205-77-8

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

Autoxidation/Aldol Tandem Reaction of 2-Oxindoles with Ketones: A Green Approach for the Synthesis of 3-Hydroxy-2-Oxindoles was written by Zhang, Qing-Bao;Jia, Wen-Liang;Ban, Yong-Liang;Zheng, Yong;Liu, Qiang;Wu, Li-Zhu. And the article was included in Chemistry – A European Journal in 2016.SDS of cas: 100831-25-2 The following contents are mentioned in the article:

In the presence of tetrabutylammonium fluoride (i.e., catalyst, quaternary ammonium halide) and mol. sieves (MS) 4Å in DMF, an efficient autoxidation reaction (tandem reaction, domino reaction) of 2-oxindoles with ketones under air at room temperature has been developed. This approach may provide a green, practical, and metal-free protocol (i.e., green chem. method) for a wide range of biol. important 3-hydroxy-3-(2-oxo-alkyl)-2-oxindoles. The synthesis of the target compounds was achieved by a reaction of 1,3-dihydro-1-methyl-2H-indol-2-one derivs, and ketones, such as 1-phenylethanone (acetophenone), 1-(2-naphthalenyl)ethanone, 1-(1H-pyrrol-2-yl)ethanone (pyrrole-ketone), 1-(2-furanyl)ethanone (furan-ketone), 1-(2-thienyl)ethanone, 1-(4-pyridinyl)ethanone (pyridine-ketone). The title compounds thus formed included 1,3-dihydro-3-hydroxy-1-methyl-3-(2-oxo-2-phenylethyl)-2H-indol-2-one derivatives This study involved multiple reactions and reactants, such as 7-Bromo-1-methylindolin-2-one (cas: 100831-25-2SDS of cas: 100831-25-2).

7-Bromo-1-methylindolin-2-one (cas: 100831-25-2) 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. 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.SDS of cas: 100831-25-2

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

1,2,3,4-Tetrahydro-β-carboline-3-carboxylic acid and 1-methyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid in wines was written by Herraiz, Tomas;Huang, Zhixian;Ough, Cornelius S.. And the article was included in Journal of Agricultural and Food Chemistry in 1993.Safety of 1-Isobutyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid The following contents are mentioned in the article:

1,2,3,4-Tetrahydro-β-carboline-3-carboxylic acids were analyzed in 16 table wines, 34 old and new dessert and aperitif wines, 8 sparkling wines, 18 distillates, and 5 grape juices. The concentrations found ranged from 0 to 17.8 mg/L for 1-methyl-1,2,3,4-tetrahydro-β-carboline-3-COOH (MTCA) and from 0 to 0.65 mg/L for 1,2,3,4-tetrahydro-β-carboline-3-COOH (THCA). Higher concentrations were generally found in fortified wines than in table wines and very low or no concentration at all in distillates and grape juices. No correlation was detected between the two tetrahydro-β-carboline-3-COOHs and the concentration of tryptophan or acetaldehyde in the wines. However, a good correlation in the formation of tetrahydro-β-carboline-3-COOH was found when tryptophan or tryptophan and acetaldehyde were added to a sherry and a white wine, resp. This may be due to the blocking effects of sulfur dioxide that would be variable from wine to wine. This study involved multiple reactions and reactants, such as 1-Isobutyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid (cas: 146436-31-9Safety of 1-Isobutyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid).

1-Isobutyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid (cas: 146436-31-9) 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). Safety of 1-Isobutyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid

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