M.W=150-200 | - Page 19 of 152 - Indole Building Blocks

Wang, Limei’s team published research in Food Packaging and Shelf Life in 2021-09-30 | 399-76-8

Food Packaging and Shelf Life published new progress about Agaricus bernardii. 399-76-8 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, Recommanded Product: 5-Fluoroindole-2-carboxylic acid.

Wang, Limei; Zhou, Yanfang; Wang, YangYang; Bu, Hongyu; Dong, Tungalag published the artcile< Changes in cell wall metabolism and flavor qualities of mushrooms (Agaricus bernardii) under EMAP treatments during storage>, Recommanded Product: 5-Fluoroindole-2-carboxylic acid, the main research area is Agaricus bernardii flavor cell wall metabolism EMAP storage.

To clarify the dynamic changes of cell wall metabolism and flavor components in Agaricus bernardii packed with the packaging materials during storage. The polyethylene (PE), poly (butylene adipate-co-terephthalate)/ poly (L-lactic acid) (ECFPLA) and PBAT/PLLA/ hydrophobic silica (ECFPLASiO2) with a different gas/water vapor permeability were used as equilibrium modified atm. packaging (EMAP) materials, and an appropriate gas concentration [O2 (0.01-0.03%), CO2 (4.58-6.62%)] was created inside the ECFPLASiO2 packaging, which led to Agaricus bernardii with higher level of cell wall components and lower level of cell wall degrading enzymes during the storage period. For the first time application of HS-SPME-GC-MS on an extract from fresh Agaricus bernardii. The results showed that volatile compounds of fresh Agaricus bernardii mainly consists of alcs., ketones and aldehydes, with 3-octanol, 3-octanone, 1-octene-3-alc. and phenylcarbinol being most abundant compounds During the storage time, the varieties and content of volatile compounds were changed in all treatments. Alcs., aldehydes, hydrocarbons and esters contents increased during the storage while ketones declined. Among all treatment groups, ECFPLASiO2 group showed higher most abundant compounds and organic acid content. The results suggest that ECFPLASiO2 film could be used to reduce the changes in cell walls and flavor components after harvest and extend the shelf life of Agaricus bernardii.

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

Qian, Chenxiao’s team published research in Organic Chemistry Frontiers in 2022 | 4771-48-6

Organic Chemistry Frontiers published new progress about Alcohols, propargyl Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, Synthetic Route of 4771-48-6.

Qian, Chenxiao; Liu, Meiwen; Sun, Jianwei; Li, Pengfei published the artcile< Chiral phosphoric acid-catalyzed regio- and enantioselective reactions of functionalized propargylic alcohols>, Synthetic Route of 4771-48-6, the main research area is spiro isoindoline pyrroloindolone preparation regioselective enantioselective.

Here, the scope of propargylic alcs. and the power of CPA catalysis was expanded. With the established system, racemic 3-alkynyl-3-hydroxyisoindolinones reacted efficiently to form diverse spirocyclic heterocycles I [R1 = Ph, 4-BrC6H4, 2-thienyl, etc.; R2 = Me, Ph; R3 = H, 5-Me, 6-F, etc.] with high enantioselectivity. Regiodivergence was also observed with different indole nucleophiles. Importantly, the key covalently bonded CPA adduct was isolated, characterized and further confirmed to be chem. competent, and a possible covalent activation mode was proposed accordingly.

Hrizi, Asma’s team published research in Molecules in 2021 | 399-76-8

Molecules published new progress about Alkenes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 399-76-8 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, Reference of 399-76-8.

Hrizi, Asma; Cailler, Manon; Romdhani-Younes, Moufida; Carcenac, Yvan; Thibonnet, Jerome published the artcile< Synthesis of New Highly Functionalized 1H-Indole-2-carbonitriles via Cross-Coupling Reactions>, Reference of 399-76-8, the main research area is alkenyl indole carbonitrile preparation; aryl indole carbonirile preparation; 1H-indole-2-carbonitriles; Heck; Sonogashira; Stille; Suzuki–Miyaura.

An approach for the preparation of polysubstituted indole-2-carbonitriles through a cross-coupling reaction of compounds 1-(but-2-ynyl)-1H-indole-2-carbonitriles and 1-benzyl-3-iodo-1H-indole-2-carbonitriles was described. The reactivity of indole derivatives with iodine at position 3 was studied using cross-coupling reactions. The Sonogashira, Suzuki-Miyaura, Stille and Heck cross-couplings afforded a variety of di-, tri- and tetra-substituted indole-2-carbonitriles.

Yoo, Woo-Jin’s team published research in Organic Letters in 2012-10-19 | 23077-43-2

Organic Letters published new progress about Carboxylation. 23077-43-2 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, Computed Properties of 23077-43-2.

Yoo, Woo-Jin; Capdevila, Montse Guiteras; Du, Xiangwei; Kobayashi, Shu published the artcile< Base-Mediated Carboxylation of Unprotected Indole Derivatives with Carbon Dioxide>, Computed Properties of 23077-43-2, the main research area is indole carboxylic acid preparation; base carboxylation unprotected indole carbon dioxide.

A simple and straightforward method for the preparation of indole-3-carboxylic acids was discovered through the direct carboxylation of indoles with atm. pressure of carbon dioxide (CO2) under basic conditions. The key for the reaction was found to be the use of a large excess of LiOtBu as a base to suppress the undesired decarboxylation side reaction.

Organic Letters published new progress about Carboxylation. 23077-43-2 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, Computed Properties of 23077-43-2.

Tran, Quy Thi Ngoc’s team published research in European Journal of Medicinal Chemistry in 2022-02-15 | 20870-77-3

European Journal of Medicinal Chemistry published new progress about Antiviral agents. 20870-77-3 belongs to class indole-building-block, and the molecular formula is C8H6ClNO, COA of Formula: C8H6ClNO.

Tran, Quy Thi Ngoc; Lee, Regina Ching Hua; Liu, Hon Jin; Ran, Danli; Low, Vincent Zhan Lin; To, Dong Quang; Chu, Justin Jang Hann; Chai, Christina Li Lin published the artcile< Discovery and development of labdane-oxindole hybrids as small-molecule inhibitors against chikungunya virus infection>, COA of Formula: C8H6ClNO, the main research area is chikungunya virus infection labdane oxindole hybrid; Antiviral; Arbovirus; Chikungunya; Labdane diterpenoid; Oxindole.

Chikungunya virus (CHIKV) infection, a febrile illness caused by a mosquito-transmitted alphavirus, has afflicted millions of people worldwide. There is currently no approved effective antiviral treatment for CHIKV infection. In this study, we report a new class of small-mol. CHIKV inhibitors, the oxindole-labdanes, that potently block the replication of CHIKV with good selectivity. Andrographolide, a previously reported inhibitor of CHIKV infection, was used as the lead compound for our initial structure-activity relationship (SAR) study. From a focused library of 72 andrographolide analogs, we identified the lead compound (E)-2 with improved antiviral activities. Further optimization of (E)-2 led to the discovery of the normal-labdane 7-chloro-oxindole (E)-42 as potent inhibitor against two low-passage CHIKV isolates from human patients with an EC50 of 1.55 μM against CHIKV-122508 and 0.14 μM against CHIKV-6708. Compound (E)-42 displayed minimal cytotoxic liability (CC50 > 100 μM), thus furnishing good selectivity relative to the host cells. Mechanistically, (E)-42 does not inactivate the viral particles but rather acts on the host cells to interfere with the viral replication, demonstrating both prophylactic and therapeutic effects. Our findings open a new avenue for the development of oxindole-labdane compounds as promising antiviral drugs against CHIKV infection.

Iioka, Ryoya’s team published research in European Journal of Organic Chemistry in 2021-03-08 | 399-76-8

European Journal of Organic Chemistry published new progress about Antitumor agents. 399-76-8 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, Category: indole-building-block.

Iioka, Ryoya; Yorozu, Kohei; Sakai, Yoko; Kawai, Rika; Hatae, Noriyuki; Takashima, Katsuki; Tanabe, Genzoh; Wasada, Hiroaki; Yoshimatsu, Mitsuhiro published the artcile< Synthesis of azepino[1,2-a]indole-10-amines via [6+1] annulation of ynenitriles with Reformatsky reagent>, Category: indole-building-block, the main research area is azepinoindoleamine preparation annulation Lewis acid catalysis.

Lewis acid-catalyzed [6+1] annulation reactions of 2-cyano-1-propargyl- and 2-alkynyl-1-cyanomethyl-indoles with Reformatsky reagent are described. 8-Aryl, 8-alkyl-, 8-hetaryl-, 9-aryl, and 9-alkyl-azepino[1,2-a]indole amines were obtained through a 7-endo-mode cyclization of the β-aminoacrylate intermediates. The antiproliferative activity of the azepino[1,2-a]indoles analogs against the HCT-116 cells were also examined

Palani, Vignesh’s team published research in Chemical Science in 2021 | 93247-78-0

Chemical Science published new progress about Fused heterocyclic compounds Role: PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 93247-78-0 belongs to class indole-building-block, and the molecular formula is C10H9NO2, Safety of Methyl 1H-indole-7-carboxylate.

Palani, Vignesh; Perea, Melecio A.; Gardner, Kristen E.; Sarpong, Richmond published the artcile< A pyrone remodeling strategy to access diverse heterocycles: application to the synthesis of fascaplysin natural products>, Safety of Methyl 1H-indole-7-carboxylate, the main research area is fascaplysin preparation; pyridoindole preparation.

The synthesis of diverse N-fused heterocycles, including the pyrido[1,2-a]indole scaffold, e.g., I, using an efficient pyrone remodeling strategy was described. The pyrido[1,2-a]indole core was demonstrated to be a versatile scaffold that could be site-selectively functionalized. The utility of this novel annulation strategy was showcased in a concise formal synthesis of three fascaplysin congeners.

Henderson, Scott H’s team published research in Royal Society Open Science in 2018 | 23077-43-2

Royal Society Open Science published new progress about Decarboxylation (halo). 23077-43-2 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, Application In Synthesis of 23077-43-2.

Henderson, Scott H.; West, Ryan A.; Ward, Simon E.; Honey, Mark A. published the artcile< Metal-free selective mono-halodecarboxylation of heteroarenes under mild conditions>, Application In Synthesis of 23077-43-2, the main research area is haloheteroarene preparation; heteroarene carboxylic acid mono halodecarboxylation; halodecarboxylation; mild conditions; selective halogenation.

A mild and efficient protocol was developed for the synthesis of haloheteroarenes such as I [R = H, 5-F, 5-NO2, etc.; R1 = Cl, Br; X = C, N] via mono-halodecarboxylation of heteroarene carboxylic acids by treatment with N-bromosuccinimide or N-chlorosuccinimide. This method was metal-free and displayed significant advantages over traditional halodecarboxylation procedures that require expensive and toxic metal catalysts, basic conditions, time-consuming intermediate isolation and elevated reaction temperatures

Xu, Xiang’s team published research in European Polymer Journal in 2022-05-15 | 93247-78-0

European Polymer Journal published new progress about Blue light. 93247-78-0 belongs to class indole-building-block, and the molecular formula is C10H9NO2, Application of C10H9NO2.

Xu, Xiang; Shen, Yi; Shu, Yue; Guan, Yong; Wei, Dafu published the artcile< Synthesis and application of poly methyl indole-4-carboxylate with blue light blocking properties>, Application of C10H9NO2, the main research area is polyindole oxidative polymerization optical blue light blocking property DFT.

Blue light hazards have garnered increasing attention owing to the popularity of displays. Although melanin on the retina acts as a blue light barrier, overexposure to blue light increases the risk of visual damage. A class of Me indole-n-carboxylate oligomers (O-MInC, n = 3, 4, 5, 6, and 7) was synthesized through solid-phase oxidative polymerization Based on the exptl. characterizations, including time-of-flight mass spectrometry, IR spectroscopy, and d. functional theory calculations of the average local ionization energy, the authors proposed a mechanism for the oxidative polymerization of Me indole-4-carboxylate (MI4C). Me indole-4-carboxylate oligomer (O-MI4C) is composed of cyclic oligomers containing large conjugated structures that are generated by the repetition of electron deprivation, radical coupling, and dehydrogenation reactions. O-MI4C exhibits the best blue light absorption among its allotropes substituted at different positions with a cut-off absorption wavelength of 530 nm. Finally, O-MI4C was added to polymethyl methacrylate (PMMA) and Columbia resin 39 (CR-39) flakes through in situ polymerization to investigate the behavior of blue light blocking. The PMMA/O-MI4C (0.01 wt%) and CR-39/O-MI4C (0.02 wt%) can block 25% and 35% of blue light; however, they have no significant effect on green and orange lights.

European Polymer Journal published new progress about Blue light. 93247-78-0 belongs to class indole-building-block, and the molecular formula is C10H9NO2, Application of C10H9NO2.

Gao, Xuebo’s team published research in Journal of Organic Chemistry in 2022-06-17 | 4771-48-6

Journal of Organic Chemistry published new progress about Carboxylic esters Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, Reference of 4771-48-6.

Gao, Xuebo; Chang, Rong; Rao, Junxin; Hao, Danyang; Zhang, Zhuxia; Zhou, Cong-Ying; Guo, Zhen published the artcile< Halogen-Bonding-Promoted C-H Malonylation of Indoles under Visible-Light Irradiation>, Reference of 4771-48-6, the main research area is indole diethyl bromomalonate photochem malonylation green chem; diethyl indolyl propanedioate preparation.

A halogen-bonding-based electron donor-acceptor (EDA) complex-promoted photoreaction for the synthesis of C2-malonylated indoles was reported. The protocol provided access to a broad range of functionalized indoles in good yields through the coupling reaction of indoles with di-Et bromomalonate under visible-light irradiation without the need for any transition-metal catalyst or photocatalyst.