Category: 883526-76-9

On August 31, 2021, Ma, Jiaoli; Li, Jing; Guo, Penghu; Liao, Xincheng; Cheng, Huicheng published an article.Application In Synthesis of 1,5-Dimethyl-1H-indole-2-carbaldehyde The title of the article was Synthesis and antitumor activity of novel indole derivatives containing α-aminophosphonate moieties. And the article contained the following:

A series of novel indole derivatives containing α-aminophosphonate moieties were synthesized as antitumor agents. The in vitro cytotoxic activity of the compounds was evaluated against human hepatoma cells (HepG2) and human gastric cancer cells (MGC-803) by MTT assay, revealing that most of target compounds exhibited moderate to high antitumor activities. Among them, compound C5 (IC50 = 34.2 μM) demonstrated superior inhibitory activities against HepG2 compared with 5-fluorouracil (IC50 = 78.7 μM). It is noteworthy that compound B7 (IC50 = 35.7 μM) displayed higher inhibitory activities against MGC-803 than that of 5-fluorouracil (IC50 = 82.0 μM). The experimental process involved the reaction of 1,5-Dimethyl-1H-indole-2-carbaldehyde(cas: 883526-76-9).Application In Synthesis of 1,5-Dimethyl-1H-indole-2-carbaldehyde

The Article related to aminophosphonate moiety indole derivative antitumor activity, Placeholder for records without volume info and other aspects.Application In Synthesis of 1,5-Dimethyl-1H-indole-2-carbaldehyde

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

On March 10, 2005, Chang, Hye-Kyung; Oh, Yeong-Koo; Park, Cheol-Won; Jang, Yong-Jin; Park, Tae-Kyo; Kim, Sung-Sub; Kim, Min-Jung; Park, Mi-Jeong; Park, Jung-Gyu; Park, Hee-Dong; Min, Kyeong-sik; Lee, Tae-soo; Lee, Sang-kyun; Kim, Soo-hyeon; Jeong, Hee-kyung; Lee, Sun-hwa; Kim, Hwa-dong; Kim, Ae-ri; Park, Ki-sook; Shin, Hyun-ik; Choi, Hyeong-wook; Lee, Kyu-woong; Lee, Jae-hoon; Heo, Tae-ho; Kim, Ho-jun; Kwon, Tae-sik published a patent.HPLC of Formula: 883526-76-9 The title of the patent was Preparation of carbamoylisoxazoles as caspase inhibitors. And the patent contained the following:

Isoxazoles I [R = H, alkyl, cycloalkyl, aryl, aralkyl; R1 = alkyl, cycloalkyl, aryl, aralkyl, amino acid residue; R2 = alkyl, cycloalkyl, aryl, aralkyl, amino acid residue, H, substituted hydroxyalkyl; A = bond, O alkylene, oxaalkylene, (un)substituted NH2; B = H, alkyl, cycloalkyl, aralkyl; CRR1 = carbocyclic or heterocyclic ring; X = acyl, substituted CH:CHCOH, CH:CHSO2H] were prepared for use as caspase inhibitors in the prevention of inflammation and apoptosis. Thus, PhCCl:NOH was treated with CH2:CEtCO2Et ti give Et 5-ethyl-3-phenyl-4,5-dihydro-5-isoxazolecarboxylate (II). Tert.-Bu (3S)-3-amino-4-hydroxy-5-(2,3,5,6-tetrafluorophenoxy)pentanoate (III) was prepared from 2,3,5,6-F4CHOH and N-benzyloxycarbonyl-L-aspartic acid β-tert.-Bu ester. Amidation of III with II and deblocking gave the title compound IV which had Ki for caspase inhibition of 1.9 M-1 min-1. The experimental process involved the reaction of 1,5-Dimethyl-1H-indole-2-carbaldehyde(cas: 883526-76-9).HPLC of Formula: 883526-76-9

The Article related to carbamoylisoxazole preparation caspase inhibitor, Heterocyclic Compounds (More Than One Hetero Atom): Oxazoles, Isoxazoles and other aspects.HPLC of Formula: 883526-76-9

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

On March 10, 2005, Chang, Hye-Kyung; Oh, Yeong-Koo; Park, Cheol-Won; Jang, Yong-Jin; Park, Tae-Kyo; Kim, Sung-Sub; Kim, Min-Jung; Park, Mi-Jeong; Park, Jung-Gyu; Park, Hee-Dong; Min, Kyeong-sik; Lee, Tae-soo; Lee, Sang-kyun; Kim, Soo-hyeon; Jeong, Hee-kyung; Lee, Sun-hwa; Kim, Hwa-dong; Kim, Ae-ri; Park, Ki-sook; Shin, Hyun-ik; Choi, Hyeong-wook; Lee, Kyu-woong; Lee, Jae-hoon; Heo, Tae-ho; Kim, Ho-jun; Kwon, Tae-sik published a patent.HPLC of Formula: 883526-76-9 The title of the patent was Preparation of carbamoylisoxazoles as caspase inhibitors. And the patent contained the following:

Isoxazoles I [R = H, alkyl, cycloalkyl, aryl, aralkyl; R1 = alkyl, cycloalkyl, aryl, aralkyl, amino acid residue; R2 = alkyl, cycloalkyl, aryl, aralkyl, amino acid residue, H, substituted hydroxyalkyl; A = bond, O alkylene, oxaalkylene, (un)substituted NH2; B = H, alkyl, cycloalkyl, aralkyl; CRR1 = carbocyclic or heterocyclic ring; X = acyl, substituted CH:CHCOH, CH:CHSO2H] were prepared for use as caspase inhibitors in the prevention of inflammation and apoptosis. Thus, PhCCl:NOH was treated with CH2:CEtCO2Et ti give Et 5-ethyl-3-phenyl-4,5-dihydro-5-isoxazolecarboxylate (II). Tert.-Bu (3S)-3-amino-4-hydroxy-5-(2,3,5,6-tetrafluorophenoxy)pentanoate (III) was prepared from 2,3,5,6-F4CHOH and N-benzyloxycarbonyl-L-aspartic acid β-tert.-Bu ester. Amidation of III with II and deblocking gave the title compound IV which had Ki for caspase inhibition of 1.9 M-1 min-1. The experimental process involved the reaction of 1,5-Dimethyl-1H-indole-2-carbaldehyde(cas: 883526-76-9).HPLC of Formula: 883526-76-9

The Article related to carbamoylisoxazole preparation caspase inhibitor, Heterocyclic Compounds (More Than One Hetero Atom): Oxazoles, Isoxazoles and other aspects.HPLC of Formula: 883526-76-9

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

Qiu, Youai; Ma, Dengke; Kong, Wangqing; Fu, Chunling; Ma, Shengming published an article in 2014, the title of the article was Regiocontrolled 1,2-migration in cyclization of 1-(indol-2-yl)-3-alkyn-1-ols: (Ph3P)Au+ vs. PtCl4.Related Products of 883526-76-9 And the article contains the following content:

A simple and efficient AuCl(PPh3)/AgBF4- and PtCl4-catalyzed reaction of 1-(indol-2-yl)-3-alkyn-1-ols I [R1 = R2 = R4 = CH3, R3 = Bu; R1 = Et, R2 = R4 = Me, R3 = Bu; R1 = allyl, R2 = H, R3 = Bu, R4 = Me; etc.] occurred smoothly in toluene to form a series of differently polysubstituted carbazole derivatives II. The regioselectivity of the 1,2-migration may be tuned by using different metal catalysts: carbazoles II could be obtained exclusively in the presence of AuCl(PPh3)/AgBF4 via a Wagner-Meerwein type 1,2-alkyl shift, whereas in some cases the use of PtCl4 afforded differently substituted carbazoles III involving a platinum-carbene intermediate. The experimental process involved the reaction of 1,5-Dimethyl-1H-indole-2-carbaldehyde(cas: 883526-76-9).Related Products of 883526-76-9

The Article related to carbazole regioselective preparation, alkynol indole wagner meerwein cyclization gold silver catalyst, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Related Products of 883526-76-9

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

On March 3, 2017, Sayyad, Masthanvali; Wani, Imtiyaz Ahmad; Babu, Raja; Nanaji, Yerramsetti; Ghorai, Manas K. published an article.Reference of 1,5-Dimethyl-1H-indole-2-carbaldehyde The title of the article was A Synthetic Route to Chiral 1,4-Disubstituted Tetrahydro-β-Carbolines via Domino Ring-Opening Cyclization of Activated Aziridines with 2-Vinylindoles. And the article contained the following:

A simple and efficient strategy for the synthesis of various 1,4-disubstituted tetrahydro-β-carbolines with excellent stereoselectivity (de, ee up to >99%) via domino ring opening cyclization (DROC) of activated aziridines with 2-vinylindoles is described. The reaction proceeds through LiClO4-catalyzed Friedel-Crafts-type alkylation of 2-vinylindoles with activated aziridines followed by an intramol. aza-Michael reaction in a domino fashion. The experimental process involved the reaction of 1,5-Dimethyl-1H-indole-2-carbaldehyde(cas: 883526-76-9).Reference of 1,5-Dimethyl-1H-indole-2-carbaldehyde

The Article related to carboline tetrahydro stereoselective synthesis, domino ring opening cyclization aziridine indole vinyl, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Reference of 1,5-Dimethyl-1H-indole-2-carbaldehyde

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

On October 1, 2021, Faltracco, Matteo; Damian, Matteo; Ruijter, Eelco published an article.Category: indole-building-block The title of the article was Synthesis of Carbazoles and Dihydrocarbazoles by a Divergent Cascade Reaction of Donor-Acceptor Cyclopropanes. And the article contained the following:

An alkylation/olefination cascade of indolecarboxaldehydes and phosphonate-functionalized donor-acceptor cyclopropanes affords functionalized dihydrocarbazoles and cyclohepta[cd]indoles in formal [3 + 3] and [4 + 3]-cycloadditions A minor modification to the reaction conditions also allowed access to the fully aromatic heterocyclic scaffolds by thermal loss of an electron-rich aryl moiety. The experimental process involved the reaction of 1,5-Dimethyl-1H-indole-2-carbaldehyde(cas: 883526-76-9).Category: indole-building-block

The Article related to indolecarboxaldehyde cyclopropane scandium catalyst tandem cycloaddition, carbazole dihydrocarbazole preparation, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Category: indole-building-block

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

Chen, Cong; Jiao, Hongjian; Chen, Di; Tang, Tao; Xu, Ze-Feng; Duan, Shengguo; Li, Chuan-Ying published an article in 2022, the title of the article was Access to tetrahydrocarbazoles and pyrrolo[3,4-b]carbazoles through sequential reactions of triazoles and indoles.Application In Synthesis of 1,5-Dimethyl-1H-indole-2-carbaldehyde And the article contains the following content:

Tetrahydrocarbazoles I (R = H, Me; R1 = H, OMe, F, Cl, etc.; R2 = H, Me; R3 = H, Me; R4 = Me, allyl; R5 = Et, t-Bu; R6 = Me, Ts, benzenesulfonyl, etc.; R7 = Ac, Boc, Bz, etc.) and pyrrolo[3,4-b]carbazoles II could be synthesized conveniently through sequential reactions of ester-tethered 1-sulfonyl-1,2,3-triazoles III and indoles IV. The reaction conditions were mild and the procedures were quite simple. Moreover, the key intermediate α,β-unsaturated imine acted as a [2C] synthon in the [4 + 2] cycloaddition reaction, and the imino group could be used as a nucleophile to construct the fourth ring. The experimental process involved the reaction of 1,5-Dimethyl-1H-indole-2-carbaldehyde(cas: 883526-76-9).Application In Synthesis of 1,5-Dimethyl-1H-indole-2-carbaldehyde

The Article related to tetrahydrocarbazole preparation, pyrrolocarbazole preparation, indole ester sulfonyl triazole diels alder reaction, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Application In Synthesis of 1,5-Dimethyl-1H-indole-2-carbaldehyde

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

Wang, Guo-Peng; Chen, Meng-Qing; Zhu, Shou-Fei; Zhou, Qi-Lin published an article in 2017, the title of the article was Enantioselective Nazarov cyclization of indole enones cooperatively catalyzed by Lewis acids and chiral Bronsted acids.SDS of cas: 883526-76-9 And the article contains the following content:

The use of cooperative catalysis using Lewis acids and chiral Bronsted acids to control the stereochem. of the tertiary α-carbon I (R = H, 7-Me, 7-F, 7-Cl, 8-F; R1 = Me, Ph, 2H-1,3-benzodioxol-5-yl, etc.) in the products of this reaction has been reported. Specifically, with ZnCl2 and a chiral spiro phosphoric acid as catalysts, the first enantioselective construction of cyclopenta[b]indoles with chiral tertiary α-carbons I was realized via Nazarov cyclization of indole enone substrates II (R2 = H, 5-Me, 5-F, 5-Cl, 4-F) with only one coordinating site. Mechanistic studies revealed that the chiral spiro phosphoric acid acts as a multifunctional catalyst and it co-catalyzes the cyclization of the dienone and enantioselectively catalyzes a proton transfer reaction of the enol intermediate. This new strategy of enantioselective control by means of cooperative catalysis may show utility for other challenging asym. cyclization reactions. The experimental process involved the reaction of 1,5-Dimethyl-1H-indole-2-carbaldehyde(cas: 883526-76-9).SDS of cas: 883526-76-9

The Article related to cyclopentaindole preparation enantioselective, indole enone nazarov cyclization lewis acid chiral phosphoricacid catalyst, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.SDS of cas: 883526-76-9

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

Martin-Mejias, Irene; Aragoncillo, Cristina; Yanai, Hikaru; Hoshikawa, Shoki; Fujimoto, Yuuki; Matsumoto, Takashi; Almendros, Pedro published an article in 2020, the title of the article was A catalyst-free bis(triflyl)ethylation/benzannulation reaction: rapid access to carbazole-based superacidic carbon acids from alkynols.Name: 1,5-Dimethyl-1H-indole-2-carbaldehyde And the article contains the following content:

Carbazoles possessing Tf2CHCH2 groups were obtained by the reaction of 1-(indol-2-yl)but-3-yn-1-ols with in-situ generated Tf2C=CH2 through vicinal difunctionalization of the alkyne moiety, where the vinyl-type carbocation intermediate was selectively attacked by the indole moiety and not by the carbanion moiety. The experimental process involved the reaction of 1,5-Dimethyl-1H-indole-2-carbaldehyde(cas: 883526-76-9).Name: 1,5-Dimethyl-1H-indole-2-carbaldehyde

The Article related to indolyl arylbutynol pyridiniumyl trifluoromethylsulfonyl ethanide regioselective triflylethylation benzannulation, aryl triflylethylcarbazole preparation, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Name: 1,5-Dimethyl-1H-indole-2-carbaldehyde

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

On December 31, 2022, Tan, Jian-Ping; Li, Kehan; Shen, Boming; Zhuang, Cheng; Liu, Zanjiao; Xiao, Kai; Yu, Peiyuan; Yi, Bing; Ren, Xiaoyu; Wang, Tianli published an article.Safety of 1,5-Dimethyl-1H-indole-2-carbaldehyde The title of the article was Asymmetric synthesis of N-bridged [3.3.1] ring systems by phosphonium salt/Lewis acid relay catalysis. And the article contained the following:

Here, a general and modular method for constructing these pseudo-natural N-bridged [3.3.1] ring systems via cascade process by bifunctional phosphonium salt/Lewis acid relay catalysis were reported. A wide variety of substrates bearing an assortment of functional groups (59 examples) were compatible with this protocol. Other features include a [3 + 2] cyclization/ring-opening/Friedel-Crafts cascade pathway, excellent reactivities and stereoselectivities, easily available starting materials, step economy and scalability. The obtained enantioenriched products showed potential of preliminary anticancer activities. Insights gained from our studies are expected to advance general efforts towards the catalytic synthesis of challenging even unprecedented chiral PNPs, offering new opportunities for bioactive small-mol. discovery. The experimental process involved the reaction of 1,5-Dimethyl-1H-indole-2-carbaldehyde(cas: 883526-76-9).Safety of 1,5-Dimethyl-1H-indole-2-carbaldehyde

The Article related to bridged indole alkaloid preparation antitumor, Heterocyclic Compounds (One Hetero Atom): Other Areno- and Diarenopyridines (Acridines, Quinolizines, etc.) and other aspects.Safety of 1,5-Dimethyl-1H-indole-2-carbaldehyde

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