Tag: 100-200

Safety of Ethyl 3-oxopentanoateIn 2020 ,《Promoter regulated selective annulation preparation of polysubstituted quinolines via bond cleavage from styrylanilines and beta ketoesters》 was published in Organic Chemistry Frontiers. The article was written by Xu, Hui; Yu, Fei; Huang, Ronglu; Weng, Mingyue; Chen, Hong; Zhang, Ze. The article contains the following contents:

A powerful construction of 2-alkylquinolines and quinoline-2-carboxylates was been successfully accomplished employing I2 and Mn(OAc)3, resp., to promote the annulation of 2-styrylanilines and β-keto esters accompanied by selective C-C bond cleavage. Following this promoter-regulated strategy, various 2-alkylquinolines and quinoline-2-carboxylates were chemoselectively synthesized from easily available 2-styrylanilines and β-keto esters. The reaction mechanism was also tentatively investigated. In the part of experimental materials, we found many familiar compounds, such as Ethyl 3-oxopentanoate(cas: 4949-44-4Safety of Ethyl 3-oxopentanoate)

Ethyl 3-oxopentanoate(cas: 4949-44-4) belongs to ketone compounds. They are most widely used as solvents, especially in industries manufacturing explosives, lacquers, paints, and textiles. Ketones are also used in tanning, as preservatives, and in hydraulic fluids.Safety of Ethyl 3-oxopentanoate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of C8H8O3In 2020 ,《Preharvest salicylate treatments enhance antioxidant compounds, color and crop yield in low pigmented-table grape cultivars and preserve quality traits during storage》 was published in Antioxidants. The article was written by Garcia-Pastor, Maria E.; Zapata, Pedro J.; Castillo, Salvador; Martinez-Romero, Domingo; Valero, Daniel; Serrano, Maria; Guillen, Fabian. The article contains the following contents:

Previous reports reported on the effectiveness of preharvest salicylic acid (SA) treatment on increasing fruit quality properties although no information is available about acetyl salicylic acid (ASA) and Me salicylate (MeSa) treatments. Thus, SA, ASA and MeSa were applied at 1, 5, and 10 mM in 2016 and at 1, 0.1 and 0.01 mM in 2017 to vines of ‘Magenta’ and ‘Crimson’ table grapes. Preharvest salicylate treatments at high concentration, 5 and 10 mM, delayed berry ripening and reduced crop yield, while ripening was accelerated and yield increased at lower concentrations In addition, SA, ASA, and MeSa treatments, at 1, 0.1, and 0.01 mM, improved berry color due to increased concentration of total and individual anthocyanins, for both cultivars. Quality parameters, and especially, antioxidant bioactive compounds, such as total phenolics and total and individual anthocyanins, were found at higher levels in treated berries at harvest and during prolonged cold storage, the highest effects being found in 0.1 mM MeSa treated table grapes. Overall, it could be concluded that MeSa treatment at 0.1 mM could be the most useful tool to increase bioactive compounds with antioxidant properties in table grape and in turn, their health beneficial properties, with addnl. effects on increasing crop yield, accelerating on-vine ripening process and maintaining quality traits during prolonged storage. In the experiment, the researchers used many compounds, for example, Methyl Salicylate(cas: 119-36-8Synthetic Route of C8H8O3)

Methyl Salicylate(cas: 119-36-8) is a natural herbivore-induced plant volatile. It is a naturally occurring product in trees, legumes, exotic plants, vegetables, berries, and the primary constituent of the oil of wintergreen.Methyl Salicylate is produced from salicylic acid.Synthetic Route of C8H8O3

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Product Details of 4949-44-4In 2021 ,《Convenient one-step synthesis of quinoline-3,4-dicarboxylate derivatives》 appeared in Synthetic Communications. The author of the article were Ge, Youjin; Yu, Niefang. The article conveys some information:

Herein a practical and convenient procedure for the one-step synthesis of quinoline-3,4-dicarboxylate derivatives from isatins and β-keto esters in alcs. catalyzed by sulfuric acid was described. This novel protocol offers the advantages of high conversion rates, short reaction times, and easy handling. The results came from multiple reactions, including the reaction of Ethyl 3-oxopentanoate(cas: 4949-44-4Product Details of 4949-44-4)

Ethyl 3-oxopentanoate(cas: 4949-44-4) belongs to ketone compounds. They are most widely used as solvents, especially in industries manufacturing explosives, lacquers, paints, and textiles. Ketones are also used in tanning, as preservatives, and in hydraulic fluids.Product Details of 4949-44-4

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

In 2017,Matsumoto, Shoji; Moteki, Jun; Ito, Yuji; Akazome, Motohiro published 《Relationship between mechanochromic behavior and crystal structures in donor-π-acceptor compounds consisted of aromatic rings with ester moiety as an acceptor》.Tetrahedron Letters published the findings.Category: esters-buliding-blocks The information in the text is summarized as follows:

The authors studied the mechanochromic behavior of donor-π-acceptor compounds which consisted of diphenylaminophenylacetylene as a donor-π moiety and (hetero)aromatic ring bearing ester as an acceptor. The compounds with dicyanobenzoic ester gave the bathochromic shift by grinding, whereas the compounds consisting of the ester with benzene, imidazole, and thiazole rings showed the hypsochromic shift. From single-crystal x-ray anal., the authors revealed that the compound with bathochromic shift gave the herringbone alignment with H-aggregate-like π-stacking in the crystal structure. On the contrary, the compounds with hypsochromic shift showed the structure with the alignment of long axis of the mol. in crystal structure. In the experiment, the researchers used Ethyl 2-amino-2-thioxoacetate(cas: 16982-21-1Category: esters-buliding-blocks)

Ethyl 2-amino-2-thioxoacetate(cas: 16982-21-1) belongs to anime. Hydrogen peroxide (H2O2) and peroxy acids generally add an oxygen atom to the nitrogen of amines. With primary amines, this step is normally followed by further oxidation, leading to nitroso compounds, RNO, or nitro compounds, RNO2. Secondary amines are converted to hydroxylamines, R2NOH, and tertiary amines to amine oxides, R3NO.Category: esters-buliding-blocks

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

In 2016,Nguyen, Thuy Linh; Ferrie, Laurent; Figadere, Bruno published 《Synthesis of 3,5-disubstituted-1,2-dioxolanes: access to analogues of mycangimycin and some rearrangement products》.Tetrahedron Letters published the findings.Name: Methyl 3-hydroxypropanoate The information in the text is summarized as follows:

Mycangimycin is a eicosa-heptenic acid containing an unprecedented 3,5-disubstituted-1,2-dioxolane ring with promising anti-fungal and antimalarial activity. Most reported methods to prepare 1,2-dioxolanes are targeting 3,3,5,5-tetrasubstituted or 3,3,5-trisubstituted 1,2-dioxolanes. Thus, some methods for synthesizing these unusual 3,5-disubstituted 1,2-dioxolanes were investigated. The most promising approach was the use of a Kulinkovich reaction followed by an oxidative ring opening of the cyclopropanol with Co(acac)2 to reach the peroxy-hemiketal structure. Successive triflic acid mediated silane reduction of the corresponding peroxy-hemiketal afforded the expected 3,5-disubstituted-1,2-dioxolane ring. Through our studies, some unprecedented rearrangements of 1,2-dioxolane rings were observed, which will be discussed in this Letter. Finally, two saturated analogs I and II of mycangimycin were synthesized. The experimental process involved the reaction of Methyl 3-hydroxypropanoate(cas: 6149-41-3Name: Methyl 3-hydroxypropanoate)

Methyl 3-hydroxypropanoate(cas: 6149-41-3) belongs to esters with low molecular weight are commonly used as fragrances and found in essential oils and pheromones. Their flexibility and low polarity is manifested in their physical properties; they tend to be less rigid (lower melting point) and more volatile (lower boiling point) than the corresponding amides. Name: Methyl 3-hydroxypropanoate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

In 2016,Thikekar, Tushar Ulhas; Selvaraju, Manikandan; Sun, Chung-Ming published 《Skeletally Diverse Synthesis of Indole-Fused Diazocine and Diazepine Frameworks by One-Pot, Two-Component Cascade Reaction》.Organic Letters published the findings.Application of 329-59-9 The information in the text is summarized as follows:

An expeditious and novel strategy has been explored for the synthesis of structurally diverse indole-fused diazocine and diazepine derivatives A substrate-based diversification approach of methyl-3-aminoindole/indoline benzoates coupled with the Pictet-Spengler reaction and three different reaction cascades furnished indolodiazepine and indoloquinoxalines. The formation of indolodiazocines proceeds through an initial condensation followed by intramol. alkylation. After reading the article, we found that the author used Methyl 4-fluoro-3-nitrobenzoate(cas: 329-59-9Application of 329-59-9)

Methyl 4-fluoro-3-nitrobenzoate(cas: 329-59-9) belongs to methyl benzoate. Methyl benzoate reacts at both the ring and the ester, depending on the substrate. Electrophiles attack the ring, illustrated by acid-catalysed nitration with nitric acid to give methyl 3-nitrobenzoate.Application of 329-59-9Methyl 4-fluoro-3-nitrobenzoate is used to prepare dimethyl 3-nitro-3′,4-oxydibenzoate by reacting with 3-hydroxy-benzoic acid methyl ester.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Nishimura, Yoshio; Kikuchi, Hidetomo; Kubo, Takanori; Gokurakuji, Yuki; Nakamura, Yuri; Arai, Rie; Yuan, Bo; Sunaga, Katsuyoshi; Cho, Hidetsura published an article in Tetrahedron Letters. The title of the article was 《Synthesis of 6-unsubstituted 2-oxo, 2-thioxo, and 2-amino-3,4-dihydropyrimidines and their antiproliferative effect on HL-60 cells》.Electric Literature of C7H13NO2 The author mentioned the following in the article:

A general and efficient synthetic method for 6-unsubstituted 3,4-dihydropyrimidin-2(1H)-thiones and -ones I (R = H, C6H5, 4-ClC6H4, etc., X = S, O) has been developed. In three-component reactions, the reactivity of reagents serving as the C5-C6 fragment of the dihydropyrimidine ring was compared. The reaction of thiourea or urea, aldehydes RCHO, and Et 3-(dimethylamino)acrylate in the presence of a catalytic amount of AlCl3 by smooth heating proceeds to give I in high yields. Synthetic novelty of the protocol are as follows: (1) Lewis acid-mediated reaction, (2) good to high yields, and (3) broad scope as for aldehydes and ureas. Hitherto unavailable 6-unsubstituted 2-aminodihydropyridimidines II (R = n-Pr, Ph) have been obtained from the 2-thioxo derivative I (X = S) by a stepwise method involving substitution reaction with the amine at the 2-position. The 6-unsubstituted compounds I and 6-Me derivatives III (R = cyclohexyl, n-Pr) were assessed for their antiproliferative effect on the human promyelocytic leukemia cell line, HL-60. The 4-propyl-6-Me derivative III (R = n-Pr) showed relatively strong activity with the IC50 value of 952 nM. The experimental part of the paper was very detailed, including the reaction process of Ethyl 3-(dimethylamino)acrylate(cas: 924-99-2Electric Literature of C7H13NO2)

Ethyl 3-(dimethylamino)acrylate(cas: 924-99-2) belongs to anime. Aniline, ethanolamines, and several other amines are major industrial commodities used in making rubber, dyes, pharmaceuticals, and synthetic resins and fibres and for a host of other applications. Most of the numerous methods for the preparation of amines may be broadly divided into two groups: (1) chemical reduction (replacement of oxygen with hydrogen atoms in the molecule) of members of several other classes of organic nitrogen compounds and (2) reactions of ammonia or amines with organic compounds.Electric Literature of C7H13NO2

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

In 2022,Organic Chemistry Frontiers included an article by Zhou, You; Wang, Li-Sheng; Lei, Shuang-Gui; Gao, Yun-Xiang; Ma, Jin-Tian; Yu, Zhi-Cheng; Wu, Yan-Dong; Wu, An-Xin. Related Products of 924-99-2. The article was titled 《I2-Promoted site-selective C-C bond cleavage of aryl methyl ketones as C1 synthons for constructing 5-acyl-1H-pyrazolo[3,4-b]pyridines》. The information in the text is summarized as follows:

A novel iodine promoted [1 + 3 + 2] cleavage cyclization reaction for the synthesis of 1H-pyrazolo[3,4-b]pyridines from aryl Me ketones, 5-aminopyrazoles and enaminones was established. This transition metal-free catalysis method has simple reaction conditions and good substrate compatibility, and was demonstrated in the transformation of alkyl and natural mol.-derived enaminones. Mechanistic studies showed that two cyclization pathways affording different key intermediates were involved, but affording the same target product after site-selective cleavage of the unstrained C-C bond of the acyl group.Ethyl 3-(dimethylamino)acrylate(cas: 924-99-2Related Products of 924-99-2) was used in this study.

Ethyl 3-(dimethylamino)acrylate(cas: 924-99-2) belongs to anime. Reduction of nitro compounds, RNO2, by hydrogen or other reducing agents produces primary amines cleanly (i.e., without a mixture of products), but the method is mostly used for aromatic amines because of the limited availability of aliphatic nitro compounds. Reduction of nitriles and oximes (R2C=NOH) also yields primary amines.Related Products of 924-99-2

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 2818-08-8On September 14, 1990 ,《Caffeoylmalic and two pyrrole acids from Parietaria officinalis》 was published in Phytochemistry. The article was written by Budzianowski, Jaromir. The article contains the following contents:

A methanolic extract from leaves and flowers of P. officinalis afforded 3 acids, namely caffeoylmalic, 1H-pyrrole-2,3-dicarboxylic, and 1-[(caffeoyloxy)(carboxy)methoxy]-1H-pyrrole-2,3,5-tricarboxylic acids. In the experimental materials used by the author, we found Dimethyl 1H-pyrrole-2,3-dicarboxylate(cas: 2818-08-8Application of 2818-08-8)

Dimethyl 1H-pyrrole-2,3-dicarboxylate(cas: 2818-08-8) belongs to pyrroles. Pyrroles are components of more complex macrocycles, including the porphyrinogens and products derived therefrom, including porphyrins of heme, the chlorins, bacteriochlorins, and chlorophylls. Porphobilinogen, a trisubstituted pyrrole, is the biosynthetic precursor to many natural products such as heme.Application of 2818-08-8

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

《Synthesis of New Zerumbone Hydrazones and Their In-vitro Anticancer Activity》 was written by Vu, Vu V.; Vu, Tran K.. Application of 403-33-8This research focused onzerumbone hydrazone invitro anticancer activity. The article conveys some information:

A series of new zerumbone hydrazones 5a-f and 9a-f have been synthesized in via an in situ procedure in high yields. The structure of synthesized compounds has been confirmed using 1H 13C NMR and HR-MS. The bioassay result showed that several compounds exhibited cytotoxic effects against three human cancer cell lines, including HepG-2, SK-LU-1, and MCF-7. Compound 9a showed the best cytotoxic effect against HepG-2, SK-LU-1, and MCF-7 with IC50 values of 8.20, 6.66, and 9.35 μM, resp. This study aims at developing new zerumbone hydrazones as anticancer agents based on zerumbone, a natural compound wildly growing in Vietnam. A series of new zerumbone hydrazones was designed, synthesized, and evaluated for cytotoxicity against three human cancer cell lines, including HepG-2, MCF-7, and SKLu-1, using the MTT method. Especially, compound 9a displayed the best cytotoxic effect against HepG-2, SK-LU-1, and MCF-7 with IC50 values of 8.20, 6.66, and 9.35 μM, resp. The research results suggest that some compounds could be considered as leads for the future design of zerumbone hydrazones in which bio-isosteric replacements in theortho position of the Ph ring could be performed to improve the cytotoxic activity. In addition to this study using Methyl 4-fluorobenzoate, there are many other studies that have used Methyl 4-fluorobenzoate(cas: 403-33-8Application of 403-33-8) was used in this study.

Methyl 4-fluorobenzoate(cas: 403-33-8) can be used in the synthesis of trisubstituted imidazole derivatives containing a 4-fluorophenyl group, a pyrimidine ring, and a CN- or CONH2-substituted benzyl moiety.Application of 403-33-8

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics