Tag: 100-200

In 2022,Larnaud, Florent; Calata, Charlene; Prunier, Anais; Le Guen, Clothilde; Legay, Remi; Pfund, Emmanuel; Lequeux, Thierry published an article in Organic & Biomolecular Chemistry. The title of the article was 《Convergent access to mono-fluoroalkene-based peptidomimetics》.SDS of cas: 60656-87-3 The author mentioned the following in the article:

The convergent and selective preparation of (Z)-monofluoroalkene-based dipeptide isosteres from functionalized fluorosulfones as a cornerstone is described. In this approach, the N-terminal amino group is introduced by a conjugate addition reaction of phthalimide onto fluorinated vinylsulfones containing α-amino-acid side chains while the C-terminal motif is linked to the fluorovinylic peptide bond mimic via the Julia-Kocienski reaction between fluorosulfones and substituted aldehydes bearing α-amino-acid side chains. In the experimental materials used by the author, we found 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3SDS of cas: 60656-87-3)

2-(Benzyloxy)acetaldehyde(cas: 60656-87-3) is a non-natural aldehyde. It undergoes enantioselective Mukaiyama aldol reaction with silylketene acetal nucleophiles in the presence of C2-symmetric bis(oxazolinyl)pyridine Cu(II) complex (catalyst).SDS of cas: 60656-87-3

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Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In 2022,Hu, Tianwen; Xie, Yuanchao; Zhu, Fuqiang; Gong, Xudong; Liu, Yin; Xue, Haitao; Aisa, Haji A.; Shen, Jingshan published an article in Organic Process Research & Development. The title of the article was 《””One-Pot”” Synthesis of Molnupiravir from Cytidine》.Recommanded Product: N,N-Dimethylformamide Dimethyl Acetal The author mentioned the following in the article:

A one-pot process for preparing molnupiravir from cytidine was developed. The advantages of this synthesis were as follows: (1) The presence of N,N-dimethylformamide di-Me acetal (DMF-DMA) facilitated the selective protection of 2′,3′-dihydroxyls and amino of cytidine, which eliminated the neg. impact of these groups on the following isobutyrylation at 5′-hydroxyl. (2) Degradations of the product in the deprotection stage were avoided since a mild condition was used. (3) The achievement of deprotection and hydroxyamination in one single step improved the synthetic efficiency. (4) Molnupiravir with high purity (purity up to 99.7% analyzed by high-performance liquid chromatog. (HPLC)) was obtained in a yield of 63% through crystallizationN,N-Dimethylformamide Dimethyl Acetal(cas: 4637-24-5Recommanded Product: N,N-Dimethylformamide Dimethyl Acetal) was used in this study.

N,N-Dimethylformamide Dimethyl Acetal(cas: 4637-24-5) belongs to anime. Many important products require amines as part of their syntheses. Methylamine is utilized in the production of the analgesic meperidine (trade name Demerol) and the photographic developer Metol (trademark), and dimethylamine is used in the synthesis of the antihistamine diphenhydramine (trade name Benadryl), the solvent dimethylformamide (DMF), and the rocket propellant 1,1-dimethylhydrazine. The synthesis of the insect repellent N,N-diethyl-m-toluamide (DEET) incorporates diethylamine while that of the synthetic fibre Kevlar requires aromatic amines.Recommanded Product: N,N-Dimethylformamide Dimethyl Acetal

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Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In 2022,Cyr, Patrick; Joseph-Valcin, Eve-Marline; Boissarie, Patrick; Simoneau, Bruno; Marinier, Anne published an article in European Journal of Organic Chemistry. The title of the article was 《Copper-Catalyzed N1 Coupling of 3-Aminoindazoles and Related Aminoazoles with Aryl Bromides》.Synthetic Route of C7H7BrO The author mentioned the following in the article:

The N1-selective arylation of 3-aminoindazoles using copper catalysis was reported. The reaction used readily accessible aryl bromides as coupling partners, including those from heterocycles and allowed easy access to a broad variety of substituted 3-aminoindazoles. The methodol. was also examined on other aminoazoles of interest for the pharmaceutical industry. In the experimental materials used by the author, we found 1-Bromo-3-methoxybenzene(cas: 2398-37-0Synthetic Route of C7H7BrO)

1-Bromo-3-methoxybenzene(cas: 2398-37-0) is a compound useful in organic synthesis and other chemical processes. It is an intermediate used for pharmaceuticals, perfumes and agrochemicals.Synthetic Route of C7H7BrO

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Cordero, Jose Andres; He, Kai; Janya, Kanjira; Echigo, Shinya; Itoh, Sadahiko published an article in 2021. The article was titled 《Predicting formation of haloacetic acids by chlorination of organic compounds using machine-learning-assisted quantitative structure-activity relationships》, and you may find the article in Journal of Hazardous Materials.Category: ethers-buliding-blocks The information in the text is summarized as follows:

The presence of disinfection byproducts (DBPs) in drinking water is a major public health concern, and an effective strategy to limit the formation of these DBPs is to prevent their precursors. In silico prediction from chem. structure would allow rapid identification of precursors and could be used as a prescreening tool to prioritize testing. We present models using machine learning algorithms (i.e., support vector regressor, random forest regressor, and multilayer perceptron regressor) and chem. descriptors as features to predict the formation of haloacetic acids (HAAs). A robust model with good predictivity (i.e., leave-one-out cross-validated Q2 > 0.5) to predict the formation of trichloroacetic acid (TCAA) was developed using a random forest regressor. The number of aromatic bonds, hydrophilicity, and electrotopol. descriptors related to electrostatic interactions and the at. distribution of electronegativity were identified as important predictors of TCAA formation potentials (FPs). However, the prediction of dichloroacetic acid was less accurate, which is congruent with the presence of different types of precursors exhibiting distinct mechanisms. This study demonstrates that nonlinear combinations of general chem. descriptors can adequately estimate HAAFPs, and we hope that our study can be used to predict precursors of other disinfection byproducts based on chem. structures using a similar workflow. In the experiment, the researchers used many compounds, for example, m-Methoxyphenol(cas: 150-19-6Category: ethers-buliding-blocks)

m-Methoxyphenol(cas: 150-19-6) may be used in synthesis of:C(4) symmetric calix[4]resorcinarene, 2-nitroso-5-methoxyphenol, 6-methoxy-2(3H)-benzoxazoloneCategory: ethers-buliding-blocks

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Ether – Wikipedia,
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Zheng, Bin; Wang, Shu-Qin; Zhang, Xiao-Ting; Huang, Wan-Yun published their research in Chinese Journal of Structural Chemistry in 2021. The article was titled 《Syntheses and crystal structures of a pair of Z-E enaminonitrile isomerisms》.Electric Literature of C5H13NO2 The article contains the following contents:

A pair of Z-E enaminonitrile isomerisms 2-(3,4-dimethoxyphenyl)-3-((3-methoxyphenyl)amino)acrylonitrile were synthesized and separated by flash column chromatog., and their structures were determined by IR, 1H NMR, 13C NMR, MS and single-crystal X-ray diffraction. The crystal of compound Z-isomer belongs to the monoclinic system, space group C2/c with a = 33.805(7), b = 5.4496(12), c = 18.401(4)Å, β = 112.45(2)°, V = 3133.1(12)Å3, Z = 8, μ = 0.091 mm-1, Dc = 1.143 g·cm-3, the final R = 0.0491 and wR = 0.1439 for 2764 observed reflections. The crystal of compound E-isomer belongs to the triclinic system, space group P1, with a = 8.8403(7), b = 9.0390(6), c = 12.0044(74)Å α = 72.075(5), β = 86.291(5), γ = 81.216(5)°, V = 901.82(10)Å3, Z = 2, T = 293(2) K, μ = 0.079 mm-1, Dc = 1.143 g·cm-3, the final R = 0.0474 and wR = 0.1377 for 3176 observed reflections. The crystal packing of Z and E isomers was governed by intermol. N(2)-H(2)···N(1) and N(2)-H(2)···O(2) interactions resp. to stabilize the structure. In the experiment, the researchers used many compounds, for example, N,N-Dimethylformamide Dimethyl Acetal(cas: 4637-24-5Electric Literature of C5H13NO2)

N,N-Dimethylformamide Dimethyl Acetal(cas: 4637-24-5) belongs to anime. Nitrous acid converts secondary amines (aliphatic or aromatic) to N-nitroso compounds (nitrosamines): R2NH + HNO2 → R2N―NO. Some nitrosamines are potent cancer-inducing substances, and their possible formation is a serious consideration when nitrites, which are salts of nitrous acid, are present in foods or pharmaceutical preparations. Tertiary amines give rise to nitrosamines more slowly; an alkyl group is eliminated as an aldehyde or ketone, along with nitrous oxide, N2O.Electric Literature of C5H13NO2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Jackson, Garrett D.; Tipping, Max B.; Taylor, Christopher G. P.; Piper, Jerico R.; Pritchard, Callum; Mozaceanu, Cristina; Ward, Michael D. published their research in Chemistry (Basel, Switzerland) in 2021. The article was titled 《A Family of Externally-Functionalised Coordination Cages》.Reference of N,N-Dimethylformamide Dimethyl Acetal The article contains the following contents:

New synthetic routes are presented to derivatives of a (known) M8L12 cubic coordination cage in which a range of different substituents are attached at the C4 position of the pyridyl rings at either end of the bis(pyrazolyl-pyridine) bridging ligands. The substituents are (i) -CN groups (new ligand LCN), (ii) -CH2OCH2-CCH (containing a terminal alkyne) groups (new ligand LCC); and (iii) -(CH2OCH2)3CH2OMe (tri-ethyleneglycol monomethyl ether) groups (new ligand LPEG). The resulting functionalised ligands combine with M2+ ions (particularly Co2+, Ni2+, Cd2+) to give isostructural [M8L12]16+ cage cores bearing 24 external functional groups; the cages based on LCN (with M2+ = Cd2+) and LCC (with M2+ = Ni2+) have been crystallog. characterised. The value of these is twofold: (i) exterior nitrile or alkene substituents can provide a basis for further synthetic opportunities via ′Click′ reactions allowing in principle a diverse range of functionalisation of the cage exterior surface. (ii) the exterior -(CH2OCH2)3CH2OMe groups substantially increase cage solubility in both water and in organic solvents, allowing binding constants of cavity-binding guests to be measured under an increased range of conditions. In the experiment, the researchers used many compounds, for example, N,N-Dimethylformamide Dimethyl Acetal(cas: 4637-24-5Reference of N,N-Dimethylformamide Dimethyl Acetal)

N,N-Dimethylformamide Dimethyl Acetal(cas: 4637-24-5) belongs to anime. Large quantities of aliphatic amines are made synthetically. The most widely used industrial method is the reaction of alcohols with ammonia at a high temperature, catalyzed by metals or metal oxide catalysts (e.g., nickel or copper). Mixtures of primary, secondary, and tertiary amines are thereby produced.Reference of N,N-Dimethylformamide Dimethyl Acetal

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Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Sanad, Sherif M. H.; Ahmed, Mohamed S. Mohamed; Mekky, Ahmed E. M.; Abdallah, Zeinab A. published their research in Journal of Molecular Structure in 2021. The article was titled 《Regioselective synthesis and theoretical calculations of Bis(pyrido[2′,3′:3,4]pyrazolo[1,5-a]pyrimidines) linked to benzofuran units via piperazine spacer: A DFT, MM2, and MMFF94 study》.Related Products of 4637-24-5 The article contains the following contents:

Bis(enaminone), linked to benzofuran units via piperazine spacer, was prepared and used as a key intermediate in this study. It reacted for 8 h at reflux with two equivalent of 2-cyanothioacetamide in dioxane in the presence of TEA to give the corresponding bis(pyridine-2(1H)-thione) derivative The previous compound was reacted with two equivalent of iodomethane in methanolic sodium methoxide solution at reflux for 1 h to yield the corresponding bis(2-methylthiopyridine) derivative Boiling of the prior compound with hydrazine hydrate in pyridine at reflux for 12 h gave the precursor bis(3-amino-1H-pyrazolo[3,4-b]pyridine) derivative in a good yield. Next, a regioselective protocol was conducted for the synthesis of a diverse series of the target bis(pyrido[2′,3′:3,4]pyrazolo[1,5-a]pyrimidine) derivatives in good to excellent yields. The protocol involved the reaction of bis(3-amino-1H-pyrazolo[3,4-b]pyridine) with two equivalent of prop-2-en-1-ones in DMF in the presence of two equivalent of barium hydroxide at reflux for 5-7 h. To gain a better understanding of the regioselectivity observed in these reactions, DFT calculations were performed using B3LYP method and 6-31+G(d,p) basis set. The favored mechanism and the exptl. regioselectivity of this reaction were explained by calculations of activation energy, natural at. charge, Fukui indexes derived from d. functional theory, MM2, and MMFF94 calculations The current study demonstrated that using the previous computational tools, the regioselectivity of the applied reaction protocol could be correctly predicted. The experimental part of the paper was very detailed, including the reaction process of N,N-Dimethylformamide Dimethyl Acetal(cas: 4637-24-5Related Products of 4637-24-5)

N,N-Dimethylformamide Dimethyl Acetal(cas: 4637-24-5) belongs to anime. Nitrous acid converts secondary amines (aliphatic or aromatic) to N-nitroso compounds (nitrosamines): R2NH + HNO2 → R2N―NO. Some nitrosamines are potent cancer-inducing substances, and their possible formation is a serious consideration when nitrites, which are salts of nitrous acid, are present in foods or pharmaceutical preparations. Tertiary amines give rise to nitrosamines more slowly; an alkyl group is eliminated as an aldehyde or ketone, along with nitrous oxide, N2O.Related Products of 4637-24-5

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Wang, Xiaxia; Xiang, Dinglei; Wang, Ziyi; Wang, Zhaoguo; Yang, Xue; Yu, Shuai; Pang, Qiuxia; Liu, Sheng; Yan, Li published their research in Ecotoxicology and Environmental Safety in 2021. The article was titled 《Label-free quantitative proteomics analysis of Humulus scandens (Lour.) Merr. leaves treated by an odor compound of Periploca sepium Bunge》.Computed Properties of C8H8O3 The article contains the following contents:

The odor compound from Periploca sepium Bunge, 2-hydroxy-4-methoxy-benzaldehyde (HMB), is an allelochem. agent and is one of the least investigated isomers of vanillin. In this study, we used label-free quant. proteomics anal. technol. to investigate the effect of HMB on the protein expression of Humulus scandens (Lour.) Merr. leaves in July 2019 on Guiyang. A total of 269 proteins of 624 identified proteins were differentially expressed, among which 21.18% of the proteins were up-regulated and 32.71% down-regulated. These proteins were classified into 11 cell components and more than 20% of differentially expressed proteins were located in cell membrane and chloroplast. Functional classification anal. showed that 12 mol. functions were altered upon HMB treatment, and the ratio of catalytic activity was the highest (19.53%). At least 12 biol. functions were affected, which involved small mol. metabolic processes, organic substance metabolic processes, gene expression, and photosynthesis. Our data provide resources and insights into the biochem. mechanism by which HMB kills weeds. The experimental process involved the reaction of 2-Hydroxy-4-methoxybenzaldehyde(cas: 673-22-3Computed Properties of C8H8O3)

2-Hydroxy-4-methoxybenzaldehyde(cas: 673-22-3) is employed in the synthesis of Schiff base ligand. It is applied as a reactant in the synthesis of LPA1R antagonists used in the inhibition of LPA-induced proliferation and contraction of normal human lung fibroblasts. Also used in the synthesis of tyrosine kinase 6 proteinase inhibitors.Computed Properties of C8H8O3

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Ether – Wikipedia,
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《Reductive Hydroxymethylation of 4-Heteroarylpyridines》 was written by Hepburn, Hamish B.; Donohoe, Timothy J.. Recommanded Product: 10365-98-7 And the article was included in Chemistry – A European Journal in 2020. The article conveys some information:

The activation of pyridinium salts with electron-withdrawing heterocycles enabled an iridium-catalyzed reductive hydroxymethylation reaction to proceed smoothly, facilitating the preparation of useful 3D heteroaryl-substituted functionalized piperidines. The methodol. was used to prepare 3-hydroxymethylated analogs of pharmaceutical agents. Mechanistically, formaldehyde acts as both a hydride donor and the electrophile, leading to the formation of two new carbon-hydrogen bonds and one new carbon-carbon bond under relatively mild conditions. In the experimental materials used by the author, we found 3-Methoxyphenylboronic acid(cas: 10365-98-7Recommanded Product: 10365-98-7)

3-Methoxyphenylboronic acid(cas: 10365-98-7) belongs to boronic acids. Boronic acids are mild Lewis acids which are generally stable and easy to handle, making them important to organic synthesis.Recommanded Product: 10365-98-7

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Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

《Structure-based discovery of novel 4-(2-fluorophenoxy)quinoline derivatives as c-Met inhibitors using isocyanide-involved multicomponent reactions》 was published in European Journal of Medicinal Chemistry in 2020. These research results belong to Nan, Xiang; Li, Hui-Jing; Fang, Sen-Biao; Li, Qin-Ying; Wu, Yan-Chao. Formula: C5H13NO2 The article mentions the following:

In this study, two novel series of 6,7-dimethoxy-4-(2-fluorophenoxy)quinoline derivatives containing α-acyloxycarboxamide I [R1 = Me, n-Pr, t-Bu, cyclohexyl, phenyl; R2 = cyclopentyl, 2-thienyl, Ph, etc.] or α-acylaminoamide II [R3 = H, n-Bu, Ph, etc.] scaffolds were designed, synthesized and evaluated for their in-vitro biol. activities against c-Met kinase and four cancer cell lines (H460, HT-29, MKN-45 and MDA-MB-231). Most of the target compounds I and II exhibited moderate to significant potency and possessed selectivity for H460 and HT-29 cancer cell lines. The preliminary structure-activity relationships indicated that α-acyloxycarboxamide or α-acylaminoamide as 5-atom linker contributed to the antitumor potency. Among these compounds, compound I [R1 = t-Bu, R2 = 4-fluorophenyl] (c-Met IC50 = 2.43 nM, a multitarget tyrosine kinase inhibitor) exhibited the most potent inhibitory activities against H460, HT-29 and MDA-MB-231 cell lines with IC50 of 0.14 ± 0.03μM, 0.20 ± 0.02μM and 0.42 ± 0.03μM, which were 1.7-, 1.3- and 1.6-fold more active than foretinib, resp. In addition, concentration-dependent assay and time-dependent assay indicated compound I [R1 = t-Bu, R2 = 4-fluorophenyl] inhibited the proliferation of H460 cell in a time and concentration dependent manner. Moreover, docking studies revealed the common mode of interaction with the c-Met binding site, suggesting that compound I [R1 = t-Bu, R2 = 4-fluorophenyl] is a potential candidate for cancer therapy deserving further study. After reading the article, we found that the author used N,N-Dimethylformamide Dimethyl Acetal(cas: 4637-24-5Formula: C5H13NO2)

N,N-Dimethylformamide Dimethyl Acetal(cas: 4637-24-5) belongs to anime. Acylation is one of the most important reactions of primary and secondary amines; a hydrogen atom is replaced by an acyl group (a group derived from an acid, such as RCOOH or RSO3H, by removal of ―OH, such as RC(=O)―, RS(O)2―, and so on). Reagents may be acid chlorides (RCOC1, RSO2C1), anhydrides ((RCO)2O), or even esters (RCOOR′); the products are amides of the corresponding acids.Formula: C5H13NO2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem