Category: 109-85-3

Optimization of NAMPT (Nicotinamide phosphoribosyltransferase) activators: discovery of N,N-diethyl-1,2-benzoxazole-3-carboxamide derivatives as potent NAMPT activators with mitigated mutagenic risks was written by Akiu, Mayuko;Tsuji, Takashi;Sogawa, Yoshitaka;Terayama, Koji;Yokoyama, Mika;Asano, Daigo;Honda, Tomohiro;Ishizaka, Tomomichi;Hasegawa, Tomoko;Pinkerton, Anthony B.;Nakamura, Tsuyoshi. And the article was included in Heterocycles in 2022.Reference of 109-85-3 The following contents are mentioned in the article:

DS68702229, a potent NAMPT activator developed from HTS followed by a hit-to-lead campaign, is a promising candidate compound that significantly reduced body weight when orally administered to mice with high fat diet-induced obesity. However, in vitro toxicol. profiling of DS68702229 revealed bacterial mutagenicity using Salmonella typhimurium TA98 and TA100 strains upon S9 activation. Hypothesizing that DNA intercalation is the likely cause, we employed several approaches to disrupt the putative DNA intercalation, including modulation of the mol. shape. Our efforts culminated in the discovery of compounds 20k and 20l, which increased intracellular NAD⁺ levels in a cell-based assay without inducing mutagenicity, along with acceptable plasma exposure in mice after oral administration. This study involved multiple reactions and reactants, such as 2-Methoxyethylamine (cas: 109-85-3Reference of 109-85-3).

2-Methoxyethylamine (cas: 109-85-3) belongs to ethers. Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids. Esters are responsible for the aroma of many fruits, including apples, durians, pears, bananas, pineapples, and strawberries. Cyclic esters are called lactones, regardless of whether they are derived from an organic or inorganic acid. One example of an organic lactone is γ-valerolactone.Reference of 109-85-3

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

Discovery of 4-phenylindolines containing a (5-cyanopyridin-3-yl)methoxy moiety as potent inhibitors of the PD-1/PD-L1 interaction was written by Meng, Yangyang;Chu, Cuiping;Niu, Xinyu;Cheng, Liuyang;Wu, Di;Liu, Lei;Zhang, Shaopeng;Li, Tianqi;Hou, Yunlei;Liu, Yajing;Qin, Mingze. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2022.Safety of 2-Methoxyethylamine The following contents are mentioned in the article:

With the great success of anti-programmed cell death-1 (PD-1)/programmed cell death ligand-1 (PD-L1) monoclonal antibodies in clin. applications, blocking the PD-1/PD-L1 pathway has become the most compelling strategy in the field of tumor immunotherapy. In this study, a novel series of 4-phenylindolines containing a (5-cyanopyridin-3-yl)methoxy moiety were developed, and their structure-activity relationships were preliminarily discussed. Among them, compounds M17 and M23 exhibited the most potent ability to disrupt the PD-1/PD-L1 interaction, demonstrating IC50 values of 60.1 nM and 53.2 nM, resp. The binding mode of M23 was further explored by mol. docking anal. with dimeric PD-L1. Therefore, M17 and M23 are promising lead compounds for developing potent inhibitors of the PD-1/PD-L1 axis. This study involved multiple reactions and reactants, such as 2-Methoxyethylamine (cas: 109-85-3Safety of 2-Methoxyethylamine).

2-Methoxyethylamine (cas: 109-85-3) belongs to ethers. Esters perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Esterification is the general name for a chemical reaction in which two reactants (typically an alcohol and an acid) form an ester as the reaction product. Esters are common in organic chemistry and biological materials.Safety of 2-Methoxyethylamine

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

Non-innocent electrophiles unlock exogenous base-free coupling reactions was written by Toupalas, Georgios;Morandi, Bill. And the article was included in Nature Catalysis in 2022.Safety of 2-Methoxyethylamine The following contents are mentioned in the article:

Introduced a unifying strategy that eliminates the need for an exogenous base through the use of non-innocent electrophiles (NIE), which were equipped with a masked base that was released in a controlled fashion during the reaction. The universal applicability of this concept were demonstrated by turning multiple, traditionally base-dependent, catalytic reactions into exogenous base-free homogeneous processes. Furthermore, the advantageous features of NIEs were demonstrated in multiple applications, such as in a micromole-scale fluorescence-based assay. This led to the discovery of a Ni-catalyzed deoxygenation reaction of aryl carbamates using isopropanol as a benign reductant. In a broader context, this work provided a conceptual blueprint for the strategic utilization of NIEs in catalysis. This study involved multiple reactions and reactants, such as 2-Methoxyethylamine (cas: 109-85-3Safety of 2-Methoxyethylamine).

2-Methoxyethylamine (cas: 109-85-3) belongs to ethers. Esters typically have a pleasant smell; those of low molecular weight are commonly used as fragrances and are found in essential oils and pheromones. Esters are more polar than ethers but less polar than alcohols. They participate in hydrogen bonds as hydrogen-bond acceptors, but cannot act as hydrogen-bond donors, unlike their parent alcohols. This ability to participate in hydrogen bonding confers some water-solubility.Safety of 2-Methoxyethylamine

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

A Tandem Dehydrogenation-Driven Cross-Coupling between Cyclohexanones and Primary Amines for Construction of Benzoxazoles was written by Xu, Biping;Su, Weiping. And the article was included in Angewandte Chemie, International Edition in 2022.Recommanded Product: 109-85-3 The following contents are mentioned in the article:

Herein, authors report a transition metal-free, operationally simple, general method for straightforward syntheses of 2-substituted benzoxazoles from readily available cyclohexanones and aliphatic primary amines by an imine α-oxygenation-initiated cascade reaction sequence. The key to achieving high selectivity and excellent functional-group tolerance is the use of TEMPO as a mild oxidant that selectively oxidizes the reaction intermediates through its multiple reactivity modes, thus facilitating the individual steps to proceed in succession. More than 70 substrate combinations are disclosed, demonstrating the reliability of this protocol to synthesize structurally diverse products, including marketed drugs, drug candidate, and natural products that are unattainable by the existing methods. This study involved multiple reactions and reactants, such as 2-Methoxyethylamine (cas: 109-85-3Recommanded Product: 109-85-3).

2-Methoxyethylamine (cas: 109-85-3) belongs to ethers. Esters are also usually derived from carboxylic acids. It may also be obtained by reaction of acid anhydride or acid halides with alcohols or by the reaction of salts of carboxylic acids with alkyl halides. Esters contain a carbonyl center, which gives rise to 120° C–C–O and O–C–O angles. Unlike amides, esters are structurally flexible functional groups because rotation about the C–O–C bonds has a low barrier. 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. Recommanded Product: 109-85-3

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

Discovery and Optimization of 2H-1λ²-Pyridin-2-one Inhibitors of Mutant Isocitrate Dehydrogenase 1 for the Treatment of Cancer was written by Rohde, Jason M.;Karavadhi, Surendra;Pragani, Rajan;Liu, Li;Fang, Yuhong;Zhang, Weihe;McIver, Andrew;Zheng, Hongchao;Liu, Qingyang;Davis, Mindy I.;Urban, Daniel J.;Lee, Tobie D.;Cheff, Dorian M.;Hollingshead, Melinda;Henderson, Mark J.;Martinez, Natalia J.;Brimacombe, Kyle R.;Yasgar, Adam;Zhao, Wei;Klumpp-Thomas, Carleen;Michael, Sam;Covey, Joseph;Moore, William J.;Stott, Gordon M.;Li, Zhuyin;Simeonov, Anton;Jadhav, Ajit;Frye, Stephen;Hall, Matthew D.;Shen, Min;Wang, Xiaodong;Patnaik, Samarjit;Boxer, Matthew B.. And the article was included in Journal of Medicinal Chemistry in 2021.Reference of 109-85-3 The following contents are mentioned in the article:

Neomorphic mutations in isocitrate dehydrogenase 1 (IDH1) are oncogenic for a number of malignancies, primarily low-grade gliomas and acute myeloid leukemia. We report a medicinal chem. campaign around a 7,7-dimethyl-7,8-dihydro-2H-1λ²-quinoline-2,5(6H)-dione screening hit against the R132H and R132C mutant forms of isocitrate dehydrogenase (IDH1). Systematic SAR efforts produced a series of potent pyrid-2-one mIDH1 inhibitors, including the atropisomer (+)-119 (NCATS-SM5637, NSC 791985). In an engineered mIDH1-U87-xenograft mouse model, after a single oral dose of 30 mg/kg, 16 h post dose, between 16 and 48 h, (+)-119(I) showed higher tumoral concentrations that corresponded to lower 2-HG concentrations, when compared with the approved drug AG-120 (ivosidenib). This study involved multiple reactions and reactants, such as 2-Methoxyethylamine (cas: 109-85-3Reference of 109-85-3).

2-Methoxyethylamine (cas: 109-85-3) belongs to ethers. Esters are also usually derived from carboxylic acids. It may also be obtained by reaction of acid anhydride or acid halides with alcohols or by the reaction of salts of carboxylic acids with alkyl halides. Esterification is the general name for a chemical reaction in which two reactants (typically an alcohol and an acid) form an ester as the reaction product. Esters are common in organic chemistry and biological materials.Reference of 109-85-3

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

Passerini-Smiles Reaction of α-Ketophosphonates: Platform for Phospha-Brook/Smiles Embedded Cascades was written by Cheibas, Cristina;Fincias, Nicolas;Casaretto, Nicolas;Garrec, Julian;El Kaim, Laurent. And the article was included in Angewandte Chemie, International Edition in 2022.Category: ethers-buliding-blocks The following contents are mentioned in the article:

The Passerini-Smiles reactions of α-ketophosphonates with nitrophenols has been used as a platform to observe complex cascades involving multiple Smiles transfers coupled with phospha-Brook rearrangement. When using 4-nitrophenols a rare 1,3-Truce-Smiles rearrangement is observed leading to diarylacetamide derivatives 2-Nitro-derivatives lead to a completely different reactivity pattern that may be explained by a nitro to nitroso conversion followed by a σ-π metathesis. All mechanistic assumptions are confirmed by DFT calculations performed on both families of adducts. The potential of this work has been further demonstrated by the use of N-aryl α-ketoamides as alternative starting materials for these cascades as well as the disclosure of new aza-Nazarov access to hydroxy-indolones. This study involved multiple reactions and reactants, such as 2-Methoxyethylamine (cas: 109-85-3Category: ethers-buliding-blocks).

2-Methoxyethylamine (cas: 109-85-3) belongs to ethers. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. Cyclic esters are called lactones, regardless of whether they are derived from an organic or inorganic acid. One example of an organic lactone is γ-valerolactone.Category: ethers-buliding-blocks

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

Hydroamination and Hydrophosphination of Isocyanates/Isothiocyanates under Catalyst-Free Conditions was written by Zhu, Xiancui;Xu, Mengchen;Sun, Jinrong;Guo, Dianjun;Zhang, Yiwei;Zhou, Shuangliu;Wang, Shaowu. And the article was included in European Journal of Organic Chemistry in 2021.Application In Synthesis of 2-Methoxyethylamine The following contents are mentioned in the article:

Sym. and unsym. N,N’-disubstituted as well as trisubstituted ureas/thioureas R¹NHC(X)N(R²)R³ (R¹ = Ph, t-Bu, cyclohexyl, etc.; R² = Ph, t-Bu, furan-2-ylmethyl, etc.; R³ = H, Me; R²R³ = morpholin-4-yl, piperidin-1-yl; X = O, S) by the hydroamination of isocyanates/isothiocyanates R¹N=C=X, and various phosphathioureas R¹NHC(S)PPh₂ by the hydrophosphination of isothiocyanates R¹N=C=S have been synthesized in good to excellent yields under catalyst-free and mild conditions. This protocol is also applicable for the efficient synthesis of chiral ureas/thioureas e.g., (S)-1-(1-phenylethyl)-3-(p-tolyl)urea and common herbicides, such as fenuron and monuron. This study involved multiple reactions and reactants, such as 2-Methoxyethylamine (cas: 109-85-3Application In Synthesis of 2-Methoxyethylamine).

2-Methoxyethylamine (cas: 109-85-3) belongs to ethers. Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids. Esters are responsible for the aroma of many fruits. Esters contain a carbonyl center, which gives rise to 120° C–C–O and O–C–O angles. Unlike amides, esters are structurally flexible functional groups because rotation about the C–O–C bonds has a low barrier. 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. Application In Synthesis of 2-Methoxyethylamine

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

1,8-Naphthalimide derivatives as probes for protein surface hydrophobicity was written by Betancourt, Frank;Valente, Alyssa;Yan, Hongbin. And the article was included in Journal of Photochemistry and Photobiology, A: Chemistry in 2021.Safety of 2-Methoxyethylamine The following contents are mentioned in the article:

Four 4-aryl-N-methoxyethyl-1,8-naphthalimide derivatives were synthesized and evaluated for their fluorescent properties. All four compounds, 4-(p-methoxy)- 3a, 4-(p-amino)- 3b, 4-(p-dimethylamino)- 3c, and 4-(p-acetamido)- 3d are highly fluorescent in chloroform, but their fluorescence intensity is drastically decreased in polar solvents such as DMSO and methanol. Derivative 3c, in particular, showed a 699-fold fluorescence quenching in methanol, as compared in chloroform at 10 μM dye concentration Furthermore, dilution of DMSO solutions of probes 3a, 3b and 3d with water led to drastic decrease in fluorescence intensity, and virtually complete fluorescence quenching in the case of 3d. In aqueous solutions containing 3a or 3b, the presence of bovine serum albumin led to 80- and 50-fold increases in fluorescence intensity, resp. This study involved multiple reactions and reactants, such as 2-Methoxyethylamine (cas: 109-85-3Safety of 2-Methoxyethylamine).

2-Methoxyethylamine (cas: 109-85-3) belongs to ethers. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. Acyl chlorides and acid anhydrides alcoholysis is another way to produce esters. Acyl chlorides and acid anhydrides react with alcohols to produce esters. Anydrous conditions are recommended since both acyl chlorides and acid anhydrides react with water.Safety of 2-Methoxyethylamine

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

Selective Reduction of Secondary Amides to Imines Catalysed by Schwartz’s Reagent was written by Donnelly, Liam J.;Berthet, Jean-Claude;Cantat, Thibault. And the article was included in Angewandte Chemie, International Edition in 2022.Quality Control of 2-Methoxyethylamine The following contents are mentioned in the article:

The partial reduction of amides was a challenging transformation that must overcome the intrinsic stability of the amide bond and exhibit high chemoselective control to avoid overredn. to amine products. To address this challenge,a zirconium-catalyzed imines by the reductive deoxygenation of secondary amides were synthesized. This reaction exploits the excellent chemoselectivity of Schwartz’s reagent (Cp₂Zr(H)Cl) and utilizes (EtO)₃SiH as a mild stoichiometric reductant to enable catalyst turnover. The reaction generally proceeds with high yields (19 examples, 51 to 95% yield) and tolerates a variety of functional groups (alkene, ester, nitro, etc.). Stoichiometric mechanistic investigations suggest the regeneration of the active [Zr]-H catalyst was achieved through the metathesis of Si-H and Zr-OR σ-bonds. This study involved multiple reactions and reactants, such as 2-Methoxyethylamine (cas: 109-85-3Quality Control of 2-Methoxyethylamine).

2-Methoxyethylamine (cas: 109-85-3) belongs to ethers. Esters typically have a pleasant smell; those of low molecular weight are commonly used as fragrances and are found in essential oils and pheromones. Esters are more polar than ethers but less polar than alcohols. They participate in hydrogen bonds as hydrogen-bond acceptors, but cannot act as hydrogen-bond donors, unlike their parent alcohols. This ability to participate in hydrogen bonding confers some water-solubility.Quality Control of 2-Methoxyethylamine

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

Intramolecular dehydrogenative amination of alkenes via dual organic photoredox and cobalt catalysis without a hydrogen acceptor was written by Yu, Wan-Lei;Ren, Zi-Gang;Ma, Wei;Zheng, Haixue;Wu, Wangsuo;Xu, Peng-Fei. And the article was included in Green Chemistry in 2022.Quality Control of 2-Methoxyethylamine The following contents are mentioned in the article:

A conceptually novel oxidant-free dehydrogenative amination of alkenes I (Ar = Ph, 4-Me-ph, naphthalen-1-yl, etc.; R¹ = H, Me, Ph, Et, etc.; R² = H, Me, Et; R¹R² = cyclohexyl, 1-[(tert-butoxy)(oxo)methane]piperidin-4-yl, cyclopentyl, etc.; X = CH₂, O, N, S) through a synergistic photoredox and cobalt catalysis with H₂ evolution has been achieved. With this approach, a wide range of five-membered N-heterocycles II and III (R³ = Ph, 2,4,6-trimethylphenyl, 2-phenylethyl, etc.) was synthesized with excellent atom-economy. The green system will address the challenges that are sensitive to traditionally oxidative conditions. Furthermore, the scope and mechanistic details of the method are discussed. This study involved multiple reactions and reactants, such as 2-Methoxyethylamine (cas: 109-85-3Quality Control of 2-Methoxyethylamine).

2-Methoxyethylamine (cas: 109-85-3) belongs to ethers. Volatile esters with characteristic odours are used in synthetic flavours, perfumes, and cosmetics. Certain volatile esters are used as solvents for lacquers, paints, and varnishes. Esters contain a carbonyl center, which gives rise to 120° C–C–O and O–C–O angles. Unlike amides, esters are structurally flexible functional groups because rotation about the C–O–C bonds has a low barrier. 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. Quality Control of 2-Methoxyethylamine

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