Ethers-buliding-blocks

I. Discovery of a novel series of CXCR3 antagonists. Multiparametric optimization of N,N-disubstituted benzylamines was written by Bata, Imre;Tomoskozi, Zsuzsanna;Buzder-Lantos, Peter;Vasas, Attila;Szeleczky, Gabor;Batori, Sandor;Barta-Bodor, Veronika;Balazs, Laszlo;Ferenczy, Gyorgy G.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2016.Formula: C8H8O3 This article mentions the following:

N,N-Disubstituted benzylamine derivatives have been identified as CXCR3 antagonists. Compounds were optimized to improve affinity and selectivity, to increase metabolic stability in human and mouse liver microsomes, to increase Caco-2 permeability. Optimization was supported by monitoring physico-chem. properties using both exptl. and computational means. Several compounds with double-digit nanomolar CXCR3 affinity, favorable selectivity, microsomal stability, Caco-2 permeability and human hepatocyte clearance have been identified. In the experiment, the researchers used many compounds, for example, 3-Hydroxy-5-methoxybenzaldehyde (cas: 57179-35-8Formula: C8H8O3).

3-Hydroxy-5-methoxybenzaldehyde (cas: 57179-35-8) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. But on the other hand, ethers undergo cleavage by reaction with acids. Electron-deficient reagents are also stabilized by ethers. For example, borane (BH3) is a useful reagent for making alcohols. Pure borane exists as its dimer, diborane (B2H6), a toxic gas that is inconvenient and hazardous to use. Borane forms stable complexes with ethers, however, and it is often supplied and used as its liquid complex with tetrahydrofuran (THF).Formula: C8H8O3

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

Synthesis and liquid-crystalline properties of novel compounds with 3-fluoro-4-cyanophenoxy group was written by Mei, Zhen-Hua;You, Ting-Ting;Bi, Sai. And the article was included in Asian Journal of Chemistry in 2009.COA of Formula: C9H10O4 This article mentions the following:

Facile and convenient synthesis of four series of novel compounds with 3-fluoro-4-cyanophenoxy group were performed by using 2-fluoro-4-hydroxyphenyl as intermediate. The structures of these compounds were characterized by means of elemental anal., IR, NMR (¹H NMR), and mass spectra (MS). One of these compounds was found to exhibit potential liquid-crystalline properties. In the experiment, the researchers used many compounds, for example, 2-(4-Methoxyphenoxy)acetic acid (cas: 1877-75-4COA of Formula: C9H10O4).

2-(4-Methoxyphenoxy)acetic acid (cas: 1877-75-4) belongs to ethers. Ether is less polar than esters, alcohols or amines because of the oxygen atom that is unable to participate in hydrogen bonding due to the presence of bulky alkyl groups on both sides of the oxygen atom. Ethers are good solvents partly because they are not very reactive. Most ethers can be cleaved, however, by hydrobromic acid (HBr) to give alkyl bromides or by hydroiodic acid (HI) to give alkyl iodides.COA of Formula: C9H10O4

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

Use of parallel-synthesis combinatorial libraries for rapid identification of potent FKBP12 inhibitors was written by Choi, Chi;Li, Jia-He;Vaal, Mark;Thomas, Christine;Limburg, David;Wu, Yong-Qian;Chen, Yi;Soni, Raj;Scott, Chad;Ross, Douglas T.;Guo, Hong;Howorth, Pamela;Valentine, Heather;Liang, Shi;Spicer, Dawn;Fuller, Mike;Steiner, Joseph;Hamilton, Gregory S.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2002.Recommanded Product: 3929-47-3 This article mentions the following:

Using simple, inexpensive equipment, we have used solution-phase parallel synthesis to rapidly prepare hundreds of sulfonamide- and urea-containing FKBP inhibitors, resulting in rapid identification of extremely potent compounds in these series. In the experiment, the researchers used many compounds, for example, 3-(3,4-Dimethoxyphenyl)propan-1-ol (cas: 3929-47-3Recommanded Product: 3929-47-3).

3-(3,4-Dimethoxyphenyl)propan-1-ol (cas: 3929-47-3) belongs to ethers. Ether is less polar than esters, alcohols or amines because of the oxygen atom that is unable to participate in hydrogen bonding due to the presence of bulky alkyl groups on both sides of the oxygen atom. Ethers feature bent C–O–C linkages. In dimethyl ether, the bond angle is 111° and C–O distances are 141 pm. The barrier to rotation about the C–O bonds is low. The bonding of oxygen in ethers, alcohols, and water is similar. In the language of valence bond theory, the hybridization at oxygen is sp3.Recommanded Product: 3929-47-3

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

Synthesis, Characterization, Hydrolytic Degradation and Mathematical Modeling of Poly[bis(2(2-methoxyethoxyethoxy diethylamino)phosphazene] was written by Amin, Abid M.;Intisar, Azeem;Hussain, Habib;Ali, Zulfiqar;Naz, Asma;Hussain, Shabbir;Shahzady, Tanzeela G.;Waqas, Muhammad. And the article was included in Arabian Journal for Science and Engineering in 2020.Safety of 2-(2-Methoxyethoxy)ethanol This article mentions the following:

The use of polymer-based polyphosphazene is increasing in biomedical industry due to their degradable nature, and their specific role can further be tailored by substituting the chloro groups in the linear precursor with suitable nucleophiles. In this study, we aimed to synthesize a novel degradable polymer based on polyphosphazene by derivatizing the linear poly(dichlorophosphazene) precursor with di-Et amine and 2-(2-methoxyethoxy)ethanol. The structure of the synthesized polymer, poly[bis(2(2-methoxyethoxyethoxy diethylamino))phosphazene] (PMEEDEAP) was elucidated with ¹H NMR and ³¹P NMR. The molar mass distribution and mol. weight of the synthesized polymers were assessed by employing GPC. The hydrolytic degradation, in vitro, of the polymer was carried out in phosphate-buffered saline (PBS) with pH âˆ?7.0 and at 37°C. The polymer showed a weight loss of 95% in 5 wk. Current studies showed that the synthesized degradable polymer may further be subjected to in vivo studies and employed as a potential candidate for biomedical applications, i.e., controlled-drug delivery and tissue engineering. In addition, the exptl. data were analyzed by graphical and statistical methods, and it was found that the weight loss of PMEEDEAP is linear function of time, i.e., w_t = – 1 x 10^-3t_hr + 1.068. The value of the coefficient of determination (R²) is found to be 0.978, which indicates that the workability of the model is good. In the experiment, the researchers used many compounds, for example, 2-(2-Methoxyethoxy)ethanol (cas: 111-77-3Safety of 2-(2-Methoxyethoxy)ethanol).

2-(2-Methoxyethoxy)ethanol (cas: 111-77-3) belongs to ethers. Ether is less polar than esters, alcohols or amines because of the oxygen atom that is unable to participate in hydrogen bonding due to the presence of bulky alkyl groups on both sides of the oxygen atom. But ether is more polar than alkenes. Autoxidation is the spontaneous oxidation of a compound in air. In the presence of oxygen, ethers slowly autoxidize to form hydroperoxides and dialkyl peroxides. If concentrated or heated, these peroxides may explode. To prevent such explosions, ethers should be obtained in small quantities, kept in tightly sealed containers, and used promptly.Safety of 2-(2-Methoxyethoxy)ethanol

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

Palladium-Catalyzed Semihydrogenation of Alkynes with EtOH: Highly Stereoselective Synthesis of E – and Z -Alkenes was written by Wang, Chengniu;Dong, Jin;Li, Tingting;Zhao, Xi;Xu, Dawei. And the article was included in Synthesis in 2022.Computed Properties of C18H18O This article mentions the following:

A palladium-catalyzed semihydrogenation of alkynes to E- and Z-alkenes R¹CH=CHR² [R¹ = Ph, 4-MeC₆H₄, 4-FC₆H₄, etc.; R² = Ph, 2-ClC₆H₄, 3-pyridyl, etc.; stereo = E, Z] employing EtOH as the hydrogenating agent was reported. The selectivity of the reaction system was effectively controlled by ligand/additive and solvent regulation. The use of sodium acetate/triethanolamine, THF and (1R,2R)-bis[(2-methoxyphenyl)phenylphosphino]ethane [( R,R)-DIPAMP] in CH₃CN was critical for the stereoselective semihydrogenation of alkynes. The general applicability of this procedure was highlighted by the synthesis of more than alkenes, in good yields with high stereoselectivities. In the experiment, the researchers used many compounds, for example, 1-Methoxy-4-((4-propylphenyl)ethynyl)benzene (cas: 39969-26-1Computed Properties of C18H18O).

1-Methoxy-4-((4-propylphenyl)ethynyl)benzene (cas: 39969-26-1) belongs to ethers. Ethers are good solvents partly because they are not very reactive. Most ethers can be cleaved, however, by hydrobromic acid (HBr) to give alkyl bromides or by hydroiodic acid (HI) to give alkyl iodides. Electron-deficient reagents are also stabilized by ethers. For example, borane (BH3) is a useful reagent for making alcohols. Pure borane exists as its dimer, diborane (B2H6), a toxic gas that is inconvenient and hazardous to use. Borane forms stable complexes with ethers, however, and it is often supplied and used as its liquid complex with tetrahydrofuran (THF).Computed Properties of C18H18O

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

A Simple Halogen-Free Magnesium Electrolyte for Reversible Magnesium Deposition through Cosolvent Assistance was written by Fan, Shengqi;Asselin, Genevieve M.;Pan, Baofei;Wang, Hao;Ren, Yang;Vaughey, John T.;Sa, Niya. And the article was included in ACS Applied Materials & Interfaces in 2020.Related Products of 112-49-2 This article mentions the following:

Rechargeable Mg batteries are one of the most investigated polyvalent-metal storage batteries owing to the increased safety associated with the nondendritic nature of Mg electrodeposition, high volumetric capacity, and low cost. To realize the com. applications of Mg batteries, there are still a number of challenges remaining unsolved, in particular, the lack of halogen-free Mg electrolytes, as the use of the halogens remains a major limiting factor to achieving high voltage cathodes. Work presented here introduces an innovative approach to prepare a halogen-free Mg-based electrolyte in a simple, nonsynthetic method that can plate and strip Mg reversibly. Results suggest that by introducing a secondary amine cosolvent the magnesium bis(trifluoromethanesulfonyl)imide (Mg(TFSI)₂) salt can be easily dissolved into a wide array of polar but aprotic ether solvents. A systematic structural investigation of a representative Mg(TFSI)₂ electrolyte in the cosolvent systems with the secondary amine was performed using pair distribution function (PDF) anal., single crystal diffraction anal., and NMR. The exptl. at. scale understanding reveals an ion pair structure of Mg²⁺ coordinated with six oxygen donors from the bis(trifluoromethanesulfonyl)imide (TFSI) anions and the THF solvent located in the first solvation shell. The as-formed neutral ion pair structure acts as the active component for reversible Mg deposition. We believe this new route of preparing Mg electrolytes can extend the current understanding of Mg electrolyte functionality for rechargeable Mg batteries and offers more guidance for the future electrolyte design. In the experiment, the researchers used many compounds, for example, 2,5,8,11-Tetraoxadodecane (cas: 112-49-2Related Products of 112-49-2).

2,5,8,11-Tetraoxadodecane (cas: 112-49-2) belongs to ethers. Ethers are good solvents partly because they are not very reactive. Most ethers can be cleaved, however, by hydrobromic acid (HBr) to give alkyl bromides or by hydroiodic acid (HI) to give alkyl iodides. The unique properties of ethers (i.e., that they are strongly polar, with nonbonding electron pairs but no hydroxyl group) enhance the formation and use of many reagents. For example, Grignard reagents cannot form unless an ether is present to share its lone pair of electrons with the magnesium atom. Complexation of the magnesium atom stabilizes the Grignard reagent and helps to keep it in solution.Related Products of 112-49-2

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

Synthesis of 2-aryloxyacetylamido-5-aryloxymethyl-1,3,4-thiadiazoles under solid-liquid phase transfer catalysis was written by Wang, Xicun;Li, Zheng;Ji, Dong;Da, Yuxia. And the article was included in Synthetic Communications in 2002.Application of 1877-75-4 This article mentions the following:

2-Aryloxyacetylamido-5-aryloxymethyl-1,3,4-thiadiazoles were synthesized by the reaction of aryloxyacetic acids with phenylsulfonyl chloride and 2-amino-5-aryloxymethyl-1,3,4-thiadiazoles under solid-liquid phase transfer catalysis. In the experiment, the researchers used many compounds, for example, 2-(4-Methoxyphenoxy)acetic acid (cas: 1877-75-4Application of 1877-75-4).

2-(4-Methoxyphenoxy)acetic acid (cas: 1877-75-4) belongs to ethers. Relative to alcohols, ethers are generally less dense, are less soluble in water, and have lower boiling points. They are relatively unreactive. Ethers feature bent C–O–C linkages. In dimethyl ether, the bond angle is 111° and C–O distances are 141 pm. The barrier to rotation about the C–O bonds is low. The bonding of oxygen in ethers, alcohols, and water is similar. In the language of valence bond theory, the hybridization at oxygen is sp3.Application of 1877-75-4

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

Facile synthesis of 3,5-diaryl-1,2,4-triazoles via copper-catalyzed domino nucleophilic substitution/oxidative cyclization using amidines or imidates as substrates was written by Sudheendran, Kavitha;Schmidt, Dietmar;Frey, Wolfgang;Conrad, Juergen;Beifuss, Uwe. And the article was included in Tetrahedron in 2014.Recommanded Product: 3,4-Dimethoxybenzimidamide hydrochloride This article mentions the following:

Two methods for the synthesis of 3,5-diaryl-1,2,4-triazoles, both domino reactions, are reported. The first procedure, the Cu(OTf)₂-catalyzed reaction between two amidines using NaHCO₃ as a base, 1,10-phenanthroline as an additive and K₃[Fe(CN)₆]/atm. oxygen as the oxidant, delivers 3,5-diaryl-1,2,4-triazoles with yields up to 68%. The second procedure for the synthesis of 3,5-diaryl-1,2,4-triazoles with yields up to 64% rests on the Cu(OTf)₂-catalyzed reaction between two imidates and ammonium carbonate. This method features the formation of three bonds in a single synthetic step. In the experiment, the researchers used many compounds, for example, 3,4-Dimethoxybenzimidamide hydrochloride (cas: 51488-33-6Recommanded Product: 3,4-Dimethoxybenzimidamide hydrochloride).

3,4-Dimethoxybenzimidamide hydrochloride (cas: 51488-33-6) belongs to ethers. Ethers are good solvents partly because they are not very reactive. Most ethers can be cleaved, however, by hydrobromic acid (HBr) to give alkyl bromides or by hydroiodic acid (HI) to give alkyl iodides. Ethyl ether is an excellent solvent for extractions and for a wide variety of chemical reactions. It is also used as a volatile starting fluid for diesel engines and gasoline engines in cold weather. Dimethyl ether is used as a spray propellant and refrigerant. Methyl t-butyl ether (MTBE) is a gasoline additive that boosts the octane number and reduces the amount of nitrogen-oxide pollutants in the exhaust. The ethers of ethylene glycol are used as solvents and plasticizers.Recommanded Product: 3,4-Dimethoxybenzimidamide hydrochloride

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

Synthesis of a cellulose dissolving liquid zwitterion from general and low-cost reagents was written by Sharma, Gyanendra;Kato, Yui;Hachisu, Ayumi;Ishibashi, Kojiro;Ninomiya, Kazuaki;Takahashi, Kenji;Hirata, Eishu;Kuroda, Kosuke. And the article was included in Cellulose (Dordrecht, Netherlands) in 2022.Safety of 2-(2-Methoxyethoxy)ethanol This article mentions the following:

A carboxylate-type liquid zwitterion, OE₂imC₃C, has been recently reported as a unique solvent as a class of ionic liquids with distinctive properties and functions such as cellulose dissolution ability and low toxicity to fermentative microoganisms. Therefore, OE₂imC₃C first enabled successive conversion of biomass to bioethanol in the same reaction pot. However, the reagent, 1-bromo-2-(2-methoxyethoxy)ethane, used for OE₂imC₃C synthesis is expensive and sometimes out of production and thus prevents its industrialization. Here we synthesized OE₂imC₃C from general and low-cost reagents. We also confirmed that the present OE₂imC₃C maintained the distinctive properties and functions because previous literature indicates synthetic procedures affect the properties. The low toxicity and cellulose dissolution ability of the OE₂imC₃C synthesized in this study were equivalent to those of conventional OE₂imC₃C. In addition, OE₂imC₃C is known to have ability to cryopreserve mammalian cells and the OE₂imC₃C synthesized in this study exhibited the ability. In the experiment, the researchers used many compounds, for example, 2-(2-Methoxyethoxy)ethanol (cas: 111-77-3Safety of 2-(2-Methoxyethoxy)ethanol).

2-(2-Methoxyethoxy)ethanol (cas: 111-77-3) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. Ethers are good solvents partly because they are not very reactive. Most ethers can be cleaved, however, by hydrobromic acid (HBr) to give alkyl bromides or by hydroiodic acid (HI) to give alkyl iodides.Safety of 2-(2-Methoxyethoxy)ethanol

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

Ruthenium-Catalyzed Oxidative Annulation and Hydroarylation of Chromene-3-carboxamides with Alkynes via Double C-H Functionalization was written by Tulichala, R. N. Prasad;Shankar, Mallepalli;Swamy, K. C. Kumara. And the article was included in Journal of Organic Chemistry in 2017.Computed Properties of C6H10O2 This article mentions the following:

Ruthenium-catalyzed oxidative annulation of 2H-chromene-3-carboxamides with alkynes has been achieved by using the directing group nature of amide in the presence of Cu(OAc)₂·H₂O as an oxidant and AgNTf₂ as an additive. This reaction offers a broad substrate scope, and both sym. and unsym. alkynes can be harnessed. High regioselectivity was achieved in the case of unsym. alkynes. In addition, the authors have also accomplished double C-H activation by employing an excess of alkyne, where both annulation and hydroarylation took place regio- and stereoselectively in one pot, with the catalyst playing a dual role. While the first C-H functionalization could involve Ru-N covalent bond, the second C-H functionalization most likely involves Ru-O coordinate bond. The structures of key products, e.g., I, are confirmed by x-ray crystallog. In the experiment, the researchers used many compounds, for example, 1,4-Dimethoxy-2-butyne (cas: 16356-02-8Computed Properties of C6H10O2).

1,4-Dimethoxy-2-butyne (cas: 16356-02-8) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. But on the other hand, ethers undergo cleavage by reaction with acids. The unique properties of ethers (i.e., that they are strongly polar, with nonbonding electron pairs but no hydroxyl group) enhance the formation and use of many reagents. For example, Grignard reagents cannot form unless an ether is present to share its lone pair of electrons with the magnesium atom. Complexation of the magnesium atom stabilizes the Grignard reagent and helps to keep it in solution.Computed Properties of C6H10O2

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