Ethers-buliding-blocks

Synthesis and biological evaluation of indoles was written by Subba Rami Reddy, S. R.;Suryanarayana Rao, V.;Subba Narayana, Kanchana. And the article was included in Pharma Chemica in 2015.Related Products of 5367-32-8 This article mentions the following:

Objective of this research was to synthesize and characterize indole derivatives Indole nucleus has antimicrobial activities. Different kind of indole ring derivatives were synthesized such as 3-((E)-2-nitrovinyl)-1H-indole, 2-(1H-indol-3-yl)ethanamine, N-(2-(1H-indol-3-yl)ethyl)benzamide, Me 2-(3-(2-(benzamido)ethyl)-1H-indol-1-yl)acetate, 2-(3-(2-(benzamido)ethyl)-1H-indol-1-yl)acetic acid, N-(2-(1-((2,3-dihydro-1H-inden-5-yl-carbamoyl)methyl)-1H-indol-3-yl)ethyl)benzamide, e.g., I [R = 4-indanyl, 5-indanyl]. Antifungal activity of compounds I [R = 4-indanyl, 5-indanyl] were also studied. In the experiment, the researchers used many compounds, for example, 3-Methyl-4-nitroanisole (cas: 5367-32-8Related Products of 5367-32-8).

3-Methyl-4-nitroanisole (cas: 5367-32-8) 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. 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.Related Products of 5367-32-8

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

Synthesis and bioactivity of erythromycin derivatives was written by Chen, Mingwei;Muri, Estela M. F.;Jacob, Melissa;Williamson, John S.. And the article was included in Medicinal Chemistry Research in 2003.Recommanded Product: 1,1-Diisopropoxycyclohexane This article mentions the following:

A small series of semisynthetic 6-O-alkylated erythromycin derivatives were synthesized and evaluated for their antimicrobial activity. A dichlorobenzenyl 6-O-allyl erythromycin derivative (I) was found to be active against Cryptococcus neoformans (IC₅₀ 5.0 μg/mL), Staphylococcus aureus (IC₅₀ 5.0 μg/mL), and methicillin-resistant S. aureus (IC₅₀ 5.0 μg/mL). In the experiment, the researchers used many compounds, for example, 1,1-Diisopropoxycyclohexane (cas: 1132-95-2Recommanded Product: 1,1-Diisopropoxycyclohexane).

1,1-Diisopropoxycyclohexane (cas: 1132-95-2) 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. At room temperature, ethers are pleasant-smelling colourless liquids. Relative to alcohols, ethers are generally less dense, are less soluble in water, and have lower boiling points. They are relatively unreactive, and as a result they are useful as solvents for fats, oils, waxes, perfumes, resins, dyes, gums, and hydrocarbons. Vapours of certain ethers are used as insecticides, miticides, and fumigants for soil.Recommanded Product: 1,1-Diisopropoxycyclohexane

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

Expanded Helicenes: A General Synthetic Strategy and Remarkable Supramolecular and Solid-State Behavior was written by Kiel, Gavin R.;Patel, Sajan C.;Smith, Patrick W.;Levine, Daniel S.;Tilley, T. Don. And the article was included in Journal of the American Chemical Society in 2017.Safety of 1,4-Dimethoxy-2-butyne This article mentions the following:

A divergent synthetic strategy allowed access to several members of a new class of helicenes, the “expanded helicenes”, which are composed of alternating linearly and angularly fused rings. The strategy is based on a three-fold, partially intermol. [2+2+n] (n = 1 or 2) cycloaddition with substrates containing three diyne units. Investigation of aggregation behavior, both in solution and in the solid state, revealed that one of these compounds forms an unusual homochiral, π-stacked dimer via an equilibrium that is slow on the NMR time scale. The versatility of the method was harnessed to access a selenophene-annulated expanded helicene that, in contrast to its benzannulated analog, exhibits long-range π-stacking in the solid state. The new helicenes possess low racemization barriers, as demonstrated by dynamic ¹H NMR spectroscopy. In the experiment, the researchers used many compounds, for example, 1,4-Dimethoxy-2-butyne (cas: 16356-02-8Safety of 1,4-Dimethoxy-2-butyne).

1,4-Dimethoxy-2-butyne (cas: 16356-02-8) belongs to ethers. The oxygen atom in ethers are more electronegative than carbon, thus the hydrogens which are alpha to the ethers are more acidic than the simple hydrocarbons. Ethers can form hydrogen bonds with other molecules (alcohols, amines, etc.) that have O―H or N―H bonds. The ability to form hydrogen bonds with other compounds makes ethers particularly good solvents for a wide variety of organic compounds and a surprisingly large number of inorganic compounds.Safety of 1,4-Dimethoxy-2-butyne

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

Ab initio and density functional theoretical design and screening of model crown ether based ligand (host) for extraction of lithium metal ion (guest): effect of donor and electronic induction was written by Boda, Anil;Ali, Sk. Musharaf;Rao, Hanmanth;Ghosh, Sandip K.. And the article was included in Journal of Molecular Modeling in 2012.Application In Synthesis of 1,4,7,10-Tetraoxa-13-azacyclopentadecane This article mentions the following:

The structures, energetic and thermodn. parameters of model crown ethers with different donor, cavity and electron donating/ withdrawing functional group were determined with ab initio MP2 and d. functional theory in gas and solvent phase. The calculated values of binding energy/enthalpy for lithium ion complexation are marginally higher for hard donor based aza and oxa crown compared to soft donor based thia and phospha crown. The calculated values of binding enthalpy for lithium metal ion with 12C4 at MP2 level of theory is in good agreement with the available exptl. result. The binding energy is altered due to the inductive effect imparted by the electron donating/ withdrawing group in crown ether, which is well correlated with the values of electron transfer. The role of entropy for extraction of hydrated lithium ion by different donor and functional group based ligand was demonstrated. The HOMO-LUMO gap is decreased and dipole moment of the ligand is increased from gas phase to organic phase because of the dielec. constant of the solvent. The gas phase binding energy is reduced in solvent phase as the solvent mols. weaken the metal-ligand binding. The theor. values of extraction energy for LiCl salt from aqueous solution in different organic solvent is validated by the exptl. trend. The study presented here should contribute to the design of model host ligand and screening of solvent for metal ion recognition and thus can contribute in planning the experiments In the experiment, the researchers used many compounds, for example, 1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3Application In Synthesis of 1,4,7,10-Tetraoxa-13-azacyclopentadecane).

1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3) belongs to ethers. The oxygen atom in ethers are more electronegative than carbon, thus the hydrogens which are alpha to the ethers are more acidic than the simple hydrocarbons. At room temperature, ethers are pleasant-smelling colourless liquids. Relative to alcohols, ethers are generally less dense, are less soluble in water, and have lower boiling points. They are relatively unreactive, and as a result they are useful as solvents for fats, oils, waxes, perfumes, resins, dyes, gums, and hydrocarbons. Vapours of certain ethers are used as insecticides, miticides, and fumigants for soil.Application In Synthesis of 1,4,7,10-Tetraoxa-13-azacyclopentadecane

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

Catalytic Redox Chain Ring Opening of Lactones with Quinones To Synthesize Quinone-Containing Carboxylic Acids was written by Xu, Xiao-Long;Li, Zhi. And the article was included in Organic Letters in 2019.Product Details of 605-94-7 This article mentions the following:

Catalytic ring opening of five- to eight-membered lactones with quinones is achieved through a redox chain mechanism. With low loading of a simple metal triflate Lewis acid catalyst and a chain initiator, C-H bonds of many quinones were efficiently functionalized with carboxylic acid-containing side chains. This method also features 100% atom economy and wide substrate scope. A novel route to the anti-asthma drug Seratrodast was developed. Mechanism study suggests that the redox chain reaction likely undergoes a carbocation intermediate. In the experiment, the researchers used many compounds, for example, 2,3-Dimethoxy-5-methylcyclohexa-2,5-diene-1,4-dione (cas: 605-94-7Product Details of 605-94-7).

2,3-Dimethoxy-5-methylcyclohexa-2,5-diene-1,4-dione (cas: 605-94-7) 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. At room temperature, ethers are pleasant-smelling colourless liquids. Relative to alcohols, ethers are generally less dense, are less soluble in water, and have lower boiling points. They are relatively unreactive, and as a result they are useful as solvents for fats, oils, waxes, perfumes, resins, dyes, gums, and hydrocarbons. Vapours of certain ethers are used as insecticides, miticides, and fumigants for soil.Product Details of 605-94-7

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

C-5-Disubstituted Barbiturates as Potential Molecular Probes for Noninvasive Matrix Metalloproteinase Imaging was written by Breyholz, Hans-Joerg;Schaefers, Michael;Wagner, Stefan;Hoeltke, Carsten;Faust, Andreas;Rabeneck, Helmut;Levkau, Bodo;Schober, Otmar;Kopka, Klaus. And the article was included in Journal of Medicinal Chemistry in 2005.Application In Synthesis of 1-(4-(4-Methoxyphenoxy)phenyl)ethanone This article mentions the following:

Studies have demonstrated a pos. correlation between inflammation, metastasis, or atherosclerosis and the unbalanced or culminated expression of matrix metalloproteinases (MMPs). The mol. imaging of locally upregulated MMP activity in vivo is a clin. challenge. Actually, radioligands based on nonpeptidyl MMP inhibitors (MMPIs) are currently in development as putative radiopharmaceutical agents for the noninvasive in vivo assessment of activated MMPs. Nonpeptidyl MMPIs bind to the zinc active site of the activated enzyme via mono- (e.g. carboxylate) or bidentate (e.g. hydroxamate) complexation thereby exhibiting a broad-spectrum MMP binding potency. Thus, these mentioned endopeptidase inhibitors should be useable lead compounds for the redevelopment as diagnostic MMPI radiotracers. Recently, the non-hydroxamate C-5-disubstituted pyrimidine-2,4,6-triones were disclosed as subgroup-selective MMP inhibitors. We here describe a set of fine-tuned barbiturates as a new class of MMPI radiotracers for the noninvasive in vivo visualization of activated MMPs using scintigraphic techniques such as SPECT or PET. In the experiment, the researchers used many compounds, for example, 1-(4-(4-Methoxyphenoxy)phenyl)ethanone (cas: 54916-28-8Application In Synthesis of 1-(4-(4-Methoxyphenoxy)phenyl)ethanone).

1-(4-(4-Methoxyphenoxy)phenyl)ethanone (cas: 54916-28-8) belongs to ethers. The oxygen atom in ethers are more electronegative than carbon, thus the hydrogens which are alpha to the ethers are more acidic than the simple hydrocarbons. 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.Application In Synthesis of 1-(4-(4-Methoxyphenoxy)phenyl)ethanone

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

High-voltage metal-free disproportionation flow batteries based on 9,10-diphenylanthracene was written by Saraidaridis, James D.;Suttil, James A.;Monroe, Charles W.. And the article was included in Journal of the Electrochemical Society in 2020.Synthetic Route of C5H12O3 This article mentions the following:

Several metal-free, nonaqueous, disproportionation redox-flow-battery chemistries based on electrochem. active organic mols. are presented. The electrochem. of 9,10-diphenylanthracene (DPA), a polycyclic aromatic compound, involves two reversible redox couples separated by more than 3 V, which are associated with electrochem. disproportionation of the neutral mol. Nonaqueous solvents are investigated with the dual aims of realizing this high voltage in a battery cell and maximizing active-species solubility Functionalized DPA analogs are synthesized and shown to exhibit electrochem. responses similar to pristine DPA; appending diethyleneglycoxy esters on each Ph group to form DdPA (9,10-Bis(4-(2-(2-methoxyethoxy)ethoxy)carbonyl-phenyl)anthracene) improves solubility over DPA by a factor of 20 in acetonitrile and 5 in dimethoxyethane. The 0.21 M maximum concentration of DdPA in dimethoxyethane suggests an energy d. of 8 Wh l^-1, which begins to approach the energy d. of state-of-the-art aqueous RFBs. Charge/discharge of a stagnant one-dimensional cell delivers the highest cell voltages from an organic single-active-species RFB chem. yet reported. Energy and power efficiencies for DPA in dimethoxyethane and DdPA in acetonitrile are similar to nonaqueous vanadium acetylacetonate in cells of similar construction. In the experiment, the researchers used many compounds, for example, 2-(2-Methoxyethoxy)ethanol (cas: 111-77-3Synthetic Route of C5H12O3).

2-(2-Methoxyethoxy)ethanol (cas: 111-77-3) 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.Synthetic Route of C5H12O3

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

^tBuO₂H/Cu(acac)₂-Mediated Intramolecular Oxidative Lactonization of o-Allyl Arylaldehydes: Synthesis of 1-Oxoisochromans was written by Chang, Meng-Yang;Lai, Kai-Xiang;Chen, Kuan-Ting. And the article was included in Synthesis in 2021.Safety of 3-Hydroxy-5-methoxybenzaldehyde This article mentions the following:

A concise route for tBuO₂H/Cu(acac)₂-mediated synthesis of 1-oxoisochromans such as I (R = H, Me; R¹ = CHO, H, Ac) is described. This includes: (i) oxidation of oxygenated o-allyl arylaldehydes 2-CH(R)CHCH₂-3-R²-4-R³-5-R⁴C₆H (R² = H, OMe, OBn, cyclopentyloxy, etc.; R³ = H, OMe; R⁴ = H, OMe) and (ii) sequential intramol. lactonization of the resulting olefin-containing benzoic acids. A plausible mechanism is proposed and discussed. In the experiment, the researchers used many compounds, for example, 3-Hydroxy-5-methoxybenzaldehyde (cas: 57179-35-8Safety of 3-Hydroxy-5-methoxybenzaldehyde).

3-Hydroxy-5-methoxybenzaldehyde (cas: 57179-35-8) 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. 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 3-Hydroxy-5-methoxybenzaldehyde

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

FeCl₃/PPh₃-catalyzed Sonogashira coupling reaction of aryl iodides with terminal alkynes was written by Sawant, Dinesh N.;Tambade, Pawan J.;Wagh, Yogesh S.;Bhanage, Bhalchandra M.. And the article was included in Tetrahedron Letters in 2010.SDS of cas: 75581-11-2 This article mentions the following:

Conditions for a FeCl₃/PPh₃-catalyzed and palladium-, copper-, amine free-Sonogashira coupling reaction of aryl halides with terminal alkynes are reported. The protocol was applicable to a wide variety of substituted aryl iodides and alkynes with different steric and electronic properties and gave excellent yields of the desired coupling products. In the experiment, the researchers used many compounds, for example, 4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2SDS of cas: 75581-11-2).

4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2) 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. 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).SDS of cas: 75581-11-2

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

Structure-activity relationship investigation for imidazopyrazole-3-carboxamide derivatives as novel selective inhibitors of Bruton’s tyrosine kinase was written by Zhang, Dandan;Xu, Guiqing;Zhao, Jie;Wang, Yue;Wu, Xiaofang;He, Xing;Li, Wei;Zhang, Shuting;Yang, Shouning;Ma, Chunhua;Jiang, Yuqin;Ding, Qingjie. And the article was included in European Journal of Medicinal Chemistry in 2021.Related Products of 54916-28-8 This article mentions the following:

BTK (Bruton’s tyrosine kinase) inhibitors are the most promising drugs for the treatment of hematol. tumors. A high selectivity of BTK inhibitors ensures reduced side effects from off-targeting. Accordingly, here, based on Zanubrutinib, we designed and synthesized a new range of I, II and III. as novel BTK inhibitors that retained the amide group for improved selectivity. These compounds revealed potent inhibitory activity against BTK in vitro. Remarkably, compounds I [R¹ = acryloyl, R² = R³ = H; m = 1, n = 2] (IC₅₀ 5.2 nM) and I [R¹ = but-2-ynoyl, R² = R³ = H; m = 1, n = 2] (IC₅₀ 4.9 nM) possessed the highest kinase selectivity. Both of these effectively inhibited the auto-phosphorylation of BTK, blocked the cell cycle in G0/G1 phase, and induced apoptosis in the TMD8 cells. In a TMD8 cells xenograft model, a twice-daily dose of compound I [R¹ = acryloyl, R² = R³ = H; m = 1, n = 2] at 25 mg/kg and a thrice-daily dose of compound I [R¹ = but-2-ynoyl, R² = R³ = H; m = 1, n = 2] at 15 mg/kg significantly suppressed the tumor growth without obvious toxicity. Collectively, I [R¹ = acryloyl, R² = R³ = H; m = 1, n = 2] and I [R¹ = but-2-ynoyl, R² = R³ = H; m = 1, n = 2] are the potential selective BTK inhibitors that can be developed further. In the experiment, the researchers used many compounds, for example, 1-(4-(4-Methoxyphenoxy)phenyl)ethanone (cas: 54916-28-8Related Products of 54916-28-8).

1-(4-(4-Methoxyphenoxy)phenyl)ethanone (cas: 54916-28-8) 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. 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.Related Products of 54916-28-8

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