October 2022 - Page 175 of 194 - Ethers-buliding-blocks

Chen, Yuan’s team published research in Asian Journal of Organic Chemistry in 2021-03-31 | 10541-78-3

Asian Journal of Organic Chemistry published new progress about Bond formation (C-Br, C-C, C=O). 10541-78-3 belongs to class ethers-buliding-blocks, and the molecular formula is C8H11NO, Product Details of C8H11NO.

Chen, Yuan; Lu, Fo-Yun; Li, Rui-Xue; Guan, Zhi; He, Yan-Hong published the artcile< Visible-light-mediated Synthesis of Bromo-containing Azaspirotrienediones from N-phenylpropynamides>, Product Details of C8H11NO, the main research area is bromo azaspirotrienedione preparation photochem green chem; phenylpropynamide tandem radical addition ipsocyclization oxidation photocatalyst.

A visible-light-mediated reaction of N-phenylpropynamides 2-R1-3-R2C6H3N(R3)C(=O)CCR4 (R1 = H, Me, OMe; R2 = H, Me, CF3, Cl, F, Br; R1R2 = -CH=CHCH=CH-; R3 = Me, Et, i-Pr, Bn; R4 = Ph, 3-MeOC6H4, 4-MeOC6H4, 4-MeC6H4, 4-CF3C6H4, 4-FC6H4, 4-ClC6H4, 4-BrC6H4) and 1-(3,4-dihydro-1(2H)-quinolinyl)-3-phenyl-2-propyn-1-one with di-Et 2,2-dibromomalonate for the synthesis of bromo-substituted azaspirotrienediones I and II has been developed. This method allows the formation of C-Br, C-C and C=O bonds in one pot via a cascade radical addition/ipso-cyclization/oxidation process. A possible radical mechanism involving single electron transfer and energy transfer processes is proposed based on control experiments, cyclic voltammetry determination and Stern-Volmer quenching experiments

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

Yang, Xiaoguang’s team published research in Bioorganic & Medicinal Chemistry Letters in 2020-12-01 | 6482-24-2

Bioorganic & Medicinal Chemistry Letters published new progress about Antitumor agents. 6482-24-2 belongs to class ethers-buliding-blocks, and the molecular formula is C3H7BrO, SDS of cas: 6482-24-2.

Yang, Xiaoguang; Hou, Zhuang; Wang, Dun; Mou, Yanhua; Guo, Chun published the artcile< Design, synthesis and biological evaluation of novel heptamethine cyanine dye-erlotinib conjugates as antitumor agents>, SDS of cas: 6482-24-2, the main research area is heptamethine cyanine dye erlotinib conjugate preparation EGFRTK lung cancer; EGFR-TK inhibitor; Heptamethine cyanine dye; Non-small cell lung cancer.

Epidermal growth factor receptor tyrosine kinase (EGFR-TK) has been proved as a target for the treatment of non-small cell lung cancer (NSCLC) with specific gene mutations. However, EGFR-TK inhibitors (EGFR-TKIs) need to enter cancer cells and then competitively interact with the active site of tyrosine kinase receptors to suppress the downstream signaling pathway to inhibit tumor proliferation. In this study, in order to improve the tumor cell targeting ability of EGFR-TKI, EGFR-TKI erlotinib was conjugated with the cancer cell-targeting heptamethine cyanine dyes to form seventeen novel erlotinib-dye conjugates. The efficiency of tumor targeting properties of conjugates against cancer cell growth and EGFR-TK inhibition was evaluated in vitro. The result revealed that most erlotinib-dye conjugates exhibited stronger inhibitory effect on A549, H460, H1299 and MDA-MB-231 cell lines than the parent drug erlotinib. Meanwhile, representative compounds exhibited weak cytotoxicity on human normal mammary epithelial MCF-10A cells. Moreover, the conjugate CE17 also showed ∼14-fold higher EGFR-TK inhibition activity (IC50 = 0.124 μM) than erlotinib (IC50 = 5.182 μM) in A549 cell line. Finally, mol. docking anal. verified that the erlotinib moiety of compound CE17 could form hydrogen bond with Met-769 and occupy active cavity of EGFR-TK. Therefore, we believed the integration strategy between heptamethine cyanine dyes and EGFR-TKI will contribute to enhancing the therapeutic effect of EGFR-TKI for NSCLC treatment.

Bioorganic & Medicinal Chemistry Letters published new progress about Antitumor agents. 6482-24-2 belongs to class ethers-buliding-blocks, and the molecular formula is C3H7BrO, SDS of cas: 6482-24-2.

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

Plaumann, H P’s team published research in Tetrahedron Letters in 1979-12-31 | 56724-03-9

Tetrahedron Letters published new progress about Aryl aldehydes Role: SPN (Synthetic Preparation), PREP (Preparation). 56724-03-9 belongs to class ethers-buliding-blocks, and the molecular formula is C9H10O2, Name: 3-Methoxy-2-methylbenzaldehyde.

Plaumann, H. P.; Keay, B. A.; Rodrigo, R. published the artcile< The regiospecific lithiation of aromatic acetals>, Name: 3-Methoxy-2-methylbenzaldehyde, the main research area is lithiation aromatic acetal regioselective; substituent effect lithiation aromatic acetal; deprotonation aromatic acetal substituent effect; benzaldehyde ortho substituted.

The reaction of 11 di-Me aromatic acetals with alkyllithiums are described. In compounds with substituents ortho to the acetal very little deprotonation occurred, whereas with no substituent present lithiation occurred readily. E.g., I (R = H, R1 = OMe) with Me3CLi (-23°), MeI, and acid gave 95% II, whereas no reaction occurred when I (R = OMe, R1 = H) was treated similarly. The reaction provides a facile entry to 2,3- and 2,3,4-substituted benzaldehydes.

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

Dix, Stefan’s team published research in Chemistry – A European Journal in 2019 | 52244-70-9

Chemistry – A European Journal published new progress about Aliphatic alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, Related Products of 52244-70-9.

Dix, Stefan; Jakob, Michael; Hopkinson, Matthew N. published the artcile< Deoxytrifluoromethylthiolation and Selenylation of Alcohols by Using Benzothiazolium Reagents>, Related Products of 52244-70-9, the main research area is trifluoromethylthio methylbenzothiazolium triflate aliphatic alc deoxytrifluoromethylthiolation; trifluoromethylselenyl methylbenzothiazolium triflate aliphatic alc deoxytrifluoromethylselenylation; alcohols; fluorine; reagent development; trifluoromethylselenyl group; trifluoromethylthio group.

Aliphatic compounds substituted with medicinally important trifluoromethylthio (SCF3) and trifluoromethylselenyl (SeCF3) groups were synthesized directly from alcs. by using the new benzothiazolium salts BT-SCF3 and BT-SeCF3. These bench-stable fluorine-containing reagents are facile to use and can be prepared in two steps from non-fluorinated heteroaromatic starting materials. To the best of our knowledge, these are the first reported examples in which the metal-free deoxytrifluoromethylthiolation process and similarly efficient trifluoromethylselenylation reactions proceeded under mild conditions using BT-SCF3 and BT-SeCF3 resp.

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

Shao, Chenwen’s team published research in Analytical Chemistry (Washington, DC, United States) in 2021 | CAS: 4637-24-5

N,N-Dimethylformamide Dimethyl Acetal(cas: 4637-24-5) belongs to anime. Amines characteristically form salts with acids; a hydrogen ion, H+, adds to the nitrogen. With the strong mineral acids (e.g., H2SO4, HNO3, and HCl), the reaction is vigorous. Salt formation is instantly reversed by strong bases such as NaOH. Neutral electrophiles (compounds attracted to regions of negative charge) also react with amines; alkyl halides (R′X) and analogous alkylating agents are important examples of electrophilic reagents.Application of 4637-24-5

Shao, Chenwen; Hedberg, Christian; Qian, Yong published an article in 2021. The article was titled 《In Vivo Imaging of the Macrophage Migration Inhibitory Factor in Liver Cancer with an Activity-Based Probe》, and you may find the article in Analytical Chemistry (Washington, DC, United States).Application of 4637-24-5 The information in the text is summarized as follows:

The macrophage migration inhibitory factor (MIF), a vital cytokine and biomarker, has been suggested to closely associate with the pathogenesis of liver cancer. However, a simple and effective approach for monitoring the change and distribution of cellular MIF is currently lacking and urgently needed, which could be helpful for a better understanding of its role in the progression of cancer. Herein, we report a novel activity-based probe, TPP2 (I), which allows for direct labeling and imaging of endogenous MIF activity within live cells, clin. tissues, and in vivo in a mouse model of liver cancer. With this probe, we have intuitively observed the dynamic change of intracellular MIF activity by both flow cytometry and confocal imaging. We further found that TPP2 permits the identification and distinguishing of liver cancer in vitro and in vivo with high sensitivity and selectivity toward MIF. Our observations indicate that TPP2 could provide a promising new imaging approach for elucidating the MIF-related biol. functions in liver cancer. In the experiment, the researchers used N,N-Dimethylformamide Dimethyl Acetal(cas: 4637-24-5Application of 4637-24-5)

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

Song, Zengqiang’s team published research in Chemical Communications (Cambridge, United Kingdom) in 2020 | CAS: 882-33-7

1,2-Diphenyldisulfane(cas: 882-33-7) belongs to ethers.Oxygen is more electronegative than carbon, thus the alpha hydrogens of ethers are more acidic than those of simple hydrocarbons. Computed Properties of C12H10S2 They are far less acidic than alpha hydrogens of carbonyl groups (such as in ketones or aldehydes), however.

Computed Properties of C12H10S2In 2020 ,《Metal-free regioselective C-H chalcogenylation of coumarins/(hetero)arenes at ambient temperature》 was published in Chemical Communications (Cambridge, United Kingdom). The article was written by Song, Zengqiang; Ding, Chaochao; Wang, Shaoli; Dai, Qian; Sheng, Yaoguang; Zheng, Zhilong; Liang, Guang. The article contains the following contents:

A novel, practical and metal-free approach for the regioselective selenation of coumarins I [R = H, OMe; R1 = Me, Ph, Br, etc.; R2 = H, Me, OMe, Cl, OAc; R3 = Me, F, Cl, etc.; R4 = H, Me; R2R3 = CH=CH-CH=CH, -(CH2)4-] employing (bis(trifluoroacetoxy)iodo)benzene (PIFA) at room temperature is presented. The developed method is suitable for a wide substrate scope and affords 3-selenyl coumarins II (R5 = Et, Ph, 2-methoxypyridin-3-yl, etc.) in good to excellent yields with high selectivity. A radical mechanism is proposed for this new transformation. Furthermore, the application of sulfenylation with coumarines I and selenation with other (hetero)arenes e.g.,1H-indazole in this transformation is successful. The results came from multiple reactions, including the reaction of 1,2-Diphenyldisulfane(cas: 882-33-7Computed Properties of C12H10S2)

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

Xin, Wang’s team published research in Zeitschrift fuer Kristallographie – New Crystal Structures in 2020 | CAS: 673-22-3

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.Safety of 2-Hydroxy-4-methoxybenzaldehyde

《The crystal structure of (5-chloro-2-hydroxy-N-(4-methoxy-2-oxidobenzylidene)benzohydrazonato-κ3N,O,O′)-(pyridine-κ1N)copper(II), C20H16ClCuN3O4》 was published in Zeitschrift fuer Kristallographie – New Crystal Structures in 2020. These research results belong to Xin, Wang; Li, Shuli; Yang, Liguo; Song, Haixiang; Niu, Yongsheng. Safety of 2-Hydroxy-4-methoxybenzaldehyde The article mentions the following:

C20H16ClCuN3O4, triclinic, P1[n.772] (number 2), a = 7.629(4) Å, b = 8.893(5) Å, c = 14.193(8) Å, α = 88.603(6)°, β = 81.093(6)°, γ = 83.715(6)°, V = 945.6(9) Å3, Z = 2, Rgt(F) = 0.0245, wRref(F2) = 0.0709, T = 296(2) K. CCDC number: 1964895. 2-Hydroxy-4-methoxybenzaldehyde 5-chlorosalicylhydrazide (0.32 g, 1 mmol) in 10 mL methanol and 1 mL pyridine was stirred at room temperature for 1 h. The mixture was filtered, and left at room temperature After a few days, colorless block crystals formed. Yield (0.22 g, 50%). In the experiment, the researchers used many compounds, for example, 2-Hydroxy-4-methoxybenzaldehyde(cas: 673-22-3Safety of 2-Hydroxy-4-methoxybenzaldehyde)

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

Caliskan, Melike’s team published research in International Journal of Biological Macromolecules in 2021 | CAS: 2398-37-0

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.Name: 1-Bromo-3-methoxybenzene

Caliskan, Melike; Baran, Talat published their research in International Journal of Biological Macromolecules in 2021. The article was titled 《Decorated palladium nanoparticles on chitosan/δ-FeOOH microspheres: A highly active and recyclable catalyst for Suzuki coupling reaction and cyanation of aryl halides》.Name: 1-Bromo-3-methoxybenzene The article contains the following contents:

In this study, an eco-friendly and low cost magnetic nanocomposite consisting of chitosan/δ-FeOOH microspheres (CS/δ-FeOOH) was fabricated as a stabilizer by using a simple method. Pd Nanoparticles (Pd NPs) were decorated on designed CS/δ-FeOOH, and resulting Pd NPs@CS/δ-FeOOH microspheres were employed as a heterogeneous catalyst in construction of biaryls Ph-Ar [Ar = 4-MeC6H4, 4-NCC6H4, 3-O2N6H4, etc.] and benzonitriles ArCN [Ar = 3-Me6H4]. Pd NPs@CS/δ-FeOOH Microspheres efficiently catalyzed conversion of aryl iodides and bromides to desired biaryls within 3 h. Moreover, Pd NPs@CS/δ-FeOOH microspheres showed high catalytic potential against synthesis of benzonitriles by providing yields up to of 99% within 4 h. More importantly, it was proved that Pd NPs@CS/δ-FeOOH microspheres were able to be easily recycled and reused up to eight runs for both reactions. This study revealed that Pd NPs@CS/δ-FeOOH microspheres are useful and recyclable nanocatalysts, which catalyze synthesis of biaryl and benzonitriles with good reaction yields. The experimental process involved the reaction of 1-Bromo-3-methoxybenzene(cas: 2398-37-0Name: 1-Bromo-3-methoxybenzene)

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

Ding, Xingdong’s team published research in Chemical Engineering Journal (Amsterdam, Netherlands) in 2021 | CAS: 101-70-2

Bis(4-methoxyphenyl)amine(cas: 101-70-2) is a diphenylamine derivative used as a chemical additive for cured rubber.Bis(4-methoxyphenyl)amine is highly toxic and may potentially induce chromosome abberation.Related Products of 101-70-2

Ding, Xingdong; Wang, Haoxin; Chen, Cheng; Li, Hongping; Tian, Yi; Li, Qijun; Wu, Cheng; Ding, Liming; Yang, Xichuan; Cheng, Ming published an article in 2021. The article was titled 《Passivation functionalized phenothiazine-based hole transport material for highly efficient perovskite solar cell with efficiency exceeding 22%》, and you may find the article in Chemical Engineering Journal (Amsterdam, Netherlands).Related Products of 101-70-2 The information in the text is summarized as follows:

Hole transport material (HTM) is an indispensable part of highly efficient perovskite solar cells (PSC). Designing new HTMs with suitable energy levels and desired electronic properties is critical to realize efficient and stable PSCs. Herein, two phenothiazine (PTZ) core building block based HTMs, termed PTZ-Py and PTZ-Bz, are reported. Applied in PSCs, the research results manifest that the introduced pyridine group, on the one hand, can deeply impact the electronic properties (energy levels and charge carrier mobility) and film-forming property; on the other hand, can efficiently passivate the perovskite surface defects, in turn, enhance the power conversion efficiency (PCE) and device stability. Under the optimized fabrication conditions, the HTM PTZ-Py based PSC obtains the highest PCE of 19.9%, and maintains around 90% initial efficiency after 1000 h aging in ambient condition with RH 50-65%. By using PTZ-Py as interface layer together with Spiro-OMeTAD, an improved PCE of 22.1% was obtained. The results came from multiple reactions, including the reaction of Bis(4-methoxyphenyl)amine(cas: 101-70-2Related Products of 101-70-2)

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

Xu, Zhengshuai’s team published research in Chemical Communications (Cambridge, United Kingdom) in 2020 | CAS: 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.Application In Synthesis of 3-Methoxyphenylboronic acid

Application In Synthesis of 3-Methoxyphenylboronic acidIn 2020 ,《Nickel-catalyzed regio- and diastereoselective hydroarylative and hydroalkenylative cyclization of 1,6-dienes》 was published in Chemical Communications (Cambridge, United Kingdom). The article was written by Xu, Zhengshuai; Tang, Yitian; Shen, Chaoren; Zhang, Hongru; Gan, Yuxin; Ji, Xiaolei; Tian, Xinxin; Dong, Kaiwu. The article contains the following contents:

An unprecedented nickel-catalyzed hydroarylative and hydroalkenylative cyclization of unsym. substituted 1,6-dienes with organoboronic acid was developed by using MeOH as the hydrogen source and employing com. available Ni(η2-1,5-cyclooctadiene)2 as the catalyst. A series of biol. interesting cyclic products I [X = O, NTs, C(CO2Et)2; R1 = H, Ph, 1-naphthyl, etc.; R2 = CH:CHCH2CH2CH3, Ph, 4-FC6H4, etc.] were afforded in moderate to excellent yields with high regio- and diastereoselectivities. In the experiment, the researchers used 3-Methoxyphenylboronic acid(cas: 10365-98-7Application In Synthesis of 3-Methoxyphenylboronic acid)

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