Month: October 2022

In 2019,Tetrahedron included an article by Yahaya, Issah; Seferoglu, Nurgul; Seferoglu, Zeynel. Reference of 2-Hydroxy-4-methoxybenzaldehyde. The article was titled 《Improved one-pot synthetic conditions for synthesis of functionalized fluorescent coumarin-thiophene hybrids: Syntheses, DFT studies, photophysical and thermal properties》. The information in the text is summarized as follows:

We have synthesized coumarin-thiophene hybrids using stepwise and one-pot methods under MWI and CM conditions, and then report the findings and conclusions: one-pot is better than stepwise in terms of high yields and fastness of getting products, and MWI (microwave irradiation) is better than CM (conventional method) in terms of purity of compounds, better yields, and reaction period. Even though both protocols were found to be efficient, the microwave-assisted irradiation reactions were identified to be better, environmentally friendly, cost-effective, mild, more efficient, less time consuming but with high purity. The two protocols were employed for the synthesis of the target coumarin-thiophene hybrids via the Gewald reaction in stepwise and in one-pot three-component. The dyes were prepared in good to excellent yields. Although, we recorded better yields via the stepwise protocol (80-96%), for the synthesis of the target mols., as compared to the one-pot (82-90%), the stepwise condition is fraught with many changes such as long reaction conditions, extra use of solvents for purification of intermediates, and long reaction durations. Photophys. activities of all the target derivatives were investigated using a combination of UV-vis and fluorescence spectroscopies in different solvents. The umbelliferon-like derivative 3g (I) was further investigated for possible use as a pH sensor via deprotonation (using TBAOH) and reverse protonation (using TFA), and was found to be applicable as pH sensor both in organic medium (DMSO) and partial aqueous binary (DMSO/H2O, volume/volume, 9:1) medium. Again, the ground and the excited state properties of the umbelliferon-like derivative 3g and its deprotonated form were also studied using the quantum chem. calculations Finally, the thermal properties of all the target compounds were investigated using TGA in order to test their potency and applicability as optical dyes. All the dyes 3a-j have high thermal stability therefore they can be applicable as optical dyes. The experimental part of the paper was very detailed, including the reaction process of 2-Hydroxy-4-methoxybenzaldehyde(cas: 673-22-3Reference of 2-Hydroxy-4-methoxybenzaldehyde)

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.Reference of 2-Hydroxy-4-methoxybenzaldehyde

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

In 2019,Molecules included an article by Barre, Anais; Azzouz, Rabah; Gembus, Vincent; Papamicael, Cyril; Levacher, Vincent. Category: ethers-buliding-blocks. The article was titled 《Design, synthesis, and in-vitro biological activities of a bio-oxidizable prodrug to deliver both ChEs and DYRK1A inhibitors for AD therapy》. The information in the text is summarized as follows:

Despite their side effects, cholinesterase (ChE) inhibitors remain the only approved drugs to treat Alzheimer’s disease patients, along with the N-methyl-d-aspartate (NMDA) receptor antagonist memantine. In the last few years, the dual-specificity tyrosine phosphorylation-regulated kinase 1A (DYRK1A) has also been studied as a promising target for the development of new drugs for this pathol. In this context and based on previous characterization of bio-oxidizable prodrugs of potent acetylcholinesterase (AChE) inhibitors, a strategy involving the synthesis of a bio-oxidizable prodrug of both ChE and DYRK1A inhibitors was reported. To this end, a known potent inhibitor of DYRK1A, namely INDY was identified. The designed prodrug of both ChE and DYRK1A inhibitors was successfully synthesized, connecting both inhibitors by a carbonate link. This prodrug and its corresponding drug were then evaluated as ChEs and DYRK1A inhibitors. Remarkably, in-vitro results were in accordance with the starting hypothesis, showed a relative inactivity of the prodrug against DYRK1A and ChEs and a potent inhibition of ChEs by the oxidized form. Mol. docking and kinetic studies of ChE inhibition by the active compound were also discussed in this report. In the experiment, the researchers used many compounds, for example, tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate(cas: 139115-91-6Category: ethers-buliding-blocks)

tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate(cas: 139115-91-6) belongs to ethers.Although ethers resist hydrolysis, they are cleaved by hydrobromic acid and hydroiodic acid. Hydrogen chloride cleaves ethers only slowly. Category: ethers-buliding-blocks

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

The author of 《Integrated pyrazolo[1,5-a]pyrimidine-hemicyanine system as a colorimetric and fluorometric chemosensor for cyanide recognition in water》 were Tigreros, Alexis; Rosero, Hernan-Alejandro; Castillo, Juan-Carlos; Portilla, Jaime. And the article was published in Talanta in 2019. Computed Properties of C5H13NO2 The author mentioned the following in the article:

A new probe for cyanide detection based on the integrated pyrazolo[1,5-a]pyrimidine-hemicyanine (PpHe) system was synthesized in an efficient and straightforward manner using microwave-assisted heating. Photophys. studies in a 100% aqueous solution demonstrated high cyanide selectivity and detection limits as low as 600 and 86 nmol/L for UV-vis absorption and fluorescence emission, resp. Both values are <<1900 nmol/L, which is the maximum concentration permitted for drinking water by the WHO. HRMS anal. and NMR experiments were performed to confirm the mechanism of detection based on blocking the ICT phenomenon via nucleophilic addition of CN- on the C=N+ bond (iminium salt moiety) of the probe. In addition to this study using N,N-Dimethylformamide Dimethyl Acetal, there are many other studies that have used N,N-Dimethylformamide Dimethyl Acetal(cas: 4637-24-5Computed Properties of C5H13NO2) was used in this study.

N,N-Dimethylformamide Dimethyl Acetal(cas: 4637-24-5) belongs to anime. Left-handed and right-handed forms (mirror-image configurations, known as optical isomers or enantiomers) are possible when all the substituents on the central nitrogen atom are different (i.e., the nitrogen is chiral). With amines, there is extremely rapid inversion in which the two configurations are interconverted.Computed Properties of C5H13NO2

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

The author of 《Copper-Catalyzed Diastereoselective 1,2-Difunctionalization of Oxabenzonorbornadienes Leading to β-Thiocyanato Thioethers》 were Lin, Qifu; Yang, Wen; Yao, Yongqi; Chen, Shuqi; Tan, Yun; Chen, Donghan; Yang, Dingqiao. And the article was published in Organic Letters in 2019. Recommanded Product: 1-Iodo-2-methoxybenzene The author mentioned the following in the article:

A novel copper-catalyzed complete diastereoselective 1,2-difunctionalization of oxabicyclic alkenes has been developed. Two C-S bonds were constructed simultaneously on the oxabenzonorbornadienes leading to β-thiocyanato thioethers through the three-component (oxabicyclic alkenes, aryl iodides, and potassium thiocyanate), one-pot reaction. Various functional groups attached to the substrates were tolerated in this protocol to afford the corresponding β-thiocyanato thioether products in moderate yields. The experimental part of the paper was very detailed, including the reaction process of 1-Iodo-2-methoxybenzene(cas: 529-28-2Recommanded Product: 1-Iodo-2-methoxybenzene)

1-Iodo-2-methoxybenzene(cas: 529-28-2) participates in palladium catalyzed enantioselective Heck arylation of 2,3-dihydrofuran in the presence of chiral ionic liquids containing L-prolinate and L-lactate anions and non-chiral quaternary ammonium cations.Recommanded Product: 1-Iodo-2-methoxybenzene

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

《Cyanide chemosensors based on 3-dicyanovinylpyrazolo[1,5-a]pyrimidines: Effects of peripheral 4-anisyl group substitution on the photophysical properties》 was published in Talanta in 2020. These research results belong to Tigreros, Alexis; Castillo, Juan-Carlos; Portilla, Jaime. Related Products of 4637-24-5 The article mentions the following:

Novel dual-mode colorimetric/fluorometric probes based on 3-dicyanovinylpyrazolo[1,5-a]pyrimidines for cyanide (CN-) sensing have been developed (DPPa-c). These probes displayed high selectivity and sensitivity toward CN- over other interfering anions, with a detection limit (LOD) as low as 610/170 nmol L-1 (absorption/emission) for some of the prepared probes. After a reaction with CN-, low-fluorescent DPPa-c showed a significant decrease of the intramol. charge transfer (ICT) bands at approx. 390 nm (color changes from yellow to colorless) and exhibited up to an 82-fold fluorescence enhancement at approx. 465 nm (strong blue-light emission). The successive introduction of 4-anisyl (4-MeOPh) groups on periphery of the heterocyclic core had a dramatic influence on both the photophys. properties and CN- detection capability. The number of channels for CN- quantification in the absorption spectra increased from 1 in DPPa to 3 in DPPc. Moreover, the fluorescence emission LOD decreased from 300 nmol L-1 in DPPa to 170 nmol L-1 in DPPc. Finally, the selectivity toward CN- demonstrated a notable improvement when the probe had three 4-anisyl groups in its periphery (i.e., DPPc). 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. The methylamines occur in small amounts in some plants. Many polyfunctional amines (i.e., those having other functional groups in the molecule) occur as alkaloids in plants—for example, mescaline, 2-(3,4,5-trimethoxyphenyl)ethylamine; the cyclic amines nicotine, atropine, morphine, and cocaine; and the quaternary salt choline, N-(2-hydroxyethyl)trimethylammonium chloride, which is present in nerve synapses and in plant and animal cells.Related Products of 4637-24-5

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

《General Route to Purin-2-ylmagnesium Halides by Metal-Halogen Exchange in Dichloromethane》 was written by Gazzola, Silvia; Gordon, Malcolm R.; Lindell, Stephen D.. Product Details of 60656-87-3 And the article was included in Synlett in 2020. The article conveys some information:

Treatment of a solution of 2-iodopurines in dichloromethane with an ethereal solution of ethylmagnesium bromide at -5°C generated the corresponding purin-2-ylmagnesium bromide, which reacted with aldehydes to give the corresponding 2-(hydroxyalkyl)purines I [R1 = H, Cl; R2 = i-Pr, 4-MeC6H4; R3 = Ph, 2-furyl, CH2OBn, etc.] in 53-84% yield. Performing the same procedure in THF as solvent resulted either in extensive decomposition or rapid isomerization to give 8-(hydroxyalkyl)purine. In the experimental materials used by the author, we found 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Product Details of 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).Product Details of 60656-87-3

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

Hao, Leiduan; Auni, Anika; Ding, Guodong; Li, Xiaoyu; Xu, Haiping; Li, Tao; Zhang, Qiang published their research in RSC Advances in 2021. The article was titled 《Selective hydroxylation of aryl iodides to produce phenols under mild conditions using a supported copper catalyst》.Application of 150-19-6 The article contains the following contents:

In this work, the selective hydroxylation of aromatic iodides RI (R = Ph, 2-methylphenyl, 2,4,6-trimethylphenyl, etc.) and 1-iodo-4-(4-iodophenyl)benzene to produce phenols ROH and 4-(4-hydroxyphenyl)phenol using an atomically dispersed copper catalyst (Cu-ZnO-ZrO2) under mild reaction conditions was reported. The reactions were conducted without the use of addnl. organic ligands, and the protection of an inert atm. environment is not required. The catalyst can be easily prepared, scalable, and is very efficient for a wide range of substrates. The catalytic reactions can be carried out with only 1.24 mol% Cu loading, which shows great potential in mass production The experimental process involved the reaction of m-Methoxyphenol(cas: 150-19-6Application of 150-19-6)

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)-benzoxazoloneApplication of 150-19-6

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

Li, Yafei; Dang, Yan; Li, Dawei; Pan, Huifen; Zhang, Liang; Wang, Li; Cao, Zhu; Li, Yahong published their research in Organometallics in 2021. The article was titled 《Zinc Complexes with an Ethylene-Bridged Bis(β-diketiminate) Ligand: Syntheses, Structures, and Applications as Catalysts in the Borylation of Aryl Iodides》.Synthetic Route of C7H7IO The article contains the following contents:

A dinucleating bis(β-diketiminate) ligand with a flexible bridge has been employed to synthesize zinc complexes. The ligand, abbreviated H2L (H2L = N-(4-((2-((4-((2,6-diisopropylphenyl)imino)pent-2-en-2-yl)amino)ethyl)imino)pent-2-en-2-yl)-2,6-diisopropylaniline), was deprotonated with ZnEt2 to afford [LZn2Et2] (1). Reactions of 1 with 2 equiv of BnOH and nBuOH, resp., gave access to [LZn2(OBn)2]·C6H14 (2·C6H14) and [LZn2(OnBu)2] (3). Treatment of 1 with 2 equiv of I2 in THF produced [LZn2I2(THF)2]·2THF (4·2THF). X-ray single-crystal diffraction analyses revealed that they are all heteroleptic bimetallic compounds with two metal centers being chelated by one ligand set. The structurally similar compounds 1 and 4·2THF possess approx. C2 symmetry, with two β-diketiminate units being arrayed in head-to-tail antiparallel mode. Thus, the mol. structures of 1 and 4·2THF exhibit a seesaw-like topol. The structures of 2·C6H14 and 3 are almost identical, in which two zinc atoms are shared by two ZnN2C3 six-membered rings, two Zn2ON2C2 seven-membered rings, and one Zn2O2 four-membered ring. Therefore, the metal cores of 2·C6H14 and 3 display a crownlike topol. All complexes are catalytically active for the borylation of aryl iodides with B2Pin2 (B2Pin2 = 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bis(1,3,2-dioxaborolane)). Complex 1 shows higher activity in comparison to 2, 3, and 4·2THF. The borylation reactions catalyzed by 1 could proceed under mild conditions and can be applied to a series of substrates with high functional group generality. This methodol. thus represents a novel use of β-diketiminate zinc complexes for C-I borylation. In addition to this study using 1-Iodo-2-methoxybenzene, there are many other studies that have used 1-Iodo-2-methoxybenzene(cas: 529-28-2Synthetic Route of C7H7IO) was used in this study.

1-Iodo-2-methoxybenzene(cas: 529-28-2) participates in palladium catalyzed enantioselective Heck arylation of 2,3-dihydrofuran in the presence of chiral ionic liquids containing L-prolinate and L-lactate anions and non-chiral quaternary ammonium cations.Synthetic Route of C7H7IO

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

Wu, Zhuo; Jiang, Hang; Zhang, Yanghui published an article in 2021. The article was titled 《Pd-catalyzed cross-electrophile Coupling/C-H alkylation reaction enabled by a mediator generated via C(sp3)-H activation》, and you may find the article in Chemical Science.Application of 529-28-2 The information in the text is summarized as follows:

Pd-catalyzed cascade cross-electrophile coupling and C-H alkylation reaction of 2-iodo-alkoxylarenes with alkyl chlorides were reported. Methoxy and benzyloxy groups, which were ubiquitous functional groups and common protecting groups, were utilized as crucial mediators via primary or secondary C(sp3)-H activation. The reaction provided an innovative and convenient access for the synthesis of alkylated phenol derivatives, which were widely found in bioactive compounds and organic functional materials.1-Iodo-2-methoxybenzene(cas: 529-28-2Application of 529-28-2) was used in this study.

1-Iodo-2-methoxybenzene(cas: 529-28-2) participates in palladium catalyzed enantioselective Heck arylation of 2,3-dihydrofuran in the presence of chiral ionic liquids containing L-prolinate and L-lactate anions and non-chiral quaternary ammonium cations.Application of 529-28-2

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

In 2022,Li, Bai; Wang, Minghui; Gu, Xin; Chen, Jiajia; Yang, Xindi; Liu, Xuejin; Xu, Kuoxi published an article in Microchimica Acta. The title of the article was 《A hemicyanidin-based NIR fluorescent probe for detection of H2S and imaging study in cells and mice》.Recommanded Product: 2-Hydroxy-4-methoxybenzaldehyde The author mentioned the following in the article:

The selective detection of hydrogen sulfide in physiol. and pathol. processes has gained substantial attention in recent years. However, the real-time detection of hydrogen sulfide remains an elusive goal. In this work, a new type of hemicyanidin-based fluorescent “”turn-on”” probe NTR-HS (Ex = 680 nm, Em = 760 nm) was developed to detected H2S in a very short time (3 min). The fluorescence quantum yield is 0.15 and accompanied with a noticeable color change from violet to blue that can be used to detect H2S in the range 1.04 x 10-7-4 x 10-5 M with a limit of detection of 1.04 x 10-7 M. The NTR-HS probe was also used for imaging of endogenous hydrogen sulfide and mitochondrial localization in HCT116 and HeLa cells. The detection mechanism was studied through fluorescence, UV-Vis, NMR, and mass anal. Notably, the probe was successfully used to imaging H2S in mice and locating hydrogen sulfide in the large intestine of mice. In addition to this study using 2-Hydroxy-4-methoxybenzaldehyde, there are many other studies that have used 2-Hydroxy-4-methoxybenzaldehyde(cas: 673-22-3Recommanded Product: 2-Hydroxy-4-methoxybenzaldehyde) was used in this study.

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.Recommanded Product: 2-Hydroxy-4-methoxybenzaldehyde

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