Month: October 2022

Application of 10365-98-7In 2020 ,《Novel formyl peptide receptors (FPRs) agonists with pyridinone and pyrimidindione scaffolds that are potentially useful for the treatment of rheumatoid arthritis》 appeared in Bioorganic Chemistry. The author of the article were Crocetti, Letizia; Vergelli, Claudia; Guerrini, Gabriella; Cantini, Niccolo; Kirpotina, Liliya N.; Schepetkin, Igor A.; Quinn, Mark T.; Parisio, Carmen; Di Cesare Mannelli, Lorenzo; Ghelardini, Carla; Giovannoni, Maria Paola. The article conveys some information:

The resolution of inflammation is an active response involving the interaction of pro-resolving mediators with specific receptors, such as N-formyl peptide receptor 2 (FPR2). FPRs represent potentially important therapeutic targets for the treatment of some pathologies, including asthma and rheumatoid arthritis. Previously, we identified selective or mixed FPR agonists with a pyridazin-3(2H)-one scaffold, all containing a 4-bromophenylacetamide fragment at N-2. The most effective compounds in this series were EC3, a potent mixed FPR1/FPR2/FPR3 agonist, and EC10, which had a preference for FPR1. We report here a new series of pyridinone and pyrimidindione derivatives containing the 4-(bromophenyl)acetamide substituent that was essential for activity in the pyridazinone series. All new compounds were evaluated for FPR agonist activity in HL60 cells transfected with FPR1 or FPR2 and in human neutrophils. While most of the pyridinone derivatives had reasonable FPR agonist activity in the submicromolar/micromolar range, the pyrimidindione derivatives were less active. Compound 2a (N-(4-bromophenyl)-2-[3-cyano-5-(3-methoxyphenyl)-6-methyl-2-oxopyridin-1(2H)-yl]acetamide) was the most active pyridinone derivative and had a 10-fold preference for FPR2 (EC50 = 120 nM) vs. FPR1 (EC50 = 1.6 μM). To assess their therapeutic activity, compounds 2a, EC3, and EC10 were evaluated in vivo using a rat model of rheumatoid arthritis. All three compounds increased the pain threshold and reduced pain hypersensitivity in the treated rats vs. control rats, although 2a and EC10 were much more effective than EC3. Thus, these FPR agonists represent potential leads to develop for the treatment of inflammatory diseases such as rheumatoid arthritis. In the experiment, the researchers used 3-Methoxyphenylboronic acid(cas: 10365-98-7Application of 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 of 10365-98-7

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

Name: N,N-Dimethylformamide Dimethyl AcetalIn 2020 ,《Novel bis(pyrazole-benzofuran) hybrids possessing piperazine linker: Synthesis of potent bacterial biofilm and MurB inhibitors》 appeared in Bioorganic Chemistry. The author of the article were Mekky, Ahmed E. M.; Sanad, Sherif M. H.. The article conveys some information:

Novel 1,4-bis[(2-(3-(dimethylamino)-1-oxoprop-2-en-1-yl)benzofuran-5-yl)methyl]piperazine I [X = Me2NCH:CHC(O)] was prepared and used as a key synthon for the this protocol. 1,3-Dipolar cycloaddition of this synthon with the appropriate hydrazonyl chlorides R1C(O)CCl:NNHR2 (R1 = Me, EtO; R2 = Ph, 4-ClC6H4, 4-MeC6H4, 4-MeOC6H4, 4-O2NC6H4) afforded a new series of bis-pyrazoles I (X = 1-R2-3-(R1CO)-pyrazol-4-ylcarbonyl). Furthermore, the latter reacted with hydrazine hydrate to afford bis(pyrazolo[3,4-d]pyridazine)s I (X = 7-methyl-2-R2-2H-pyrazolo[3,4-d]pyridazin-4-yl, 7-oxo-2-R2-6,7-dihydro-2H-pyrazolo[3,4-d]pyridazin-4-yl). Reaction of the synthon I [X = Me2NCH:CHC(O)] with hydrazine hydrate or phenylhydrazine afforded the corresponding bis(pyrazole)s I (X = 1H-pyrazol-3-yl, 1-phenyl-1H-pyrazol-5-yl), resp. The reaction of I (X = MeCO) with Ph hydrazine followed by treatment with DMF-DMA resulted in I (X = 1-phenyl-1H-pyrazol-4-yl). Various bacterial strains and cell lines were selected to study the in-vitro antibacterial and cytotoxic activities for the synthesized compounds The compound I [X = 1-(4-nitrophenyl)-3-acetyl-1H-pyrazol-4-ylcarbonyl; (II)] showed the best antibacterial efficacies with MIC/MBC values of 1.2/1.2, 1.2/2.4 and 1.2/2.4μM against each of E. coli, S. aureus and S. mutans strains, resp. In addition, the inhibitory activity of some compounds as MRSA and VRE inhibitors were studied. The compound II gave the best inhibitory activity with MIC/MBC values of 18.1/36.2, 9.0/18.1 and 18.1/18.1μM, resp., against MRSA (ATCC:33591 and ATCC:43300) and VRE (ATCC:51575) bacterial strains, resp. This compound also showed more effective biofilm inhibition activities than the reference Ciprofloxacin. The compound II showed IC50 values of 3.0 ±0.05, 3.2 ±0.08 and 3.3 ± 0.07μM against S. aureus, S. mutans and E. coli strains, resp. Furthermore, exptl. study showed excellent inhibitory activities of compounds I [X = 1-R2-3-(R1CO)-pyrazol-4-ylcarbonyl; R2 = 4-ClC6H4, 4-O2NC6H4] against MurB enzyme. The compound II gave the best MurB inhibitory activity with IC50 value of 3.1μM. The in-silico study was performed to predict the capability of compounds I [X = 1-R2-3-(R1CO)-pyrazol-4-ylcarbonyl; R2 = 4-ClC6H4, 4-O2NC6H4] as potential inhibitors of MurB enzyme. In the experiment, the researchers used N,N-Dimethylformamide Dimethyl Acetal(cas: 4637-24-5Name: N,N-Dimethylformamide Dimethyl Acetal)

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.Name: N,N-Dimethylformamide Dimethyl Acetal

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

《Coordination Polymers as a Functional Material for the Selective Molecular Recognition of Nitroaromatics and ipso-Hydroxylation of Arylboronic Acids》 was written by Rani, Pooja; Husain, Ahmad; Bhasin, K. K.; Kumar, Girijesh. Safety of m-MethoxyphenolThis research focused onzinc cadmium pyridinylnaphthalenecarboxamide polymer preparation hydroxylation catalyst; fluorescent sensor zinc cadmium pyridinylnaphthalenecarboxamide polymer; crystal structure zinc cadmium pyridinylnaphthalenecarboxamide polymer; Coordination polymer; Fluorescence; Nitroaromatics; Quenching Efficiency; Sensing; ipso-Hydroxylation. The article conveys some information:

We report the synthesis and structural characterization of two coordination polymers (CPs), namely; [{Zn(L)(DMF)4} · 2BF4]α (1) and [{Cd(L)2(Cl)2} · 2H2O]α (2) (where L=N2,N6-di(pyridin-4-yl)naphthalene-2,6-dicarboxamide). Crystal packing of 1 reveals the existence of channels running along the b- and c-axis filled by the ligated DMF and lattice anions, resp. Whereas, crystal packing of 2 reveals that the metallacycles of each 1D chain are intercalating into the groove of adjacent metallacycles resulting in the stacking of 1D loop-chains to form a sheet-like architecture. In addition, both 1 and 2 were exploited as multifunctional materials for the detection of nitroarom. compounds (NACs) as well as a catalyst in the ipso-hydroxylation of aryl/heteroarylboronic acids. Remarkably, 1 and 2 showed high fluorescence stability in an aqueous medium and displayed a maximum 88% and 97% quenching efficiency for 4-NPH, resp. among all the investigated NACs. The mechanistic investigation of NACs recognition suggested that the fluorescence quenching occurred via electron as well as energy transfer process. Furthermore, the ipso-hydroxylation of aryl/heteroarylboronic acids in presence of 1 and 2 gave up to 99% desired product yield within 15 min in our established protocol. In both cases, 1 and 2 are recyclable upto five cycles without any significant loss in their efficiency.m-Methoxyphenol(cas: 150-19-6Safety of m-Methoxyphenol) was used in this study.

m-Methoxyphenol(cas: 150-19-6) may be used as an analytical standard for the determination of the analyte in wine, coffee beans, wood samples, and mainstream smoke by gas chromatography (GC) based techniques.Safety of m-Methoxyphenol

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

《Synthesis and optical properties of a novel sugar coated poly(p-phenyleneethynylene) effectively quenched by concanavalin A》 was written by Tsakama, Madalitso; Shang, Yuting; He, Yonghuang; Fan, Bei; Wang, Fengzhong; Chen, Weihua; Dai, Xiaofeng. Name: 1,4-Diethynyl-2,5-dimethoxybenzene And the article was included in Tetrahedron Letters on April 20 ,2016. The article conveys some information:

The synthesis of a novel sugar coated poly(p-phenyleneethynylene) (PPE) via Pd-catalyzed Sonogashira reaction and its subsequent interaction with Con A are described. UV-visible and fluorescence spectra were employed to study the response of the polymer toward various concentrations of Con A. The polymer showed a green fluorescence which can be quenched by Con A due to complex formation at ground state. The protocols reported herein provide intermediate products that can be converted into useful sensing elements from cheap and com. available starting materials, in a few number of steps. In the part of experimental materials, we found many familiar compounds, such as 1,4-Diethynyl-2,5-dimethoxybenzene(cas: 74029-40-6Name: 1,4-Diethynyl-2,5-dimethoxybenzene)

1,4-Diethynyl-2,5-dimethoxybenzene(cas: 74029-40-6) belongs to ethers.Although ethers resist hydrolysis, they are cleaved by hydrobromic acid and hydroiodic acid. Hydrogen chloride cleaves ethers only slowly. Name: 1,4-Diethynyl-2,5-dimethoxybenzene

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

《The efficient synthesis of D-xylulose and formal synthesis of Syringolide 1》 was written by Kalagara, Sudhakar; Orozco, Gabriel; Mito, Shizue. Recommanded Product: 60656-87-3This research focused onxylulose stereoselective hydroxylation hydroxyacetone ethylene glycol syringolide Wittig. The article conveys some information:

Wittig reaction and asym. dihydroxylation were used as the key steps in the synthesis of D-xylulose, a com. available but costly carbohydrate. The effects of protecting groups and reactions conditions on asym. dihydroxylation are demonstrated. Optically pure D-xylulose was obtained after 4-6 steps from readily available hydroxyacetone and ethylene glycol. The method also involves some other valuable intermediates along the synthesis. Those intermediates were applied in the formal synthesis of Syringolides. A key precursor butenolide to Syringolide 1, the first non-protein specific elicitors of plant hypersensitive response, was obtained after 3 steps from the intermediate (8-10 steps from hydroxyacetone and ethylene glycol). In the experiment, the researchers used many compounds, for example, 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Recommanded Product: 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).Recommanded Product: 60656-87-3

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

In 2012,Advanced Functional Materials included an article by Yan, Mei; Ge, Lei; Gao, Weiqiang; Yu, Jinghua; Song, Xianrang; Ge, Shenguang; Jia, Zhiyong; Chu, Chengchao. Recommanded Product: 74029-40-6. The article was titled 《Electrogenerated Chemiluminescence from a Phenyleneethynylene Derivative and its Ultrasensitive Immunosensing Application Using a Nanotubular Mesoporous Pt-Ag Alloy for Signal Amplification》. The information in the text is summarized as follows:

Electrogenerated chemiluminescence (ECL) of a novel phenyleneethynylene derivative [4,4′-(2,5-dimethoxy-1,4-phenylene)bis(ethyne-2,1-diyl) dibenzoic acid; P-acid] possessing carboxylic acid groups at the para positions in aqueous solutions and its first immunosensing application were studied. Nanotubular mesoporous Pt-Ag alloy nanoparticles are first used to fabricate the ECL immunosensor as a signal amplification carrier. Absorption, photoluminescence, cyclic voltammetry, SEM, TEM, and electrochem. impedance spectroscopy were used as powerful tools to characterize P-acid, Pt-Ag alloy nanoparticles, and the fabrication process of the immunosensor. P-acid exhibits two ECL peaks at -1.07 (ECL-1) and 0.64 (ECL-2) V in air-saturated pH 7.4, 0.1 M PBS containing 0.1 M KCl during the cyclic sweep between 1.51 and -2.67 V at 0.1 V s-1; the ECL mechanism of these two ECL peaks is demonstrated. The electron-transfer reaction between electrochem. oxidized P-acid and tri-n-propylamine (TPrA) radical cation is also demonstrated to produce high ECL emissions and used to develop an ultrasensitive ECL immunosensor. In addition, a Pt-Ag alloy nanoparticles amplification carrier for protein ECL anal. is applied for improvement of the detection sensitivity. Thus, this ECL immunosensor exhibits high sensitivity, good reproducibility, rapid response, and long-term stability. The results came from multiple reactions, including the reaction of 1,4-Diethynyl-2,5-dimethoxybenzene(cas: 74029-40-6Recommanded Product: 74029-40-6)

1,4-Diethynyl-2,5-dimethoxybenzene(cas: 74029-40-6) belongs to ethers.Oxygen is more electronegative than carbon, thus the alpha hydrogens of ethers are more acidic than those of simple hydrocarbons. They are far less acidic than alpha hydrogens of carbonyl groups (such as in ketones or aldehydes), however. Recommanded Product: 74029-40-6

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

In 2019,Organic & Biomolecular Chemistry included an article by Shaifali; Ram, Shankar; Thakur, Vandna; Das, Pralay. Formula: C7H7IO. The article was titled 《Synthesis of α,β-alkynyl ketones via the nickel catalyzed carbonylative Sonogashira reaction using oxalic acid as a sustainable C1 source》. The information in the text is summarized as follows:

An efficient and economic nickel-dppb catalyzed-carbonylative Sonogashira cross-coupling reaction was demonstrated to provide rapid access to various α,β-alkynyl ketones RC(O)C≡CR1 [R = Ph, 4-MeC6H4, 4-BrC6H4, etc.; R1 = Ph, 2-ClC6H4, 4-MeOC6H4, etc.] from aryl iodides and terminal alkynes using oxalic acid as the ex-situ C1 source in a double vial (DV) system. Notably, the role of the ligand in combination with the Ni catalyst for the selective formation of carbonylative Sonogashira products was investigated and supported with control experiments In this process, for the first time, oxalic acid was used as an ex-situ solid, bench stable, easy to handle and efficient CO surrogate in a DV-system for the carbonylative Sonogashira coupling reaction with vast substrate scope. The results came from multiple reactions, including the reaction of 1-Iodo-2-methoxybenzene(cas: 529-28-2Formula: C7H7IO)

1-Iodo-2-methoxybenzene(cas: 529-28-2) is a useful synthetic intermediate. It can be used in the synthesis of piperidinyl diaminopyrimidines as cyclin-dependent kinase inhibitors with antitumor activity and polysubstituted benzofuran derivatives as novel inhibitors of parasitic growth.Formula: C7H7IO

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

In 2019,Research on Chemical Intermediates included an article by Poonam; Singh, Ram. Reference of 2-Methoxybenzaldehyde. The article was titled 《Facile one-pot synthesis of 5-amino-1H-pyrazole-4-carbonitriles using alumina-silica-supported MnO2 as recyclable catalyst in water》. The information in the text is summarized as follows:

MnO2 supported on Al2O3/SiO2 was prepared as a recyclable catalyst for the multicomponent cyclocondensation of aryl aldehydes, malononitrile, and phenylhydrazine in water containing sodium dodecylbenzenesulfonate to yield aminoarylphenylpyrazolecarbonitriles I in 86-96% yields. The catalyst was used five times with little decrease in product yield in the first three reactions. The experimental process involved the reaction of 2-Methoxybenzaldehyde(cas: 135-02-4Reference of 2-Methoxybenzaldehyde)

2-Methoxybenzaldehyde(cas: 135-02-4) is used as a flavor agent in foods including nonalcoholic/alcoholic beverages, baked goods, chewing gum, confections, frozen dairy, fruit ices, hard/soft candy, instant coffee, tea, Jams, jellies, and milk products. It also has been used to obtain good enantioselectivities using Cu(OAc)(2)-bis(oxazolines) via hydrogen bonding in asymmetric Henry reaction.Reference of 2-Methoxybenzaldehyde

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

In 2019,New Journal of Chemistry included an article by Balakrishna, C.; Gudipati, Ramakrishna; Kandula, Venu; Yennam, Satyanarayana; Uma Devi, P.; Behera, Manoranjan. Electric Literature of C5H13NO2. The article was titled 《T3P mediated domino C(sp2)-H sulfenylation/annulation of enaminones and methylsulfinyls for the synthesis of chromone thioether derivatives》. The information in the text is summarized as follows:

A new regioselective method for the synthesis of 3-(methylthio)-4H-chromen-4-one I (R = H, 6-Br, 6-F, etc.) and 3-(phenylthio)-4H-chromen-4-one derivatives II (R = H, 8-F, 6-Cl, etc.; R1 = H, 4-Me, 4-Cl) has been developed. The reaction between o-hydroxy-phenyl-functionalized enaminones and methylsulfinyl derivatives using T3P gave good yields of chromone thioether derivatives The reaction proceeds via domino chromone ring construction and C(sp2)-H bond sulfenylation under transition-metal-free conditions. The experimental part of the paper was very detailed, including the reaction process of N,N-Dimethylformamide Dimethyl Acetal(cas: 4637-24-5Electric Literature of C5H13NO2)

N,N-Dimethylformamide Dimethyl Acetal(cas: 4637-24-5) belongs to anime. Primary amines having a tertiary alkyl group (R3CNH2) are difficult to prepare with most methods but are made industrially by the Ritter reaction. In this method a tertiary alcohol reacts with hydrogen cyanide (HCN) in the presence of a concentrated strong acid; a formamide, RNH―CHO, is formed first, which then undergoes hydrolysis.Electric Literature of C5H13NO2

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

In 2019,Journal of Organic Chemistry included an article by Sikari, Rina; Sinha, Suman; Das, Siuli; Saha, Anannya; Chakraborty, Gargi; Mondal, Rakesh; Paul, Nanda D.. COA of Formula: C7H7IO. The article was titled 《Achieving Nickel Catalyzed C-S Cross-Coupling under Mild Conditions Using Metal-Ligand Cooperativity》. The information in the text is summarized as follows:

A simple and efficient approach of C-S cross-coupling of a wide variety of (hetero)aryl thiols and (hetero)aryl halides under mild conditions, mostly at room temperature, catalyzed by well-defined singlet diradical Ni(II) catalysts bearing redox noninnocent ligands is reported. Taking advantage of ligand centered redox events, the high-energetic Ni(0)/Ni(II) or Ni(I)/Ni(III) redox steps were avoided in the catalytic cycle. The cooperative participation of both nickel and the coordinated ligands during oxidative addition/reductive elimination steps allowed us to perform the catalytic reactions under mild conditions. The results came from multiple reactions, including the reaction of 1-Iodo-2-methoxybenzene(cas: 529-28-2COA of Formula: C7H7IO)

1-Iodo-2-methoxybenzene(cas: 529-28-2) is a useful synthetic intermediate. It can be used in the synthesis of piperidinyl diaminopyrimidines as cyclin-dependent kinase inhibitors with antitumor activity and polysubstituted benzofuran derivatives as novel inhibitors of parasitic growth.COA of Formula: C7H7IO

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