Month: January 2023

Direct access to pyrido/pyrrolo[2,1-b]quinazolin-9(1H)-ones through silver-mediated intramolecular alkyne hydroamination reactions was written by Wang, Hengshuai;Jiao, Shengchao;Chen, Kerong;Zhang, Xu;Zhao, Linxiang;Liu, Dan;Zhou, Yu;Liu, Hong. And the article was included in Beilstein Journal of Organic Chemistry in 2015.Computed Properties of C7H7ClN2O This article mentions the following:

A synthetic methodol. for the construction of the fused heterocyclic compounds pyrido[2,1-b]quinazolin-9(1H)-ones I(R = H, 2-OCH₃, 1-F, 3-C₆H₅, 2,3-C₄H₄, etc.) and pyrrolo[2,1-b]quinazolin-9(1H)-ones II (R¹ = H, 8-Cl, 5-OCH₃, 6,7-C₄H₄, etc.) through an AgOTf-catalyzed intramol. alkyne hydroamination reaction were described. In the experiment, the researchers used many compounds, for example, 6-Chloro-2-aminobenzamide (cas: 54166-95-9Computed Properties of C7H7ClN2O).

6-Chloro-2-aminobenzamide (cas: 54166-95-9) belongs to amides. In primary and secondary amides, the presence of N–H dipoles allows amides to function as H-bond donors as well. Thus amides can participate in hydrogen bonding with water and other protic solvents; the oxygen atom can accept hydrogen bonds from water and the N–H hydrogen atoms can donate H-bonds. As a result of interactions such as these, the water solubility of amides is greater than that of corresponding hydrocarbons. These hydrogen bonds are also have an important role in the secondary structure of proteins.Computed Properties of C7H7ClN2O

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

High-throughput screening of 756 chemical contaminants in aquaculture products using liquid chromatography/quadrupole time-of-flight mass spectrometry was written by Bai, Mingkai;Tang, Ruixue;Li, Guorong;She, Wenhai;Chen, Gangjun;Shen, Hongmei;Zhu, Suqin;Zhang, Hongwei;Wu, Haohao. And the article was included in Food Chemistry: X in 2022.Safety of 5-Chloro-N-(4-(N-(cyclohexylcarbamoyl)sulfamoyl)phenethyl)-2-methoxybenzamide This article mentions the following:

A high-throughput screening method embracing 756 multiclass chem. contaminants in aquaculture products was developed using modified QuEChERS extraction coupled with liquid chromatog./quadrupole time-of-flight mass spectrometry. A mega-database with retention time/accurate mass data for 524 pesticides, 182 veterinary drugs, 32 persistent organic pollutants and 18 marine toxins was established for compound identification via retrospective library searching. In the four representative matrixes (muscle tissues of tilapia and grouper, and edible portions of oyster and scallop), all the database compounds showed acceptable recovery and repeatability with the screening detection limit and limit of quantification below 0.01 mg/kg for >90% of them. The matrix-matched calibration revealed acceptable quant. property of the method in terms of linear range, linearity, and matrix effect, and fish muscle samples showed stronger matrix effect than shellfish samples. Anal. of 64 real-life samples from aquaculture farms and retail markets evidenced applicability of the proposed method to high-throughput screening scenarios. In the experiment, the researchers used many compounds, for example, 5-Chloro-N-(4-(N-(cyclohexylcarbamoyl)sulfamoyl)phenethyl)-2-methoxybenzamide (cas: 10238-21-8Safety of 5-Chloro-N-(4-(N-(cyclohexylcarbamoyl)sulfamoyl)phenethyl)-2-methoxybenzamide).

5-Chloro-N-(4-(N-(cyclohexylcarbamoyl)sulfamoyl)phenethyl)-2-methoxybenzamide (cas: 10238-21-8) belongs to amides. Compared to amines, amides are very weak bases and do not have clearly defined acid–base properties in water. On the other hand, amides are much stronger bases than esters, aldehydes, and ketones. Amides can be recrystallised from large quantities of water, ethanol, ethanol/ether, aqueous ethanol, chloroform/toluene, chloroform or acetic acid. The likely impurities are the parent acids or the alkyl esters from which they have been made. The former can be removed by thorough washing with aqueous ammonia followed by recrystallisation, whereas elimination of the latter is by trituration or recrystallisation from an organic solvent.Safety of 5-Chloro-N-(4-(N-(cyclohexylcarbamoyl)sulfamoyl)phenethyl)-2-methoxybenzamide

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Direct and metal-free oxidative amination of sp³ C-H bonds for the construction of 2-hetarylquinazolin-4(3H)-ones was written by Liu, Huanhuan;Zhai, Tianran;Ding, Shiteng;Hou, Yalei;Zhang, Xiangyu;Feng, Lei;Ma, Chen. And the article was included in Organic Chemistry Frontiers in 2016.SDS of cas: 54166-95-9 This article mentions the following:

A new method for the synthesis of 2-hetarylquinazolin-4(3H)-ones I [R¹ = H, 6-Me, 5-Cl, 6-C₆H₅CC, etc.; R² = H, Me, Pr, iso-Pr, benzyl, oxolan-2-ylmethyl, 2-(3,4-dimethoxyphenyl)ethyl; R³ = quinolin-2-yl, 7-chloroquinolin-2-yl, 8-(benzyloxy)quinolin-2-yl, etc.; X = C(O), SO₂] from 2-aminobenzamides R¹-2-H₂NC₆H₃C(O)NHR² and (2-azaaryl)methanes such as 2-methylquinoline, 2-methylbenzo[d]thiazole, 2-methylquinoxaline, etc. under transition metal-free conditions has been described. This protocol features a wide substrate scope with a broad range of functional group tolerance under mild conditions. The oxidation of (2-azaaryl)methanes to (2-azaaryl)methanals is proposed as the key step in this transformation. In the experiment, the researchers used many compounds, for example, 6-Chloro-2-aminobenzamide (cas: 54166-95-9SDS of cas: 54166-95-9).

6-Chloro-2-aminobenzamide (cas: 54166-95-9) belongs to amides. In primary and secondary amides, the presence of N–H dipoles allows amides to function as H-bond donors as well. Thus amides can participate in hydrogen bonding with water and other protic solvents; the oxygen atom can accept hydrogen bonds from water and the N–H hydrogen atoms can donate H-bonds. The presence of the amide group –C(=O)N– is generally easily established, at least in small molecules. It can be distinguished from nitro and cyano groups in IR spectra. Amides exhibit a moderately intense νCO band near 1650 cm−1. By 1H NMR spectroscopy, CONHR signals occur at low fields. In X-ray crystallography, the C(=O)N center together with the three immediately adjacent atoms characteristically define a plane.SDS of cas: 54166-95-9

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Targeted folate-conjugated pluronic P85/poly(lactide-co-glycolide) polymersome for the oral delivery of insulin was written by Xie, Shuang;Gong, Yan C.;Xiong, Xiang Y.;Li, Zi L.;Luo, Yue Y.;Li, Yu P.. And the article was included in Nanomedicine (London, United Kingdom) in 2018.Application In Synthesis of 1,3-Dicyclohexylurea This article mentions the following:

To explore the better efficacy of targeted folic acid (FA)-Pluronic 85-poly(lactide-co-glycolide) (FA-P85-PLGA) polymersome in oral insulin delivery. The cytotoxicity of the polymers, in vitro qual. and quant. cellular uptake and the internalization mechanism of insulin-loaded FA-P85-PLGA and PLGA-P85-PLGA polymersomes were studied with the human colon adenocarcinoma cells (Caco-2 cells). Their pharmacodynamics and pharmacokinetics properties were also studied with diabetic rats. Polymersomes have shown good biocompatibility. Polymersomes are mainly localized within the cytoplasm of Caco-2 cells from fluorescence microscopy images. FA-P85-PLGA exhibited higher cellular uptake than PLGA-P85-PLGA polymersomes and free fluorescein isothiocyanate-labeled insulin (FITC-insulin) did. The uptake process of targeted polymersomes included clathrin- and caveolae-mediated endocytosis, macropinocytosis and the folate receptor-mediated endocytosis. Insulin-loaded FA-P85-PLGA showed better hypoglycemic effects than insulin-loaded PLGA-P85-PLGA. In the experiment, the researchers used many compounds, for example, 1,3-Dicyclohexylurea (cas: 2387-23-7Application In Synthesis of 1,3-Dicyclohexylurea).

1,3-Dicyclohexylurea (cas: 2387-23-7) belongs to amides. Amides can be viewed as a derivative of a carboxylic acid RC(=O)OH with the hydroxyl group –OH replaced by an amine group −NR′R″; or, equivalently, an acyl (alkanoyl) group RC(=O)− joined to an amine group. As a result of interactions such as these, the water solubility of amides is greater than that of corresponding hydrocarbons. These hydrogen bonds are also have an important role in the secondary structure of proteins.Application In Synthesis of 1,3-Dicyclohexylurea

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthesis, characterisation and catalytic studies of nano zinc oxide-alumina for displacement reaction on carbonyldiimidazole was written by Sumathi, S.;Balaganesh, M.;Balasubramanian, K. K.. And the article was included in Rasayan Journal of Chemistry in 2020.Category: amides-buliding-blocks This article mentions the following:

Nano zinc oxide supported on alumina was prepared by chem. method and calcined at 300°C. The calcined material was characterized by UV-Visible spectroscopy, Infra-Red spectroscopy, X-Ray Diffraction technique, SEM, Thermogravimetric anal. and Porosimetry. The catalytic activity studies on alumina supported zinc oxide for the synthesis of disubstituted ureas through displacement reaction on carbonyldiimidazole are hitherto unreported. Thus, alumina supported nano zinc oxide was tested for its catalytic activity in the displacement reaction of carbonyldiimidazole with cyclohexylamine. While, the above reaction when carried out at room temperature, afforded 1,3-Dicyclohexyl urea, as the sole product in 88% yield in 20 h, at 80°C, 1,3-dicyclohexyl urea was obtained in 80% yield, in 4 h. Reusable and safer catalysts, reaction at room temperature, simple workup and product with good yield and purity are the merits of this process. In the experiment, the researchers used many compounds, for example, 1,3-Dicyclohexylurea (cas: 2387-23-7Category: amides-buliding-blocks).

1,3-Dicyclohexylurea (cas: 2387-23-7) belongs to amides. The amide group is called a peptide bond when it is part of the main chain of a protein, and an isopeptide bond when it occurs in a side chain, such as in the amino acids asparagine and glutamine. Amides can be recrystallised from large quantities of water, ethanol, ethanol/ether, aqueous ethanol, chloroform/toluene, chloroform or acetic acid. The likely impurities are the parent acids or the alkyl esters from which they have been made. The former can be removed by thorough washing with aqueous ammonia followed by recrystallisation, whereas elimination of the latter is by trituration or recrystallisation from an organic solvent.Category: amides-buliding-blocks

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Use of nitrogen centered peroxide activators to increase the brightening potential of peroxide II. optimized conditions was written by Hu, Q. Y.;Daneault, C.;Robert, S.. And the article was included in Cellulose Chemistry and Technology in 2011.Reference of 10543-57-4 This article mentions the following:

This work focuses on a new TAED/H₂O₂ bleaching system on spruce-balsam thermomech. pulp, at low consistency. The experiments show that the TAED/H₂O₂ system improves the brightness of the softwood thermo-mech. pulp significantly (6% ISO), compared to the peroxide system alone. For each fixed molar ratio of TAED/H₂O₂, there is an optimum range for alkali addition, for achieving a maximum brightness gain of the thermomech. pulp, a well-defined linear correlation being found between the TAED/H₂O₂ molar ratio and the optimal alkali charge. An optimal TAED/H₂O₂ ratio is obtained at 0.7, slightly higher than the theor. value of 0.5, as due to the saponification reaction of TAED. TAED/H₂O₂ results in pulps being slightly more susceptible to light-induced yellowing in the UV and visible regions of the spectrum, at very long irradiation times. Short term light-induced yellowing is approx. the same for both kinds of pulps. In the experiment, the researchers used many compounds, for example, N,N-(Ethane-1,2-diyl)bis(N-acetylacetamide) (cas: 10543-57-4Reference of 10543-57-4).

N,N-(Ethane-1,2-diyl)bis(N-acetylacetamide) (cas: 10543-57-4) belongs to amides. Because of the greater electronegativity of oxygen, the carbonyl (C=O) is a stronger dipole than the N–C dipole. The presence of a C=O dipole and, to a lesser extent a N–C dipole, allows amides to act as H-bond acceptors. Amides are not in general accessible by the direct condensation of amines with carboxylic acids for two reasons: first, both components are readily deactivated by a transfer of a proton from the acid to the amine and second, the hydroxy unit on the carbonyl of the acid is a relatively poor leaving group. Nevertheless, the formation of five- and six-membered rings is often surprisingly simple provided that other factors can be brought into play to assist in the condensation.Reference of 10543-57-4

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Formation of a fiber from high-molecular-weight plasticized polycaprolactam and study of its properties was written by Poludennaya, V. M.;Zhigotskii, A. G.;Razina, V. Yu.;Bychkovskii, N. I.;Genina, M. A.;Konkin, A. A.. And the article was included in Khimicheskie Volokna in 1970.COA of Formula: C9H13NO2S This article mentions the following:

High-mol.-weight polycaprolactam (I) plasticized with 2-5% N-isopropylbenzenesulfonamide (II) or N-cyclohexyl-m-diethylbenzenesulfonamide exhibited superior physicomech. properties and optimum orientation. Fiber from plasticized I was formed at low temperatures and pressures. For example, I containing 5% II could be spun at 245° compared with 265° for I without II. Spinning pressures were 4 and 12 kg/mm2, resp. In the experiment, the researchers used many compounds, for example, N-Isopropylbenzenesulfonamide (cas: 5339-69-5COA of Formula: C9H13NO2S).

N-Isopropylbenzenesulfonamide (cas: 5339-69-5) belongs to amides. Amides can be viewed as a derivative of a carboxylic acid RC(=O)OH with the hydroxyl group –OH replaced by an amine group −NR′R″; or, equivalently, an acyl (alkanoyl) group RC(=O)− joined to an amine group. Amides can be freed from solvent or water by drying below their melting points. These purifications can also be used for sulfonamides and acid hydrazides.COA of Formula: C9H13NO2S

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Recurrent activations of transient receptor potential vanilloid-1 and vanilloid-4 promote cellular proliferation and migration in esophageal squamous cell carcinoma cells was written by Huang, Rongqi;Wang, Fei;Yang, Yuchen;Ma, Wenbo;Lin, Zuoxian;Cheng, Na;Long, Yan;Deng, Sihao;Li, Zhiyuan. And the article was included in FEBS Open Bio in 2019.Reference of 53902-12-8 This article mentions the following:

Some members of the transient receptor potential vanilloid (TRPV) subfamily of cation channels are thermosensitive. Here, we probed for the expression of the thermo-TRPVs in one nontumor human esophageal squamous cell line and two esophageal squamous cell carcinoma (ESCC) cell lines. TRPV1, TRPV2, and TRPV4 proteins were found to be upregulated in ESCC cells, while TRPV3 was not detectable in any of these cell lines. Subsequently, channel function was evaluated via monitoring of Ca²⁺ transients by Ca²⁺ imaging and nonselective cation channel currents were recorded by whole-cell patch clamp. We found that TRPV4 was activated by heat at 28°C-35°C, whereas TRPV1 and TRPV2 were activated by higher, noxious temperatures (44°C and 53°C, resp.). Furthermore, TRPV1 was activated by capsaicin (EC₅₀ = 20.32μM), and this effect was antagonized by AMG9810; TRPV2 was activated by a newly developed cannabinoid compound, O1821, and inhibited by tranilast. In addition, TRPV4 was activated by hypotonic solutions (220 m Osm), and this effect was abolished by ruthenium red. The effects of TRPV1 and TRPV4 on ESCC were also explored. Our data, for the first time, showed that the overactivation of TRPV1 and TRPV4 promoted the proliferation and/or migration of ESCC cells. In summary, TRPV1, TRPV2, and TRPV4 were functionally expressed in human esophageal squamous cells, and thermo-TRPVs might play an important role in the development of ESCC. In the experiment, the researchers used many compounds, for example, 2-(3-(3,4-Dimethoxyphenyl)acrylamido)benzoic acid (cas: 53902-12-8Reference of 53902-12-8).

2-(3-(3,4-Dimethoxyphenyl)acrylamido)benzoic acid (cas: 53902-12-8) belongs to amides. In primary and secondary amides, the presence of N–H dipoles allows amides to function as H-bond donors as well. Thus amides can participate in hydrogen bonding with water and other protic solvents; the oxygen atom can accept hydrogen bonds from water and the N–H hydrogen atoms can donate H-bonds. In simple aromatic amides, fragmentation occurs on both sides of the carbonyl group. If a hydrogen is available in N-substituted aromatic amides, it tends to migrate and form an aromatic amine and the loss of a ketene.Reference of 53902-12-8

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthesis and SAR of selective small molecule neuropeptide Y Y2 receptor antagonists was written by Mittapalli, Gopi Kumar;Vellucci, Danielle;Yang, Jun;Toussaint, Marion;Brothers, Shaun P.;Wahlestedt, Claes;Roberts, Edward. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2012.Product Details of 383-31-3 This article mentions the following:

Highly potent and selective small mol. neuropeptide Y Y2 receptor antagonists are reported. The systematic SAR exploration of a hit mol. N-(4-ethoxyphenyl)-4-[hydroxy(diphenyl)methyl]piperidine-1-carbothioamide, identified from HTS, led to the discovery of highly potent NPY Y2 antagonists 1-R-4-[hydroxy(diphenyl)methyl]piperidines [R = CSNHC₆H₄SO₂NMe₂-4] (CYM 9484) and [R = CO₂C₆H₄SO₂NEt₂-4] (CYM 9552) with IC₅₀ values of 19 nM and 12 nM resp. In the experiment, the researchers used many compounds, for example, 4-Fluoro-N,N-dimethylbenzenesulfonamide (cas: 383-31-3Product Details of 383-31-3).

4-Fluoro-N,N-dimethylbenzenesulfonamide (cas: 383-31-3) belongs to amides. Amides are pervasive in nature and technology. Proteins and important plastics like Nylons, Aramid, Twaron, and Kevlar are polymers whose units are connected by amide groups (polyamides); these linkages are easily formed, confer structural rigidity, and resist hydrolysis. Ionic, or saltlike, amides are strongly alkaline compounds ordinarily made by treating ammonia, an amine, or a covalent amide with a reactive metal such as sodium.Product Details of 383-31-3

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Evidence and isolation of tetrahedral intermediates formed upon the addition of lithium carbenoids to Weinreb amides and N-acylpyrroles was written by Castoldi, Laura;Holzer, Wolfgang;Langer, Thierry;Pace, Vittorio. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2017.Reference of 226260-01-1 This article mentions the following:

The tetrahedral intermediates generated upon the addition of halolithium carbenoids (LiCH₂X and LiCHXY) to Weinreb amides have been intercepted and fully characterized as O-TMS heminals. The com. available N-trimethylsilyl imidazole is the ideal trapping agent whose employment, combined with a straightforward neutral Alox chromatog. purification, enables the isolation of such labile species. The procedure could be advantageously extended also for obtaining O-TMS heminals from N-acylpyrroles. These intermediates manifest interesting reactivity including as precursors of more complex carbenoids. In the experiment, the researchers used many compounds, for example, 3-Fluoro-N-methoxy-N-methylbenzamide (cas: 226260-01-1Reference of 226260-01-1).

3-Fluoro-N-methoxy-N-methylbenzamide (cas: 226260-01-1) belongs to amides. Compared to amines, amides are very weak bases and do not have clearly defined acid–base properties in water. On the other hand, amides are much stronger bases than esters, aldehydes, and ketones. The presence of the amide group –C(=O)N– is generally easily established, at least in small molecules. It can be distinguished from nitro and cyano groups in IR spectra. Amides exhibit a moderately intense νCO band near 1650 cm−1. By 1H NMR spectroscopy, CONHR signals occur at low fields. In X-ray crystallography, the C(=O)N center together with the three immediately adjacent atoms characteristically define a plane.Reference of 226260-01-1

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics