Tag: 100-200

Practical catalytic enantioselective synthesis of 2,3-dihydroquin-azolinones by chiral bronsted acid catalysis was written by Guo, Yongbiao;Gao, Zhenhua;Li, Junchen;Bi, Xiaojing;Shi, Enxue;Xiao, Junhua. And the article was included in Organic & Biomolecular Chemistry in 2021.Recommanded Product: 119023-25-5 This article mentions the following:

Herein, The highly efficient and practical synthesis of 2,3-dihydroquinazolinones I [R¹ = n-Pr, cyclohexyl, Ph, etc.; R² = H, Me, allyl; R³ = H, Me; R⁴ = H, 6-Me, 7-Cl, etc.; X = O, S] directly from diverse aldehydes with excellent yields and enantioselectivity was reported. Particularly, this protocol afforded better enantiocontrol for aliphatic aldehydes (up to 99% yield, 97% ee), which always gave unsatisfactory results in the previous studies. Moreover, this catalytic system showed wide tolerance to different functional groups such as alkenyl, nitro and halogens. Most importantly, its practicability was well elucidated via the gram-scale synthesis of different types of products at 0.1 mol% catalyst loading and the simplified work-up procedure. To better understand the reaction pathway and origin of the enantioselectivity, DFT calculations were also performed. In the experiment, the researchers used many compounds, for example, 2-Amino-4-fluorobenzamide (cas: 119023-25-5Recommanded Product: 119023-25-5).

2-Amino-4-fluorobenzamide (cas: 119023-25-5) belongs to amides. The solubilities of amides and esters are roughly comparable. Typically amides are less soluble than comparable amines and carboxylic acids since these compounds can both donate and accept hydrogen bonds. Tertiary amides, with the important exception of N,N-dimethylformamide, exhibit low solubility in water. Amides are stable compounds. The lower-melting members (such as acetamide) can be readily purified by fractional distillation. Most amides are solids which have low solubilities in water.Recommanded Product: 119023-25-5

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

Mild, rapid and efficient metal-free synthesis of 2-aryl-4-aryloxyquinolines via direct C²_sp-O bond formation by using diaryliodonium salts was written by Nahide, Pradip D.;Solorio-Alvarado, Cesar R.. And the article was included in Tetrahedron Letters in 2017.Product Details of 2670-38-4 This article mentions the following:

An efficient ligand- and transition metal-free procedure for the direct C²_sp-O bond formation for the arylation of 2-aryl-4-quinolones I (R = 3,5-difluorophenyl, benzo[d][1,3]dioxol-5-yl, 4-chlorophenyl, etc.) was developed. The synthesis of the starting quinolones I was carried out under our optimized Cu-catalyzed C-N bond formation conditions between 2′-bromoacetophenone and benzamide derivatives RC(O)NH₂ followed by cyclization. Easily prepared diaryliodonium salts C₆H₅I(X)(C₆H₄R¹) (R¹ = 4-NO₂, 4-CF₃, 2-Br; X = OTf, NO₃) were used as aryl source. Highly functionalized 4-aryloxyquinolines II were obtained in a mild and operationally simple protocol, which involves conventional heating and short periods of time. The method shows good to excellent yields and broad toleration of functional groups like fluorine or trifluoromethyl, which are important in medicinal chem. The C²_sp-O bond formation process herein described for the quinolone functionalization offers an excellent non-toxic alternative to the transition metal-catalyzed reactions that not only can potentially contaminate the final compounds but also can be environmental pollutants. In the experiment, the researchers used many compounds, for example, 3,4-Dichlorobenzamide (cas: 2670-38-4Product Details of 2670-38-4).

3,4-Dichlorobenzamide (cas: 2670-38-4) 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. 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.Product Details of 2670-38-4

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

Determination of phytocomponents of twenty-one varieties of smokeless tobacco using gas chromatography-mass spectroscopy (GC-MS) was written by Alhazmi, Hassan A.;Khalid, Asaad;Sultana, Shahnaz;Abdelwahab, Siddig I.;Ahsan, Waquar;Oraiby, Magbool E.;Al Brattya, Mohammad. And the article was included in South African Journal of Chemistry in 2019.Electric Literature of C11H13NO2 This article mentions the following:

Smokeless tobacco (ST) leaves are being consumed by millions in Middle Eastern countries including Saudi Arabia, Sudan and Yemen, where the locally manufactured form is called shammah. We intended to explore and compare the phytocomponents of 21 different varieties of shammah that are commonly available in different cities of Jazan province of Saudi Arabia using gas chromatog.-mass spectroscopy (GC-MS). A total of 61 different constituents were tentatively identified in these samples including both hazardous and non-hazardous compounds Solvents of different polarity, such as petroleum ether, chloroform, ethanol and water were used to prepare the extracts Interestingly, a number of new and unusual constituents were identified in some samples. N-methoxycarbonyl-amphetamine was detected as 6.76%, 4.88% and 2.58% of total compounds in Khadrah, Arishi and Sudani shammah samples, resp. Similarly, the presence of caffeine (0.44-1.41%) in Adani cold from Jazan city and Abu Arish and Adani hot shammah from Abu Arish suggested the possibility of adulteration. Extremely hazardous arsenic and benzopyran derivatives were present in Sudani shammah from Sabya in small but significant amounts Furthermore, carcinogenic components were also detected in significant amounts which indicate a relation between ST amounts used and different types of cancer, especially oral cancer. Chemometric hierarchical cluster anal. (HCA) revealed the existence of sufficient differences between samples from different extracts based on the polarity and dendrograms. In the experiment, the researchers used many compounds, for example, 4-Formyl-N-isopropylbenzamide (cas: 13255-50-0Electric Literature of C11H13NO2).

4-Formyl-N-isopropylbenzamide (cas: 13255-50-0) 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. 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.Electric Literature of C11H13NO2

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

A synthetic resveratrol analog termed Q205 reactivates latent HIV-1 through activation of P-TEFb was written by Liang, Taizhen;Wu, Ziyao;Li, Yibin;Li, Chao;Zhao, Kangni;Qiao, Xinman;Duan, Heng;Zhang, Xuanxuan;Liu, Shuwen;Xi, Baomin;Li, Lin. And the article was included in Biochemical Pharmacology (Amsterdam, Netherlands) in 2022.Computed Properties of C9H12N2O3 This article mentions the following:

The persistence of HIV-1 latent reservoir creates the major obstacle toward an HIV-1 cure. The “shock and kill” strategy aims to reverse HIV-1 proviral latency using latency-reversing agents (LRAs), thus boosting immune recognition and clearance to residual infected cells. Unfortunately, to date, none of these tested LRA candidates has been demonstrated effectiveness and/or safety in reactivation HIV-1 latency. The discovery and development of effective, safe and affordable LRA candidates are urgently needed for creating an HIV-1 functional cure. Here, we designed and synthesized a series of small-mol. phenoxyacetic acid derivatives based on the resveratrol scaffold and found one of them, named 5, 7-dimethoxy-2-(5-(methoxymethyl) furan-2-yl) quinazolin-4(3H)-one (Q205), effectively reactivated latent HIV-1 in latent HIV-1-infected cells without a corresponding increase in induction of potentially damaging cytokines. The mol. mechanism of Q205 is shown to increase the phosphorylation of the CDK9 T-loop at position Thr186, dissociate pos. transcription elongation factor b (P-TEFb) from BRD4, and promote the Tat-mediated HIV-1 transcription and RNA polymerase II (RNAPII) C-terminal domain (CTD) on Ser (CTD-Ser2P) to bind to the HIV-1 promoter. This study provides a unique insight into resveratrol modified derivatives as promising leads for preclin. LRAs, which in turn may help toward inhibitor design and chem. optimization for improving HIV-1 shock-and kill-based efforts. In the experiment, the researchers used many compounds, for example, 2-Amino-4,6-dimethoxybenzamide (cas: 63920-73-0Computed Properties of C9H12N2O3).

2-Amino-4,6-dimethoxybenzamide (cas: 63920-73-0) belongs to amides. Amides include many other important biological compounds, as well as many drugs like paracetamol, penicillin and LSD. Low-molecular-weight amides, such as dimethylformamide, are common solvents. 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.Computed Properties of C9H12N2O3

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

Structurally Diverse Synthesis of Five-, Six- and Seven-membered Benzosultams through Electrochemical Cyclization was written by Liu, Aiyun;Guo, Tiantian;Zhang, Shuangshuang;Yang, Han;Zhang, Qi;Chai, Yonghai;Zhang, Shengyong. And the article was included in Organic Letters in 2021.Quality Control of N-Isopropylbenzenesulfonamide This article mentions the following:

A metal- and oxidant-free approach to structurally diverse synthesis of benzosultams I (R¹ = i-Pr, t-Bu, Me; R² = H, 8-Ph, 7,9-di-Me, 9-F, etc.), II (R³ = H, Me) and III (R⁴ = H, 4-Cl, 5-Me, 6-Me, etc.) from aryl sulfonamides R¹C₆H₃S(O)₂R⁵ (R⁵ = H, 4-Me, 3-Cl, 6-Cl, etc.) through an electrochem. cyclization was developed. By varying the ortho-substituent on aryl sulfonamides, five-, six-, and seven-membered benzosultams I, II and III were efficiently assembled in an atom- and resource-economic manner. The generality of the process is demonstrated by the formation of five to seven-membered cyclic products from substrates bearing substituents R¹C₆H₃S(O)₂R⁵ with different electronic effects and steric hindrance. In the experiment, the researchers used many compounds, for example, N-Isopropylbenzenesulfonamide (cas: 5339-69-5Quality Control of N-Isopropylbenzenesulfonamide).

N-Isopropylbenzenesulfonamide (cas: 5339-69-5) belongs to amides. Amides include many other important biological compounds, as well as many drugs like paracetamol, penicillin and LSD. Low-molecular-weight amides, such as dimethylformamide, are common solvents. 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.Quality Control of N-Isopropylbenzenesulfonamide

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

Synthesis and nematicidal activities of 1,2,3-benzotriazin-4-one derivatives containing benzo[d][1,2,3]thiadiazole against Meloidogyne incognita was written by Zhang, Ruifeng;Guo, Wei;Wang, Gaolei;Chen, Xiulei;Li, Zhong;Xu, Xiaoyong. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2020.Category: amides-buliding-blocks This article mentions the following:

Based on the characteristic of benzo[d][1,2,3]thiadiazole to induce the systemic acquired resistance and improve the immunity of plants, benzo[d][1,2,3]thiadiazole was introduced into 1,2,3-benzotriazin-4-one, thirty-one novel 1,2,3-benzotriazin-4-one derivatives containing benzo[d][1,2,3]thiadiazole were designed and synthesized. Nematicidal activity showed that most of the synthesized compounds exhibited great inhibitory activity in vivo against Meloidogyne incognita at 20 mg/L. Among 31 tested compounds, I and II showed an excellent nematicidal activity with the inhibition rate of 50.4% and 53.1% at the concentration of 1.0 mg/L, resp. The influence of substituent type and position was studied. The relation between structure and activity was also preliminary analyzed. In the experiment, the researchers used many compounds, for example, 6-Chloro-2-aminobenzamide (cas: 54166-95-9Category: amides-buliding-blocks).

6-Chloro-2-aminobenzamide (cas: 54166-95-9) 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 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

Formation and cytotoxicity of halophenylacetamides: New group of nitrogenous aromatic halogenated disinfection byproducts in drinking water was written by Hu, Shaoyang;Kaw, Han Yeong;Zhu, Lizhong;Wang, Wei. And the article was included in Environmental Science & Technology in 2022.Recommanded Product: 2-(2-Chlorophenyl)acetamide This article mentions the following:

Nitrogenous aromatic halogenated disinfection byproducts (DBPs) in drinking water have received considerable attention recently owing to their relatively high toxicity. In this study, a new group of nitrogenous aromatic halogenated disinfection byproducts, halophenylacetamides (HPAcAms), were successfully identified for the first time in both the laboratory experiments and realistic drinking water. The formation mechanism of HPAcAms during chlorination of phenylalanine in the presence of Br^– and I^–, occurrence frequencies, and concentrations in authentic drinking water were investigated, and a quant. structure-activity relationship (QSAR) model was developed based on the acquired cytotoxicity data. The results demonstrated that HPAcAms could be formed from phenylalanine in chlorination via electrophilic substitution, decarboxylation, hydrochloric acid elimination, and hydrolysis. The HPAcAm yields from phenylalanine were significantly affected by contact time, pH, chlorine dose, and temperature Nine HPAcAms with concentrations in the range of 0.02-1.54 ng/L were detected in authentic drinking water samples. Most tested HPAcAms showed significantly higher cytotoxicity compared with dichloroacetamide, which is the most abundant aliphatic haloacetamide DBP. The QSAR model demonstrated that the cellular uptake efficiency and the polarized distributions of electrons of HPAcAms play essential roles in their cytotoxicity mechanisms. In the experiment, the researchers used many compounds, for example, 2-(2-Chlorophenyl)acetamide (cas: 10268-06-1Recommanded Product: 2-(2-Chlorophenyl)acetamide).

2-(2-Chlorophenyl)acetamide (cas: 10268-06-1) 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. 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.Recommanded Product: 2-(2-Chlorophenyl)acetamide

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

Dipole moments and structure of some sulfanilamide compounds was written by Pushkareva, Z. V.;Kokoshko, Z. Yu.. And the article was included in Zhurnal Obshchei Khimii in 1954.Recommanded Product: 53297-70-4 This article mentions the following:

Dipole moments of several sulfonamides were determined conventionally in dioxane (C₆H₆ was used as a reference liquid) at 25°; at. polarization was neglected; the electronic polarization (P_e) was calculated from the exptl. value of refraction of PhSO₂NH₂ (cf. Gur’yanova, C.A. 41, 6786a). The following values of the polarization at infinite dilution (P_∞), P_e, and dipole moment (μ × 10¹⁸), resp., are reported for PhSO₂NHR (R given): H, 571.39, 40.13, 5.09; Ph (m. 109-10°), 595.34, 64.22, 5.07; 3,5-Cl₂C₆H₃ (m. 134-5°), 539.08, 73.85, 4.75; p-H₂NSO₂C₆H₄ (m. 148°), 714.82, 78.06, 5.55; Ac (m. 122°, from PhSO₂NH₂ and Ac₂O), 558.14, 49.37, 4.96; 2-pyridyl (m. 171-2°), 573.51, 65.76, 4.95. Also p-H₂NC₆H₄SO₂NH₂, -, -, 6.60; 3,4-Me(H₂N)C₆H₃SO₂NH₂ (prepared by sulfonation of o-MeC₆H₄NHAc at 60-70° with HO₃SCl 2 hrs., followed by aqueous NH₄OH, yielding the crude amide, m. 202-4°; this heated to 80° in 1:3 H₂SO₄ 1.5 hrs. and the filtrate treated with NH₄OH gave the final product, m. 145-6°), 808.14, 48.27, 6.06; 1,4-H₂NC₁₀H₆SO₂NH₂ (m. 212°), 943.94, 61.09, 6.53; p-H₂₂NC₆H₄SO₂NHAc (Albucide) (m. 182°), 1030.45, 58.80, 6.88; sulfapyridine (m. 192°), 1189.56, 69.08, 7.2; p-H₂NC₆H₄SO₂NHC₆H₄SO₂NH₂, 1090.78, 82.58, 6.99. Comparison of the moments so obtained with the vectorial addition of moments indicates an interaction between the p-groups NH₂ and SO₂NHR, with enhanced moment; no such enhancement exists in the m-derivatives The rotation of the NH₂SO₂ group is apparently restricted so that the H atom of the amide is located at the least distance from the O atoms of SO₂. In the experiment, the researchers used many compounds, for example, 4-Amino-3-methylbenzenesulfonamide (cas: 53297-70-4Recommanded Product: 53297-70-4).

4-Amino-3-methylbenzenesulfonamide (cas: 53297-70-4) 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. 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.Recommanded Product: 53297-70-4

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

The synthesis of proximal-benzoguanine and a simplified synthesis of proximal-benzohypoxanthine was written by Schneller, Stewart W.;Ibay, Augusto C.. And the article was included in Journal of Organic Chemistry in 1986.Formula: C7H7ClN2O This article mentions the following:

7-Aminoimidazo[4,5-f]quinazolin-9(8H)-one (proximal-benzoguanine I, R = NH₂) was prepared in five steps from 2-amino-6-chlorobenzamide. Methylation of I (R = NH₂) gave exclusively 7-amino-3-methylimidazo[4,5-f]quinazolin-9(8H)-one(II). (proximal-Benzohypoxanthine I(R = H) was available directly from 3-amino-2,6-dinitrobenzonitrile in a more efficient route than the one previously reported in the literature. In the experiment, the researchers used many compounds, for example, 6-Chloro-2-aminobenzamide (cas: 54166-95-9Formula: C7H7ClN2O).

6-Chloro-2-aminobenzamide (cas: 54166-95-9) 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.Formula: C7H7ClN2O

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

In-Water Synthesis of Quinazolinones from 1,1-Dichloro-2-nitroethene and Anthranilamides was written by Zhu, Fengjuan;Song, Runjiang;Li, Shen;Shao, Xusheng. And the article was included in Synlett in 2016.Recommanded Product: 6-Chloro-2-aminobenzamide This article mentions the following:

An efficient synthetic methodol. was developed for direct formation of quinazolinones with 2-nitromethyl substituent via 1,1-dichloro-2-nitroethene and anthranilamides. This strategy provides an alternative for quinazolinones construction with merits of proceeding in water, easy purification, and no addition of catalysts. In the experiment, the researchers used many compounds, for example, 6-Chloro-2-aminobenzamide (cas: 54166-95-9Recommanded Product: 6-Chloro-2-aminobenzamide).

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.Recommanded Product: 6-Chloro-2-aminobenzamide

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