Category: amides-buliding-blocks

One-pot construction of diverse and functionalized isochromenoquinolinediones by Rh(III)-catalyzed annulation of unprotected arylamides with 3-diazoquinolinediones and their application for fluorescence sensor was written by Shrestha, Rajeev;Khanal, Hari Datta;Lee, Yong Rok. And the article was included in RSC Advances in 2019.Recommanded Product: 3,4-Dichlorobenzamide This article mentions the following:

A facile and efficient Rh(III)-catalyzed annulation of arylamides with 3-diazoquinolinediones for the construction of diverse and highly functionalized isochromenoquinolinediones was described. Furthermore, the methodol. was applicable for delivering various relevant mols. such as pyridopyranoquinolindiones, thienopyranoquinolinones, and indolopyranoquinolinone. The reaction proceeds via cascade C-H activation, carbene insertion and intramol. lactonization. The reaction exhibits highed atom economy, good functional group tolerance and high regioselectivity. The synthesized compound can also behave as a potent fluorescence sensor for Fe³⁺ ion. In the experiment, the researchers used many compounds, for example, 3,4-Dichlorobenzamide (cas: 2670-38-4Recommanded Product: 3,4-Dichlorobenzamide).

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

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

Synthesis and pharmacological evaluation of 3-aryl-3-azolylpropan-1-amines as selective triple serotonin/norepinephrine/dopamine reuptake inhibitors was written by Lee, Ki-Ho;Park, Chun-Eung;Min, Kyung-Hyun;Shin, Yong-Je;Chung, Coo-Min;Kim, Hui-Ho;Yoon, Hae-Jeoung;Won-Kim;Ryu, Eun-Ju;Shin, Yu-Jin;Nam, Hyun-Sik;Cho, Jeong-Woo;Lee, Hee-Yoon. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2010.Synthetic Route of C10H10F3NO2 This article mentions the following:

A series of 3-aryl-3-azolylpropan-1-amines were prepared and screened for their capability of inhibiting monoamine reuptake. Analogs with nanomolar potency, good human in vitro microsomal stability, and low drug-drug interaction potential were described. In vivo models were used to evaluate I for antidepressive, anxiolytic, and analgesic activity. In the experiment, the researchers used many compounds, for example, N-Methoxy-N-methyl-4-(trifluoromethyl)benzamide (cas: 116332-61-7Synthetic Route of C10H10F3NO2).

N-Methoxy-N-methyl-4-(trifluoromethyl)benzamide (cas: 116332-61-7) 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. 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.Synthetic Route of C10H10F3NO2

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

Thiopurine drugs repositioned as tyrosinase inhibitors was written by Choi, Joonhyeok;Lee, You-Mie;Jee, Jun-Goo. And the article was included in International Journal of Molecular Sciences in 2018.Category: amides-buliding-blocks This article mentions the following:

Drug repositioning is the application of the existing drugs to new uses and has the potential to reduce the time and cost required for the typical drug discovery process. In this study, we repositioned thiopurine drugs used for the treatment of acute leukemia as new tyrosinase inhibitors. Tyrosinase catalyzes two successive oxidations in melanin biosynthesis: the conversions of tyrosine to dihydroxyphenylalanine (DOPA) and DOPA to dopaquinone. Continuous efforts are underway to discover small mol. inhibitors of tyrosinase for therapeutic and cosmetic purposes. Structure-based virtual screening predicted inhibitor candidates from the US Food and Drug Administration (FDA)-approved drugs. Enzyme assays confirmed the thiopurine leukemia drug, thioguanine, as a tyrosinase inhibitor with the inhibitory constant of 52μM. Two other thiopurine drugs, mercaptopurine and azathioprine, were also evaluated for their tyrosinase inhibition; mercaptopurine caused stronger inhibition than thioguanine did, whereas azathioprine was a poor inhibitor. The inhibitory constant of mercaptopurine (16μM) was comparable to that of the well-known inhibitor kojic acid (13μM). The cell-based assay using B16F10 melanoma cells confirmed that the compounds inhibit mammalian tyrosinase. Particularly, 50μM thioguanine reduced the melanin content by 57%, without apparent cytotoxicity. Cheminformatics showed that the thiopurine drugs shared little chem. similarity with the known tyrosinase inhibitors. In the experiment, the researchers used many compounds, for example, 2-(3-(3,4-Dimethoxyphenyl)acrylamido)benzoic acid (cas: 53902-12-8Category: amides-buliding-blocks).

2-(3-(3,4-Dimethoxyphenyl)acrylamido)benzoic acid (cas: 53902-12-8) 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.Category: amides-buliding-blocks

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

Study on microetching performance of hydrogen peroxide/sulfuric acid system was written by Yang, Yan;Li, De-liang. And the article was included in Advanced Materials Research (Durnten-Zurich, Switzerland) in 2011.Reference of 10543-57-4 This article mentions the following:

In order to get the optimum technol. conditions of the hydrogen peroxide/sulfuric acid system, the static corrosion method was used to study the related parameters including compositions of the microetching system and the operation temperature The results of the experiment show that the microetching performance of the hydrogen peroxide/sulfuric acid system was excellent under optimum conditions of maintaining temperature at 30∼35°C, copper concentration about 25 g/L, hydrogen peroxide 30∼40 g/L and sulfuric acid content 70∼90 g/L. The process of microetching is stable and controllable. 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. 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 can be freed from solvent or water by drying below their melting points. These purifications can also be used for sulfonamides and acid hydrazides.Reference of 10543-57-4

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

Hypoglycemic, hypolipidemic and hepatoprotective effects of Alpinia officinarum on nicotinamide/streptozotocin induced type II diabetic rats. was written by Heidari, Hamid;Khalaj, Azam;Khani, Sima;Abdollahi, Maasoume;Farahani, Hamid;Khani, Samira. And the article was included in Hormone molecular biology and clinical investigation in 2022.Reference of 10238-21-8 This article mentions the following:

OBJECTIVES: Alpinia officinarum Hance, commonly known as lesser galangal, is a member of the ginger family (Zingiberaceae) traditionally used for many decades to treat inflammation, pain, stomach ache and cold. In the present study, the antidiabetic and hypolipidemic potentials of the hydroalcoholic extract of A. officinarum (AO) were investigated in the nicotinamide/streptozotocin induced type II diabetic rats. METHODS: Male Wistar rats were divided into following six groups: Group I was normal control rats. Group II: normal diabetic control, Group III: Diabetic rats treated with glibenclamide (0.25 mg/kg), IV, V and VI: Diabetic rats treated with 100, 200 and 500 mg/kg AO hydroalcoholic extract by daily gavage for 28 days, respectively. At the end of treatment, biochemical analysis, histological study, phytochemical analysis and acute toxicity tests were carried out. RESULTS: The results show significant reduction in blood glucose, serum lipid profiles, and liver enzyme levels in diabetic rats compared with diabetic control in AO treated group. CONCLUSIONS: In conclusion, the present study demonstrated that AO extract had significant (p<0.05) antidiabetic and anti-hyperlipidemia effects in addition to hepatoprotective effect in type II diabetic rats. In the experiment, the researchers used many compounds, for example, 5-Chloro-N-(4-(N-(cyclohexylcarbamoyl)sulfamoyl)phenethyl)-2-methoxybenzamide (cas: 10238-21-8Reference of 10238-21-8).

5-Chloro-N-(4-(N-(cyclohexylcarbamoyl)sulfamoyl)phenethyl)-2-methoxybenzamide (cas: 10238-21-8) 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 can be freed from solvent or water by drying below their melting points. These purifications can also be used for sulfonamides and acid hydrazides.Reference of 10238-21-8

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

A convenient preparation of tetrahydropteridines and tetrahydrofolate analogs. Synthesis of tetrahydro-3′,5′-dichloromethotrexate was written by Martinelli, Jack E.;Chaykovsky, Michael. And the article was included in Preparative Biochemistry in 1980.Application In Synthesis of Sodium (S)-2-(4-(((2,4-diaminopteridin-6-yl)methyl)(methyl)amino)benzamido)pentanedioate This article mentions the following:

Folic acid (I; R = OH, R¹ = R² = H), methotrexate (I; R = NH₂, R¹ = Me, R² = H), and 3′,5′-dichloromethotrexate (I; R = NH₂, R¹ = Me, R² = Cl) were reduced by Me₂NH/borane at 20-60° to give the corresponding tetrahydropteridines II. In the experiment, the researchers used many compounds, for example, Sodium (S)-2-(4-(((2,4-diaminopteridin-6-yl)methyl)(methyl)amino)benzamido)pentanedioate (cas: 7413-34-5Application In Synthesis of Sodium (S)-2-(4-(((2,4-diaminopteridin-6-yl)methyl)(methyl)amino)benzamido)pentanedioate).

Sodium (S)-2-(4-(((2,4-diaminopteridin-6-yl)methyl)(methyl)amino)benzamido)pentanedioate (cas: 7413-34-5) 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.Application In Synthesis of Sodium (S)-2-(4-(((2,4-diaminopteridin-6-yl)methyl)(methyl)amino)benzamido)pentanedioate

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

Quantification of drugs encapsulated in liposomes by ¹H NMR was written by Guimaraes, Diana;Noro, Jennifer;Loureiro, Ana;Cavaco-Paulo, Artur;Nogueira, Eugenia. And the article was included in Colloids and Surfaces, B: Biointerfaces in 2019.HPLC of Formula: 7413-34-5 This article mentions the following:

Liposomes are one of the most important and extensively studied drug delivery system due to their ability to encapsulate different kinds of drugs. Exploiting the advantages of ¹H NMR (NMR) spectrometry, we established a rapid and easy method for quantification of drugs encapsulated in liposomes. An internal standard, pyridine, was used for quant. determination of drug concentration Two different drugs were involved in this work, one hydrophilic, methotrexate disodium salt, and another hydrophobic, tamoxifen. The specificity and selectivity of the suggested method were evaluated by the absence of overlapping of at least one signal of each drug with pyridine in the NMR spectrum. The accuracy and precision of the method were assessed by adding a known amount of each drug to unloaded liposomes. Results obtained by quant. NMR (qNMR) were validated and confirmed by comparing with two other traditional techniques, UV-Visible (UV-vis) spectrophotometry and High-Performance Liquid Chromatog. (HPLC). It was found that the results were consistent with the ones obtained from our proposed qNMR method. Considering all the experiments conducted in this study, we deliberate that qNMR can be a suitable tool for the determination of drugs encapsulated in liposomes. In the experiment, the researchers used many compounds, for example, Sodium (S)-2-(4-(((2,4-diaminopteridin-6-yl)methyl)(methyl)amino)benzamido)pentanedioate (cas: 7413-34-5HPLC of Formula: 7413-34-5).

Sodium (S)-2-(4-(((2,4-diaminopteridin-6-yl)methyl)(methyl)amino)benzamido)pentanedioate (cas: 7413-34-5) 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 can be freed from solvent or water by drying below their melting points. These purifications can also be used for sulfonamides and acid hydrazides.HPLC of Formula: 7413-34-5

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

Design, synthesis, and anticancer activities of 8,9-substituted Luotonin A analogs as novel topoisomerase I inhibitors was written by Xiang, Yuanhang;Li, Haiping;Wang, Jun;Peng, Xiaozhi;Hu, Chunling;Luo, Laichun. And the article was included in Medicinal Chemistry Research in 2021.Reference of 119023-25-5 This article mentions the following:

A series of 8,9-substituted Luotonin A analogs were designed, synthesized, and evaluated for antiproliferative activity against four cancer cell lines. The structure-activity relationship study revealed that the in vitro anticancer activity of Luotonin A was significantly improved by the introduction of 8-piperazine group and the 5-deaza modification. Two promising compounds 6a and 7a displayed potent topoisomerase I inhibitory activity. And a rational binding mode of 7a with topoisomerase I-DNA complex was proposed based on the mol. docking study. In the experiment, the researchers used many compounds, for example, 2-Amino-4-fluorobenzamide (cas: 119023-25-5Reference of 119023-25-5).

2-Amino-4-fluorobenzamide (cas: 119023-25-5) 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. 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.Reference of 119023-25-5

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

Structural changes of poly(m-phenyleneisophthalamide) with different plasticization types was written by Nuzhdina, Yu. A.;Nizhnik, V. V.;Kuchinka, M. M.;Zakharchuk, V. I.;Pechnikov, A. V.. And the article was included in Kompozitsionnye Polimernye Materialy (1979-1996?) in 1989.Computed Properties of C9H13NO2S This article mentions the following:

Physicomech. properties and structure of poly(m-phenyleneisophthalamide) (I) formed in the presence of low-mol.weight substances with different types of plasticizing action were studied. Iso-PrNHSO₂Ph (II) and iso-PrN(SO₂Ph)₂ (III) were used as modifiers and 2,2′-bis(p-phenylaminophenoxy)diethyl ether (IV) as a heat stabilizer for I. The plasticizer effect on intermol. interaction in I compositions and total structural ordering was studied. Concentration dependences of spectral and physicomech. properties of I differ for II and III. IR spectroscopy showed a weakening of intermol. H bonds upon addition of plasticizers to I, the highest changes in IR spectra of I being observed at small additive contents. The formation of I compositions in the presence of plasticizers was accompanied by structural changes in the polymer matrix due to the rearrangement of macromols. The rearrangement affected the strength and content of interchain contacts and IV, depending on the chem. nature and type of plasticizing action of introduced additives. In the experiment, the researchers used many compounds, for example, N-Isopropylbenzenesulfonamide (cas: 5339-69-5Computed Properties of C9H13NO2S).

N-Isopropylbenzenesulfonamide (cas: 5339-69-5) 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 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.Computed Properties of C9H13NO2S

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

Aristolone in Nardostachys jatamansi DC. induces mesenteric vasodilation and ameliorates hypertension via activation of the K_ATP channel and PDK1-Akt-eNOS pathway was written by Fang, Jingmei;Li, Ran;Zhang, Yue;Oduro, Patrick Kwabena;Li, Sa;Leng, Ling;Wang, Zhimei;Rao, Yao;Niu, Lu;Wu, Hong-Hua;Wang, Qilong. And the article was included in Phytomedicine in 2022.Application of 10238-21-8 This article mentions the following:

Nardostachys jatamansi DC. is a common medicinal herb used to treat cardiovascular diseases, particularly hypertension. Previously, our lab characterized the chem. compounds of N. jatamansi. However, the bioactive compounds of N. jatamansi and their mechanisms of action on blood pressure and blood vessels are unknown. The vasorelaxant effects of the methanolic extract (MeOH extract) of the roots and rhizomes of N. jatamansi, its main compounds, and their underlying mode of action, were investigated.The main compounds of N. jatamansi were isolated and identified using UHPLC-TOF MS. The antihypertensive effect of N. jatamansi extracts and (-)-aristolone were determined using spontaneously hypertensive rats. The extracts, fractions, and compounds were also evaluated for their vasorelaxant effects on U46619 contractile responses in isolated thoracic aortic and mesenteric arterial rings. The endothelial-dependent relaxation, as well as the regulatory pathways and targets of (-)-aristolone, were studied in-vitro and ex-vivo. Mol. docking and biophys. characterization (Surface plasmon resonance) studies were utilized to investigate the mol. interaction between (-)-aristolone and the target protein.MeOH extract (200 mg/kg) reduces the systolic and diastolic blood pressure in spontaneously hypertensive rats. MeOH extract and its Et acetate fraction (EtOAc Fr.), but not the H2O fraction, had a significant relaxing effect on the thoracic aorta. (-)-aristolone and kanshone H from EtOAc Fr. induced vasorelaxation of the thoracic aorta and mesenteric artery. In human umbilical vein endothelial cells, (-)-aristolone treatment upregulated phosphorylation of Akt (T308) and eNOS. Mol. docking and surface plasmon resonance experiments revealed an interaction between (-)-aristolone and phosphoinositide-dependent protein kinase 1 (PDK1), an upstream protein kinase that phosphorylates Akt at T308. Treatment with PDK1 inhibitor PHT-427 and eNOS inhibitor L-NAME consistently inhibited (-)-aristolone-induced vasorelaxation. In addition, KATP channel inhibitor glibenclamide dramatically inhibited the vasorelaxant effects of (-)-aristolone and kanshone H in the endothelium-denuded thoracic aorta. Finally, (-)-aristolone lowers hypertensive rats systolic and diastolic blood pressure.The extracts of N. jatamansi promote vasorelaxation and alleviate hypertension. The essential chems. responsible for producing vasorelaxation effects are (-)-aristolone and kanshone H, which activate the PDK1-Akt-eNOS-NO relaxing pathway and stimulate the opening of the KATP channel. These findings point to N. jatamansi and aristolone as possible antihypertensive agents. In the experiment, the researchers used many compounds, for example, 5-Chloro-N-(4-(N-(cyclohexylcarbamoyl)sulfamoyl)phenethyl)-2-methoxybenzamide (cas: 10238-21-8Application of 10238-21-8).

5-Chloro-N-(4-(N-(cyclohexylcarbamoyl)sulfamoyl)phenethyl)-2-methoxybenzamide (cas: 10238-21-8) 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. 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.Application of 10238-21-8

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