Tag: 100-200

Mechanism of the cytostatic action of methylhydrazines. III was written by Weitzel, Guenther;Schneider, Friedhelm;Hirschmann, Wolf D.;Durst, Juergen;Thauer, Rudolf K.;Ochs, Hans Dieter;Kummer, Dieter. And the article was included in Zeitschrift fuer Physiologische Chemie in 1967.SDS of cas: 13255-50-0 This article mentions the following:

Hydrazine acetate (225-750 γ) injected i.v. into mice bearing Ehrlich ascites tumors reduced the incorporation rate of thymidine (I) and leucine (II) into the tumor cells dependent on dose; uridine (III) incorporation was not influenced. I.p. injections of Natulan (IV) (4-[(2-methylhydrazino)methyl]-N-isopropylbenzamide) and Azo-Natulan (4-(methylazomethyl)-N-isopropylbenzamide) (10 mg.) into mice bearing ascites tumors preferentially reduced the incorporation of III and also reduced I and II incorporation. Demethylated IV (4-(hydrazinomethyl)-N-isopropylbenzamide) reduced II and III, but not I incorporation. In the presence of NADPH, liver microsomes split IV to give HCHO. N-Isopropyl-4-formylbenzamide (1-2 × 10-3M) inhibited III and II and, to a lesser extent, I incorporation into ascites cells in vitro and produced similar results when injected at 15 mg. into ascitic mice. The biosynthesis of proteins in a cell-free system was not inhibited by hydrazine acetate, methylhydrazine, formalhydrazine, benzylhydrazine, 1-methyl-2-benzylhydrazine, IV, or demethylated IV. The spontaneous reaction of the IV degradation product, N-isopropyl-4-formylbenzamide, with amino acids produced Schiff bases, which could inhibit II incorporation by removing amino acids from protein synthesis. The synthesis of DNA and RNA was affected in the following manner. Hydrazine acetate (1-2 × 10-3M) inhibited the formation of purine deoxynucleosides. The HCHO resulting from the Me group of methylhydrazine inhibited the formation of deoxynucleoside diphosphates and deoxynucleoside triphosphates. The substituent N-isopropylcarbamide in the para position on the benzene ring inhibited the entrance of nucleosides and purines into the cell, resulting in a general lowering of the intracellular content of nucleosides and purines. In addition to condensation with amino acids, the aldehyde group of the N-isopropyl-4-formylbenzamide inhibited the formation of the nucleoside diphosphates and nucleoside triphosphates. All of these effects could be demonstrated simultaneously for IV and Azo-Natulan. 27 references. In the experiment, the researchers used many compounds, for example, 4-Formyl-N-isopropylbenzamide (cas: 13255-50-0SDS of cas: 13255-50-0).

4-Formyl-N-isopropylbenzamide (cas: 13255-50-0) 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.SDS of cas: 13255-50-0

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

Sequential One-pot Method for the Synthesis of 4-(Hydroxymethyl)oxazoles and their Application in Phosphonates Synthesis was written by Kajol, Km;Ramesh, Chintakunta. And the article was included in Asian Journal of Organic Chemistry in 2021.SDS of cas: 2670-38-4 This article mentions the following:

A sequential one-pot method for the synthesis of 4-(hydroxymethyl)oxazoles from readily available benzamides was developed. Various substituted benzamides well-tolerated and furnished 4-(hydroxymethyl)oxazoles in moderate to good yields under the present reaction conditions. In order to demonstrate the usefulness of the present methodol., the resulting 4-(hydroxymethyl)oxazoles were successfully transformed into its corresponding phosphonates under Michaelis-Arbuzov reaction conditions. This methodol. featured a broad substrate scope, step economy, ease of execution, and scalability. In the experiment, the researchers used many compounds, for example, 3,4-Dichlorobenzamide (cas: 2670-38-4SDS of cas: 2670-38-4).

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

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

Mechanically Flexible Organic Crystals Achieved by Introducing Weak Interactions in Structure: Supramolecular Shape Synthons was written by Krishna, Gamidi Rama;Devarapalli, Ramesh;Lal, Garima;Reddy, C. Malla. And the article was included in Journal of the American Chemical Society in 2016.Formula: C7H5Cl2NO This article mentions the following:

Controlling mech. properties of ordered organic materials remains a formidable challenge, despite their great potential for high performance mech. actuators, transistors, solar cells, photonics, and bioelectronics. A crystal engineering approach to design mech. reconfigurable, plastically flexible single crystals (of ∼10) of 3 unrelated types of compounds was demonstrated by introducing active slip planes in structures via different noninterfering supramol. weak interactions, van der Waals (vdW), π-stacking, and H bonding groups. Spherical hydrophobic groups, which assemble via shape complementarity (shape synthons), reliably form low energy slip planes, thus facilitating an impressive mech. flexibility, which allowed molding the crystals into alphabetical characters to spell out o r g a n i c c r y s t a l. The study, which reports the preparation of exotic plastic crystals by design, demonstrates the potential of soft interactions for tuning the mech. behavior of ordered mol. materials, including those from π-conjugated systems. In the experiment, the researchers used many compounds, for example, 3,4-Dichlorobenzamide (cas: 2670-38-4Formula: C7H5Cl2NO).

3,4-Dichlorobenzamide (cas: 2670-38-4) 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 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.Formula: C7H5Cl2NO

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

I₂-Catalyzed cross dehydrogenative coupling: rapid access to benzoxazinones and quinazolinones was written by Chen, Kaili;Gao, Biao;Shang, Yanguo;Du, Jianyao;Gu, Qinlan;Wang, Jinxin. And the article was included in Organic & Biomolecular Chemistry in 2017.Computed Properties of C11H15NO2 This article mentions the following:

An efficient and applicable I₂-catalyzed intramol. dehydrogenative C-O/C-N coupling reaction via activating the C-H bond adjacent to the N atom has been developed to provide dozens of substituted benzoxazinones I (R¹ = H, 8-OMe, 6-F, etc.; R² = Me, Et, Bn, etc.; R³ = C₆H₅, 4-H₃CC₆H₄, 4-FC₆H₄, etc.; X = O, S) (31 examples) and quinazolinones, e.g. II (5 examples) in good to excellent yields (up to 98%). This one-pot methodol. has significant advantages, including a metal-free process, broad substrate scope, high atom economy, and simple operation. This strategy goes through an iminium intermediate followed by nucleophilic attack to provide the desired products. In the experiment, the researchers used many compounds, for example, N,N-Diethylsalicylamide (cas: 19311-91-2Computed Properties of C11H15NO2).

N,N-Diethylsalicylamide (cas: 19311-91-2) 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. 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 C11H15NO2

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

Antipyretic activity of new salicylate and gentisate derivatives was written by Preziosi, P.. And the article was included in Bollettino – Societa Italiana di Biologia Sperimentale in 1953.Synthetic Route of C11H15NO2 This article mentions the following:

Salicylic hydrazide, acetylsalicylic hydrazide, N,N-diethylsalicylamide, gentisamide, ο-ethoxybenzamide, salicylamide, diacetylgentisic acid, and ο-(diethylaminoethoxy)benzamide were tested for antipyretic activity on rabbits. Fever was induced by intravenous injection of pyrogen and the material being tested was introduced peritoneally. Results show decreasing activity of the materials in the order listed. All of the compounds with the exception of the last 2 produced a temperature drop within 3-4 hours. In the experiment, the researchers used many compounds, for example, N,N-Diethylsalicylamide (cas: 19311-91-2Synthetic Route of C11H15NO2).

N,N-Diethylsalicylamide (cas: 19311-91-2) 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 freed from solvent or water by drying below their melting points. These purifications can also be used for sulfonamides and acid hydrazides.Synthetic Route of C11H15NO2

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

Analysis of procarbazine and metabolites by gas chromatography-mass spectrometry was written by Gorsen, Robert M.;Weiss, A. J.;Manthei, R. W.. And the article was included in Journal of Chromatography, Biomedical Applications in 1980.Product Details of 13255-50-0 This article mentions the following:

Procarbazine-HCl (I) [366-70-1], and several metabolites, and an internal standard were analyzed by gas chromatog.-mass spectrometry on a 3% OV-1 column. Procarbazine and 4 metabolites were derivatized with acetic anhydride. A sensitive, specific and quant. assay was established by selected ion monitoring using a synthetic analog of the drug as an internal standard The limits of detection were approx. 1 ng/mL of plasma while the limits of quantitation were 10 ng/mL of plasma. Studies on the degradation of procarbazine-HCl in 0.05 M phosphate buffer (pH 7.4) were compared to in vivo studies. At 1 h after incubation of procarbazine-HCl in buffer, the azo and aldehyde metabolites were detected in the highest concentrations representing 27.2% and 20.3% of total drug and metabolites. In the in vivo studies, analyses of rat plasmas indicated that 1 h after an oral dose of procarbazine-HCl the aldehyde metabolite [13255-50-0] represented 72% of the total drug and metabolites, and that relatively little of the azo metabolite was present. In the experiment, the researchers used many compounds, for example, 4-Formyl-N-isopropylbenzamide (cas: 13255-50-0Product Details of 13255-50-0).

4-Formyl-N-isopropylbenzamide (cas: 13255-50-0) 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 13255-50-0

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

Au^I-Catalyzed Direct Hydroamination/Hydroarylation and Double Hydroamination of Terminal Alkynes was written by Patil, Nitin T.;Lakshmi, Pediredla G. V. V.;Singh, Vipender. And the article was included in European Journal of Organic Chemistry in 2010.Reference of 54166-95-9 This article mentions the following:

An efficient method for formal Markownikoff hydroamination/hydroarylation and double hydroamination of terminal alkynes has been developed. For example, treatment of terminal alkynes with amino aromatics or diamines in the presence of 2-5 mol-% of Ph₃PAuNTf₂ in toluene at 100 °C gave the corresponding products in excellent yields. The method was shown to be applicable to a broad range of substrates and, more importantly, unlike our previously reported method, a tethered hydroxy group in the alkyne is not necessary. The mechanism of the reaction is also discussed. In the experiment, the researchers used many compounds, for example, 6-Chloro-2-aminobenzamide (cas: 54166-95-9Reference of 54166-95-9).

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

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

Study of self-association of benzenesulfonamides in carbon tetrachloride by the NMR method was written by Krasnogorskaya, N. N.;Shcherbakova, E. S.;Gur’yanova, E. N.;Gabdikeeva, A. R.;Poletaeva, M. G.. And the article was included in Zhurnal Prikladnoi Spektroskopii in 1989.Related Products of 5339-69-5 This article mentions the following:

Self-association of title compounds PhSO₂NHR (R = Bu, Me₂CH) in CCl₄ was studied by ¹H NMR. It occurs via intermol. NH···O hydrogen bonds. The degree of self-association increases with concentration and decreases with a rise in temperature Thermodn. parameters for associated mols. were determined In the experiment, the researchers used many compounds, for example, N-Isopropylbenzenesulfonamide (cas: 5339-69-5Related Products of 5339-69-5).

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.Related Products of 5339-69-5

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

Development of [¹⁸F]Maleimide-Based Glycogen Synthase Kinase-3β Ligands for Positron Emission Tomography Imaging was written by Hu, Kongzhen;Patnaik, Debasis;Collier, Thomas Lee;Lee, Katarzyna N.;Gao, Han;Swoyer, Matthew R.;Rotstein, Benjamin H.;Krishnan, Hema S.;Liang, Steven H.;Wang, Jin;Yan, Zhiqiang;Hooker, Jacob M.;Vasdev, Neil;Haggarty, Stephen J.;Ngai, Ming-Yu. And the article was included in ACS Medicinal Chemistry Letters in 2017.Computed Properties of C8H8ClNO This article mentions the following:

Dysregulation of glycogen synthase kinase-3β (GSK-3β) is implicated in the pathogenesis of neurodegenerative and psychiatric disorders. Thus, development of GSK-3β radiotracers for positron emission tomog. (PET) imaging is of paramount importance, because such a noninvasive imaging technique would allow better understanding of the link between the activity of GSK-3β and central nervous system disorders in living organisms, and it would enable early detection of the enzyme’s aberrant activity. Herein, we report the synthesis and biol. evaluation of a series of fluorine-substituted maleimide derivatives that are high-affinity GSK-3β inhibitors. Radiosynthesis of a potential GSK-3β tracer [¹⁸F]10a is achieved. Preliminary in vivo PET imaging studies in rodents show moderate brain uptake, although no saturable binding was observed in the brain. Further refinement of the lead scaffold to develop potent [¹⁸F]-labeled GSK-3 radiotracers for PET imaging of the central nervous system is warranted. In the experiment, the researchers used many compounds, for example, 2-(2-Chlorophenyl)acetamide (cas: 10268-06-1Computed Properties of C8H8ClNO).

2-(2-Chlorophenyl)acetamide (cas: 10268-06-1) 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 C8H8ClNO

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

Asymmetric Copper-Catalyzed Intermolecular Aminoarylation of Styrenes: Efficient Access to Optical 2,2-Diarylethylamines was written by Wang, Dinghai;Wu, Lianqian;Wang, Fei;Wan, Xiaolong;Chen, Pinhong;Lin, Zhenyang;Liu, Guosheng. And the article was included in Journal of the American Chemical Society in 2017.Related Products of 5339-69-5 This article mentions the following:

We have developed a copper-catalyzed enantioselective intermol. aminoarylation of alkenes using a novel N-fluoro-N-alkylsulfonamide as the amine reagent, which could react with the Cu(I) catalyst to release a related amino radical. After addition to styrene, the generated benzylic radical could couple with a chiral L*Cu^IIAr complex to achieve enantioselective arylation. Various optical 2,2-diarylethylamines were efficiently synthesized from simple styrenes with high enantioselectivity, and these products can serve as valuable synthons toward bioactive mols.’ synthesis. In the experiment, the researchers used many compounds, for example, N-Isopropylbenzenesulfonamide (cas: 5339-69-5Related Products of 5339-69-5).

N-Isopropylbenzenesulfonamide (cas: 5339-69-5) 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 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.Related Products of 5339-69-5

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