Tag: 100-200

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

The Directed Ortho Metalation-Ullmann Connection. A New Cu(I)-Catalyzed Variant for the Synthesis of Substituted Diaryl Ethers was written by Kalinin, Alexey V.;Bower, Justin F.;Riebel, Peter;Snieckus, Victor. And the article was included in Journal of Organic Chemistry in 1999.Application of 19311-91-2 This article mentions the following:

CuPF₆(MeCN)₄ catalyzed the ortho metalation-Ullmann reaction of o-halo benzamides and sulfonamides with phenols, thiophenols, or PhCH₂NH₂. E.g., reaction of 2-IC₆H₄CONHEt with PhSH gave 97% 2-PhSC₆H₄CONHEt. The reactions are conducted in the presence of Cs₂CO₃ as base. In the experiment, the researchers used many compounds, for example, N,N-Diethylsalicylamide (cas: 19311-91-2Application of 19311-91-2).

N,N-Diethylsalicylamide (cas: 19311-91-2) 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. The presence of the amide group –C(=O)Nâ€?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 cmâˆ?. 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.Application of 19311-91-2

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

Microchemical differentiation of some diethylamides used in pharmacy was written by Sandri, G. Cavicchi. And the article was included in Farmaco, Edizione Pratica in 1959.Safety of N,N-Diethylsalicylamide This article mentions the following:

Microphotographs are given of the crystals formed by nicotine diethylamide, phthaloyl bis(diethylamide), and 3,5-dimethyl-4-isoxazolecarboxylic acid diethylamide with Ni(SCN)₂, Mn(SCN)₂, Co(SCN)₂, Cd(SCN)₂, HBiBr₄, and Reinecke acid. In the experiment, the researchers used many compounds, for example, N,N-Diethylsalicylamide (cas: 19311-91-2Safety of N,N-Diethylsalicylamide).

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

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

Enamines as Surrogates of Alkyl Carbanions for the Direct Conversion of Secondary Amides to α-Branched Ketones was written by Liu, Yong-Peng;Wang, Shu-Ren;Chen, Ting-Ting;Yu, Cun-Cun;Wang, Ai-E.;Huang, Pei-Qiang. And the article was included in Advanced Synthesis & Catalysis in 2019.Related Products of 13255-50-0 This article mentions the following:

A direct transformation of secondary amides into α-branched ketones with enamines as soft alkylation reagents was developed. In this reaction, enamines serve as surrogates of alkyl carbanions, rather than the conventional enolates equivalent in the Stork’s reactions, which allowed for the easy introduction of alkyl groups with electrophilic functional groups. In the presence of 4 Å mol. sieves, the method can be extended to the one-pot coupling of secondary amides with aldehydes to yield ketones. In the experiment, the researchers used many compounds, for example, 4-Formyl-N-isopropylbenzamide (cas: 13255-50-0Related Products 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. 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 13255-50-0

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

Bromination of compounds containing two aromatic nuclei. XVII. Bromination of some arylamides of 2-hydroxy-4-methylbenzoic acid (m-cresotic acid) was written by Patakoot, V. R.;Jadhav, G. V.. And the article was included in Journal of the Indian Chemical Society in 1956.Related Products of 49667-22-3 This article mentions the following:

The effect of a basic group, like arylamino, on the bromination in a group of arylamides (I) of 4,2-Me(HO)C₆H₃CO₂H is reported. When mono-Br derivatives were formed, Br entered the acidic part; when a di-Br derivative was formed, Br entered the basic part also except in the cases of the m- and p-nitroanilides, where it entered the acidic part only. With liquid Br, higher Br derivatives, with Br in both nuclei, were obtained. The constitution of the Br derivatives was determined by hydrolyzing them with alkali or 80% H₂SO₄ and identifying the basic and acidic components. Bromination in AcOH was carried out in boiling solution in the same way as that of the arylamides (II) of 3,2-Me(HO)C₆H₃CO₂H (loc. cit.) except in the cases of the anilide, o-nitroanilide, and p-anisidide, where the addition was made at 70-80°. The following compounds were prepared by this method (I used, cc. AcOH, cc. Br solution, Br compound formed, crystallization solvent, crystalline form, m.p. given) [in this abstract, Z = 4,2-Me(HO)C₆H₃CONH]: ZPh (III), 30, 3.0, 5-Br, dilute EtOH, white needles, 211-12°; ZC₆H₄-Me-2 (IV), 30, 2.6, 5-Br, dilute EtOH, white needles, 158-9°; III, 30, 6.0, 5-Br, dilute EtOH, white plates, 198-9°; ZC₆H₄Me-3 (V), 40, 5.2, 4′,5-Br₂, dilute EtOH, white needles, 232-3°; ZC₆H₄Me-4 (VI), 30, 5.2, 5-Br, dilute EtOH, white needles, 245-6°; VI, 30, 10.4, 2′,3,5-Br₃, dilute EtOH, white needles, 194-5°; ZC₆H₄NO₂-2 (VII), 50, 3.0, 5-Br, dilute EtOH, yellow needles, 173-4°; ZC₆H₄NO₂-3 (VIII), 80, 3.0, 5-Br, dilute EtOH, white needles, 244-5°; ZC₆H₄NO₂-4 (IX), 140, 5.0, 3,5-Br₂, AcOH, brown needles, 241-2°; ZC₆H₄OMe-2, 30, 8.0, 3,5,5′-Br₃, AcOH, white needles, 208-9°; ZC₆H₄OMe-4 (X), 30, 2.5, 5-Br, dilute EtOH, white needles, 201-2°; X, 30, 5.0, 3′,5-Br₂, dilute EtOH, white needles, 159-60°; ZC₆H₄OEt-4, 25, 2.5, 5-Br, dilute AcOH, white needles, 194-5°; ZC₁₀H₇-2 (XI) (C₁₀H₇ = naphthyl), 80, 5.0, 1′,5-Br₂, dilute AcOH, white needles, 229-30°. Bromination with liquid Br was carried out at room temperature in the same way as with II, except with the o-nitroanilide and p-anisidide, where the mixture was boiled 4 hrs. on a boiling water bath and then left at room temperature The following compounds were prepared in this manner (I used, cc. Br, Br derivative formed, crystallization solvent, crystalline form, m.p. given) III, 3, 2′,3,4′,5-Br₄, AcOH, white needles, 215-16°; IV, 3, 3,4′,5-Br₃, AcOH, white needles, 210-11°; V, 3, 3,4′,5,6′. Br₄, AcOH, white needles, 186-7°; VII, 3, 2′,3,4′,5-Br₄, AcOH, yellow plates, 192-3°; VIII, 3, 3,5-Br₂, dilute AcOH, white needles, 250-1°; IX, 3, 2′,3,4′,5-Br₄, AcOH, dark brown needles, 226-7°; X, 3, 3,3′,5,6′-Br₄, AcOH, white needles, 231-2°; XI, 3, 1′,3,5,6′-Br₄, AcOH, white needles, 265-6°. In the experiment, the researchers used many compounds, for example, 2-Hydroxy-4-methylbenzamide (cas: 49667-22-3Related Products of 49667-22-3).

2-Hydroxy-4-methylbenzamide (cas: 49667-22-3) 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. 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.Related Products of 49667-22-3

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

Mechanism of plasticization of crystalline polymers was written by Nizhnik, V. V.. And the article was included in Dopovidi Akademii Nauk Ukrains’koi RSR in 1984.Safety of N-Isopropylbenzenesulfonamide This article mentions the following:

Changes in the dimensions of amorphous regions, physicomech. properties, and glass transition and melting temperatures of crystallizing polymers induced by plasticization were analyzed, and a mechanism of structural and mol. plasticization was proposed. The structural plasticization is associated with adsorption of low-mol.-weight plasticizer during crystallization of the polymer and results in lubrication of supermol. structures. It is confined to a narrow range of plasticizer concentration The mol. plasticization is associated with properties of a solution forming in amorphous regions of the polymer. It increases mobility of polymer chains in these regions and covers a wide range of plasticizer concentration In the experiment, the researchers used many compounds, for example, N-Isopropylbenzenesulfonamide (cas: 5339-69-5Safety of N-Isopropylbenzenesulfonamide).

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

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

Determination of primary and secondary aliphatic amines in the environment as sulfonamide derivatives by gas chromatography-mass spectrometry was written by Terashi, Akiko;Hanada, Yoshifumi;Kido, Azuma;Shinohara, Ryota. And the article was included in Journal of Chromatography in 1990.COA of Formula: C9H13NO2S This article mentions the following:

A gas chromatog.-mass spectrometric (GC-MS) method for the determination of primary and secondary aliphatic amines in water and sediment was developed. A standard solution of amines was added to river water, seawater, or sea sediment, and distilled under alk. conditions. The distillate was reacted with benzesulfonyl chloride to form the corresponding sulfonamides. After extracting the derivatives into CH₂Cl₂, the organic layer was concentrated to a definite volume The determination was carried out by GC-MS with selected-ion monitoring. The detection limits of amines in water and sediment were 0.02-2 μg/L and 0.5-50 μg/kg, resp. The recoveries were 68.4-98.8%. 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 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.COA of Formula: C9H13NO2S

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

Stereoselective sulfoxide directed reduction of 1,2-diketo-derivatives to enantiomerically pure syn and anti 1,2-diols was written by Solladie, Guy;Hanquet, Gilles;Rolland, Catherine. And the article was included in Tetrahedron Letters in 1997.Synthetic Route of C6H12N2O4 This article mentions the following:

A new route to enantiopure syn and anti 1,2-diols is described from oxalyl-di-(N-methyl-N-methoxyamide) via corresponding β-ketosulfoxide. This is the first report of the stereoselective reduction of a γ-keto-β-hydroxysulfoxide. In the experiment, the researchers used many compounds, for example, N1,N2-Dimethoxy-N1,N2-dimethyloxalamide (cas: 106675-70-1Synthetic Route of C6H12N2O4).

N1,N2-Dimethoxy-N1,N2-dimethyloxalamide (cas: 106675-70-1) 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.Synthetic Route of C6H12N2O4

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

N-(β-Picolyl)glycine, N-(β-picolyl)-β-aminopropionic acid, and methyl derivatives was written by Wingfield, Harvey N. Jr.. And the article was included in Journal of Organic Chemistry in 1960.Safety of N,N-Diethylsalicylamide This article mentions the following:

The title compounds, 2-C₅H₄NCH₂NHCH₂CO₂H (I), and 2-C₅H₄NCH₂NH(CH₂)₂CO₂H (II) and the corresponding N-Me derivatives, 2-C₅H₄NNMeCH₂CO₂H (III) and 2-C₅H₄NCH₂NMe(CH₂)₂CO₂H (IV), were synthesized for comparison with the metabolic products of nicotine found in dog urine after administration of the alkaloid. H₂NCH₂CO₂Et. HCl (0.1 mole) in a min. of H₂O treated with 0.1 mole NaHCO₃, the mixture diluted with alc., the filtered solution treated with 0.1 mole 2-C₅H₄NCHO, the mixture hydrogenated with 100 mg. Pd-C (Raney Ni gave better results), the filtered solution evaporated in vacuo, the residue washed with H₂O, taken up in Me₂CO, filtered, the solution evaporated, the residue taken up in CHCl₃, the filtered solution evaporated, the oily yellow ester (V) (50-60%) from several batches refluxed 48 hrs. with 15% H₂SO₄, the hydrolyzate boiled with activated C, filtered, the acid solution made alk. with BaCO₃, the filtered solution saturated with CO₂, the boiled solution filtered, treated with a trace of CaSO₄, excess Cd precipitated with H₂S, the filtered solution evaporated in vacuo, the acid residue taken up in a min. of H₂O, and repeatedly precipitated from H₂O with alc.-Me₂CO gave I, m. 209-10° (decomposition); thiohydantoin derivative m. 176-7° (decomposition), prepared from azobenzene isothiocyanate according to Ramachandran and McConnell (CA 50, 13879h). V (0.2 mole) and 100 ml. HCHO hydrogenated 3 hrs. with 70-5 mg. Raney Ni at 45 lb./sq. in. gage, the filtered solution concentrated in vacuo, the residue refluxed several days with 15% H₂SO₄, and the decolorized (C) hydrolyzate worked up as for I yielded quant. III, m. 175-6°; chloroplatinate m. 217° (decomposition) (alc.-H₂O). H₂C:CHCN (0.47 mole) added dropwise at 0° to 0.5 mole 2-C₅H₄NNH₂, the mixture kept several days at 20° with occasional shaking, fractionated, and the fraction (30%, b. 165-70°) refluxed 20 hrs. with 15% H₂SO₄ gave on working up 10-12% amorphous II, m. 270° (decomposition); chloroplatinate m. above 250° (decomposition) (alc.-H₂O); thioureide m. 174-6° (decomposition). H₂C:CHCN (0.4 mole) added slowly with stirring to 0.2 mole 2-C₅H₄NCH₂NH₂ containing 4-5 pellets KOH, the mixture kept 2 days at 20°, refluxed several days on a steam bath, filtered, the C₆H₆ evaporated, and the residue distilled in vacuo gave 2-C₅H₄NCH₂NMeCH₂CH₂CN, b_1.0 121-5°; chloroplatinate m. 228° (decomposition) (alc.-H₂O). The nitrile refluxed with 50% H₂SO₄, the acid hydrolyzate neutralized with Ba(OH)₂, the filtered solution saturated with CO₂, and the Ba-free product recovered from CHCl₃ gave viscous IV, remaining liquid after 6 months in a vacuum desiccator; di-HCl salt m. 205-6° (decomposition); chloroplatinate (alc.-H₂O) decomposed without melting. No previous reference to I, II, III, IV was known. In the experiment, the researchers used many compounds, for example, N,N-Diethylsalicylamide (cas: 19311-91-2Safety of N,N-Diethylsalicylamide).

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

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