Tag: 100-200

Synthesis and structure-activity relationship studies of MI-2 analogues as MALT1 inhibitors was written by Wu, Guolin;Wang, Haixia;Zhou, Wenhui;Zeng, Bihua;Mo, Wenhui;Zhu, Kejie;Liu, Rong;Zhou, Jia;Chen, Ceshi;Chen, Haijun. And the article was included in Bioorganic & Medicinal Chemistry in 2018.Related Products of 2670-38-4 This article mentions the following:

Recent studies revealed that MALT1 is a promising therapeutic target for the treatment of ABC-DLBCL. Among several reported MALT1 inhibitors, MI-2 as an irreversible inhibitor represents a new class of ABC-DLBCL therapeutics. Due to its inherent potential cross-reactivity, further structure-activity relationship (SAR) study is imperative. Five focused compound libraries based on the chem. structure of MI-2 are designed and synthesized. The systematic SARs revealed that the side chain of 2-methoxyethoxy has little impact on the activity and can be replaced by other functionalized groups, providing new MI-2 analogs with retained or enhanced potency. Compounds 81-83 with terminal hydroxyl group as side chain displayed enhanced activities against MALT1. Replacement of triazole core with pyrazole is also tolerant, while structural modifications on other sites are detrimental. These findings will facilitate further development of small-mol. MALT1 inhibitors. In the experiment, the researchers used many compounds, for example, 3,4-Dichlorobenzamide (cas: 2670-38-4Related Products of 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. 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.Related Products of 2670-38-4

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

Palladium-Catalyzed Ortho-Arylation of Benzamides via Direct sp² C-H Bond Activation was written by Li, Dan-Dan;Yuan, Ting-Ting;Wang, Guan-Wu. And the article was included in Journal of Organic Chemistry in 2012.Name: 3,4-Dichlorobenzamide This article mentions the following:

The palladium-catalyzed ortho-arylation of benzamides by aryl iodides has been demonstrated with the simplest amide CONH₂ as a directing group for the first time. This protocol can be applied to various benzamides and aryl iodides with both electron-donating and electron-withdrawing groups. In addition, the synthesized biphenyl-2-carboxamides can be further transformed to other biphenyl derivatives such as nitriles, carboxylic acids, carbamates, and amines. In the experiment, the researchers used many compounds, for example, 3,4-Dichlorobenzamide (cas: 2670-38-4Name: 3,4-Dichlorobenzamide).

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

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

Oxidative Debenzylation of N-Benzyl Amides and O-Benzyl Ethers Using Alkali Metal Bromide was written by Moriyama, Katsuhiko;Nakamura, Yu;Togo, Hideo. And the article was included in Organic Letters in 2014.Related Products of 5339-69-5 This article mentions the following:

The oxidative debenzylation of N-benzyl amides and O-benzyl ethers was promoted with high efficiency by a bromo radical formed through the oxidation of bromide from alkali metal bromide under mild conditions. This reaction provided the corresponding amides from N-benzyl amides and carbonyl compounds from O-benzyl ethers in high yields. E.g., in presence of KBr and Oxone® in MeNO₂ at 30 °C, debenzylation of PhSO₂NMeBn gave >99% PhSO₂NHMe. Under the same conditions, oxidative debenzylation of Bu₂CHOBn gave 91% Bu₂CO. 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. 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)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.Related Products of 5339-69-5

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

A third generation of radical fluorinating agents based on N-fluoro-N-arylsulfonamides was written by Meyer, Daniel;Jangra, Harish;Walther, Fabian;Zipse, Hendrik;Renaud, Philippe. And the article was included in Nature Communications in 2018.Safety of N-Isopropylbenzenesulfonamide This article mentions the following:

The preparation, use and properties of N-fluoro-N-arylsulfonamides (NFASs), a class of fluorinating reagents suitable for radical fluorination under mild conditions was reported. Their N-F bond dissociation energies (BDE) are 30-45 kJ mol^-1 lower than the N-F BDE of the reagents of the second generation. This favored clean radical fluorination processes over undesired side reactions. The utility of NFASs was demonstrated by a metal-free radical hydrofluorination of alkenes including an efficient remote C-H fluorination via a 1,5-hydrogen atom transfer. NFASs have the potential to become the reagents of choice in many radical fluorination processes. 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. 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.Safety of N-Isopropylbenzenesulfonamide

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

Novel Benzophenones as Non-nucleoside Reverse Transcriptase Inhibitors of HIV-1 was written by Chan, Joseph H.;Freeman, George A.;Tidwell, Jeffrey H.;Romines, Karen R.;Schaller, Lee T.;Cowan, Jill R.;Gonzales, Steve S.;Lowell, Gina S.;Andrews, C. W. III;Reynolds, David J.;St. Clair, Marty;Hazen, Richard J.;Ferris, Rob G.;Creech, Katrina L.;Roberts, Grace B.;Short, Steven A.;Weaver, Kurt;Koszalka, George W.;Boone, Lawrence R.. And the article was included in Journal of Medicinal Chemistry in 2004.Computed Properties of C7H10N2O2S This article mentions the following:

GW4511, GW4751, and GW3011 showed IC₅₀ values ≤2 nM against wild type HIV-1 and <10 nM against 16 mutants. They were particularly potent against NNRTI-resistant viruses containing Y181C-, K103N-, and K103N-based double mutations, which account for a significant proportion of the clin. failure of the three currently marketed NNRTIs. The antiviral data together with the favorable pharmacokinetic data of GW4511 suggested that these benzophenones possess attributes of a new NNRTI drug candidate. In the experiment, the researchers used many compounds, for example, 4-Amino-3-methylbenzenesulfonamide (cas: 53297-70-4Computed Properties of C7H10N2O2S).

4-Amino-3-methylbenzenesulfonamide (cas: 53297-70-4) 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.Computed Properties of C7H10N2O2S

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

Separation and quantitation of possible degradation products of procarbazine hydrochloride in its dosage form was written by Burce, Gary L.;Boehlert, Judy P.. And the article was included in Journal of Pharmaceutical Sciences in 1978.SDS of cas: 13255-50-0 This article mentions the following:

A stability-indicating assay for the degradation products of procarbazine hydrochloride (I) [366-70-1] was developed using high-pressure liquid chromatog. The method uses a buffered MeOH-M₂O mobile phase on a reversed-phase column. Concentrations of degradation products as low as 0.04 mg/mL, 0.02% degradation, was quantitated using an internal standard of cinnamyl alc. The typical range for degradation products in procarbazine capsules is 0.1-0.5% after as long as 4.5 yr. 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. 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.SDS of cas: 13255-50-0

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

Preliminary tests of synthetic organic compounds as insecticides. V was written by Bottger, G. T.;Yerington, A. P.. And the article was included in U.S. Dept. Agr., Bur. Entomol. and Plant Quarantine in 1948.Name: 3,4-Dichlorobenzamide This article mentions the following:

Of 76 compounds tested, the following gave greater than 75% mortality against 1 or more species of insects: N-amyl-p-nitrobenzamide; 3,4-dichlorobenzamide; 3,4-dichloro-N-methylbenzamide; 2 – (diethylamino)ethyl pentachlorophenyl ether; N,N-diisopropyl-p-nitrobenzamide; 1-hydroxyphenazine; 2-chloroethyl p-nitrobenzoate; iso-Bu p-nitrobenzoate; iso-Pr p-nitrobenzoate; 2-(p-nitrobenzoyl)-1-phenylhydrazine; 1,1,1 – trichloro – 2,2 – bis(5-chloro-2-hydroxyphenyl)ethane; 1,1,1-trichloro-2,2-bis(3,5-dichloro-4-methoxyphenyl)ethane; bis(2,4,6-trichloro-3-hydroxyphenyl)methane; 2,4-bis(trichloromethyl) – 6 – nitro – 1,3 – benzodioxane; chloromethyl 4-chlorophenyl sulfone; chloromethyl phenyl sulfone; methyl-4-chlorophenyl sulfone; and 1,1,1-trichloro-2,2-bis(3,5-dichloro-2-hydroxyphenyl)ethane. The last 4 compounds were very toxic to 3 or more species. Only 2-(diethylamino)ethyl pentachlorophenyl ether of the 18 compounds listed above caused more than slight foliage damage. In the experiment, the researchers used many compounds, for example, 3,4-Dichlorobenzamide (cas: 2670-38-4Name: 3,4-Dichlorobenzamide).

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

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

Metabolic activation of procarbazine was written by Weinkam, R. J.;Shiba, D. A.. And the article was included in Life Sciences in 1978.COA of Formula: C11H13NO2 This article mentions the following:

NSC-77213 (procarbazine-HCl)(I) [366-70-1] chem. degradation and rat in vitro and in vivo, metabolism were investigated. I was rapidly oxidized to the azo derivative in aqueous solution in the presence of O. In vitro rat liver supernatant and microsomal preparations oxidized the azo function to azoxy isomers and further hydroxylated these metabolites in a manner that may be analogous to 1,2-dimethylhydrazine metabolism The hydroxylated metabolites are activated species that chem. react to give methylating and alkylating agents. An addnl. metabolic pathway was observed in vivo. Thus, I may be converted to free radical intermediates that decompose to give methane [74-82-8] and N-isopropyl-p-toluamide [2144-17-4]. I metabolites were separated and identified using high-performance liquid chromatog. and direct probe chem. ionization mass spectrometry. In the experiment, the researchers used many compounds, for example, 4-Formyl-N-isopropylbenzamide (cas: 13255-50-0COA of Formula: C11H13NO2).

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 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: C11H13NO2

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

Synthesis and nematicidal evaluation of 1,2,3-benzotriazin-4-one derivatives containing piperazine as linker against Meloidogyne incognita was written by Chen, Xiulei;Jia, Haowu;Li, Zhong;Xu, Xiaoyong. And the article was included in Chinese Chemical Letters in 2019.Related Products of 54166-95-9 This article mentions the following:

To explore new skeleton with nematicidal activity, a series of novel 1,2,3-benzotriazin-4-one derivatives containing piperazine as linker were synthesized and varied fragments were also introduced to increase structure diversity of the new skeleton. Their inhibitory activities in vivo were evaluated against Meloidogyne incognita. The newly prepared compounds A6, A8, A21, A28 and A38 (I – V, resp.) exhibited more than 50% inhibition at the concentration of 20 mg/L. Especially compound A6 (I) displayed 71.4% inhibition against Meloidogyne incognita at the concentration of 20 mg/L. The nematicidal activities varied significantly depending on the types and positions of the substituents, which provided guidance for further structure modification. In the experiment, the researchers used many compounds, for example, 6-Chloro-2-aminobenzamide (cas: 54166-95-9Related Products of 54166-95-9).

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

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

Ligand-Promoted Alkynylation of Aryl Ketones: A Practical Tool for Structural Diversity in Drugs and Natural Products was written by Xu, Hui;Ma, Biao;Fu, Zunyun;Li, Han-Yuan;Wang, Xing;Wang, Zhen-Yu;Li, Ling-Jun;Cheng, Tai-Jin;Zheng, Mingyue;Dai, Hui-Xiong. And the article was included in ACS Catalysis in 2021.Quality Control of 3-Fluoro-N-methoxy-N-methylbenzamide This article mentions the following:

A palladium-catalyzed ligand-promoted alkynation of unstrained aryl ketones RC(O)R¹ (R = naphthalen-2-yl, 1-benzothiophen-5-yl, 4-(2H-1,2,3-triazol-2-yl)benzen-1-yl, etc.; R¹ = Me, n-Pr, Ph, etc.) have been reported. The protocol allows the alkynation to be carried out in a one-pot procedure with broad functional-group tolerance and substrate scope for the synthesis of aryl-/terminal alkynes RCCR² (R² = 2-fluorophenyl, naphthalen-2-yl, thiophen-2-yl, etc.) and RCCH. The potential applications of this protocol in drug discovery and chem. biol. are further demonstrated by late-stage diversification of a number of pharmaceuticals and natural products e.g., I. More importantly, two different biol. important fragments R³CCR⁴ (R = 3-methoxy-4-([(2S,3R,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy)benzen-1-yl, 6-[3-(adamantan-1-yl)-4-methoxyphenyl]naphthalen-2-yl; R⁴ = 4-(dipropylsulfamoyl)phenyl) derived from a pharmaceutical and natural product could be connected by the consecutive alkynation of ketones CH₃(CH₂)₂C(O)R⁴. Distinct from aryl halides in conventional Sonogashira reactions, the protocol provides a practical tool for the 1,2-bifunctionalization of aryl ketone (1-[(17β)-17-(acetyloxy)estra-1,3,5(10)-trien-2-yl]ethanone) by merging ketone-directed ortho-C-H activation with ligand-promoted ipso-Ar-C(O) alkynation. In the experiment, the researchers used many compounds, for example, 3-Fluoro-N-methoxy-N-methylbenzamide (cas: 226260-01-1Quality Control of 3-Fluoro-N-methoxy-N-methylbenzamide).

3-Fluoro-N-methoxy-N-methylbenzamide (cas: 226260-01-1) 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. 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 3-Fluoro-N-methoxy-N-methylbenzamide

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