Month: October 2022

《Alkyne Versus Ynamide Reactivity: Regioselective Radical Cyclization of Yne-Ynamides》 was written by Dutta, Shubham; Mallick, Rajendra K.; Prasad, Rangu; Gandon, Vincent; Sahoo, Akhila K.. COA of Formula: C7H9NO2SThis research focused onyne tethered ynamide thiophenol regioselective radical cyclization; thioaryl pyrrole preparation; 4-thioaryl-pyrroles; 5-exo-dig cyclization; alkynes; radical cyclization; ynamides. The article conveys some information:

Ynamides are typically more reactive than simple alkynes and olefins. However, a serendipitous observation revealed a rare case where the reactivity of simple alkynes exceeds that of ynamides. This led to the development of a unique sulfur-radical-triggered cyclization of yne-tethered ynamides, which involves attack of the alkyne by a thiyl radical followed by cyclization with the ynamide. A wide range of novel 4-thioaryl pyrroles that could tolerate common functional moieties and N-protecting groups were expediently constructed by this strategy. The current method contrasts with the typical cyclization of yne-ynamides, which involves the attack of the alkyne moiety by the ynamide core. Control experiments and DFT calculations supported the participation of the sulfur radical in the reaction and the regioselective cyclization. The synthetic potential of the substituted pyrroles is also discussed. The results came from multiple reactions, including the reaction of 4-Methylbenzenesulfonamide(cas: 70-55-3COA of Formula: C7H9NO2S)

4-Methylbenzenesulfonamide(cas: 70-55-3) belongs to anime. Reaction with nitrous acid (HNO2), which functions as an acylating agent that is a source of the nitrosyl group (―NO), converts aliphatic primary amines to nitrogen and mixtures of alkenes and alcohols corresponding to the alkyl group in a complex process. This reaction has been used for analytical determination of primary amino groups in a procedure known as the Van Slyke method.COA of Formula: C7H9NO2S

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

《H-*BEA Zeolite-Catalyzed Nucleophilic Substitution in Allyl Alcohols Using Sulfonamides, Amides, and Anilines》 was written by Ohtsuki, Akimichi; Aoki, Shunsuke; Nishida, Ryo; Morita, Sachiko; Fujii, Takeshi; Okumura, Kazu. Computed Properties of C7H9NO2SThis research focused onzeolite catalyst nucleophilic substitution allyl alc sulfonamide amide aniline. The article conveys some information:

Herein, the authors report a novel zeolite-catalyzed nucleophilic substitution in allyl alcs. The product yield was improved upon the addition of NaOTf (0.05 mol-%) using the studied zeolites. The highest yields were observed using H-*BEA(Si/Al2 = 40)/NaOTf. The scope of the reaction with respect to the nucleophile was examined using 1,3-diphenylprop-2-ene-1-ol as a model substrate under optimized reaction conditions. p-Substituted aryl sulfonamides bearing electron-rich or electron-deficient substituents, alkyl sulfonamides, and heteroaryl sulfonamides undergo the amidation reaction to produce their corresponding allyl sulfonamides in good yield. Amides and anilines exhibited low activity under the optimized conditions, however, performing the reaction at 90° produced the target product. The scope of the allyl alc. was studied using p-toluenesulfonamide as the nucleophile and the reaction proceeded with a variety of allylic alcs. To probe the practical utility of the H-*BEA-catalyzed amidation reaction, a gram-scale reaction was performed using 1.01 g (4.8 mmol) of allyl alc., which afforded the target product in 88% yield. In the experiment, the researchers used 4-Methylbenzenesulfonamide(cas: 70-55-3Computed Properties of C7H9NO2S)

4-Methylbenzenesulfonamide(cas: 70-55-3) belongs to anime. Examples of direct uses of amines and their salts are as corrosion inhibitors in boilers and in lubricating oils (morpholine), as antioxidants for rubber and roofing asphalt (diarylamines), as stabilizers for cellulose nitrate explosives (diphenylamine), as protectants against damage from gamma radiation (diarylamines), as developers in photography (aromatic diamines), as flotation agents in mining, as anticling and waterproofing agents for textiles, as fabric softeners, in paper coating, and for solubilizing herbicides.Computed Properties of C7H9NO2S

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

Application In Synthesis of H-Lys(Boc)-OHOn November 30, 2020 ,《Zwitterionic Peptide Cloak Mimics Protein Surfaces for Protein Protection》 appeared in Angewandte Chemie, International Edition. The author of the article were Yuan, Zhefan; Li, Bowen; Niu, Liqian; Tang, Chenjue; McMullen, Patrick; Jain, Priyesh; He, Yuwei; Jiang, Shaoyi. The article conveys some information:

Inspired by the amino acid composition of natural protein surfaces, we developed a zwitterionic cloak containing multi-layers of short alternating glutamic acid and lysine (EK) peptides as a facile, highly effective and low-immunogenicity approach for the protection and delivery of biotherapeutics. Each EK layer grafted to proteins provides multiple times of new lysine reaction sites for the growth of subsequent EK layers. This unique design allows EK peptides to achieve high coating d. on proteins, overcoming the limitation of traditional conjugation strategies that rely on the number of innate lysine groups. A triple-layer EK cloak manifests to successfully eliminate the specific and non-specific interactions of protected asparaginase with biol. media while prolong the drug circulation time and significantly mitigate its immunogenicity in vivo, suggesting an EK peptide cloak as a promising approach to improve the safety and efficacy of biotherapeutics. In the part of experimental materials, we found many familiar compounds, such as H-Lys(Boc)-OH(cas: 2418-95-3Application In Synthesis of H-Lys(Boc)-OH)

H-Lys(Boc)-OH(cas: 2418-95-3) belongs to amino acids. Amino acids are not generally considered to be electrochemically active because products of the oxidation accumulate on the electrode surface and prevent it from participating in any further electrochemical processes.Application In Synthesis of H-Lys(Boc)-OH

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

Related Products of 50494-42-3On November 1, 2021 ,《Synthesis, microbiological evaluation and structure activity relationship analysis of linezolid analogues with different C5-acylamino substituents》 appeared in Bioorganic & Medicinal Chemistry. The author of the article were Matsingos, Christos; Al-Adhami, Taha; Jamshidi, Shirin; Hind, Charlotte; Clifford, Melanie; Mark Sutton, J.; Rahman, Khondaker Miraz. The article conveys some information:

Antimicrobial resistance and lack of new antibiotics to treat multidrug-resistant (MDR) bacteria is a significant public health problem. There is a discovery void and the pipeline of new classes of antibiotics in clin. development is almost empty. Therefore, it is important to understand the structure activity relationships (SAR) of current chem. classes as that can help the drug discovery community in their efforts to develop new antibiotics by modifying existing antibiotic classes. We studied the SAR of the C5-acylaminomethyl moiety of the linezolid, an oxazolidinone antibiotic, by synthesizing 25 compounds containing various aromatic, heteroaromatic and aliphatic substitutions. Our findings suggest that this position is highly important for the function of this antibiotic class, since only smaller non-polar fragments are tolerated at this position while larger and polar ones lead to a decrease in activity compared to linezolid. Our findings have led us to construct a structure activity relationship, around the C5-acylaminomethyl moiety of linezolid, that provides valuable insight into the function of the oxazolidinone class of antibiotics. In the experimental materials used by the author, we found Cyclopent-3-enecarboxamide(cas: 50494-42-3Related Products of 50494-42-3)

Cyclopent-3-enecarboxamide(cas: 50494-42-3) belongs to anime. The reaction of alkyl halides, R―X, where X is a halogen, or analogous reagents with ammonia (or amines) is useful with certain compounds. Not all alkyl halides are effective reagents; the reaction is sluggish with secondary alkyl groups and fails with tertiary ones. Its usefulness is largely confined to primary alkyl halides (those having two hydrogen atoms on the reacting site).Related Products of 50494-42-3

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

Reference of 2,6-DichloroisonicotinamideOn March 31, 2000, Miletin, Miroslav; Hartl, Jiri; Dolezal, Martin; Odlerova, Z.; Kralova, K.; Machacek, Milos published an article in Molecules [Electronic Publication]. The article was 《Synthesis of some 2,6-disubstituted 4-amidopyridines and -thioamidopyridines, and their antimycobacterial and photosynthesis-inhibiting activity》. The article mentions the following:

A group of 26 new 2-halo-6-alkylthio- and 2,6-bis(alkylthio)-4-carbamoyl- and -thiocsrbamoylpyridines was synthesized. Some of the carbamoylpyridines and all thiocarbamoylpyridines were tested for their antimycobacterial activity against atypical mycobacterial strains. Promising photosynthesis-inhibiting activity was also found for some of the amidopyridines. The experimental part of the paper was very detailed, including the reaction process of 2,6-Dichloroisonicotinamide(cas: 89281-13-0Reference of 2,6-Dichloroisonicotinamide)

2,6-Dichloroisonicotinamide(cas: 89281-13-0) belongs to anime. Aniline, ethanolamines, and several other amines are major industrial commodities used in making rubber, dyes, pharmaceuticals, and synthetic resins and fibres and for a host of other applications. Most of the numerous methods for the preparation of amines may be broadly divided into two groups: (1) chemical reduction (replacement of oxygen with hydrogen atoms in the molecule) of members of several other classes of organic nitrogen compounds and (2) reactions of ammonia or amines with organic compounds.Reference of 2,6-Dichloroisonicotinamide

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

Jorda, Radek; Dusek, Jan; Reznickova, Eva; Pauk, Karel; Magar, Pratibha P.; Imramovsky, Ales; Krystof, Vladimir published an article in European Journal of Medicinal Chemistry. The title of the article was 《Synthesis and antiproteasomal activity of novel O-benzyl salicylamide-based inhibitors built from leucine and phenylalanine》.Category: amides-buliding-blocks The author mentioned the following in the article:

Inhibition of protein degradation is one of strategies for suppression of uncontrolled proliferation of cancer cells. Proteolytic degradation in cells is mainly ensured by proteasome and its inhibition by bortezomib showed benefit in clin. use for the treatment of multiple myeloma. We report here the library of antiproteasomal O-benzyl salicylamides built from leucine and phenylalanine. Prepared compounds displayed antiproliferative activity on K562, CEM and U266 cancer cell lines, ranging from high micromolar to submicromolar GI50 values. The most potent compounds were further assayed for their inhibition of chymotrypsin-like protease activity of the 26S proteasome in U266 cells. The majority of compounds inhibited the proteasome in mid-nanomolar concentrations (IC50 ranging from 57 to 197 nM) and it correlated with cellular potency. In a cell based assay involving green fluorescence protein (GFP) fused to a short degron that is rapidly degraded by a proteasome the compounds induced accumulation of GFP, visualised and quantified by live-cell imaging. Levels of polyubiquitinated proteins in U266 cells treated by compound I were also analyzed by immunoblotting, revealing a typical high mol. mass smear of ubiquitin conjugates. Finally, apoptotic cell death in treated U266 cells was detected biochem. by measuring the activity of caspases 3 and 7 in lysates and by immunoblotting of caspase 7, its substrate poly(ADP-ribose)polymerase, and Mcl-1, which all together showed changes typical for apoptosis. All these observations were in agreement with expected cellular mechanism of action and confirmed proteasome targeting by prepared O-benzyl salicylamides.(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Category: amides-buliding-blocks) was used in this study.

(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6) belongs to amides. Because of the greater electronegativity of oxygen, the carbonyl (C=O) is a stronger dipole than the N–C dipole.Category: amides-buliding-blocks 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 primary and secondary amides, the presence of N–H dipoles allows amides to function as H-bond donors as well.

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

Valverde-Munoz, Francisco Javier; Bartual-Murgui, Carlos; Pineiro-Lopez, Lucia; Munoz, M. Carmen; Real, Jose Antonio published their research in Inorganic Chemistry on August 5 ,2019. The article was titled 《Influence of Host-Guest and Host-Host Interactions on the Spin-Crossover 3D Hofmann-type Clathrates {FeII(pina)[MI(CN)2]2}·xMeOH (MI = Ag, Au)》.Name: N-(Pyridin-4-yl)isonicotinamide The article contains the following contents:

The synthesis, structural characterization and magnetic properties of two new isostructural porous 3-dimensional compounds {FeII(pina)[MI(CN)2]2}·xMeOH (x = 0-5; pina = N-(pyridin-4-yl)isonicotinamide; MI = AgI and x ∼ 5 (1·xMeOH); MI = AuI and x ∼ 5 (2·xMeOH)) are presented. The single-crystal x-ray diffraction analyses revealed that the structure of 1·xMeOH (or 2·xMeOH) presents two equivalent doubly interpenetrated 3-dimensional frameworks stabilized by both argentophilic (or aurophilic) interactions and interligand C=O···HC H-bonds. Despite the interpenetration of the networks, these compounds display accessible void volume capable of hosting up to five mols. of MeOH which interact with the host pina ligand and establish an infinite lattice of H bonds along the structural channels. The magnetic studies showed that solvated complexes 1·xMeOH and 2·xMeOH display two- and four-step hysteretic thermally driven spin transitions, resp. However, when these compounds lose the MeOH mols., the magnetic behavior changes drastically giving place to gradual spin conversions evidencing the relevant influence of the guest mols. on the spin-crossover properties. Importantly, since the solvent desorption takes place following a single-crystal-to-single-crystal transformation, empty structures 1 and 2 (x = 0) could be also determined allowing the authors to evaluate the correlation between the structural changes and the modification of the magnetic properties triggered by the loss of MeOH mols. After reading the article, we found that the author used N-(Pyridin-4-yl)isonicotinamide(cas: 64479-78-3Name: N-(Pyridin-4-yl)isonicotinamide)

N-(Pyridin-4-yl)isonicotinamide(cas: 64479-78-3) 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.Name: N-(Pyridin-4-yl)isonicotinamide

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

《Synthesis and reduction of α-amino ketones derived from leucine》 was published in Journal of the Chemical Society in 1986. These research results belong to Dufour, Marie Noelle; Jouin, Patrick; Poncet, Joel; Pantaloni, Antoine; Castro, Bertrand. Category: amides-buliding-blocks The article mentions the following:

New α-amino ketones Me2CHCH2CH(NHCO2R1)COR2 (R1 = CMe3, CH2Ph; R2 = CH2CH2CHMe2, CH2OCHMe2, etc.) derived from leucine have been synthesized by reaction of organometallics with a protected N-methoxy-N-methylamide. The ketones were reduced to the resp. α-amino alcs., and the latter were converted to 2-oxazolidinones. In addition to this study using (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide, there are many other studies that have used (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Category: amides-buliding-blocks) was used in this study.

(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6) belongs to amides. Because of the greater electronegativity of oxygen, the carbonyl (C=O) is a stronger dipole than the N–C dipole.Category: amides-buliding-blocks 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 primary and secondary amides, the presence of N–H dipoles allows amides to function as H-bond donors as well.

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

In 2016,Wang, Shitao; Sawada, Tomohisa; Ohara, Kazuaki; Yamaguchi, Kentaro; Fujita, Makoto published 《Capsule-Capsule Conversion by Guest Encapsulation》.Angewandte Chemie, International Edition published the findings.Recommanded Product: 78191-00-1 The information in the text is summarized as follows:

Guest-induced M18L6-M24L8 capsule-capsule conversion is reported. Both capsules are composed of PdII ethylenediamine units (M) and 1,3,5-tris(3,5-pyrimidyl)pyrimidine (L), and form trigonal bipyramidal (M18L6) and octahedral (M24L8) closed-shell structures with huge hydrophobic inner spaces. The M18L6 trigonal bipyramid is converted to the M24L8 octahedron through encapsulation of large aromatic guests, with the latter capsule possessing a cavity volume three times larger than the former. Despite the dynamic properties of the capsule host, the encapsulated guests are difficult to extract and were thus isolated from the external environment. In the part of experimental materials, we found many familiar compounds, such as N-Methoxy-N-methylacetamide(cas: 78191-00-1Recommanded Product: 78191-00-1)

N-Methoxy-N-methylacetamide(cas: 78191-00-1) belongs to anime. Reduction of nitro compounds, RNO2, by hydrogen or other reducing agents produces primary amines cleanly (i.e., without a mixture of products), but the method is mostly used for aromatic amines because of the limited availability of aliphatic nitro compounds. Reduction of nitriles and oximes (R2C=NOH) also yields primary amines.Recommanded Product: 78191-00-1

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

The author of 《Internal Nucleophilic Catalyst Mediated Cyclisation/Ring Expansion Cascades for the Synthesis of Medium-Sized Lactones and Lactams》 were Lawer, Aggie; Rossi-Ashton, James A.; Stephens, Thomas C.; Challis, Bradley J.; Epton, Ryan G.; Lynam, Jason M.; Unsworth, William P.. And the article was published in Angewandte Chemie, International Edition in 2019. Application In Synthesis of N-Methoxy-N-methylacetamide The author mentioned the following in the article:

A strategy for the synthesis of medium-sized lactones and lactams from linear precursors is described in which an amine acts as an internal nucleophilic catalyst to facilitate a novel cyclisation/ring expansion cascade sequence. This method obviates the need for the high-dilution conditions usually associated with medium-ring cyclisation protocols, as the reactions operate exclusively via kinetically favorable “”normal””-sized cyclic transition states. This same feature also enables biaryl-containing medium-sized rings to be prepared with complete atroposelectivity by point-to-axial chirality transfer. In the part of experimental materials, we found many familiar compounds, such as N-Methoxy-N-methylacetamide(cas: 78191-00-1Application In Synthesis of N-Methoxy-N-methylacetamide)

N-Methoxy-N-methylacetamide(cas: 78191-00-1) belongs to anime. Aniline, ethanolamines, and several other amines are major industrial commodities used in making rubber, dyes, pharmaceuticals, and synthetic resins and fibres and for a host of other applications. Most of the numerous methods for the preparation of amines may be broadly divided into two groups: (1) chemical reduction (replacement of oxygen with hydrogen atoms in the molecule) of members of several other classes of organic nitrogen compounds and (2) reactions of ammonia or amines with organic compounds.Application In Synthesis of N-Methoxy-N-methylacetamide

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