Tag: 100-200

Garcia-Vazquez, Victor; Hoteite, Larry; Lakeland, Christopher P.; Watson, David W.; Harrity, Joseph P. A. published an article in 2021. The article was titled 《A Pd-Catalyzed [4 + 2] Annulation Approach to Fluorinated N-Heterocycles》, and you may find the article in Organic Letters.Recommanded Product: 78191-00-1 The information in the text is summarized as follows:

3-Fluoro- and trifluoromethylthio-piperidines represent important building blocks for discovery chem. We report a simple and efficient method to access analogs of these compounds that are armed with rich functionality allowing them to be chemoselectively derivatized with high diastereocontrol.N-Methoxy-N-methylacetamide(cas: 78191-00-1Recommanded Product: 78191-00-1) was used in this study.

N-Methoxy-N-methylacetamide(cas: 78191-00-1) belongs to anime. Amines have a free lone pair with which they can coordinate to metal centers. Amine–metal bonds are weaker because amines are incapable of backbonding, but they are still important for sensing applications.While stronger than hydrogen bonds, amine–metal bonds are still weaker than both covalent and ionic bonds.Recommanded Product: 78191-00-1

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

《Discovery and Optimization of Small Molecules Targeting the Protein-Protein Interaction of Heat Shock Protein 90 (Hsp90) and Cell Division Cycle 37 as Orally Active Inhibitors for the Treatment of Colorectal Cancer》 was published in Journal of Medicinal Chemistry in 2020. These research results belong to Wang, Lei; Jiang, Jingsheng; Zhang, Lixiao; Zhang, Qiuyue; Zhou, Jianrui; Li, Li; Xu, Xiaoli; You, Qidong. Reference of 2-Bromoacetamide The article mentions the following:

Cell division cycle 37 (Cdc37) is known to work as a kinase-specific cochaperone, which selectively regulates the maturation of kinases through protein-protein interaction (PPI) with Hsp90. Directly disrupting the Hsp90-Cdc37 PPI is emerging as an alternative strategy to develop anticancer agents through a specific inhibition manner of kinase clients of Hsp90. Based on a first specific small-mol. inhibitor targeting Hsp90-Cdc37 PPI (DDO-5936), which was previously reported by our group, we conducted a preliminary investigation of the structure-activity relationships and pharmacodynamic evaluations to improve the potency and drug-like properties. Here, our efforts resulted in the currently best inhibitor 18h with improved binding affinity (Kd = 0.5μM) and cellular inhibitory activity (IC50 = 1.73μM). Both in vitro and in vivo assays revealed that 18h could efficiently block the Hsp90-Cdc37 interaction to specifically inhibit kinase clients of Hsp90. Furthermore, 18h showed ideal physiochem. properties with favorable stability, leading to an oral efficacy in vivo. In the part of experimental materials, we found many familiar compounds, such as 2-Bromoacetamide(cas: 683-57-8Reference of 2-Bromoacetamide)

2-Bromoacetamide(cas: 683-57-8) can be used in preparation of (2-carbamoylmethoxy-5-chloro-benzyl)-carbamic acid tert-butyl ester. It was aslo used as precursor to dehydropeptidase I inactivator.Reference of 2-Bromoacetamide

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

In 2019,Inorganic Chemistry included an article by Bond, Christopher J.; Sokolow, Gregory E.; Crawley, Matthew R.; Burns, Patrick J.; Cox, Jordan M.; Mayilmurugan, Ramasamy; Morrow, Janet R.. Safety of 2-Bromoacetamide. The article was titled 《Exploring Inner-Sphere Water Interactions of Fe(II) and Co(II) Complexes of 12-Membered Macrocycles To Develop CEST MRI Probes》. The information in the text is summarized as follows:

Several paramagnetic Co(II) and Fe(II) macrocyclic complexes were prepared with the goal of introducing a bound H2O ligand to produce paramagnetically shifted H2O 1H resonances and for paramagnetic chem. exchange saturation transfer (paraCEST) applications. Three 12-membered macrocycles with amide pendent groups including 1,7-bis(carbamoylmethyl)-1,4,7,10-tetraazacyclodocane (DCMC), 4,7,10-tris(carbamoylmethyl)-,4,7,10-triaza-12-crown-ether (N3OA), and 4,10-bis(carbamoylmethyl)-4,10-diaza-12-crown-ether (NODA) were prepared and their Co(II) complexes were characterized in the solid state and in solution The crystal structure of [Co(DCMC)]Br2 featured a six-coordinated Co(II) center with distorted octahedral geometry, while [Co(NODA)(OH2)]Cl2 and [Co(N3OA)](NO3)2 were seven-coordinated. The analogous Fe(II) complexes of NODA and NO3A were successfully prepared, but the complex of DCMC oxidized rapidly to the Fe(III) form. Similarly, [Fe(NODA)]2+ oxidized over several days, forming crystals of the Fe(III) complex isolated as the μ-O bridged dimer. Magnetic susceptibility values and paramagnetic NMR spectra of the Fe(II) complexes of NODA and N3OA, as well as Co(II) complexes of DCMC, NODA, and N3OA, were consistent with high spin complexes. CEST peaks ranging from 60 ppm to 70 ppm, attributed to NH groups of the amide pendents, were identified. Variable-temperature 17O NMR spectra of Co(II) and Fe(II) NODA complexes were consistent with rapid exchange of the H2O ligand with bulk H2O. Notably, the Co(II) and Fe(II) complexes presented here produced substantial paramagnetic shifts of bulk H2O 1H resonances, independent of having an inner-sphere H2O. In addition to this study using 2-Bromoacetamide, there are many other studies that have used 2-Bromoacetamide(cas: 683-57-8Safety of 2-Bromoacetamide) was used in this study.

2-Bromoacetamide(cas: 683-57-8) can be used in preparation of (2-carbamoylmethoxy-5-chloro-benzyl)-carbamic acid tert-butyl ester. It was aslo used as precursor to dehydropeptidase I inactivator.Safety of 2-Bromoacetamide

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

In 2015,Chemistry – A European Journal included an article by De, Dinesh; Neogi, Subhadip; Sanudo, E. Carolina; Bharadwaj, Parimal K.. Application In Synthesis of N-(Pyridin-4-yl)isonicotinamide. The article was titled 《Single-Crystal to Single-Crystal Linker Substitution, Linker Place Exchange, and Transmetalation Reactions in Interpenetrated Pillared-Bilayer Zinc(II) Metal-Organic Frameworks》. The information in the text is summarized as follows:

A 2-fold interpenetrated pillared-bilayer framework, {[Zn3(L)2(L2)(DMF)]·(18DMF)(6H2O)}n (1), was synthesized from the ligands tris(4′-carboxybiphenyl)amine (H3L) and 1,2-bis(4-pyridyl)ethylene (L2). The structure contains [Zn3(COO)6] secondary building units (SBUs), in which three ZnII ions are almost linear with carboxylate bridging. This framework undergoes reversible pillar linker substitution reactions at the terminal ZnII centers with three different dipyridyl linkers of different lengths to afford three daughter frameworks, 2-4. Frameworks 2-4 are interconvertible through reversible linker substitution reactions. Also, competitive linker-exchange experiments show preferential incorporation of linker L3 in the parent framework 1. The larger linker L5 does not undergo such substitution reactions and framework 5, which contains this linker, can be synthesized solvothermally as a 2-fold interpenetrated structure. When framework 5 is dipped in a solution of L3 in DMF, linker substitution takes place as before, but linker L5 now moves and diagonally binds two ZnII centers to afford 6 as a nonpenetrated single framework. This linker place exchange reaction is unprecedented. All of these reactions take place in a single-crystal to single-crystal (SC-SC) manner, and were observed directly through x-ray crystallog. Each 3D framework undergoes complete copper(II) transmetalation. After reading the article, we found that the author used N-(Pyridin-4-yl)isonicotinamide(cas: 64479-78-3Application In Synthesis of N-(Pyridin-4-yl)isonicotinamide)

N-(Pyridin-4-yl)isonicotinamide(cas: 64479-78-3) belongs to amides. Because of the greater electronegativity of oxygen, the carbonyl (C=O) is a stronger dipole than the N–C dipole.Application In Synthesis of N-(Pyridin-4-yl)isonicotinamide 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

Hauser, Melanie R.; Zhakarov, Lev; Doxsee, Kenneth M.; Li, Tonglei published their research in Crystal Growth & Design on December 31 ,2008. The article was titled 《Polymorphism of a Simple Organic Amide》.Category: amides-buliding-blocks The article contains the following contents:

Glycolanilide (2-hydroxy-N-phenylacetamide), a simple amide, may be reproducibly crystallized in either of two polymorphic forms. The crystal and mol. structures of each polymorph have been determined, revealing that the two polymorphs differ in the extent and arrangement of intermol. hydrogen bonding. The more stable polymorph displays one-dimensional chains linked through hydrogen bonds between the amide carbonyl and the α-hydroxyl group. In the metastable polymorph, analogous chain structures are overlain with cyclic hydrogen-bonded amide dimers, with an addnl. set of hydrogen bonding contacts joining the chain and cyclic motifs. The experimental process involved the reaction of 2-Hydroxy-N-phenylacetamide(cas: 4746-61-6Category: amides-buliding-blocks)

2-Hydroxy-N-phenylacetamide(cas: 4746-61-6) 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.Category: amides-buliding-blocks

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

Recommanded Product: 64479-78-3On May 1, 2016 ,《Unsubstituted and substituted copper malonate coordination polymers with isomeric dipyridylamide ligands: Chain, layer, diamondoid, and self-penetrated topologies》 appeared in Inorganica Chimica Acta. The author of the article were Stone, Brandon S.; Staples, Richard J.; LaDuca, Robert L.. The article conveys some information:

Six dual-ligand divalent Cu malonate coordination polymers were prepared via solvent diffusion methods, and structurally characterized by single-crystal x-ray diffraction. The resulting dimensionality and topol. depend crucially on the steric bulk of the malonate ligand and the N donor disposition within the dipyridylamide coligand. {[Cu(mal)(3-pina)(H2O)]·2H2O}n (1, mal = malonate, 3-pina = 3-pyridylisonicotinamide) possesses a simple 1-dimensional chain structure, while the isomeric 4-pyridylnicotinamide (4-pna) ligand afforded a 2-fold interpenetrated (6,3) grid layer structure in {[Cu(mal)(4-pna)(H2O)]·3H2O}n (2). Employing Cu dimethylmalonate (dmmal) in the synthetic regime permitted synthesis of the (4,4) grid layered phase {[Cu2(dmmal)2(4-pna)2(H2O)3]·7H2O}n (3) and {[Cu2(dmmal)2(3-pina)2]·9.5H2O}n (4), which exhibited a 3-fold interpenetrated diamondoid net with large H2O-filled incipient channels, built from [Cu4(dmmal)4] tetranuclear clusters. {[Cu2(Hdmmal)2(dmmal)(4-pina)2]·0.5H2O}n (5, 4-pina = 4-pyridylisonicotinamide) manifested a unique 5-connected self-penetrated 3-dimensional network with 42678 topol. {[Cu(emal)(4-pna)(H2O)]·3H2O}n (6, emal = ethylmalonate) is another simple 1-dimensional chain phase. Ferromagnetic coupling (J = 11(3) cm-1) was observed within the tetranuclear clusters in 4. Thermal properties of these materials are also presented. In the experiment, the researchers used N-(Pyridin-4-yl)isonicotinamide(cas: 64479-78-3Recommanded Product: 64479-78-3)

N-(Pyridin-4-yl)isonicotinamide(cas: 64479-78-3) belongs to amides.Recommanded Product: 64479-78-3Amides 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.

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

《How Robust Is the N-H···Cl2-Cu Synthon? Crystal Structures of Some Perchlorocuprates》 was written by Kumar, D. Krishna; Ballabh, Amar; Jose, D. Amilan; Dastidar, Parthasarathi; Das, Amitava. Computed Properties of C11H9N3O And the article was included in Crystal Growth & Design on April 30 ,2005. The article conveys some information:

Perchlorocuprate salts, namely, [4,4′-H2diazastilbene][CuCl4] 1, [H2-N-(4-pyridyl)isonicotinamide][CuCl4] 2, [H2-N-(3-pyridyl)isonicotinamide][CuCl4] 3, [H2-N-(4-pyridyl)nicotinamide][CuCl4] 4, [H2-N,N’-bis(4-pyridyl)urea][CuCl4] 5, [H-isonicotinic acid]2[CuCl4].2H2O 6, [2-aminopyridinium]2[CuCl4] 7, and [3-aminopyridinium]2[CuCl4] 8 were synthesized and analyzed by single-crystal x-ray diffraction. N-H···Cl-Cu H-bonding interaction is important in supramol. syntheses of these solids. However, occurrence of bifurcated H bonding N-H···Cl2Cu (synthon A) appears to be dependent on the topol. of the cations, geometry of the anions, and other weak interactions such as C-H···Cl-Cu. Salts of isomeric cations such as 2, 3 and 4, and 7 and 8 are crystallog. isostructural in their resp. groups despite having different H-bonding site topologies. The H-bonding-capable backbones (amide and urea moieties) in 2, 3, 4, and 5 do not display the typical H-bonding network involving these moieties. In the experiment, the researchers used N-(Pyridin-4-yl)isonicotinamide(cas: 64479-78-3Computed Properties of C11H9N3O)

N-(Pyridin-4-yl)isonicotinamide(cas: 64479-78-3) 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.Computed Properties of C11H9N3O 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

《Fe-BPsalan Complex-Catalyzed Asymmetric [4 + 2] Cycloaddition of Cyclopentadiene with α,β-Unsaturated Heterocycles》 was written by Chen, Kai-Ge; Lu, Hao; Zhou, Yi-Ming; Wan, Xiao-Long; Wang, Hao-Yang; Xu, Zhen-Jiang; Guo, Hai-Ming; Che, Chi-Ming. Category: amides-buliding-blocksThis research focused onunsaturated acyl imidazole cyclopentadiene iron catalyst enantioselective cycloaddition reaction; imidazolyl bicycloheptenyl methanone preparation; cinnamoylisoindolinedione cyclopentadiene iron catalyst enantioselective cycloaddition reaction; bicycloheptene carbonyl isoindolinedione preparation. The article conveys some information:

An efficient iron-catalyzed asym. [4 + 2] cycloaddition of cyclopentadiene with α,β-unsaturated acyl imidazoles or 2-cinnamoylisoindoline-1,3-dione derivatives was developed to afford the addition products in high yield and selectivity. Interestingly, the absolute structures of the addition products were controlled by the auxiliaries via different coordination modes with the same type of catalyst. In the part of experimental materials, we found many familiar compounds, such as N-Methoxy-N-methylacetamide(cas: 78191-00-1Category: amides-buliding-blocks)

N-Methoxy-N-methylacetamide(cas: 78191-00-1) belongs to anime. Milder oxidation, using reagents such as NaOCl, can remove four hydrogen atoms from primary amines of the type RCH2NH2 to form nitriles (R―C≡N), and oxidation with reagents such as MnO2 can remove two hydrogen atoms from secondary amines (R2CH―NHR′) to form imines (R2C=NR′). Tertiary amines can be oxidized to enamines (R2C=CHNR2) by a variety of reagents.Category: amides-buliding-blocks

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

Application of 70-55-3In 2019 ,《Multicomponent Aromatic and Benzylic Mannich Reactions through C-H Bond Activation》 was published in Chemistry – A European Journal. The article was written by Xavier, Tania; Rayapin, Corinne; Le Gall, Erwan; Presset, Marc. The article contains the following contents:

The straightforward generation of densely substituted-amines I [R = H, Me; R1 = Me, 4-MeC6H4, 2-thienyl; R2 = Ph, 4-MeC6H4, 2-thienyl, etc.; R3 = H, 3-Me, 4-OMe, etc.] was described via multicomponent Mannich reaction of sulfonamides, acetals and arylpyridines through C-H bond activation in good yields. The reaction involved a reaction between two transient species: an organometallic species, generated by transition-metal-catalyzed sp2 or sp3 C-H bond activation and an in situ generated imine. The use of an acetal as an aldehyde surrogate was found essential for the reaction to proceed. The process could be successfully applied to RhIII-catalyzed sp2 C-H bond functionalization and extended to CuII-catalyzed sp3 C-H bond functionalization. In the part of experimental materials, we found many familiar compounds, such as 4-Methylbenzenesulfonamide(cas: 70-55-3Application of 70-55-3)

4-Methylbenzenesulfonamide(cas: 70-55-3) belongs to anime. Left-handed and right-handed forms (mirror-image configurations, known as optical isomers or enantiomers) are possible when all the substituents on the central nitrogen atom are different (i.e., the nitrogen is chiral). With amines, there is extremely rapid inversion in which the two configurations are interconverted.Application of 70-55-3

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

In 2022,Liu, Guodong; Hou, Ruilin; Xu, Lijuan; Zhang, Xinqi; Yan, Jianyu; Xing, Chengguo; Xu, Ke; Zhuang, Chunlin published an article in Journal of Medicinal Chemistry. The title of the article was 《Crystallography-Guided Optimizations of the Keap1-Nrf2 Inhibitors on the Solvent Exposed Region: From Symmetric to Asymmetric Naphthalenesulfonamides》.Safety of 2-Bromoacetamide The author mentioned the following in the article:

Directly inhibiting the Keap1-Nrf2 protein-protein interaction has been investigated as a promising strategy to activate Nrf2 for anti-inflammation. We previously reported a naphthalensulfonamide Keap1-Nrf2 inhibitor NXPZ-2, but have not determined the exact binding mode with Keap1. This sym. naphthalenesulfonamide compound has relatively low solubility Herein, we first determined a crystal complex (resolution: 2.3 Å) of human Keap1 Kelch domain with NXPZ-2. Further optimizations on the solvent exposed region obtained asym. naphthalenesulfonamides and three crystal structures of Keap1 in complex with designed compounds Among them, the asym. piperazinyl-naphthalenesulfonamide 6k with better aqueous solubility showed the best KD2 value of 0.21μM to block the interaction. The productions of ROS and NO and the expression of TNF-α were inhibited by 6k in the in vitro model. This compound could relieve inflammations by significantly increasing the Nrf2 nuclear translocation in the LPS-induced ALI model with promising pharmacokinetic properties. In the experiment, the researchers used many compounds, for example, 2-Bromoacetamide(cas: 683-57-8Safety of 2-Bromoacetamide)

2-Bromoacetamide(cas: 683-57-8) can be used in preparation of (2-carbamoylmethoxy-5-chloro-benzyl)-carbamic acid tert-butyl ester. It was aslo used as precursor to dehydropeptidase I inactivator.Safety of 2-Bromoacetamide

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