Month: October 2022

《Design, Synthesis, Biological Evaluation, and X-ray Studies of HIV-1 Protease Inhibitors with Modified P2′ Ligands of Darunavir》 was written by Ghosh, Arun K.; Fyvie, W. Sean; Brindisi, Margherita; Steffey, Melinda; Agniswamy, Johnson; Wang, Yuan-Fang; Aoki, Manabu; Amano, Masayuki; Weber, Irene T.; Mitsuya, Hiroaki. Product Details of 78191-00-1This research focused onxray HIV1 protease inhibitor darunavir; crystal structure; HIV-1 protease inhibitors; P2′ ligands; drug resistance; pharmacokinetics; structure-based design. The article conveys some information:

The structure-based design, synthesis, and biol. evaluation of a series of nonpeptidic HIV-1 protease inhibitors with rationally designed P2′ ligands are described. The inhibitors are designed to enhance backbone binding interactions, particularly at the S2′ subsite. Synthesis of inhibitors was carried out efficiently. The stereochem. of alc. functionalities of the P2′ ligands was set by asym. reduction of the corresponding ketone using (R,R)- or (S,S)-Noyori catalysts. A number of inhibitors displayed very potent enzyme inhibitory and antiviral activity. Inhibitors I and II showed enzyme Ki values of 27.9 and 49.7 pM and antiviral activity of 6.2 and 3.9 nM, resp. These inhibitors also remained quite potent against darunavir-resistant HIV-1 variants. An x-ray structure of inhibitor I in complex with HIV-1 protease revealed key interactions in the S2′ subsite.N-Methoxy-N-methylacetamide(cas: 78191-00-1Product Details of 78191-00-1) was used in this study.

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.Product Details of 78191-00-1

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

《Palladium-catalyzed carbene coupling of N-tosylhydrazones and arylbromides to synthesize cross-conjugated polymers》 was written by Zhou, Qi; Gao, Yunpeng; Xiao, Yiyang; Yu, Lefei; Fu, Zihao; Li, Zichen; Wang, Jianbo. Formula: C4H9NO2This research focused ontosylhydrazone arylbromide palladium carbene coupling cross conjugated polymer. The article conveys some information:

Carbene-involving cross-coupling reactions of N-tosylhydrazones and arylbromides have been introduced into polymer chem. for the first time, providing a novel method to access a new type of cross-conjugated polymer, poly(arylene-1,1-vinylidene)s (iso-PAVs). The pendant double bonds of these cross-conjugated polymers allow for further post-polymerization functionalization. The good thermal stability and remarkable optical properties of these cross-conjugated polymers reveal their potential for applications. In the part of experimental materials, we found many familiar compounds, such as N-Methoxy-N-methylacetamide(cas: 78191-00-1Formula: C4H9NO2)

N-Methoxy-N-methylacetamide(cas: 78191-00-1) belongs to anime. Hydrogen peroxide (H2O2) and peroxy acids generally add an oxygen atom to the nitrogen of amines. With primary amines, this step is normally followed by further oxidation, leading to nitroso compounds, RNO, or nitro compounds, RNO2. Secondary amines are converted to hydroxylamines, R2NOH, and tertiary amines to amine oxides, R3NO.Formula: C4H9NO2

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

Safety of H-Lys(Boc)-OHOn March 25, 2022, Ibara, Miho; Abe, Takumi; Sawada, Daisuke published an article in Organic Letters. The article was 《Chemo- and site-selective replacement of N-terminal carbamates in peptides》. The article mentions the following:

In peptide synthesis, it is important to distinguish the terminal amino group and carry out the selective transformation of only the N-terminal protecting group. We describe herein a reaction for the chemo- and site-selective replacement of carbamates with various other carbamates only at the N-terminus of peptides. We demonstrate the scope of carbamates and peptides and the introduction of fluorine into a peptide. This strategy is applicable to the late stage of peptide synthesis.H-Lys(Boc)-OH(cas: 2418-95-3Safety of H-Lys(Boc)-OH) was used in this study.

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.Safety of H-Lys(Boc)-OH

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

SDS of cas: 2418-95-3On September 4, 2020 ,《Construction of cyclophane-braced peptide macrocycles via palladium-catalyzed picolinamide-directed intramolecular C(sp2)-H arylation》 was published in Organic Letters. The article was written by Han, Boyang; Li, Bo; Qi, Liping; Yang, Peng; He, Gang; Chen, Gong. The article contains the following contents:

A versatile method for the construction of C(sp2)-linked cyclophane peptide macrocycles via Pd-catalyzed picolinamide-directed intramol. arylation of aryl and alkenyl C-H bonds of amino acid side chains with aryl iodides is developed. This method provides simple and efficient access to a variety of cyclophane-braced structures from readily accessible linear peptide precursors. In the experimental materials used by the author, we found H-Lys(Boc)-OH(cas: 2418-95-3SDS of cas: 2418-95-3)

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.SDS of cas: 2418-95-3

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

Recommanded Product: N-(Pyridin-4-yl)isonicotinamideOn November 23, 2004 ,《Nonpolymeric Hydrogelator Derived from N-(4-Pyridyl)isonicotinamide》 appeared in Langmuir. The author of the article were Kumar, D. Krishna; Jose, D. Amilan; Dastidar, Parthasarathi; Das, Amitava. The article conveys some information:

A series of pyridyl amides derived from isonicotinic acid, nicotinic acid, and benzoic acid have been synthesized. Only N-(4-pyridyl)isonicotinamide 1 is found to be an efficient hydrogelator with a min. gelator concentration of 0.37 wt %. A wide range of concentrations (0.37-20 wt %) could be used to form hydrogels. The other amides, namely, N-(3-pyridyl)isonicotinamide 2, N-(2-pyridyl)isonicotinamide 3, N-(phenyl)isonicotinamide 4, N-(4-pyridyl)nicotinamide 5, N-(3-pyridyl)nicotinamide 6, and N-(4-pyridyl)benzamide 7, did not show any gelation properties. Fourier transform IR spectroscopy, variable temperature 1H NMR, single-crystal diffraction and X-ray powder diffraction (XRPD), and SEM have been used to characterize the gel. Single-crystal diffraction and XRPD studies indicate that the morph responsible for gel formation is different from that in its bulk solid and xerogel. In the part of experimental materials, we found many familiar compounds, such as N-(Pyridin-4-yl)isonicotinamide(cas: 64479-78-3Recommanded Product: 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.Recommanded Product: N-(Pyridin-4-yl)isonicotinamide

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

Synthetic Route of C13H26N2O4On March 4, 2011, Ko, Eunhwa; Burgess, Kevin published an article in Organic Letters. The article was 《Pyrrole-based scaffolds for turn mimics》. The article mentions the following:

Two amino acid derived synthons were combined to give homopropargylic amines (I) (R1 = CH(Me)Et, iso-Pr, CH2C6H4OCH2Ph, R2 = i-Bu; R1 = CH(Me)Et, (CH2)2SMe, R2 = CH2C6H4OCH2Ph; R1 = CH(Me)OCH2Ph, R2 = H; Boc = tert-butoxycarbonyl). Platinum dichloride was used to cyclize these intermediates into pyrroles (II) (Boc, R1 and R2 are defined for I) which collapsed to the target secondary structure mimics (III) (R1 and R2 are defined for I) on treatment with base. Side chains of these compounds overlay with an idealized type III β-turn and with an inverse γ-turn. The experimental process involved the reaction of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Synthetic Route of C13H26N2O4)

(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6) belongs to amides.Synthetic Route of C13H26N2O4Amides 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

Application In Synthesis of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamideOn November 17, 2000 ,《A Synthetic Approach to 3-Hydroxy 4-Substituted Carboxylic Acids based on the Stereoselective Reduction of 1-Trimethylsilyl-1-alkyn-3-ones》 appeared in Tetrahedron. The author of the article were Alemany, Carme; Bach, Jordi; Garcia, Jordi; Lopez, Marta; Rodriguez, Ana B.. The article conveys some information:

The oxazaborolidine-mediated reduction of chiral, 4-substituted 1-trimethylsilyl-1-alkyn-3-ones followed by hydroboration affords syn or anti 3-hydroxy 4-substituted carboxylic acids, common substructures of a number of biol. active macrolides, peptides and depsipeptides, with high control on the new C(3) stereocenter. This strategy has been applied to the synthesis of (3S,4S)-3-hydroxy-4-methylheptanoic acid and of N-Boc-statine, constituents of permentin A and pepstatin, resp. In the experiment, the researchers used many compounds, for example, (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Application In Synthesis of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide)

(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6) belongs to amides.Application In Synthesis of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide 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.

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

Bonnet, Veronique; Mongin, Florence; Trecourt, Francois; Queguiner, Guy published their research in Perkin 1 on December 21 ,2000. The article was titled 《Reaction of magnesiated bases on substituted pyridines: deprotonation or 1,4-addition?》.Quality Control of 2,2-Dimehtyl-N-pyridin-3-yl-propionamide The article contains the following contents:

N-(tert.-Butyl)pyridine-2-carboxamide, N-phenylpyridine-2-carboxamide, and 2,2-dimethyl-N-(2-pyridyl)propanamide are readily deprotonated at C-3 with a stoichiometric amount of iso-PrMgCl or Bu2Mg in THF under reflux. Subsequent trapping with various electrophiles (deuterated water, aldehydes, iodine and di-Me disulfide) gives 2,3-disubstituted pyridines carrying a useful carboxylic acid- or amino-derived function at C-2. When N-(tert.-butyl)pyridine-3-carboxamide and 2,2-dimethyl-N-(3-pyridyl)propanamide are subjected to the same reaction conditions, 1,4-addition to the pyridine ring occurs, giving 4-alkyl derivatives Starting from N-(tert-butyl)pyridine-4-carboxamide, 1,2-addition and deprotonation reactions occur simultaneously. In the part of experimental materials, we found many familiar compounds, such as 2,2-Dimehtyl-N-pyridin-3-yl-propionamide(cas: 70298-88-3Quality Control of 2,2-Dimehtyl-N-pyridin-3-yl-propionamide)

2,2-Dimehtyl-N-pyridin-3-yl-propionamide(cas: 70298-88-3) 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.Quality Control of 2,2-Dimehtyl-N-pyridin-3-yl-propionamide

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

Rocca, Patrick; Marsais, Francis; Godard, Alain; Queguiner, Guy published an article in Tetrahedron. The title of the article was 《Connection between metalation and cross-coupling strategies. A new convergent route to azacarbazoles》.Computed Properties of C10H14N2O The author mentioned the following in the article:

New convergent synthesis of azacarbazoles through metalation, cross-coupling reaction, and intramol. substitution via (2-aminobenzene)boronic acid and ortho-fluoroiodopyridines are presented. Thus, 2-(HO)2BC6H4NHCOCMe3 coupled with pyridines I (X = F, Cl, Y = iodo, Z = H; X = H, Y = F, Z = iodo; X = H, Y = iodo, Z = F; X = iodo, Y = F, Z = H) to give the corresponding (pyridylphenyl)propanamides II (R = F, Cl). The 3-fluoro-4-pyridyl derivative of II was treated with pyridinium chloride under reflux to give β-carboline III. The α-, γ-, and δ-carbolines were prepared similarly. In the experiment, the researchers used many compounds, for example, 2,2-Dimehtyl-N-pyridin-3-yl-propionamide(cas: 70298-88-3Computed Properties of C10H14N2O)

2,2-Dimehtyl-N-pyridin-3-yl-propionamide(cas: 70298-88-3) belongs to anime. Hydrogen peroxide (H2O2) and peroxy acids generally add an oxygen atom to the nitrogen of amines. With primary amines, this step is normally followed by further oxidation, leading to nitroso compounds, RNO, or nitro compounds, RNO2. Secondary amines are converted to hydroxylamines, R2NOH, and tertiary amines to amine oxides, R3NO.Computed Properties of C10H14N2O

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

The author of 《A tandem coupling/Smiles rearrangement/cyclization approach to 1,4-benzoxazinone or 1,4-pyridooxazinones under mild conditions》 were Zhan, Chunjing; Jia, Jiong; Yang, Bingchuan; Huang, Aiping; Liu, Yanli; Ma, Chen. And the article was published in RSC Advances in 2012. Related Products of 4746-61-6 The author mentioned the following in the article:

A facile and efficient approach to 1,4-benzoxazinone or 1,4-pyridooxazinone scaffolds is developed by a Smiles rearrangement tandem reaction. 1,4-Benzoxazinone derivatives or 1,4-pyridooxazinone derivatives with diversity at two substituents on their scaffolds were synthesized conveniently in the presence of cesium carbonate at room temperature in good to excellent yields. The reaction mechanism is assumed by a tandem coupling/Smiles rearrangement/cyclization process. The synthesis of the target compounds was achieved using fluoro(nitro)benzene derivatives and chloro(nitro)benzene derivatives and 2-hydroxyacetamide derivatives as starting materials. The title compounds thus formed included 3,4-dihydro-3-oxo-4-phenyl-2H-1,4-benzoxazine-7-carbonitrile (I), 4-(phenylmethyl)-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one (II), 5-chloro-4-(phenylmethyl)-2H-1,4-benzoxazin-3(4H)-one (III) and related substances. The experimental process involved the reaction of 2-Hydroxy-N-phenylacetamide(cas: 4746-61-6Related Products of 4746-61-6)

2-Hydroxy-N-phenylacetamide(cas: 4746-61-6) belongs to amides. Because of the greater electronegativity of oxygen, the carbonyl (C=O) is a stronger dipole than the N–C dipole.Related Products of 4746-61-6 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