Tag: 200-300

SDS of cas: 87694-50-6On November 15, 2021 ,《Structure-activity relationship study of hydroxyethylamine isostere and P1′ site structure of peptide mimetic BACE1 inhibitors》 appeared in Bioorganic & Medicinal Chemistry. The author of the article were Kobayashi, Kazuya; Otani, Takuya; Ijiri, Saki; Kawasaki, Yuki; Matsubara, Hiroki; Miyagi, Takahiro; Kitajima, Taishi; Iseki, Risa; Ishizawa, Katsuyasu; Shindo, Naoka; Okawa, Kouta; Ueda, Kouta; Ando, Syun; Kawakita, Momoka; Hattori, Yasunao; Akaji, Kenichi. The article conveys some information:

An aromatic substituent has been introduced into a known hydroxyethylamine (HEA)-type BACE1 inhibitor containing the superior substrate sequence to enhance inhibitory activity. The HEA-type isosteres bearing different hydroxyl group and Me group configurations were prepared through a branched synthesis approach using intra- and inter-mol. epoxide opening reactions. The effect of their configuration was evaluated, showing that an R-configuration improved the inhibitory activity, while introduction of a Me group on the isostere decreased the activity. Based on the non-substituted isostere with an R-configuration, 21 derivatives containing various substituents at the P1′ site were synthesized. Our evaluation of the derivatives showed that the structure of the P1′ site had a clear effect on activity, and highly potent inhibitor 40g, which showed sub-micromolar activity against recombinant BACE1 (rBACE1), was identified. The docking simulation of 40g with rBACE1 suggested that a carboxymethyl group at the para-position of the P1′ benzene ring interacted with Lys285 in the S1′ pocket. The results came from multiple reactions, including the reaction of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6SDS of cas: 87694-50-6)

(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.SDS of cas: 87694-50-6 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

Name: (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamideOn March 31, 2012, Mallik, Shyam Kumar; Li, Da Yu; Cui, Minghua; Song, Hyun-Ok; Park, Hyun; Kim, Hak Sung published an article in Archives of Pharmacal Research. The article was 《Synthesis and evaluation of peptidyl α,β-unsaturated carbonyl derivatives as anti-malarial calpain inhibitors》. The article mentions the following:

Malarial calpain is a cysteine protease believed to be a central mediator essential for parasitic activities. N-Acetyl-L-leucyl-L-leucyl-L-norleucinal (ALLN), a calpain inhibitor, showed an excellent inhibitory effect on the erythrocytic stages of Plasmodium falciparum. However the aldehyde group of ALLN makes it susceptible to metabolism Therefore, we designed α,β-unsaturated carbonyl peptides that could serve as electrophiles for cysteine residues in calpain. Among the synthetic analogs based on the structure of ALLN, peptidyl esters (I) (R1 = i-Bu, R2 = Boc, Cbz; R1 = Ph, R2 = Cbz; Boc = tert-butoxycarbonyl, Cbz = benzyloxycarbonyl) showed the most potent anti-malarial effects, with the same IC50 values of 5.0 μM. Also they showed the high selective toxicity for the malaria vs. Hela cell with 40.6, 69.2 and 24.3 fold for I (R1 = i-Bu, R2 = Boc, Cbz; R1 = Ph, R2 = Cbz) resp. Dipeptidyl α,β-unsaturated carbonyl derivatives consisting of two amino acids gave better anti-malarial effects than those consisting with one amino acid. The fluctuation in anti-malarial activity with small changes in chem. structure indicates the possibilities of improving synthetic analogs. In the experiment, the researchers used many compounds, for example, (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Name: (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. Because of the greater electronegativity of oxygen, the carbonyl (C=O) is a stronger dipole than the N–C dipole.Name: (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide 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 2017,Suzuki, Ryuichiro; Kan, Shu; Sugita, Yoshiaki; Shirataki, Yoshiaki published 《p-coumaroyl malate derivatives of the Pandanus amaryllifolius leaf and their isomerization》.Chemical & Pharmaceutical Bulletin published the findings.Quality Control of tert-Butyl N,N’-diisopropylcarbamimidate The information in the text is summarized as follows:

A novel p-coumaroyl di-Me malate (1) was isolated from the Pandanus amaryllifolius leaf in addition to three known analogs of p-cournaroyI di-Me mutate (2-4), and their structures were elucidated by analy- sis of the spectroscopic data. The p-coumaroyl malate derivatives were isolated as a mixture of E and Z iso- mers. To determine the cause of isomerization, the p-coumaroyl malate isolated in this study was synthesized. We concluded that the Z isomer might be an artifact generated from the E isomer through purification steps. In the experiment, the researchers used many compounds, for example, tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8Quality Control of tert-Butyl N,N’-diisopropylcarbamimidate)

tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8) 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 tert-Butyl N,N’-diisopropylcarbamimidate

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

Wu, Yueming; Chen, Kang; Wu, Xue; Liu, Longqiang; Zhang, Weiwei; Ding, Yun; Liu, Shiqi; Zhou, Min; Shao, Ning; Ji, Zhemin; Chen, Jiacheng; Zhu, Minghui; Liu, Runhui published their research in Angewandte Chemie, International Edition on December 6 ,2021. The article was titled 《Superfast and Water-Insensitive Polymerization on α-Amino Acid N-Carboxyanhydrides to Prepare Polypeptides Using Tetraalkylammonium Carboxylate as the Initiator》.Electric Literature of C11H22N2O4 The article contains the following contents:

We design the tetraalkylammonium carboxylate-initiated superfast polymerization on α-amino acid N-carboxyanhydrides (NCA) for efficient synthesis of polypeptides. Carboxylates, as a new class of initiator for NCA polymerization, can initiate the superfast NCA polymerization without the need of extra catalysts and the polymerization can be operated in open vessels at ambient condition without the use of glove box. Tetraalkylammonium carboxylate-initiated polymerization on NCA easily affords block copolymers with at least 15 blocks. Moreover, this method avoids tedious purification steps and enables direct polymerization on crude NCAs in aqueous environments to prepare polypeptides and one-pot synthesis of polypeptide nanoparticles. These advantages and the mild polymerization condition of tetraalkylammonium carboxylate-initiated NCA polymerization imply its great potential in functional exploration and application of polypeptides. In the experiment, the researchers used many compounds, for example, H-Lys(Boc)-OH(cas: 2418-95-3Electric Literature of C11H22N2O4)

H-Lys(Boc)-OH(cas: 2418-95-3) belongs to amino acids. In addition to subunits of proteins, amino acids have many other functions as well, including osmoregulation (proline), neurotransmitters (gamma-aminobutyric acid), metabolic intermediates (ornithine and citrulline), and inhibitors (dehydroproline).Electric Literature of C11H22N2O4

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

The author of 《Complementary Site-Selective Halogenation of Nitrogen-Containing (Hetero)Aromatics with Superacids》 were Mamontov, Alexander; Martin-Mingot, Agnes; Metayer, Benoit; Karam, Omar; Zunino, Fabien; Bouazza, Fodil; Thibaudeau, Sebastien. And the article was published in Chemistry – A European Journal in 2020. Reference of N-(2-Chloro-4-(trifluoromethyl)phenyl)acetamide The author mentioned the following in the article:

Site-selective functionalization of arenes that was complementary to classical aromatic substitution reactions remains a long-standing quest in organic synthesis. Exploiting the generation of halenium ion through oxidative process and the protonation of the nitrogen containing function in HF/SbF5, the chlorination and iodination of classically inert Csp2-H bonds of aromatic amines occurred. Furthermore, the superacid-promoted (poly)protonation of the mols. acts as a protection, favoring the late-stage selective halogenation of natural alkaloids and active pharmaceutical ingredients. In the part of experimental materials, we found many familiar compounds, such as N-(2-Chloro-4-(trifluoromethyl)phenyl)acetamide(cas: 247170-19-0Reference of N-(2-Chloro-4-(trifluoromethyl)phenyl)acetamide)

N-(2-Chloro-4-(trifluoromethyl)phenyl)acetamide(cas: 247170-19-0) 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.Reference of N-(2-Chloro-4-(trifluoromethyl)phenyl)acetamide

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

Ko, Eunhwa; Liu, Jing; Perez, Lisa M.; Lu, Genliang; Schaefer, Amber; Burgess, Kevin published an article on January 26 ,2011. The article was titled 《Universal Peptidomimetics》, and you may find the article in Journal of the American Chemical Society.Application of 87694-50-6 The information in the text is summarized as follows:

Peptidomimetic scaffolds that can present side chains in conformations resembling those of amino acids in secondary structures without incurring excessive entropic or enthalpic penalties were discussed. Compounds of this type were referred to as minimalist mimics. The core hypothesis of the paper was that small sets of such scaffolds can be designed to analog local pairs of amino acids (including noncontiguous ones) in any secondary structure; i.e., they are universal peptidomimetics. To illustrate this concept, a set of four peptidomimetic scaffolds, I-IV, were designed. Libraries based on them were made bearing side chains corresponding to many of the protein-derived amino acids. Modeling experiments were performed to give an indication of kinetic and thermodn. accessibilities of conformations that can mimic secondary structures. Together, peptidomimetics based on these four scaffolds can adopt conformations that resemble almost any combination of local amino acid side chains in any secondary structure. Universal peptidomimetics of this kind are likely to be most useful in the design of libraries for high-throughput screening against diverse targets. Consequently, data arising from submission of these mols. to the NIH Mol. Libraries Small Mol. Repository (MLSMR) were outlined. In the part of experimental materials, we found many familiar compounds, such as (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Application of 87694-50-6)

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

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

Jin, Lianwen; Zeng, Xiaoli; Li, Siyang; Qiu, Guofu; Liu, Peng published an article in European Journal of Organic Chemistry. The title of the article was 《Copper-Catalyzed Regioselective Halogenation of Anilides with N-Fluorobenzenesulfonimide》.Category: amides-buliding-blocks The author mentioned the following in the article:

Here described a copper-catalyzed direct chlorination and bromination of anilides in the presence of N-fluorobenzenesulfonimide as oxidant. This protocol shows excellent regioselectivity and mono-substitution with inexpensive KCl or NaBr as the halogen source and industrially friendly solvent. In addition to this study using N-(2-Chloro-4-(trifluoromethyl)phenyl)acetamide, there are many other studies that have used N-(2-Chloro-4-(trifluoromethyl)phenyl)acetamide(cas: 247170-19-0Category: amides-buliding-blocks) was used in this study.

N-(2-Chloro-4-(trifluoromethyl)phenyl)acetamide(cas: 247170-19-0) belongs to anime. Primary amines having a tertiary alkyl group (R3CNH2) are difficult to prepare with most methods but are made industrially by the Ritter reaction. In this method a tertiary alcohol reacts with hydrogen cyanide (HCN) in the presence of a concentrated strong acid; a formamide, RNH―CHO, is formed first, which then undergoes hydrolysis.Category: amides-buliding-blocks

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

Reference of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamideOn March 31, 2009, Lu, Yang; Zou, Xiao-Min; Mou, Ke; Fu, Yi-Qiu; Ma, Chao; Zhou, Bo; Xu, Ping published an article in Journal of Chinese Pharmaceutical Sciences. The article was 《Efficient synthesis of terminal α,β-unsaturated ketones as the intermediates of the proteasome epoxyketone inhibitors via Weinreb amide》. The article mentions the following:

Terminal α,β-unsaturated ketones I (R = i-Pr, i-Bu, PhCH2) were prepared via reacting 2-lithiopropene with the corresponding Weinreb amide with satisfactory yield (62%-65%). The experimental process involved the reaction of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Reference 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.Reference of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide 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.

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

Computed Properties of C16H20N2O2On May 31, 1995, Poole, Alastair W.; Watson, Stephen P. published an article in British Journal of Pharmacology. The article was 《Regulation of cytosolic calcium by collagen in single human platelets》. The article mentions the following:

There is controversy in the literature as to whether collagen is able to induced directly a rise in cytosolic calcium concentration ([Ca2+]i) in human platelets. We have addressed this question by observing the cytosolic calcium response of single fura-2-loaded human platelets setting onto a collagen-coated surface using dynamic fluorescence ratio imaging. Following a short lag phase after adherence to collagen fibers, platelets underwent a rapid rise in cytosolic calcium from basal values of 80 ± 13 nM (n = 24) to a peak of 475 ± 42 nM (n = 24) which was sustained for the remaining period of the experiment The tyrphostin protein tyrosine kinase inhibitor, ST271, reduced substantially the proportion of platelets which exhibited a rise in [Ca2+]i on adherence to collagen and transformed the response in remaining cells to one of oscillations. In contrast, and as a control for collagen, laminin-coated surfaces induced adherence of human platelets without elevating intracellular [Ca2+]; the cells however remained responsive to ADP. We conclude that collagen directly induces a rise in cytosolic calcium in single human platelets through a tyrosine kinase-mediated pathway. After reading the article, we found that the author used 2-Cyano-3-(4-hydroxy-3,5-diisopropylphenyl)acrylamide(cas: 106392-48-7Computed Properties of C16H20N2O2)

2-Cyano-3-(4-hydroxy-3,5-diisopropylphenyl)acrylamide(cas: 106392-48-7) belongs to amides. Because of the greater electronegativity of oxygen, the carbonyl (C=O) is a stronger dipole than the N–C dipole.Computed Properties of C16H20N2O2 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

《[Tyrosine kinase inhibitor–hematological malignancies].》 was published in Gan to kagaku ryoho. Cancer & chemotherapy in 2001. These research results belong to Ohno, R. Application In Synthesis of 2-Cyano-3-(4-hydroxy-3,5-diisopropylphenyl)acrylamide The article mentions the following:

STI571 selectively inhibits the ABL-tyrosine kinase, the activity of which is activated by the formation of chimeric BCR/ABL. A phase I study in the USA showed STI571 to be remarkably effective in cases of interferon-refractory chronic myeloid leukemia, with almost no adverse effects. STI571 may become the first choice drug prior to stem cell transplantation and interferon treatment. The experimental process involved the reaction of 2-Cyano-3-(4-hydroxy-3,5-diisopropylphenyl)acrylamide(cas: 106392-48-7Application In Synthesis of 2-Cyano-3-(4-hydroxy-3,5-diisopropylphenyl)acrylamide)

2-Cyano-3-(4-hydroxy-3,5-diisopropylphenyl)acrylamide(cas: 106392-48-7) 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 2-Cyano-3-(4-hydroxy-3,5-diisopropylphenyl)acrylamide 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