Month: October 2022

The author of 《Direct Phenolysis Reactions of Unactivated Amides into Phenolic Esters Promoted by a Heterogeneous CeO2 Catalyst》 were Rashed, Nurnobi Md.; Siddiki, S. M. A. Hakim; Touchy, Abeda Sultana; Jamil, A. R. Md.; Poly, Sharmin Sultana; Toyao, Takashi; Maeno, Zen; Shimizu, Ken-ichi. And the article was published in Chemistry – A European Journal in 2019. Recommanded Product: 78191-00-1 The author mentioned the following in the article:

The direct catalytic esterification of amides that leads to the construction of C-O bonds through the cleavage of amide C-N bonds is a highly attractive strategy in organic synthesis. While aliphatic and aromatic alcs. can be readily used for the alcoholysis of activated and unactivated amides, the introduction of phenols is more challenging due to their lower nucleophilicity in the phenolysis of unactivated amides. Herein, phenols can be used for the phenolysis of unactivated amides into the corresponding phenolic esters using a simple heterogenous catalytic system based on CeO2 under additive-free reaction conditions was demonstrated. The method tolerates a broad variety of functional groups (>50 examples) in the substrates. Results of kinetic studies afforded mechanistic insights into the principles governing this reaction, suggesting that the cooperative effects of the acid-base functions of catalysts would be of paramount importance for the efficient progression of the C-N bond breaking process, and consequently, CeO2 showed the best catalytic performance among the catalysts explored. 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.Typically the presence of an amine functional group is deduced by a combination of techniques, including mass spectrometry as well as NMR and IR spectroscopies. 1H NMR signals for amines disappear upon treatment of the sample with D2O. In their infrared spectrum primary amines exhibit two N-H bands, whereas secondary amines exhibit only one.Recommanded Product: 78191-00-1

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

Morgan, Timaeus E. F.; Riley, Leanne M.; Tavares, Adriana A. S.; Sutherland, Andrew published an article in 2021. The article was titled 《Automated radiosynthesis of cis- and trans-4-[18F]fluoro-L-proline using [18F]Fluoride》, and you may find the article in Journal of Organic Chemistry.COA of Formula: C11H24N2O The information in the text is summarized as follows:

The positron emission tomog. imaging agents cis- and trans-4-[18F]fluoro-L-proline are used for the detection of numerous diseases such as pulmonary fibrosis and various carcinomas. These imaging agents are typically prepared by nucleophilic fluorination of 4-hydroxy-L-proline derivatives, with [18F]fluoride, followed by deprotection. Although effective radiofluorination reactions have been developed, the overall radiosynthesis process is suboptimal due to deprotection methods that are performed manually, require multiple steps, or involve harsh conditions. Here we describe the development of two synthetic routes that allow access to precursors, which undergo highly selective radiofluorination reactions and rapid deprotection, under mild acidic conditions. These methods were found to be compatible with automation, avoiding manual handling of radioactive intermediates. After reading the article, we found that the author used tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8COA of Formula: C11H24N2O)

tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8) belongs to anime. Amine, any member of a family of nitrogen-containing organic compounds that is derived, either in principle or in practice, from ammonia (NH3). Naturally occurring amines include the alkaloids, which are present in certain plants; the catecholamine neurotransmitters (i.e., dopamine, epinephrine, and norepinephrine); and a local chemical mediator, histamine, that occurs in most animal tissues.COA of Formula: C11H24N2O

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

Gopalsamy, Ariamala; Aulabaugh, Ann E.; Barakat, Amey; Beaumont, Kevin C.; Cabral, Shawn; Canterbury, Daniel P.; Casimiro-Garcia, Agustin; Chang, Jeanne S.; Chen, Ming Z.; Choi, Chulho; Dow, Robert L.; Fadeyi, Olugbeminiyi O.; Feng, Xidong; France, Scott P.; Howard, Roger M.; Janz, Jay M.; Jasti, Jayasankar; Jasuja, Reema; Jones, Lyn H.; King-Ahmad, Amanda; Knee, Kelly M.; Kohrt, Jeffrey T.; Limberakis, Chris; Liras, Spiros; Martinez, Carlos A.; McClure, Kim F.; Narayanan, Arjun; Narula, Jatin; Novak, Jonathan J.; O’Connell, Thomas N.; Parikh, Mihir D.; Piotrowski, David W.; Plotnikova, Olga; Robinson, Ralph P.; Sahasrabudhe, Parag V.; Sharma, Raman; Thuma, Benjamin A.; Vasa, Dipy; Wei, Liuqing; Wenzel, A. Zane; Withka, Jane M.; Xiao, Jun; Yayla, Hatice G. published an article in 2021. The article was titled 《PF-07059013: A Noncovalent Modulator of Hemoglobin for Treatment of Sickle Cell Disease》, and you may find the article in Journal of Medicinal Chemistry.Reference of N-Methoxy-N-methylacetamide The information in the text is summarized as follows:

Sickle cell disease (SCD) is a genetic disorder caused by a single point mutation (β6 Glu → Val) on the β-chain of adult Hb (HbA) that results in sickled Hb (HbS). In the deoxygenated state, polymerization of HbS leads to sickling of red blood cells (RBC). Several downstream consequences of polymerization and RBC sickling include vaso-occlusion, hemolytic anemia, and stroke. We report the design of a noncovalent modulator of HbS, clin. candidate PF-07059013 (23). The seminal hit mol. was discovered by virtual screening and confirmed through a series of biochem. and biophys. studies. After a significant optimization effort, we arrived at 23, a compound that specifically binds to Hb with nanomolar affinity and displays strong partitioning into RBCs. In a 2-wk multiple dose study using Townes SCD mice, 23 showed a 37.8% (±9.0%) reduction in sickling compared to vehicle treated mice. 23 (PF-07059013) has advanced to phase 1 clin. trials. The experimental part of the paper was very detailed, including the reaction process of N-Methoxy-N-methylacetamide(cas: 78191-00-1Reference of N-Methoxy-N-methylacetamide)

N-Methoxy-N-methylacetamide(cas: 78191-00-1) 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).Reference of N-Methoxy-N-methylacetamide

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

In 2022,Yan, Yu-Hang; Li, Wenfang; Chen, Wei; Li, Chao; Zhu, Kai-Rong; Deng, Ji; Dai, Qing-Qing; Yang, Ling-Ling; Wang, Zhenling; Li, Guo-Bo published an article in European Journal of Medicinal Chemistry. The title of the article was 《Structure-guided optimization of 1H-imidazole-2-carboxylic acid derivatives affording potent VIM-Type metallo-β-lactamase inhibitors》.Product Details of 683-57-8 The author mentioned the following in the article:

X-ray structure-guided optimization of 1H-imidazole-2-carboxylic acid (ICA) derivatives, I [R1 = cyclopropyl, 4-pyridylmethyl, 2-(1-methyltetrazol-5-yl)sulfanylethyl, etc.; R2 = R3 = Me, cyclopropyl, Ph, etc.] was reported by considering how to engage with the active-site flexible loops and improve penetration into Gram-neg. bacteria. Structure-activity relationship studies revealed the importance of appropriate substituents at ICA 1-position to achieve potent inhibition to class B1 MBLs, particularly the Verona Integron-encoded MBLs (VIMs), mainly by involving ingenious interactions with the flexible active site loops as observed by crystallog. analyses. Of the tested ICA inhibitors, I [R1 = 4-pyridylmethyl, R2 = R3 = H] displayed potent synergistic antibacterial activity with meropenem against engineered Escherichia coli strains and even intractable clin. isolated Pseudomonas aeruginosa producing VIM-2 MBL. The morphol. and internal structural changes of bacterial cells after treatment further demonstrated that I [R1 = 4-pyridylmethyl, R2 = R3 = H] crossed the outer membrane and reversed the activity of meropenem. Moreover, I [R1 = 4-pyridylmethyl, R2 = R3 = H] showed good pharmacokinetic and safety profile in vivo, which could be a potential candidate for combating VIM-mediated Gram-neg. carbapenem resistance. The results came from multiple reactions, including the reaction of 2-Bromoacetamide(cas: 683-57-8Product Details of 683-57-8)

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.Product Details of 683-57-8

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

In 2022,Khiar-Fernandez, Nora; Zian, Debora; Vazquez-Villa, Henar; Martinez, R. Fernando; Escobar-Pena, Andrea; Foronda-Sainz, Roman; Ray, Manisha; Puigdomenech-Poch, Maria; Cincilla, Giovanni; Sanchez-Martinez, Melchor; Kihara, Yasuyuki; Chun, Jerold; Lopez-Vales, Ruben; Lopez-Rodriguez, Maria L.; Ortega-Gutierrez, Silvia published an article in Journal of Medicinal Chemistry. The title of the article was 《Novel Antagonist of the Type 2 Lysophosphatidic Acid Receptor (LPA2), UCM-14216, Ameliorates Spinal Cord Injury in Mice》.Product Details of 683-57-8 The author mentioned the following in the article:

Spinal cord injuries (SCIs) irreversibly disrupt spinal connectivity, leading to permanent neurol. disabilities. Current medical treatments for reducing the secondary damage that follows the initial injury are limited to surgical decompression and anti-inflammatory drugs, so there is a pressing need for new therapeutic strategies. Inhibition of the type 2 lysophosphatidic acid receptor (LPA2) has recently emerged as a new potential pharmacol. approach to decrease SCI-associated damage. Toward validating this receptor as a target in SCI, we have developed a new series of LPA2 antagonists, among which compound 54 (UCM-14216) stands out as a potent and selective LPA2 receptor antagonist (Emax = 90%, IC50 = 1.9 μM, KD = 1.3 nM; inactive at LPA1,3-6 receptors). This compound shows efficacy in an in vivo mouse model of SCI in an LPA2-dependent manner, confirming the potential of LPA2 inhibition for providing a new alternative for treating SCI.2-Bromoacetamide(cas: 683-57-8Product Details of 683-57-8) 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.Product Details of 683-57-8

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

Synthetic Route of C4H9NO2In 2020 ,《Antibacterial Spiropyrimidinetriones with N-Linked Azole Substituents on a Benzisoxazole Scaffold Targeting DNA Gyrase》 was published in Journal of Medicinal Chemistry. The article was written by Basarab, Gregory S.; Doig, Peter; Eyermann, Charles J.; Galullo, Vincent; Kern, Gunther; Kimzey, Amy; Kutschke, Amy; Morningstar, Marshall; Schuck, Virna; Vishwanathan, Karthick; Zhou, Fei; Gowravaram, Madhusudhan; Hauck, Sheila. The article contains the following contents:

Herein, we report spiropyrimidinetriones (SPTs) incorporating N-linked azole substituents on a benzisoxazole scaffold with improved Gram-pos. antibacterial activity relative to previously described analogs. SPTs have an unusual spirocyclic architecture and represent a new antibacterial class of bacterial DNA gyrase and topoisomerase IV inhibitors. They are not cross-resistant to fluoroquinolones and other DNA gyrase/topoisomerase IV inhibitors used clin. The activity of the SPTs was assessed for DNA gyrase inhibition, and the antibacterial activity across Gram-pos. and Gram-neg. pathogens with N-linked 1,2,4-triazoles substituted on the 5-position provides the most worthwhile profile. Directed nucleophilic and electrophilic chem. was developed to vary this 5-position with carbon, nitrogen, or oxygen substituents and explore structure-activity relationships including those around a target binding model. Compounds with favorable pharmacokinetic parameters were identified, and two compounds demonstrated cidality in a mouse model of Staphylococcus aureus infection. After reading the article, we found that the author used N-Methoxy-N-methylacetamide(cas: 78191-00-1Synthetic Route of C4H9NO2)

N-Methoxy-N-methylacetamide(cas: 78191-00-1) 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).Synthetic Route of C4H9NO2

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

《Efficient Copper(II)-Catalyzed Transamidation of Nonactivated Primary Carboxamides and Ureas with Amines》 was written by Zhang, Min; Imm, Sebastian; Baehn, Sebastian; Neubert, Lorenz; Neumann, Helfried; Beller, Matthias. Synthetic Route of C8H9NO2 And the article was included in Angewandte Chemie, International Edition in 2012. The article conveys some information:

A copper(II) catalyzed transamidation process using nonactivated primary carboxamides and ureas with amines is presented. For this technique, the Cu(OAc)2 is fairly inexpensive and convenient to use without special precautions. Fortunately, a wide range of amides, ureas, chiral amines can be synthesized from primary carboxamides and amines in good to excellent yields. By extension this protocol can be applied to the synthesis of amides, peptide, polyamides and heterocycles. In the part of experimental materials, we found many familiar compounds, such as 2-Hydroxy-N-phenylacetamide(cas: 4746-61-6Synthetic Route of C8H9NO2)

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. 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. Synthetic Route of C8H9NO2

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

《Preparation of Weinreb amides using 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride (DMT-MM)》 was written by Hioki, Kazuhito; Kobayashi, Hiroko; Ohkihara, Rumi; Tani, Shohei; Kunishima, Munetaka. Synthetic Route of C13H26N2O4 And the article was included in Chemical & Pharmaceutical Bulletin on April 30 ,2004. The article conveys some information:

Weinreb amides were successfully prepared from the corresponding carboxylic acids by using 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride (DMT-MM) as a coupling reagent to form the activated ester, which then, reacted with N,O-dimethylhydroxylamine·HCl to form the amide. Methanol, iso-propanol and acetonitrile were useful solvents for the reaction because they solubilized DMT-MM. Weinreb amides of PhCO2H, 4-ClC6H4CO2H, PhCH:CHCO2H, PhCH(Me)CO2H, Cbz-Gly-OH, Boc-Leu-OH, Boc-Trp-OH, Boc-Pro-OH, PhCOCO2H and EtO2C(CH2)4CO2H were synthesized in moderate to very high yields.(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Synthetic Route of C13H26N2O4) 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. The presence of a C=O dipole and, to a lesser extent a N–C dipole, allows amides to act as H-bond acceptors.Synthetic Route of C13H26N2O4 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

《Protein tyrosine kinases regulate agonist-stimulated prostacyclin release but not von Willebrand factor secretion from human umbilical vein endothelial cells》 was written by Wheeler-Jones, Caroline P. D.; May, Michael J.; Morgan, Anthony J.; Pearson, Jeremy D.. HPLC of Formula: 106392-48-7 And the article was included in Biochemical Journal on April 15 ,1996. The article conveys some information:

The rapid synthesis and release of prostacyclin (PGI2) and the exocytotic secretion of von Willebrand Factor (vWF) elicited by activation of G-protein-coupled receptors on endothelium occur via signaling mechanisms which are incompletely defined. Activation of protein tyrosine kinases (PTKs) and modulation of the tyrosine-phosphorylation state of endogenous proteins have been implicated in several cellular processes including arachidonate release and exocytosis. In the present study we have examined the regulatory role of PTKs in agonist-stimulated release of PGI2 and vWF from human umbilical vein endothelial cells (HUVECs) using two chem. and mechanistically dissimilar PTK inhibitors (genistein and ST271). Genistein, but not the less active analog daidzein, dose-dependently attenuated PGI2 release in response to thrombin and histamine (IC50approx. 20 μM), and to the thrombin-receptor-activating peptide. A more potent inhibition of thrombin- and histamine-induced PGI2 synthesis was observed in cells exposed to ST271. In contrast, neither genistein nor ST271 modulated agonist-drive vWF secretion. At concentrations that abolished PGI2 release, genistein blocked thrombin- or histamine-evoked tyrosine phosphorylation of a 42 kDa protein. Ca2+ ionophore-induced PGI2 generation, but not vWF secretion, was also inhibited by both genistein and ST271, suggesting that these agents modulate PGI2 synthesis by acting at, or distal to, agonist-induced changes in intracellular Ca2+ ([Ca2+]i). In fura-2-loaded HUVECs genistein partially reduced the histamine-induced peak [Ca2+]i but had no effect on the thrombin response. Ca2+-induced PGI2 release from elec. permeabilized HUVECs was abolished in the presence of ST271 or genistein, but not daidzein. The generation of PGI2 in response to exogenous arachidonic acid was not modulated by genistein or ST271, suggesting that PTK inhibitors do not directly inhibit cyclo-oxygenase activity. Taken together, these results suggest that PTKs regulate PGI2 synthesis and release in HUVECs by modulating, directly or indirectly, a Ca2+-sensitive step upstream of cyclo-oxygenase.2-Cyano-3-(4-hydroxy-3,5-diisopropylphenyl)acrylamide(cas: 106392-48-7HPLC of Formula: 106392-48-7) was used in this study.

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. 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. HPLC of Formula: 106392-48-7

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

Product Details of 2418-95-3On September 8, 2021 ,《Nickel-Catalyzed Multicomponent Coupling: Synthesis of α-Chiral Ketones by Reductive Hydrocarbonylation of Alkenes》 was published in Journal of the American Chemical Society. The article was written by Chen, Jian; Zhu, Shaolin. The article contains the following contents:

A nickel-catalyzed, multicomponent regio- and enantioselective coupling via sequential hydroformylation and carbonylation from readily available starting materials has been developed. This modular multicomponent hydrofunctionalization strategy enables the straightforward reductive hydrocarbonylation of a broad range of unactivated alkenes to produce a wide variety of unsym. dialkyl ketones bearing a functionalized α-stereocenter, including enantioenriched chiral α-aryl ketones and α-amino ketones. It uses chiral bisoxazoline as a ligand, silane as a reductant, chloroformate as a safe CO source, and a racemic secondary benzyl chloride or an N-hydroxyphthalimide (NHP) ester of a protected α-amino acid as the alkylation reagent. The benign nature of this process renders this method suitable for late-stage functionalization of complex mols. The experimental process involved the reaction of H-Lys(Boc)-OH(cas: 2418-95-3Product Details of 2418-95-3)

H-Lys(Boc)-OH(cas: 2418-95-3) belongs to amino acids. These amino acids may be present in low concentrations and play a vital part as an intermediate in a biosynthetic pathway, e.g., ornithine, homoserine, or cystathionine. In contrast they may act as a major storage form of nitrogen, e.g., canavanine in the seed of Canavalia ensiformis, or may be formed in high amounts in response to an external stress, e.g., γ-aminobutyrate.Product Details of 2418-95-3 It is possible that some of these nonprotein amino acids may serve as insecticidal or fungicidal agents.

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