Category: amides-buliding-blocks

On July 18, 2019, Hardy, Jeanne A.; Meka, Penchala Narasimhara published a patent.Formula: C9H10N2O The title of the patent was Preparation of furoxan-based compounds for treating neurodegenerative diseases. And the patent contained the following:

This invention relates to the title compounds I [R1 = H or aryl; R2 = H or aryl; X1 and X2 = (independently) N, N+-O- or CR3 (wherein R3 = H or alkyl and only one of X1 and X2 can be N+-O-); with the proviso] or pharmaceutically acceptable salts, polymorphs, prodrugs, solvates or clathrates thereof, as well as to pharmaceutical compositions comprising such compounds, and to methods for using such compounds/pharmaceutical compositions for treating neurodegenerative diseases including Alzheimer’s disease, Parkinson’s disease, Huntington’s disease, and multiple sclerosis (MS). Over fifty compounds I were prepared E.g., a multi-step synthesis of II, starting from cyclohexanone, was described. A method for inhibiting caspase-6 with a compound that reacts with the sulhydryl group (SH) on cysteine 246 of caspase-6 was disclosed (no biol. data given). The experimental process involved the reaction of N-(3-Aminophenyl)acrylamide(cas: 16230-24-3).Formula: C9H10N2O

The Article related to furoxan derivative preparation neurodegenerative alzheimer’s parkinson’s huntington’s disease treatment, caspase 6 inhibitor furoxan derivative triazolobenzooxadiazole preparation, multiple sclerosis treatment furoxan derivative triazolobenzooxadiazole preparation and other aspects.Formula: C9H10N2O

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

On May 15, 2020, Parasram, Marvin; Shields, Benjamin J.; Ahmad, Omar; Knauber, Thomas; Doyle, Abigail G. published an article.Recommanded Product: 5455-98-1 The title of the article was Regioselective Cross-Electrophile Coupling of Epoxides and (Hetero)aryl Iodides via Ni/Ti/Photoredox Catalysis. And the article contained the following:

A cross-electrophile coupling reaction of epoxides and (hetero)aryl iodides that operates via the merger of three catalytic cycles involving a Ni-, Ti-, and organic photoredox catalyst has been developed. Three distinct classes of epoxides, styrene oxides, cyclic epoxides, and terminal aliphatic epoxides, underwent coupling in moderate to good yield and high regioselectivity with the use of three different nitrogen-based ligands for Ni under otherwise identical reaction conditions. The mild reaction conditions accommodate a broad scope of abundant and complex coupling partners. Mechanistic studies suggest that when styrene oxides are employed radical intermediates are involved via Ti-radical ring opening of the epoxide. Conversely, for terminal aliphatic epoxides, involvement of an iodohydrin intermediate enables the formation of the unexpected linear product. The experimental process involved the reaction of 2-(Oxiran-2-ylmethyl)isoindoline-1,3-dione(cas: 5455-98-1).Recommanded Product: 5455-98-1

The Article related to arylalkyl alc regioselective preparation, epoxide hetero aryl iodide cross electrophile coupling photoredox catalyst, arylation, cross-electrophile coupling, epoxides, nickel catalysis, photochemistry, photoredox catalysis, radical chemistry, titanium catalysis and other aspects.Recommanded Product: 5455-98-1

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

Cai, Bao-Gui; Li, Qian; Zhang, Qiong; Li, Lei; Xuan, Jun published an article in 2021, the title of the article was Synthesis of trisubstituted hydroxylamines by a visible light-promoted multicomponent reaction.Related Products of 102-07-8 And the article contains the following content:

A green and efficient method for the synthesis of trisubstituted hydroxylamines I [R1 = H, Me, F, etc.; R2 = Me, iPr, tBu, admantyl; R3 = Me, cyclopentyl, methylallyl, etc.; Ar = Ph, 2-naphthyl, 4-MeC6H4, etc.] via three component reaction of β-keto esters, 2-nitrosopyridine and aryldiazoacetates was developed. Also, trisubstituted hydroxylamines II [R4 = H, Me, Br, etc.; R5 = Me, iPr, tBu, admantyl; R6 = Me, cyclopentyl, methylallyl, etc.; Ar1 = Ph, 4-MeOC6H4, 4-ClC6H4, etc.] were developed via multicomponent reaction of β-keto esters, 2-nitrosopyridine, cyclic ethers and aryldiazoacetates. Both reactions were occurred under sole blue LED irradiation in the absence of addnl. catalysts and additives. Two different kinds of trisubstituted hydroxylamines I and II could be easily obtained by simply changing the reaction media used. The experimental process involved the reaction of 1,3-Diphenylurea(cas: 102-07-8).Related Products of 102-07-8

The Article related to trisubstituted hydroxylamine green preparation, keto ester nitrosopyridine diazoacetate three component visible light promoted, hydroxylamine trisubstituted green preparation, ester nitrosopyridine diazoacetate cyclic ether multicomponent visible light promoted and other aspects.Related Products of 102-07-8

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

On January 31, 2020, Miao, Xiuqi; Xing, Lingyun; Guo, Ming; Zhang, Hong; Liu, Sicong; Yin, Shiliang; Gong, Ping; Zhang, Dajun; Zhai, Xin published an article.Application In Synthesis of 2-Chloroacetamide The title of the article was Design, synthesis and biological evaluation of 2-arylaminopyrimidine derivatives bearing 1,3,8-triazaspiro[4,5]decan-4-one or piperidine-3-carboxamide moiety as novel Type-I1/2 ALK inhibitors. And the article contained the following:

Aiming to develop novel Type-I1/2 inhibitors of ALK to overcome extensive resistance mutations, especially the L1196M mutation surrounding the ATP pocket, two series of 2-arylaminopyrimidine derivatives (I (R1 = pyrrolidin-1-yl, piperidin-1-yl, 4-methylpiperazin-1-yl, 4-(2-hydroxyethyl)piperazin-1-yl), II (R2 = 4-methylpiperazin-1-yl, 4-(2-hydroxyethyl)piperazin-1-yl) and III (R3 = ethoxycarbonylmethylamino, 2-(piperidin-1-yl)acetamido, 2-(4-methylpiperazin-1-yl)acetamido, etc.), IV (R4 = allyl, cyclopropanecarbonyl, 2-carboxyethyl, etc.)) were designed based on scaffold hopping. The extensive structural elaboration discovered compound IV ((A), R4 = 3-ethoxy-3-oxopropyl) which possessed excellent IC50 values of 0.06 and 0.23μM against ALK-pos. Karpas299 and H2228 cell lines, resp. Meanwhile, (A) displayed encouraging inhibitory potency in the ALKWT (2.5 nM) and ALKL1196M (6.5 nM) enzymic assays. Furthermore, the AO/EB and Hoechst 33258 assays illustrated that (A) could induce cell apoptosis in a dose-dependent manner. Eventually, the mol. docking of (A) with ALK clearly presented the vital interactions within the active site, which was in accordance with Type-I1/2 inhibitor binding mode. The experimental process involved the reaction of 2-Chloroacetamide(cas: 79-07-2).Application In Synthesis of 2-Chloroacetamide

The Article related to arylaminopyrimidine triazaspirodecanone preparation alk inhibitor antitumor docking, piperidine carboxamide arylaminopyrimidine preparation alk inhibitor antitumor docking, imidazolidin-2-one, l1196m mutants, piperidine-3-carboxamide, type-i(1/2) alk inhibitor and other aspects.Application In Synthesis of 2-Chloroacetamide

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

On January 31, 2020, Doellinger, Joerg; Schneider, Andy; Hoeller, Marcell; Lasch, Peter published an article.Application of 79-07-2 The title of the article was Sample preparation by easy extraction and digestion (SPEED) – a universal, rapid, and detergent-free protocol for proteomics based on acid extraction. And the article contained the following:

The main challenge of bottom-up proteomic sample preparation is to extract proteomes in a manner that enables efficient protein digestion for subsequent mass spectrometric anal. Today’s sample preparation strategies are commonly conceptualized around the removal of detergents, which are essential for extraction but strongly interfere with digestion and LC-MS. These multi-step preparations contribute to a lack of reproducibility as they are prone to losses, biases and contaminations, while being time-consuming and labor-intensive. We report a detergent-free method, named Sample Preparation by Easy Extraction and Digestion (SPEED), which consists of three mandatory steps, acidification, neutralization and digestion. SPEED is a universal method for peptide generation from various sources and is easily applicable even for lysis-resistant sample types as pure trifluoroacetic acid (TFA) is used for highly efficient protein extraction by complete sample dissolution The protocol is highly reproducible, virtually loss-less, enables very rapid sample processing and is superior to the detergent/chaotropic agent-based methods FASP, ISD-Urea and SP3 for quant. proteomics. SPEED holds the potential to dramatically simplify and standardize sample preparation while improving the depth of proteome coverage especially for challenging samples. The experimental process involved the reaction of 2-Chloroacetamide(cas: 79-07-2).Application of 79-07-2

The Article related to escherichia staphylococcus hela proteomics acid extraction speed, tfa, automation, bacteria, detergent-free, digestion, label-free quantification, lysis, mass spectrometry, microbiome, pathogens, protein denaturation, proteomics, sample preparation and other aspects.Application of 79-07-2

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

On May 14, 1996, Roucoux, Alain; Thieffry, Laurent; Carpentier, Jean-Francois; Devocelle, Marc; Meliet, Catherine; Agbossou, Francine; Mortreux, Andre; Welch, Alan J. published an article.Recommanded Product: 65645-88-7 The title of the article was Amidophosphine-Phosphinites: Synthesis and Use in Rhodium-Based Asymmetric Hydrogenation of Activated Keto Compounds. Crystal Structure of Bis[(μ-chloro)((S)-2-((diphenylphosphino)oxy)-2-phenyl- N-(diphenylphosphino)-N-methylacetamide)rhodium(I)]. And the article contained the following:

Amidophosphine-phosphinite ligands (AMPP) derived from (S)-N-benzylmandelamide ((S)-R,R’-benzylmandelNOP (S)-1 (R = R’ = phenyl) and (S)-7 (R = Ph, R’ = cyclopentyl)), (S)-N-methylmandelamide ((S)-R,R’-methylmandelNOP (S)-2 (R = R’ = phenyl) and (S)-8 (R = Ph, R’ = cyclopentyl)), (S)-N-methyllactamide ((S)-R,R’-methyllactaNOP (S)-3 (R = R’ = phenyl) and (S)-9 (R = Ph, R’ = cyclopentyl)), and (S)-2-(hydroxymethyl)-2-pyrrolidinone ((S)-R,R’-oxoProNOP (S)-4-6 and (S)-10 (R, R’ = Ph, cyclohexyl, cyclopentyl)) have been prepared in high yields (60-94%) and reacted with rhodium precursors to prepare neutral “Rh{AMPP}” complexes of general formula [Rh{AMPP}X]2, where X = Cl, I, OCOCH3, OCOCF3, and OCOC3F7. The crystal structure of [Rh{(S)-Ph,Ph-methylmandelNOP}Cl]2 (12) has been determined The rhodium atom has a cis square-planar coordination, and the seven-membered chelate ring has a boat conformation with the nitrogen atom in the mean plane RhP2. Complexes have been used as catalyst precursors for the asym. hydrogenation of dihydro-4,4-dimethyl-2,3-furandione (27) and N-benzylbenzoylformamide (29) giving the corresponding optically active hydroxy compounds in high yields and low to high enantiomeric excesses (28-98.7% ee and 13-87% ee, resp.). Catalytic activities (turnover frequency at 50% conversion at room temperature up to 3300 h-1) as well as the enantioselectivities depended strongly on the nature of the substituents on phosphorus as well as on the nature of the non chiral ligands. Catalyst precursor [Rh{(S)-Cp,Cp-oxoProNOP}OCOCF3]2 afforded (R)-pantolactone in 98.7% ee. The experimental process involved the reaction of (S)-2-Hydroxy-N-methyl-2-phenylacetamide(cas: 65645-88-7).Recommanded Product: 65645-88-7

The Article related to amidophosphine phosphinite preparation reaction rhodium complex, asym hydrogenation catalyst rhodium amidophosphine phosphinite, mandelamide lactamide phosphino preparation reaction rhodium, crystal mol structure amidophosphine phosphinite rhodium and other aspects.Recommanded Product: 65645-88-7

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

On October 18, 2021, Uzal-Varela, Rocio; Valencia, Laura; Lalli, Daniela; Maneiro, Marcelino; Esteban-Gomez, David; Platas-Iglesias, Carlos; Botta, Mauro; Rodriguez-Rodriguez, Aurora published an article.Application of 79-07-2 The title of the article was Understanding the Effect of the Electron Spin Relaxation on the Relaxivities of Mn(II) Complexes with Triazacyclononane Derivatives. And the article contained the following:

Investigating the relaxation of water 1H nuclei induced by paramagnetic Mn(II) complexes is important to understand the mechanisms that control the efficiency of contrast agents used in diagnostic magnetic resonance imaging (MRI). Herein, a series of potentially hexadentate triazacyclononane (TACN) derivatives containing different pendant arms were designed to explore the relaxation of the electron spin in the corresponding Mn(II) complexes using a combination of 1H NMR relaxometry and theor. calculations These ligands include 1,4,7-triazacyclononane-1,4,7-triacetic acid (H3NOTA) and three derivatives in which an acetate group is replaced by sulfonamide (H3NO2ASAm), amide (H2NO2AM) or pyridyl (H2NO2APy) pendants, resp. The analog of H3NOTA containing three propionate pendant arms (H3NOTPrA) was also investigated. The x-ray structure of the derivative containing two acetate groups and a sulfonamide pendant arm [Mn(NO2ASAm)]- evidenced six-coordination of the ligand to the metal ion, with the coordination polyhedron being close to a trigonal prism. The relaxivities of all complexes at 20 MHz and 25° (1.1-1.3 mM-1 s-1) are typical of systems that lack water mols. coordinated to the metal ion. The nuclear magnetic relaxation profiles evidence significant differences in the relaxivities of the complexes at low fields (<1 MHz), which are associated with different spin relaxation rates. The zero field splitting (ZFS) parameters calculated using DFT and CASSCF methods show that electronic relaxation is relatively insensitive to the nature of the donor atoms. However, the twist angle of the two tripodal faces that delineate the coordination polyhedron, defined by the N atoms of the TACN unit (lower face) and the donor atoms of the pendant arms (upper face), has an important effect in the ZFS parameters. A twist angle close to the ideal value for an octahedral coordination (60°), such as that in [Mn(NOTPrA)]-, leads to a small ZFS energy, whereas this value increases as the coordination polyhedron approaches to a trigonal prism. The experimental process involved the reaction of 2-Chloroacetamide(cas: 79-07-2).Application of 79-07-2

The Article related to amido pyridyl triazacyclononanetriacetate manganese complex preparation spin relaxation relaxivity, crystal mol structure manganese trifluoromethylphenylsulfonamido triazacyclononane complex, electrochem redox triazacyclononane manganese complex and other aspects.Application of 79-07-2

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

On April 1, 2020, Liu, Lulu; Liu, Renshuai; Yang, Xinying; Hou, Xuben; Fang, Hao published an article.Application of 97-09-6 The title of the article was Design, synthesis and biological evaluation of tyrosine derivatives as Mcl-1 inhibitors. And the article contained the following:

The upregulation of the protein myeloid cell leukemia-1 (Mcl-1) is closely associated with various human cancers, which can result in the evasion of apoptosis and a low survival rate. Therefore, developing Mcl-1 inhibitors has become a promising paradigm for cancer therapy. Herein, we designed and synthesized a novel series of tyrosine derivatives, among which compounds (I) (R1 = 3,5-di-Me-4-Cl-Ph, X = H, R2 = OBut, n = 2; R1 = 3,5-di-Me-4-Cl-Ph, X = H, R2 = Ph, n = 1; R1 = naphthyl, X = Br, R2 = 4-Me-benzyl, n = 1) exhibited very high binding affinity to Mcl-1 with Ki values of 0.18, 0.27 and 0.23μM, resp. Interestingly, compound I (R1 = 3,5-di-Me-4-Cl-Ph, X = H, R2 = Ph, n = 1) showed not only potent activity against Mcl-1 but also considerable selectivity over Bcl-2 and Bcl-xL, which was rationalized by mol. docking and fragment-centric topog. mapping (FCTM). It is worth noting that compounds I (R1 = 3,5-di-Me-4-Cl-Ph, X = H, R2 = OBut, n = 2; R1 = 3,5-di-Me-4-Cl-Ph, X = H, R2 = Ph, n = 1; R1 = naphthyl, X = Br, R2 = 4-Me-benzyl, n = 1) displayed potent antiproliferative activity against several cancer cell lines and could induce apoptosis of KM3 and HepG2 cells in a dose-dependent manner. The experimental process involved the reaction of 3-Nitro-4-chlorobenzenesulfonamide(cas: 97-09-6).Application of 97-09-6

The Article related to peptidomimetic tyrosine synthesis drug design apoptosis, mol docking mcl1 inhibitor peptidomimetic, tyrosine methyl ester bromoalkane condensation benzenesulfonamide amidation coupling, apoptosis, cancer, mcl-1 inhibitors, tyrosine derivatives and other aspects.Application of 97-09-6

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

On May 22, 2014, Mueller, Thomas Ernst; Guertler, Christoph; Basu, Susmit; Leitner, Walter published a patent.Formula: C11H9NO3 The title of the patent was Production of low and high molecular weight oxazolidinone compounds. And the patent contained the following:

The invention relates to a method for the production of oxazolidinone compounds, comprising the step of slowly reacting an isocyanate compound with an epoxide compound in the presence of a Lewis acid catalyst. The invention further relates to an oxazolidinone compound, obtainable by a method according to the invention, with a color as determined according to ASTM D1209 – 05 (2011) of ≤200 and a molar ratio of the oxazolidinone compound to isocyanurate byproduct o/i of ≥85/15. Lastly, the invention relates to an oligomeric or polymeric oxazolidinone compound, obtainable by a method according to the invention using an isocyanate compound with two or more NCO groups per mol. and an epoxide compound with two or more epoxy groups per mol., comprising at least two units derived from the isocyanate compound and at least two units derived from the epoxide compound, with a color as determined according to ASTM D1209 – 05 (2011) of ≤200. The experimental process involved the reaction of 2-(Oxiran-2-ylmethyl)isoindoline-1,3-dione(cas: 5455-98-1).Formula: C11H9NO3

The Article related to oxazolidinone derivative manufacture epoxide isocyanate reaction lewis acid catalyst, diepoxide diisocyanate copolymer manufacture lewis acid catalyst, discoloration prevention oxazolidinone derivative manufacture lewis acid reaction catalyst and other aspects.Formula: C11H9NO3

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

On October 15, 2015, Mueller, Thomas Ernst; Guertler, Christoph; Basu, Susmit; Leitner, Walter published a patent.Application of 5455-98-1 The title of the patent was Method for the production of oxazolidinone compounds. And the patent contained the following:

The present invention relates to a method for the production of oxazolidinone compounds, comprising the step of slowly reacting an isocyanate compound with an epoxide compound in the presence of a Lewis acid catalyst. The invention further relates to an oxazolidinone compound, obtainable by a method according to the invention, with a color as determined according to ASTM D1209-05 (2011) of ≤200 and a molar ratio of the oxazolidinone compound to isocyanurate byproduct o/i of ≥85/15. Lastly, the invention relates to an oligomeric or polymeric oxazolidinone compound, obtainable by a method according to the invention using an isocyanate compound with two or more NCO groups per mol. and an epoxide compound with two or more epoxy groups per mol., comprising at least two units derived from the isocyanate compound and at least two units derived from the epoxide compound, with a color as determined according to ASTM D1209-05 (2011) of ≤200. The experimental process involved the reaction of 2-(Oxiran-2-ylmethyl)isoindoline-1,3-dione(cas: 5455-98-1).Application of 5455-98-1

The Article related to oxazolidinone derivative manufacture epoxide isocyanate reaction lewis acid catalyst, diepoxide diisocyanate copolymer manufacture lewis acid catalyst, discoloration prevention oxazolidinone derivative manufacture lewis acid reaction catalyst and other aspects.Application of 5455-98-1

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