Category: amides-buliding-blocks

Kaloudi, Aikaterini; Kanellopoulos, Panagiotis; Radolf, Thorsten; Chepurny, Oleg G.; Rouchota, Maritina; Loudos, George; Andreae, Fritz; Holz, George G.; Nock, Berthold Artur; Maina, Theodosia published their research in Molecular Pharmaceutics on August 3 ,2020. The article was titled 《[99mTc]Tc-DGA1, a Promising CCK2R-Antagonist-Based Tracer for Tumor Diagnosis with Single-Photon Emission Computed Tomography》.Reference of H-Lys(Boc)-OH The article contains the following contents:

Radiolabeled gastrin analogs have been proposed for theranostics of cholecystokinin subtype 2 receptor (CCK2R)-pos. cancer. Peptide radioligands based on other receptor antagonists have displayed superior pharmacokinetics and higher biosafety than agonists. Here, we present DGA1, a derivative of the nonpeptidic CCK2R antagonist Z-360 carrying an acyclic tetraamine, for [99mTc]Tc labeling. Preclin. comparison of [99mTc]Tc-DGA1 with [99mTc]Tc-DG2 (CCK2R-agonist reference) was conducted in HEK293-CCK2R/CCK2i4svR cells and mice models, qualifying [99mTc]Tc-DGA1 for further study in patients with CCK2R-pos. tumors and single-photon emission computed tomog./CT. In the experiment, the researchers used H-Lys(Boc)-OH(cas: 2418-95-3Reference of H-Lys(Boc)-OH)

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).Reference of H-Lys(Boc)-OH

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

In 2020,Advanced Functional Materials included an article by Feng, Jiale; Yang, Lupeng; Romanov, Alexander S.; Ratanapreechachai, Jirawit; Reponen, Antti-Pekka M.; Jones, Saul T. E.; Linnolahti, Mikko; Hele, Timothy J. H.; Koehler, Anna; Baessler, Heinz; Bochmann, Manfred; Credgington, Dan. Quality Control of N-(2-Chloro-4-(trifluoromethyl)phenyl)acetamide. The article was titled 《Environmental Control of Triplet Emission in Donor-Bridge-Acceptor Organometallics》. The information in the text is summarized as follows:

Carbene-metal-amides (CMAs) are a promising family of donor-bridge-acceptor mol. charge-transfer (CT) emitters for organic light-emitting diodes. A universal approach is demonstrated to tune the energy of their CT emission. A blueshift of ≤210 meV is achievable in solid state via dilution in a polar host matrix. The origin of this shift has 2 components: constraint of thermally-activated triplet diffusion, and electrostatic interactions between guest and polar host. This allows the emission of mid-green CMA archetypes to be tuned to sky blue without chem. modifications. Monte-Carlo simulations based on a Marcus-type transfer integral reproduce the concentration- and temperature-dependent triplet diffusion process, revealing a substantial shift in the ensemble d. of states in polar hosts. In Au-bridged CMAs, this shift does not lead to a significant change in luminescence lifetime, thermal activation energy, reorganization energy, or intersystem crossing rate. These discoveries offer new insight into coupling between the singlet and triplet manifolds in CMA materials, revealing a dominant interaction between states of CT character. The same approach is employed using materials which were chem. modified to alter the energy of their CT state directly, shifting the emission of sky-blue chromophores into the practical blue range. In the experiment, the researchers used N-(2-Chloro-4-(trifluoromethyl)phenyl)acetamide(cas: 247170-19-0Quality Control of N-(2-Chloro-4-(trifluoromethyl)phenyl)acetamide)

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.Quality Control of N-(2-Chloro-4-(trifluoromethyl)phenyl)acetamide

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

In 1999,Journal of Molecular Modeling included an article by Wang, Jiansuo; Lai, Luhua; Tang, Youqi. HPLC of Formula: 4746-61-6. The article was titled 《Data mining of toxic chemicals: structure patterns and QSAR》. The information in the text is summarized as follows:

The authors take a two-step strategy to explore non-congeneric toxic chems. from the database RTECS: the screening of structure patterns and the generation of a detailed relationship between structure and activity. An efficient similarity comparison is proposed to screen chem. patterns for further QSAR anal. Then CoMFA study is carried out on one structure pattern as an example of the implementation, and the result shows that QSAR studies of structure patterns can provide an estimate of the activity as well as a detailed relationship between activity and structure. From the performance of overall procedure, such a stepwise scheme is demonstrated to be feasible and effective to mine a database of toxic chems.2-Hydroxy-N-phenylacetamide(cas: 4746-61-6HPLC of Formula: 4746-61-6) was used in this study.

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.HPLC of Formula: 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

Formula: C13H26N2O4On September 15, 2019 ,《Preparation and biological evaluation of soluble tetrapeptide epoxyketone proteasome inhibitors》 was published in Bioorganic & Medicinal Chemistry. The article was written by Lei, Meng; Zhang, Haoyang; Miao, Hang; Du, Xiao; Zhou, Hui; Wang, Jia; Wang, Xueyuan; Feng, Huayun; Shi, Jingmiao; Liu, Zhaogang; Shen, Jian; Zhu, Yongqiang. The article contains the following contents:

A series of novel tetrapeptidyl epoxyketone inhibitors of 20S proteasome was designed and synthesized. To fully understand the SAR, various groups at R1, R2, R3, R4 and R5 positions, including aromatic and aliphatic substituents were designed, synthesized and biol. assayed. Based on the enzymic results, seven compounds were selected to evaluate their cellular activities and soluble compound (I) showed strong potency against human multiple myeloma (MM) cell lines. Microsomal stability results indicated that compound I was more stable in mice, rat and human microsomes than marketed carfilzomib. The in vivo activities of this compound were evaluated with the xenograft mice models of MM cell lines ARH77 and RPMI-8226 with luciferase expression and the T/C value of the two models were 49.5% and 37.6%, resp. To evaluate the potential cardiovascular toxicity, inhibition of hERG ion channel in HEK293 cells by compound I and carfilzomib was carried out. The results indicated that I had no binding affinity for the hERG ion channel while carfilzomib could bind it with IC50 of 92.1 μM. The experimental part of the paper was very detailed, including the reaction process of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Formula: C13H26N2O4)

(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6) belongs to amides.Formula: C13H26N2O4 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

In 2019,Science of the Total Environment included an article by Ding, Xinliang; Zhu, Jingying; Wang, Xiaoxiao; Zhou, Weijie; Wu, Keqin; Zhou, Zhu; Zhou, Kun; Wu, Di; Jiao, Jiandong; Xia, Yankai; Wang, Xinru. SDS of cas: 683-57-8. The article was titled 《Different cytotoxicity of disinfection by-product haloacetamides on two exposure pathway-related cell lines: Human gastric epithelial cell line GES-1 and immortalized human keratinocyte cell line HaCaT》. The information in the text is summarized as follows:

Humans are exposed to disinfection byproducts (DBPs) mainly through drinking water ingestion and dermal contact. As an emerging class of nitrogenous DBPs (N-DBPs), haloacetamides (HAcAms) have been found to have significantly higher cytotoxicity than regulated DBPs. In this study, we investigated the cytotoxicity of HAcAms on two exposure pathway-related cell lines: human gastric epithelial GES-1 cells and immortalized keratinocytes HaCaT. Our results showed that the ranking order of cytotoxicity of 13 HAcAms was different between HaCaT and GES-1 cells. In addition, the 50% inhibitive concentration in HaCaT was 1.01-3.29 times that in GES-1. Further comparison among GES-1, HaCaT and CHO cell lines confirmed that different cell lines exhibited different sensitivity to the same compound Importantly, HAcAms showed 5.83-7.13 × 104 times higher toxicity than the well-clarified DBP chloroform, clearly demonstrating the increased toxicity of HAcAms. Finally, using a novel high-content screening (HCS) anal., we found that 39.29% of chlorinated HAcAms, 42.86% of brominated HAcAms and 16.07% of iodinated HAcAms significantly affected at least one of the cell-health parameters, such as nuclear size, membrane permeability, mitochondrial membrane potential, or cytochrome c release, in GES-1 or HaCaT cells. Thus, brominated HAcAms appear to have stronger effects under the sublethal exposure dose, possibly causing cytotoxicity via apoptosis. Together, our study provides new insights to the toxicity of HAcAms and a comprehensive toxicol. dataset for health risk assessment. In the part of experimental materials, we found many familiar compounds, such as 2-Bromoacetamide(cas: 683-57-8SDS of cas: 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.SDS of cas: 683-57-8

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

In 2018,Nakajima, Ryo; Novakova, Zora; Tueckmantel, Werner; Motlova, Lucia; Barinka, Cyril; Kozikowski, Alan P. published 《2-Aminoadipic Acid-C(O)-Glutamate Based Prostate-Specific Membrane Antigen Ligands for Potential Use as Theranostics》.ACS Medicinal Chemistry Letters published the findings.Category: amides-buliding-blocks The information in the text is summarized as follows:

The design and synthesis of prostate specific membrane antigen (PSMA) ligands derived from 2-aminoadipic acid, a building block that has not previously been used to construct PSMA ligands, are reported. The effects of both the linker length and of an N-substituent of our PSMA ligands were probed, and X-ray structures of five of these ligands bound to PSMA were obtained. Among the ligands disclosed herein, I showed the highest inhibitory activity for PSMA. As ligand I can readily be radiolabeled since its fluorine atom is adjacent to the nitrogen atom of its pyridine ring, the use of this and related compounds as theranostics can be pursued. After reading the article, we found that the author used tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8Category: amides-buliding-blocks)

tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8) belongs to anime. Acylation is one of the most important reactions of primary and secondary amines; a hydrogen atom is replaced by an acyl group (a group derived from an acid, such as RCOOH or RSO3H, by removal of ―OH, such as RC(=O)―, RS(O)2―, and so on). Reagents may be acid chlorides (RCOC1, RSO2C1), anhydrides ((RCO)2O), or even esters (RCOOR′); the products are amides of the corresponding acids.Category: amides-buliding-blocks

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

In 2011,Kurono, Nobuhito; Ohtsuga, Kentaro; Wakabayashi, Masanori; Kondo, Tadahiro; Ooka, Hirohito; Ohkuma, Takeshi published 《Kinetic resolution of racemic α-tert-alkyl-α-hydroxy esters by enantiomer-selective carbamoylation》.Journal of Organic Chemistry published the findings.Recommanded Product: 71432-55-8 The information in the text is summarized as follows:

Kinetic resolution of sterically hindered racemic α-tert-alkyl-α-hydroxy esters is performed by enantiomer-selective carbamoylation with the t-Bu-Box-Cu(II) catalyst (Box = bis(oxazoline)). The reaction with 0.5 equiv of n-C3H7NCO is carried out with a substrate-to-catalyst molar ratio of 500-5000 at -20 to 25 °C. The high enantiomer-discrimination ability of the catalyst achieves an excellent stereoselectivity factor (s = kfast/kslow) of 261 in the best case. A catalytic cycle for this reaction is proposed. In the experimental materials used by the author, we found tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8Recommanded Product: 71432-55-8)

tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8) belongs to anime. Halogenation, in which one or more hydrogen atoms of an amine is replaced by a halogen atom, occurs with chlorine, bromine, and iodine, as well as with some other reagents, notably hypochlorous acid (HClO). With primary amines the reaction proceeds in two stages, producing N-chloro- and N,N-dichloro-amines, RNHCl and RNCl2, respectively. With tertiary amines, an alkyl group may be displaced by a halogen.Recommanded Product: 71432-55-8

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

In 2010,Sammet, Benedikt; Bogner, Tobias; Nahrwold, Markus; Weiss, Christine; Sewald, Norbert published 《Approaches for the Synthesis of Functionalized Cryptophycins》.Journal of Organic Chemistry published the findings.Recommanded Product: tert-Butyl N,N’-diisopropylcarbamimidate The information in the text is summarized as follows:

The first syntheses of bioactive cryptophycins functionalized at unit D were accomplished in a one-pot Staudinger reduction/cyclization step. An azido precursor for the lower part of the backbone was introduced to minimize protective group chem. and enable a very convenient synthesis of cryptophycin-52 and unit D cryptophycin analogs containing an ester or a free carboxylic acid for bioconjugations. Both new cryptophycin derivatives show high biol. activity in cytotoxicity assays. The results came from multiple reactions, including the reaction of tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8Recommanded Product: tert-Butyl N,N’-diisopropylcarbamimidate)

tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8) belongs to anime. Reaction with nitrous acid (HNO2), which functions as an acylating agent that is a source of the nitrosyl group (―NO), converts aliphatic primary amines to nitrogen and mixtures of alkenes and alcohols corresponding to the alkyl group in a complex process. This reaction has been used for analytical determination of primary amino groups in a procedure known as the Van Slyke method.Recommanded Product: tert-Butyl N,N’-diisopropylcarbamimidate

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

In 2014,Organic & Biomolecular Chemistry included an article by Xin, Bo-Tao; de Bruin, Gerjan; Verdoes, Martijn; Filippov, Dmitri V.; van der Marel, Gijs A.; Overkleeft, Herman S.. Recommanded Product: 87694-50-6. The article was titled 《Exploring dual electrophiles in peptide-based proteasome inhibitors: carbonyls and epoxides》. The information in the text is summarized as follows:

Peptide epoxyketones are potent and selective proteasome inhibitors. Selectivity is governed by the epoxyketone dual electrophilic warhead, which reacts with the N-terminal threonine 1,2-amino alc. uniquely present in proteasome active sites. We studied a series of C-terminally modified oligopeptides featuring adjacent electrophiles based on the epoxyketone warhead. We found that the carbonyl moiety in the natural warhead is essential, but that the adjacent epoxide can be replaced by a carbonyl, though with considerable loss of activity. The results came from multiple reactions, including the reaction of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Recommanded Product: 87694-50-6)

(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6) belongs to amides.Recommanded Product: 87694-50-6 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

Related Products of 87694-50-6On March 31, 1999, Falkiewicz, Bogdan; Kowalska, Katarzyna; Kolodziejczyk, Aleksandra S.; Wisniewski, Kaximierz; Lankiewicz, Leszek published an article in Nucleosides & Nucleotides. The article was 《Synthesis of new chiral peptide nucleic acid (PNA) monomers by a simplified reductive amination method》. The article mentions the following:

The aim of this work was the preparation of four new peptide nucleic acid (PNA) monomers, e.g. I [R = iso-Bu, CH2Ph, (R)-CH(OCH2Ph)CH3, CH2C6H4-4-OCH2Ph; Boc = Me3CO2C] by reductive amination of Nα-Boc-protected chiral amino aldehydes, derived from Leu, Phe, Tyr(Bzl), and Thr(Bzl), with Me glycinate. To the crude 2-substituted Me N-(2-Boc-aminoethyl)glycinates obtained, thymin-1-ylacetic acid was coupled using TBTU procedure in a one-pot reaction. PNA monomers were isolated and characterized. In the experiment, the researchers used (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Related Products of 87694-50-6)

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