Tag: 200-300

SDS of cas: 106392-48-7On March 25, 1988, Shiraishi, Tadayoshi; Kameyama, Keiji; Imai, Naohiro; Domoto, Takeshi; Katsumi, Ikuo; Watanabe, Kiyoshi published an article in Chemical & Pharmaceutical Bulletin. The article was 《Specific inhibitors of tyrosine-specific protein kinase. I. Synthesis and inhibitory activities of α-cyanocinnamamides》. The article mentions the following:

A series of α-cyanocinnamamide derivatives was synthesized and evaluated for inhibitory activity against tyrosine-specific protein kinase of intact plasma membrane fractions from an epidermoid carcinoma cell line, A-431. Among these compounds, several novel α-cyano-4-hydroxy-3,5-disubstituted cinnamamide derivatives, e.g., ST 638 (I) showed potent inhibitory activity. The studies on the structure-activity relationship revealed that the presence of the OH group at the 4 position and the double bond in the α-cyano-4-hydroxycinnamamide skeleton were important for potent inhibitory activity, and that the presence of hydrophobic groups at the 3 and 5 positions on the benzene ring also enhanced the inhibitory activity of α-cyano-4-hydroxycinnamamide derivatives In the experimental materials used by the author, we found 2-Cyano-3-(4-hydroxy-3,5-diisopropylphenyl)acrylamide(cas: 106392-48-7SDS of cas: 106392-48-7)

2-Cyano-3-(4-hydroxy-3,5-diisopropylphenyl)acrylamide(cas: 106392-48-7) belongs to amides.SDS of cas: 106392-48-7 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 2018,European Journal of Organic Chemistry included an article by Singh, Harshvardhan; Sen, Chiranjit; Sahoo, Tapan; Ghosh, Subhash Chandra. Recommanded Product: N-(2-Chloro-4-(trifluoromethyl)phenyl)acetamide. The article was titled 《A Visible Light-Mediated Regioselective Halogenation of Anilides and Quinolines by Using a Heterogeneous Cu-MnO Catalyst》. The information in the text is summarized as follows:

A simple and practical heterogeneous Cu-MnO catalyzed regioselective halogenation of anilides and quinolines under irradiation with household 40 W incandescent lamp was developed. This method uses a recyclable Cu-MnO catalyst, acetonitrile as an industrially friendly solvent, and economic N-halo succinimides as a halogenating source. The reaction is scalable and well tolerated with a broad range of functional groups. The experimental process involved the reaction of N-(2-Chloro-4-(trifluoromethyl)phenyl)acetamide(cas: 247170-19-0Recommanded Product: N-(2-Chloro-4-(trifluoromethyl)phenyl)acetamide)

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

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

Reference of H-Lys(Boc)-OHOn October 30, 2019 ,《Total Synthesis and Stereochemical Assignment of Streptide》 was published in Journal of the American Chemical Society. The article was written by Isley, Nicholas A.; Endo, Yusuke; Wu, Zhi-Chen; Covington, Brett C.; Bushin, Leah B.; Seyedsayamdost, Mohammad R.; Boger, Dale L.. The article contains the following contents:

Streptide is a peptide-derived macrocyclic natural product that has attracted considerable attention since its discovery in 2015. It contains an unprecedented post-translational modification that intramolecularly links the β-carbon (C3) of a residue 2 lysine with the C7 of a residue 6 tryptophan, thereby forming a 20-membered cyclic peptide. Herein, we report the first total synthesis of streptide that confirms the regiochem. of the lysine-tryptophan crosslink and provides an unambiguous assignment of the stereochem. (3R vs 3S) of the lysine-2 C3 center. Both the 3R and the originally assigned 3S lysine diastereomers were independently prepared by total synthesis and it is the former, not the latter, that was found to correlate with the natural product. The approach enlists a powerful Pd(0)-mediated indole annulation for the key macrocyclization of the complex core peptide, utilizes an underdeveloped class of hypervalent iodine(III) aryl substrates in a palladium-catalyzed C-H activation/β-arylation reaction conducted on a lysine derivative, and provides access to material with which the role of streptide and related natural products may be examined The experimental process involved the reaction of 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. 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.Reference of H-Lys(Boc)-OH 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

Formula: C11H22N2O4On March 31, 2021, Morgan, Charles W.; Dale, Ian L.; Thomas, Andrew P.; Hunt, James; Chin, Jason W. published an article in Journal of the American Chemical Society. The article was 《Selective CRAF Inhibition Elicits Transactivation》. The article mentions the following:

Discovering mols. that regulate closely related protein isoforms is challenging, and in many cases the consequences of isoform-specific pharmacol. regulation remains unknown. RAF isoforms are commonly mutated oncogenes that serve as effector kinases in MAP kinase signaling. BRAF/CRAF heterodimers are believed to be the primary RAF signaling species, and many RAF inhibitors lead to a “”paradoxical activation”” of RAF kinase activity through transactivation of the CRAF protomer; this leads to resistance mechanisms and secondary tumors. It has been hypothesized that CRAF-selective inhibition might bypass paradoxical activation, but no CRAF-selective inhibitor has been reported and the consequences of pharmacol. inhibiting CRAF have remained unknown. Here, we use bio-orthogonal ligand tethering (BOLT) to selectively target inhibitors to CRAF. Our results suggest that selective CRAF inhibition promotes paradoxical activation and exemplify how BOLT may be used to triage potential targets for drug discovery before any target-selective small mols. are known. In addition to this study using H-Lys(Boc)-OH, there are many other studies that have used H-Lys(Boc)-OH(cas: 2418-95-3Formula: C11H22N2O4) 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.Formula: C11H22N2O4

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

《Proteasome selectivity towards Michael acceptor containing oligopeptide-based inhibitors》 was written by van der Linden, Wouter A.; Geurink, Paul P.; Oskam, Chris; van der Marel, Gijsbert A.; Florea, Bogdan I.; Overkleeft, Herman S.. COA of Formula: C13H26N2O4 And the article was included in Organic & Biomolecular Chemistry on April 21 ,2010. The article conveys some information:

The synthesis and biol. evaluation of ten Michael acceptors containing potential proteasome inhibitors are described. Cellular targets of azide containing inhibitors Ib and VIIIb were assessed in HEK293T and RAW264.7 cells by a two step labeling strategy, followed by biotin-pulldown, affinity purification, on-bead tryptic digestion and LC-MS2 identification. This strategy appears to be an attractive alternative to gel-based competition assays. The experimental process involved the reaction of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6COA of Formula: C13H26N2O4)

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

《1,2,3-Triazoles as Amide Bond Mimics: Triazole Scan Yields Protease-Resistant Peptidomimetics for Tumor Targeting》 was published in Angewandte Chemie, International Edition in 2013. These research results belong to Valverde, Ibai E.; Bauman, Andreas; Kluba, Christiane A.; Vomstein, Sandra; Walter, Martin A.; Mindt, Thomas L.. Application In Synthesis of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide The article mentions the following:

The authors report a “”triazole-based scan”” of a bombesin peptide fragment, [Nle14]-BBN(7-14), for identifying novel peptidomimetics with improved properties. Using click chem.-based synthetic strategy, a triazole replacement for the peptide bond was incorporated into the above bombesin peptide fragment, and this led to the synthesis of a series of peptide-based radiotracers with retained nanomolar receptor affinity and an up-to-five fold improved serum stability. In vivo evaluation of a backbone-modified peptide analogs demonstrated the enhanced stability of the vector and its improved tumor-targeting capability. The authors expect that this new methodol. for the stabilization of peptides will find broader application in the field of tumor targeting with small peptides for drug delivery, imaging and peptide receptor radiotherapy. In addition to this study using (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide, there are many other studies that have used (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) 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.Application In Synthesis of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide 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 2013,Legros, Caline; Matthey, Ulrich; Grelak, Teresa; Pedragona-Moreau, Sandrine; Hassler, Werner; Yous, Said; Thomas, Emmanuel; Suzenet, Franck; Folleas, Benoit; Lefoulon, Francois; Berthelot, Pascal; Caignard, Daniel-Henri; Guillaumet, Gerald; Delagrange, Philippe; Brayer, Jean-Louis; Nosjean, Olivier; Boutin, Jean A. published 《New radioligands for describing the molecular pharmacology of MT1 and MT2 melatonin receptors》.International Journal of Molecular Sciences published the findings.Quality Control of tert-Butyl N,N’-diisopropylcarbamimidate The information in the text is summarized as follows:

Melatonin receptors have been studied for several decades. The low expression of the receptors in tissues led the scientific community to find a substitute for the natural hormone melatonin, the agonist 2-[125I]-iodomelatonin. Using the agonist, several hundreds of studies were conducted, including the discovery of agonists and antagonists for the receptors and minute details about their mol. behavior. Recently, we attempted to expand the panel of radioligands available for studying the melatonin receptors by using the newly discovered compounds SD6, DIV880, and S70254. These compounds were characterized for their affinities to the hMT1 and hMT2 recombinant receptors and their functionality in the classical GTP S system. SD6 is a full agonist, equilibrated between the receptor isoforms, whereas S70254 and DIV880 are only partial MT2 agonists, with Ki in the low nanomolar range while they have no affinity to MT1 receptors. These new tools will hopefully allow for additions to the current body of information on the native localization of the receptor isoforms in tissues. In the part of experimental materials, we found many familiar compounds, such as 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. 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).Quality Control of tert-Butyl N,N’-diisopropylcarbamimidate

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

In 2011,Cambeiro, Xacobe C.; Martin-Rapun, Rafael; Miranda, Pedro O.; Sayalero, Sonia; Alza, Esther; Llanes, Patricia; Pericas, Miquel A. published 《Continuous-flow enantioselective α-aminoxylation of aldehydes catalyzed by a polystyrene-immobilized hydroxyproline》.Beilstein Journal of Organic Chemistry published the findings.Recommanded Product: 71432-55-8 The information in the text is summarized as follows:

The application of polystyrene-immobilized proline-based catalysts in packed-bed reactors for the continuous-flow, direct, enantio-selective α-aminoxylation of aldehydes is described. The system allows the easy preparation of a series of β-aminoxy alcs. (after a reductive workup) with excellent optical purity and with an effective catalyst loading of ca. 2.5% (four-fold reduction compared to the batch process) working at residence times of ca. 5 min.tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8Recommanded Product: 71432-55-8) was used in this study.

tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8) belongs to anime. Nitrous acid converts secondary amines (aliphatic or aromatic) to N-nitroso compounds (nitrosamines): R2NH + HNO2 → R2N―NO. Some nitrosamines are potent cancer-inducing substances, and their possible formation is a serious consideration when nitrites, which are salts of nitrous acid, are present in foods or pharmaceutical preparations. Tertiary amines give rise to nitrosamines more slowly; an alkyl group is eliminated as an aldehyde or ketone, along with nitrous oxide, N2O.Recommanded Product: 71432-55-8

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

Hattori, Tomohiro; Yamamoto, Hisashi published an article on February 2 ,2022. The article was titled 《Synthesis of silacyclic dipeptides: Peptide elongation at both N- and C-termini of dipeptide》, and you may find the article in Journal of the American Chemical Society.Synthetic Route of C11H22N2O4 The information in the text is summarized as follows:

A new type of peptide bond formation utilizing silacyclic amino acids or peptides is described. This work has the following advantages: (1) imidazolylsilane is a highly fascinating coupling reagent for dipeptide synthesis from N-,C-terminal unprotected amino acids with amino acid tert-Bu esters; (2) deprotection of the tert-Bu ester at the C-terminus and cyclization sequentially proceed depending on reaction conditions to afford novel silacyclic dipeptides; (3) the cyclized products show a remarkable capacity as substrates of peptide elongation because the silacyclic compounds can act as both nucleophiles and electrophiles, and this capacity lead to one-pot site-selective tetra- and oligopeptide syntheses. These innovative advantages will help to simplify classical peptide synthesis significantly. In the experimental materials used by the author, we found H-Lys(Boc)-OH(cas: 2418-95-3Synthetic Route 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).Synthetic Route of C11H22N2O4

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

Application In Synthesis of H-Lys(Boc)-OHOn May 12, 2021 ,《Peptide bond formation of amino acids by transient masking with silylating reagents》 appeared in Journal of the American Chemical Society. The author of the article were Muramatsu, Wataru; Yamamoto, Hisashi. The article conveys some information:

A one-pot peptide bond-forming reaction has been developed using unprotected amino acids and peptides. Two different silylating reagents, HSi[OCH(CF3)2]3 and MTBSTFA, are instrumental for the successful implementation of this approach, being used for the activation and transient masking of unprotected amino acids and peptides at C-termini and N-termini, resp. Furthermore, CsF and imidazole are used as catalysts, activating HSi[OCH(CF3)2]3 and also accelerating chemoselective silylation. This method is versatile as it tolerates side chains that bear a range of functional groups, while providing up to >99% yields of corresponding peptides without any racemization or polymerizationH-Lys(Boc)-OH(cas: 2418-95-3Application In Synthesis of H-Lys(Boc)-OH) was used in this study.

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.Application In Synthesis of H-Lys(Boc)-OH 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