Month: November 2022

Mitsudera, Hiroyuki published the artcileStudies on nereistoxin and its related compounds. II. Synthesis and insecticidal activity of 5-dimethylamino-1,3-dithianes, Safety of 2-Cyano-N-ethylacetamide, the publication is Nippon Noyaku Gakkaishi (1991), 16(3), 397-404, database is CAplus.

Twenty-five 2-cyano-5-(dimethylamino)-2-(substituted phenyl)-1,3-dithianes I (R = H, 4-F, 4-Me, 3-CF₃, 2-MeO, 3,4-Cl₂, etc.) and 22 2-cyano-5-(dimethylamino)-2-(substituted carbamoyl)-1,3-dithianes II (R¹ = NH₂, NHMe, NHEt, NMe₂, etc.) were synthesized and tested for their insecticidal and miticidal activities toward larvae of Chilo suppressalis, Laodelphax striatellus, Henosepilachna vigintioctapinctata, and Spodoptera litura and Tetranychus urticae adults. All compounds had high activities toward insects and mites tested, I (R = 4-Br) and II (R¹ = NHC₉H₁₉) having highest activities. Conversion of I and II into 4-(dimethylamino)-1,2-dithiolane and/or its 1-oxide in the living body and the effect of electron-withdrawing groups at the 2-position on the penetration of I and II into the body were suggested.

Nippon Noyaku Gakkaishi published new progress about 15029-36-4. 15029-36-4 belongs to amides-buliding-blocks, auxiliary class Nitrile,Amine,Aliphatic hydrocarbon chain,Amide, name is 2-Cyano-N-ethylacetamide, and the molecular formula is C5H8N2O, Safety of 2-Cyano-N-ethylacetamide.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Wang, Yuan published the artcileCelecoxib induces adipogenic differentiation of hemangioma-derived mesenchymal stem cells through the PPAR-γ pathway in vitro and in vivo, Formula: C17H14F3N3O2S, the publication is Experimental and Therapeutic Medicine (2022), 23(6), 375, database is CAplus and MEDLINE.

Infantile hemangioma (IH) is a benign tumor that produces a permanent scar or a mass of fibro-fatty tissue after involution in 40-80% of cases. Celecoxib is an inhibitor of cyclooxygenase-2 (COX-2), and can inhibit angiogenesis and fibrosis. The present study aimed to clarify whether celecoxib is able to induce tumor regression with minimal side effects. For that purpose, the regulation of celecoxib in the involution of IH was investigated in an IH model. Hemangioma-derived mesenchymal stem cells (Hem-MSCs) were isolated from proliferating specimens, and an IH model was established by injecting these cells into nude mice. Celecoxib was administered in vitro and in vivo. Oil Red O staining and reverse transcription-quant.-PCR were used to detect the adipogenic differentiation of Hem-MSCs. Histol. anal. and immunohistochem. staining of the tumor xenografts were performed to investigate the pathol. evolution of the tumor. The results showed that celecoxib inhibited the proliferation and induced the adipogenic differentiation of Hem-MSCs in vitro. In vivo, adipocytes were only present in the celecoxib group at week 4, while a larger number of fibro- blasts and collagenous fibers could be observed in the basic fibroblast growth factor group. Therefore, celecoxib may be a potential agent used for IH treatment by inducing adipogenesis and inhibiting fibroblast formation.

Experimental and Therapeutic Medicine published new progress about 169590-42-5. 169590-42-5 belongs to amides-buliding-blocks, auxiliary class Sulfamide,Immunology/Inflammation,COX, name is 4-(5-(p-Tolyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)benzenesulfonamide, and the molecular formula is C23H43NP2, Formula: C17H14F3N3O2S.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Zhang, Zhaoda published the artcileHeteroditopic Binding of Magnetic Resonance Contrast Agents for Increased Relaxivity, Related Products of amides-buliding-blocks, the publication is Angewandte Chemie, International Edition (2011), 50(11), 2621-2624, S2621/1-S2621/12, database is CAplus and MEDLINE.

We have shown that the small structural perturbation of incorporating a PNA (peptide nucleic acid) group into a fibrin-targeted contrast agent has a profound impact on relaxivity. The PNA moiety increases mol. weight by 3% but increases relaxivity by 50% compared to Gd2-Gly2-Pep-Gd2. The effect of the PNA group on relaxivity is the equivalent of synthesizing an agent with six GdDTPA moieties to achieve equivalent relaxivity. The PNA group has a modest pos. impact on fibrin binding and serves to rigidify the N-terminal portion of the mol. upon fibrin binding. Importantly, the PNA group does not increase non-specific protein binding. As a result, relaxivity of Gd2-T-Pep-Gd2 bound to fibrin is more than 50% increased compared to Gd2-Pep-Gd2 while the relaxivity of the two compounds in plasma is comparable. This should result in much greater clot blood contrast for Gd2-T-Pep-Gd2.

Angewandte Chemie, International Edition published new progress about 186046-83-3. 186046-83-3 belongs to amides-buliding-blocks, auxiliary class Purine,Carboxylic acid,Amine,Benzene,Amide,Others,PNA,, name is 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(2-(((benzhydryloxy)carbonyl)amino)-6-oxo-5H-purin-9(6H)-yl)acetamido)acetic acid, and the molecular formula is C12H25Br, Related Products of amides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Sakauchi, Nobuki published the artcileDiscovery of 5-Chloro-1-(5-chloro-2-(methylsulfonyl)benzyl)-2-imino-1,2-dihydropyridine-3-carboxamide (TAK-259) as a Novel, Selective, and Orally Active α_1D Adrenoceptor Antagonist with Antiurinary Frequency Effects: Reducing Human Ether-a-go-go-Related Gene (hERG) Liabilities, SDS of cas: 15029-36-4, the publication is Journal of Medicinal Chemistry (2016), 59(7), 2989-3002, database is CAplus and MEDLINE.

A novel structural class of iminopyridine derivative 1 was identified as a potent and selective human α_1D adrenoceptor (α_1D adrenergic receptor; α_1D-AR) antagonist against α_1A– and α_1B-AR through screening of an inhouse compound library. From initial structure-activity relationship studies, we found lead compound 9m with hERG K⁺ channel liability. To develop analogs with reduced hERG K⁺ channel inhibition, a combination of site-directed mutagenesis and docking studies was employed. Further optimization led to the discovery of I and II, which showed antagonistic activity by a bladder strip test in rats with bladder outlet obstruction, as well as ameliorated cystitis-induced urinary frequency in rats. Ultimately, 9u was selected as a clin. candidate. This is the first study to show the utility of iminopyridine derivatives as selective α_1D-AR antagonists and evaluate their effects in vivo.

Journal of Medicinal Chemistry published new progress about 15029-36-4. 15029-36-4 belongs to amides-buliding-blocks, auxiliary class Nitrile,Amine,Aliphatic hydrocarbon chain,Amide, name is 2-Cyano-N-ethylacetamide, and the molecular formula is C5H8N2O, SDS of cas: 15029-36-4.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Shao, Sida published the artcileExpanding the genetic code of the human hematopoietic system, Category: amides-buliding-blocks, the publication is Proceedings of the National Academy of Sciences of the United States of America (2020), 117(16), 8845-8849, database is CAplus and MEDLINE.

The genetic incorporation of noncanonical amino acids (ncAAs) into proteins has been realized in bacteria, yeast, and mammalian cells, and recently, in multicellular organisms including plants and animals. However, the addition of new building blocks to the genetic code of tissues from human origin has not yet been achieved. To this end, we report a self-replicating Epstein-Barr virus-based episomal vector for the long-term encoding of ncAAs in human hematopoietic stem cells and reconstitution of this genetically engineered hematopoietic system in mice.

Proceedings of the National Academy of Sciences of the United States of America published new progress about 2418-95-3. 2418-95-3 belongs to amides-buliding-blocks, auxiliary class Chiral,Carboxylic acid,Amine,Aliphatic hydrocarbon chain,Ester,Amino acide derivatives, name is H-Lys(Boc)-OH, and the molecular formula is C19H14N2, Category: amides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Sasaki, Fumiyuki published the artcileBiochemical and immunological characterization of a novel monoclonal antibody against mouse leukotriene B4 receptor 1, Synthetic Route of 321673-30-7, the publication is PLoS One (2017), 12(9), e0185133/1-e0185133/19, database is CAplus and MEDLINE.

Leukotriene B4 (LTB4) receptor 1 (BLT1) is a G protein-coupled receptor expressed in various leukocyte subsets; however, the precise expression of mouse BLT1 (mBLT1) has not been reported because a mBLT1 monoclonal antibody (mAb) has not been available. In this study, we present the successful establishment of a hybridoma cell line (clone 7A8) that produces a high-affinity mAb for mBLT1 by direct immunization of BLT1-deficient mice with mBLT1-overexpressing cells. The specificity of clone 7A8 was confirmed using mBLT1- overexpressing cells and mouse peripheral blood leukocytes that endogenously express BLT1. Clone 7A8 did not cross-react with human BLT1 or other G protein-coupled receptors, including human chemokine (C-X-C motif) receptor 4. The 7A8 mAb binds to the second extracellular loop of mBLT1 and did not affect LTB4 binding or intracellular calcium mobilization by LTB4. The 7A8 mAb pos. stained Gr-1-pos. granulocytes, CD11b-pos. granulocytes/monocytes, F4/80-pos. monocytes, CCR2-high and CCR2-low monocyte subsets in the peripheral blood and a CD4-pos. T cell subset, Th1 cells differentiated in vitro from naive CD4-pos. T cells. This mAb was able to detect Gr-1-pos. granulocytes and monocytes in the spleens of naive mice by immunohistochem. Finally, i.p. administration of 7A8 mAb depleted granulocytes and monocytes in the peripheral blood. We have therefore succeeded in generating a high-affinity anti-mBLT1 mAb that is useful for analyzing mBLT1 expression in vitro and in vivo.

PLoS One published new progress about 321673-30-7. 321673-30-7 belongs to amides-buliding-blocks, auxiliary class Immunology/Inflammation,Scavenger receptor, name is [(2-Hexylcyclopentylidene)amino]thiourea, and the molecular formula is C12H23N3S, Synthetic Route of 321673-30-7.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Ichiki, Takako published the artcileReceptor for Advanced Glycation End Products Regulates Leukotriene B₄ Receptor 1 Signaling, SDS of cas: 321673-30-7, the publication is DNA and Cell Biology (2016), 35(12), 747-750, database is CAplus and MEDLINE.

Leukotriene B₄ receptor 1 (BLT1), a high-affinity G protein-coupled receptor (GPCR) for leukotriene B₄ (LTB₄), plays important roles in inflammatory and immune reactions. Although the LTB₄-BLT1 axis is known to promote inflammation, the binding proteins that modulate LTB₄-BLT1 signaling have not been identified. Recently, we discovered that receptor for advanced glycation end products (RAGE) interacts with BLT1 and modulates LTB₄-BLT1 signaling. We propose RAGE as a new class of GPCR modulator and a new target of future GPCR studies.

DNA and Cell Biology published new progress about 321673-30-7. 321673-30-7 belongs to amides-buliding-blocks, auxiliary class Immunology/Inflammation,Scavenger receptor, name is [(2-Hexylcyclopentylidene)amino]thiourea, and the molecular formula is C12H23N3S, SDS of cas: 321673-30-7.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Kuhnert, Maren published the artcileTracing Binding Modes in Hit-to-Lead Optimization: Chameleon-Like Poses of Aspartic Protease Inhibitors, Formula: C5H8N2O, the publication is Angewandte Chemie, International Edition (2015), 54(9), 2849-2853, database is CAplus and MEDLINE.

Successful lead optimization in structure-based drug discovery depends on the correct deduction and interpretation of the underlying structure-activity relationships (SAR) to facilitate efficient decision-making on the next candidates to be synthesized. Consequently, the question arises, how frequently a binding mode (re)-validation is required, to ensure not to be misled by invalid assumptions on the binding geometry. We present an example in which minor chem. modifications within one inhibitor series lead to surprisingly different binding modes. X-ray structure determination of eight inhibitors derived from one core scaffold resulted in four different binding modes in the aspartic protease endothiapepsin, a well-established surrogate for e.g. renin and β-secretase. In addition, we suggest an empirical metrics that might serve as an indicator during lead optimization to qualify compounds as candidates for structural revalidation.

Angewandte Chemie, International Edition published new progress about 15029-36-4. 15029-36-4 belongs to amides-buliding-blocks, auxiliary class Nitrile,Amine,Aliphatic hydrocarbon chain,Amide, name is 2-Cyano-N-ethylacetamide, and the molecular formula is C5H8N2O, Formula: C5H8N2O.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Yokoyama, Masataka published the artcileS,N double rearrangement. 3. Reaction mechanism, Product Details of C5H8N2O, the publication is Journal of Organic Chemistry (1984), 49(1), 74-8, database is CAplus.

¹³C-labeling and crossover experiments indicated that cyclizations such as that of I with BzOH to give II proceed via a thiaallylic rearrangement of the initial ring-closure product formed from the CN and SH groups and BzOH.

Journal of Organic Chemistry published new progress about 15029-36-4. 15029-36-4 belongs to amides-buliding-blocks, auxiliary class Nitrile,Amine,Aliphatic hydrocarbon chain,Amide, name is 2-Cyano-N-ethylacetamide, and the molecular formula is C7H7ClN2, Product Details of C5H8N2O.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Knauer, Sascha published the artcileSustainable peptide synthesis enabled by a transient protecting group, Computed Properties of 2418-95-3, the publication is Angewandte Chemie, International Edition (2020), 59(31), 12984-12990, database is CAplus and MEDLINE.

The growing interest in synthetic peptides has prompted the development of viable methods for their sustainable production Currently, large amounts of toxic solvents are required for peptide assembly from protected building blocks, and switching to water as a reaction medium remains a major hurdle in peptide chem. We report an aqueous solid-phase peptide synthesis strategy that is based on a water-compatible 2,7-disulfo-9-fluorenylmethoxycarbonyl (Smoc) protecting group. This approach enables peptide assembly under aqueous conditions, real-time monitoring of building block coupling, and efficient postsynthetic purification The procedure for the synthesis of all natural and several non-natural Smoc-protected amino acids is described, as well as the assembly of 22 peptide sequences and the fundamental issues of SPPS, including the protecting group strategy, coupling and cleavage efficiency, stability under aqueous conditions, and crucial side reactions.

Angewandte Chemie, International Edition published new progress about 2418-95-3. 2418-95-3 belongs to amides-buliding-blocks, auxiliary class Chiral,Carboxylic acid,Amine,Aliphatic hydrocarbon chain,Ester,Amino acide derivatives, name is H-Lys(Boc)-OH, and the molecular formula is C11H22N2O4, Computed Properties of 2418-95-3.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics