Tag: M.W=200-250

Wang, Chunxiang published the artcileIron-Catalyzed Cycloaddition Reaction of Diynes and Cyanamides at Room Temperature, Formula: C15H14N2, the publication is Journal of Organic Chemistry (2013), 78(7), 3065-3072, database is CAplus and MEDLINE.

An iron-catalyzed [2+2+2] cycloaddition reaction of diynes and cyanamides at room temperature is reported. Highly substituted 2-aminopyridines were obtained in good to excellent yields with high regioselectivity. E.g., in presence of FeI₂, dppp, and Zn dust, [2+2+2] cycloaddition reaction of MeCCCH₂NTsCH₂CCMe and (Me₂CH)₂NCN gave 91% 2-aminopyridine derivative (I). Insights toward the reaction process were investigated through in situ IR spectra and control experiments In this iron-catalyzed cycloaddition reaction, the active iron species was generated only in the presence of both alkynes and nitriles. The lower reaction temperature, broad substrates scope, and inversed regioselectivity make it a complementary method to the previously developed iron catalytic system.

Journal of Organic Chemistry published new progress about 2451-91-4. 2451-91-4 belongs to amides-buliding-blocks, auxiliary class Nitrile,Amine,Benzene, name is N,N-Dibenzylcyanamide, and the molecular formula is C8H5F3N4, Formula: C15H14N2.

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

Zheng, Chunxiong published the artcileIn Situ Modification of the Tumor Cell Surface with Immunomodulating Nanoparticles for Effective Suppression of Tumor Growth in Mice, COA of Formula: C10H12BNO5, the publication is Advanced Materials (Weinheim, Germany) (2019), 31(32), n/a, database is CAplus and MEDLINE.

Current cancer immunotherapies including chimeric antigen receptor (CAR)-based therapies and checkpoint immune inhibitors have demonstrated significant clin. success, but always suffer from immunotoxicity and autoimmune disease. Recently, nanomaterial-based immunotherapies are developed to precisely control in vivo immune activation in tumor tissues for reducing immune-related adverse events. However, little consideration has been put on the spatial modulation of interactions between immune cells and cancer cells to optimize the efficacy of cancer immunotherapies. Herein, a rational design of immunomodulating nanoparticles is demonstrated that can in situ modify the tumor cell surface with natural killer cell (NK cell)-activating signals to achieve in situ activation of tumor-infiltrating NK cells, as well as direction of their antitumor immunity toward tumor cells. Using these immunomodulating nanoparticles, the remarkable inhibition of tumor growth is observed in mice without noticeable side effects. This study provides an accurate immunomodulation strategy that achieves safe and effective antitumor immunity through in situ NK cell activation in tumors. Further development by constructing interactions with various immune cells can potentially make this nanotechnol. become a general platform for the design of advanced immunotherapies for cancer treatments.

Advanced Materials (Weinheim, Germany) published new progress about 2024542-05-8. 2024542-05-8 belongs to amides-buliding-blocks, auxiliary class Boronic acid and ester,Boronic Acids, name is 3-(4-Boronobenzamido)propanoic acid, and the molecular formula is C7H3Cl2F3O2S, COA of Formula: C10H12BNO5.

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

Wei, Congwen published the artcileHDL-scavenger receptor B type 1 facilitates SARS-CoV-2 entry, Application of [(2-Hexylcyclopentylidene)amino]thiourea, the publication is Nature Metabolism (2020), 2(12), 1391-1400, database is CAplus and MEDLINE.

Responsible for the ongoing coronavirus disease 19 (COVID-19) pandemic, severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) infects host cells through binding of the viral spike protein (SARS-2-S) to the cell-surface receptor angiotensin-converting enzyme 2 (ACE2). Here we show that the high-d. lipoprotein (HDL) scavenger receptor B type 1 (SR-B1) facilitates ACE2-dependent entry of SARS-CoV-2. We find that the S1 subunit of SARS-2-S binds to cholesterol and possibly to HDL components to enhance viral uptake in vitro. SR-B1 expression facilitates SARS-CoV-2 entry into ACE2-expressing cells by augmenting virus attachment. Blockade of the cholesterol-binding site on SARS-2-S1 with a monoclonal antibody, or treatment of cultured cells with pharmacol. SR-B1 antagonists, inhibits HDL-enhanced SARS-CoV-2 infection. We further show that SR-B1 is coexpressed with ACE2 in human pulmonary tissue and in several extrapulmonary tissues. Our findings reveal that SR-B1 acts as a host factor that promotes SARS-CoV-2 entry and may help explain viral tropism, identify a possible mol. connection between COVID-19 and lipoprotein metabolism, and highlight SR-B1 as a potential therapeutic target to interfere with SARS-CoV-2 infection.

Nature Metabolism 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 C12H14IN, Application of [(2-Hexylcyclopentylidene)amino]thiourea.

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

Dunkel, Petra published the artcileSynthesis of novel fused azecine ring systems through application of the tert-amino effect, Application of (2-Pivalamidophenyl)boronic acid, the publication is Tetrahedron (2010), 66(13), 2331-2339, database is CAplus.

Novel fused azecine ring systems were synthesized via the microwave-assisted thermal isomerization of terphenyl or biphenyl-pyridazine compounds possessing a vinyl and a tert-amino group, through application of a new extension of the tert-amino effect. Substrates for the ring closure, e.g., I, were prepared from ortho-dihalobenzene or pyridazinone by consecutive Suzuki couplings with ortho-sec-amino- and formylphenylboronic acids, followed by Knoevenagel condensation of the aldehydes obtained.

Tetrahedron published new progress about 146140-95-6. 146140-95-6 belongs to amides-buliding-blocks, auxiliary class Boronic acid and ester,Amine,Benzene,Amide,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (2-Pivalamidophenyl)boronic acid, and the molecular formula is C11H16BNO3, Application of (2-Pivalamidophenyl)boronic acid.

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

Brandt, Florian published the artcile“Clickable” albumin binders for modulating the tumor uptake of targeted radiopharmaceuticals, Recommanded Product: H-Lys(Boc)-OH, the publication is Journal of Medicinal Chemistry (2022), 65(1), 710-733, database is CAplus and MEDLINE.

The intentional binding of radioligands to albumin gains increasing attention in the context of radiopharmaceutical cancer therapy as it can lead to an enhanced radioactivity uptake into the tumor lesions and, thus, to a potentially improved therapeutic outcome. However, the influence of the radioligand’s albumin-binding affinity on the time profile of tumor uptake has been only partly addressed so far. Based on the previously identified N^ε-4-(4-iodophenyl)butanoyl-lysine scaffold, we designed “clickable” lysine-derived albumin binders (cLABs) and determined their dissociation constants toward albumin by novel assay methods. Structure-activity relationships were derived, and selected cLABs were applied for the modification of the somatostatin receptor subtype 2 ligand (Tyr³)octreotate. These novel conjugates were radiolabeled with copper-64 and subjected to a detailed in vitro and in vivo radiopharmacol. characterization. Overall, the results of this study provide an incentive for further investigations of albumin binders for applications in endoradionuclide therapies.

Journal of Medicinal Chemistry 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, Recommanded Product: H-Lys(Boc)-OH.

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

Tharp, Jeffery M. published the artcileGenetic Encoding of Three Distinct Noncanonical Amino Acids Using Reprogrammed Initiator and Nonsense Codons, Application In Synthesis of 2418-95-3, the publication is ACS Chemical Biology (2021), 16(4), 766-774, database is CAplus and MEDLINE.

We recently described an orthogonal initiator tRNA (itRNA^Ty2) that can initiate protein synthesis with noncanonical amino acids (ncAAs) in response to the UAG nonsense codon. Here, we report that a mutant of itRNA^Ty2 (itRNA^Ty2_AUA) can efficiently initiate translation in response to the UAU tyrosine codon, giving rise to proteins with an ncAA at their N-terminus. We show that, in cells expressing itRNA^Ty2_AUA, UAU can function as a dual-use codon that selectively encodes ncAAs at the initiating position and predominantly tyrosine at elongating positions. Using itRNA^Ty2_AUA, in conjunction with its cognate tyrosyl-tRNA synthetase and two mutually orthogonal pyrrolysyl-tRNA synthetases, we demonstrate that UAU can be reassigned along with UAG or UAA to encode two distinct ncAAs in the same protein. Furthermore, by engineering the substrate specificity of one of the pyrrolysyl-tRNA synthetases, we developed a triply orthogonal system that enables simultaneous reassignment of UAU, UAG, and UAA to produce proteins containing three distinct ncAAs at precisely defined sites. To showcase the utility of this system, we produced proteins containing two or three ncAAs, with unique bioorthogonal functional groups, and demonstrate that these proteins can be sep. modified with multiple fluorescent probes.

ACS Chemical Biology 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 C4H8Cl2S2, Application In Synthesis of 2418-95-3.

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

Csanyi, D. published the artcileAn alternative synthesis of quindoline and one of its closely related derivatives, Quality Control of 146140-95-6, the publication is Synthetic Communications (1999), 29(22), 3959-3969, database is CAplus.

The alkaloid quindoline and its tetracyclic isomer indazolo[2,3-a]quinoline have been synthesized utilizing the Pd(0)-catalyzed cross-coupling reaction of pivaloylaminophenylboronic acid with substituted quinolines.

Synthetic Communications published new progress about 146140-95-6. 146140-95-6 belongs to amides-buliding-blocks, auxiliary class Boronic acid and ester,Amine,Benzene,Amide,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (2-Pivalamidophenyl)boronic acid, and the molecular formula is C11H16BNO3, Quality Control of 146140-95-6.

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

Wang, Duo-Zhi published the artcileBis[μ-N-(1,3,4-thiadiazol-2-yl)pyridine-3-carboxamide-κ²N¹,N³]disilver(I) bis(perchlorate), Quality Control of 51987-99-6, the publication is Acta Crystallographica, Section E: Structure Reports Online (2007), 63(5), m1294-m1296, database is CAplus.

In the title compound, [Ag₂(C₈H₆N₄OS)₂](ClO₄)₂, each Ag^I center in the centrosym. dinuclear complex cation is coordinated by one pyridine N and a thiadiazole N atom of two inversion-related N-(1,3,4-thiadiazol-2-yl)pyridine-3-carboxamide ligands in an almost linear geometry [Ag-N = 2.187(3) and 2.172(3) Å, and N-Ag-N = 171.8(1)°]. Weak Ag···Ag and Ag-perchlorate interactions, together with π-π stacking interactions, link the complex cations along the a axis to form a ribbon. Crystallog. data are given.

Acta Crystallographica, Section E: Structure Reports Online published new progress about 51987-99-6. 51987-99-6 belongs to amides-buliding-blocks, auxiliary class Pyridine,Thiadiazole,Amine,Amide,Inhibitor, name is N-(1,3,4-Thiadiazol-2-yl)nicotinamide, and the molecular formula is C10H14N2O, Quality Control of 51987-99-6.

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

Hang, Zhaojun published the artcileA practical method for N-cyanation of secondary amines and sulfonamides, Application In Synthesis of 2451-91-4, the publication is Tetrahedron Letters (2022), 153564, database is CAplus.

Cyanamides are an important class of mols. This work describes a facile synthesis of disubstituted cyanamides. Here, readily accessible 1-cyano-1,2-benziodoxol-3-(1H)-one (CBX) was applied as a stable electrophilic cyanation reagent. Diverse secondary amines were effectively cyanated. Moreover, secondary sulfonamides proved to be suitable substrates and were readily converted to N-alkyl(aryl)-N-arylsulfonyl-cyanamides, as the significant building blocks of the organic transformation.

Tetrahedron Letters published new progress about 2451-91-4. 2451-91-4 belongs to amides-buliding-blocks, auxiliary class Nitrile,Amine,Benzene, name is N,N-Dibenzylcyanamide, and the molecular formula is C15H14N2, Application In Synthesis of 2451-91-4.

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

Fischer, Helmut published the artcileCoupling of cyanamides with a carbyne ligand – formation of η²-(C,N)-imidazolium complexes and ansa-carbene complexes, Application In Synthesis of 2451-91-4, the publication is Chemische Berichte (1993), 126(11), 2373-8, database is CAplus.

Dicarbonyl(cyclopentadienyl)(phenylcarbyne)manganese complexes [Cp(CO)₂MnCPh]⁺X^– (1–X) (X = BF₄, BCl₄) react with dimethyl-(2a), diethyl-(2b), and diisopropylcyanamide (2c) in five-fold excess by a head-to-tail cyclization of two cyanamides with the carbyne ligand to give η²-(C,N)-imidazolium complexes I. As byproducts ansa-amino(alkylideneamino)carbene complexes II are formed in which a N:C(Ph) group bridges the carbene carbon and the Cp ring. With increasing excess of the cyanamide the product ratio I:II increases. Among the products of the reaction of 1–X with the cyanamides NCNR₂ [NR₂ = N(isobutyl)₂, N(Bzl)₂, N(Me)Ph] no imidazolium complexes I are detected, only ansa-carbene complexes II are isolated. PMe₃/H₂O or pyridine/H₂O displaces the heterocyclic ligand from I (R = Me, X = BF₄). The structure of I (R = Me, X = BF₄) is established by an x-ray anal.

Chemische Berichte published new progress about 2451-91-4. 2451-91-4 belongs to amides-buliding-blocks, auxiliary class Nitrile,Amine,Benzene, name is N,N-Dibenzylcyanamide, and the molecular formula is C15H14N2, Application In Synthesis of 2451-91-4.

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