Month: November 2022

Li, Shuai published the artcileDesign, synthesis and biological evaluation of homoerythrina alkaloid derivatives bearing a triazole moiety as PARP-1 inhibitors and as potential antitumor drugs, HPLC of Formula: 1885-29-6, the main research area is homoerythrina alkaloid triazole preparation antitumor PARP 1 inhibitor; 1,2,3-Triazole; Antitumor; Apoptosis; Drug discovery; Homoerythrina alkaloid; PARP-1 inhibitor.

A series of homoerythrina alkaloid derivatives containing a 1,2,3-triazole moiety as PARP-1 inhibitors were designed and synthesized. And their anti-proliferative activity was further evaluated. Compound I had excellent activity to inhibit proliferation of A549 cells (IC50 = 1.89μM), which was higher than harringtonine (IC50 = 10.55μM), pemetrexed (IC50 = 3.39μM), and rucaparib (IC50 = 4.91μM). Furthermore, the selectivity index of compound I was higher than rucaparib and pemetrexed for lung cancer cells. Flow cytometry anal. showed that compound I significantly arrested the cell cycle in the S phase, then induced apoptosis of A549 cells (apoptosis rate is 46%), which effectively inhibited cell proliferation. Simultaneously, western blot anal. revealed that compound I could prevent the biosynthesis of PAR. Further anal. results revealed that compound I could inhibit the expression of cyclin A, down-regulate the expression of bcl-2/bax, activate caspase-3, and ultimately induce apoptosis of A549 cells. All the results indicated that compound I had potential research value as a novel PARP-1 inhibitor in antitumor, and it provided a new reference for further development of PARP-1 inhibitors.

Bioorganic Chemistry published new progress about Antitumor agents. 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, HPLC of Formula: 1885-29-6.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Waltemate, Jana published the artcile10-(4-Phenylpiperazine-1-carbonyl)acridin-9(10H)-ones and related compounds: Synthesis, antiproliferative activity and inhibition of tubulin polymerization, Name: 2-Aminobenzonitrile(Flakes or Chunks), the main research area is piperazinecarbonyl acridinone synthesis anticancer tubulin polymerization inhibitor; 10-(4-Phenylpiperazine-1-carbonyl)acridin-9(10H)-ones; 10-Benzoylacridin-9(10H)-ones; Antimitotic; Apoptosis; Colchicin binding site; Inhibition of Tubulin Polymerization.

As part of our continuing search for potent inhibitors of tubulin polymerization, two novel series of 42 10-(4-phenylpiperazine-1-carbonyl)acridin-9(10H)-ones and N-benzoylated acridones were synthesized on the basis of a retrosynthetic approach. All newly synthesized compounds were tested for antiproliferative activity and interaction with tubulin. Several analogs potently inhibited tumor cell growth. Among the compounds tested, 10-(4-(3-methoxyphenyl)piperazine-1-carbonyl)acridin-9(10H)-one (17c, I) exhibited excellent growth inhibitory effects on 93 tumor cell lines, with an average GI50 value of 5.4 nM. We were able to show that the strong cytotoxic effects are caused by disruption of tubulin polymerization, as supported by the EBI (N,N’-Ethylenebis(iodoacetamide)) assay and the fact that the most potent inhibitors of cancer cell growth turned out to be the most efficacious tubulin polymerization inhibitors. Potencies were nearly comparable or superior to those of the antimitotic reference compounds Closely related to this, the most active analogs inhibited cell cycling at the G2/M phase at concentrations down to 30 nM and induced apoptosis in K562 leukemia cells. We believe that our work not only proves the excellent suitability of the acridone scaffold for the design of potent tubulin polymerization inhibitors but also enables synthetic access to further potentially interesting N-acylated acridones.

Bioorganic & Medicinal Chemistry Letters published new progress about Acylation. 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Name: 2-Aminobenzonitrile(Flakes or Chunks).

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Goldberg, Mariano published the artcileFacile conversion of 1,2-dicyanobenzene into chiral bisamidines, Product Details of C8H4N2, the main research area is chiral bisamidine preparation; diarylethylene diamine dicyanobenzene nucleophilic catalysis acetyl cysteine catalyst.

Nucleophilic catalysis by N-acetyl cysteine permits the smooth reaction of 1,2-diarylethylene-1,2-diamines (R,R)/(S,S)-RCH(NH2)CH(NH2)R (R = Ph, 2-hydroxyphenyl, biphenyl-4-yl, naphth-1-yl, naphth-2-yl) with 1,2-dicyanobenzene forming chiral bisamidines I in yields up to 94% in a single step. Such bisamidines can be used as Bronsted bases or, in the protonated state, as electrophilic catalysts to promote Diels-Alder reactions with medium levels of enantioselectivity.

ARKIVOC (Gainesville, FL, United States) published new progress about Aromatic diamines Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 91-15-6 belongs to class nitriles-buliding-blocks, name is Phthalonitrile, and the molecular formula is C8H4N2, Product Details of C8H4N2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Grudova, Mariya V. published the artcileAdducts of 2-Pyridylselenenyl Halides and Nitriles as Novel Supramolecular Building Blocks: Four-Center Se···N Chalcogen Bonding versus Other Weak Interactions, Related Products of nitriles-buliding-blocks, the main research area is pyridylselenenyl halide reaction nitrile; adduct pyridylselenenyl halide nitrile supramol building; selenadiazole halide preparation crystal mol structure.

Supramol. chem. of chalcogenadiazoles is attracting an increasing attention due to its applications in materials chem. Chalcogen bonding allows a fine-tuning of the self-assembly and, therefore, modulation of phys. properties when these compounds are employed. Here, authors report a facile preparation of a broad scope of 1,2,4-selenadiazoles via coupling of 2-pyridylselenenyl halides with unactivated nitriles, that represent a novel type of supramol. building blocks which eagerly engage in a variety of chalcogen bonding interactions. The substituent-dependent propensity of novel selenadiazoles for the formation of four-center Se···N chalcogen bonding is analyzed. Other weak interactions, which in some cases outcompete the formation of 2Se-2N squares, are described. The discovery of the adducts derived from α-halogenated nitriles, which form robust dimers featuring a very specific combination of 2Se-2N square, two Hal···Hal, and two Se···Hal noncovalent interactions, is presented.

Crystal Growth & Design published new progress about Crystal structure. 91-15-6 belongs to class nitriles-buliding-blocks, name is Phthalonitrile, and the molecular formula is C8H4N2, Related Products of nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Wilkovitsch, Martin published the artcileA Cleavable C2-Symmetric trans-Cyclooctene Enables Fast and Complete Bioorthogonal Disassembly of Molecular Probes, SDS of cas: 100-70-9, the main research area is bioorthogonal disassembly mol fluorescent probe trans cyclooctene cell imaging.

Bioorthogonal chem. is bridging the divide between static chem. connectivity and the dynamic physiol. regulation of mol. state, enabling in situ transformations that drive multiple technologies. In spite of maturing mechanistic understanding and new bioorthogonal bond-cleavage reactions, the broader goal of mol. ON/OFF control has been limited by the inability of existing systems to achieve both fast (i.e., seconds to minutes, not hours) and complete (i.e., >99%) cleavage. To attain the stringent performance characteristics needed for high fidelity mol. inactivation, we have designed and synthesized a new C2-sym. trans-cyclooctene linker (C2TCO) that exhibits excellent biol. stability and can be rapidly and completely cleaved with functionalized alkyl-, aryl-, and H-tetrazines, irresp. of click orientation. By incorporation of C2TCO into fluorescent mol. probes, we demonstrate highly efficient extracellular and intracellular bioorthogonal disassembly via omnidirectional tetrazine-triggered cleavage.

Journal of the American Chemical Society published new progress about Bioorthogonal reaction. 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, SDS of cas: 100-70-9.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Zeng, Fanxin published the artcileDesign, Synthesis and Bioactivity Evaluation of Coumarin-BMT Hybrids as New Acetylcholinesterase Inhibitors, Name: 2-Aminobenzonitrile(Flakes or Chunks), the main research area is tetrahydromethanoacridinyl aminoalkylcarboxamido coumarin preparation acetylcholinesterase inhibition kinetics SAR docking; acetylcholinesterase inhibitors; bioactivity evaluation; coumarin–BMT hybrids; molecular docking.

The compound bridge methylene tacrine (BMT) was synthesized, which has the classical pharmacophore structure of Tacrine (THA). Based on the principle of active substructure splicing, BMT was used as a lead compound and synthesized coumarin-BMT hybrids I [n = 5, 6, 7; R1 = H, Me, MeO, F3CO, Br; R2 = H, MeO] by introducing coumarin to BMT. In this work, 21 novel hybrids of BMT and coumarin I were synthesized and evaluated for their inhibitory activity on AChE. All obtained compounds I presented preferable inhibition. Compound I [n = 6, R1 = Me, R2 = H] was the most active compound, with the value of Ki as 49.2 nM, which was higher than Galantamine (GAL) and lower than THA. The result of mol. docking showed that the highest binding free energy was -40.43 kcal/mol for compound I [n = 6, R1 = Me, R2 = H] which was an identical trend with the calculated Ki.

Molecules published new progress about Aminoacridines Role: PAC (Pharmacological Activity), PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), THU (Therapeutic Use), BIOL (Biological Study), RACT (Reactant or Reagent), PREP (Preparation), USES (Uses). 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Name: 2-Aminobenzonitrile(Flakes or Chunks).

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Zheng, Ye published the artcileAsymmetric Transfer Hydrogenation of o-Hydroxyphenyl Ketones: Utilizing Directing Effects That Optimize the Asymmetric Synthesis of Challenging Alcohols, SDS of cas: 1885-29-6, the main research area is arylmethanol arylmethanamine enantioselective preparation; arylpropyldiamine ruthenium catalyst enantioselective transfer hydrogenation hydroxyphenyl aryl ketone.

The enantioselective transfer hydrogenation of diaryl ketones in the presence of nonracemic tethered areneruthenium diamine complexes to give benzylic alcs. was studied. When o-hydroxyphenyl ketones with bulky aryl moieties were used as substrates in the presence of nonracemic phenylpropyldiamine ruthenium complexes, diarylmethanols were formed enantioselectively. The enantioselective reduction of aryl benzyl and diaryl ketimines was also studied.

Organic Letters published new progress about Aralkyl amines Role: ARU (Analytical Role, Unclassified), SPN (Synthetic Preparation), ANST (Analytical Study), PREP (Preparation). 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, SDS of cas: 1885-29-6.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Kalogirou, Andreas S. published the artcileSynthesis and Reactivity of 3′,5′-Dichloro-1H-spiro(quinazoline-2,4′-[1,2,6]thiadiazin)-4(3H)-ones, Formula: C7H6N2, the main research area is chloro spiro quinazoline thiadiazine derivative synthesis reactivity.

A three-step synthesis of 3′,5′-dichloro-1H-spiro(quinazoline-2,4′-[1,2,6]thiadiazin)-4(3H)-ones starting from 3,4,4,5-tetra-chloro-4H-1,2,6-thiadiazine (I) is presented. The latter reacts with 2-aminobenzonitriles to give 2-[(3,5-dichloro-4H-1,2,6-thiadiazin-4-ylidene)amino]benzonitriles [e.g., I + 2-aminobenzonitrile → II (86%)] , which affords, after hydration, the resp. benzamides [II → III (84%)]. Upon heating at reflux in EtOH or HFIP, the benzamides intramolecularly cyclize onto the thiadiazine C4 position to give 3′,5′-dichloro-1H-spiro(quinazoline-2,4′-[1,2,6]thiadiazin)-4(3H)-ones [III → IV (95% in EtOH, 97% in HFIP)]. Single crystal X-ray crystallog. supports the structure of two analogs. The chloride displacement of these new spiroquinazolinones was demonstrated by Stille coupling, and by reaction with methoxide to afford both the mono and bis-methoxy derivatives

European Journal of Organic Chemistry published new progress about Benzamides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (anthranilonitriles → [(dichlorothiadiazinylidene)amino]benzamides). 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Formula: C7H6N2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Chlupaty, Tomas published the artcileReversible addition of tin(II) amides to nitriles, Related Products of nitriles-buliding-blocks, the main research area is tin silylamide reaction nitrile dinitrile trinitrile; amidotin amidinate preparation crystal mol structure; magnesium lanthanum benzamidinate preparation; crystal mol structure amidotin amidinate.

Lappert’s stannylene (Sn[N(SiMe3)2]2) has been reacted with various nitriles, dinitriles and trinitriles with the formation of heteroleptic amidotin(II) amidinates of the general formulas [RC(NSiMe3)2]SnN(SiMe3)2, R'{[C(NSiMe3)2]SnN(SiMe3)2}2 and R”{[C(NSiMe3)2]SnN(SiMe3)2}3, where R = Ph (1), 2-(CN)-C6H4 (2), 3-(CN)-C6H4 (3); R’ = 1,3-C6H4 (4), 1,4-C6H4 (5) and R” = 1,3,5-C6H3 (6). The reactions of amidotin(II) benzamidinate 1 with an excess of benzonitrile proceed to homoleptic tin(II) bis(benzamidinate) [PhC(NSiMe3)2]2Sn, which reversibly eliminates benzonitrile and 1 when warmed. The premise of reversibility has been supported by a multinuclear time-dependent NMR study and a theor. (DFT) description. On the other hand, magnesium(II) bis(benzamidinate) [PhC(NSiMe3)2]2Mg (8) and lanthanum(II) tris(benzamidinate) [PhC(NSiMe3)2]3La (7) have been synthesized from appropriate metal hexamethyldisilazides and benzonitrile.

Dalton Transactions published new progress about Crystal structure. 91-15-6 belongs to class nitriles-buliding-blocks, name is Phthalonitrile, and the molecular formula is C8H4N2, Related Products of nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts