Category: 1885-29-6

Kshirsagar, Rajendra R. published the artcileDesign, Synthesis, and the Effects of (E)-9-Oxooctadec-10-en-12-ynoic Acid Analogues to Promote Glucose Uptake, Related Products of nitriles-buliding-blocks, the main research area is oxooctadecenynoic acid analog preparation antidiabetic activity.

(E)-9-Oxooctadec-10-en-12-ynoic acid is found to mediate its antidiabetic activity by increasing insulin-stimulated glucose uptake in L6 myotubes by activating the phosphoinositide 3-kinase (PI3K) pathway. A simultaneous study of site-specific modification followed by structure-activity relationship provides a tremendous scope for exploiting the bioactivity of the parent mol. Therefore, in the present study, we focused on site-specific modification of (E)-9-oxooctadec-10-en-12-ynoic acid (1) to generate multiple derivatives and extensive structure-activity relationship (SAR) studies. We have done structural base design and synthesized a series of amides from acid compound 1. Compound 1 consists of an acid functionality, which is known for its metabolism-related liabilities. The SAR has been generated using scaffolds of different antidiabetic drugs such as biguanides, sulfonylureas, thiazolidinediones/glitazones, peroxisome proliferator-activated receptors, K + ATP, α-glucosidase inhibitors, and others. Furthermore, the study demonstrates and explains the promising derivatives and importance of SAR of the compound (E)-9-oxooctadec-10-en-12-ynoic acid. In order to gain mechanistic insights, a mol. docking study was performed against PI3K, which could identify the binding modes and thermodn. interactions governing the binding affinity. According to our research,some compounds are the best compounds from the series having EC50 values of 15.47, 8.89, 7.00, 13.99, 8.70, 12.27, and 16.14μM, resp.

ACS Omega published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Related Products of nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Zhang, Chenhuan published the artcilePd/Cu-Catalyzed Domino Cyclization/Deborylation of Alkene-Tethered Carbamoyl Chloride and 1,1-Diborylmethane, Application In Synthesis of 1885-29-6, the main research area is palladium copper catalyzed domino cyclization deborylation alkenyl carbamoyl chloride; borylated disubstituted oxindole derivative preparation deborylative halogenation arylation.

Reported herein is a Pd/Cu cooperative-catalyzed dicarbofunctionalization of alkene-tethered carbamoyl chlorides with 1,1-diborylmethane. This cyclization/deborylation cascade strategy allows for the expedient formation of the versatile borylated 3,3-disubstituted oxindole skeleton, allowing for further functionalization via the derivatization of the C-B bond.

Organic Letters published new progress about Alkenes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (alkene-tethered carbamoyl chlorides). 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Application In Synthesis of 1885-29-6.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Diao, Peng-Cheng published the artcileDesign, synthesis and biological evaluation of novel indole-based oxalamide and aminoacetamide derivatives as tubulin polymerization inhibitors, Name: 2-Aminobenzonitrile(Flakes or Chunks), the main research area is indole based oxalamide preparation antiproliferative docking tubulin inhibitor human; antiproliferative docking tubulin inhibitor human indole based aminoacetamide preparation; Antiproliferative activity; Indoles; Synthesis; Tubulin polymerization.

A series of novel indole-based oxalamides I [R1 = H, Me, Cl; R2 = H, C(O)Me, C(O)C6H5, cyclopropanecarbonyl, furan-2-carbonyl; X = N, CH] and aminoacetamides II [R3 = H, Cl; R4 = C(O)C6H5, 4-MeC6H4C(O), 4-MeOC6H4C(O); R5 = H, 2-Me, 4-Me, 4-F, 4-MeO, 3,4,5-tri-MeO] were designed, synthesized, and evaluated for antiproliferative activities. Preliminary results revealed that compound II [R3 = Cl; R4 = C(O)C6H5; R5 = H] exhibited significant antiproliferative effect against PC-3, HeLa and HCT-116 cell lines. Flow cytometric anal. of the cell cycle demonstrated the compound II [R3 = Cl; R4 = C(O)C6H5; R5 = H] induced the cell cycle arrest at G2/M phase in HeLa cell lines. Immunocytochem. revealed loss of intact microtubule structure in cells treated with compound II [R3 = Cl; R4 = C(O)C6H5; R5 = H] and inhibition of tubulin polymerization Addnl., mol. docking anal. suggested that compound II [R3 = Cl; R4 = C(O)C6H5; R5 = H] formed stable interactions in the colchicine-binding site of tubulin. These preliminary results demonstrated that a new class of novel indole-based oxalamide and aminoacetamide derivatives described in the investigation could be developed as potential scaffolds to new anticancer agents.

Bioorganic & Medicinal Chemistry Letters published new progress about Antiproliferative agents. 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

Remya, Chandran published the artcileNeuroprotective derivatives of tacrine that target NMDA receptor and acetyl cholinesterase – Design, synthesis and biological evaluation, Product Details of C7H6N2, the main research area is aminotetrahydroacridine preparation NMDA receptor antagonist cholinesterase inhibition SAR docking; AChE, acetylcholinesterase; AChEIs, acetylcholinesterase inhibitors; AChT, acetylthiocholine; AD, Alzheimer’s disease; ADME, absorption, distribution, metabolism and excretion; Acetylcholinesterase; Alzheimer’s disease; BBB, blood brain barrier; Ca2+, calcium; ChE, Cholinesterases; DMEM, Dulbecco’s modified Eagle’s medium; DTNB, 5,5-dithiobis-(2-nitrobenzoic acid); ENM, elastic network modeling; ER, endoplasmic reticulum; FRET, fluorescence resonance energy transfer; G6PD, glucose-6-phosphate dehydrogenase; HBSS, Hank’s balanced salt solution; IP, intraperitoneal; LBD, Ligand binding domain; LC-MS, Liquid chromatography-mass spectrometry; LiCABEDS, Ligand Classifier of Adaptively Boosting Ensemble Decision Stumps; MAP2, microtubule associated protein 2; MD, Molecular dynamics; MTDLs; MTDLs, multi-target directed ligands; MWM, Morris water maze; NBM, neurobasal medium; NMA, normal mode analysis; NMDA receptor; NMDAR, N-methyl-D-aspartate receptor; Neuroprotection; OPLS, Optimized potential for liquid simulations; PBS, phosphate-buffered saline; PFA, paraformaldehyde; Polypharmacology; RMSD, root mean square deviation; SAR, structure-activity relationships; SD, standard deviation; SVM, support vector machine; Structure-based drug design; TBI, traumatic brain injury; TMD, transmembrane domain; Tacrine; h-NMDAR, human NMDAR; hAChE, human AChE; ppm, parts per million.

An novel high affinity multi-target directed ligands (MTDLs) against AChE and NMDAR, with reduced hepatotoxicity, performed in-silico structure-based modifications on tacrine, chem. synthesis of the derivatives and in-vitro validation of their activities. Nineteen such derivatives I [R = H, methylcarbamoyl, hydrazinecarbonyl, ethoxycarbonyl; R1 = 2-furanyl, 1-methylpyrazol-4-yl, 2-FC6H4, etc.] showed inhibition with IC50 values in the range of 18.53 ± 2.09 – 184.09 ± 19.23 nM against AChE and 0.27 ± 0.05 – 38.84 ± 9.64μM against NMDAR. Some of the selected compounds protected rat primary cortical neurons from glutamate induced excitotoxicity. Two of the tacrine derived MTDLs, I [R = H, R1 = 1-methylpyrazol-4-yl; R = H, R1 = 2-FC6H4] exhibited in-vivo efficacy in rats by protecting against behavioral impairment induced by administration of the excitotoxic agent, monosodium glutamate. Addnl., several of these synthesized compounds also exhibited promising inhibitory activitiy against butyrylcholinesterase. MTDL-201 I [R = H, R1 = 1-methylpyrazol-4-yl] was also devoid of hepatotoxicity in-vivo. Given the therapeutic potential of MTDLs in disease-modifying therapy, studies revealed several promising MTDLs among which I [R = H, R1 = 1-methylpyrazol-4-yl] appeared to be a potential candidate for immediate preclin. evaluations.

Computational and Structural Biotechnology Journal published new progress about Arylboronic acids Role: RCT (Reactant), RACT (Reactant or Reagent). 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Product Details of C7H6N2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Fereidoonnezhad, Masood published the artcileDesign, synthesis, molecular docking, biological evaluations and QSAR studies of novel dichloroacetate analogues as anticancer agent, COA of Formula: C7H6N2, the main research area is aryl dichloroacetamide preparation antitumor mol docking QSAR; dichloroacetate aryl preparation antitumor mol docking QSAR.

In this study, a series of novel N-aryl-2,2-dichloroacetamide ArNHC(O)CHCl2 (Ar = 9,10-dioxo-9,10-dihydroanthracen-1-yl (I), pyridin-2-yl, thiazol-2-yl, etc.) and aryl-2,2-dichloroacetate derivatives Ar1OC(O)CHCl2 (Ar1 = 2-hydroxyphenyl, 4-fluorophenyl, 3-methoxyphenyl, etc.) were designed and synthesized. Their cytotoxic activities against various human cancer cell lines including A549, HCA-7, MCF-7, MDA-MB-231, KB and SKOV3 were evaluated. These compounds showed satisfactory potencies with much higher anticancer activity than the parent compound DCA, against the studied cancer cell lines. Mol. docking studies were also done to find their binding site and types of their interactions with PDKs isoenzymes. Among the synthesized compounds, compound I can also induce A549 cells apoptosis. Therefore, compound I might have a potential value for further study in drug development. QSAR studies of this class of compounds were also explored using a collection of chemometrics methods.

Journal of Molecular Structure published new progress about Amides Role: PAC (Pharmacological Activity), PRP (Properties), SPN (Synthetic Preparation), THU (Therapeutic Use), BIOL (Biological Study), PREP (Preparation), USES (Uses) (dichloro, aryl). 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, COA of Formula: C7H6N2.

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

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

1885-29-6, name is 2-Aminobenzonitrile, belongs to nitriles-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. name: 2-Aminobenzonitrile

b) 2- {[(2,2-Dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)methyl]amino}benzonitrile To a solution of 2-aminobenzonitrile (3 g) in acetonitrile (30 ML) was added 5- (methoxymethylene) -2, 2-DIMETHYL-1, 3-dioxane-4,6-dione (4.73 g) in acetonitrile (10 mL). After 2 minutes of stirring, a fine suspension developed which was filtered to afford the titled product (4.3 g). H NMR (400 MHZ, D6-DMSO) 6 11.60 (1H, d), 8. 72 (1H, d), 7.93 (2H, t), 7.79 (1H, TD), 7.44 (1H, td), 1.70 (6H, s).

The synthetic route of 1885-29-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; WO2004/113303; (2004); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

1885-29-6, name is 2-Aminobenzonitrile, belongs to nitriles-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. name: 2-Aminobenzonitrile

b) 2- {[(2,2-Dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)methyl]amino}benzonitrile To a solution of 2-aminobenzonitrile (3 g) in acetonitrile (30 ML) was added 5- (methoxymethylene) -2, 2-DIMETHYL-1, 3-dioxane-4,6-dione (4.73 g) in acetonitrile (10 mL). After 2 minutes of stirring, a fine suspension developed which was filtered to afford the titled product (4.3 g). H NMR (400 MHZ, D6-DMSO) 6 11.60 (1H, d), 8. 72 (1H, d), 7.93 (2H, t), 7.79 (1H, TD), 7.44 (1H, td), 1.70 (6H, s).

The synthetic route of 1885-29-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; WO2004/113303; (2004); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 1885-29-6 as follows. Application In Synthesis of 2-Aminobenzonitrile

Bromine (3.52 g, 0.022 mol) was added dropwise to a magnetically stirred, cooled (ice-water bath) solution of 2-aminobenzonitrile 2 (1.18 g, 0.01 mol) in acetic acid (30 mL) at 15-20 C over 10 min. The reaction mixture was stirred at room temperature for 5 h, then added to ice-water (100 mL), and the white precipitate was collected by filtration. The precipitate was washed thoroughly with water, and dried on Na2SO4 at room temperature to afford a white solid mass 7 (98%), mp 155-156 C (Lit,26 156 C); Rf (30% EtAcO/hexane) 0.37. 1H NMR (300 MHz, CDCl3): delta 7.73 (d, 4J=2.3 Hz, 1 H), 7.48 (d, 4J=2.3 Hz, 1 H), 4.90 (br s, 2 H) ppm. 13C NMR (75 MHz, CDCl3): delta 146.4, 139.6, 133.8, 115.8, 109.9, 108.4, 98.1 ppm. All data were identical to that reported in the literature.26

According to the analysis of related databases, 1885-29-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ekiz, Makbule; Tutar, Ahmet; Oekten, Salih; Tetrahedron; vol. 72; 35; (2016); p. 5323 – 5330;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts