Tag: M.W=150-200

Zhou, Hai-Shan; Hu, Lv-Bin; Zhang, Han; Shan, Wen-Xin; Wang, Yan; Li, Xue; Liu, Tian; Zhao, Jing; You, Qi-Dong; Jiang, Zheng-Yu published the artcile< Design, Synthesis, and Structure-Activity Relationships of Indoline-Based Kelch-like ECH-Associated Protein 1-Nuclear Factor (Erythroid-Derived 2)-Like 2 (Keap1-Nrf2) Protein-Protein Interaction Inhibitors>, Quality Control of 6961-82-6, the main research area is indoline design synthesis cardioprotective Keap1 Nrf2 protein interaction inhibition.

The Keap1 (Kelch-like ECH-associated protein 1)-Nrf2 (nuclear factor erythroid 2-related factor 2)-ARE (antioxidant response element) pathway is the major defending mechanism against oxidative stresses, and directly disrupting the Keap1-Nrf2 protein-protein interaction (PPI) has been an attractive strategy to target oxidative stress-related diseases, including cardiovascular diseases. Here, we describe the design, synthesis, and structure-activity relationships (SARs) of indoline-based compounds as potent Keap1-Nrf2 PPI inhibitors. Comprehensive SAR anal. and thermodn.-guided optimization identified I as the most potent inhibitor in this series, with an IC50 of 22 nM in a competitive fluorescence polarization assay. Further evaluation indicated the proper drug-like properties of I. I dose-dependently upregulated genes and protein level of Nrf2 as well as its downstream markers and showed protective effects against lipopolysaccharide-induced injury in both H9c2 cardiac cells and mouse models. Collectively, we reported here a novel indoline-based Keap1-Nrf2 PPI inhibitor as a potential cardioprotective agent.

Journal of Medicinal Chemistry published new progress about Cardioprotective agents. 6961-82-6 belongs to class amides-buliding-blocks, and the molecular formula is C6H6ClNO2S, Quality Control of 6961-82-6.

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

Asano, Toru; Yoshikawa, Tomohiro; Usui, Taikou; Yamamoto, Hiroshi; Yamamoto, Yoshinori; Uehara, Yoshimasa; Nakamura, Hiroyuki published the artcile< Benzamides and benzamidines as specific inhibitors of epidermal growth factor receptor and v-Src protein tyrosine kinases>, Product Details of C9H12N2O3, the main research area is EGF receptor tyrosine kinase inhibitor design cytotoxic.

The benzamides 1 and the benzamidines 2 as well as the cyclic benzamidines 3 were designed and synthesized as the mimics of 4-anilinoquinazolines for an inhibitor of EGFR tyrosine kinase. The specific inhibitions of EGFR tyrosine kinase were observed in the benzamides 1c and 1d, and the benzamidine 2a, whereas the specific inhibitions of v-Src kinase were observed in the benzamide 1j and the benzamidine 2d at a 10 μg/mL concentration of compounds The cyclic benzamidines 3a and 3b showed potent kinase inhibition of EGFR at a 1.0 μg/mL concentration According to the docking simulation using the x-ray structure of EGFR kinase domain in complex with erlotinib, the LigScore2 scoring function value of erlotinib was calculated as 5.61, whereas that of the benzamide 1c was 5.05. In a similar manner, the LigScore2 value of the cyclic benzamidine 3a was calculated as 5.10.

Bioorganic & Medicinal Chemistry published new progress about Cytotoxic agents. 5004-88-6 belongs to class amides-buliding-blocks, and the molecular formula is C9H12N2O3, Product Details of C9H12N2O3.

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

Chen, Ming; Yang, Chao; Wang, Yanpei; Li, Dazhi; Xia, Wujiong published the artcile< UV Light Induced Direct Synthesis of Phenanthrene Derivatives from a Linear 3-Aryl-N-(arylsulfonyl) Propiolamides>, Formula: C6H6FNO2S, the main research area is phenanthrene preparation UV light induced tandem reaction arylarylsulfonyl propiolamide; photochem radical Smiles rearrangement carbon sulfur bonding Mallory reaction; gram scale reaction flow reactor phenanthrene preparation.

A novel photochem. approach for the synthesis of phenanthrene derivatives from linear 3-aryl-N-(arylsulfonyl) propiolamides via a tandem radical Smiles rearrangement/C-S bonding/Mallory reaction is disclosed. The control experiment results and isolation of the key intermediates give further insight into the reaction mechanism. Gram scale reaction using a flow reactor demonstrated the synthetic potential applications of our protocol.

Organic Letters published new progress about Alkynes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 1524-40-9 belongs to class amides-buliding-blocks, and the molecular formula is C6H6FNO2S, Formula: C6H6FNO2S.

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

Song, Kwang-Seop; Kim, Min Ju; Seo, Hee Jeong; Lee, Sung-Han; Jung, Myung Eun; Kim, Soo-Un; Kim, Jeongmin; Lee, Jinhwa published the artcile< Synthesis and structure-activity relationship of novel diarylpyrazole imide analogues as CB1 cannabinoid receptor ligands>, Category: amides-buliding-blocks, the main research area is diarylpyrazole imide derivative preparation CB1 cannabinoid receptor antagonist.

A myriad of research groups have been engaged in searching for novel CB1 receptor antagonists, since SR141716A (rimonabant, I), a CB1 receptor antagonist, was discovered for an obesity treatment. In this research, extended series, based on the 1,5-diarylpyrazole template of rimonabant, was synthesized and tested for CB1 receptor binding affinity. In the present study, N-piperidinylcarboxamide group of rimonabant was replaced with the corresponding sulfonamide, imide, N-Me imide and methylenediamide, resp. The SAR studies to optimize the CB1 binding affinity led to the potent imide derivatives The in vivo efficacy test of a derivative II gave a promising result for this novel scaffold. In order to explore physicochem. properties (hydrophobic, steric and electronic) of the representative imide derivatives responsible for their CB1 receptor binding affinity, quant. structure activity relationship (QSAR) studies were performed. Hansch QSAR models, which were moderate in the explanation for SAR, were generated with hydrophobic, steric and electronic properties of substituents. Especially, the Taft Es-based parabolic model was obtained with the best correlation result (r 2 = 0.846).

Bioorganic & Medicinal Chemistry published new progress about Acid chlorides Role: RCT (Reactant), RACT (Reactant or Reagent). 1524-40-9 belongs to class amides-buliding-blocks, and the molecular formula is C6H6FNO2S, Category: amides-buliding-blocks.

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

Appel, Rolf; Montenarh, Mathias published the artcile< Preparation of silylated amidosulfuric acid derivatives and their reaction with sulfur(IV) halides>, Synthetic Route of 25999-04-6, the main research area is aminosulfamide silylation; sulfamide silylation; sulfur halide sulfamide; diimide sulfur disulfamoyl; sulfinylamine thiobis.

The silylation of aminosulfamides, R2NSO2NH2 with HN(SiMe3)2 gave R2NSO2NHSiMe3 (R = Me, Et; R2N = piperidino, morpholino). Me2NSO2NHSiMe3 was lithiated and silylated with Me3SiCl to give Me3NSO2N(SiMe3)2 (I), also prepared from Me2NSO2NH2 and Me3SiCl. ROSO2NH2 [R = H (II), Me) was silylated with Me3SiCl to give ROSO2NR1SiMe3 (R = Me3Si, R1 = H; R = Me, R1 = Me3Si). II and Me3SiCl also gave Me3SiOSO2N(SiMe3)2 (III), also prepared from (Me3Si)3N and SO3. I and II with SOCl2 gave RSO2NSO [R = Me2N (IV), Me3SiO]. S(NSO)2 was prepared from [(Me3Si)2N]2SO2 and SOCl2, from Me3SiNSO and SO2Cl2, and from Me3SiN:S:NSiMe3 and SOCl2. IV was heated to give Me2NSO2N:S:NSO2NMe2, also prepared from I and SF4. I and SF4 also gave Me2NSO2N:SF2 (V), also prepared from IV and SF4. V and N(SiMe3)3 gave Me2NSO2N:S:NSiMe3.

Chemische Berichte published new progress about 25999-04-6. 25999-04-6 belongs to class amides-buliding-blocks, and the molecular formula is C4H10N2O3S, Synthetic Route of 25999-04-6.

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

Stanetty, Peter; Krumpak, Barbara; Emerschitz, Thomas; Mereiter, Kurt published the artcile< Synthesis of benzo[d]-1,2-thiazole-1,1-dioxide derivatives via directed lithiation of 2,2-dimethyl-N-(phenylsulfonyl)-propanamides>, COA of Formula: C6H6FNO2S, the main research area is benzothiazole dioxide preparation; dimethylphenylsulfonylpropanamide lithiation cyclization electrophilic addition.

A novel synthesis of 7-substituted benz[d]-1,2-thiazole-1,1-dioxides I (R = H, CHO, CONHCMe3, CO2H, Me, OH, X = H, F, Cl) is presented including directed lithiation of 2,2-dimethyl-N-(phenylsulfonyl)-propanamides 3-XC6H4SO2NHCOCMe3, aryne-mediated cyclization and subsequent quenching of aryllithium intermediates with various electrophiles. A proposed mechanism is rationalized by some control experiments

Tetrahedron published new progress about 1524-40-9. 1524-40-9 belongs to class amides-buliding-blocks, and the molecular formula is C6H6FNO2S, COA of Formula: C6H6FNO2S.

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

Roberts, Bryan; Liptrot, David; Alcaraz, Lilian published the artcile< Novel Aryl and Heteroaryl Acyl Sulfamide Synthesis via Microwave-Assisted Palladium-Catalyzed Carbonylation>, Recommanded Product: Morpholine-4-sulfonamide, the main research area is aryl heteroaryl halide sulfamide nucleophile palladium carbonylation microwave irradiation; heteroaryl aryl acyl sulfamide preparation; carbonylation catalyst palladium.

A novel, simple synthesis of aryl and heteroaryl acyl sulfamides has been developed via palladium-catalyzed carbonylation of aryl or heteroaryl halides in the presence of sulfamide nucleophiles. A range of reactions illustrating the wide scope of this reaction was carried out under microwave irradiation in a vessel equipped with a gas inlet adapter and proceeded in good to excellent yields.

Organic Letters published new progress about Aryl halides Role: RCT (Reactant), RACT (Reactant or Reagent). 25999-04-6 belongs to class amides-buliding-blocks, and the molecular formula is C4H10N2O3S, Recommanded Product: Morpholine-4-sulfonamide.

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

Guimaraes, Cristiano R. W. published the artcile< A Direct Comparison of the MM-GB/SA Scoring Procedure and Free-Energy Perturbation Calculations Using Carbonic Anhydrase as a Test Case: Strengths and Pitfalls of Each Approach>, Application of C6H6FNO2S, the main research area is MM GB SA scoring free energy perturbation carbonic anhydrase.

MM-GB/SA scoring and free energy perturbation (FEP) calculations have emerged as reliable methodologies to understand structural and energetic relationships to binding. In spite of successful applications to elucidate the structure-activity relationships for few pairs of ligands, the reality is that the performance of FEP calculations has rarely been tested for more than a handful of compounds In this work, a series of 13 benzene sulfonamide inhibitors of carbonic anhydrase with binding free energies determined by isothermal titration calorimetry was selected as a test case. R2 values of 0.70, 0.71, and 0.49 with the experiment were obtained with MM-GB/SA and FEP simulations run with MCPRO+ and Desmond, resp. All methods work well, but the results obtained with Desmond are inferior to MM-GB/SA and MCPRO+. The main contrast between the methods is the level of sampling, ranging from full to restricted flexibility to single conformation for the complexes in Desmond, MCPRO+, and MM-GB/SA, resp. The current and historical results obtained with MM-GB/SA qualify this approach as a more attractive alternative for rank-ordering; it can achieve equivalent or superior predictive accuracy and handle more structurally dissimilar ligands at a fraction of the computational cost of the rigorous free-energy methods. As for the large theor. dynamic range for the binding energies, that seems to be a direct result of the degree of sampling in the simulations since MCPRO+ as well as MM-GB/SA are plagued by this. Van’t Hoff anal. for selected pairs of ligands suggests that the wider scoring spread is not only affected by missing entropic contributions due to restricted sampling but also exaggerated enthalpic separation between the weak and potent compounds caused by diminished shielding of electrostatic interactions, thermal effects, and protein relaxation/strain.

Journal of Chemical Theory and Computation published new progress about Affinity. 1524-40-9 belongs to class amides-buliding-blocks, and the molecular formula is C6H6FNO2S, Application of C6H6FNO2S.

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

Kaniskan, Nevin; Kokten, Sule; Celik, Ilhami published the artcile< A new protocol for the synthesis of primary, secondary and tertiary anthranilamides utilizing N-(2-aminoarylacyl)benzotriazoles>, Application In Synthesis of 5004-88-6, the main research area is anthranilamide production benzotriazole intermediate.

A convenient route for efficient conversion of unprotected anthranilic acids into the corresponding N-(2-aminoarylacyl)benzotriazoles is described. N-(2-Aminoarylacyl)benzotriazoles have been successfully used to synthesize primary, secondary, and tertiary anthranilamides in high yields (71-96%).

ARKIVOC (Gainesville, FL, United States) published new progress about Aromatic amides Role: SPN (Synthetic Preparation), PREP (Preparation). 5004-88-6 belongs to class amides-buliding-blocks, and the molecular formula is C9H12N2O3, Application In Synthesis of 5004-88-6.

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

Zhang, Yan; Zhou, Zhenghong; Li, Zhibin; Hu, Kangfei; Zha, Zhenggen; Wang, Zhiyong published the artcile< Iodine-mediated electrochemical C(sp3)-H cyclization: the synthesis of quinazolinone-fused N-heterocycles>, Related Products of 5004-88-6, the main research area is quinazolinone fused heterocycle preparation; methyl heteroaromatic aminobenzamide electrochem cyclization iodine.

An efficient iodine-mediated electrochem. C(sp3)-H cyclization was developed under mild conditions. A variety of functionalized quinazolinone-fused N-heterocycles can be obtained with good to excellent yields by virtue of this method. The reaction features a broad substrate scope and scalability, and is metal-free and chem. oxidant-free.

Chemical Communications (Cambridge, United Kingdom) published new progress about Benzamides Role: RCT (Reactant), RACT (Reactant or Reagent) (amino). 5004-88-6 belongs to class amides-buliding-blocks, and the molecular formula is C9H12N2O3, Related Products of 5004-88-6.

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