Tag: M.W=150-200

McAtee, Rory C.; Noten, Efrey A.; Stephenson, Corey R. J. published the artcile< Arene dearomatization through a catalytic N-centered radical cascade reaction>, Name: 3-Fluorobenzenesulfonamide, the main research area is cyclohexadiene fused sultam diastereoselective preparation; arylsulfonamide arene dearomatization iridium catalyzed centered radical cascade.

Herein, a catalytic protocol was reported to initiate a carboamination/dearomatization cascade that proceeded through transient sulfonamidyl radical intermediates formed from native sulfonamide N-H bonds leading to 1,4-cyclohexadiene-fused sultams such as I [R1 = F, CN, CF3, etc.; R2 = H, F; R3 = R4 = Me; R3R4 = (CH2)3; R5 = H, Me; X = CH2, O]. Importantly, this work demonstrated a facile approach to employ two-dimensional aromatic compounds as modular building blocks to generate richly substituted, three-dimensional compounds These reactions occurred at room temperature under visible light irradiation and were catalyzed by the combination of an iridium(III) photocatalyst and a dialkyl phosphate base. Reaction optimization, substrate scope, mechanistic features and synthetic applications of this transformation were presented.

Nature Communications published new progress about Amination catalysts. 1524-40-9 belongs to class amides-buliding-blocks, and the molecular formula is C6H6FNO2S, Name: 3-Fluorobenzenesulfonamide.

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

Wang, Chao-Jie; Guo, Xinxin; Zhai, Rui-Qin; Sun, Changning; Xiao, Guokai; Chen, Jin; Wei, Mei-Yan; Shao, Chang-Lun; Gu, Yuchao published the artcile< Discovery of penipanoid C-inspired 2-(3,4,5-trimethoxybenzoyl)quinazolin-4(3H)-one derivatives as potential anticancer agents by inhibiting cell proliferation and inducing apoptosis in hepatocellular carcinoma cells>, Recommanded Product: 2-Amino-4,5-dimethoxybenzamide, the main research area is trimethoxybenzoyl quinazolinone anticancer discovery preparation human apoptosis; Apoptosis; Cell cycle; Hepatocellular carcinoma; Penipanoid C; Quinazoline.

Hepatocellular carcinoma (HCC) is the most common form of liver cancer and the fourth leading cause of cancer-related death worldwide. First-line drugs such as sorafenib provide only a modest benefit to HCC patients. In this study, the gram-scale synthesis of 2-benzoylquinazolin-4(3H)-one skeleton was achieved successfully via the I2/DMSO catalytic system. A series of penipanoid C-inspired 2-(3,4,5-trimethoxybenzoyl)quinazolin-4(3H)-one derivatives was synthesized and evaluated for their cytotoxic activities against four cancer cell lines, HepG2, Bel-7402, A549, and U251. Among these compounds, I was the most effective one with IC50 values of 1.22μM and 1.71μM against HepG2 and Bel-7402 cells, resp. Mechanistic studies showed that I inhibited hepatocellular carcinoma cell proliferation via arresting cell cycle. Addnl., I induced HepG2 cells apoptosis by inducing reactive oxygen species production and elevating the expression of apoptosis-related proteins. More importantly, I displayed significant in vivo anticancer effects in the HepG2 xenograft models. This suggests that I is a promising lead compound with the potential to be developed as a chemotherapy agent for hepatocellular carcinoma.

European Journal of Medicinal Chemistry published new progress about Acetophenones Role: RCT (Reactant), RACT (Reactant or Reagent). 5004-88-6 belongs to class amides-buliding-blocks, and the molecular formula is C9H12N2O3, Recommanded Product: 2-Amino-4,5-dimethoxybenzamide.

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

Asano, Toru; Yoshikawa, Tomohiro; Nakamura, Hiroyuki; Uehara, Yoshimasa; Yamamoto, Yoshinori published the artcile< Synthesis and biological evaluation of benzamides and benzamidines: structural requirement of a pyrimidine ring for inhibition of EGFR tyrosine kinase>, HPLC of Formula: 5004-88-6, the main research area is benzamide benzamidine preparation epidermal growth factor receptor tyrosine kinase.

The benzamides I (R = cyclohexyl, 3-BrC6H4, 2-pyridyl, etc.) benzamidines II (R1 = 3-BrC6H4, 3-ClC6H4, 3-MeOC6H4, 3-chloro-4-fluorophenyl), and protected benzamidines (III, same R1) were synthesized as the mimics of 4-anilinoquinazolines, which possess inhibition of epidermal growth factor receptor (EGFR) tyrosine kinase, and were tested for cytotoxicity toward A431 and inhibitory activity toward autophosphorylation by the enzyme assay. High cell growth inhibition was observed in a series of the cyclic benzamides III: the IC50 values are 0.09-0.32 mM. The benzamidines III (R1 = 3-BrC6H4, 3-ClC6H4) exhibited high inhibition of EGFR tyrosine kinase at a 1.0 μM concentration, although the benzamides I and the benzamidines II did not show significant kinase inhibition at a 10 μM concentration

Bioorganic & Medicinal Chemistry Letters published new progress about Antitumor agents. 5004-88-6 belongs to class amides-buliding-blocks, and the molecular formula is C9H12N2O3, HPLC of Formula: 5004-88-6.

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

Zhang, Youcan; Yin, Zhiping; Wu, Xiao-Feng published the artcile< Copper-catalyzed carbonylative synthesis of β-homoprolines from N-fluoro-sulfonamides>, Application In Synthesis of 6961-82-6, the main research area is amino acid homoproline synthesis solvent effect; fluoro sulfonamide carbonylation copper catalyst; carbonylation mechanism intramol cyclization free carbon radical.

A new methodol. for the carbonylative transformation of N-fluoro-sulfonamides into N-sulfonyl-β-homoproline esters has been described. In the presence of a catalytic amount of Cu(OTf)2, a range of β-homoproline derivatives were prepared in moderate to good yield. The reaction proceeds via the intramol. cyclization and intermol. carbonylation of a free carbon radical. Notably, this procedure offers the possibility to build potential functionalized bioactive mols.

Organic Letters published new progress about Amino acids Role: SPN (Synthetic Preparation), PREP (Preparation). 6961-82-6 belongs to class amides-buliding-blocks, and the molecular formula is C6H6ClNO2S, Application In Synthesis of 6961-82-6.

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

Laha, Joydev K.; Jethava, Krupal P.; Tummalapalli, K. S. Satyanarayana; Sharma, Sheetal published the artcile< Synthesis of mono-N-sulfonylimidazolidines by a 1,3-dipolar cycloaddition strategy, as an alternative to selective N-sulfonylation and their ring cleavage to afford 1,2-diamines>, Synthetic Route of 1524-40-9, the main research area is sulfonyl diamine preparation; monosulfonylimidazolidine preparation ring cleavage; azomethine ylide sulfonylimine dipolar cycloaddition; sulfamidate fused imidazolidine preparation; sulfonylketimine azomethine ylide dipolar cycloaddition.

Mono-N-sulfonylimidazolidines I [R1 = H, 4-Me, 4-MeO, 2-OEt, 2,4,6-Me3; R2 = Ts, SO2CH2Ph, 3-FC6H4SO2; R3 = H, 3-MeO, R4 = H, Me; X = bond, CHR4] were synthesized via 1,3-dipolar cycloaddition between nonstabilized azomethine ylides and N-sulfonylimines. The enhanced reactivity of N-sulfonylimines as dipolarophiles toward azomethine ylides largely eliminated possible Michael addition and favored 1,3-dipolar cycloaddition Sulfamidate fused imidazolidines II [R5 = H, Cl; Y = CH2, CH2CH2] were obtained via 1,3-dipolar cycloaddition between azomethine ylides and N-sulfonylketimine. Nucleophile-dependent ring cleavage of N-sulfonylimidazolidines I produced synthetically useful mono-N-sulfonyl-1,2-diamines III [R6 = H, Me, MeO; R7 = H, Me; R8 = Bn, 3-MeOC6H4CH2]. Ring cleavage accompanied by CH2 extrusion, yielded N-[2-(Benzylamino)-1-(p-tolyl)ethyl]-4-methylbenzenesulfonamide III [R6 = Me; R7 = H; R8 = Bn], occurred on treatment with TBAF, whereas N-{2-[Benzyl(methyl)amino]-1-(4-methoxyphenyl)ethyl}-4-methylbenzenesulfonamide III [R6 = MeO; R7 = Me; R8 = Bn] and N-{2-[(3-Methoxybenzyl)(methyl)amino]-1-phenylethyl}-4-methylbenzenesulfonamide III [R6 = H; R7 = Me; R8 = 3-MeOC6H4CH2] were produced on treatment with LAH.

European Journal of Organic Chemistry published new progress about 1,3-Dipolar cycloaddition reaction. 1524-40-9 belongs to class amides-buliding-blocks, and the molecular formula is C6H6FNO2S, Synthetic Route of 1524-40-9.

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

Alhamd, Mehdi; Tabatabaie, Tayebeh; Parseh, Iman; Amiri, Fazel; Mengelizadeh, Nezamaddin published the artcile< Magnetic CuNiFe2O4 nanoparticles loaded on multi-walled carbon nanotubes as a novel catalyst for peroxymonosulfate activation and degradation of reactive black 5>, COA of Formula: C6H6ClNO2S, the main research area is copper nickel ferrite carbon nanotube reactive black catalytic degradation; By-products; Degradation pathways; MWCNTs-CuNiFe2O4; Peroxymonosulfate; Real wastewater.

Novel copper-nickel ferrite nanocatalyst loaded on multi-walled carbon nanotube (MWCNTs-CuNiFe2O4) was synthesized and applied to activate peroxymonosulfate (PMS) in the degradation of the reactive black 5 (RB5). The structure of the catalyst was well characterized by scanning electron microscope (SEM), Fourier-transform IR spectroscopy (FTIR), and X-ray powder diffraction (XRD). The MWCNTs-CuNiFe2O4/PMS system showed a high performance in the degradation of RB5 with a kinetic rate of 1.5-2.5 times higher than homogeneous and heterogeneous systems. Maximum degradation efficiency (99.60%) was obtained at an initial pH of 7, catalyst dosage of 250 mg/L, PMS dosage of 4 mM, the temperature of 25°C, and reaction time of 15 min. Anion experiments emphasized that the presence of nitrate, carbonate, and phosphate in the solution reduced the degradation efficiency by producing reactive species with low oxidation potential. The RB5 degradation rate evolved with temperature, and the activation energy was obtained to be 44.48 kJ/mol. The mechanism of PMS activation and production of free radicals was proposed based on tert-Bu alc. (TBA), ethanol (EtOH), and potassium iodide (KI) scavengers. Trapping experiments showed that both sulfate (SO4·-) and hydroxyl (·OH) radicals are involved in the catalytic degradation of RB5. The effective treatment of real wastewater and tap water by the MWCNTs-CuNiFe2O4/PMS system requires a long reaction time. Gas chromatog.-mass spectrometry (GC-MS) anal. indicated that RB5 can be degraded via methylation, decarboxylation, hydroxylation, and ring/chain cleavage pathways. The stable catalytic activity after three consecutive cycles suggested that MWCNTs-CuFe2O4 is a novel reusability catalyst in PMS activation. Graphical abstract: [graphic not available: see fulltext].

Environmental Science and Pollution Research published new progress about Activation energy. 6961-82-6 belongs to class amides-buliding-blocks, and the molecular formula is C6H6ClNO2S, COA of Formula: C6H6ClNO2S.

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

Yadav, Mange R.; Grande, Fedora; Chouhan, Bishram S.; Naik, Prashant P.; Giridhar, Rajani; Garofalo, Antonio; Neamati, Nouri published the artcile< Cytotoxic potential of novel 6,7-dimethoxyquinazolines>, Related Products of 5004-88-6, the main research area is dimethoxyquinazoline preparation; cancer anticancer cytotoxicity human structure activity.

The synthesis and cytotoxicity of a series of substituted 6,7-dimethoxyquinazoline derivatives, e.g., I, is reported. The cytotoxic activity of all synthesized compounds has been evaluated against HCT116p53+/+ and HCT116p53-/- colon cancer cells and a HEY ovarian cancer cell line naturally resistant to cisplatin. Nine of the tested compounds showed significant cytotoxicity in all cell lines at 10 μM. The most promising derivative I showed IC50values of 0.7 and 1.7 μM in the two colon cancer cell lines.

European Journal of Medicinal Chemistry published new progress about Antitumor agents. 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

Shcherbakova, I. published the artcile< Product subclass 2: arenesulfonic acid derivatives>, HPLC of Formula: 1524-40-9, the main research area is review arenesulfonic acid derivative preparation organic synthesis.

A review of methods to prepare arenesulfonic acid derivatives

Science of Synthesis published new progress about Arenesulfonic acids Role: SPN (Synthetic Preparation), PREP (Preparation). 1524-40-9 belongs to class amides-buliding-blocks, and the molecular formula is C6H6FNO2S, HPLC of Formula: 1524-40-9.

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

Venkateswarlu, Somepalli; Satyanarayana, Meka; Murthy, Gandrothu Narasimha; Siddaiah, Vidavalur published the artcile< Cyclisation of 2-(2-aminophenyl)quinazolin-4(3H)-one reexamined: formation of isomeric angular fused quinazolinoquinazolinones and their spectroscopic identification>, Reference of 5004-88-6, the main research area is aminophenylquinazolinone acetic anhydride cyclization; isomeric angular fused quinazolinoquinazolinone preparation IR NMR.

Cyclization of 2-(2-aminophenyl)quinazolin-4(3H)-ones on N3 and on N1 leading to 6-alkyl-(8H)-quinazolino[4,3-b]quinazolin-8-ones and 6-alkyl-(13H)-quinazolino[3,4-a]quinazolin-13-ones, resp. was described for the first time. The differences in the IR and carbon NMR data of these isomeric fused quinazolinoquinazolinones afford a useful method for distinguishing between the two series.

Tetrahedron Letters published new progress about Anhydrides Role: RCT (Reactant), RACT (Reactant or Reagent). 5004-88-6 belongs to class amides-buliding-blocks, and the molecular formula is C9H12N2O3, Reference of 5004-88-6.

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

Hou, Hongcen; Zhao, Yongli; Sheng, Shouri; Chen, Junmin published the artcile< Iridium-Catalyzed ortho-C-H Amidation of Benzenesulfonamides with Sulfonyl Azides>, Safety of o-Chlorobenzenesulfonamide, the main research area is aminobenzesulfonamide preparation regioselective; benzenesulfonamide sulfonyl azide amidation iridium catalyst.

An iridium-catalyzed direct C-H activation/C-N bond formation reaction of benzenesulfonamides RS(O)2NHR1 (R = Ph, 2-methyl-4-fluorophenyl, 3-chlorophenyl, etc.) with sulfonyl azides R2C6H4S(O)2N3 (R2 = H, 4-Me, 2-Me, 4-OMe) was developed. The amidation reaction provides a protocol for the synthesis of 2-aminobenzenesulfonamides I (R3 = H, 2-Me-4-F, 3-Cl, 4-Ph, etc.) in good to excellent yields. This strategy features a wide substrate scope, tolerates a broad range of functional groups under external oxidant-free conditions and only releases mol. nitrogen as the sole byproduct. Moreover, the preliminary mechanism was investigated and the proposed reaction pathway was provided.

Advanced Synthesis & Catalysis published new progress about Amidation (C-H, regioselective). 6961-82-6 belongs to class amides-buliding-blocks, and the molecular formula is C6H6ClNO2S, Safety of o-Chlorobenzenesulfonamide.

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