Category: 20028-53-9

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 2-Amino-5-chlorobenzaldehyde, is researched, Molecular C7H6ClNO, CAS is 20028-53-9, about Enantioselective Organocatalytic Intramolecular Aza-Diels-Alder Reaction.Quality Control of 2-Amino-5-chlorobenzaldehyde.

A highly efficient chiral phosphoric acid catalytic enantioselective intramol. Povarov reaction (aza-Diels-Alder reaction) was developed with (o-hydroxy)anilines as 2-azadiene precursors and (formylphenyl)(hydroxyphenyl)acrylates/(formylphenyl)(hydroxyphenyl)acrylamides. A wide variety of angularly fused azacycles tetrahydrochromeno[4,3-b]quinolin-6-ones I [R = H, Br; R1 = H, Me, Br, OMe; R2 = H, Cl, OMe; R3 = H, Me, NO2; R4 = H, Me; R5 = H, Me, Br, OMe; X = O] and tetrahydrodibenzo[1,6]naphthyridin-6-ones I [R = H, Cl; R1 = H; R5 = H, Cl, F; X = NH] were obtained in high to excellent yields with excellent diastereo- and enantioselectivity (d.r.>99:1 and up to e.r. 99:1). Furthermore, the catalyst loading could be lowered to 1 mol %, and the obtained azacycles could be used as key intermediates for further transformations to generate addnl. mol. diversity.

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Tetrahydrofuran – Wikipedia,
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Cabrera-Afonso, Maria Jesus; Cembellin, Sara; Halima-Salem, Adnane; Berton, Mateo; Marzo, Leyre; Miloudi, Abdellah; Maestro, M. Carmen; Aleman, Jose published an article about the compound: 2-Amino-5-chlorobenzaldehyde( cas:20028-53-9,SMILESS:NC1=CC=C(Cl)C=C1C=O ).HPLC of Formula: 20028-53-9. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:20028-53-9) through the article.

A sustainable synthesis of isothiazoles was developed using an α-amino-oxy acid auxiliary and applying photoredox catalysis. This simple strategy features mild conditions, broad scope and wide functional group tolerance represented a new environmentally friendly option to prepare these highly valuable heterocycles. Furthermore, the synthetic value of the method was highlighted by the preparation of a natural product derivative and the implementation of the reaction in a continuous flow setup.

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Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Quality Control of 2-Amino-5-chlorobenzaldehyde. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 2-Amino-5-chlorobenzaldehyde, is researched, Molecular C7H6ClNO, CAS is 20028-53-9, about Iodothiophenes and Related Compounds as Coupling Partners in Copper-Mediated N-Arylation of Anilines. Author is Bouarfa, Salima; Bentabed-Ababsa, Ghenia; Erb, William; Picot, Laurent; Thiery, Valerie; Roisnel, Thierry; Dorcet, Vincent; Mongin, Florence.

N-Arylation of various 2-acylated anilines 2-NH2-5-R-C6H3C(O)R1 (R = H, Cl; R1 = H, Me, Ph) with different electron-rich heteroaryl iodides R2I (R2 = thiophen-2-yl, 1-benzothiophen-3-yl, furan-2-yl, etc.) was achieved by using activated copper and potassium carbonate in di-Bu ether at reflux. The reactivity of the different heteroaryl iodides and anilines employed was discussed and rationalized on the basis of their electronic features. Subsequent cyclization by aromatic electrophilic substitution easily took place in the case of C2-free (benzo)thienyl I (X = O, S) or C3-free (benzo)furyl derivatives, II affording original tri- and tetracycles. The antiproliferative activity of most of them was evaluated in A2058 melanoma cells and revealed four chlorinated tetracycles as effective growth inhibitors.

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Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Application of 20028-53-9. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 2-Amino-5-chlorobenzaldehyde, is researched, Molecular C7H6ClNO, CAS is 20028-53-9, about A novel and efficient methodology for the construction of quinazolines based on supported copper oxide nanoparticles. Author is Zhang, Jintang; Yu, Chenmin; Wang, Sujing; Wan, Changfeng; Wang, Zhiyong.

A series of quinazolines were synthesized from 2-aminobenzophenones and benzylic amines in good to excellent yields by employing a new heterogeneous catalyst based on the copper oxide nanoparticles supported on kaolin.

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Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Liu, Changhui; Zhou, Li; Jiang, Dan; Gu, Yanlong published the article 《Multicomponent Reactions of Aldo-X Bifunctional Reagent α-Oxoketene Dithioacetals and Indoles or Amines: Divergent Synthesis of Dihydrocoumarins, Quinolines, Furans, and Pyrroles》. Keywords: dihydrocoumarin quinoline furan pyrrole preparation; indole oxoketene dithioacetal aldehyde multicomponent reaction.They researched the compound: 2-Amino-5-chlorobenzaldehyde( cas:20028-53-9 ).Application of 20028-53-9. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:20028-53-9) here.

Six multicomponent reactions were developed by using aldo-X reagents such as 2-hydroxybenzaldehyde, Et 2-oxoacetate, Me 2-(dimethoxymethyl)benzoate, etc. and α-oxoketene dithioacetals, e.g., I with indoles or amines as substrates, which can be used to prepare many heterocycles, such as dihydrocoumarins II (R1 = H, 6-Br; R2 = OMe, F, t-Bu, etc.; R3 = H, Et; R4 = Me, Ph; R5 = H, F, OMe), quinolines III (R6 = 6-Cl, 6,8-Br2; R7 = H, 4-OMe, 4-F; R8 = H, 4-F, 4-NO2, etc.), furans and pyrroles IV [R9 = H, 5-F; R10 = Ph, 4-fluorophenyl, 4-methoxyphenyl; X = O, N-Ph, N-4-fluorophenyl, N-(4-trifluoromethoxyphenyl)] in a straightforward way. A combination of two bifunctional aldo-X reagents and α-oxoketene dithioacetals was the key to make the discovery of these multicomponent reactions possible because these reagents have a min. of two reactive sites, which enable different substrates to be assembled together in various manners.

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Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 20028-53-9, is researched, SMILESS is NC1=CC=C(Cl)C=C1C=O, Molecular C7H6ClNOJournal, Article, Research Support, U.S. Gov’t, Non-P.H.S., Bioorganic & Medicinal Chemistry called Synthesis, biological evaluation and virtual screening of some acridone derivatives as potential anticancer agents, Author is Oyedele, Abiodun S.; Bogan, Deanna N.; Okoro, Cosmas O., the main research direction is acridone dihydro preparation antitumor activity topoisomerase inhibitor; 1,3-cyclohexanedione, 2-aminobenzaldehyde; Acridones; Amsacrine; Anticancer activity; Imidazoacridinone.Product Details of 20028-53-9.

Eleven novel acridone derivatives I (R1 = Ph, CF3; R2 = 7-Cl, 7-Br, 7-F, 5,7-Br2, 7-OMe, 5-OMe) were synthesized and evaluated for their anticancer activity against 60 human cancer cell lines. Five compounds I (R1 = Ph, R2 = 7-Cl, R2 = 7-Br, 7-MeO, 5,7-Br2; R1 = CF3, R2 = 7-OMe) displayed very good in vitro antiproliferative activities well over 95% of the panels. The most active compound is I (R1 = Ph; R2 = 3,5-Br2). In addition, this compound was the most effective in all 9 panels including prostate (0.075μm), leukemia (0.116μm), non-small cell lung cancer (0.164μm), colon cancer (0.193μm), CNS cancer (0.264μm), melanoma (0.317μm), renal cancer (0.403μm), ovarian cancer (0.410μm), and breast cancer (0.608μm). Virtual screening studies also revealed that nine of the eleven compounds I formed good binding interaction with the active site ATPase domain of human topoisomerase II α (PDB: 1zxm). Some of synthesized derivatives exhibited binding affinities that ranged in values from -8.5 to -7.9 kcal/mol, indicating that they could be catalytic inhibitors of the nuclear enzyme, topoisomerase.

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Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 2-Amino-5-chlorobenzaldehyde( cas:20028-53-9 ) is researched.Product Details of 20028-53-9.Rahman, A. Noman M. M.; Bishop, Roger; Craig, Donald C.; Scudder, Marcia L. published the article 《Inclusion properties of a chlorinated diquinoline host》 about this compound( cas:20028-53-9 ) in Journal of Supramolecular Chemistry. Keywords: inclusion chlorinated diquinoline host. Let’s learn more about this compound (cas:20028-53-9).

The new lattice inclusion host 6α,13α-dibromo-2,9-dichloro-5bα,6,12bα,13-tetrahydropentaleno[1,2-b:4,5-b’]diquinoline 8 was prepared, and found to include far fewer guests than its nonchlorinated analog 2. (8)2·(Et acetate) and (8)2·(benzene) form mol. pen and staircase inclusion compounds resp. Their x-ray structures are analyzed and compared in crystal engineering terms.

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Tetrahydrofuran – Wikipedia,
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COA of Formula: C7H6ClNO. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 2-Amino-5-chlorobenzaldehyde, is researched, Molecular C7H6ClNO, CAS is 20028-53-9, about Design, synthesis, and anticancer evaluation of novel quinoline derivatives of ursolic acid with hydrazide, oxadiazole, and thiadiazole moieties as potent MEK inhibitors. Author is Jin, Xiao-Yan; Chen, Hao; Li, Dong-Dong; Li, A-Liang; Wang, Wen-Yan; Gu, Wen.

In this article, a series of novel quinoline derivatives of ursolic acid (UA) bearing hydrazide, oxadiazole, or thiadiazole moieties were designed, synthesized, and screened for their in vitro antiproliferative activities against three cancer cell lines (MDA-MB-231, HeLa, and SMMC-7721). A number of compounds showed significant activity against at least one cell line. Among them, compound exhibited the most potent activity against three cancer cell lines with IC50 values of 0.12 ± 0.01, 0.08 ± 0.01, and 0.34 ± 0.03 μM, resp. In particular, compound could induce the apoptosis of HeLa cells, arrest cell cycle at the G0/G1 phase, elevate intracellular reactive oxygen species level, and decrease mitochondrial membrane potential. In addition, compound could significantly inhibit MEK1 kinase activity and impede Ras/Raf/MEK/ERK transduction pathway. Therefore, compound may be a potential anticancer agent and a promising lead worthy of further investigation.

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Horner, J. Kenneth; Henry, David W. published the article 《Analogs of 3-amino-7-chloro-1,2,4-benzotriazine 1-oxide as antimalarial agents》. Keywords: antimalarial benzotriazine analogs; benzotriazine analogs antimalarial.They researched the compound: 2-Amino-5-chlorobenzaldehyde( cas:20028-53-9 ).Reference of 2-Amino-5-chlorobenzaldehyde. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:20028-53-9) here.

A series of substituted 1,2,4-benzotriazines, quinazolines, quinoxalines, quinolines, and other related heterocycles were prepared for evaluation as antimalarial agents. Substituent patterns were chosen to provide maximum steric resemblance to 3-amino-7-chloro-1,2,4-benzotriazine 1-oxide (I), a known antimalarial. Slight favorable effects against exptl. Plasmodium berghei infections in mice were noted, but significant activity was not encountered. When assayed in vitro, five of the compounds were inhibitory to a series of eight other microorganisms.

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Tetrahydrofuran – Wikipedia,
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The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 2-Amino-5-chlorobenzaldehyde( cas:20028-53-9 ) is researched.Product Details of 20028-53-9.Yamazaki, Shoko; Takebayashi, Masachika; Miyazaki, Kazuya published the article 《Zn(OTf)2-Catalyzed Reactions of Ethenetricarboxylates with 2-Aminobenzaldehydes Leading to Tetrahydroquinoline Derivatives》 about this compound( cas:20028-53-9 ) in Journal of Organic Chemistry. Keywords: stereoselective preparation hydroxytetrahydroquinoline; quinoline hydroxytetrahydro stereoselective preparation; bridged tetrahydroquinoline preparation; cyclization ethenetricarboxylate aminobenzaldehyde zinc triflate catalyst. Let’s learn more about this compound (cas:20028-53-9).

Quinolines are an important class of compounds, and the development of new efficient synthetic strategies for the construction of quinolines is of considerable interest. Zinc triflate catalyzed cyclization of ethenetricarboxylate derivatives with 2-aminobenzaldehydes has been examined The reaction of ethenetricarboxylate with 2-aminobenzaldehydes in the presence of zinc triflate (0.2 equiv) at 80 °C in ClCH2CH2Cl gave bridged tetrahydroquinoline derivatives in 15-95% yield. On the other hand, the reaction at room temperature in CH2Cl2 gave hydroxy tetrahydroquinoline derivatives in 38-90% yield. Heating the hydroxy tetrahydroquinolines with zinc triflate (0.2 equiv) at 80 °C in ClCH2CH2Cl led to the bridged tetrahydroquinoline derivatives in 75-96% yield. Thermal reaction of the bridged tetrahydroquinolines (180 °C) gave indole derivatives regioselectively.

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Tetrahydrofuran – Wikipedia,
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