Tag: 179.1727

Synthesis and cardiotonic activity of a series of substituted 4-alkyl-2(1H)-quinazolinones was written by Bandurco, Victor T.;Schwender, Charles F.;Bell, Stanley C.;Combs, Donald W.;Kanojia, Ramesh M.;Levine, Seymour D.;Mulvey, Dennis M.;Appollina, Mary A.;Reed, Marianne S.. And the article was included in Journal of Medicinal Chemistry in 1987.Reference of 28657-75-2 This article mentions the following:

The synthesis, cardiac fraction III cyclic nucleotide phosphodiesterase (PDE-III) inhibition, and pos. inotropic activity of a series of 2(1H)-quinazolinones are reported. A general synthesis of the series involves the cyclization of 2-aminoacetophenones with KOCN in AcOH. Modifications at the 4-position of the quinazoline nucleus are best achieved by forming the intermediate N₁-acyl-N₃-phenylurea from the appropriate substituted PhNCO and amide. Polyphosphoric acid effects cyclizaiton to the quinazoline product. Generally the structure-activity relationships for the series parallel the 5-point model previously published for PDE-III inhibition. The most active analog of the series is 5,6-dimethoxy-4-methyl-2(1H)-quinazolinone (I) (ORF 16,600), which has ca. twice the i.v. potency of amrinone and is being developed as an oral cardiotonic. In the experiment, the researchers used many compounds, for example, 1-(6-Aminobenzo[d][1,3]dioxol-5-yl)ethanone (cas: 28657-75-2Reference of 28657-75-2).

1-(6-Aminobenzo[d][1,3]dioxol-5-yl)ethanone (cas: 28657-75-2) belongs to dioxole derivatives. Dioxoles, particularly fluorinated dioxoles, are used as co-monomers to make polymers that find use in forming protective coatings for chemical resistance. Dioxole functionalized metal-organic frameworks have also been recently reported.Reference of 28657-75-2

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Palladium Nanoparticles-Catalyzed Synthesis of Indanone Derivatives via Intramolecular Reductive Heck Reaction was written by Parveen, Naziya;Sekar, Govindasamy. And the article was included in Advanced Synthesis & Catalysis in 2019.Product Details of 28657-75-2 This article mentions the following:

An efficient protocol for the straightforward, single-step synthesis of 3-aryl-1-indanones I (R¹ = H, 6-Br, 6-Ph, 6-PhCC, 5,6-OCH₂O; R² = Ph, 4-MeOC₆H₄, 3-furyl, 2-indolyl, etc.) from 2′-iodochalcones II via reductive Heck reaction using phosphine free, stable and reusable binaphthyl stabilized palladium nanoparticle (Pd-BNP) as a catalyst is described. An immense array of indanones I using both electron-rich and electron-deficient 2′-iodochalcones was synthesized. Further derivatization of the indanone I (R¹ = H; R² = Ph) was achieved successfully. The heterogeneous nature of the Pd-BNP was validated by centrifugation test and mercury poisoning experiment Pd-BNP was successfully recycled up to 5 cycles without any significant loss in reaction yield and particle size of nanoparticles was confirmed by TEM anal. In the experiment, the researchers used many compounds, for example, 1-(6-Aminobenzo[d][1,3]dioxol-5-yl)ethanone (cas: 28657-75-2Product Details of 28657-75-2).

1-(6-Aminobenzo[d][1,3]dioxol-5-yl)ethanone (cas: 28657-75-2) belongs to dioxole derivatives. Dioxoles, particularly fluorinated dioxoles, are used as co-monomers to make polymers that find use in forming protective coatings for chemical resistance. Dioxole functionalized metal-organic frameworks have also been recently reported.Product Details of 28657-75-2

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Metal-free synthesis of 1H-indole-2-carbaldehydes by N-iodosuccinimide-mediated cyclization of 1-(2′-anilinyl)prop-2-yn-1-ols in water. A formal synthesis of (R)-calindol was written by Kothandaraman, Prasath;Lauw, Sherman Jun Liang;Chan, Philip Wai Hong. And the article was included in Tetrahedron in 2013.Application In Synthesis of 1-(6-Aminobenzo[d][1,3]dioxol-5-yl)ethanone This article mentions the following:

A N-iodosuccinimide (NIS)-mediated method to prepare 1H-indole-2-carbaldehydes efficiently from cycloisomerization of 1-(2-aminophenyl)prop-2-yn-1-ols is described. The reaction is operationally straightforward and accomplished in good to excellent yields (48-91%) from a wide range of alc. substrates that are low cost, easily accessible, and ecol. benign. The utility of the approach as a potential scale-up strategy for the synthesis of the indole was exemplified by the large-scale synthesis of one example in an excellent yield. The synthetic utility of this chem. was also demonstrated in a formal synthesis of (R)-calindol. In the experiment, the researchers used many compounds, for example, 1-(6-Aminobenzo[d][1,3]dioxol-5-yl)ethanone (cas: 28657-75-2Application In Synthesis of 1-(6-Aminobenzo[d][1,3]dioxol-5-yl)ethanone).

1-(6-Aminobenzo[d][1,3]dioxol-5-yl)ethanone (cas: 28657-75-2) belongs to dioxole derivatives. Dioxoles, particularly fluorinated dioxoles, are used as co-monomers to make polymers that find use in forming protective coatings for chemical resistance. Dioxole functionalized metal-organic frameworks have also been recently reported.Application In Synthesis of 1-(6-Aminobenzo[d][1,3]dioxol-5-yl)ethanone

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Antitumor Agents 155. Synthesis and Biological Evaluation of 3′,6,7-Substituted 2-Phenyl-4-quinolones as Antimicrotubule Agents was written by Li, Leping;Wang, Hui-Kang;Kuo, Sheng-Chu;Wu, Tian-Shung;Mauger, Anthony;Lin, Chii M.;Hamel, Ernest;Lee, Kuo-Hsiung. And the article was included in Journal of Medicinal Chemistry in 1994.Reference of 28657-75-2 This article mentions the following:

A series of 3′,6,7-substituted 2-phenyl-4-quinolones were designed and synthesized as antimitotic antitumor agents. All compounds showed cytotoxic effects (log GI₅₀ ≤ -4.0; log drug molar concentration required to cause 50% inhibition) against the growth of a variety of human tumor cell lines, including those derived from solid tumors such as non-small cell lung, colon, central nervous system, ovary, prostate, and breast cancers, when evaluated in the National Cancer Institute’s 60 human tumor cell line in vitro screen. The most potent compound (I) demonstrated strong cytotoxic effects with GI₅₀ values in the nanomolar or subnanomolar range in almost all the tumor cell lines. Compound I was also a potent inhibitor of tubulin polymerization and radiolabeled colchicine binding to tubulin, with activity comparable to those of the potent antimitotic natural products colchicine, podophyllotoxin, and combretastatin A-4. In the experiment, the researchers used many compounds, for example, 1-(6-Aminobenzo[d][1,3]dioxol-5-yl)ethanone (cas: 28657-75-2Reference of 28657-75-2).

1-(6-Aminobenzo[d][1,3]dioxol-5-yl)ethanone (cas: 28657-75-2) belongs to dioxole derivatives. Dioxoles, particularly fluorinated dioxoles, are used as co-monomers to make polymers that find use in forming protective coatings for chemical resistance. Dioxole functionalized metal-organic frameworks have also been recently reported.Reference of 28657-75-2

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Easy α-alkylation of ketones with alcohols through a hydrogen autotransfer process catalyzed by RuCl₂(DMSO)₄ was written by Martinez, Ricardo;Ramon, Diego J.;Yus, Miguel. And the article was included in Tetrahedron in 2006.Application of 28657-75-2 This article mentions the following:

The electrophilic α-alkylation of ketones with alcs. is accomplished by a hydrogen autotransfer process catalyzed by RuCl₂(DMSO)₄. The reaction can produce either simple alkylated ketones or α,β-unsaturated ketones just by choosing the appropriate starting ketones (Me ketones or bicyclic methylenic ketones, resp.), as well as quinolines (by using 2-aminobenzyl alc. derivatives) or the corresponding alc. derivatives by the addition of an extra equivalent of the initial alc. In the last case, after the above alkylation process reduction of the carbonyl compound takes place. A mechanistic study seems to indicate that the process goes through the oxidation of the alcs. with ruthenium (after a previous deprotonation) to yield the corresponding aldehyde and a ruthenium hydride intermediate. In turn, the aldehyde suffers a classical aldol reaction with the starting ketone to form the α,β-unsaturated ketone, which finally is reduced through a Michael-type addition by the aforementioned ruthenium hydride intermediate. In the experiment, the researchers used many compounds, for example, 1-(6-Aminobenzo[d][1,3]dioxol-5-yl)ethanone (cas: 28657-75-2Application of 28657-75-2).

1-(6-Aminobenzo[d][1,3]dioxol-5-yl)ethanone (cas: 28657-75-2) belongs to dioxole derivatives. Dioxoles, particularly fluorinated dioxoles, are used as co-monomers to make polymers that find use in forming protective coatings for chemical resistance. Dioxole functionalized metal-organic frameworks have also been recently reported.Application of 28657-75-2

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem