Day: February 23, 2023

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

Synthesis and catalytic activity of a Strandberg-type molybdophosphate modified by organic cations was written by Liu, Zhaoyu;Zhu, Haotian;Lu, Mingda;Li, Xiaohui;An, Yue;Zhang, Lancui. And the article was included in Yingyong Huaxue in 2015.Quality Control of 1,4-Dioxaspiro[4.5]decane This article mentions the following:

A Strandberg-type molybdophosphate {H₄(H₂biim)₅(C(NH₂)₃)₄} [H₂P₂Mo₅O₂₃]₂ · 8H₂O (1, H₂biim = 2,2′-biimidazole) modified by 2,2′-biimidazole and guanidinium cations was self-assembled in aqueous solution of pH = 3-4 containing sodium molybdate, 2,2′-biimidazole, guanidine hydrochloride and an excess of phosphoric acid, and was characterized by single crystal X-ray diffraction anal., IR spectroscopy (FT-IR), themogravimetry-DTA (TG-DTA) and X-ray powder diffraction (XRD). Compound 1 has a stable 3D organic-inorganic hybrid framework. It was used as a catalyst for carbonyl-protection. The synthesis of cyclohexanone ethylene ketal was performed as an example to investigate some influence factors on the yield, such as catalyst loading, molar ratio of reactants and reaction time. The optimal conditions are: the molar ratio of catalyst (based on Mo) to ketone is 1:300, the molar ratio of ketone to alc. is 1:1.4, and reaction time is 2.5 h. The catalytic activity of compound 1 for the synthesis of four other ketals was evaluated. The results show that compound 1 is a better catalyst for the synthesis of cyclohexanone ethylene ketal. In the experiment, the researchers used many compounds, for example, 1,4-Dioxaspiro[4.5]decane (cas: 177-10-6Quality Control of 1,4-Dioxaspiro[4.5]decane).

1,4-Dioxaspiro[4.5]decane (cas: 177-10-6) 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.Quality Control of 1,4-Dioxaspiro[4.5]decane

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

Discovery of indoximod prodrugs and characterization of clinical candidate NLG802 was written by Kumar, Sanjeev;Jaipuri, Firoz A.;Waldo, Jesse P.;Potturi, Hima;Marcinowicz, Agnieszka;Adams, James;Van Allen, Clarissa;Zhuang, Hong;Vahanian, Nicholas;Link, Charles Jr.;Brincks, Erik L.;Mautino, Mario R.. And the article was included in European Journal of Medicinal Chemistry in 2020.Synthetic Route of C6H12O3 This article mentions the following:

A series of different prodrugs of indoximod, including esters and peptide amides were synthesized with the aim of improving its oral bioavailability in humans. The pharmacokinetics of prodrugs that were stable in buffers, plasma and simulated gastric and intestinal fluids was first assessed in rats after oral dosing in solution or in capsule formulation. Two prodrugs that produced the highest exposure to indoximod in rats were further tested in Cynomolgus monkeys, a species in which indoximod has oral bioavailability of 6-10% and an equivalent dose-dependent exposure profile as humans. NLG802 was selected as the clin. development candidate after increasing oral bioavailability (>5-fold), C_max (6.1-3.6 fold) and AUC (2.9-5.2 fold) in monkeys, compared to equivalent molar oral doses of indoximod. NLG802 is extensively absorbed and rapidly metabolized to indoximod in all species tested and shows a safe toxicol. profile at the anticipated therapeutic doses. NLG802 markedly enhanced the anti-tumor responses of tumor-specific pmel-1 T cells in a melanoma tumor model. In conclusion, NLG802 is a prodrug of indoximod expected to increase clin. drug exposure to indoximod above the current achievable levels, thus increasing the possibility of therapeutic effects in a larger fraction of the target patient population. In the experiment, the researchers used many compounds, for example, (2,2-Dimethyl-1,3-dioxolan-4-yl)methanol (cas: 100-79-8Synthetic Route of C6H12O3).

(2,2-Dimethyl-1,3-dioxolan-4-yl)methanol (cas: 100-79-8) 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. Although benzodioxole is not particularly important, many related compounds containing the methylenedioxyphenyl group are bioactive, and thus are found in pesticides and pharmaceuticals.Synthetic Route of C6H12O3

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

The synthesis of cyclohexanone ethylene ketal catalyzed by solid superacid S₂O₈^2-/SnO₂-SiO₂ catalyst was written by Chen, Zhi-sheng;Guo, Hai-fu;Yan, Peng;Wang, Zhao-zhi. And the article was included in Guangzhou Huagong in 2011.Computed Properties of C8H14O2 This article mentions the following:

Cyclohexanone ethylene ketal was synthesized from cyclohexanone and ethylene glycol in the presence of solid S₂O₈^2-/SnO₂-SiO₂. The effect of molar ratio of cyclohexanone to ethylene glycol, catalyst amount, reaction time, and amount of the water-entraining agent on the ketalization reaction were investigated. The optimum conditions were that molar ratio of cyclohexanone to ethylene glycol was 1:1.5, cyclohexane as water-entraining agent, the quantity of catalyst was equal to 0.5% of feed stocks, and the reaction time was 1.5 h. S₂O₈^2-/SnO₂-SiO₂ was a good catalyst for synthesizing cyclohexanone ethylene ketal and its yield can reach 86.9%. In the experiment, the researchers used many compounds, for example, 1,4-Dioxaspiro[4.5]decane (cas: 177-10-6Computed Properties of C8H14O2).

1,4-Dioxaspiro[4.5]decane (cas: 177-10-6) 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.Computed Properties of C8H14O2

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

Zeolite nanofiber assemblies as acid catalysts with high activity for the acetalization of carbonyl compounds with alcohols was written by Liu, Taotao;Fu, Wenqian;Zheng, Xiang;Jiang, Jun;Hu, Maolin;Tang, Tiandi. And the article was included in RSC Advances in 2014.Recommanded Product: 1,4-Dioxaspiro[4.5]decane This article mentions the following:

Zeolite nanofiber assemblies (HNB-MOR) as efficient heterogeneous catalysts for the formation of a range of acetals in good yields. The mesoporosity of HNB-MOR benefits mass transfer, and the strong acidic sites on HNB-MOR facilitate acetalization activity. The catalyst can be reused 10 times without loss of activity. In the experiment, the researchers used many compounds, for example, 1,4-Dioxaspiro[4.5]decane (cas: 177-10-6Recommanded Product: 1,4-Dioxaspiro[4.5]decane).

1,4-Dioxaspiro[4.5]decane (cas: 177-10-6) 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.Recommanded Product: 1,4-Dioxaspiro[4.5]decane

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

Copper-Catalyzed One-Pot Synthesis of Pyrrolo[1,2-a]quinoxaline Derivatives from 1-(2-Aminophenyl)-pyrroles and Aldehydes was written by Krishna, Thalishetti;Reddy, Thatikonda Narendar;Laxminarayana, Eppakayala;Kalita, Dipak. And the article was included in ChemistrySelect in 2019.COA of Formula: C6H10O3 This article mentions the following:

A facile and highly efficient copper-catalyzed strategy has been developed for the synthesis of pyrrolo[1,2-a]quinoxalines from 1-(2-aminophenyl)-pyrroles and aldehydes at room temperature This reaction proceeds via imine formation, cyclisation, and oxidation in one-pot. This strategy provides a facile and rapid access to pyrrolo[1,2-a]quinoxalines in good to high yields under mild conditions. This process has several advantages, such as simple reaction procedure, readily available starting materials, low catalyst loading, easy product isolation, broad substrate scope, high functional group tolerance, and gram-scale synthesis. In the experiment, the researchers used many compounds, for example, (R)-2,2-Dimethyl-1,3-dioxolane-4-carbaldehyde (cas: 15186-48-8COA of Formula: C6H10O3).

(R)-2,2-Dimethyl-1,3-dioxolane-4-carbaldehyde (cas: 15186-48-8) 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. Although benzodioxole is not particularly important, many related compounds containing the methylenedioxyphenyl group are bioactive, and thus are found in pesticides and pharmaceuticals.COA of Formula: C6H10O3

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

Four Strandberg-type polyoxometalates with organophosphine centre decorated by transition metal-2,2′-bipy/H₂O complexes was written by Lu, Ting;Feng, Shu-Li;Zhu, Zai-Ming;Sang, Xiao-Jing;Su, Fang;Zhang, Lan-Cui. And the article was included in Journal of Solid State Chemistry in 2017.Formula: C8H14O2 This article mentions the following:

Four inorganic-organic hybrid compounds composed of Strandberg-type organophosphomolybdate anion [(C₆H₅PO₃)₂Mo₅O₁₅]^4- (abbreviated as (PhP)₂Mo₅) and transition metal (TM)-2,2′-bipy/H₂O complex units, namely [(TM(H₂O)(bipy))₂(C₆H₅PO₃)₂Mo₅O₁₅]_n (TM = Co, (1); Ni, (2)), [(Cu(bipy)₂)₂(C₆H₅PO₃)₂Mo₅O₁₅]·2H₂O (3) and [(Zn(bipy)(μ-OH))₂(Zn(bipy)₂(C₆H₅PO₃)₂Mo₅O₁₅)₂]·3H₂O (4) (bipy = 2,2′-bipyridine), were successfully constructed under hydrothermal conditions, and their structures were determined by single crystal x-ray diffraction anal. and spectroscopic methods. The central heteroatoms in these polyoxometalates (POMs) are all organophosphine (RP) groups. Compound 1 and compound 2 are isostructural (PhP)₂Mo₅-based TM-coordination polymers with the two-dimensional layer frameworks. In compound 3, the bi-supporting structure containing one (PhP)₂Mo₅ unit and two [Cu(bipy)₂]²⁺ cations. For compound 4, it can be regarded as a dimer of two bi-supporting {Zn(bipy)₂(PhP)₂Mo₅Zn(bipy)} clusters that were connected by two μ-OH groups. The acid-catalytic activities and fluorescence properties of the four hybrids have been investigated. In the experiment, the researchers used many compounds, for example, 1,4-Dioxaspiro[4.5]decane (cas: 177-10-6Formula: C8H14O2).

1,4-Dioxaspiro[4.5]decane (cas: 177-10-6) 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.Formula: C8H14O2

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

Synthesis of Novel Pyrazole-sucrose Derivatives by 1,3-dipolar Cycloaddition was written by Hajlaoui, Khaoula;El Guesmi, Ahlem;Ben Hamadi, Naoufel;Msaddek, Moncef. And the article was included in Journal of Heterocyclic Chemistry in 2018.COA of Formula: C12H20O6 This article mentions the following:

The syntheses of an important class of enantiopure five-membered glycoconjugates containing furan unit are described. The regioselective synthesis of a series of sugar-fused pyrazole heterocycles was achieved by the Huisgen cyclization of aryl diazomethanes with propargyl O-glycoside derivatives in good yields. The cycloaddition regioselectivity was confirmed by NMR. In the experiment, the researchers used many compounds, for example, (3aS,4S,6R,6aS)-6-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-ol (cas: 14131-84-1COA of Formula: C12H20O6).

(3aS,4S,6R,6aS)-6-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-ol (cas: 14131-84-1) 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. Although benzodioxole is not particularly important, many related compounds containing the methylenedioxyphenyl group are bioactive, and thus are found in pesticides and pharmaceuticals.COA of Formula: C12H20O6

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

Comprehensive Comparison of Two Color Varieties of Perillae Folium by GC-MS-Based Metabolomic Approach was written by Chen, Jiabao;Zhang, Dan;Wang, Qian;Yang, Aitong;Zheng, Yuguang;Wang, Lei. And the article was included in Molecules in 2022.Application of 607-91-0 This article mentions the following:

Perillae Folium (PF), the leaf of Perilla frutescens (L.) Britt, is extensively used as culinary vegetable in many countries. It can be divided into two major varietal forms based on leaf color variation, including purple PF (Perilla frutescens var. arguta) and green PF (P. frutescens var. frutescens). The aroma of purple and green PF is discrepant. To figure out the divergence of chem. composition in purple and green PF, gas chromatog.-tandem mass spectrometry (GC-MS) was applied to analyze compounds in purple and green PF. A total of 54 compounds were identified and relatively quantified. Multivariate statistical methods, including principal component anal. (PCA), orthogonal partial least-squares discrimination anal. (OPLS-DA) and clustering anal. (CA), were used to screen the chem. markers for discrimination of purple and green PF. Seven compounds that accumulated discrepantly in green and purple PF were characterized as chem. markers for the discrimination of the purple and green PF. Among these 7 marker compounds, limonene, shisool and perillaldehyde that from the same branch of the terpenoid biosynthetic pathway were with relatively higher contents in purple PF, while perilla ketone, isoegomaketone, tocopheryl and squalene on other branch pathways were higher in green PF. The results of the present study are expected to provide theor. support for the development and utilization of PF resources. In the experiment, the researchers used many compounds, for example, 6-Allyl-4-methoxybenzo[d][1,3]dioxole (cas: 607-91-0Application of 607-91-0).

6-Allyl-4-methoxybenzo[d][1,3]dioxole (cas: 607-91-0) 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. 1,3-Benzodioxole can be synthesized from catechol with disubstituted halomethanes.Application of 607-91-0

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

Dependence of the stereochemistries of intramolecular [8 + 2] cycloadditions of alkenylheptafulvenes on tetraenophile stereochemistry was written by Liu, Ching Yang;Houk, K. N.. And the article was included in Tetrahedron Letters in 1987.Synthetic Route of C6H11BrO2 This article mentions the following:

Intramol. [8 + 2] cycloaddition reactions of (cyanoalkenyl)heptafulvenes I (n = 2, R = H, R¹ = CO₂Et; n = 2, R = CO₂Et, R¹ = H) give as primary products carbethoxycyanotricyclotridecatrienes II and III, resp. I (n = 3, R = H, R¹ = CO₂Et) gives cis– and trans-tricyclotetradecatrienes IV. The observed stereochem. is discussed based on secondary orbital interactions. In the experiment, the researchers used many compounds, for example, 2-(3-Bromopropyl)-1,3-dioxolane (cas: 62563-07-9Synthetic Route of C6H11BrO2).

2-(3-Bromopropyl)-1,3-dioxolane (cas: 62563-07-9) 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. 1,3-Benzodioxole can be synthesized from catechol with disubstituted halomethanes.Synthetic Route of C6H11BrO2

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