Month: February 2023

Phytochemical components and biological activities of essential oils from three selected medicinal plants was written by Zhang, Lanyue;Ye, Mao;Shi, Yaohui;Zhu, Haiping;Chi, Lejing;Pan, Chunxing;Xu, Yani;Zheng, Xi;Xiang, Hongping;Li, Chunlian. And the article was included in Industrial Crops and Products in 2021.Application In Synthesis of 6-Allyl-4-methoxybenzo[d][1,3]dioxole This article mentions the following:

Essential oils extracted from herbs have been utilized in food and medicine on the account of their increasing physicochem. characteristics. This present study aimed to investigate the phytochem. components, anti-inflammatory, cytotoxic, anti-microbial and anti-oxidant activities of essential oils from Pogostemon cablin (P. cablin), Angelica dahurica (A. dahurica) and Myristica fragrans (M. fragrans), all belong to”medicine food homol. “herbs. Approx. 107 components were identified by gas chromatog. mass spectrometry (GC-MS) from these essential oils. The main compounds of P. cablin essential oils (PCEOs) were patchouli alc. (27.72%),α -buaiacene (17.94%) and α -guaiene (14.15%); in A. dahurica essential oils (ADEOs) were anethole (24.91%) and cinnamaldehyde (18.35%); and in M. fragrans essential oils (MFEOs) were (1S)-(-)-α -pinene (23.39%), α ;-terpineol (18.60%) and caryophyllene (10.34%). These essential oils were found to have strong anti-inflammatory activities through decreasing the production of cyclooxygenase-2 (COX-2), interleukin-6 (IL-6), nuclear factor-kappa B p65 (P65) and tumor necrosis factor-α (TNF-α). These essential oils also had significant anti-bacterial activities against both Gram-neg. and Gram-pos. strains and anti-fungal activities. Moreover, effective anti-oxidant properties of three essential oils were estimated (0.001962%-0.19%). The study also explored the effect of these essential oils on the survival of Brain microglia (BV2) microglial cells (IC₅₀ = 145.50-281.52μg/mL). Based on these bioactivities, these essential oils could be used as food additives, fragrances, cosmetics and health products. In the experiment, the researchers used many compounds, for example, 6-Allyl-4-methoxybenzo[d][1,3]dioxole (cas: 607-91-0Application In Synthesis of 6-Allyl-4-methoxybenzo[d][1,3]dioxole).

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 In Synthesis of 6-Allyl-4-methoxybenzo[d][1,3]dioxole

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

Severe Acute Respiratory Syndrome Coronavirus Papain-like Novel Protease Inhibitors: Design, Synthesis, Protein-Ligand X-ray Structure and Biological Evaluation was written by Ghosh, Arun K.;Takayama, Jun;Rao, Kalapala Venkateswara;Ratia, Kiira;Chaudhuri, Rima;Mulhearn, Debbie C.;Lee, Hyun;Nichols, Daniel B.;Baliji, Surendranath;Baker, Susan C.;Johnson, Michael E.;Mesecar, Andrew D.. And the article was included in Journal of Medicinal Chemistry in 2010.Application In Synthesis of 2-Bromomethyl-1,3-dioxolane This article mentions the following:

The design, synthesis, X-ray crystal structure, mol. modeling, and biol. evaluation of a series of new generation SARS-CoV PLpro inhibitors are described. A new lead compound 3 (6577871) was identified via high-throughput screening of a diverse chem. library. Subsequently, we carried out lead optimization and structure-activity studies to provide a series of improved inhibitors that show potent PLpro inhibition and antiviral activity against SARS-CoV infected Vero E6 cells. Interestingly, the (S)-Me inhibitor 15h (enzyme IC₅₀ = 0.56 μM; antiviral EC₅₀ = 9.1 μM) and the corresponding (R)-Me 15g (IC₅₀ = 0.32 μM; antiviral EC₅₀ = 9.1 μM) are the most potent compounds in this series, with nearly equivalent enzymic inhibition and antiviral activity. A protein-ligand X-ray structure of 15g-bound SARS-CoV PLpro and a corresponding model of 15h docked to PLpro provide intriguing mol. insight into the ligand-binding site interactions. In the experiment, the researchers used many compounds, for example, 2-Bromomethyl-1,3-dioxolane (cas: 4360-63-8Application In Synthesis of 2-Bromomethyl-1,3-dioxolane).

2-Bromomethyl-1,3-dioxolane (cas: 4360-63-8) 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. Dioxole functionalized metal-organic frameworks have also been recently reported.Application In Synthesis of 2-Bromomethyl-1,3-dioxolane

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

High Performance Liquid Chromatography versus Stacking-Micellar Electrokinetic Chromatography for the Determination of Potentially Toxic Alkenylbenzenes in Food Flavouring Ingredients was written by Dang, Huynh N. P.;Quirino, Joselito P.. And the article was included in Molecules in 2022.Name: 6-Allyl-4-methoxybenzo[d][1,3]dioxole This article mentions the following:

Alkenylbenzenes, including eugenol, methyleugenol, myristicin, safrole, and estragole, are potentially toxic phytochems., which are commonly found in foods. Occurrence data in foods depends on the quality of the anal. methodologies available. Here, we developed and compared modern reversed-phase high performance liquid chromatog. (HPLC) and stacking-micellar electrokinetic chromatog. (MEKC) methods for the determination of the above alkenylbenzenes in food flavouring ingredients. The anal. performance of HPLC was found better than the stacking-MEKC method. Compared to other HPLC methods found in the literature, our method was faster (total run time with conditioning of 15 min) and able to sep. more alkenylbenzenes. In addition, the anal. methodol. combining an optimized methanol extraction and proposed HPLC was then applied to actual food flavouring ingredients. This methodol. should be applicable to actual food samples, and thus will be vital to future studies in the determination of alkenylbenzenes in food. In the experiment, the researchers used many compounds, for example, 6-Allyl-4-methoxybenzo[d][1,3]dioxole (cas: 607-91-0Name: 6-Allyl-4-methoxybenzo[d][1,3]dioxole).

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.Name: 6-Allyl-4-methoxybenzo[d][1,3]dioxole

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

2-Methylimidazol-1-yl-Substituted Analogs of Hexahydro-difenidol (HHD) and Hexahydro-sila-difenidol (HHSiD) as M₃ Receptor-Preferring Muscarinic Antagonists: A Study on C/Si Bioisosterism was written by Tacke, Reinhold;Handmann, Vera I.;Kreutzmann, Kai;Keim, Christine;Mutschler, Ernst;Lambrecht, Guenter. And the article was included in Organometallics in 2002.Formula: C12H14ClFO2 This article mentions the following:

The hexahydro-sila-difenidol (HHSiD, 1b) and p-fluoro-hexahydro-sila-difenidol (p-F-HHSiD, 2b) derivatives cyclohexyl[3-(2-methylimidazol-1-yl)propyl]phenylsilanol (4b) and cyclohexyl(4-fluorophenyl)[3-(2-methylimidazol-1-yl)propyl]silanol (5b) were synthesized in three-step syntheses, starting from (3-chloropropyl)cyclohexyldimethoxysilane. In addition, the corresponding carbon analogs 4a and 5a (→ Si/C replacement) were prepared in two-step syntheses, starting from 2-(3-chloropropyl)-2-phenyl-1,3-dioxolane and 2-(3-chloropropyl)-2-(4-fluorophenyl)-1,3-dioxolane, resp. The C/Si pairs 4a/4b and 5a/5b were studied for their affinities at recombinant human muscarinic M₁, M₂, M₃, M₄, and M₅ receptors stably expressed in CHO-K1 cells by evaluating their ability to inhibit the binding of the muscarinic antagonist [³H]N-methylscopolamine. These studies revealed that compounds 4a, 4b, 5a, and 5b behave as simple competitive antagonists at M₁-M₅ receptors. The exchange of the piperidin-1-yl group of the parent compounds HHD (1a), HHSiD (1b), p-F-HHD (2a), and p-F-HHSiD (2b) by a 2-methylimidazol-1-yl moiety resulted in a novel, potent, and M₃-preferring antimuscarinic agent, compound 4b. The affinities of compounds 4a, 5a, and 5b for muscarinic M₁ (pK_i = 7.74-7.93), M₂ (pK_i = 7.03-7.14), M₃ (pK_i = 8.04-8.11), M₄ (pK_i = 7.63-7.94), and M₅ receptors (pK_i = 7.29-7.52) were very similar at the individual receptor subtypes and in turn very similar to those of the parent compounds 1a, 2a, and 2b. In contrast, replacement of the piperidin-1-yl substituent of 1b by a 2-methylimidazol-1-yl group (→ 4b) increased the affinity for M₁-M₅ receptors up to 8.3-fold. The muscarinic receptor affinity profile of 4b was found to be M₃ (pK_i = 8.69) > M₁ (pK_i = 8.39) ≥ M₄ (pK_i = 8.32) > M₅ (pK_i = 8.02) > M₂ (pK_i = 7.43). Thus, compound 4b displayed a M₃ vs. M₂ receptor selectivity (18.2-fold). The receptor subtype affinities of the carbon compound 5a were very similar to those of the corresponding silicon analog 5b, whereas sila-substitution of 4a (→ 4b) increased the affinities for M₁-M₅ receptors, this increase being greatest at M₃ and M₅ receptors (4-fold). In the experiment, the researchers used many compounds, for example, 2-(3-Chloropropyl)-2-(4-fluorophenyl)-1,3-dioxolane (cas: 3308-94-9Formula: C12H14ClFO2).

2-(3-Chloropropyl)-2-(4-fluorophenyl)-1,3-dioxolane (cas: 3308-94-9) 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. Dioxole functionalized metal-organic frameworks have also been recently reported.Formula: C12H14ClFO2

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

1-(6-Amino-1,3-benzodioxol-5-yl)-3-(4-pyridyl)prop-2-en-1-one crystallizes with Z’ = 2: hydrogen-bonded supramolecular substructures in one and two dimensions, each containing only one type of molecule was written by Cuervo, Paola;Abonia, Rodrigo;Cobo, Justo;Low, John N.;Glidewell, Christopher. And the article was included in Acta Crystallographica, Section C: Crystal Structure Communications in 2007.Computed Properties of C9H9NO3 This article mentions the following:

1-(6-Amino-1,3-benzodioxol-5-yl)-3-(4-pyridyl)prop-2-en-1-one, C₁₅H₁₂N₂O₃, crystallizes with Z’ = 2 in the space group P1̅ and the intramol. dimensions show evidence for a polarized mol. electronic structure. Each of the 2 independent types of mol. forms its own H-bonded supramol. substructure, and these are entirely different from 1 another: 1 type of mol. forms a chain of edge-fused rings, while the other type forms sheets. Crystallog. data are given. In the experiment, the researchers used many compounds, for example, 1-(6-Aminobenzo[d][1,3]dioxol-5-yl)ethanone (cas: 28657-75-2Computed Properties of C9H9NO3).

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.Computed Properties of C9H9NO3

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

Asymmetric synthesis and structural assignment of (-)-α-conhydrine was written by Enders, Dieter;Nolte, Bert;Raabe, Gerhard;Runsink, Jan. And the article was included in Tetrahedron: Asymmetry in 2002.Application In Synthesis of 2-(3-Bromopropyl)-1,3-dioxolane This article mentions the following:

The first asym. synthesis of the conium alkaloid (-)-α-conhydrine (I) is reported. Starting from a protected glycol aldehyde hydrazone as chiral precursor, a short route based on our α-alkylation/1,2-addition methodol. has been developed. After cleavage of the auxiliary and simultaneous deprotection, the concluding ring closure is accomplished under reductive amination conditions. The title compound is obtained in moderate overall yield and in excellent diastereo- and enantiomeric excess (d.e., e.e. >96%). Single-crystal x-ray crystallog. as well as ¹H NMR NOE experiments confirm the expected relative and absolute (2R,7S)-configuration of the product. In the experiment, the researchers used many compounds, for example, 2-(3-Bromopropyl)-1,3-dioxolane (cas: 62563-07-9Application In Synthesis of 2-(3-Bromopropyl)-1,3-dioxolane).

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.Application In Synthesis of 2-(3-Bromopropyl)-1,3-dioxolane

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

Enantioselective Aldehyde α-Nitroalkylation via Oxidative Organocatalysis was written by Wilson, Jonathan E.;Casarez, Anthony D.;MacMillan, David W. C.. And the article was included in Journal of the American Chemical Society in 2009.Related Products of 62563-07-9 This article mentions the following:

The first enantioselective organocatalytic α-nitroalkylation of aldehydes R¹CH₂CHO [R¹ = Me, n-Bu, cyclohexyl, PhCH₂O(CH₂)₃, PhCO₂(CH₂)₄, etc.] with silyl nitronates R²CH:N⁺(O^–)OSiR³₃ [R² = H, Me, Et, MeO₂CCH₂CH₂, cyclohexyl, etc.; SiR³₃ = SiMe₃, Si(i-Pr)₃, Si(t-Bu)Me₂, etc.] has been accomplished. The aforementioned process involves the oxidative coupling of an enamine intermediate, generated transiently via condensation of an amine catalyst with an aldehyde, with a silyl nitronate to produce a β-nitroaldehyde. Two methods, one that furnishes the syn β-nitroaldehyde and a second that provides access to the anti isomer, have been developed. Data are presented to support a hypothesis that explains this phenomenon in terms of a silyl group-controlled change in mechanism. Finally, a three-step procedure for the synthesis of both syn- and anti-α,β-disubstituted β-amino acids is presented. In the experiment, the researchers used many compounds, for example, 2-(3-Bromopropyl)-1,3-dioxolane (cas: 62563-07-9Related Products of 62563-07-9).

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.Related Products of 62563-07-9

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

Process improvement of intermediate synthesis of gemcitabine was written by Zhang, Gaofeng;Chen, Guijun. And the article was included in Shandong Huagong in 2017.Recommanded Product: 15186-48-8 This article mentions the following:

The selective protection of 1, 2 and 5, 6 hydroxyl groups, sodium periodate oxidation, and then Et bromodifluoroacetate in zinc catalyzed Reformatsky reaction, synthetised the key intermediate of gemcitabine, Et (3R, S)-2,2-difluoro-3-hydroxy-3-(2,2-dimethyldioxolan-4-yl) propionate, the process of protection of hydroxyl, oxidation, and Reformatsky reaction of process improvement, the result shows that improving the selectivity of the reaction, thus improving the yield and quality, reduce the production cost. In the experiment, the researchers used many compounds, for example, (R)-2,2-Dimethyl-1,3-dioxolane-4-carbaldehyde (cas: 15186-48-8Recommanded Product: 15186-48-8).

(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.Recommanded Product: 15186-48-8

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

Catalyst-Controlled Multicomponent Aziridination of Chiral Aldehydes was written by Mukherjee, Munmun;Zhou, Yubai;Dai, Yijing;Gupta, AniL K.;Pulgam, V. Reddy;Staples, Richard J.;Wulff, William D.. And the article was included in Chemistry – A European Journal in 2017.Product Details of 15186-48-8 This article mentions the following:

A highly diastereoselective and enantioselective method for the multicomponent aziridination of chiral aldehydes has been developed with BOROX catalysts of the VANOL (3,3′-diphenyl-2,2′-bi-1-naphthol) and VAPOL (2,2′-diphenyl-(4-biphenanthrol)) ligands. Very high to perfect catalyst control is observed with most all substrates examined including aldehydes with chiral centers in the α- and β-positions. High catalyst control was also observed for a number of chiral heterocyclic aldehydes allowing for the preparation of epoxy aziridines, bis(aziridines) and ethylene diaziridines. Application of this reaction in the synthesis of β³-homo-D-alloisoleucine and β³-homo-L-isoleucine is reported. In the experiment, the researchers used many compounds, for example, (R)-2,2-Dimethyl-1,3-dioxolane-4-carbaldehyde (cas: 15186-48-8Product Details of 15186-48-8).

(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.Product Details of 15186-48-8

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

Phosphorus-based Bifunctional Organocatalysts for the Addition of Carbon Dioxide and Epoxides was written by Werner, Thomas;Buettner, Hendrik. And the article was included in ChemSusChem in 2014.Formula: C8H10O5 This article mentions the following:

Bifunctional phosphonium salts were synthesized and employed as organocatalysts for the atom efficient synthesis of cyclic carbonates from CO₂ and epoxides for the first time. These catalysts were obtained in high yields by a modular, straightforward one-step synthesis. The hydrogen-bond donating alc. function in the side chain leads to a synergistic effect accelerating the catalytic reaction. The desired cyclic carbonates are obtained in high yields and selectivity under solvent-free reaction conditions without the use of any co-catalyst. Under optimized reaction conditions various epoxides were converted to the corresponding cyclic carbonates in excellent yields. The products were obtained anal. pure after simple filtration over a silica gel pad. This protocol is even applicable for a multigram reaction scale. Moreover, the catalysts could be easily recovered and reused up to five times. In the experiment, the researchers used many compounds, for example, (2-Oxo-1,3-dioxolan-4-yl)methyl methacrylate (cas: 13818-44-5Formula: C8H10O5).

(2-Oxo-1,3-dioxolan-4-yl)methyl methacrylate (cas: 13818-44-5) 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.Formula: C8H10O5

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