Dioxole related

Second-generation lymphocyte function-associated antigen-1 inhibitors: 1H-imidazo[1,2-α]imidazol-2-one derivatives was written by Emeigh, Jonathan;Gao, Donghong A.;Goldberg, Daniel R.;Kuzmich, Daniel;Miao, Clara;Potocki, Ian;Qian, Kevin C.;Sorcek, Ronald J.;Jeanfavre, Deborah D.;Kishimoto, Kei;Mainolfi, Elizabeth A.;Nabozny, Gerald Jr.;Reilly, Patricia;Rothlein, Robert;Sellati, Rosemarie H.;Woska, Joseph R. Jr.;Chen, Shirlynn;Gunn, Jocelyn A.;O’Brien, Drane;Norris, Stephen H.;Kelly, Terence A.;Peng, Charline;Wu, Jiang-Ping. And the article was included in Journal of Medicinal Chemistry in 2004.Recommanded Product: 4360-63-8 This article mentions the following:

A novel class of lymphocyte function-associated antigen-1 (LFA-1) inhibitors is described. Discovered during the process to improve the physicochem. and metabolic properties of BIRT377, a previously reported hydantoin-based LFA-1 inhibitor, these compounds are 5- or 6-substituted derivatives of the 1H-imidazo[1,2-α]imidazol-2-one I. The structure-activity relationship (SAR) shows that electron-withdrawing groups at C(5) on the imidazole ring benefit potency and that oxygen-containing functional groups attached to a C(5)-sulfonyl or sulfonamide group further improve potency. This latter gain in potency is attributed to the interaction(s) of the functionalized sulfonyl/sulfonamide groups with the protein, likely polar-polar in nature, as suggested by SAR data. X-ray studies revealed that these bicyclic inhibitors bind to the I-domain of LFA-1 in a pattern similar to that of BIRT377. In the experiment, the researchers used many compounds, for example, 2-Bromomethyl-1,3-dioxolane (cas: 4360-63-8Recommanded Product: 4360-63-8).

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.Recommanded Product: 4360-63-8

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

Control of the Dual Reactivity (Iminium-Dienamine) of β-Arylmethyl α,β-Unsaturated Aldehydes in Organocatalytic 1,3-Dipolar Cycloadditions with N-Benzoyl C,N-Cyclic Azomethine Imines was written by Izquierdo, Cristina;Esteban, Francisco;Parra, Alejandro;Alfaro, Ricardo;Aleman, Jose;Fraile, Alberto;Ruano, Jose Luis Garcia. And the article was included in Journal of Organic Chemistry in 2014.Name: 2-Ethyl-2-methyl-1,3-dioxolane This article mentions the following:

1,3-Dipolar cycloadditions of C,N-cyclic azomethine imines with α,β-unsaturated aldehydes can be performed with complete control of the regio-, exo-, and enantioselectivity under aminocatalytic conditions. The so far never studied competence of the iminium-dienamine reactivity inherent to β-alkyl α,β-unsaturated aldehydes was studied, which was possible by allowing achievement of complete control of the chemoselectivity in reactions of the β-arylmethyl derivatives with azomethine imines by using different additives and organocatalysts, whose role was rationalized by DFT calculations and chem. proofs. Thus, it was possible to selectively obtain the pyrazolidines resulting from both the attack to the C2-C3 (via iminium) and the C3-C4 (via dienamine) bonds at the starting enals, which can be used as precursors of interesting tetrahydroisoquinolinic compounds In the experiment, the researchers used many compounds, for example, 2-Ethyl-2-methyl-1,3-dioxolane (cas: 126-39-6Name: 2-Ethyl-2-methyl-1,3-dioxolane).

2-Ethyl-2-methyl-1,3-dioxolane (cas: 126-39-6) 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. Although benzodioxole is not particularly important, many related compounds containing the methylenedioxyphenyl group are bioactive, and thus are found in pesticides and pharmaceuticals.Name: 2-Ethyl-2-methyl-1,3-dioxolane

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

Binding of anti-Trypanosoma natural products from African flora against selected drug targets: a docking study was written by Ibezim, Akachukwu;Debnath, Biplab;Ntie-Kang, Fidele;Mbah, Chika John;Nwodo, Ngozi Justina. And the article was included in Medicinal Chemistry Research in 2017.Computed Properties of C8H14O2 This article mentions the following:

Recent publications have suggested that African medicinal plants and their derived products could be viable source of new and better trypanocidal drugs. Nowadays, in silico methods are often used in drug discovery processes to identify new potential drug leads. In this study, the authors have developed a small library named Afrotryp, comprising three-dimensional chem. structures of potential trypanocidal compounds derived from medicinal plants in Africa (a total of 321 unique chem. structures). The authors have predicted the pharmacokinetic properties of the library using Qikprop software and employed the three docking/scoring methods implemented in Mol. Operating Environment Dock Tool to assess the affinity of the library dataset towards the binding site of six selected validated anti-Trypanosoma drug targets. It was observed that about 42% of the compounds contained in the Afrotryp dataset were predicted to show a good overall performance in terms of predicted parameters for absorption, distribution, metabolism, elimination and toxicity properties. Docking calculations identified 15 compounds with lowest theor. binding energies toward the studied proteins, nine of which are suited for the treatment of stage 2 human African trypanosomiasis, due to their low polar surface area. Anal. of their binding modes gave basis for the observed unique mol. interactions which exist between the Afrotryp dataset and the six studied drug targets. The results lay the foundations for the rational development of novel trypanocidal drugs with improved potency. 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

Phosphorus promoted SO₄^2-/TiO₂ solid acid catalyst for acetalization reaction was written by Zhong, Shaofeng;Ou, Qiongrong;Shao, Linjun. And the article was included in Journal of the Chilean Chemical Society in 2015.Name: 2-Chloromethyl-1,3-dioxolane This article mentions the following:

A novel phosphorus modified SO₄^2-/TiO₂ catalyst was synthesized by a facile coprecipitation method, followed by calcination. The catalytic performance of this novel solid acid was evaluated by acetalization. The results showed that the phosphorus was very efficient to enhance the catalytic activity of SO₄^2-/TiO₂. The solid acid owned high activity for the acetalization with the yields over 90%. Moreover, the solid acid could be reused for six times without loss of initial catalytic activities. In the experiment, the researchers used many compounds, for example, 2-Chloromethyl-1,3-dioxolane (cas: 2568-30-1Name: 2-Chloromethyl-1,3-dioxolane).

2-Chloromethyl-1,3-dioxolane (cas: 2568-30-1) 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. Dioxole functionalized metal-organic frameworks have also been recently reported.Name: 2-Chloromethyl-1,3-dioxolane

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

A simple approach to the preparation of H₆P₂W₁₈O₆₂/Cu₃(BTC)₂ (BTC = 1,3,5-benzenetricarboxylate) and its catalytic performance in the synthesis of acetals/ketals was written by Liu, Xiaoxia;Luo, Jing;Sun, Tingquan;Yang, Shuijin. And the article was included in Reaction Kinetics, Mechanisms and Catalysis in 2015.Synthetic Route of C6H12O2 This article mentions the following:

H₆P₂W₁₈O₆₂/Cu₃(BTC)₂ (BTC = 1,3,5-benzenetricarboxylate) as a new catalyst was prepared by the impregnation method and used to synthesize cyclohexanone ethylene ketal as a probe reaction, which has shown its favorable catalytic activity. FT-IR, XRD, SEM, N₂ adsorption-desorption isotherms and TG/DTA were used to characterize its composition, structure, morphol., stability and toleration for thermal in order to further prepare the catalyst with effective performance. Moreover, we have also explored the optimized conditions of carrying out the probe reaction by orthogonal experiments The optimized conditions were as follows: fixing cyclohexanone consumption was 0.02 mol, n(cyclohexanone):n(ethylene glycol) = 1:1.3, the mass ratio of the catalyst to total reactant was 0.2 %, cyclohexane dosage was 4 mL, and the reaction time was 75 min. The yield of the acetals and ketones could reach 54.9 ∼ 83.5 % under the optimum conditions. In addition, H₆P₂W₁₈O₆₂/Cu₃(BTC)₂ exhibited good reusability and the approaches above may enable rational design of advanced and environmental-friendly MOF-based catalysts. In the experiment, the researchers used many compounds, for example, 2-Ethyl-2-methyl-1,3-dioxolane (cas: 126-39-6Synthetic Route of C6H12O2).

2-Ethyl-2-methyl-1,3-dioxolane (cas: 126-39-6) 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. 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 C6H12O2

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

Rearrangement of Homoallylic Alcohols Induced by DAST was written by Canova, Sophie;Bellosta, Veronique;Mignani, Serge;Bigot, Antony;Cossy, Janine. And the article was included in Organic Letters in 2006.Application In Synthesis of ((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol) This article mentions the following:

Nonracemic α-substituted-β-methoxy homoallylic alcs. RCH(OH)CH(OMe)CH:CH₂ [R = TBDPSOCH₂CH₂, PhCH₂OCH₂CH₂, (R)-TBDPSOCH₂CHMe, (S)-TBDPSOCH₂CHMeCH₂; TBDPS = Me₃CSi(Ph)₂; (I)] undergo diethylaminosulfur trifluoride (DAST)-mediated fluorination and rearrangement on silica gel to provide β,γ-unsaturated aldehydes RCH(CHO)CH:CH₂ [R = TBDPSOCH₂CH₂, PhCH₂OCH₂CH₂, (R)-TBDPSOCH₂CHMe, (S)-TBDPSOCH₂CHMeCH₂; (II)] in 76-90% yields and with good transfer of chirality. II are unstable to prolonged treatment with silica gel, rearranging to the corresponding α,β-unsaturated aldehydes, and are reduced with sodium borohydride to the primary homoallylic alcs. RCH(CH₂OH)CH:CH₂ [R = TBDPSOCH₂CH₂, PhCH₂OCH₂CH₂, (R)-TBDPSOCH₂CHMe, (S)-TBDPSOCH₂CHMeCH₂]. The racemic homoallylic alcs. PhCH₂CH(OH)CH₂CH:CH₂ and TBDPSOCH₂CH₂CH(OH)CH₂CH:CH₂ lacking an α-methoxy substituent undergo fluorination without rearrangement; reaction of the secondary alc. derived from I [R = (R)-TBDPSOCH₂CHMe] by hydrogenation of the olefin with DAST yields a complex mixture In the experiment, the researchers used many compounds, for example, ((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol) (cas: 93379-49-8Application In Synthesis of ((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol)).

((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol) (cas: 93379-49-8) 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. 1,3-Benzodioxole can be synthesized from catechol with disubstituted halomethanes.Application In Synthesis of ((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol)

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

Anti-Diabetes, Anti-Gout, and Anti-Leukemia Properties of Essential Oils from Natural Spices Clausena indica, Zanthoxylum rhetsa, and Michelia tonkinensis was written by Quan, Nguyen Van;Anh, La Hoang;Lam, Vu Quang;Takami, Akiyoshi;Teschke, Rolf;Khanh, Tran Dang;Xuan, Tran Dang. And the article was included in Molecules in 2022.Name: 6-Allyl-4-methoxybenzo[d][1,3]dioxole This article mentions the following:

Essential oils (EOs) of Clausena indica fruits, Zanthoxylum rhetsa fruits, and Michelia tonkinensis seeds were analyzed for their phytochem. profiles and biol. activities, including anti-diabetes, anti-gout, and anti-leukemia properties. Sixty-six volatile compounds were identified by gas chromatog.-mass spectrometry (GC-MS), in which, myristicin (68.3%), limonene (44.2%), and linalool (49.3%) were the most prominent components of EOs extracted from C. indica, Z. rhetsa, and M. tonkinensis, resp. In addition, only EOs from C. indica inhibited the activities of all tested enzymes comprising α-amylase (IC₅₀ = 7.73 mg/mL), α-glucosidase (IC₅₀ = 0.84 mg/mL), and xanthine oxidase (IC₅₀ = 0.88 mg/mL), which are related to type 2 diabetes and gout. Remarkably, all EOs from C. indica, Z. rhetsa (IC₅₀ = 0.73 mg/mL), and M. tonkinensis (IC₅₀ = 1.46 mg/mL) showed a stronger anti-α-glucosidase ability than acarbose (IC₅₀ = 2.69 mg/mL), a known anti-diabetic agent. Moreover, the growth of leukemia cell Meg-01 was significantly suppressed by all EOs, of which, the IC₅₀ values were recorded as 0.32, 0.64, and 0.31 mg/mL for EOs from C. indica, Z. rhetsa, and M. tonkinensis, resp. As it stands, this is the first report about the inhibitory effects of EOs from C. indica and Z. rhetsa fruits, and M. tonkinensis seeds on the human leukemia cell line Meg-01 and key enzymes linked to diabetes and gout. In conclusion, the present study suggests that EOs from these natural spices may be promising candidates for pharmaceutical industries to develop nature-based drugs to treat diabetes mellitus or gout, as well as malignant hematol. diseases such as leukemia. 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

Catalytic synthesis of cyclohexanone ethylene ketal with solid superacid SO₄^2-/ZrO₂ was written by Wang, Junli;Meng, Shuangming;Guo, Yong;Zhao, Qiang;Fan, Yueqin. And the article was included in Huagong Keji in 2009.Recommanded Product: 177-10-6 This article mentions the following:

The solid superacid SO₄^2-/ZrO₂ catalyst was prepared and used for the synthesis of cyclohexanone ethylene ketal by ketal reaction. The effect of molar ratio of cyclohexanone to ethylene glycol, reaction time, catalyst amount, amount of the water-entraining agent and calcination temperature on the ketal reaction had been investigated. The optimum conditions are as follows: molar ratio of cyclohexanone to ethylene glycol is 1:1.5, the quantity of catalyst is equal to 0.5% of feed stock, cyclohexane is used as water-entraining agent, and reaction time is 60 min, solid superacid SO₄^2-/ZrO₂ is a good catalyst for synthesizing cyclohexanone ethylene ketal and its yield can reach 84.7%. In the experiment, the researchers used many compounds, for example, 1,4-Dioxaspiro[4.5]decane (cas: 177-10-6Recommanded Product: 177-10-6).

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: 177-10-6

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

A systematic investigation of the ring size effects on the free radical ring-opening polymerization (rROP) of cyclic ketene acetal (CKA) using both experimental and theoretical approach was written by Reddy Mothe, Srinivasa;Tan, Jacqueline S. J.;Chennamaneni, Lohitha R.;Aidil, Farhan;Su, Yi;Kang, Hway C.;Lim, Freda C. H.;Thoniyot, Praveen. And the article was included in Journal of Polymer Science (Hoboken, NJ, United States) in 2020.SDS of cas: 2568-30-1 This article mentions the following:

Radical ring-opening polymerization (rROP) reaction of cyclic ketene acetals (CKA) is an interesting route to biodegradable polymers. Contrary to their tremendous potential, fundamental understanding of their reaction kinetics and thermodn. is still limited. We present exptl. and theor. investigations for rROP reactions of CKA to systematically elucidate the effects of monomer ring sizes on the homopolymerization We aim to provide insights on the structural-reactivity relationship of CKA by studying the thermodn. and kinetics of the forward ring-opening propagation reactions and key side reactions, namely ring-retained propagation and radical back-biting reaction leading to branching. Exptl. results show that for the CKA with smaller ring sizes, significant amount of ring-retained side products are formed when up to 90% of the monomers are converted. However, for the larger ring sizes (7 and 8 membered), almost complete ring-opening polymerization with <1% of ring-retained products are formed. D. functional theory (DFT) calculations show that kinetic effects from the collision frequency dominate in differentiating between ring-opening propagation, ring-retained propagation, and backbiting. The results corroborate well with experiments and reports in the literature. Our systematic study from the first principle and exptl. validation provide insights into CKA rROP to apply radical polymerization to generate biodegradable polymers. In the experiment, the researchers used many compounds, for example, 2-Chloromethyl-1,3-dioxolane (cas: 2568-30-1SDS of cas: 2568-30-1).

2-Chloromethyl-1,3-dioxolane (cas: 2568-30-1) 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. Dioxole functionalized metal-organic frameworks have also been recently reported.SDS of cas: 2568-30-1

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