Category: 4360-63-8

Application of 4360-63-8. 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-Bromomethyl-1,3-dioxolane, is researched, Molecular C4H7BrO2, CAS is 4360-63-8, about Sulfide analogues of flupirtine and retigabine with nanomolar KV7.2/KV7.3 channel opening activity. Author is Bock, Christian; Surur, Abdrrahman S.; Beirow, Kristin; Kindermann, Markus K.; Schulig, Lukas; Bodtke, Anja; Bednarski, Patrick J.; Link, Andreas.

The potassium channel openers flupirtine and retigabine have proven to be valuable analgesics or antiepileptics. Their recent withdrawal due to occasional hepatotoxicity and tissue discoloration, resp., leaves a therapeutic niche unfilled. Metabolic oxidation of both drugs gives rise to the formation of electrophilic quinones. These elusive, highly reactive metabolites may induce liver injury in the case of flupirtine and blue tissue discoloration after prolonged intake of retigabine. We examined which structural features can be altered to avoid the detrimental oxidation of the aromatic ring and shift oxidation toward the formation of more benign metabolites. Structure-activity relationship studies were performed to evaluate the KV7.2/3 channel opening activity of 45 derivatives Sulfide analogs were identified that are devoid of the risk of quinone formation, but possess potent KV7.2/3 opening activity. For example, flupirtine analog 3-(3,5-difluorophenyl)-N-(6-(isobutylthio)-2-(pyrrolidin-1-yl)pyridin-3-yl)propanamide (48) has 100-fold enhanced activity (EC50=1.4 nM), a vastly improved toxicity/activity ratio, and the same efficacy as retigabine in vitro.

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

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Article, European Journal of Medicinal Chemistry called Discovery of novel, potent, isosteviol-based antithrombotic agents, Author is Chen, Peng; Zhang, Dianwen; Li, Meng; Wu, Qiong; Lam, Yuko P. Y.; Guo, Yan; Chen, Chen; Bai, Nan; Malhotra, Shipra; Li, Wei; O’Connor, Peter B.; Fu, Hongzheng, which mentions a compound: 4360-63-8, SMILESS is BrCC1OCCO1, Molecular C4H7BrO2, SDS of cas: 4360-63-8.

Thrombosis is a pathol. coagulation process and can lead to many serious thrombotic diseases. Here, we report a novel potent antithrombotic compound (6k) based on isosteviol with anticoagulant and antiplatelet activities. 6k selectively inhibited FXa (Ki = 0.015μM) against a panel of serine proteases and showed excellent anticoagulant activity (significant prolongation of ex vivo PT and aPTT over the vehicle, p < 0.01). 6k also significantly inhibited ADP-induced platelet aggregation in rats relative to the vehicle (p < 0.01). Furthermore, 6k exhibited potent ex vivo and in vivo antithrombotic activity in rats relative to the vehicle (p < 0.01 and p < 0.0001, resp.). Novel structure 6k, with potent antithrombotic activity, is expected to lead a promising approach for the development of antithrombotic agents. Compound(4360-63-8)SDS of cas: 4360-63-8 received a lot of attention, and I have introduced some compounds in other articles, similar to this compound(2-Bromomethyl-1,3-dioxolane), if you are interested, you can check out my other related articles.

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

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 4360-63-8, is researched, Molecular C4H7BrO2, about Stereoselective total synthesis of diplodialide A, the main research direction is diplodialide A stereoselective synthesis.Name: 2-Bromomethyl-1,3-dioxolane.

An efficient stereoselective total synthesis of diplodialide A I was achieved from inexpensive and com. available starting material (R)-propylene oxide. This linear synthesis utilizes Wittig reaction, alkylation of 1,3-dithiane and Yamaguchi macrolactonization as key steps.

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

COA of Formula: C4H7BrO2. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 2-Bromomethyl-1,3-dioxolane, is researched, Molecular C4H7BrO2, CAS is 4360-63-8, about Design, synthesis, and biological evaluation of novel urolithins derivatives as potential phosphodiesterase II inhibitors. Author is Tang, Long; Jiang, Jianchun; Song, Guoqiang; Wang, Yajing; Zhuang, Ziheng; Tan, Ying; Xia, Yan; Huang, Xianfeng; Feng, Xiaoqing.

A series of urolithins derivatives I (R = Et, Pr, (2-fluorophenyl)methyl, etc.) and II (R = Et, i-Pr, oxolan-2-ylmethyl, etc.) were designed and synthesized, and their structures have been confirmed by 1H NMR, 13C NMR, and HR-MS. The inhibitory activity of these derivatives I and II on phosphodiesterase II (PDE2) was thoroughly studied with 3-hydroxy-8-methyl-6H-benzo[C]chromen-6-one and 3-hydroxy-7,8,9,10-tetrahydro-6H-benzo[C] chromen-6-one as the lead compounds The biol. activity test showed that compound I (R = n-pentyl) had the best inhibitory activity on PDE2 with an IC50 of 33.95μM. This study provides a foundation for further structural modification and transformation of urolithins to obtain PDE2 inhibitor small mols. with better inhibitory activity.

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

Formula: C4H7BrO2. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: 2-Bromomethyl-1,3-dioxolane, is researched, Molecular C4H7BrO2, CAS is 4360-63-8, about Mass Spectra of New Heterocycles: XXIII. Electron Impact and Chemical Ionization Study of 5-[(Cyanomethyl)sulfanyl]- and 5-[(1,3-Dioxolan-2-ylmethyl)sulfanyl]-1H-pyrrol-2-amines.

The fragmentation of pyrroles I [R1 = R2 = Me, Et, n-Pr; R3 = Me, s-Bu, c-hexyl, etc.; -R1R2- = -(CH2)4-, -(CH2)5-, -(CH2)2O(CH2)2; R4 = CN, 1,3-dioxolan-2-yl] under electron impact (70 eV) and chem. ionization with methane as reactant gas has been studied for the first time. Electron impact ionization of 5-[(cyanomethyl)sulfanyl]-substituted pyrroles generates low-stability mol. ions {M+., Irel 4-22%; compared to Irel 16-69% for 5-[(1,3-dioxolan-2-ylmethyl)sulfanyl] analogs} whose primary fragmentation involves cleavage of the C-S bond with expulsion of NCCH2 radical. Other fragmentation pathways of the mol. ions include formation of [M – CHR4]+. ions (R4 = CN) and substituent decomposition products. The mass spectra of 5-[(1,3-dioxolan-2-ylmethyl)sulfanyl]pyrroles characteristically show [M – SCH2R4]+ ion peak. The most intense ion peaks in the chem. ionization mass spectra of 5-[(cyanomethyl)sulfanyl] derivatives are those of M+. (Irel 18-69%) and [M + H]+ (Irel 34-100%). Both 5-[(cyanomethyl)sulfanyl]- and 5-[(1,3-dioxolan-2-ylmethyl)sulfanyl]pyrroles decompose mainly through cleavage of the CH2-S and C5-S bonds with the formation of stable [M – CH2R4]+ (Irel 92-100%), [M + H – CH2R4]+. (Irel 22-75%), and [M + H – SCH2R4]+. ions (Irel 6-25%).

From this literature《Mass Spectra of New Heterocycles: XXIII. Electron Impact and Chemical Ionization Study of 5-[(Cyanomethyl)sulfanyl]- and 5-[(1,3-Dioxolan-2-ylmethyl)sulfanyl]-1H-pyrrol-2-amines》,we know some information about this compound(4360-63-8)Formula: C4H7BrO2, but this is not all information, there are many literatures related to this compound(4360-63-8).

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

Synthetic Route of C4H7BrO2. 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-Bromomethyl-1,3-dioxolane, is researched, Molecular C4H7BrO2, CAS is 4360-63-8, about Transition-Metal-Free Deconstructive Lactamization of Piperidines. Author is Romero-Ibanez, Julio; Cruz-Gregorio, Silvano; Sandoval-Lira, Jacinto; Hernandez-Perez, Julio M.; Quintero, Leticia; Sartillo-Piscil, Fernando.

One of the major challenges in organic synthesis is the activation or deconstructive functionalization of unreactive C(sp3)-C(sp3) bonds, which requires using transition or precious metal catalysts. We present here an alternative: the deconstructive lactamization of piperidines without using transition metal catalysts. To this end, we use 3-alkoxyamino-2-piperidones, which were prepared from piperidines through a dual C(sp3)-H oxidation, as transitory intermediates. Exptl. and theor. studies confirm that this unprecedented lactamization occurs in a tandem manner involving an oxidative deamination of 3-alkoxyamino-2-piperidones to 3-keto-2-piperidones, followed by a regioselective Baeyer-Villiger oxidation to give N-carboxyanhydride intermediates, which finally undergo a spontaneous and concerted decarboxylative intramol. translactamization.

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1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – 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: 4360-63-8, is researched, SMILESS is BrCC1OCCO1, Molecular C4H7BrO2Journal, RSC Advances called Iron-catalysed allylation-hydrogenation sequences as masked alkyl-alkyl cross-couplings, Author is Bernauer, Josef; Wu, Guojiao; Jacobi von Wangelin, Axel, the main research direction is alkenyl acetate Grignard reagent iron catalyst allylation hydrogenation.HPLC of Formula: 4360-63-8.

An iron-catalyzed allylation of organomagnesium reagents (alkyl, aryl) with simple allyl acetates proceeds under mild conditions (Fe(OAc)2 or Fe(acac)2, Et2O, r.t.) to furnish various alkene and styrene derivatives Mechanistic studies indicate the operation of a homotopic catalyst. The sequential combination of such iron-catalyzed allylation with an iron-catalyzed hydrogenation results in overall C(sp3)-C(sp3)-bond formation that constitutes an attractive alternative to challenging direct cross-coupling protocols with alkyl halides.

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

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 2-Bromomethyl-1,3-dioxolane, is researched, Molecular C4H7BrO2, CAS is 4360-63-8, about Alkyltriflones in the Ramberg-Backlund Reaction: An Efficient and Modular Synthesis of gem-Difluoroalkenes, the main research direction is alkyltriflone cyclohexylmagnesium bromide Ramberg Backlund reaction; difluoroalkenes preparation.Recommanded Product: 4360-63-8.

The unprecedented synthesis of gem-difluoroalkenes through the Ramberg-Backlund reaction of alkyl triflones was described. Structurally diverse, fully-substituted gem-difluoroalkenes that were difficult to prepare by other methods was easily prepared from readily available triflones by treatment with specific Grignard reagents. Exptl. and computational studies provided insight into the unique and critical role of Grignard reagent, which served both as a base to remove the alpha-proton, and as a Lewis acid to assist C-F bond activation.

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

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-Bromomethyl-1,3-dioxolane, is researched, Molecular C4H7BrO2, CAS is 4360-63-8, about Efficient synthesis of α-branched purine-based acyclic nucleosides: scopes and limitations of the method.Computed Properties of C4H7BrO2.

An efficient route to acylated acyclic nucleosides containing a branched hemiaminal ether moiety was reported via three-component alkylation of N-heterocycle (purine nucleobase) with acetal (cyclic or acyclic, variously branched) and anhydride (preferentially acetic anhydride). The procedure employed cheap and easily available acetals, acetic anhydride, and trimethylsilyl trifluoromethanesulfonate (TMSOTf). The multi-component reaction was carried out in acetonitrile at room temperature for 15 min and provides moderate to high yields (up to 88%) of diverse acyclonucleosides branched at the aliphatic side chain. The procedure exhibited a broad substrate scope of N-heterocycles and acetals, and, in the case of purine derivatives, also excellent regioselectivity, giving almost exclusively N-9 isomers.

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

Name: 2-Bromomethyl-1,3-dioxolane. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 2-Bromomethyl-1,3-dioxolane, is researched, Molecular C4H7BrO2, CAS is 4360-63-8, about Design, synthesis, and biological evaluation of novel 6H-benzo[c]chromen-6-one derivatives as potential phosphodiesterase II inhibitors. Author is Tang, Long; Jiang, Jianchun; Song, Guoqiang; Wang, Yajing; Zhuang, Ziheng; Tan, Ying; Xia, Yan; Huang, Xianfeng; Feng, Xiaoqing.

Urolithins (hydroxylated 6H-benzo[c]chromen-6-ones) were the main bioavailable metabolites of ellagic acid (EA), which was shown to be a cognitive enhancer in the treatment of neurodegenerative diseases. A series of alkoxylated 6H-benzo[c]chromen-6-one derivatives I [R = H, OMe; R1 = Me, Et, Bn, etc.] via reaction of hydroxy-benzo[c]chromenones and alkyl halides were designed and synthesized. Furthermore, their biol. activities were evaluated as potential PDE2 inhibitors, and the alkoxylated 6H-benzo[c]chromen-6-one derivative I [R = H, R1 = n-Bu] was found to have the optimal inhibitory potential (IC50: 3.67 ± 0.47μM). Compound 6H-benzo[c]chromen-6-one derivative I [R = H, R1 = n-Bu] also exhibited comparable activity in comparison to that of BAY 60-7550 in vitro cell level studies.

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