Category: 4045-24-3

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Identification of thiophene-benzenesulfonamide derivatives for the treatment of multidrug-resistant tuberculosis》. Authors are Qin, Rongfei; Wang, Pengxu; Wang, Bin; Fu, Lei; Batt, Sarah M.; Besra, Gurdyal S.; Wu, Chengwei; Wang, Yanan; Huang, Haihong; Lu, Yu; Li, Gang.The article about the compound:4-Methoxypiperidinecas:4045-24-3,SMILESS:COC1CCNCC1).Name: 4-Methoxypiperidine. Through the article, more information about this compound (cas:4045-24-3) is conveyed.

A series of thiophene-benzenesulfonamide derivatives was designed and synthesized by exploring the structure-activity relationship of lead compounds 2,3-disubstituted thiophenes I and 297F II as antituberculosis agents, which displayed potent antimycobacterial activity against drug-susceptible and clin. isolated drug-resistant tuberculosis. In particular, compound III (-R1R2- = -(CH2)4-), which had improved activity (min. inhibitory concentration of 0.023 μg/mL) compared with the lead compounds, displayed good intracellular antimycobacterial activity in macrophages with a reduction of 1.29 log10 CFU. A druggability evaluation indicated that compound III (-R1R2- = -(CH2)4-) had favorable hepatocyte stability, low cytotoxicity, and low hERG channel inhibition. Moreover, compound III (-R1R2- = -(CH2)4-) exhibited modest in vivo efficacy in an acute mouse model of tuberculosis. In addition, the mol. docking study elucidated the binding mode of compound III (-R1R2- = -(CH2)4-) in the active site of DprE1. Therefore, compound III (-R1R2- = -(CH2)4-) may be a promising antituberculosis lead for further research.

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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

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.Wang, Jin-Lin; Liu, Mei-Ling; Zou, Jian-Yu; Sun, Wen-Hui; Liu, Xue-Yuan researched the compound: 4-Methoxypiperidine( cas:4045-24-3 ).Application In Synthesis of 4-Methoxypiperidine.They published the article 《Copper-Catalyzed Aminoarylation of Alkenes via Aminyl Radical Addition and Aryl Migration》 about this compound( cas:4045-24-3 ) in Organic Letters. Keywords: amino amide preparation; alkene hydroxylamine copper catalyst aminoarylation. We’ll tell you more about this compound (cas:4045-24-3).

A new strategy for aminoarylation of alkenes by copper-catalyzed SMILESs rearrangement using O-benzoylhydroxylamines as the amine reagent was described.. This method affords various β-amino amide derivatives possessing a quaternary carbon center with wide functional group tolerance and high regioselectivity. The mechanistic studies indicate that the transformation can involve aminyl radical intermediates under acid-free condition.

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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Synthetic Route of C6H13NO. 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: 4-Methoxypiperidine, is researched, Molecular C6H13NO, CAS is 4045-24-3, about Sustainable Route Toward N-Boc Amines: AuCl3/CuI-Catalyzed N-tert-butyloxycarbonylation of Amines at Room Temperature.

Herein, a step- and atom-economic synthesis of N-Boc amines RC(O)OC(CH3)3 (R = diethylaminyl, piperidin-1-yl, 4-methylpiperazin-1-yl, 1,4-dioxa-8-azaspiro[4.5]decan-8-yl, etc.) from amines RH, t-butanol, and CO was reported at room temperature Notably, this N-tert-butyloxycarbonylation procedure utilized ready-made substrates, com. available AuCl3/CuI as catalysts, and O2 from air as the sole oxidant. This catalytic system provided unique selectivity for N-Boc amines in good yields. More significantly, gram-scale preparation of medicinally important N-Boc amine intermediates was successfully implemented and, which demonstrated a potential application prospect in industrial syntheses. Furthermore, this approach also showed good compatibility with tertiary and other useful alcs. R1OH (R1 = t-Bu, 2-methylbutan-2-yl, Bn, etc.). Investigations of the mechanisms revealed that gold catalyzed the reaction and copper acted as electron transfer mediator in the catalytic cycle.

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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Nonbisphosphonate inhibitors of Plasmodium falciparum FPPS/GGPPS, published in 2021-06-01, which mentions a compound: 4045-24-3, Name is 4-Methoxypiperidine, Molecular C6H13NO, HPLC of Formula: 4045-24-3.

A series of novel thiazole-containing amides such as I.TFA were synthesized as inhibitors of Plasmodium falciparum farnesyldiphosphate synthase (PfFPPS) and geranylgeranyldiphosphate synthase (PfGGPPS). A structure-activity relationship study of these compounds led to the identification of potent and selective PfFPPS/GGPPS inhibitors with good in vitro ADME profiles. The most promising candidate mols. were progressed to mouse in vivo PK studies and demonstrated adequate free drug exposure to warrant further investigation.

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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Application In Synthesis of 4-Methoxypiperidine. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 4-Methoxypiperidine, is researched, Molecular C6H13NO, CAS is 4045-24-3, about Discovery of Novel Thiophene-arylamide Derivatives as DprE1 Inhibitors with Potent Antimycobacterial Activities. Author is Wang, Pengxu; Batt, Sarah M.; Wang, Bin; Fu, Lei; Qin, Rongfei; Lu, Yu; Li, Gang; Besra, Gurdyal S.; Huang, Haihong.

In this study, we report the design and synthesis of a series of novel thiophene-arylamide compounds derived from the noncovalent decaprenylphosphoryl-β-D-ribose 2′-epimerase (DprE1) inhibitor TCA1 through a structure-based scaffold hopping strategy. Systematic optimization of the two side chains flanking the thiophene core led to new lead compounds bearing a thiophene-arylamide scaffold with potent antimycobacterial activity and low cytotoxicity. Compounds I, II, III [X = H,F] exhibited potent in vitro activity against both drug-susceptible (min. inhibitory concentration (MIC) = 0.02-0.12μg/mL) and drug-resistant (MIC = 0.031-0.24μg/mL) tuberculosis strains while retaining potent DprE1 inhibition (half maximal inhibitory concentration (IC50) = 0.2-0.9μg/mL) and good intracellular antimycobacterial activity. In addition, these compounds showed good hepatocyte stability and low inhibition of the human ether-á-go-go related gene (hERG) channel. The representative compound III [X = H] with acceptable pharmacokinetic property demonstrated significant bactericidal activity in an acute mouse model of tuberculosis. Moreover, the mol. docking study of template compound I provides new insight into the discovery of novel antitubercular agents targeting DprE1.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – 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: 4045-24-3, is researched, Molecular C6H13NO, about Design, synthesis and biological evaluation of Tozadenant analogues as adenosine A2A receptor ligands, the main research direction is morpholinyl benzothiazolyl methylpiperidine carboxamide preparation adenosine receptor fluorine isotopologue; A(2A) adenosine Receptor; Autoradiography; Binding studies; Fluorinated analogues; Fluorine-18 isotopologues; Ligand synthesis.Product Details of 4045-24-3.

With the aim to obtain potent adenosine A2A receptor (A2AR) ligands, a series of eighteen derivatives of 4-hydroxy-N-(4-methoxy-7-morpholin-4-yl-1,3-benzo[d]thiazol-2-yl)-4-methylpiperidine-1-carboxamide were designed and synthesized. The target compounds were obtained by a chem. building block principle that involved reaction of the appropriate aminobenzothiazole Ph carbamates with either com. available or readily synthesized functionalized piperidines. Ki values for human A2AR ranged from 2.4 to 38 nM, with more than 120-fold selectivity over A1 receptors for all evaluated compounds except 4-Fluoro-4-(hydroxymethyl)-N-(4-methoxy-7-morpholinobenzo[d]thiazol-2-yl)piperidine-1-carboxamide which had a Ki of 361 nM and 18-fold selectivity. The most potent fluorine-containing derivatives exhibited Ki values of 4.9 nM, 3.6 nM and 2.8 nM for the human A2AR. Interestingly, the corresponding values for rat A2AR were found to be four to five times higher. Their binding to A2AR was further confirmed by radiolabeling with 18F and in vitro autoradiog. in rat brain slices, which showed almost exclusive striatal binding and complete displacement by the A2AR antagonist ZM 241385. Authors conclude that these compounds represent potential candidates for the visualization of the A2A receptor and open pathways to novel therapeutic treatments of neurodegenerative disorders or cancer.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – 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: 4045-24-3, is researched, SMILESS is COC1CCNCC1, Molecular C6H13NOJournal, Article, Research Support, Non-U.S. Gov’t, Organic Letters called Electrochemical Iodoamination of Indoles Using Unactivated Amines, Author is Lei, Ning; Shen, Yanling; Li, Yujun; Tao, Pan; Yang, Liquan; Su, Zhishan; Zheng, Ke, the main research direction is green electrochem iodoamination indole unactivated amine amino acid benzotriazole.Electric Literature of C6H13NO.

An environmentally friendly electrochem. approach for iodoamination of various indole derivatives with a series of unactivated amines, amino acid derivatives, and benzotriazoles (more than 80 examples) has been developed. This strategy was further applied in late-stage functionalization of natural products and pharmaceuticals and gram-scale synthesis and radiosynthesis of 131I-labeled compounds Fundamental insights into the mechanism of the reaction based on control experiments, d. functional theory calculation, and cyclic voltammetry are provided.

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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Reference of 4-Methoxypiperidine. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 4-Methoxypiperidine, is researched, Molecular C6H13NO, CAS is 4045-24-3, about Amine-Responsive Disassembly of AuI-CuI Double Salts for Oxidative Carbonylation. Author is Cao, Yanwei; Yang, Jian-Gong; Deng, Yi; Wang, Shengchun; Liu, Qi; Shen, Chaoren; Lu, Wei; Che, Chi-Ming; Chen, Yong; He, Lin.

A sensitive amine-responsive disassembly of self-assembled AuI-CuI double salts was observed and its use for the synergistic catalysis was enlightened. Study of the disassembly of [Au(NHC)2][CuI2] revealed the contribution of Cu-assisted ligand exchange of N-heterocyclic carbene (NHC) by amine in [Au(NHC)2]+ and the capacity of [CuI2]- on the oxidative step. By integrating the implicative information coded in the responsive behavior and inherent catalytic functions of d10 metal complexes, a catalyst for the oxidative carbonylation of amines was developed. The advantages of this method were clearly reflected on mild reaction conditions and the significantly expanded scope (51 examples); both primary and steric secondary amines can be employed as substrates. The cooperative reactivity from Au and Cu centers, as an indispensable prerequisite for the excellent catalytic performance, was validated in the synthesis of (un)sym. ureas and carbamates.

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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Related Products of 4045-24-3. 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: 4-Methoxypiperidine, is researched, Molecular C6H13NO, CAS is 4045-24-3, about Orally bioavailable HCV NS5A inhibitors of unsymmetrical structural class. Author is Nakamura, Hiroshi; Fujioka, Shingo; Terui, Takashi; Okuda, Satoshi; Kondo, Kentaro; Tamatani, Yoshinori; Akagi, Yusuke; Komoda, Yasumasa; Kinoshita, Wataru; Ito, Soichiro; Maeda, Kimiya; Ukaji, Yutaka; Inaba, Takashi.

A novel unsym. structural class of orally bioavailable hepatitis C virus (HCV) nonstructural 5A protein (NS5A) inhibitors has been generated by improving both the solubility and membrane permeability of the lead compound found in our previous work. The representative compound 14, with a 5-hydroxymethylpyrazine group and a 3-t-butylpropargyl group on each side of the mol., exhibited the best oral bioavailability in this study, inhibiting not only the HCV genotype 1a, 1b, 2a, and 3a replicons with EC50 values in the picomolar range, but also inhibited 1a Q30 mutants induced by launched sym. inhibitors with EC50 values in the low nanomolar range.

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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – 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: 4045-24-3, is researched, Molecular C6H13NO, about Copper-Catalyzed Oxalamide-Directed ortho-C-H Amination of Anilines with Alkylamines, the main research direction is aniline alkylamine oxalamide copper catalyst amination directing group; aromatic amine preparation.Recommanded Product: 4-Methoxypiperidine.

A copper-catalyzed oxalamide-directed ortho-C-H amination of anilines has been developed by using 1 atm of air as the sole oxidant. The protocol shows excellent functional group tolerance, and some heterocyclic amines including indole, benzothiophene, benzothiazole, quinoline, isoquinoline, and quinoxaline could be compatible in the reaction. The late-stage diversification of medicinal drugs demonstrates the synthetic utility of this protocol.

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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem