Day: March 31, 2022

SDS of cas: 16400-32-1. 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: 1-Bromo-2-pentyne, is researched, Molecular C5H7Br, CAS is 16400-32-1, about One-Pot Oxidative C-H Activation/Aza-Prins-Type Reaction of Tertiary Alkynylamines: A Counter Ion-Induced Iminium Ion-Alkyne Cyclization. Author is Orejarena Pacheco, Julio Cesar; Pusch, Stefan; Geske, Leander; Opatz, Till.

Herein, the design and development of a new one-pot and metal-free oxidative C-H activation/aza-Prins type cyclization of alkynylamines was reported. The scope of this method was demonstrated by the preparation of ten new pyrido[2,1-a]isoquinolines I [R1 = R2 = H, OMe; R3 = H, Ph, 2-thienyl, etc.; R4 = H, Et; stereo = cis, trans] in moderate to high yields (38-92%). Furthermore, a mechanistic proposal for the alkyne aza-Prins cyclization was described based on DFT calculations

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Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Recommanded Product: 50501-07-0. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: Ethyl indoline-2-carboxylate, is researched, Molecular C11H13NO2, CAS is 50501-07-0, about Convenient synthesis of dioxopiperazines via aminolysis of α-(pyruvylamino) esters. Author is Marshall, J. A.; Schlaf, T. F.; Csernansky, J. G..

Dioxopiperazines I and II were prepared from indoline III by cyclizing with MeNH2 to give dioxopiperazine IV, which was dehydrated to methylene compound V. V added AcSH to give I and II. Analogous reactions starting with pyrrole VI gave dioxopiperazine VII.

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Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Corey, Elias J.; McCaully, Ronald J.; Sachdev, Harbans S. published the article 《Asymmetric synthesis of α-amino acids. I. A new approach》. Keywords: amino acid via keto acid; keto acid amino acid via.They researched the compound: Ethyl indoline-2-carboxylate( cas:50501-07-0 ).Related Products of 50501-07-0. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:50501-07-0) here.

Asymmetric synthesis of α-amino acids from α-keto acids using chiral reagents which are regenerated by the synthesis is described. The chiral reagents used were N-amino-2-hydroxymethylindolines (I). The synthesis, resolution, and assignment of absolute configuration for these reagents is described. The application of (I) to the asymmetric synthesis of α-amino acids depends on their combination with α-keto acids to form chiral hydrazono lactones. Reduction of the C:N unit in these lactones affords the corresponding hydrazino lactones which are transformed to α-amino acids by hydrogenolysis of the N-N linkage and ester hydrolysis. By this process D-alanine and D-butyrine were synthesized from pyruvic acid and α-oxobutyric acid in optical purities of 80 and 90%, resp. A solid basis exists for the design of chiral indoline reagents of still greater efficiency in the asymmetric synthesis of α-amino acids.

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Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

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.Dhainaut, Alain; Regnier, Gilbert; Atassi, Ghanem; Pierre, Alain; Leonce, Stephane; Kraus-Berthier, Laurence; Prost, Jean Francois researched the compound: 1-(Bis(4-chlorophenyl)methyl)piperazine( cas:27469-61-0 ).Recommanded Product: 27469-61-0.They published the article 《New triazine derivatives as potent modulators of multidrug resistance》 about this compound( cas:27469-61-0 ) in Journal of Medicinal Chemistry. Keywords: triazine modulator multidrug resistance; cytotoxic agent modulator multidrug resistance triazine; structure activity multidrug resistance modulator triazine. We’ll tell you more about this compound (cas:27469-61-0).

70 Triazines, e.g., I (X = bond, NH, aminoalkylene; Y = N; R = diarylalkyl, dibenzocycloheptenyl, dibenzoheteroaryl) were prepared from chlorotrazines and tested for their capacity to modulate multidrug resistance (MDR) in DC-3F/AD and KB-A1 tumor cells in vitro, in comparison with verapamil (VRP), a calcium channel antagonist currently used in therapy as an antihypertensive drug, which also shows MDR modulating activity. Among the 12 selected compounds, I [X = bond, Y = CH, R = NHCH2CH(C6H4F-4)2] (II) (S9788) showed high MDR reversing properties in vitro (300- and 6-fold VRP at 5 μM in DC-3F/AD and KB-A1 cells, resp.) and induced a strong accumulation of adriamycin. The relationship between the increase of ADR accumulation and the fold reversal induced by these compounds and their lack of effects on the sensitive DC-3F cells suggest that they act mainly by inhibiting the Pgp-catalyzed efflux of cytotoxic agents, as already described for a majority of MDR modulators. In vivo, in association with the antitumor drug vincristine (0.25 mg/kg), II (100 mg/kg) increased the T/C by 39% in mice bearing the resistant tumor cell line P388/VCR. According to these interesting properties, II was selected for a clin. development because it was more bioavailable than I [X = bond, Y = CH, R = (dibenzo[a,d]cyclohepten-5-ylmethyl)amino] , even though it was less active.

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Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Quality Control of 1-(Bis(4-chlorophenyl)methyl)piperazine. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 1-(Bis(4-chlorophenyl)methyl)piperazine, is researched, Molecular C17H18Cl2N2, CAS is 27469-61-0, about Synthesis and pharmacological study of new calcium antagonists, analogs of cinnarizine and flunarizine. Author is Younes, S.; Baziard-Mouysset, G.; de Saqui-Sannes, G.; Stigliani, J. L.; Payard, M.; Bonnafous, R.; Tisne-Versailles, J..

Several phosphonic di-Et esters were prepared and their Ca antagonistic activity evaluated in vitro. The di-Et phosphonate group was condensed on substituted [diphenylmethyl], [(2-benzofuranyl)phenylmethyl], [(4-diphenylmethyl-1-piperazinyl) methyl], [4-(4-diphenylmethyl-1-piperazinyl methyl) phenylmethyl], and [4-(3-phenyl-2-propenyl)-1-piperazinyl methyl] groups. Despite the presence of the di-Et phosphonate moiety and the benzhydrylpiperazinyl group, both present in potent Ca antagonist structures, only one of the 19 prepared compounds, i.e. I, exhibited a Ca antagonistic profile.

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Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Visible-Light-Induced Radical Carbo-Cyclization/gem-Diborylation through Triplet Energy Transfer between a Gold Catalyst and Aryl Iodides, published in 2020-06-10, which mentions a compound: 16400-32-1, mainly applied to photochem cyclization diboration propargyl ether thioether amine preparation heterocycle; benzofuran benzothiophene indole diboronate preparation photochem diboration propargylic compound; gold diphosphine photocatalyst cyclization diboration propargyl ether thioether amine, Formula: C5H7Br.

Gem-Diboronates I (X = O, S, NBoc; R1 = H, halo, MeCO, MeO2C, tBu, CF3, MeSO2NH; R2 = H, Me, Et; R3 = H, Me, iPr, Bu) were prepared by photochem. diboration of propargylic substrates 2-I-R1C6H3XCHR3CCR2 with B2pin2 catalyzed by gold complex [Au2(μ-dppm)2(OTf)2] with up to 90% yields. Geminal diboronates have attracted significant attention because of their unique structures and reactivity. However, benzofuran-, indole- and benzothiophene-based benzylic gem-diboronates, building blocks for biol. relevant compounds, are unknown. A promising protocol using visible light and aryl iodides for constructing valuable building blocks, including benzofuran-, indole- and benzothiophene-based benzylic gem-diboronates, via radical carbo-cyclization/gem-diborylation of alkynes with a high functional group tolerance is presented. The utility of these gem-diboronates has been demonstrated by a ten gram scale conversion, by versatile transformations, by including the synthesis of approved drug scaffolds and two approved drugs, and even by polymer synthesis. The mechanistic investigation indicates that the merging of the dinuclear gold catalyst (photoexcitation by 315-400 nm UVA light) with Na2CO3 is directly responsible for photosensitization of aryl iodides (photoexcitation by 254 nm UV light) with blue LEDs light (410-490 nm, λmax = 465 nm) through an energy transfer (EnT) process, followed by homolytic cleavage of the C-I bond in the aryl iodide substrates.

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Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Kers, Inger; Macsari, Istvan; Csjernyik, Gabor; Nyloef, Martin; Skogholm, Karin; Sandberg, Lars; Minidis, Alexander; Bueters, Tjerk; Malmborg, Jonas; Eriksson, Anders B.; Lund, Per-Eric; Venyike, Elisabet; Luo, Lei; Nystroem, Jan-Erik; Besidski, Yevgeni published an article about the compound: 2-Bromo-5-methylpyrazine( cas:98006-90-7,SMILESS:CC1=CN=C(Br)C=N1 ).SDS of cas: 98006-90-7. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:98006-90-7) through the article.

The NaV1.7 ion channel is an attractive target for development of potential analgesic drugs based on strong genetic links between mutations in the gene coding for the channel protein and inheritable pain conditions. The (S)-N-chroman-3-ylcarboxamide series was used as a starting point for development of new channel blockers resulting in the phenethyl nicotinamide series I (X = CH, CF, N; R1 = 3-pyridyl, 2-methoxy-5-pyrimidinyl, 5-methoxy-2-pyrazinyl, etc.; R2 = H, Cl, F, Me, etc.; R3 = R4 = H, F; R3 = Me, R4 = H; R5 = F3CCH2CH2O, F3CCH2OCH2, etc.). The structure and activity relationship for this series was established and the metabolic issues of early analogs were addressed by appropriate substitutions. Compound I (X = CH; R1 = 5-methoxy-2-pyrazinyl; R2 = H; R3 = R4 = F; R5 = F3CCH2OCH2) displayed acceptable overall in vitro properties and in vivo rat PK profile.

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Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Formula: C17H18Cl2N2. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 1-(Bis(4-chlorophenyl)methyl)piperazine, is researched, Molecular C17H18Cl2N2, CAS is 27469-61-0, about Discovery, Optimization, and Characterization of Novel Chlorcyclizine Derivatives for the Treatment of Hepatitis C Virus Infection. Author is He, Shanshan; Xiao, Jingbo; Dulcey, Andres E.; Lin, Billy; Rolt, Adam; Hu, Zongyi; Hu, Xin; Wang, Amy Q.; Xu, Xin; Southall, Noel; Ferrer, Marc; Zheng, Wei; Liang, T. Jake; Marugan, Juan J..

Recently, we reported that chlorcyclizine (CCZ, Rac-2), an over-the-counter antihistamine piperazine drug, possesses in vitro and in vivo activity against hepatitis C virus. Here, we describe structure-activity relationship (SAR) efforts that resulted in the optimization of novel chlorcyclizine derivatives as anti-HCV agents. Several compounds exhibited EC50 values below 10 nM against HCV infection, cytotoxicity selectivity indexes above 2000, and showed improved in vivo pharmacokinetic properties. The optimized mols. can serve as lead preclin. candidates for the treatment of hepatitis C virus infection and as probes to study hepatitis C virus pathogenesis and host-virus interaction.

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Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

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 Acrylamide derivatives as antiallergic agents. 2. Synthesis and structure activity relationships of N-[4-[4-(diphenylmethyl)-1-piperazinyl]butyl]-3-(3-pyridyl)acrylamides, published in 1989-03-31, which mentions a compound: 27469-61-0, Name is 1-(Bis(4-chlorophenyl)methyl)piperazine, Molecular C17H18Cl2N2, Safety of 1-(Bis(4-chlorophenyl)methyl)piperazine.

A new series of 3-(3-pyridyl)acrylamides, e.g., I (R = H, R1 = 4-F, 4-Cl, 4-OMe, 3-Me, 4-Me, R2 = H, 4-Cl, 4-Me; R = 2-Cl, 2-NHMe, 2-Me, 5-F, 5-Cl, 5-Br, 5-OMe, 5-OH, 6-Cl, 6-OMe, 6-Me, 6-Bu, R1 = R2 = H), and 5-(3-pyridyl)-2,4-pentadienamides, e.g., II (R = H, Me, n = 3,4) were prepared and evaluated for antiallergic activity. Several of these compounds exhibited more potent inhibitory activities than the parent compound I (R = R1 = R2 = H) against the rat passive cutaneous anaphylaxis (PCA) reaction and the enzyme 5-lipoxygenase. Particularly, I (R = 6-Me, R1 = R2 = H) (III) showed an ED50 value of 3.3 mg/kg po in the rat PCA test, which was one-fifth of ketotifen and oxatomide. As compared with ketotifen and oxatomide, III showed a better balance of antiallergic properties due to inhibition of chem. mediator release, inhibition of 5-lipoxygenase, and antagonism of histamine.

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Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: (S)-(2,2-dimethyl-[1,3]-dioxolan-4-yl)-methylamine( cas:82954-65-2 ) is researched.Application of 82954-65-2.Angrick, Michael; Rewicki, Dieter published the article 《Reactions of sugars and related polyfunctional compounds with amino acids. 2. N-Acylation of 3-amino-1,2-propanediol with amino acids》 about this compound( cas:82954-65-2 ) in Liebigs Annalen der Chemie. Keywords: acylation aminopropanediol amino acid; propanediol amino acylation. Let’s learn more about this compound (cas:82954-65-2).

Racemic H2NCH2CH(OH)CH2OH was N-acylated with Z-X-OH (Z = PhCH2O2C; X = Ala, Phe, Val, Leu) by 1,1′-carbonyldiimidazole in THF to give Z-X-NHCH2CH(OH)CH2OH (II). In some cases (e.g., X = Ala), one of the 2 diastereoisomers of II spontaneously formed a precipitate, which can be separated The S,S-configuration of II (X = Ala) was established by N-acylating (S)-(aminomethyl)dioxolane (S)-III (R = H) with Z-Ala-OH and cleaving the resulting (S)-III (R = Z-Ala) to give (S,S)-II (X = Ala).

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Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics