Tag: 200-300

Cyanophosphate: an efficient intermediate for conversion of carbonyl compounds to nitriles was written by Yoneda, Ryuji;Harusawa, Shinya;Kurihara, Takushi. And the article was included in Tetrahedron Letters in 1989.Recommanded Product: 1-Benzylpiperidine-4-carbonitrile This article mentions the following:

A novel and high yield method is described for the conversion of saturated or unsaturated carbonyl compounds to nitriles via cyanophosphates by SmI₂ in the presence of Me₃COH. Thus, treatment of BzH with (EtO)₂P(O)CN and LiCl in THF afforded crude cyanophosphate PhCH(CN)OP(O)(OEt)₂, which on reaction with SmI₂ and Me₃COH in THF gave 85% PhCH₂CN. In the experiment, the researchers used many compounds, for example, 1-Benzylpiperidine-4-carbonitrile (cas: 62718-31-4Recommanded Product: 1-Benzylpiperidine-4-carbonitrile).

1-Benzylpiperidine-4-carbonitrile (cas: 62718-31-4) belongs to piperidine derivatives.Piperidine is a key saturated heterocyclic scaffold found in several of the top-selling small molecule pharmaceuticals and natural alkaloids, with a diverse range of biological activities. The piperidine and polyhydroxylated indolizidine derivatives have shown to be promising 浼?glucosidase inhibitors. The former are analogs of DNJ with an improved 浼?glucosidase inhibitory profile than that of DNJ. Boisson et al.Recommanded Product: 1-Benzylpiperidine-4-carbonitrile

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Novel 3,5-bis(arylidiene)-4-piperidone based monocarbonyl analogs of curcumin: anticancer activity evaluation and mode of action study was written by Thakur, Anuj;Manohar, Sunny;Velez Gerena, Christian E.;Zayas, Beatriz;Kumar, Vineet;Malhotra, Sanjay V.;Rawat, Diwan S.. And the article was included in MedChemComm in 2014.Formula: C12H15NO3S This article mentions the following:

A series of eighteen novel 3,5-bis(arylidiene)-4-piperidone based sym. monocarbonyl analogs of curcumin I (R = H, CH₃; R¹ = 3-F, 3-Cl, 3-Br, etc.) were synthesized and a subset was screened by National Cancer Institute (NCI), USA for their anticancer activity. Dose-response studies and the mechanism of action investigation suggest that most active compounds are apoptosis inducers. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Formula: C12H15NO3S).

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives. Piperidine is a saturated organic heteromonocyclic parent, an azacycloalkane, a secondary amine and a member of piperidines. Piperidine prefers a chair conformation, similar to cyclohexane. Unlike cyclohexane, piperidine has two distinguishable chair conformations: one with the N閳ユ弻 bond in an axial position, and the other in an equatorial position.Formula: C12H15NO3S

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Exploration of a New Type of Antimalarial Compounds Based on Febrifugine was written by Kikuchi, Haruhisa;Yamamoto, Keisuke;Horoiwa, Seiko;Hirai, Shingo;Kasahara, Ryota;Hariguchi, Norimitsu;Matsumoto, Makoto;Oshima, Yoshiteru. And the article was included in Journal of Medicinal Chemistry in 2006.SDS of cas: 95798-22-4 This article mentions the following:

Febrifugine (I), a quinazoline alkaloid, isolated from Dichroa febrifuga roots, shows powerful antimalarial activity against Plasmodium falciparum. The use of I as an antimalarial drug has been precluded because of side effects, such as diarrhea, vomiting, and liver toxicity. However, the potent antimalarial activity of I has stimulated medicinal chemists to pursue compounds derived from I, which may be valuable leads for novel drugs. In this study, we synthesized a new series of febrifugine derivatives formed by structural modifications at (i) the quinazoline ring, (ii) the linker, or (iii) the piperidine ring. Then, we evaluated their antimalarial activities. Thienopyrimidine analog II exhibited a potent antimalarial activity and a high therapeutic selectivity both in vitro and in vivo, suggesting that II is a good antimalarial candidate. In the experiment, the researchers used many compounds, for example, Benzyl 3-hydroxypiperidine-1-carboxylate (cas: 95798-22-4SDS of cas: 95798-22-4).

Benzyl 3-hydroxypiperidine-1-carboxylate (cas: 95798-22-4) belongs to piperidine derivatives. The piperidine moiety constitutes an important building block for the synthesis of a variety of bioactive natural products, alkaloids and other drugs. Industrially, piperidine is produced by the hydrogenation of pyridine, usually over a molybdenum disulfide catalyst. Pyridine can also be reduced to piperidine via a modified Birch reduction using sodium in ethanol.SDS of cas: 95798-22-4

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Carbamate Synthesis Using a Shelf-Stable and Renewable C₁ Reactant was written by Dobi, Zoltan;Reddy, B. Narendraprasad;Renders, Evelien;Van Raemdonck, Laurent;Mensch, Carl;De Smet, Gilles;Chen, Chen;Bheeter, Charles;Sergeyev, Sergey;Herrebout, Wouter A.;Maes, Bert U. W.. And the article was included in ChemSusChem in 2019.Category: piperidines This article mentions the following:

4-Propylcatechol carbonate is a shelf-stable, renewable C₁ reactant, which is easily prepared from renewable 4-propylcatechol (derived from wood) and di-Me carbonate (derived from CO₂) using a reactive distillation system. In this work, the 4-propylcatechol carbonate was used for the two-step synthesis of carbamates I [R¹ = Et, cyclopropyl, PhCH₂, etc., R² = H; R¹R² = (CH₂)₃, (CH₂)₄, (CH₂)₂O(CH₂)₂, etc.; R³ = Me, Et, PhCH₂, L-menthyl, etc.] under mild reaction conditions. In the first step, 4-propylcatechol carbonate reacted with an alc. R³OH at 50-80 鎺矯 in the presence of a Lewis acid catalyst, such as Zn(OAc)₂璺? H₂O, to afford the corresponding carbonates II. No solvent was used in the reactions with liquid alcs., whereas 2-methyltetrahydrofuran was used as solvent in reactions with solid alcs. In the second step, the carbonate intermediates II reacted with various amines R¹R²NH at room temperature in 2-methyltetrahydrofuran, forming the target carbamates I and the byproduct 4-propylcatechol, which could be recycled into a carbonate reactant. In the experiment, the researchers used many compounds, for example, Benzyl 3-hydroxypiperidine-1-carboxylate (cas: 95798-22-4Category: piperidines).

Benzyl 3-hydroxypiperidine-1-carboxylate (cas: 95798-22-4) belongs to piperidine derivatives. Piperidine is a saturated organic heteromonocyclic parent, an azacycloalkane, a secondary amine and a member of piperidines. Piperidine derivatives bearing a masked aldehyde function in the 钄?position are easily transformed into quinolizidine compounds through intramolecular reductive amination.Category: piperidines

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Ligand-Free Iron-Catalyzed Regioselectivity-Controlled Hydroboration of Aliphatic Terminal Alkenes was written by Su, Wei;Qiao, Rui-Xiao;Jiang, Yuan-Ye;Zhen, Xiao-Li;Tian, Xia;Han, Jian-Rong;Fan, Shi-Ming;Cheng, Qiushi;Liu, Shouxin. And the article was included in ACS Catalysis in 2020.COA of Formula: C12H15NO3S This article mentions the following:

The control of regioselectivities has been recognized as the elementary issue for alkene hydroboration. Despite considerable progress, the specificity of alkene substrates or the adjustment of ligands was necessary for specific regioselectivities, which restrict the universality and practicability. Herein, we report a ligand-free iron-catalyzed regiodivergent hydroboration of aliphatic terminal alkenes that obtains both Markovnikov and anti-Markovnikov hydroboration products in high regioselectivities. Notably, solvents and bases were shown to be crucial factors influencing the regioselectivities and further studies suggested that the iron-boron alkoxide ate complex is the key intermediate that determines the unusual Markovnikov regioselectivity. Terminal alkenes with diverse structures (monosubstituted and 1,1-disubstituted, open-chain and exocyclic) underwent the transformation smoothly. The reaction does not require the addition of auxiliary ligands and it can be performed on a gram scale, thus providing an efficient and sustainable method for the synthesis of primary, secondary, and tertiary alkyl borates. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9COA of Formula: C12H15NO3S).

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives. The piperidine ring can be found not only in more than half of the currently known structures of alkaloids, but also in many natural or synthetic compounds with interesting biological activities. Several piperidine alkaloids isolated from natural herbs, were found to exhibit antiproliferation and antimetastatic effects on various types of cancers both in vitro and in vivo for example Piperine, Evodiamine, Matrine, Berberine and Tetrandine.COA of Formula: C12H15NO3S

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Design, synthesis and biological activity of N-(amino)piperazine-containing benzothiazinones against Mycobacterium tuberculosis was written by Wang, Apeng;Xu, Shijie;Chai, Yun;Xia, Guimin;Wang, Bin;Lv, Kai;Ma, Chao;Wang, Dan;Wang, Aoyu;Qin, Xiaoyu;Liu, Mingliang;Lu, Yu. And the article was included in European Journal of Medicinal Chemistry in 2021.Computed Properties of C9H19N3O2 This article mentions the following:

A series of novel benzothiazinone derivatives containing a N-(amino)piperazine moiety I (R₁ = H, Me, iso-Bu, etc.; R₂ = cyclohexyl, 4-(methoxyimino)cyclohexyl, 4-F₃CC₆H₄, etc.), II (R = cyclohexylmethyl, 4-trifluoromethoxybenzyl, cyclohexanecarbonyl, pyridin-4-ylmethyl) based on the structure of WAP-1902 discovered, were designed and synthesized as new anti-TB agents. Many of the compounds exhibited excellent in vitro activity against both drug-sensitive MTB strain H37Rv and multidrug-resistant clin. isolates (MIC: < 0.016娓璯/mL), and good safety index (CC₅₀: >64娓璯/mL). Especially compound I (R₁ = Me; R₂ = 4-(methoxyimino)cyclohexyl) displayed low hERG cardiac toxicity and acceptable oral pharmacokinetic profiles, indicating its promising potential to be a lead compound for future antitubercular drug discovery. In the experiment, the researchers used many compounds, for example, tert-Butyl 4-aminopiperazine-1-carboxylate (cas: 118753-66-5Computed Properties of C9H19N3O2).

tert-Butyl 4-aminopiperazine-1-carboxylate (cas: 118753-66-5) belongs to piperidine derivatives. Piperidine and its derivatives have become increasingly popular in many synthetic schemes. Piperidine derivatives are being utilized in different ways as anticancer, antiviral, antimalarial, antimicrobial, antifungal, antihypertension, analgesic, anti-inflammatory, anti-Alzheimer, antipsychotic and/or anticoagulant agents.Computed Properties of C9H19N3O2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Donepezil-butylated hydroxytoluene (BHT) hybrids as Anti-Alzheimer’s disease agents with cholinergic, antioxidant, and neuroprotective properties was written by Cai, Pei;Fang, Si-Qiang;Yang, Hua-Li;Yang, Xue-Lian;Liu, Qiao-Hong;Kong, Ling-Yi;Wang, Xiao-Bing. And the article was included in European Journal of Medicinal Chemistry in 2018.Quality Control of 1-Benzylpiperidine-4-carbonitrile This article mentions the following:

The multifactorial nature of Alzheimer’s disease (AD) calls for the development of multitarget agents addressing key pathogenic processes. A novel family of donepezil-butylated hydroxytoluene (BHT) hybrids were designed, synthesized and evaluated as multifunctional ligands against AD. The optimal compound I displayed a balanced multifunctional profile covering an intriguing acetylcholinesterase (AChE) inhibition (IC_50, 0.075 娓璏 for eeAChE and 0.75 娓璏 for hAChE) and Monoamine oxidase B (MAO-B) inhibition (IC₅₀, 7.4 娓璏 for hMAO-B), excellent antioxidant activity (71.7 娓璏 of IC₅₀ by DPPH method, 0.82 and 1.62 trolox equivalent by ABTS method and ORAC method resp.), and inhibitory effects on self-induced, hAChE-induced A灏?aggregation. Moreover, I possessed neuroprotective potency against H₂O₂-induced oxidative damage on PC12 cells and Lipopolysaccharides (LPS)-stimulated inflammation on BV2 cells. Compound I was capable of penetrating BBB and presented good liver microsomal metabolic stability. Importantly, compound I could dose-dependently reverse scopolamine-induced memory deficit in mice without acute toxicity. Taken together, those outstanding results highlight the donepezil-BHT hybrid I as a promising prototype in the research of innovative compound for AD. In the experiment, the researchers used many compounds, for example, 1-Benzylpiperidine-4-carbonitrile (cas: 62718-31-4Quality Control of 1-Benzylpiperidine-4-carbonitrile).

1-Benzylpiperidine-4-carbonitrile (cas: 62718-31-4) belongs to piperidine derivatives.Piperidine is a key saturated heterocyclic scaffold found in several of the top-selling small molecule pharmaceuticals and natural alkaloids, with a diverse range of biological activities. Piperidine prefers a chair conformation, similar to cyclohexane. Unlike cyclohexane, piperidine has two distinguishable chair conformations: one with the N閳ユ弻 bond in an axial position, and the other in an equatorial position.Quality Control of 1-Benzylpiperidine-4-carbonitrile

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Development of a Suzuki Cross-Coupling Reaction between 2-Azidoarylboronic Pinacolate Esters and Vinyl Triflates To Enable the Synthesis of [2,3]-Fused Indole Heterocycles was written by Jana, Navendu;Nguyen, Quyen;Driver, Tom G.. And the article was included in Journal of Organic Chemistry in 2014.Recommanded Product: 33439-27-9 This article mentions the following:

The scope and limitations of a Suzuki reaction between 2-azidoarylboronic acid pinacolate esters and vinyl triflates are reported. This cross-coupling reaction enables the regioselective synthesis of indoles, e.g., I, after a subsequent Rh^II₂-catalyzed sp²-C-H bond amination reaction. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Recommanded Product: 33439-27-9).

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives. The piperidine structural motif is present in numerous natural alkaloids. These include piperine, which gives black pepper its spicy taste. Several piperidine alkaloids isolated from natural herbs, were found to exhibit antiproliferation and antimetastatic effects on various types of cancers both in vitro and in vivo for example Piperine, Evodiamine, Matrine, Berberine and Tetrandine.Recommanded Product: 33439-27-9

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Development of the Scope of a Co-Mediated O閳墫 Rearrangement Reaction was written by Meek, Simon J.;Pradaux, Fabienne;Carbery, David R.;Demont, Emmanuel H.;Harrity, Joseph P. A.. And the article was included in Journal of Organic Chemistry in 2005.Application of 33439-27-9 This article mentions the following:

An Al-promoted, Co-mediated O閳墫 rearrangement reaction of cyclic enol ethers is described. This process delivers functionalized cyclohexanones with good to excellent levels of diastereo control, whereby the product stereochem. is dependent on the E/Z-stereochem. of the starting enol ether. The rearrangement process also permits access to highly substituted 浼?spirocyclic cyclohexanones as well as cyclopentanones. The latter rearrangement appears to proceed via an unusual 5-(enol-endo)-exo-trig cyclization process. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Application of 33439-27-9).

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives.Piperidine is a key saturated heterocyclic scaffold found in several of the top-selling small molecule pharmaceuticals and natural alkaloids, with a diverse range of biological activities. Piperidine derivatives are being utilized in different ways as anticancer, antiviral, antimalarial, antimicrobial, antifungal, antihypertension, analgesic, anti-inflammatory, anti-Alzheimer, antipsychotic and/or anticoagulant agents.Application of 33439-27-9

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Irradiation-Induced Heck Reaction of Unactivated Alkyl Halides at Room Temperature was written by Wang, Guang-Zu;Shang, Rui;Cheng, Wan-Min;Fu, Yao. And the article was included in Journal of the American Chemical Society in 2017.Category: piperidines This article mentions the following:

The palladium-catalyzed Mizoroki-Heck reaction is arguably one of the most significant carbon-carbon bond-construction reactions to be discovered in the last 50 years, with a tremendous number of applications in the production of chems. This Nobel-Prize-winning transformation has yet to overcome the obstacle of its general application in a range of alkyl electrophiles, especially tertiary alkyl halides that possess eliminable 灏?hydrogen atoms. Whereas most palladium-catalyzed cross-coupling reactions utilize the ground-state reactivity of palladium complexes under thermal conditions and generally apply a single ligand system, authors report that the palladium-catalyzed Heck reaction proceeds smoothly at room temperature with a variety of tertiary, secondary, and primary alkyl bromides upon irradiation with blue light-emitting diodes in the presence of a dual phosphine ligand system. Also rationalized that this unprecedented transformation is achieved by utilizing the photoexcited-state reactivity of the palladium complex to enhance oxidative addition and suppress undesired 灏?hydride elimination. In the experiment, the researchers used many compounds, for example, 1-Boc-4-Hydroxy-4-methylpiperidine (cas: 406235-30-1Category: piperidines).

1-Boc-4-Hydroxy-4-methylpiperidine (cas: 406235-30-1) belongs to piperidine derivatives. The piperidine ring can be found not only in more than half of the currently known structures of alkaloids, but also in many natural or synthetic compounds with interesting biological activities. Piperidine prefers a chair conformation, similar to cyclohexane. Unlike cyclohexane, piperidine has two distinguishable chair conformations: one with the N閳ユ弻 bond in an axial position, and the other in an equatorial position.Category: piperidines

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem