Day: October 18, 2022

In 2022,Wu, Xingyu; Chen, Nanjun; Klok, Harm-Anton; Lee, Young Moo; Hu, Xile published an article in Angewandte Chemie, International Edition. The title of the article was 《Branched Poly(Aryl Piperidinium) Membranes for Anion-Exchange Membrane Fuel Cells》.HPLC of Formula: 1445-73-4 The author mentioned the following in the article:

Anion-exchange membrane fuel cells (AEMFCs) are a promising, next-generation fuel cell technol. AEMFCs require highly conductive and robust anion-exchange membranes (AEMs), which are challenging to develop due to the tradeoff between conductivity and water uptake. Here we report a method to prepare high-mol.-weight branched poly(aryl piperidinium) AEMs. We show that branching reduces water uptake, leading to improved dimensional stability. The optimized membrane, b-PTP-2.5, exhibits simultaneously high OH- conductivity (>145 mS cm-1 at 80 °C), high mech. strength and dimensional stability, good processability, and excellent alk. stability (>1500 h) in 1 M KOH at 80 °C. AEMFCs based on b-PTP-2.5 reached peak power densities of 2.3 W cm-2 in H2-O2 and 1.3 W cm-2 in H2-air at 80 °C. The AEMFCs can run stably under a constant current of 0.2 A cm-2 over 500 h, during which the b-PTP-2.5 membrane remains stable. In the experiment, the researchers used 1-Methyl-4-piperidone(cas: 1445-73-4HPLC of Formula: 1445-73-4)

1-Methyl-4-piperidone(cas: 1445-73-4) is a member of piperidine. 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. Hence, continuous efforts have been made to develop convenient methods to prepare piperidine derivatives.HPLC of Formula: 1445-73-4

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Application In Synthesis of tert-Butyl 4-aminopiperidine-1-carboxylateIn 2019 ,《Design, synthesis, cytotoxicity and 3D-QSAR analysis of new 3,6-disubstituted-1,2,4,5-tetrazine derivatives as potential antitumor agents》 appeared in Arabian Journal of Chemistry. The author of the article were Canete-Molina, Alvaro; Espinosa-Bustos, Christian; Gonzalez-Castro, Marcos; Faundez, Mario; Mella, Jaime; Tapia, Ricardo A.; Cabrera, Alan R.; Brito, Ivan; Aguirre, Adam; Salas, Cristian O.. The article conveys some information:

Two new series of 3-substituted-6-(2,5-dimethylpyrazol-1-yl)-1,2,4,5-tetrazines I [Ar = Ph, 3,5-dimethylphenyl, 2-naphthyl, etc.] and II [R = Ph, 4-NO2-C6H4, 2-pyridyl, etc.], and analyzed them for a potential role as antitumor agents were reported. Twenty-two compounds were obtained, and four mol. structures were determined by X-ray diffraction anal. Using flow cytometry and MTT assay, potential action on cell toxicity was determined for each of the compounds for four cancer cell lines. The potency and selectivity demonstrated by these compounds were dependent on the cancer cell line, where the following compounds were found the most promising agents against certain cell lines: compounds I [Ar = 2-naphthyl, 3-chlorophenyl] for HL-60 cells, and I [Ar = Ph, 3,5-dimethylphenyl] on HCT116 cells, I [Ar = 4-CN-C6H4] on Hela cells and II [R = 2-(3-trifluoromethyl)pyridyl] on H1975 cells. The action exerted by these compounds was comparable to the well-known cancer treatment drug etoposide and higher than vatalanib. To arrive at the structural requirements for activity on each cell line, a SAR and 3D-QSAR anal. was carried out. From the 3D-QSAR models, steric and electronic features were identified in the aromatic centers, and were key components for cytotoxic activity on HL-60 cell lines. The cytometry results suggested that some tetrazine derivatives induced apoptosis on HCT116 cells. In addition to this study using tert-Butyl 4-aminopiperidine-1-carboxylate, there are many other studies that have used tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7Application In Synthesis of tert-Butyl 4-aminopiperidine-1-carboxylate) was used in this study.

tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7) belongs to anime. Primary amines having a tertiary alkyl group (R3CNH2) are difficult to prepare with most methods but are made industrially by the Ritter reaction. In this method a tertiary alcohol reacts with hydrogen cyanide (HCN) in the presence of a concentrated strong acid; a formamide, RNH―CHO, is formed first, which then undergoes hydrolysis.Application In Synthesis of tert-Butyl 4-aminopiperidine-1-carboxylate

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Quality Control of tert-Butyl 4-hydroxypiperidine-1-carboxylateIn 2020 ,《Structure-Activity Relationship for the Oxadiazole Class of Antibacterials》 was published in ACS Medicinal Chemistry Letters. The article was written by Boudreau, Marc A.; Ding, Derong; Meisel, Jayda E.; Janardhanan, Jeshina; Spink, Edward; Peng, Zhihong; Qian, Yuanyuan; Yamaguchi, Takao; Testero, Sebastian A.; O’Daniel, Peter I.; Leemans, Erika; Lastochkin, Elena; Song, Wei; Schroeder, Valerie A.; Wolter, William R.; Suckow, Mark A.; Mobashery, Shahriar; Chang, Mayland. The article contains the following contents:

A structure-activity relationship (SAR) for the oxadiazole class of antibacterials was evaluated by syntheses of 72 analogs and determination of the minimal-inhibitory concentrations (MICs) against the ESKAPE panel of bacteria. Selected compounds were further evaluated for in vitro toxicity, plasma protein binding, pharmacokinetics (PK), and a mouse model of methicillin-resistant Staphylococcus aureus (MRSA) infection. Oxadiazole 72c shows potent in vitro antibacterial activity, exhibits low clearance, a high volume of distribution, and 41% oral bioavailability, and shows efficacy in mouse models of MRSA infection. In the experiment, the researchers used tert-Butyl 4-hydroxypiperidine-1-carboxylate(cas: 109384-19-2Quality Control of tert-Butyl 4-hydroxypiperidine-1-carboxylate)

tert-Butyl 4-hydroxypiperidine-1-carboxylate(cas:109384-19-2) is a 4-hydroxypyridine with a boc protecting group used in the preparation of neurologically active agents and other pharmaceutical compounds.Quality Control of tert-Butyl 4-hydroxypiperidine-1-carboxylate

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

《Studies on synthesis and anticancer activity of selected N-(2-fluoroethyl)-N-nitrosoureas》 was published in Journal of Medicinal Chemistry in 1984. These research results belong to Johnston, Thomas P.; Kussner, Conrad L.; Carter, Ronald L.; Frye, Jerry L.; Lomax, Nancita R.; Plowman, Jacqueline; Narayanan, V. L.. Recommanded Product: Benzyl (2,6-dioxopiperidin-3-yl)carbamate The article mentions the following:

Aminolysis of FCH2CH2N(NO)CO2C6H4NO2-2 with H2NCH2CH2OH, 1α,2β,3α-2-amino-1,3-cyclohexanediol, cis-1,2-aminocyclohexanol, and 2-amino-2-deoxy-D-glucose gave the corresponding H2O-sol ureas, e.g., I. The H2O-insoluble glutarimide analog II was prepared by nitrosation of the corresponding urea. In trials with B16 melanoma and Lewis lung carcinoma the compounds were comparable to their Cl analogs as inhibitors; I seemed to be the most effective. In the experimental materials used by the author, we found Benzyl (2,6-dioxopiperidin-3-yl)carbamate(cas: 24666-55-5Recommanded Product: Benzyl (2,6-dioxopiperidin-3-yl)carbamate)

Benzyl (2,6-dioxopiperidin-3-yl)carbamate(cas: 24666-55-5) belongs to anime. In organic chemistry, amines are compounds and functional groups that contain a basic nitrogen atom with a lone pair. Amines are formally derivatives of ammonia (NH3), wherein one or more hydrogen atoms have been replaced by a substituent such as an alkyl or aryl group (these may respectively be called alkylamines and arylamines; amines in which both types of substituent are attached to one nitrogen atom may be called alkylarylamines).Recommanded Product: Benzyl (2,6-dioxopiperidin-3-yl)carbamate

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Application of 126832-81-3On March 1, 2008, Imaeda, Yasuhiro; Miyawaki, Toshio; Sakamoto, Hiroki; Itoh, Fumio; Konishi, Noriko; Hiroe, Katsuhiko; Kawamura, Masaki; Tanaka, Toshimasa; Kubo, Keiji published an article in Bioorganic & Medicinal Chemistry. The article was 《Discovery of sulfonylalkylamides: A new class of orally active factor Xa inhibitors》. The article mentions the following:

Factor Xa (FXa) is a trypsin-like serine protease involved in the coagulation cascade and has received great interest as a potential target for the development of new antithrombotic agents. Most of amidine-type FXa inhibitors reported have been found to show extremely poor oral bioavailability. I is one of the first reported non-amidine type FXa inhibitors. To discover novel and orally active FXa inhibitors, we investigated flexible linear linkers between the 6-chloronaphthalene ring and the 1-(pyridin-4-yl)piperidine moiety of I and found an orally active sulfonylalkylamide with an FXa IC50 of 0.05 μM, comparable with that of I. Further modification to reduce the CYP3A4 inhibitory activity of the sulfonylalkylamide resulted in a potent, selective, and orally active 2-methylpyridine analog (FXa IC50 of 0.061 μM), for which the liability of CYP3A4 inhibition was significantly weakened compared to the sulfonylalkylamide. the 2-methylpyridine sulfonylalkylamide analog also showed long lasting anticoagulant activity in cynomolgus monkeys. The experimental part of the paper was very detailed, including the reaction process of 1-Pyridin-4-ylpiperidin-4-one(cas: 126832-81-3Application of 126832-81-3)

1-Pyridin-4-ylpiperidin-4-one(cas: 126832-81-3) belongs to piperidines. Piperidine derivatives are also used in solid-phase peptide synthesis (SPPS) and many degradation reactions. Application of 126832-81-3

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Safety of Piperidine-4-carboxamideOn October 15, 2020 ,《Development of coumarine derivatives as potent anti-filovirus entry inhibitors targeting viral glycoprotein》 was published in European Journal of Medicinal Chemistry. The article was written by Gao, Yinyi; Cheng, Han; Khan, Sameer; Xiao, Gaokeng; Rong, Lijun; Bai, Chuan. The article contains the following contents:

Filoviruses, including Ebolavirus (EBOV), Marburgvirus (MARV) and Cuevavirus, cause hemorrhagic fevers in humans with up to 90% mortality rates. In the 2014-2016 West Africa Ebola epidemic, there are 15,261 laboratory confirmed cases and 11,325 total deaths. The lack of effective vaccines and medicines for the prevention and treatment of filovirus infection in humans stresses the urgency to develop antiviral therapeutics against filovirus-associated diseases. Our previous study identified a histamine receptor antagonist compound CP19 as an entry inhibitor against both EBOV and MARV. The preliminary structure-activity relationship (SAR) studies of CP19 showed that its piperidine, coumarin and linker were related with its antiviral activities. In this study, we performed detailed SAR studies on these groups with synthesized CP19 derivatives We discovered that 1) the piperidine group could be optimized with heterocycles, 2) the substitution groups of C3 and C4 of coumarin should be relatively large hydrophobic groups and 3) the linker part should be least substituted. Based on the SAR anal., we synthesized compound as a potent entry inhibitor of EBOV and MARV (IC50 = 0.5μM for EBOV and 1.5μM for MARV). The mutation studies of Ebola glycoprotein and mol. docking studies showed that the coumarin and its substituted groups of compound 32 bind to the pocket of Ebola glycoprotein in a similar way to the published entry inhibitor compound 118a. However, the carboxamide group of compound 32 does not have strong interaction with N61 as compound 118a does. The coumarin skeleton structure and the binding model of compound 32 elucidated by this study could be utilized to guide further design and optimization of entry inhibitors targeting the filovirus glycoproteins. In addition to this study using Piperidine-4-carboxamide, there are many other studies that have used Piperidine-4-carboxamide(cas: 39546-32-2Safety of Piperidine-4-carboxamide) was used in this study.

Piperidine-4-carboxamide(cas: 39546-32-2) belongs to anime. Amines have a free lone pair with which they can coordinate to metal centers. Amine–metal bonds are weaker because amines are incapable of backbonding, but they are still important for sensing applications.While stronger than hydrogen bonds, amine–metal bonds are still weaker than both covalent and ionic bonds.Safety of Piperidine-4-carboxamide

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Synthetic Route of C13H16N2OOn September 30, 1983 ,《New antihypertensive agents. III. Synthesis and antihypertensive activity of some arylalkyl piperidines carrying a heterocycle at the 4-position》 was published in Chemical & Pharmaceutical Bulletin. The article was written by Obase, Hiroyuki; Nakamizo, Nobuhiro; Takai, Haruki; Teranishi, Masayuki; Kubo, Kazuhiro; Shuto, Katsuichi; Kasuya, Yutaka; Shigenobu, Koki; Hashikami, Makiko. The article contains the following contents:

Arylalkyl piperidines carrying a heterocycle at the 4-position of piperidine e.g. I, II, III, and IV were prepared and the hypotensive activities of the products examined Thus, 2-indolinone was treated with 1-benzyl-4-piperidinone followed by hydrogenolysis to give 4-(2-oxoindolin-3-yl)piperidine which was treated with 2-bromo-3′,4′-methylenedioxyacetophenone to give IV. Compound I had the highest hypotensive activity in anesthetized normotensive rats (-78 mmHg, 30 mg/kg, i.p.) and compound II showed the strongest hypotensive activity (-95 mmHg, 30 mg/kg p.o) in unanesthetized spontaneously hypertensive rats. Only III produced a considerable decrease in blood pressure in both animal models. In the experiment, the researchers used 3-(Piperidin-4-yl)indolin-2-one(cas: 72831-89-1Synthetic Route of C13H16N2O)

3-(Piperidin-4-yl)indolin-2-one(cas: 72831-89-1) belongs to piperidines. Piperidine derivatives are also used in solid-phase peptide synthesis (SPPS) and many degradation reactions. Synthetic Route of C13H16N2O

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

HPLC of Formula: 826-36-8On November 15, 2022 ,《Ultrasonic treatment enhances the formation of oxygen vacancies and trivalent manganese on α-MnO2 surfaces: Mechanism and application》 appeared in Journal of Colloid and Interface Science. The author of the article were Yi, Hailing; Wang, Yanhao; Diao, Lingling; Xin, Yanjun; Chai, Chao; Cui, Dejie; Ma, Dong. The article conveys some information:

Catalytic activity is the main obstacle limiting the application of peroxymonosulfate (PMS) activation on transition metal oxide catalysts in organic pollutant removal. Herein, ultrasonic treatment was applied to α-MnO2 to fabricate a new u-α-MnO2 catalyst for PMS activation. Di-Me phthalate (DMP, 10 mg/L) was almost completely degraded within 90 min, and the pseudofirst-order rate constant for DMP degradation in the u-α-MnO2/PMS system was ∼7 times that in the initial α-MnO2/PMS system. The ultrasonic treatment altered the crystalline and pore structures of α-MnO2 and produced defects on the u-α-MnO2 catalyst. According to the XPS, TG, and EPR results, higher contents of trivalent Mn and oxygen vacancies (OVs) were produced on the catalyst surfaces. The OVs induced the decomposition of PMS to produce 1O2, which was identified as the main reactive oxygen species (ROS) responsible for DMP degradation The u-α-MnO2 catalyst presented great reusability, especially by ultrasonic regeneration of OVs toward the used catalyst. This study provides new insights into regulating OVs generation and strengthening catalyst activity in the PMS activation process for its application in water purification In the part of experimental materials, we found many familiar compounds, such as Triacetonamine(cas: 826-36-8HPLC of Formula: 826-36-8)

Triacetonamine(cas: 826-36-8) is a member of piperidine. 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. Hence, continuous efforts have been made to develop convenient methods to prepare piperidine derivatives.HPLC of Formula: 826-36-8

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Kuroda, Shoichi; Kobashi, Yohei; Kawamura, Madoka; Kawabe, Kenichi; Shiozawa, Fumiyasu; Hamada, Makoto; Shimizu, Yuki; Okumura-Kitajima, Lisa; Koretsune, Hiroko; Kimura, Kayo; Yamamoto, Koji; Kakinuma, Hiroyuki published an article in Chemical & Pharmaceutical Bulletin. The title of the article was 《Synthesis and structure-activity relationship of C-phenyl D-glucitol (TP0454614) derivatives as selective sodium-dependent glucose cotransporter 1 (SGLT1) inhibitors》.Reference of Piperidine-4-carboxamide The author mentioned the following in the article:

Sodium-glucose cotransporter 1 (SGLT1) is the primary transporter for glucose absorption from the gastrointestinal tract. While C-Ph d-glucitol derivative SGL5213 has been reported to be a potent intestinal SGLT1 inhibitor for use in the treatment of type 2 diabetes, no SGLT1 selectivity was found in vitro (IC50 29 nM for hSGLT1 and 20 nM for hSGLT2). In this study we found a new method of synthesizing key intermediates 12 by a one-pot three-component condensation reaction and discovered C-Ph d-glucitol 41j (TP0454614), which has >40-fold SGLT1 selectivity in vitro (IC50 26 nM for hSGLT1 and 1101 nM for hSGLT2). The results of our study have provided new insights into the structure-activity relationships (SARs) of the SGLT1 selectivity of C-glucitol derivatives The results came from multiple reactions, including the reaction of Piperidine-4-carboxamide(cas: 39546-32-2Reference of Piperidine-4-carboxamide)

Piperidine-4-carboxamide(cas: 39546-32-2) belongs to anime. Amine, any member of a family of nitrogen-containing organic compounds that is derived, either in principle or in practice, from ammonia (NH3). Naturally occurring amines include the alkaloids, which are present in certain plants; the catecholamine neurotransmitters (i.e., dopamine, epinephrine, and norepinephrine); and a local chemical mediator, histamine, that occurs in most animal tissues.Reference of Piperidine-4-carboxamide

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Metwally, Kamel A.; Dukat, Malgorzata; Egan, Christina T.; Smith, Carol; DuPre, Ann; Gauthier, Colleen B.; Herrick-Davis, Katharine; Teitler, Milt; Glennon, Richard A. published their research in Journal of Medicinal Chemistry on December 3 ,1998. The article was titled 《Spiperone: Influence of Spiro Ring Substituents on 5-HT2A Serotonin Receptor Binding》.Recommanded Product: 136624-42-5 The article contains the following contents:

Spiperone is a widely used pharmacol. tool that acts as a potent dopamine D2, serotonin 5-HT1A, and serotonin 5-HT2A antagonist. Although spiperone also binds at 5-HT2C receptors, it is one of the very few agents that display some (∼1000-fold) binding selectivity for 5-HT2A vs. 5-HT2C receptors and, hence, might serve as a useful template for the development of novel 5-HT2A antagonists if the impact of its various substituent groups on binding was known. In the present investigation we focused on the 1,3,8-triazaspiro[4.5]decanone portion of spiperone and found that replacement of the N1-Ph group with a Me group only slightly decreased affinity for cloned rat 5-HT2A receptors. However, N1-Me derivatives displayed significantly reduced affinity for 5-HT1A, 5-HT2C, and dopamine D2 receptors. Several representative examples were shown to behave as 5-HT2 antagonists. As such, N1-alkyl analogs of spiperone may afford entry into a novel series of 5-HT2A-selective antagonists. The experimental process involved the reaction of 4-Amino-1-benzylpiperidine-4-carbonitrile(cas: 136624-42-5Recommanded Product: 136624-42-5)

4-Amino-1-benzylpiperidine-4-carbonitrile(cas: 136624-42-5) belongs to anime. Examples of direct uses of amines and their salts are as corrosion inhibitors in boilers and in lubricating oils (morpholine), as antioxidants for rubber and roofing asphalt (diarylamines), as stabilizers for cellulose nitrate explosives (diphenylamine), as protectants against damage from gamma radiation (diarylamines), as developers in photography (aromatic diamines), as flotation agents in mining, as anticling and waterproofing agents for textiles, as fabric softeners, in paper coating, and for solubilizing herbicides.Recommanded Product: 136624-42-5

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem