Day: February 22, 2023

Structure-activity relationship of 4-azaindole-2-piperidine derivatives as agents against Trypanosoma cruzi was written by Koovits, Paul J.;Dessoy, Marco A.;Matheeussen, An;Maes, Louis;Caljon, Guy;Mowbray, Charles E.;Kratz, Jadel M.;Dias, Luiz C.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2020.COA of Formula: C12H21NO3 This article mentions the following:

The structure-activity relationship of a 4-Azaindole-2-piperidine compound selected from GlaxoSmithKline’s recently disclosed open-resource “Chagas box” and possessing moderate activity against Trypanosoma cruzi, the parasite responsible for Chagas disease, is presented. Despite considerable medicinal chem. efforts, a suitably potent and metabolically stable compound could not be identified to advance the series into in vivo studies. This research should be of interest to those in the area of neglected diseases and in particular anti-kinetoplastid drug discovery. In the experiment, the researchers used many compounds, for example, tert-Butyl 3-acetylpiperidine-1-carboxylate (cas: 858643-92-2COA of Formula: C12H21NO3).

tert-Butyl 3-acetylpiperidine-1-carboxylate (cas: 858643-92-2) 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.COA of Formula: C12H21NO3

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Problems in low-temperature polymerization of lactams with alkali metal aluminum lactamate as catalysts was written by Konomi, Tuyoshi;Tani, Hisaya. And the article was included in Journal of Polymer Science, Part A-1: Polymer Chemistry in 1971.Name: 1-Acetylpiperidin-2-one This article mentions the following:

In the alkali metal aluminum tetracaprolactamate-catalyzed polymerization of 蔚-caprolactam, at lower catalyst concentrations (0.125-0.50 mole %), polymerization occurred only at >140-150.deg. because of the poor initiator activity of aluminum caprolactamate [17831-77-5], while at higher concentrations (2.0 mole %) the initiation temperature required decreased to .sim.100.deg.. In the presence of Na caprolactamate [2123-24-2] no polymerization occurred even after long polymerization times. Since the alk. polymerization of 蔚-caprolactam initiated by N-acetylcaprolactam gives a polymer both at 75.deg. and 100.deg., the formation of N-acylcaprolactam by the interaction of the lactam anion and the initiator depends both on the nature of the initiator, i.e. the electron-withdrawing power of the N-substituent in 蔚-caprolactam, and on the temperature-dependent ionic character of the alkali metal caprolactamate. In the prolonged polymerization of lactams with potassium diethylaluminum dilactamate, in the absence of initiator, the initiator activity decreased in the order 伪-pyrrolidinone > 蔚-caprolactam > 伪-piperidone. The reactivity of NaAlEt4 or KAlEt4 towards N-acetyllactam was lower than that towards lactam at a given temperature, indicating that no consumption of N-acetyllactam by the reaction with alkali metal ethylaluminum lactamates occurs in the course of low-temperature polymerization of lactams. In the experiment, the researchers used many compounds, for example, 1-Acetylpiperidin-2-one (cas: 3326-13-4Name: 1-Acetylpiperidin-2-one).

1-Acetylpiperidin-2-one (cas: 3326-13-4) 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. Fluorinated piperidines are also the subject of continued interest in medicinal chemistry, for example in the synthesis of selective dipeptidyl peptidase II (DPP II) inhibitors. Piperidine derivatives are also used in solid-phase peptide synthesis (SPPS) and many degradation reactions.Name: 1-Acetylpiperidin-2-one

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Synthesis of the Enantiomers of Thioridazine was written by Antonsen, Simen;Monsen, Erling B.;Ovchinnikov, Kirill;Nolsoee, Jens M. J.;Ekeberg, Dag;Kristiansen, Jette E.;Diep, Dzung B.;Stenstroem, Yngve. And the article was included in SynOpen in 2020.Quality Control of 10-(2-(1-Methylpiperidin-2-yl)ethyl)-2-(methylthio)-10H-phenothiazine This article mentions the following:

Herein, an auxiliary-based strategy is used for the total synthesis of both enantiomers (+)-thioridazine and (-)-thioridazine in high optical purity and good overall yield. The strategy can easily be scaled up. Both enantiomers were tested against several bacteria. Comparison of the racemic mixture, (-)-thioridazine and its (+)-antipode revealed that they have the same antimicrobial effects. Thus, the non-toxic enantiomer, (-)-thioridazine, can prove useful in this role and should be investigated further. In the experiment, the researchers used many compounds, for example, 10-(2-(1-Methylpiperidin-2-yl)ethyl)-2-(methylthio)-10H-phenothiazine (cas: 50-52-2Quality Control of 10-(2-(1-Methylpiperidin-2-yl)ethyl)-2-(methylthio)-10H-phenothiazine).

10-(2-(1-Methylpiperidin-2-yl)ethyl)-2-(methylthio)-10H-phenothiazine (cas: 50-52-2) belongs to piperidine derivatives. Piperidine has a role as a reagent, a protic solvent, a base, a catalyst, a plant metabolite, a human metabolite and a non-polar solvent. 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.Quality Control of 10-(2-(1-Methylpiperidin-2-yl)ethyl)-2-(methylthio)-10H-phenothiazine

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Metal-Free Catalytic Hydrogenolysis of Silyl Triflates and Halides into Hydrosilanes was written by Durin, Gabriel;Fontaine, Albane;Berthet, Jean-Claude;Nicolas, Emmanuel;Thuery, Pierre;Cantat, Thibault. And the article was included in Angewandte Chemie, International Edition in 2022.Application of 79-55-0 This article mentions the following:

The metal-free catalytic hydrogenolysis of silyl triflates and halides (I, Br) to hydrosilanes is unlocked by using arylborane Lewis acids as catalysts. In the presence of a nitrogen base, the catalyst acts as a Frustrated Lewis Pair (FLP) able to split H₂ and generate a boron hydride intermediate capable of reducing (pseudo)halosilanes. This metal-free organocatalytic system is competitive with metal-based catalysts and enables the formation of a variety of hydrosilanes at room temperature in high yields (>85%) under a low pressure of H₂ (鈮?0 bar). In the experiment, the researchers used many compounds, for example, 1,2,2,6,6-Pentamethylpiperidine (cas: 79-55-0Application of 79-55-0).

1,2,2,6,6-Pentamethylpiperidine (cas: 79-55-0) belongs to piperidine derivatives. The piperidine structural motif is present in numerous natural alkaloids. These include piperine, which gives black pepper its spicy taste. Piperidine prefers a chair conformation, similar to cyclohexane. Unlike cyclohexane, piperidine has two distinguishable chair conformations: one with the N鈥揌 bond in an axial position, and the other in an equatorial position.Application of 79-55-0

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

ABA Type Amphiphiles with Poly(2-benzhydryl-2-oxazine) Moieties: Synthesis, Characterization and Inverse Thermogelation was written by Hahn, Lukas;Kessler, Larissa;Polzin, Lando;Fritze, Lars;Forster, Stefan;Helten, Holger;Luxenhofer, Robert. And the article was included in Macromolecular Chemistry and Physics in 2021.Related Products of 1126-09-6 This article mentions the following:

Thermoresponsive polymers are frequently involved in the development of materials for various applications. Here, polymers containing poly(2- benzhydryl-2-oxazine) (pBhOzi) repeating units are described for the first time. The homopolymer pBhOzi and an ABA type amphiphile comprising two flanking hydrophilic A blocks of poly(2-methyl-2-oxazoline) (pMeOx) and the hydrophobic aromatic pBhOzi central B block (pMeOx-b-pBhOzi-b-pMeOx) are synthesized and the latter is shown to exhibit inverse thermogelling properties at concentrations of 20 weight% in water. This behavior stands in contrast to a homolog ABA amphiphile consisting of a central poly(2-benzhydryl-2-oxazoline) block (pMeOx-b-pBhOx-b-pMeOx). No inverse thermogelling is observed with this polymer even at 25 weight%. For 25 weight% pMeOx-b-pBhOzi-b-pMeOx, a surprisingly high storage modulus of 鈮?2 kPa and high values for the yield and flow points of 480 Pa and 1.3 kPa are obtained. Exceeding the yield point, pronounced shear thinning is observed Interestingly, only little difference between self-assemblies of pMeOx-b-pBhOzi-b-pMeOx and pMeOx-b-pBhOx-b-pMeOx is observed by dynamic light scattering while transmission electron microscopy images suggest that the micelles of pMeOx-b-pBhOzi-b-pMeOx interact through their hydrophilic coronas, which is probably decisive for the gel formation. Overall, this study introduces new building blocks for poly(2-oxazoline) and poly(2-oxazine)-based self-assemblies, but addnl. studies will be needed to unravel the exact mechanism. In the experiment, the researchers used many compounds, for example, Ethyl piperidine-4-carboxylate (cas: 1126-09-6Related Products of 1126-09-6).

Ethyl piperidine-4-carboxylate (cas: 1126-09-6) 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. 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.Related Products of 1126-09-6

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Roles of lysosomotropic agents on LRRK2 activation and Rab10 phosphorylation was written by Kuwahara, Tomoki;Funakawa, Kai;Komori, Tadayuki;Sakurai, Maria;Yoshii, Gen;Eguchi, Tomoya;Fukuda, Mitsunori;Iwatsubo, Takeshi. And the article was included in Neurobiology of Disease in 2020.Computed Properties of C21H26N2S2 This article mentions the following:

Leucine-rich repeat kinase 2 (LRRK2), the major causative gene product of autosomal-dominant Parkinson鈥瞫 disease, is a protein kinase that phosphorylates a subset of Rab GTPases. Since pathogenic LRRK2 mutations increase its ability to phosphorylate Rab GTPases, elucidating the mechanisms of how Rab phosphorylation is regulated by LRRK2 is of great importance. We have previously reported that chloroquine-induced lysosomal stress facilitates LRRK2 phosphorylation of Rab10 to maintain lysosomal homeostasis. Here we reveal that Rab10 phosphorylation by LRRK2 is potently stimulated by treatment of cells with a set of lysosome stressors and clin. used lysosomotropic drugs. These agents commonly promoted the formation of LRRK2-coated enlarged lysosomes and extracellular release of lysosomal enzyme cathepsin B, the latter being dependent on LRRK2 kinase activity. In contrast to the increase in Rab10 phosphorylation, treatment with lysosomotropic drugs did not increase the enzymic activity of LRRK2, as monitored by its autophosphorylation at Ser1292 residue, but rather enhanced the mol. proximity between LRRK2 and its substrate Rab GTPases on the cytosolic surface of lysosomes. Lysosomotropic drug-induced upregulation of Rab10 phosphorylation was likely a downstream event of Rab29 (Rab7L1)-mediated enzymic activation of LRRK2. These results suggest a regulated process of Rab10 phosphorylation by LRRK2 that is associated with lysosomal overload stress, and provide insights into the novel strategies to halt the aberrant upregulation of LRRK2 kinase activity. In the experiment, the researchers used many compounds, for example, 10-(2-(1-Methylpiperidin-2-yl)ethyl)-2-(methylthio)-10H-phenothiazine (cas: 50-52-2Computed Properties of C21H26N2S2).

10-(2-(1-Methylpiperidin-2-yl)ethyl)-2-(methylthio)-10H-phenothiazine (cas: 50-52-2) 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. 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.Computed Properties of C21H26N2S2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Synthesis, biological evaluation and molecular modeling of novel azaspiro dihydrotriazines as influenza virus inhibitors targeting the host factor dihydrofolate reductase (DHFR) was written by Francesconi, Valeria;Giovannini, Luca;Santucci, Matteo;Cichero, Elena;Costi, Maria Paola;Naesens, Lieve;Giordanetto, Fabrizio;Tonelli, Michele. And the article was included in European Journal of Medicinal Chemistry in 2018.Quality Control of 1-Benzylpiperidin-3-one hydrochloride This article mentions the following:

Recently, cycloguanil-like dihydrotriazine derivatives were identified, which provided host-factor directed antiviral activity against influenza viruses and respiratory syncytial virus (RSV), by targeting the human dihydrofolate reductase (hDHFR) enzyme. In this context, it was deemed interesting to further investigate the structure activity relationship (SAR) of our first series of cycloguanil-like dihydrotriazines, designing two novel azaspiro dihydrotriazine scaffolds. The present study allowed the exploration of the potential chem. space around these new scaffolds that are well tolerated for maintaining the antiviral effect by means of interaction with the hDHFR enzyme. The new derivatives confirmed their inhibitory profile against influenza viruses, especially type B. In particular, the two best compounds shared potent antiviral activity, (I: EC₅₀ = 0.29 渭M; II: EC₅₀ = 0.19 渭M), which was comparable to that of zanamivir (EC₅₀ = 0.14 渭M), and better than that of ribavirin (EC₅₀ = 3.2 渭M). In addition, these two compounds proved to be also effective against RSV (I: EC₅₀ = 0.40 渭M, SI 鈮?250; II: EC₅₀ = 1.8 渭M, SI 鈮?56), surpassing the potency and selectivity index (SI) of ribavirin (EC₅₀ = 5.8 渭M, SI > 43). In perspective, the above adequately substituted azaspiro dihydrotriazines may represent valuable hit compounds worthy of further structural optimization to develop improved host DHFR-directed antiviral agents. In the experiment, the researchers used many compounds, for example, 1-Benzylpiperidin-3-one hydrochloride (cas: 50606-58-1Quality Control of 1-Benzylpiperidin-3-one hydrochloride).

1-Benzylpiperidin-3-one hydrochloride (cas: 50606-58-1) belongs to piperidine derivatives. Piperidine is a saturated organic heteromonocyclic parent, an azacycloalkane, a secondary amine and a member of piperidines. Some chemotherapeutic agents have piperidine moiety within their structure, foremost among them, vinblastine and raloxifene.Quality Control of 1-Benzylpiperidin-3-one hydrochloride

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Novel sulfonamides having dual dopamine D2 and D3 receptor affinity show in vivo antipsychotic efficacy with beneficial cognitive and EPS profile was written by Agai-Csongor, Eva;Nogradi, Katalin;Galambos, Janos;Vago, Istvan;Bielik, Attila;Magdo, Ildiko;Ignacz-Szendrei, Gyoergyi;Keseru, Gyoergy Miklos;Greiner, Istvan;Laszlovszky, Istvan;Kiss, Bela;Schmidt, Eva;Laszy, Judit;Saghy, Katalin;Gyertyan, Istvan;Zajer-Balazs, Maria;Gemesi, Larisza;Domany, Gyoergy. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2007.Product Details of 337912-66-0 This article mentions the following:

A library of N-(heterocyclylethylcyclohexyl)arylsulfonamides such as I is prepared by automated solid-phase synthesis, with related compounds prepared by solution-phase synthesis (no data); the compounds are evaluated for their binding to the dopamine D2 and D3 receptors. I binds to the human dopamine D2 and D3 receptors with K_i values of 24 nM and 400 pM, resp.; its antipsychotic activity and cognition-enhancing activity are determined The quant. structure-activity relationship for the binding of a set of sulfonamides to dopamine D3 receptors is determined, with seven compounds evaluated on its basis for binding to dopamine D3 receptors. In the experiment, the researchers used many compounds, for example, 4-(3-(Trifluoromethyl)phenoxy)piperidine (cas: 337912-66-0Product Details of 337912-66-0).

4-(3-(Trifluoromethyl)phenoxy)piperidine (cas: 337912-66-0) belongs to piperidine derivatives. Piperidine has a role as a reagent, a protic solvent, a base, a catalyst, a plant metabolite, a human metabolite and a non-polar solvent. 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.Product Details of 337912-66-0

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Studies on the structure-activity relationship of the basic amine of phenylpiperazines as melanocortin-4 receptor antagonists was written by Tran, Joe A.;Arellano, Melissa;Fleck, Beth A.;Pontillo, Joseph;Marinkovic, Dragan;Tucci, Fabio C.;Wen, Jenny;Saunders, John;Chen, Chen. And the article was included in Medicinal Chemistry in 2008.HPLC of Formula: 25560-00-3 This article mentions the following:

A series of piperazinephenethylamines were synthesized to study the contribution of a basic amine to binding affinity at the melanocortin-4 receptor. Several potent compounds from this series possessed subnanomolar K_i values in a competition binding assay. In the experiment, the researchers used many compounds, for example, 3-(2-Methylpiperidin-1-yl)propan-1-amine (cas: 25560-00-3HPLC of Formula: 25560-00-3).

3-(2-Methylpiperidin-1-yl)propan-1-amine (cas: 25560-00-3) belongs to piperidine derivatives. Piperidine is a metabolite of cadaverine, a polyamine found in the human intestine. Piperidine prefers a chair conformation, similar to cyclohexane. Unlike cyclohexane, piperidine has two distinguishable chair conformations: one with the N鈥揌 bond in an axial position, and the other in an equatorial position.HPLC of Formula: 25560-00-3

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Discovery and rational design of 2-aminopyrimidine-based derivatives targeting Janus kinase 2 (JAK2) and FMS-like tyrosine kinase 3 (FLT3) was written by Li, Yingxiu;Wang, Peng;Chen, Cong;Ye, Tianyu;Han, Yufei;Hou, Yunlei;Liu, Yajing;Gong, Ping;Qin, Mingze;Zhao, Yanfang. And the article was included in Bioorganic Chemistry in 2020.Computed Properties of C8H15NO2 This article mentions the following:

Herein, with the help of computer-aided drug design (CADD), the structure-based rational drug design, structure-activity relationships, and synthesis of a series of 2-aminopyrimidine derivatives that inhibit both JAK2 and FLT3 kinases was described. These screening cascades revealed that compound I [R¹ = 5-Cl] demonstrated the most inhibitory activity with IC₅₀ values of 1.8 and 0.68 nM against JAK2 and FLT3 resp. Compound I [R¹ = 5-Cl] also showed potent anti-proliferative activities against HEL (IC₅₀ = 0.84渭M) and Molm-13 (IC₅₀ = 0.019渭M) cell lines, but relatively weak cytotoxicity against K562 and PC-3 cell lines, which proved that it might have high target specificity. In-vitro metabolism assay, I [R¹ = 5-Cl] exhibited moderate stability in RLM (Rat Liver Microsomes) with a half-life time of 31 min. In the cellular context of Molm-13, I [R¹ = 5-Cl] induced cell cycle arrest in G1/S phase and enhanced apoptosis in a dose-dependent manner. These results indicated that I [R¹ = 5-Cl] s a promising dual JAK2/FLT3 inhibitor and worthy of further development. In the experiment, the researchers used many compounds, for example, Ethyl piperidine-4-carboxylate (cas: 1126-09-6Computed Properties of C8H15NO2).

Ethyl piperidine-4-carboxylate (cas: 1126-09-6) belongs to piperidine derivatives. Piperidine is a saturated organic heteromonocyclic parent, an azacycloalkane, a secondary amine and a member of piperidines. Fluorinated piperidines are also the subject of continued interest in medicinal chemistry, for example in the synthesis of selective dipeptidyl peptidase II (DPP II) inhibitors. Piperidine derivatives are also used in solid-phase peptide synthesis (SPPS) and many degradation reactions.Computed Properties of C8H15NO2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem