Category: 58333-75-8

Synthesis, pharmacological evaluation and QSAR modeling of mono-substituted 4-phenylpiperidines and 4-phenylpiperazines was written by Pettersson, Fredrik;Svensson, Peder;Waters, Susanna;Waters, Nicholas;Sonesson, Clas. And the article was included in European Journal of Medicinal Chemistry in 2013.Recommanded Product: 4-(2-Methoxyphenyl)piperidine This article mentions the following:

A series of mono-substituted 4-phenylpiperidines and -piperazines have been synthesized and their effects on the dopaminergic system tested in vivo. The structure activity relationship (SAR) revealed that the position and physicochem. character of the aromatic substituent proved to be critical for the levels of 3,4-dihydroxyphenylacetic acid (DOPAC) in the brain of freely moving rats. In order to investigate how the structural properties of these compounds affect the response, a set of tabulated and calculated physicochem. descriptors were modeled against the in vivo effects using partial least square (PLS) regression. Furthermore, the binding affinities to the dopamine D₂ (DA D₂) receptor and monoamine oxidase A (MAO A) enzyme were determined for a chosen subset and QSAR models using the same descriptors as in the in vivo model were produced to investigate the mechanisms leading to the observed DOPAC response. These models, in combination with a strong correlation between the levels of striatal DOPAC and the affinities to DA D₂ and MAO A, provide a comprehensive understanding of the biol. response for compounds in this class. In the experiment, the researchers used many compounds, for example, 4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8Recommanded Product: 4-(2-Methoxyphenyl)piperidine).

4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8) 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: 4-(2-Methoxyphenyl)piperidine

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Direct access to the optically active VAChT inhibitor vesamicol and its analogues via the asymmetric aminolysis of meso-epoxides with secondary aliphatic amines was written by Sharma, Arun;Agarwal, Jyoti;Peddinti, Rama Krishna. And the article was included in Organic & Biomolecular Chemistry in 2017.Electric Literature of C12H17NO This article mentions the following:

First highly of biol. important vesamicol, benzovesamicol, and their derivatives was achieved via the desymmetrization of meso-epoxides with secondary aliphatic amines (4-phenylpiperidine derivatives) using a chiral [salenCo(III)-BF₄] catalyst at room temperature All products were obtained in good yield and with excellent optical induction. In the experiment, the researchers used many compounds, for example, 4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8Electric Literature of C12H17NO).

4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8) belongs to piperidine derivatives. Piperidine is a metabolite of cadaverine, a polyamine found in the human intestine. 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.Electric Literature of C12H17NO

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Design, Synthesis, and Pharmacological Characterization of Heterobivalent Ligands for the Putative 5-HT_2A/mGlu₂ Receptor Complex was written by Poulie, Christian B. M.;Liu, Na;Jensen, Anders A.;Bunch, Lennart. And the article was included in Journal of Medicinal Chemistry in 2020.Reference of 58333-75-8 This article mentions the following:

Herein, the synthesis of the first series of heterobivalent ligands targeting the putative heteromeric 5-HT_2A/mGlu₂ receptor complex, based on the 5-HT_2A antagonist MDL-100,907 and the mGlu₂ ago-PAM JNJ-42491293, are reported. The functional properties of monovalent and heterobivalent ligands were characterized in 5-HT_2A-, mGlu₂/Gqo5-, 5-HT_2A/mGlu₂-, and 5-HT_2A/mGlu₂/Gqo5-expressing HEK293 cells using a Ca²⁺ imaging assay and a [³H]ketanserin binding assay. Pronounced functional crosstalk was observed between the two receptors in 5-HT_2A/mGlu₂ and 5-HT_2A/mGlu₂/Gqo5 cells. While the synthesized monovalent ligands retained the 5-HT_2A antagonist and mGlu₂ ago-PAM functionalities, the seven bivalent ligands inhibited 5-HT-induced responses in 5-HT_2A/mGlu₂ cells and both 5-HT- and Glu-induced responses in 5-HT_2A/mGlu₂/Gqo5 cells. However, no definitive correlation between the functional potency and spacer length of the ligands was observed, an observation substantiated by the binding affinities exhibited by the compounds in 5-HT_2A, 5-HT_2A/mGlu₂, and 5-HT_2A/mGlu₂/Gqo5 cells. In conclusion, while functional crosstalk between 5-HT2A and mGlu2 was demonstrated, it remains unclear how these heterobivalent ligands interact with the putative receptor complex. In the experiment, the researchers used many compounds, for example, 4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8Reference of 58333-75-8).

4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8) 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 derivatives bearing a masked aldehyde function in the 钄?position are easily transformed into quinolizidine compounds through intramolecular reductive amination.Reference of 58333-75-8

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Discovery of Novel Spiroindoline Derivatives as Selective Tankyrase Inhibitors was written by Shirai, Fumiyuki;Tsumura, Takeshi;Yashiroda, Yoko;Yuki, Hitomi;Niwa, Hideaki;Sato, Shin;Chikada, Tsubasa;Koda, Yasuko;Washizuka, Kenichi;Yoshimoto, Nobuko;Abe, Masako;Onuki, Tetsuo;Mazaki, Yui;Hirama, Chizuko;Fukami, Takehiro;Watanabe, Hirofumi;Honma, Teruki;Umehara, Takashi;Shirouzu, Mikako;Okue, Masayuki;Kano, Yuko;Watanabe, Takashi;Kitamura, Kouichi;Shitara, Eiki;Muramatsu, Yukiko;Yoshida, Haruka;Mizutani, Anna;Seimiya, Hiroyuki;Yoshida, Minoru;Koyama, Hiroo. And the article was included in Journal of Medicinal Chemistry in 2019.Related Products of 58333-75-8 This article mentions the following:

The canonical WNT pathway plays an important role in cancer pathogenesis. Inhibition of poly(ADP-ribose) polymerase catalytic activity of the tankyrases (TNKS/TNKS2) has been reported to reduce the Wnt/β-catenin signal by preventing poly ADP-ribosylation dependent degradation of AXIN, a neg. regulator of Wnt/β-catenin signaling. With the goal of investigating the effects of tankyrase and Wnt pathway inhibition on tumor growth, we set out to find small mol. inhibitors of TNKS/TNKS2 with suitable drug-like properties. Starting from 1a(I), a high-throughput screening hit, the spiroindoline derivative 40c(II) (RK-287107) was discovered as a potent TNKS/TNKS2 inhibitor with >7,000-fold selectivity against the PARP1 enzyme, which inhibits WNT-responsive TCF reporter activity and proliferation of human colorectal cancer cell line COLO-320DM. II also demonstrated dose-dependent tumor growth inhibition in a mouse xenograft model. These observations suggest that II is a promising lead compound for the development of novel tankyrase inhibitors as anticancer agents. In the experiment, the researchers used many compounds, for example, 4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8Related Products of 58333-75-8).

4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8) 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.Related Products of 58333-75-8

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Chemical and pharmacological characterization of the TRPML calcium channel blockers ML-SI1 and ML-SI3 was written by Leser, Charlotte;Keller, Marco;Gerndt, Susanne;Urban, Nicole;Chen, Cheng-Chang;Schaefer, Michael;Grimm, Christian;Bracher, Franz. And the article was included in European Journal of Medicinal Chemistry in 2021.HPLC of Formula: 58333-75-8 This article mentions the following:

The members of the TRPML subfamily of non-selective cation channels (TRPML1-3) are involved in the regulation of important lysosomal and endosomal functions, and mutations in TRPML1 are associated with the neurodegenerative lysosomal storage disorder mucolipidosis type IV. In literature only two TRPML inhibitors, compound I : ML-SI1 and compound II : ML-SI3, have been published, albeit without clear information about stereochem. details. In this investigation authors developed total syntheses of both inhibitors. ML-SI1 was only obtained as a racemic mixture of inseparable diastereomers and showed activator-dependent inhibitory activity. The more promising tool is ML-SI3, hence ML-SI1 was not further investigated. For ML-SI3 authors confirmed by stereoselective synthesis that the trans-isomer is significantly more active than the cis-isomer. Separation of the enantiomers of trans-ML-SI3 further revealed that the (-)-isomer is a potent inhibitor of TRPML1 and TRPML2 (IC₅₀ values 1.6 and 2.3μM) and a weak inhibitor (IC50 12.5μM) of TRPML3, whereas the (+)-enantiomer is an inhibitor on TRPML1 (IC₅₀ 5.9μM), but an activator on TRPML 2 and 3. The anal. of 12 analogs and aromatic analog of ML-SI3 gave first insights into structure-activity relationships in this chemotype, and showed that a broad variety of modifications in both the N-arylpiperazine and the sulfonamide moiety is tolerated. In the experiment, the researchers used many compounds, for example, 4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8HPLC of Formula: 58333-75-8).

4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8) belongs to piperidine derivatives. The piperidine structural motif is present in numerous natural alkaloids. These include piperine, which gives black pepper its spicy taste. 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.HPLC of Formula: 58333-75-8

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Orally bioavailable dual MMP-1/MMP-14 sparing, MMP-13 selective α-sulfone hydroxamates was written by Kolodziej, Stephen A.;Hockerman, Susan L.;Boehm, Terri L.;Carroll, Jeffery N.;DeCrescenzo, Gary A.;McDonald, Joseph J.;Mischke, Debbie A.;Munie, Grace E.;Fletcher, Theresa R.;Rico, Joseph G.;Stehle, Nathan W.;Swearingen, Craig;Becker, Daniel P.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2010.Electric Literature of C12H17NO This article mentions the following:

A series of Ph piperidine α-sulfone hydroxamate derivatives, e.g., I, has been prepared utilizing a combination of solution-phase and resin-bound library technologies to afford compounds that are potent and highly selective for MMP-13, are dual-sparing of MMP-1 and MMP-14 (MT1-MMP) and exhibit oral bioavailability in rats. In the experiment, the researchers used many compounds, for example, 4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8Electric Literature of C12H17NO).

4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8) belongs to piperidine derivatives. Piperidine is a metabolite of cadaverine, a polyamine found in the human intestine. 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.Electric Literature of C12H17NO

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

1-, 3- And 8-substituted-9-deazaxanthines as potent and selective antagonists at the human A_2B adenosine receptor was written by Stefanachi, Angela;Brea, Jose Manuel;Cadavid, Maria Isabel;Centeno, Nuria B.;Esteve, Cristina;Loza, Maria Isabel;Martinez, Ana;Nieto, Rosa;Ravina, Enrique;Sanz, Ferran;Segarra, Victor;Sotelo, Eddy;Vidal, Bernat;Carotti, Angelo. And the article was included in Bioorganic & Medicinal Chemistry in 2008.Recommanded Product: 4-(2-Methoxyphenyl)piperidine This article mentions the following:

A large series of piperazin-, piperidin- and tetrahydroisoquinolinamides of 4-(1,3-dialkyl-9-deazaxanthin-8-yl)phenoxyacetic acid were prepared through conventional or multiple parallel syntheses and evaluated for their binding affinity at the recombinant human adenosine receptors, chiefly at the hA_2B and hA_2A receptor subtypes. Several ligands endowed with high binding affinity at hA_2B receptors, excellent selectivity over hA_2A and hA₃ and a significant, but lower, selectivity over hA₁ were identified. Among them, piperazinamide derivatives (I and II), and piperidinamide derivative (III) proved highly potent at hA_2B (K_i = 11, 2 and 5.5 nM, resp.) and selective towards hA_2A (hA_2A/hA_2B SI = 912, 159 and 630, resp.), hA₃ (hA₃/hA_2B SI = > 100, 3090 and >180, resp.) and hA₁ (hA₁/hA_2B SI = > 100, 44 and 120, resp.), SI being the selectivity index. A number of selected ligands tested in functional assays in vitro showed very interesting antagonist activities and efficacies at both A_2A and A_2B receptor subtypes, with pA₂ values close to the corresponding pK_is. Structure-affinity and structure-selectivity relationships suggested that the binding potency at the hA_2B receptor may be increased by lipophilic substituents at the N4-position of piperazinamides and that an ortho-methoxy substituent at the 8-Ph ring and alkyl groups at N1 larger than the ones at N3, in the 9-deazaxanthine ring, may strongly enhance the hA_2A/hA_2B SI. In the experiment, the researchers used many compounds, for example, 4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8Recommanded Product: 4-(2-Methoxyphenyl)piperidine).

4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8) 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. Some chemotherapeutic agents have piperidine moiety within their structure, foremost among them, vinblastine and raloxifene.Recommanded Product: 4-(2-Methoxyphenyl)piperidine

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Design and synthesis of 4-arylpiperidinyl amide and N-arylpiperidin-3-yl-cyclopropanecarboxamide derivatives as novel melatonin receptor ligands was written by Li, Guiying;Zhou, Hao;Jiang, Yu;Keim, Holger;Topiol, Sidney W.;Poda, Suresh B.;Ren, Yong;Chandrasena, Gamini;Doller, Dario. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2011.HPLC of Formula: 58333-75-8 This article mentions the following:

Two series of 4-aryl-1-cyclopropanecarbonylpiperidines (I) and 1-arylpiperidin-3-ylcyclopropanecarboxamides (II), exhibiting diverse functionality at rat MT₁ and MT₂ receptors, are reported. I and (S)-II [aryl = 3-MeOC₆H₄] (MT₁/MT₂ agonist) have human microsomal intrinsic clearance comparable to ramelteon. In the experiment, the researchers used many compounds, for example, 4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8HPLC of Formula: 58333-75-8).

4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8) 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–H bond in an axial position, and the other in an equatorial position.HPLC of Formula: 58333-75-8

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Thioether acetamides as P3 binding elements for tetrahydropyrido-pyrazole cathepsin S inhibitors was written by Wiener, Danielle K.;Lee-Dutra, Alice;Bembenek, Scott;Nguyen, Steven;Thurmond, Robin L.;Sun, Siquan;Karlsson, Lars;Grice, Cheryl A.;Jones, Todd K.;Edwards, James P.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2010.SDS of cas: 58333-75-8 This article mentions the following:

A series of tetrahydropyrido-pyrazole cathepsin S (CatS) inhibitors with thioether acetamide functional groups were prepared with the goal of improving upon the cellular activity of amidoethylthioethers. This Letter describes altered amide connectivity, in conjunction with changes to other binding elements, resulting in improved potency, as well as increased knowledge of the relationship between this chemotype and human CatS activity. In the experiment, the researchers used many compounds, for example, 4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8SDS of cas: 58333-75-8).

4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8) belongs to piperidine derivatives. The piperidine structural motif is present in numerous natural alkaloids. These include piperine, which gives black pepper its spicy taste. The piperidine and polyhydroxylated indolizidine derivatives have shown to be promising α-glucosidase inhibitors. The former are analogs of DNJ with an improved α-glucosidase inhibitory profile than that of DNJ. Boisson et al.SDS of cas: 58333-75-8

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Synthesis and biological evaluation of phenyl piperidine derivatives as CCR2 antagonists was written by Xia, Mingde;Hou, Cuifen;Pollack, Scott;Brackley, James;DeMong, Duane;Pan, Meng;Singer, Monica;Matheis, Michele;Olini, Gil;Cavender, Druie;Wachter, Michael. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2007.Reference of 58333-75-8 This article mentions the following:

A series of Ph piperidine derivatives possessing potent and selective CCR2 antagonist activity is reported. Structure-activity relationship (SAR) studies have established that incorporation of a second ring system adjacent to the aryl piperidine plays an important role in determining the CCR2 potency. Both a second piperidine ring and a 1,3-substituted cyclopentylamine have been probed as linkers. For the cyclopentylamine series, the 1S,3R-configuration exhibits much higher affinity for hCCR2 than the 1R,3S-configuration. Compound (I) shows good selectivity over CCR1, CCR3, 5-HT and has an excellent P 450 profile. In the experiment, the researchers used many compounds, for example, 4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8Reference of 58333-75-8).

4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8) 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. 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.Reference of 58333-75-8

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem