Tag: 200-300

Liu, Zhibo et al. published their research in Organic Letters in 2012 | CAS: 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. Piperidine derivatives bearing a masked aldehyde function in the ε-position are easily transformed into quinolizidine compounds through intramolecular reductive amination.Electric Literature of C12H15NO3S

Expedient Approach to Novel N-Unprotected Bicyclic Azapyrimidine and Pyridine Structures was written by Liu, Zhibo;Qin, Ling;Zard, Samir Z.. And the article was included in Organic Letters in 2012.Electric Literature of C12H15NO3S This article mentions the following:

A direct route to novel bicyclic N-unprotected azapyrimidine structures including fused five-, six-, and seven-membered rings is described involving radical addition and cyclization of xanthates; this approach could be partially extended to pyridines. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Electric Literature of C12H15NO3S).

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. Piperidine derivatives bearing a masked aldehyde function in the ε-position are easily transformed into quinolizidine compounds through intramolecular reductive amination.Electric Literature of C12H15NO3S

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

 

Salomon, Pierre et al. published their research in Organic Letters in 2014 | CAS: 33439-27-9

1-Tosylpiperidin-4-one (cas: 33439-27-9) 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.Application of 33439-27-9

A Practical Source of Chlorodifluoromethyl Radicals. Convergent Routes to gem-Difluoroalkenes and -dienes and (2,2-Difluoroethyl)-indoles, -azaindoles, and -naphthols was written by Salomon, Pierre;Zard, Samir Z.. And the article was included in Organic Letters in 2014.Application of 33439-27-9 This article mentions the following:

The preparation of O-octadecyl-S-chlorodifluoromethyl xanthate ClF2CS(C:S)OC18H37 (I) from chlorodifluoroacetic acid and its use as a convenient source of chlorodifluoromethyl radicals is described. This reagent may be used to access gem-difluoroalkenes and -dienes, as well as (2,2-difluoroethyl)indolines, -indoles, and -naphthols [e.g., I + 1-allyl-2,3-dimethoxybenzene followed by reductive removal of xanthate group → II; dehydrochlorination of II → III]. 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 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.Application of 33439-27-9

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

 

Koudih, Radouane et al. published their research in European Journal of Medicinal Chemistry in 2012 | CAS: 882033-93-4

(3S,4R)-rel-tert-Butyl 3-fluoro-4-(hydroxymethyl)piperidine-1-carboxylate (cas: 882033-93-4) 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.SDS of cas: 882033-93-4

Synthesis and in vitro characterization of trans- and cis-[18F]-4-methylbenzyl 4-[(pyrimidin-2-ylamino)methyl]-3-fluoropiperidine-1-carboxylates as new potential PET radiotracer candidates for the NR2B subtype N-methyl-D-aspartate receptor was written by Koudih, Radouane;Gilbert, Gwenaelle;Dhilly, Martine;Abbas, Ahmed;Barre, Louisa;Debruyne, Daniele;Sobrio, Franck. And the article was included in European Journal of Medicinal Chemistry in 2012.SDS of cas: 882033-93-4 The following contents are mentioned in the article:

Diastereoisomeric compounds [18F]cis- and [18F]trans-4-methylbenzyl 4-[(pyrimidin-2-ylamino)methyl]-3-fluoro-piperidine-1-carboxylates I were successfully synthesized as new subtype-selective PET radiotracers for imaging the NR2B subunit containing NMDA receptors. Rat brain section autoradiogs. demonstrated a high specific binding in NR2B/NMDA receptor rich regions for both radioligands. The measured logD7.4 values as well as Bmax/Kd ratios indicated that both radiotracers possess the adequate properties required for PET radiotracers. This study involved multiple reactions and reactants, such as (3S,4R)-rel-tert-Butyl 3-fluoro-4-(hydroxymethyl)piperidine-1-carboxylate (cas: 882033-93-4SDS of cas: 882033-93-4).

(3S,4R)-rel-tert-Butyl 3-fluoro-4-(hydroxymethyl)piperidine-1-carboxylate (cas: 882033-93-4) 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.SDS of cas: 882033-93-4

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

 

Barberis, Claude et al. published their research in Bioorganic & Medicinal Chemistry Letters in 2020 | CAS: 882033-93-4

(3S,4R)-rel-tert-Butyl 3-fluoro-4-(hydroxymethyl)piperidine-1-carboxylate (cas: 882033-93-4) 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. 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.Product Details of 882033-93-4

Discovery of SARxxxx92, a pan-PIM kinase inhibitor, efficacious in a KG1 tumor model was written by Barberis, Claude;Erdman, Paul;Czekaj, Mark;Fire, Luke;Pribish, James;Tserlin, Elina;Maniar, Sachin;Batchelor, Joseph D.;Liu, Jinyu;Patel, Vinod F.;Hebert, Andrew;Levit, Mikhail;Wang, Anlai;Sun, Frank;Huang, Shih-Min A.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2020.Product Details of 882033-93-4 The following contents are mentioned in the article:

N-substituted azaindoles were discovered as potent pan-PIM inhibitors. Lead optimization, guided by structure and focused on physico-chem. properties allowed us to solve inherent hERG and permeability liabilities, and provided compound I, which subsequently impacted KG-1 tumor growth in a mouse model. This study involved multiple reactions and reactants, such as (3S,4R)-rel-tert-Butyl 3-fluoro-4-(hydroxymethyl)piperidine-1-carboxylate (cas: 882033-93-4Product Details of 882033-93-4).

(3S,4R)-rel-tert-Butyl 3-fluoro-4-(hydroxymethyl)piperidine-1-carboxylate (cas: 882033-93-4) 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. 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.Product Details of 882033-93-4

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

 

Acheson, R. Morrin et al. published their research in Journal of the Chemical Society in 1976 | CAS: 58971-08-7

1-Phenylpiperidine-3-carboxamide (cas: 58971-08-7) 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–H bond in an axial position, and the other in an equatorial position.Application In Synthesis of 1-Phenylpiperidine-3-carboxamide

Reduction of 1-substituted pyridinium salts was written by Acheson, R. Morrin;Paglietti, Giuseppe. And the article was included in Journal of the Chemical Society in 1976.Application In Synthesis of 1-Phenylpiperidine-3-carboxamide The following contents are mentioned in the article:

Addnl. data considered in abstracting and indexing are available from a source cited in the original document. Reduction of the pyridinium salts I (R = Ph, R1 = CONH2, R2 = H, X = Cl; R = Me, R1 = CN, R2 = H, X = I; R = Me, R1 = CONH2, R2 = H, X = MeSO4; R = PhCH2, R1 = H, R2 = Me, X = Br) with NaBH4 or Na2(S2O4) gave mixtures of mainly 1,2- and 1,4-dihydropyridines, which were analyzed by NMR. Pd-C-catalyzed hydrogenation of the dihydro derivatives gave isomerized products in some cases. This study involved multiple reactions and reactants, such as 1-Phenylpiperidine-3-carboxamide (cas: 58971-08-7Application In Synthesis of 1-Phenylpiperidine-3-carboxamide).

1-Phenylpiperidine-3-carboxamide (cas: 58971-08-7) 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–H bond in an axial position, and the other in an equatorial position.Application In Synthesis of 1-Phenylpiperidine-3-carboxamide

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

 

Di Fabio, Romano et al. published their research in Bioorganic & Medicinal Chemistry Letters in 2006 | CAS: 882033-93-4

(3S,4R)-rel-tert-Butyl 3-fluoro-4-(hydroxymethyl)piperidine-1-carboxylate (cas: 882033-93-4) 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. Some chemotherapeutic agents have piperidine moiety within their structure, foremost among them, vinblastine and raloxifene.Product Details of 882033-93-4

Synthesis and SAR of substituted tetrahydrocarbazole derivatives as new NPY-1 antagonists was written by Di Fabio, Romano;Giovannini, Riccardo;Bertani, Barbara;Borriello, Manuela;Bozzoli, Andrea;Donati, Daniele;Falchi, Alessandro;Ghirlanda, Damiano;Leslie, Colin P.;Pecunioso, Angelo;Rumboldt, Giovanna;Spada, Simone. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2006.Product Details of 882033-93-4 The following contents are mentioned in the article:

The SAR of a new series of tetrahydrocarbazole derivatives I [R1 = Me, 3-(1-piperidinyl)propyl, piperidin-4-ylmethyl, etc.; R2 = H, 4-morpholinyl, 1-piperidinyl, 4-methyl-1-piperazinyl, etc.] is evaluated: the appropriate decoration of this template led to the identification of a new class of NPY-1 antagonists showing good in vitro potency and a promising in vivo pharmacokinetic profile in rat. This study involved multiple reactions and reactants, such as (3S,4R)-rel-tert-Butyl 3-fluoro-4-(hydroxymethyl)piperidine-1-carboxylate (cas: 882033-93-4Product Details of 882033-93-4).

(3S,4R)-rel-tert-Butyl 3-fluoro-4-(hydroxymethyl)piperidine-1-carboxylate (cas: 882033-93-4) 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. Some chemotherapeutic agents have piperidine moiety within their structure, foremost among them, vinblastine and raloxifene.Product Details of 882033-93-4

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

 

Koudih, Radouane et al. published their research in Organic & Biomolecular Chemistry in 2012 | CAS: 882033-93-4

(3S,4R)-rel-tert-Butyl 3-fluoro-4-(hydroxymethyl)piperidine-1-carboxylate (cas: 882033-93-4) 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. 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.Safety of (3S,4R)-rel-tert-Butyl 3-fluoro-4-(hydroxymethyl)piperidine-1-carboxylate

Radiolabelling of 1,4-disubstituted 3-[18F]fluoropiperidines and its application to new radiotracers for NR2B NMDA receptor visualization was written by Koudih, Radouane;Gilbert, Gwenaelle;Dhilly, Martine;Abbas, Ahmed;Barre, Louisa;Debruyne, Daniele;Sobrio, Franck. And the article was included in Organic & Biomolecular Chemistry in 2012.Safety of (3S,4R)-rel-tert-Butyl 3-fluoro-4-(hydroxymethyl)piperidine-1-carboxylate The following contents are mentioned in the article:

In order to develop a novel and useful building block for the development of radiotracers for positron emission tomog. (PET), we studied the radiolabelling of 1,4-disubstituted 3-[18F]fluoropiperidines. Indeed, 3-fluoropiperidine became a useful building block in medicinal chem. for the pharmacomodulation of piperidine-containing compounds The radiofluorination was studied on substituted piperidines with electron-donating and electron-withdrawing N-substituents. In the instance of electron-donating N-substituents such as benzyl or Bu, configuration retention and satisfactory fluoride-18 incorporation yields up to 80% were observed In the case of electron-withdrawing N-substituents leading to carbamate or amide functions, the incorporation yields depend on the 4-susbtitutent (2 to 63%). The radiolabelling of this building block was applied to the automated radiosynthesis of NR2B NMDA receptor antagonists and effected by a com. available radiochem. module. The in vivo evaluation of three radiotracers demonstrated minimal brain uptakes incompatible with the imaging of NR2B NMDA receptors in the living brain. Nevertheless, moderate radiometabolism was observed and, in particular, no radiodefluorination was observed which demonstrates the stability of the 3-position of the fluorine-18 atom. In conclusion, the 1,4-disubstituted 3-[18F]fluoropiperidine moiety could be of value in the development of other radiotracers for PET even if the evaluation of the NR2B NMDA receptor antagonists failed to demonstrate satisfactory properties for PET imaging of this receptor. This study involved multiple reactions and reactants, such as (3S,4R)-rel-tert-Butyl 3-fluoro-4-(hydroxymethyl)piperidine-1-carboxylate (cas: 882033-93-4Safety of (3S,4R)-rel-tert-Butyl 3-fluoro-4-(hydroxymethyl)piperidine-1-carboxylate).

(3S,4R)-rel-tert-Butyl 3-fluoro-4-(hydroxymethyl)piperidine-1-carboxylate (cas: 882033-93-4) 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. 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.Safety of (3S,4R)-rel-tert-Butyl 3-fluoro-4-(hydroxymethyl)piperidine-1-carboxylate

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

 

Fyfe, Tim J. et al. published their research in Journal of Medicinal Chemistry in 2019 |CAS: 39512-49-7

The Article related to structure pharmacokinetics haloperidol dopamine d2 receptor, Pharmacology: Structure-Activity and other aspects.Quality Control of 4-(4-Chlorophenyl)piperidin-4-ol

On November 14, 2019, Fyfe, Tim J.; Kellam, Barrie; Sykes, David A.; Capuano, Ben; Scammells, Peter J.; Lane, J. Robert; Charlton, Steven J.; Mistry, Shailesh N. published an article.Quality Control of 4-(4-Chlorophenyl)piperidin-4-ol The title of the article was Structure-Kinetic Profiling of Haloperidol Analogues at the Human Dopamine D2 Receptor. And the article contained the following:

Haloperidol is a typical antipsychotic drug (APD) associated with an increased risk of extrapyramidal side-effects (EPS) and hyperprolactinemia relative to atypical APDs such as clozapine. Both drugs are dopamine D2 receptor (D2R) antagonists, with contrasting kinetic profiles. Haloperidol displays fast association/slow dissociation at the D2R whereas clozapine exhibits relatively slow association/fast dissociation Recently, the authors have provided evidence that slow dissociation from the D2R predicts hyperprolactinemia, whereas fast association predicts EPS. Unfortunately, clozapine can cause severe side-effects independent of its D2R action. The results suggest an optimal kinetic profile for D2R antagonist APDs that avoids EPS. To begin exploring this hypothesis, the authors conducted a structure-kinetic relationship study of haloperidol and reveal that subtle structural modifications dramatically change binding kinetic rate constants, affording compounds with a clozapine-like kinetic profile. Thus, optimization of these kinetic parameters may allow development of novel APDs based on the haloperidol scaffold with improved side-effect profiles. The experimental process involved the reaction of 4-(4-Chlorophenyl)piperidin-4-ol(cas: 39512-49-7).Quality Control of 4-(4-Chlorophenyl)piperidin-4-ol

The Article related to structure pharmacokinetics haloperidol dopamine d2 receptor, Pharmacology: Structure-Activity and other aspects.Quality Control of 4-(4-Chlorophenyl)piperidin-4-ol

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

 

Daerr, Markus et al. published their research in Medicinal Chemistry Research in 2020 |CAS: 39512-49-7

The Article related to fluorescent gat ligand asymmetry bodipy dye, Pharmacology: Structure-Activity and other aspects.Synthetic Route of 39512-49-7

On April 30, 2020, Daerr, Markus; Allmendinger, Lars; Hoefner, Georg; Wanner, Klaus T. published an article.Synthetic Route of 39512-49-7 The title of the article was Synthesis and biological evaluation of fluorescent GAT-ligands based on asymmetric substituted BODIPY dyes. And the article contained the following:

The present study aimed at the development of fluorescent inhibitors addressing the GABA transporters mGAT1-mGAT4 as potential tool compounds in fluorescence based biol. assays. The design of these fluorescent GAT inhibitors followed the structural motifs common for many GAT1-GAT4 inhibitors publicly known except that the lipophilic domain present in this compounds was replaced by a BODIPY moiety to serve as a fluorescent subunit. The fluorescent compounds obtained that way were tested for their inhibitory potencies and subtype selectivities at the four murine GABA transporter subtypes mGAT1-mGAT4 and for their binding affinity for mGAT1. All BODIPY derivatives displayed only low inhibitory potencies and subtype selectivities at the GABA transport proteins mGAT1-mGAT4, as well as low affinities for mGAT1. Still, compounds were found with reasonable binding affinities towards mGAT1 (pKi ∼ 5.0) and inhibitory potencies at mGAT2 and mGAT4 (pIC50 ∼ 5.0). The experimental process involved the reaction of 4-(4-Chlorophenyl)piperidin-4-ol(cas: 39512-49-7).Synthetic Route of 39512-49-7

The Article related to fluorescent gat ligand asymmetry bodipy dye, Pharmacology: Structure-Activity and other aspects.Synthetic Route of 39512-49-7

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

 

Schinina, Barbara et al. published their research in RSC Advances in 2015 |CAS: 39512-49-7

The Article related to benzoxadiazole derivative sigma receptor probe, Biochemical Methods: Synthesis and other aspects.Product Details of 39512-49-7

Schinina, Barbara; Martorana, Andrea; Colabufo, Nicola Antonio; Contino, Marialessandra; Niso, Mauro; Perrone, Maria Grazia; De Guidi, Guido; Catalfo, Alfio; Rappazzo, Giancarlo; Zuccarello, Elisa; Prezzavento, Orazio; Amata, Emanuele; Rescifina, Antonio; Marrazzo, Agostino published an article in 2015, the title of the article was 4-Nitro-2,1,3-benzoxadiazole derivatives as potential fluorescent sigma receptor probes.Product Details of 39512-49-7 And the article contains the following content:

New fluorescent derivatives for σ receptors were designed and synthesized. To achieve this purpose, a 4-nitro-2,1,3-benzoxadiazole fluorescent tag was connected through a piperazine linker to a modified skeleton derived from selected σ receptor agonists or antagonists. Compounds 5g, 7b, 7e and 7g displayed high σ1 affinity and low σ1/σ2 selectivity (Kiσ1 ranging from 31.6 nM to 48.5 nM, Kiσ1/σ2 = 5-18), while compound 5d exhibited high σ2 affinity and selectivity (Kiσ2 = 56.8 nM, Kiσ1 > 5000 nM). Binding affinity studies revealed that compounds 5d, 5g, 7b, 7e and 7g showed no affinity towards several receptors including opioid, dopaminergic, serotonergic, adrenergic, muscarinic, histaminergic, N-methyl-D-aspartate (NMDA), NMDA receptor channel, or dopamine and serotonin transporters. The fluorescent properties, cellular uptake and confocal microscopy studies on 5d suggest a potential use of this probe to further clarify the mol. role of σ2 receptor subtypes in normal and cancer cells. The experimental process involved the reaction of 4-(4-Chlorophenyl)piperidin-4-ol(cas: 39512-49-7).Product Details of 39512-49-7

The Article related to benzoxadiazole derivative sigma receptor probe, Biochemical Methods: Synthesis and other aspects.Product Details of 39512-49-7

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem