Category: piperidines

Glasdegib: First Global Approval was written by Hoy, Sheridan M.. And the article was included in Drugs in 2019.HPLC of Formula: 1095173-27-5 This article mentions the following:

Glasdegib (DAURISMO) is an oral inhibitor of the Hedgehog signalling pathway, the activation of which is associated with a number of malignancies. It has been developed by Pfizer and was approved in Nov. 2018 in the USA for use in combination with low-dose cytarabine for the treatment of newly-diagnosed acute myeloid leukemia (AML) in patients aged = 75 years or those who have comorbidities that preclude use of intensive induction chemotherapy. Glasdegib is the first Hedgehog pathway inhibitor to be approved for AML in the USA. It received orphan designation for the treatment of AML in the USA in June 2017 and in the EU in Oct. 2017, and for the treatment of myelodysplastic syndrome (MDS) in the USA in Oct. 2017. It is also undergoing clin. development for use in select haematol. and other malignancies, including MDS, in various countries worldwide. This article summarizes the milestones in the development of glasdegib leading to its use in combination with low-dose cytarabine for the treatment of newly-diagnosed AML in patients aged = 75 years or those who have comorbidities that preclude use of intensive induction chemotherapy. In the experiment, the researchers used many compounds, for example, 1-((2R,4R)-2-(1H-Benzo[d]imidazol-2-yl)-1-methylpiperidin-4-yl)-3-(4-cyanophenyl)urea (cas: 1095173-27-5HPLC of Formula: 1095173-27-5).

1-((2R,4R)-2-(1H-Benzo[d]imidazol-2-yl)-1-methylpiperidin-4-yl)-3-(4-cyanophenyl)urea (cas: 1095173-27-5) 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 derivatives bearing a masked aldehyde function in the 蔚-position are easily transformed into quinolizidine compounds through intramolecular reductive amination.HPLC of Formula: 1095173-27-5

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Mild, Metal-Free and Protection-Free Transamidation of N-Acyl-2-piperidones to Amino Acids, Amino Alcohols and Aliphatic Amines and Esterification of N-Acyl-2-piperidones was written by Subramani, Muthuraman;Rajendran, Saravana Kumar. And the article was included in European Journal of Organic Chemistry in 2019.Related Products of 3326-13-4 This article mentions the following:

Amides are indispensable building blocks of biol. systems, pharmaceuticals, and materials. We report a highly selective method for the synthesis of amides via transamidation process. Transamidation of N-acyl-2-piperidones with a broad range of amines is demonstrated under exceedingly mild and metal-free reaction condition that relies on the amide bond twist to weaken the amidic resonance. Transamidation proceeds under the neat condition at room temperature, in short reaction times (30-90 min) with good yields. Considerable variation is tolerated with both amine and imide substrates. Of note, amines bearing carboxylic acids (glycine and serine) and hydroxyl groups (dopamine, tyramine, etc.) are well tolerated which are otherwise problematic under the metal-catalyzed protocol. The current method is applicable for transamidation of both alkyl and aryl-N-acyl-2-piperidones. The practical value of the method is highlighted by the synthesis of four natural product amide alkaloids in high yields under mild reaction conditions. In the absence of nucleophilic amines, N-acyl-2-piperidones undergoes esterification with EtOH at elevated temperature Single crystal X-ray anal. of an N-acyl-2-piperidone shows amide bond twist, 蟿 = -20.39掳 and pyramidalization, 蠂_N = -11.73掳. This weakens the amidic conjugation and might be the factor controlling the reactivity and selectivity of these imides. The N-acyl-2-piperidone scaffold could be useful in the synthesis of pharmaceuticals and materials. In the experiment, the researchers used many compounds, for example, 1-Acetylpiperidin-2-one (cas: 3326-13-4Related Products of 3326-13-4).

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. 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.Related Products of 3326-13-4

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Potent, Orally Active GPIIb/IIIa Antagonists Containing a Nipecotic Acid Subunit. Structure-Activity Studies Leading to the Discovery of RWJ-53308 was written by Hoekstra, William J.;Maryanoff, Bruce E.;Damiano, Bruce P.;Andrade-Gordon, Patricia;Cohen, Judith H.;Costanzo, Michael J.;Haertlein, Barbara J.;Hecker, Leonard R.;Hulshizer, Becky L.;Kauffman, Jack A.;Keane, Patricia;McComsey, David F.;Mitchell, John A.;Scott, Lorraine;Shah, Rekha D.;Yabut, Stephen C.. And the article was included in Journal of Medicinal Chemistry in 1999.Computed Properties of C15H28N2O2 This article mentions the following:

Although i.v. administered antiplatelet fibrinogen receptor (GPIIb/IIIa) antagonists have become established in the acute-care clin. setting for the prevention of thrombosis, orally administered drugs for chronic use are still under development. Herein, the authors present details from the authors exploration of structure-activity surrounding the prototype fibrinogen receptor antagonist RWJ-50042, which was derived from a unique approach involving the 纬-chain of fibrinogen (Hoekstra et al. J. Med. Chem. 1995, 38, 1582). The authors analog studies culminated in the discovery of RWJ-53308 (I), a potent, orally active GPIIb/IIIa antagonist. To progress from RWJ-50042 to a suitable candidate for clin. development, the authors conducted a series of optimization cycles that employed solid-phase parallel synthesis for the rapid, efficient preparation of nearly 250 analogs, which were assayed for fibrinogen receptor affinity and inhibition of platelet aggregation induced by four different activators. This strategy produced several promising analogs for advanced study, including the 3-(3,4-methylenedioxybenzene)-尾-amino acid analog (significant improved in vivo potency) and the 3-(3-pyridyl)-尾-amino acid I (significantly improved potency, oral absorption, and duration of action). In dogs, I displayed significant ex vivo antiplatelet activity on oral administration at 1.0 mg/kg, 16% systemic oral bioavailability, minimal metabolic transformation, and an excellent safety profile. Addnl., I was efficacious in three in vivo thrombosis models: canine arteriovenous (AV) shunt (0.01-0.1 mg/kg, iv), guinea pig photoactivation-induced injury (0.3-3 mg/kg, iv), and guinea pig ferric chloride-induced injury (0.3-1 mg/kg, iv). On the basis of its noteworthy preclin. data, I was selected for clin. evaluation. In the experiment, the researchers used many compounds, for example, tert-Butyl [4,4′-bipiperidine]-1-carboxylate (cas: 171049-35-7Computed Properties of C15H28N2O2).

tert-Butyl [4,4′-bipiperidine]-1-carboxylate (cas: 171049-35-7) belongs to piperidine derivatives. Piperidine and its derivatives have become increasingly popular in many synthetic schemes. Some chemotherapeutic agents have piperidine moiety within their structure, foremost among them, vinblastine and raloxifene.Computed Properties of C15H28N2O2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Enantioselective Preparation of Arenes with 尾-Stereogenic Centers: Confronting the 1,1-Disubstituted Olefin Problem Using CuH/Pd Cooperative Catalysis was written by Lu, Zhaohong;Buchwald, Stephen L.. And the article was included in Angewandte Chemie, International Edition in 2020.Product Details of 57356-64-6 This article mentions the following:

Arenes with 尾-stereogenic centers are important substructures in pharmaceuticals and natural products. We have developed an asym. anti-Markovnikov hydroarylation of 1,1-disubstituted olefins by dual palladium and copper hydride catalysis as a convenient and general approach to access these substructures. This efficient one-step process addresses several limitations of the traditional stepwise approaches. The use of cesium benzoate as a base and a common phosphine ligand for both the Cu- and Pd-catalyzed processes were important discoveries that allow these challenging olefin substrates to be efficiently transformed. A variety of aryl bromide coupling partners, including numerous heterocycles, were coupled with 1,1-disubstituted alkenes to generate arenes with 尾-stereogenic centers. In the experiment, the researchers used many compounds, for example, 5-Bromo-2-(piperidin-1-yl)pyrimidine (cas: 57356-64-6Product Details of 57356-64-6).

5-Bromo-2-(piperidin-1-yl)pyrimidine (cas: 57356-64-6) 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 伪-glucosidase inhibitors. The former are analogs of DNJ with an improved 伪-glucosidase inhibitory profile than that of DNJ. Boisson et al.Product Details of 57356-64-6

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Differences in Al distribution and acidic properties between RTH-type zeolites synthesized with OSDAs and without OSDAs was written by Liu, Ming;Yokoi, Toshiyuki;Yoshioka, Masato;Imai, Hiroyuki;Kondo, Junko N.;Tatsumi, Takashi. And the article was included in Physical Chemistry Chemical Physics in 2014.Application of 79-55-0 This article mentions the following:

In addition to the original preparation route of the RTH-type zeolites using 1,2,2,6,6-pentamethylpiperidine (PMP) as an organic structure directing agent (OSDA), simpler organic amines such as N-methylpiperidine and pyridine can be used as alternative OSDAs in place of PMP. Also, the authors established a synthesis method for preparing the RTH-type zeolites without using any OSDAs. RTH-type aluminosilicates were synthesized with different types of OSDA or without using any OSDAs. The obtained zeolites synthesized with different preparation methods were characterized by using various techniques, especially high-resolution ²⁷Al MASNMR and in situ FTIR techniques using CO adsorption. The relation between the preparation method and the catalytic performance in the methanol to olefins (MTO) reaction was discussed. Finally, the distribution of Al species in the RTH-framework was clarified. 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. 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.Application of 79-55-0

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Photo-induced birefringence and polarization holography in polymer films containing spirooxazine compounds pre-irradiated by UV light was written by Fu, Shencheng;Liu, Yichun;Lu, Zifeng;Dong, Lin;Hu, Weilin;Xie, Minggui. And the article was included in Optics Communications in 2004.Category: piperidines This article mentions the following:

Photo-induced birefringence of spirooxazine (6′-piperidino-1,3,3-trimethylspiro[indolino-2,3′-[3H]naphtha-[2,1-b][1,4]oxazine]) in poly(Me methacrylate) films pre-irradiated by UV light was investigated as a function of He-Ne laser (632.8 nm) pumping-beam intensity. A phenomenol. model, taking photo-orientation and photo-isomerization into account, is in good agreement with the measurements. This material exhibited a competing process between photo-orientation and photo-isomerization. The photo-orientation is predominant when the power d. of He-Ne beam is lower; while the photo-isomerization is dominant at relatively high power d. of He-Ne beam. In terms of these effects, a comparison between (s,s) and (s,p) holog. gratings optically recorded by He-Ne laser of 632.8 nm in this composite film pre-irradiated by UV light was also investigated. In the experiment, the researchers used many compounds, for example, 1,3,3-Trimethyl-6′-(piperidin-1-yl)spiro[indoline-2,3′-naphtho[2,1-b][1,4]oxazine] (cas: 114747-45-4Category: piperidines).

1,3,3-Trimethyl-6′-(piperidin-1-yl)spiro[indoline-2,3′-naphtho[2,1-b][1,4]oxazine] (cas: 114747-45-4) 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.Category: piperidines

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Photoredox activation of carbon dioxide for amino acid synthesis in continuous flow was written by Seo, Hyowon;Katcher, Matthew H.;Jamison, Timothy F.. And the article was included in Nature Chemistry in 2017.Synthetic Route of C13H17NO2 This article mentions the following:

Although carbon dioxide (CO₂) is highly abundant, its low reactivity has limited its use in chem. synthesis. In particular, methods for carbon-carbon bond formation generally rely on two-electron mechanisms for CO₂ activation and require highly activated reaction partners. Alternatively, radical pathways accessed via photoredox catalysis could provide new reactivity under milder conditions. Here we demonstrate the direct coupling of CO₂ and amines via the single-electron reduction of CO₂ for the photoredox-catalyzed continuous flow synthesis of 伪-amino acids. By leveraging the advantages of utilizing gases and photochem. in flow, a com. available organic photoredox catalyst effects the selective 伪-carboxylation of amines that bear various functional groups and heterocycles. The preliminary mechanistic studies support CO₂ activation and carbon-carbon bond formation via single-electron pathways, and we expect that this strategy will inspire new perspectives on using this feedstock chem. in organic synthesis. In the experiment, the researchers used many compounds, for example, 1-Benzylpiperidine-2-carboxylic acid (cas: 21319-53-9Synthetic Route of C13H17NO2).

1-Benzylpiperidine-2-carboxylic acid (cas: 21319-53-9) belongs to piperidine derivatives. Piperidine is a saturated organic heteromonocyclic parent, an azacycloalkane, a secondary amine and a member of piperidines. 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.Synthetic Route of C13H17NO2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Synthesis and evaluation of photophysical and electrochemical properties of vinyl chalcogenide derivatives of phenothiazines was written by Dilelio, Marina Cardoso;Kaufman, Teodoro S.;Iglesias, Bernardo Almeida;Silveira, Claudio C.. And the article was included in Dyes and Pigments in 2022.Application of 50-52-2 This article mentions the following:

The Wittig-Horner mediated syntheses of phenothiazines carrying vinylsulfide and vinylselenide motifs attached to the aromatic ring(s) or connected to the central nitrogen atom of the heterocycle, and the subsequent study of their photophys. and electrochem. properties, are reported. These compounds were obtained as mixtures of geometric isomers, in good to excellent yields. To complete the study, a small set of vinylsulfoxide and vinylsulfone derivatives was also prepared from the corresponding oxidized phosphinoxides. The photophys. properties of the compounds were examined in solvents of varying polarity, in which they presented absorption maxima in the UV region, with molar absorptivity coefficients compatible with symmetry-allowed 蟺-蟺* electronic transitions. The heterocyclic derivatives were fluorescent. Compounds bearing vinylsulfide moieties associated to the nitrogen atom of the heterocycle displayed less intense fluorescence than the phenothiazine derivatives carrying vinylchalcogenides bonded to the aromatic ring; the latter also exhibited more red-shifted absorption spectra, and Stokes shifts in the range 6115-8170 cm^-1 with weak dependence of solvent polarity. The sulfoxide and sulfones displayed more red-shifted spectra than the corresponding sulfides. The cyclic voltammograms of all derivatives exhibited a common pattern of reversible or quasi-reversible processes in the anodic region, related to the phenothiazine unit. In the experiment, the researchers used many compounds, for example, 10-(2-(1-Methylpiperidin-2-yl)ethyl)-2-(methylthio)-10H-phenothiazine (cas: 50-52-2Application of 50-52-2).

10-(2-(1-Methylpiperidin-2-yl)ethyl)-2-(methylthio)-10H-phenothiazine (cas: 50-52-2) belongs to piperidine derivatives. Piperidine is a saturated organic heteromonocyclic parent, an azacycloalkane, a secondary amine and a member of piperidines. 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 50-52-2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Novel amino-piperidines as potent antibacterials targeting bacterial type IIA topoisomerases was written by Miles, Timothy J.;Axten, Jeffrey M.;Barfoot, Christopher;Brooks, Gerald;Brown, Pamela;Chen, Dongzhao;Dabbs, Steven;Davies, David T.;Downie, David L.;Eyrisch, Susanne;Gallagher, Timothy;Giordano, Ilaria;Gwynn, Michael N.;Hennessy, Alan;Hoover, Jennifer;Huang, Jianzhong;Jones, Graham;Markwell, Roger;Miller, William H.;Minthorn, Elizabeth A.;Rittenhouse, Stephen;Seefeld, Mark;Pearson, Neil. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2011.Product Details of 66207-08-7 This article mentions the following:

We have identified a series of amino-piperidine antibacterials with a good broad spectrum potency. We report the investigation of various subunits in this series and advanced studies on compound 8. Compound 8 possesses good pharmacokinetics, broad spectrum antibacterial activity and demonstrates oral efficacy in a rat lung infection model. In the experiment, the researchers used many compounds, for example, N-Cbz-7-oxa-3-azabicyclo[4.1.0]heptane (cas: 66207-08-7Product Details of 66207-08-7).

N-Cbz-7-oxa-3-azabicyclo[4.1.0]heptane (cas: 66207-08-7) 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 蔚-position are easily transformed into quinolizidine compounds through intramolecular reductive amination.Product Details of 66207-08-7

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Temporal changes in the physical and mechanical properties of beetle elytra during maturation was written by Scalet, Joseph M.;Sprouse, Patricia A.;Schroeder, Joshua D.;Dittmer, Neal;Kramer, Karl J.;Kanost, Michael R.;Gehrke, Stevin H.. And the article was included in Acta Biomaterialia in 2022.HPLC of Formula: 2896-70-0 This article mentions the following:

Changes in phys. properties of Tenebrio molitor and Tribolium castaneum elytra (hardened forewings) were studied to understand how the development of microstructure and chem. interactions determine cuticle mech. properties. Anal. of these properties supports a model in which cuticular material is continuously secreted from epidermal cells to produce an extracellular matrix so that the outermost layers mature first. It is hypothesized that enzymic crosslinking and pigmentation reactions along with dehydration help to stabilize the protein-chitin network within the initial layers of cuticle shortly after eclosion. Mature layers are proposed to bear most of the mech. loads. The frequency dependence of the storage modulus and the tan 未 values decreased during the beginning of maturation, reaching constant values after 48 h post-eclosion. A decrease of tan 未 indicates an increase in crosslinking of the material. The water content declined from 75% to 31%, with a significant portion lost from within the open spaces between the dorsal and ventral cuticular layers. Dehydration had a less significant influence than protein crosslinking on the mech. properties of the elytron during maturation. When Tribolium cuticular protein TcCP30 expression was decreased by RNAi, the tan 未 and frequency dependence of E’ of the elytron did not change during maturation. This indicates that TcCP30 plays a role in the crosslinking process of the beetle’s exoskeleton. This study was inspired by previous work on biomimetic multicomponent materials and helps inform future work on creating robust lightweight materials derived from natural sources. Examination of changes in the phys. properties of the elytra (hardened forewings) of two beetle species advanced understanding of how the mol. interactions influence the mech. properties of the elytra. Phys. characterization, including dynamic mech. anal., determined that the outer portion of the elytra matured first, while epidermal cells continued to secrete reactive components until the entire structure reached maturation. RNA interference was used to identify the role of a key protein in the elytra. Suppression of its expression reduced the formation of crosslinked polymeric components in the elytra. Identifying the mol. interactions in the matrix of proteins and polysaccharides in the elytra together with their hierarchical architecture provides important design concepts in the development of biomimetic materials. In the experiment, the researchers used many compounds, for example, 4-Oxo-tempo (cas: 2896-70-0HPLC of Formula: 2896-70-0).

4-Oxo-tempo (cas: 2896-70-0) belongs to piperidine derivatives. Piperidine is a saturated organic heteromonocyclic parent, an azacycloalkane, a secondary amine and a member of piperidines. 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.HPLC of Formula: 2896-70-0

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem