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Pyrans

Q: What are some common applications of Pyrans?

Pyrans have a wide range of applications in various fields. They are found in many natural products and synthetic compounds, and have applications in medicinal chemistry, materials science, and organic synthesis. Pyrans can be used as building blocks for the synthesis of more complex molecules, as well as in the development of new materials with unique properties.

Pyrans are a class of heterocyclic organic compounds containing an oxygen atom in a six-membered ring structure.
They are widely found in natural products and synthetic compounds, and have a variety of biological and chemical applications.
Pyrans can exist in multiple forms, including furanoses, pyranoses, and pyranosides, and can be substituted with a range of functional groups.
Research on pyrans is crucial for understanding their synthesis, properties, and potential uses in fields such as medicinal chemistry, materials science, and organic synthesis.
The PubCompare.ai platform can help researchers optimize their pyran research protocols for reproducibility and accuracy, allowing them to easily locate and compare the best protocols and products from the literature, preprints, and patents.

Most cited protocols related to «Pyrans»

Sequence-based Analysis of PKS/NRPS Proteins

Cited 16 times

NRPS–PKS interface of SBSPKS server provides a number of user friendly tools for sequence based analysis of putative Types I and III PKS proteins. It can help in identifying and pictorially depicting various catalytic domains present in the sequence of Type I PKS proteins and comparing them with a large number of experimentally characterized PKS and hybrid PKS/NRPS clusters present in the back end databases. NRPS–PKS interface is essentially the latest updated version of the web server developed earlier by our group for sequence based analysis of PKS/NRPS proteins. However, the current version of NRPS–PKS provides access to a much larger data set of experimentally characterized PKS and NRPS gene clusters. NRPS–PKS has been incorporated in SBSPKS server, not only for integrating the various tools for sequence based analysis of PKS megasynthases with the recently developed tools for structure based analysis, but also for accessing the large knowledge base of experimentally characterized PKS clusters and correlating various sequence/structural features of PKS proteins to the chemical structures of their metabolic products. The current database comprises of 167 experimentally characterized PKS and NRPS gene clusters (Supplementary Table S2) consisting of ∼4400 PKS and NRPS catalytic domains. The various different types of catalytic domains present in these 167 gene clusters comprise of 716 KS, 571 AT, 384 DH, 107 ER, 596 KR, 850 PP, 100 TE, 68 MT, 365 C, 354 A, 448 PCP and 23 CHS domains (Supplementary Table S3). Apart from these typical domains present in PKS and NRPS gene clusters, this backend database of SBSPKS also contains few examples of unusual domains like EC (Enoyl CoA hydratase) and PH (Phytanoyl CoA hydroxylase) in curacin (49 (link)) and PS (Pyran synthase) in bryostatin (50 (link)), which perform novel catalytic reactions and hence, increase structural diversity of secondary metabolites. In most PKS clusters, additional chain modifications are carried out by tailoring enzymes or trans PKS enzymes to impart structural diversity and biological activity to the polyketide products. However, these EC, PH and PS domains instead of acting in trans were found to be present within the PKS modules along with the catalytic and reductive domains in bryostatin and curacin PKS clusters.

Anand S., Prasad M.V., Yadav G., Kumar N., Shehara J., Ansari M.Z, & Mohanty D. (2010). SBSPKS: structure based sequence analysis of polyketide synthases. Nucleic Acids Research, 38(Web Server issue), W487-W496.

Publication 2010

Amino Acid Sequence Biological Factors Bryostatins Catalysis Catalytic Domain Enoyl-CoA Hydratase Enzymes Gene Clusters Hybrids Mixed Function Oxygenases Nitric Oxide Synthase phytanoyl-coenzyme A Polyketides Protein Domain Proteins Pyrans Sequence Analysis Sequence Analysis, Protein Synthase, Polyketide

Microwave-Assisted Synthesis of Pyran-4-thione Derivatives

Cited 8 times

A solution of 3-hydroxy-2-methyl-4H-pyran-4-thione (thiomaltol; 200 mg, 1.41 mmol) in HCl (0.38 M, 2 mL) in a 10 mL microwave reaction vessel was treated with amine (3.1 mmol, 2.2 equiv). The heterogenous reaction mixture was sealed and stirred at 65 °C for 5 min prior to one microwave cycle of 1.5 min at 165 °C, 250 psi (max P), and 300 W. The reaction typically produced a yellow solution with a black, oily residue at the bottom of the tube. The reaction mixture was extracted with CH₂Cl₂ (2×) and the organic phase was dried (MgSO₄), vacuum filtered and evaporated in vacuo to give a dark residue. Purification by silica column chromatography (CH₂Cl₂ or 0–2 % MeOH in CH₂Cl₂) gave the desired product.

Agrawal A., Johnson S.L., Jacobsen J.A., Miller M.T., Chen L.H., Pellecchia M, & Cohen S.M. (2010). Chelator Fragment Libraries for Targeting Metalloproteinases. ChemMedChem, 5(2), 195-199.

Publication 2010

3-hydroxy-2-methyl-4H-pyran-4-thione Amines Blood Vessel Chromatography Genetic Heterogeneity Microwaves Oils Pyrans Silicon Dioxide Sulfate, Magnesium Thiones Vacuum

Characterization of TTA-P2 Effects

Cited 5 times

TTA-P2 (3,5-Dichloro-N-[1-(2,2-dimethyl-tetrahydro-pyran-4-ylmethyl)-4-fluoro-piperidin-4-ylmethyl]-benzamide) (compound (S)-5 in Fig. 3 of Shipe et al., 2008 (link)) (Merck & Co., Inc.) was made up as 10mM stock solution in dimethyl sulphoxide (DMSO), kept at −20°C until use and diluted for experiments so that the final concentration of DMSO was ≤0.03%. TTX was obtained from Latoxan, DL-APV from Fluka and CNQX from Tocris. All other chemicals were purchased from Sigma.
Concentration-response curves were generated from the percentage reduction in the peak T-type Ca²⁺ current amplitude evoked at −50mV. Quantitative comparison of action potential characteristics (threshold, amplitude, half-width) was performed on the first action potential of the spike trains evoked by 200pA depolarizing step from a holding potential of −60mV. Quantitative data in the text and figures are given as mean ± s.d.

Dreyfus F.M., Tscherter A., Errington A.C., Renger J.J., Shin H.S., Uebele V.N., Crunelli V., Lambert R.C, & Leresche N. (2010). Selective T-Type Calcium Channel Block in Thalamic Neurons Reveals Channel Redundancy and Physiological Impact of ITwindow. The Journal of Neuroscience, 30(1), 99-109.

Publication 2010

3,5-dichloro-N-(1-(2,2-dimethyltetrahydropyran-4-ylmethyl)-4-fluoropiperidin-4-ylmethyl)benzamide 6-Cyano-7-nitroquinoxaline-2,3-dione Action Potentials benzamide Conditioning, Psychology Cortodoxone dl-APV Pyrans Spike Potentials Sulfoxide, Dimethyl

Molecular Dynamics Simulation of SIRT6 and COX-2

Cited 3 times

The molecular dynamics simulation was carried out for 10000 ps using the GROMACS 4.6.5 package^{80 (link)}. The topology parameters for SIRT6 (3K35) and COX-2 (6COX) were generated by Gromacs, whereas for thieno[3,2-c]pyran analogs and RONS, the ACPYE module of AmberTools16^{81 (link)} and the Automated Topology Builder server^{82 (link)} were used, respectively. Charges for RONS, were adopted from QM-based hybrid DFT. Prior to simulation, an energy minimization was performed to full system without constraints using steepest descent integrator for 2000 steps. The system was then equilibrated for 200 ps of NVT and NPT ensemble, applying the position restraints on protein, inhibitors, and counterions at 310.15 K with periodic boundary conditions. The temperature was kept constant by a Berendsen thermostat, while the pressure was maintained at 1 bar using a Parrinello-Rahman scheme. Electrostatic interactions were calculated using the particle mesh Ewald method and cut-off distances for the calculation of Coulomb and van der Waals interactions were 1.4 nm during the equilibration. Finally, the system was subjected to 10000 ps MD at a temperature of 310.15 K (V-rescale thermostat) and a pressure of 1 bar (Parrinello-Rahman barostat). A periodic boundary condition was imposed on the system and the motion equations were integrated by applying the leaf-frog algorithm with a time step of 2 fs.

Yadav D.K., Kumar S., S.a.l.o.n.i., Misra S., Yadav L., Teli M., Sharma P., Chaudhary S., Kumar N., Choi E.H., Kim H.S, & Kim M.H. (2018). Molecular Insights into the Interaction of RONS and Thieno[3,2-c]pyran Analogs with SIRT6/COX-2: A Molecular Dynamics Study. Scientific Reports, 8, 4777.

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Publication 2018

Electrostatics Familial Mediterranean Fever Hybrids inhibitors Plant Leaves Pressure Proteins PTGS2 protein, human Pyrans Rana sirtuin 6 protein, human STEEP1 protein, human

Synthesis of Strigolactone Analogs

Cited 3 times

(+)-Orobanchol, (+)-2′-epiorobanchol, (+)-strigol, (+)-sorgomol, (+)-orobanchyl acetate, (+)-7-oxoorobanchyl acetate and (−)-fabacyl acetate were a generous gift of Koichi Yoneyama (Utsunomiya University, Japan). Dehydrocostuslactone, isozaluzanin C, 5α-hydroxyisozaluzanin C, 13-hydroxy-epi-costuslactone, 13-methoxycostuslactone, guaianestrigolactone and 11,13-dihydroguaianestrigolactone were kindly provided by Juan C. G. Galindo (Universidad de Córdoba, Spain). 3-Methyl-2H-furo[2,3-c]pyran-2-one was provided by Gavin R. Flematti (The University of Western Australia, Australia). (±)-5-Deoxystrigol, (±)-2′-epi-5-deoxystrigol and the corresponding formyl tricyclic lactone were prepared as reported previously (Akiyama et al. 2005 (link), Umehara et al. 2008 (link)). (±)-Strigol, (±)-2′-epistrigol, (±)-5-epistrigol and (±)-2′,5-bisepistrigol were synthesized from (±)-5-deoxystrigol and (±)-2′-epi-5-deoxystrigol as reported (Reizelman et al. 2000 ). (±)-GR24, (±)-2′-epi-GR24 and the corresponding formyl tricyclic lactone (Mangnus et al. 1992b ), 3,6′-dihydro-GR24 (Mangnus and Zwanenburg. 1992b ) and GR24 imino analog (Kondo et al. 2007 (link)) were synthesized according to previously reported procedures. (+)-GR7 and (+)-2′-epi-GR7, and (−)-ent-GR7 and (−)-ent-2′-epi-GR7 were prepared by starting, respectively, from (1R,5S)-(+)- and (1S,5R)-(−)-2-oxabicyclo[3.3.0]-oct-6-en-3-one (optical purity 99%, purchased from Sigma-Aldrich, Tokyo, Japan) as reported (Mangnus and Zwanenburg 1992a ). (±)-GR5 was prepared by one pot synthetic procedures as reported previously (Mangnus at al. 1992a ). All other chemicals were obtained from Wako Pure Chemical Industries (Osaka, Japan), Sigma-Aldrich (Tokyo, Japan) and Kanto Chemical (Tokyo, Japan).

Akiyama K., Ogasawara S., Ito S, & Hayashi H. (2010). Structural Requirements of Strigolactones for Hyphal Branching in AM Fungi. Plant and Cell Physiology, 51(7), 1104-1117.

Publication 2010

5-deoxystrigol 7-oxoorobanchyl acetate Acetate dehydrocostuslactone Lactones orobanchol POU5F1 protein, human Pyrans sorgomol strigol Vision

Most recents protocols related to «Pyrans»

Synthesis of 6-(3-Isoquinolyl)Spiro[Chromane-2,4'-Piperidine] Derivative

Not available on PMC !

Example 146

[Figure (not displayed)]

This compound was synthesized using CDI, O-(tetrahydro-2H-pyran-2-yl)hydroxylamine, and 6-(3-isoquinolyl)spiro[chromane-2,4′-piperidine] TFA salt. Analysis: LCMS m/z=474 (M+1); ¹H NMR (400 MHz, CDCl₃) δ: 9.30 (s, 1H), 8.00-7.95 (m, 2H), 7.92 (d, J=2.3 Hz, 1H), 7.88-7.82 (m, 2H), 7.68 (td, J=7.6, 1.1 Hz, 1H), 7.58-7.52 (m, 1H), 7.30 (s, 1H), 6.97 (d, J=8.5 Hz, 1H), 5.01-4.84 (m, 1H), 4.02-3.91 (m, 1H), 3.90-3.78 (m, 2H), 3.71-3.57 (m, 1H), 3.41-3.26 (m, 2H), 2.91 (t, J=6.8 Hz, 2H), 1.95-1.76 (m, 7H), 1.71-1.53 (m, 5H).

US11878982B2. Spiropiperidine derivatives (2024-01-23). 89BIO LTD [IL]. Inventors: Robert L Hudkins [US], David B. Whitman [US], Craig A. Zificsak [US], Allison L. Zulli [US], Melody McWherter [US].

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Patent 2024

1H NMR Hydroxylamine Laser Capture Microdissection piperidine Pyrans Salts

Synthesis of 6-[4-(2-Piperidin-4-yl-1,3-dioxolan-2-yl)-phenyl]-quinoline

Not available on PMC !

Example 108

[Figure (not displayed)]

6-[4-(2-Piperidin-4-yl-1,3-dioxolan-2-yl)-phenyl]-quinoline (0.050 g, 0.14 mmol) and tetrahydro-4H-pyran-4-one (0.0386 mL, 0.416 mmol) in DMF (1 mL, 10 mmol) MeOH (2 mL) and acetic acid (0.25 mL, 4.4 mmol) was added sodium cyanoborohydride (0.0697 g, 1.11 mmol). After heating at 75° C. for 6 h, the solution was concentrated, dissolved in EtOAc, and washed with 1N Na₂CO₃, and brine, then dried over MgSO₄. The product was purified by ISCO (silica get, 12 g column, 95/5 DCM/MeOH) to give a white solid. LCMS m/z=445 (M+1); 361 (M−THP); ¹H NMR (DMSO) δ: 9.57 (s, 1H), 9.07 (s, 1H, 8.72 (m, 1H), 8.45 (s, 1H), 8.25 (b, 2H), 7.90 (d, 2H, J=8 Hz), 7.79 (b, 1H), 7.53 (d, 2H, J=8 Hz), 4.02 (m, 2H), 3.94 (m, 4H), 3.76 (m, 2H), 3.44-3.47 (m, 2H), 3.25-3.33 (m, 3H), 2.98 (m, 2H), 1.91 (m, 2H), 1.80 (m, 2H), 1.62-1.68 (m, 3H).

US11878966B2. Substituted 4-benzyl and 4-benzoyl piperidine derivates (2024-01-23). 89BIO LTD [IL]. Inventors: Nadine C. Becknell [US], Reddeppa Reddy Dandu [US], Bruce D. Dorsey [US], Dimitar B. Gotchev [US], Robert L. Hudkins [US], Linda Weinberg [US], Craig A. Zificsak [US].

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Patent 2024

1H NMR Acetic Acid brine Lincomycin Pyrans quinoline Silicon Dioxide sodium cyanoborohydride Sulfate, Magnesium Sulfoxide, Dimethyl

Synthesis and Characterization of Pyrazolo-Pyridine Derivative

Not available on PMC !

Example 171

[Figure (not displayed)]

This compound was synthesized using 5-(7-methylpyrazolo[1,5-a]pyridin-6-yl)spiro[3H-benzofuran-2,4′-piperidine] 2HCl and O-(tetrahydro-2H-pyran-2-yl)hydroxylamine. Analysis: LCMS m/z=463 (M+1); ¹H NMR (400 MHz, DMSO-d₆) δ 9.73 (s, 1H), 8.05 (d, J=2.3 Hz, 1H), 7.64 (d, J=8.8 Hz, 1H), 7.28 (d, J=1.5 Hz, 1H), 7.21-7.11 (m, 2H), 6.87 (d, J=8.3 Hz, 1H), 6.68 (d, J=2.3 Hz, 1H), 4.76 (t, J=3.0 Hz, 1H), 4.02-3.93 (m, 1H), 3.56-3.43 (m, 3H), 3.43-3.34 (m, 2H), 3.10 (s, 2H), 2.65 (s, 3H), 1.89-1.44 (m, 10H).

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Patent 2024

1H NMR Benzofurans Hydroxylamine Laser Capture Microdissection piperidine Pyrans Sulfoxide, Dimethyl

Synthesis of N-(3-(2-((4-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)amino)quinazolin-8-yl)phenyl)acrylamide

Not available on PMC !

Example 102

[Figure (not displayed)]

N-(3-(2-((4-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)amino)quinazolin-8-yl)phenyl)acrylamide (103 mg) was prepared as described for (S)—N-(3-(2-((4-((1-acetylpyrrolidin-3-yl)oxy)phenyl)amino)quinazolin-8-yl)phenyl)acrylamide. LRMS (M+H⁺) m/z calculated 467.2, found 467.2. ¹H NMR (DMSO-d6, 400 MHz) δ10.30 (s, 1H), 9.76 (s, 1H), 9.31 (s, 1H), 8.04 (s, 1H), 7.77-7.92 (m, 5H), 7.32-7.50 (m, 3H), 6.71 (d, 2H), 6.44-6.50 (m, 1H), 6.24-6.29 (m, 1H), 5.75-5.78 (m, 1H), 4.34-4.38 (m, 1H), 3.82-3.86 (m, 2H), 3.42-3.48 (m, 2H), 1.87-1.92 (m, 2H), 1.47-1.56 (m, 2H).

US11865120B2. Substituted quinazolines for inhibiting kinase activity (2024-01-09). NeuPharma, Inc [US]. Inventors: Xiangping Qian [US], Yong-Liang Zhu [US].

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Patent 2024

1H NMR Acrylamide Pyrans Sulfoxide, Dimethyl

Synthesis of Benzimidazole Carboxylic Acid Derivative

Not available on PMC !

Example 83

2-(4-(6-((4-cyano-2-fluorobenzyl)oxy)pyridin-2-yl)-2,5-difluorobenzyl)-1-(3,3-dimethyltetrahydro-2H-pyran-4-yl)-1H-benzo[d]imidazole-6-carboxylic acid was prepared in a manner as described in Procedure 22. 1H NMR (400 MHz, DMSO-d6) δ 8.30 (s, 1H), 7.96-7.86 (m, 2H), 7.86-7.70 (m, 5H), 7.61 (d, J=8.4 Hz, 1H), 7.55 (dd, J=7.5, 1.7 Hz, 1H), 7.46 (dd, J=11.5, 6.1 Hz, 1H), 7.00 (d, J=8.3 Hz, 1H), 5.61 (s, 2H), 4.75 (dd, J=12.6, 3.9 Hz, 1H), 4.63 (d, J=16.9 Hz, 1H), 4.42 (d, J=16.9 Hz, 1H), 4.19-4.11 (m, 1H), 3.63-3.53 (m, 2H), 3.47 (d, J=11.4 Hz, 1H), 2.91 (dt, J=12.7, 5.8 Hz, 1H), 1.75 (d, J=10.8 Hz, 1H), 1.20 (s, 3H), 0.91 (s, 3H).

US11858918B2. GLP-1R modulating compounds (2024-01-02). Gilead Sciences, Inc. [US]. Inventors: Megan K. Armstrong [US], James S. Cassidy [US], Elbert Chin [US], Chienhung Chou [US], Jeromy J. Cottell [US], Chao-I Hung [US], Kavoos Kolahdouzan [US], David W. Lin [US], Michael L. Mitchell [US], Ezra Roberts [US], Scott D. Schroeder [US], Nathan D. Shapiro [US], James G. Taylor [US], Rhiannon Thomas-Tran [US], Nathan E. Wright [US], Zheng-Yu Yang [US].

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Patent 2024

1H NMR Carboxylic Acids imidazole Pyrans Sulfoxide, Dimethyl

Top products related to «Pyrans»

Dimethyl sulfoxide (dmso) by Merck Group

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What are the different forms of Pyrans?

What are some common applications of Pyrans?

What are some challenges in working with Pyrans?

One of the key challenges in working with Pyrans is ensuring the reproducibility and accuracy of research protocols. Pyrans can be sensitive to reaction conditions, and small variations in factors like temperature, pH, or solvent can significantly impact their synthesis and properties. Researchers may encounter issues with product yield, purity, or selectivity, which can hinder their ability to reliably reproduce and compare findings.

How can PubCompare.ai help with Pyran research?

PubCompare.ai is an AI-driven platform that can assist researchers in optimizing their Pyran research protocols for reproducibility and accuracy. The platform allows users to efficiently screen the literature for the best protocols related to Pyrans, leveraging AI to pinpoint critical insights. By comparing protocols from the literature, preprints, and patents, PubCompare.ai can help researchers identify the most effective methods for their specific research goals, ensuring they can choose the best option for reproducible and accurate results.

What are the key benefits of using PubCompare.ai for Pyran research?

The key benefits of using PubCompare.ai for Pyran research include: 1. Efficient literature screening: The platform helps researchers sift through the vast pool of Pyran-related protocols more efficiently, saving time and effort. 2. AI-driven insights: PubCompare.ai's AI analysis can highlight critical differences in protocol effectiveness, enabling researchers to make informed decisions on the best protocols to use. 3. Improved reproducibility and accuracy: By identifying the most effective Pyran protocols, researchers can improve the reproducibility and accuracy of their findings, leading to more reliable and impactful research.

More about "Pyrans"

Pyrans, a class of heterocyclic organic compounds, are widely found in natural products and synthetic compounds, and have a variety of biological and chemical applications.
These six-membered ring structures containing an oxygen atom can exist in multiple forms, including furanoses, pyranoses, and pyranosides, and can be substituted with a range of functional groups.
Research on pyrans is crucial for understanding their synthesis, properties, and potential uses in fields such as medicinal chemistry, materials science, and organic synthesis.
The PubCompare.ai platform can help researchers optimize their pyran research protocols for reproducibility and accuracy, allowing them to easily locate and compare the best protocols and products from the literature, preprints, and patents.
Pyran-related compounds and topics include DMSO (dimethyl sulfoxide), Gemini C18 columns, FBS (fetal bovine serum), methanol, XTerra C18 columns, SCX-2 (strong cation exchange) columns, ethyl acetate, acetonitrile, fluoxetine (a selective serotonin reuptake inhibitor), and CGP-55845 (a GABA(B) receptor antagonist).
By leveraging the insights and tools provided by PubCompare.ai, researchers can streamline their pyran-related studies and unlock new discoveries in this important field of chemistry and biology.