Day: February 22, 2023

Identification of a novel series of selective 5-HT₇ receptor antagonists was written by Forbes, Ian T.;Cooper, David G.;Dodds, Emma K.;Douglas, Sara E.;Gribble, Andrew D.;Ife, Robert J.;Lightfoot, Andrew P.;Meeson, Malcolm;Campbell, Lorraine P.;Coleman, Tanya;Riley, Graham J.;Thomas, David R.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2003.Application In Synthesis of 4-(4-Fluorophenoxy)piperidine This article mentions the following:

Novel 5-HT₇ receptor antagonists containing the benzocycloheptanone core were identified from high throughput screening. Mol. modeling and SAR studies have converted these intractable hits into a more potent, selective and tractable series, exemplified by compound I, SB-691673. In the experiment, the researchers used many compounds, for example, 4-(4-Fluorophenoxy)piperidine (cas: 3413-28-3Application In Synthesis of 4-(4-Fluorophenoxy)piperidine).

4-(4-Fluorophenoxy)piperidine (cas: 3413-28-3) 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.Application In Synthesis of 4-(4-Fluorophenoxy)piperidine

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Antiallergical effect of new combined nazal aerodisperse system in the conditions of experimental allergic rhinitis was written by Pozdnyakov, D. I.;Khadzieva, Z. D.;Pozdnyakova, A. E.;Zagorskaya, N. S.. And the article was included in Biomedical and Pharmacology Journal in 2019.Quality Control of 2-(4-(1-Hydroxy-4-(4-(hydroxydiphenylmethyl)piperidin-1-yl)butyl)phenyl)-2-methylpropanoic acid hydrochloride This article mentions the following:

To assess the severity of the anti-allergic effect of the combined nasal spray in the conditions of exptl. allergic rhinitis. The experiment was performed on Balb / c male mice, which reproduced ovalbumin-induced allergic rhinitis. The test-spray composition of fexofenadine hydrochloride + ammonium glycyrrhizinate in doses of 2.5 μg; 5 μg and 7.5 μg / nostril and compartion drugs: beclomethasone (<<Nasobec>>, IVAX Pharmaceuticals) and levocabastine (<<Tyzine Allergy>>, Johnson & Johnson) in doses of 3.5 μg / nostril and 5 μg / nostril resp., were administered intranasally after 14-day immunization of animals. On the 17th day of the experiment, the severity of nasal symptoms (sneezing and nasal grooming), the change in the concentration of histamine, IFN-α, IL-6, IgE, and TNF-α and markers of oxidative stress (superoxide dismutase activity and concentration of malonic dialdehyde) were determined The use of levocabastine and beclomethasone contributed to the reduction of allergic symptoms, with the most pronounced pharmacol. effect observed with the administration of beclomethasone. The administration of the 5 μg of test-spray reduced nasal symptoms in mice and also contributed to a decrease in the concentration of histamine, IFN-α, IL-6, IgE, and TNF-α, as well as the restoration of pro / antioxidant balance. At the same time, the test aerodisperse system at a dose of 5 μg was comparable to beclomethasone and exceeded levocabastine in terms of pharmacol. action. The high effectiveness of the test-spray, comparable to itranasal glucocorticoids, makes this compound a promising drug corrector of allergic rhinitis. In the experiment, the researchers used many compounds, for example, 2-(4-(1-Hydroxy-4-(4-(hydroxydiphenylmethyl)piperidin-1-yl)butyl)phenyl)-2-methylpropanoic acid hydrochloride (cas: 153439-40-8Quality Control of 2-(4-(1-Hydroxy-4-(4-(hydroxydiphenylmethyl)piperidin-1-yl)butyl)phenyl)-2-methylpropanoic acid hydrochloride).

2-(4-(1-Hydroxy-4-(4-(hydroxydiphenylmethyl)piperidin-1-yl)butyl)phenyl)-2-methylpropanoic acid hydrochloride (cas: 153439-40-8) 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.Quality Control of 2-(4-(1-Hydroxy-4-(4-(hydroxydiphenylmethyl)piperidin-1-yl)butyl)phenyl)-2-methylpropanoic acid hydrochloride

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Application of ohmic heating for black pepper (Piper nigrum L.) oleoresin extraction compared with conventional heating was written by Induruwa Vidana Arachchige Don, Chaminda Sampath Induruwa;Jittanit, Weerachet;Lorjaroenphon, Yaowapa. And the article was included in Journal of Food Processing and Preservation in 2022.Safety of (2E,4E)-5-(Benzo[d][1,3]dioxol-5-yl)-1-(piperidin-1-yl)penta-2,4-dien-1-one This article mentions the following:

The aims of this research were to investigate the possibility of applying ohmic heating for assisting in solvent extraction of black pepper oleoresin and to compare the yield and quality of oleoresin with that obtained from the conventional heating method. The elec. conductivities were measured of black pepper powder mixed with different solvents and the residues from each extraction stage. The extraction was conducted in two stages using a black pepper powder-to-solvent ratio of 1:10. The elec. conductivities of the black pepper powder and residue mixtures ranged from 0.01 to 0.17 S/m depending on the ethanol-to-distilled water ratio and extraction stage. Ohmic heating extraction significantly improved the oleoresin yield and piperine content compared to conventional heating. The microstructures of the powder and residues obtained after extraction indicated that ohmic heating caused pores and fractures in the cell walls of black pepper cells that facilitated solvent and oleoresin transfer. Novelty impact statement : This study revealed that the elec. conductivity is an indicator of the oleoresin content in the black pepper powder and raffinate. Moreover, ohmic heating has potential for the com. extraction of black pepper oleoresin and provided scientific evidence of yield and quality improvement. The application of ohmic heating-assisted extraction could broaden the technol. for extracting spice oleoresins in the food industry. In the experiment, the researchers used many compounds, for example, (2E,4E)-5-(Benzo[d][1,3]dioxol-5-yl)-1-(piperidin-1-yl)penta-2,4-dien-1-one (cas: 94-62-2Safety of (2E,4E)-5-(Benzo[d][1,3]dioxol-5-yl)-1-(piperidin-1-yl)penta-2,4-dien-1-one).

(2E,4E)-5-(Benzo[d][1,3]dioxol-5-yl)-1-(piperidin-1-yl)penta-2,4-dien-1-one (cas: 94-62-2) belongs to piperidine derivatives. Piperidine and its derivatives have become increasingly popular in many synthetic schemes. 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.Safety of (2E,4E)-5-(Benzo[d][1,3]dioxol-5-yl)-1-(piperidin-1-yl)penta-2,4-dien-1-one

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

To investigate whether hematocrit affects thromboelastography parameters was written by Zhang, Min;He, Keyu;Ye, Dong;Zhang, Qiang;Zhang, Zhengkang. And the article was included in Contrast Media & Molecular Imaging in 2022.Electric Literature of C9H16NO2 This article mentions the following:

Background. Thromboelastogram (TEG) is an experiment to detect coagulation function with whole blood. Red blood cell (RBC) is the most abundant component of blood. Whether RBC has an impact on the results of thromboelastogram? Study Design and Methods. The correlation between hematocrit (HCT) and TEG was analyzed. 17 samples were reconstituted with different HCT. They were tested sep. Correction tests were performed on 17 samples from patients with anemia. HCT was corrected to 0.40 in female and 0.45 in males. The correction formula was determined according to the exptl. correction. Results. HCT was neg. correlated with TEG parameters. As HCT increased, CI and angle decreased (P < 0.05, P < 0.001) and K increased (P < 0.001) in reconstituted samples. In the correction test, the angle measured value was 69.48 ± 4.98 and corrected value was 62.48 ± 6.25, MA measured value was 61.44 ± 7.10 and corrected value was 55.94 ± 7.12, K measured value was 1.45 ± 0.48 and corrected value was 2.11 ± 0.79, and CI measured value was 1.07 ± 1.67 and corrected value was -0.45 ± 1.64. There was a significant difference. The correction formulas of anemia were derived from the exptl. correction results. KCorrection value = (0.7903*A2 – 2.1803A + 2.8268)*KMeasured value; Tan angleCorrection value = Tan angleMeasured value/(0.6596*A2 – 1.7478A + 2.4608); MACorrection value = MAMeasured value/(0.1853ln (A) + 1.0197); CICorrection value = -0.6516RMeasured value – 0.3772KCorrection value + 0.1224MACorrection value + 0.0759angleCorrection value – 7.7922. Conclusion. HCT has a neg. impact on TEG parameters. Coagulation state of anemia patients is overestimated by TEG. The test results of anemia patients need to be corrected whether through the exptl. correction or the formula correction. In the experiment, the researchers used many compounds, for example, 4-Oxo-tempo (cas: 2896-70-0Electric Literature of C9H16NO2).

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 bearing a masked aldehyde function in the ε-position are easily transformed into quinolizidine compounds through intramolecular reductive amination.Electric Literature of C9H16NO2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Synthesis and aminomethylation of 9-aza-3-azoniaspiro[5,5]undeca-7,10-diene-8-selenolates was written by Frolov, K. A.;Dotsenko, V. V.;Krivokolysko, S. G.;Zubatyuk, R. I.;Shishkin, O. V.. And the article was included in Chemistry of Heterocyclic Compounds (New York, NY, United States) in 2013.COA of Formula: C7H13NO This article mentions the following:

0-Amino-7,11-dicyano-9-aza-3-azoniaspiro[5,5]undeca-7,10-diene-8-selenolates I (R = Me, Et, PhCH₂) were obtained by interaction of N-alkylpiperidin-4-ones with 2 equivalent cyanoselenoacetamide or with malononitrile and cyanoselenoacetamide. Subsequent aminomethylation proceeded under mild conditions and led to the formation of 8′-selenoxo-3′,5′,7′,11′-tetraazaspiro[piperidine-4,13′-tricyclo[7.3.1.0^2,7]tridec[2]ene]-1′,9′-dicarbonitriles II (R = Me, Et, PhCH₂; R¹ = Me, Ph, 4-MeC₆H₄). The mol. and crystal structure of II (R = Me, R¹ = 4-MeC₆H₄) was determined by x-ray structural anal. [triclinic, space group P1̅, a 8.6727(5), b 11.4177(5), c 13.8108(9) Å, α 89.674(5), β 83.235(5), γ 83.898(5)°, V 1350.34(13) ų, Z 2]. In the experiment, the researchers used many compounds, for example, 1-Ethylpiperidin-4-one (cas: 3612-18-8COA of Formula: C7H13NO).

1-Ethylpiperidin-4-one (cas: 3612-18-8) 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.COA of Formula: C7H13NO

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Design, synthesis and biological evaluation of pyridine derivatives as selective SHP2 inhibitors was written by Liu, Wen-Shan;Yang, Bing;Wang, Rui-Rui;Li, Wei-Ya;Ma, Yang-Chun;Zhou, Liang;Du, Shan;Ma, Ying;Wang, Run-Ling. And the article was included in Bioorganic Chemistry in 2020.Reference of 144222-22-0 This article mentions the following:

SHP2 is a non-receptor protein tyrosine phosphatase encoded by the PTPN11 gene, which affects the transduction of multiple signaling pathways, including RAS-ERK, PI3K-AKT and JAK-STAT. SHP2 also plays an important role in the programmed cell death pathway (PD-1/PD-L1). Studies have shown that SHP2 is associated with a variety of cancers, including breast, liver and gastric cancers. Therefore, the development of SHP2 inhibitors has attracted extensive attention. In this study, based on the known inhibitor 1 (SHP099), novel SHP2 inhibitors were designed by means of scaffold hopping, and 35 pyridine derivatives as SHP2 inhibitors were found. The in vitro enzyme activity assay was performed on these compounds, and multiple selective SHP2 inhibitors with activity potency similar to that of SHP099 were obtained. Among them, compound (2-(4-(aminomethyl)piperidin-1-yl)-5-(2,3-dichlorophenyl)pyridin-3-yl)methanol (11a) was the most potent and highly selective SHP2 inhibitor with an in vitro enzyme activity IC₅₀ value of 1.36 μM. Fluorescence titration assay verified that 11a bound directly to SHP2 protein. Subsequently, cell assay of representative compounds showed that these compounds could effectively inhibit the proliferation of Ba/F₃ cells. In addition, the pharmacokinetic characteristics of the designed compounds were analyzed by the in silico ADMET prediction. Mol. docking study provided more detailed information on the binding mode of compounds and SHP2 protein. In brief, this study reported for the first time that pyridine derivatives as novel SHP2 inhibitors had good inhibitory activity and selectivity, providing new clues for the development of small mol. SHP2 inhibitors. In the experiment, the researchers used many compounds, for example, 1-Boc-4-(Aminomethyl)piperidine (cas: 144222-22-0Reference of 144222-22-0).

1-Boc-4-(Aminomethyl)piperidine (cas: 144222-22-0) belongs to piperidine derivatives. Piperidine is a metabolite of cadaverine, a polyamine found in the human intestine. 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.Reference of 144222-22-0

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Preparation and atropisomerism of 1-(2-aryl)-piperidin-2-ones was written by Mohrle, H.;Jeandree, M.;Breitmaier, E.;Rohonczy, J.. And the article was included in Journal fuer Praktische Chemie (Weinheim, Germany) in 2000.Safety of 4,4-Dimethylpiperidine This article mentions the following:

Course and rate of the dehydrogenation of N-tertiary piperidines dependent on their substitution in 4-position and on the OH-bearing neighbor group were examined, using Hg(II)-EDTA and model piperidine-derived amino alcs. The results showed that increasing size of 4-substituents and neighbor groups too decreased the rate of reaction. The products from 2-substituted benzylic alcs., 2-piperidones demonstrated atropisomerism. In the case of chiral neighbor groups, diastereomeric mixtures were formed. In the experiment, the researchers used many compounds, for example, 4,4-Dimethylpiperidine (cas: 4045-30-1Safety of 4,4-Dimethylpiperidine).

4,4-Dimethylpiperidine (cas: 4045-30-1) 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 ε-position are easily transformed into quinolizidine compounds through intramolecular reductive amination.Safety of 4,4-Dimethylpiperidine

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Novel 3-(4-piperidinylthio)-1H-indoles as potent nonopioid orally active central analgesics was written by Potin, Dominique;Parnet, Veronique;Teulon, Jean-Marie;Camborde, Francoise;Caussade, Francois;Meignen, Joelle;Provost, Daniel;Cloarec, Alix. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2000.Reference of 3612-18-8 This article mentions the following:

A series of 3-(4-piperidinylthio)-1H-indoles was synthesized and evaluated in mice in the phenylbenzoquinone (PBQ)-induced writhing and hot plate tests. Most of these compounds are good analgesics with activities comparable to that of morphine. Among them UP 237-61, which has a strong serotonin binding profile, has an interesting antinociceptive activity which is not reversed by naloxone. In the experiment, the researchers used many compounds, for example, 1-Ethylpiperidin-4-one (cas: 3612-18-8Reference of 3612-18-8).

1-Ethylpiperidin-4-one (cas: 3612-18-8) 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.Reference of 3612-18-8

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Benzotriazole-Mediated Stereoselective Olefination of Carboxylic Esters: Transformation of α-Amino Acid Esters into Chiral Allylamines was written by Katritzky, Alan R.;Cheng, Dai;Li, Jianqing. And the article was included in Journal of Organic Chemistry in 1998.Category: piperidines This article mentions the following:

Diastereoselective trans-olefinations of carboxylic esters have been accomplished using benzylic or allylic benzotriazole derivatives to prepare α-(benzotriazol-1-yl) ketones, subsequent reduction of the ketones, and finally low-valent titanium-effected dehydroxybenzotriazolylation. In a similar manner, N-protected α-amino acid esters give allylamines with virtually full retention of chirality. Mechanistic aspects of the dehydroxybenzotriazolylation are discussed. In the experiment, the researchers used many compounds, for example, Ethyl 1-methylpipecolinate (cas: 30727-18-5Category: piperidines).

Ethyl 1-methylpipecolinate (cas: 30727-18-5) 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.Category: piperidines

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Common mechanisms of inhibition for the Na⁺/glucose (hSGLT1) and Na⁺/Cl^–/GABA (hGAT1) cotransporters was written by Hirayama, Bruce A.;Diez-Sampedro, Ana;Wright, Ernest M.. And the article was included in British Journal of Pharmacology in 2001.Synthetic Route of C22H26ClNO2 This article mentions the following:

1 Electrophysiol. methods were used to investigate the interaction of inhibitors with the human Na⁺/glucose (hSGLT1) and Na⁺/Cl^–/GABA (hGAT1) cotransporters. Inhibitor constants were estimated from both inhibition of substrate-dependent current and inhibitor-induced changes in cotransporter conformation. 2 The competitive, non-transported inhibitors are substrate derivatives with inhibition constants from 200 nM (phlorizin) to 17 mM (esculin) for hSGLT1, and 300 nM (SKF89976A) to 10 mM (baclofen) for hGAT1. At least for hSGLT1, values determined using either method were proportional over 5-orders of magnitude. 3 Correlation of inhibition to structure of the inhibitors resulted in a pharmacophore for glycoside binding to hSGLT1: the aglycon is coplanar with the pyranose ring, and binds to a hydrophobic/aromatic surface of at least 7×12Å. Important hydrogen bond interactions occur at five positions bordering this surface. 4 In both hSGLT1 and hGAT1 the data suggests that there is a large, hydrophobic inhibitor binding site ∼8Å from the substrate binding site. This suggests an architectural similarity between hSGLT1 and hGAT1. There is also structural similarity between non-competitive and competitive inhibitors, e.g., phloretin is the aglycon of phlorizin (hSGLT1) and nortriptyline resembles SKF89976A without nipecotic acid (hGAT1). 5 Our studies establish that measurement of the effect of inhibitors on presteady state currents is a valid non-radioactive method for the determination of inhibitor binding constants Furthermore, anal. of the presteady state currents provide novel insights into partial reactions of the transport cycle and mode of action of the inhibitors. In the experiment, the researchers used many compounds, for example, SKF-89976A Hydrochloride (cas: 85375-15-1Synthetic Route of C22H26ClNO2).

SKF-89976A Hydrochloride (cas: 85375-15-1) belongs to piperidine derivatives. Piperidine is a metabolite of cadaverine, a polyamine found in the human intestine. 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 C22H26ClNO2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem