Category: 456-12-2

Dasgupta, B.; Chakravarti, R. N. published an article in 1958, the title of the article was Isolation of Aegelin.Name: N-(2-Hydroxy-2-(4-methoxyphenyl)ethyl)cinnamamide And the article contains the following content:

cf. C.A. 51, 7328a. A modified method is described for the isolation of aegelin, N-[2-hydroxy-2-(p-methoxyphenyl)ethyl]cinnamamide (I), by extraction of Aegle marmelus Correa leaves. The leaves, 7 kg., were extracted by cold percolation with fresh 90% alc. on 6 alternate days. After distilling off the alc., the residues from 2 extractions were combined, absorbed on filter paper, dried at 80°, and extracted with Et2O in a 5-l. Soxhlet. Overconcn. in the initial extractions was prevented by funnelling Et2O between the thimble and Soxhlet wall. The extract was concentrated to 1.5 l. and refrigerated for 1 week. The precipitate was filtered off, washed with ether, recrystallized from EtOAc, dissolved in absolute alc., and refluxed 1 hr. with activated C. The solution was filtered hot and concentrated to yield I, thin colorless plates, m. 174-5°. A gel occasionally formed in the final alc. solution which could be removed by addition of excess cold alc. and filtration. Passage of alc. solution of I through Al2O3 removed the green color of some batches not decolorized by C and gave purest I, m. 178-9°. Yield of I from dried leaves is negligible during the winter and is maximum (0.2%) during June to Aug. The experimental process involved the reaction of N-(2-Hydroxy-2-(4-methoxyphenyl)ethyl)cinnamamide(cas: 456-12-2).Name: N-(2-Hydroxy-2-(4-methoxyphenyl)ethyl)cinnamamide

N-(2-Hydroxy-2-(4-methoxyphenyl)ethyl)cinnamamide(cas:456-12-2) belongs to amides. Amides are pervasive in nature and technology. Proteins and important plastics like Nylons, Aramid, Twaron, and Kevlar are polymers whose units are connected by amide groups (polyamides); these linkages are easily formed, confer structural rigidity, and resist hydrolysis. Name: N-(2-Hydroxy-2-(4-methoxyphenyl)ethyl)cinnamamide

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Chakravarti, R. N.; Dasgupta, B. published an article in 1958, the title of the article was Ultraviolet absorption spectra of aegelin and its derivatives.Category: amides-buliding-blocks And the article contains the following content:

A study of the spectra of aegelin (I), aegelone (II), dihydroaegelin (III), dihydroaegelone (IV) and of related simpler compounds is presented. Absolute alc. was used as a solvent in all cases except with ω-amino-p-methoxyacetophenone-HSO4 (V) with which H2O was used. Concentrations of 2-5 mg./1000 cc. were used. I shows absorption maximum at 212 (log ε 4.36), 219 (log ε 4.36), and 275 mμ (log ε 4.42). I gives trans-cinnamic acid (VI) on hydrolysis and comparison of the spectra of I, VI, trans-cinnamide, and trans-N-methylcinnamide confirmed the trans configuration of the cinnamoyl grouping in I. Other maximum and log ε values obtained were: II, 280, 4.67; V, 216-19, 4.05; 282, 4.27; III, 220, 4.22; 274, 3.78; IV, 271, 4.30. Values obtained for min. and log ε were: I, 216, 4.32; 236, 3.78; 237, 3.78; II, 2.33, 3.95; V, 217, 4.20; III, 217, 4.20; 239, 3.49; 240, 3.49; IV, 233, 3.46; 235, 3.46. The experimental process involved the reaction of N-(2-Hydroxy-2-(4-methoxyphenyl)ethyl)cinnamamide(cas: 456-12-2).Category: amides-buliding-blocks

N-(2-Hydroxy-2-(4-methoxyphenyl)ethyl)cinnamamide(cas:456-12-2) belongs to amides. Amides are pervasive in nature and technology. Proteins and important plastics like Nylons, Aramid, Twaron, and Kevlar are polymers whose units are connected by amide groups (polyamides); these linkages are easily formed, confer structural rigidity, and resist hydrolysis. Category: amides-buliding-blocks

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Chakravarti, R. N.; Dasgupta, B. published an article in 1955, the title of the article was Structure of aegelin.Computed Properties of 456-12-2 And the article contains the following content:

cf. C.A. 47, 10544g. Analysis showed the formula of aegelin (I) to be C18H19ON3; it is neutral with one OMe and one OH but no NMe or CMe. Oxidation (C.A. 43, 1386i) gave aegelone (II), C18H17O3N, m. 159-60° and hydrogenation (PtO2 in HOAc) gave dihydroaegelin (III). Similarly, hydrogenation of II afforded dihydroaegelone (IV), m. 126-7°. Hydrolysis (H2O-EtOH-HCl) of I gave NH3, PhCH:CHCO2H (and its Et ester) and a little p-MeOC6H4CHO. The following structures are proposed: p-MeOC6H4CH(OH)CH2NHCOCH:CHPh for I, p-MeOC6H4COCH2NHCOCH:CHPh for II, p-MeOC6H4CH(OH)CH2NHCO(CH2)2Ph for III, and p-MeOC6H4COCH2NHCO(CH2)2Ph for IV. These structures have been confirmed by the alk. condensation of p-MeOC6H4CH(OH)CH2NH2 or p-MeOC6H4COCH2NH2 with PhCH:CHCOCl or Ph(CH2)2COCl. The products were identified by mixed m.p. The ultraviolet absorption curves of natural and synthetic I are identical. The experimental process involved the reaction of N-(2-Hydroxy-2-(4-methoxyphenyl)ethyl)cinnamamide(cas: 456-12-2).Computed Properties of 456-12-2

N-(2-Hydroxy-2-(4-methoxyphenyl)ethyl)cinnamamide(cas:456-12-2) belongs to amides. Amides are pervasive in nature and technology. Proteins and important plastics like Nylons, Aramid, Twaron, and Kevlar are polymers whose units are connected by amide groups (polyamides); these linkages are easily formed, confer structural rigidity, and resist hydrolysis. Computed Properties of 456-12-2

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

On January 24, 2019, Wyss, Thomas; Roos, Lilian; Studer, Fabian; Mäder, Urs; Beuchat, Christiane; Staub, Kaspar published an article.Computed Properties of 456-12-2 The title of the article was Development of physical fitness performance in young Swiss men from 2006 to 2015.. And the article contained the following:

From 1980 to 2000, physical fitness decreased and body mass index (BMI) increased in the population of many industrialized countries. Little is known about these trends after the year 2000. This study aimed to investigate physical fitness performance, physical activity (PA) behavior, and BMI of young, male Swiss adults between 2006 and 2015. For this purpose, results from the Swiss Armed Forces mandatory recruitment were used. A total of 306 746 male conscripts provided complete fitness test data, mean ± SD (range from 5th to 95th percentile): 20 ± 1 (18-21) years, 178 ± 7 (168-189) cm; 74 ± 13 (58-97) kg, predicted maximal oxygen consumption of 49.9 ± 4.6 (41.8-56.9) mL/kg/min (Conconi test), 125 ± 58 (43-232) seconds in trunk muscle strength test (prone bridge), 2.31 ± 0.24 (1.90-2.66) m in standing long jump, 6.46 ± 0.73 (5.30-7.70) m in seated shot put (2 kg medical-ball shot) and 45.6 ± 12.2 (29.9-66.7) seconds in one-leg standing test (sum of both legs; eyes closed after 10 seconds and head tilted back after 20 seconds). In the investigated population, 73.8% fulfilled basic PA recommendations, 46.2% were classified as regularly vigorously active. Performances in aerobic endurance and muscle power did not show secular changes over time. However, core stability performance and PA behavior increased, while balance ability decreased over this 10-year period. Average BMI increased by 2.0% between 2006 and 2010 and did not change thereafter. Male Swiss adults are at least as physically fit as they were a decade ago. The secular trends of decreasing physical performances and increasing BMI have stopped, and self-reported sport participation and leisure time PA have been increased in the observed population over the last 10 years. The experimental process involved the reaction of N-(2-Hydroxy-2-(4-methoxyphenyl)ethyl)cinnamamide(cas: 456-12-2).Computed Properties of 456-12-2

The Article related to adolescent, body mass index, exercise test, humans, linear models, male, military personnel, muscle strength, oxygen consumption, physical endurance, physical fitness, switzerland: geographic, young adult and other aspects.Computed Properties of 456-12-2

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Amide – an overview | ScienceDirect Topics

Klontz, Karl C; DeBeck, Heidi J; LeBlanc, Pamela; Mogen, Kathryn M; Wolpert, Beverly J; Sabo, Jonathan L; Salter, Monique; Seelman, Sharon L; Lance, Susan E; Monahan, Caitlin; Steigman, David S; Gensheimer, Kathleen published an article in 2015, the title of the article was The Role of Adverse Event Reporting in the FDA Response to a Multistate Outbreak of Liver Disease Associated with a Dietary Supplement..Formula: C18H19NO3 And the article contains the following content:

OBJECTIVE: Liver disease is a potential complication from using dietary supplements. This study investigated an outbreak of non-viral liver disease associated with the use of OxyELITE Pro(TM), a dietary supplement used for weight loss and/or muscle building. METHODS: Illness details were ascertained from MedWatch reports submitted to the U.S. Food and Drug Administration (FDA) describing consumers who ingested OxyELITE Pro alone or in combination with other dietary supplements. FDA’s Forensic Chemistry Center analyzed samples of OxyELITE Pro. RESULTS: From February 2012 to February 2014, FDA received 114 reports of adverse events of all kinds involving consumers who ingested OxyELITE Pro. The onset of illness for the first report was December 2010 and for the last report was January 2014. Thirty-three states, two foreign nations, and Puerto Rico submitted reports. Fifty-five of the reports (48%) described liver disease in the absence of viral infection, gallbladder disease, autoimmune disease, or other known causes of liver damage. A total of 33 (60%) of these patients were hospitalized, and three underwent liver transplantation. In early 2013, OxyELITE Pro products entered the market with a formulation distinct from products sold previously. The new formulation replaced 1,3-dimethylamylamine with aegeline. However, the manufacturer failed to submit to FDA a required “new dietary ingredient” notice for the use of aegeline in OxyELITE Pro products. Laboratory analysis identified no drugs, poisons, pharmaceuticals, toxic metals, usnic acid, N-Nitroso-fenfluramine, pyrrolizidine alkaloids, aristocholic acid, or phenethylamines in the products. CONCLUSIONS: Vigilant surveillance is required for adverse events linked to the use of dietary supplements. The experimental process involved the reaction of N-(2-Hydroxy-2-(4-methoxyphenyl)ethyl)cinnamamide(cas: 456-12-2).Formula: C18H19NO3

The Article related to adult, adverse drug reaction reporting systems: legislation & jurisprudence, amides: poisoning, amines: poisoning, anti-obesity agents: poisoning, chemical and drug induced liver injury: epidemiology, chemical and drug induced liver injury: etiology, chemical and drug induced liver injury: surgery, chemistry and other aspects.Formula: C18H19NO3

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

On November 15, 2013, Karmase, Aniket; Jagtap, Sneha; Bhutani, Kamlesh K published an article.Category: amides-buliding-blocks The title of the article was Anti adipogenic activity of Aegle marmelos Correa.. And the article contained the following:

In continuation of evaluating the anti-obesity effect of Aegle marmelos, we have screened the n-hexane, dichloro methane (DCM), ethyl acetate (EtOAc) and methanol (MeOH) extracts of the leaves at the concentration of 25, 50, 75 and 100 μg/ml for adipogenesis inhibition in the adipocytes. Nile red staining with the help of fluorometry was used as indicator of the antiobesity activity. The most active DCM extract showed the 33.98±3.55% lipid content at 100μg/ml and was selected for the further isolation. 14 compounds were isolated from DCM extract of A. marmelos leaves. The compounds were screened for the adipogenesis inhibition at 50 and 100 μM concentrations. Out of the 14 compounds, halfordinol, ethyl ether aegeline and esculetin were showing 10.04±0.52, 16.29±0.85 and 25.09±1.31% lipid content respectively at 100 μM. We hereby report the adipogenesis inhibition by A. marmelos as one of the pathway for its antiobesity effect. The experimental process involved the reaction of N-(2-Hydroxy-2-(4-methoxyphenyl)ethyl)cinnamamide(cas: 456-12-2).Category: amides-buliding-blocks

The Article related to 3t3-l1 cells, adipogenesis: drug effects, adipose tissue: cytology, adipose tissue: drug effects, adipose tissue: metabolism, aegle: chemistry, amides: isolation & purification, amides: pharmacology, animals, anti-obesity agents: pharmacology, lipid metabolism: drug effects, mice, obesity: prevention & control and other aspects.Category: amides-buliding-blocks

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Singh, Abhilasha; Srinivasan, Ashok Kumar; Chakrapani, Lakshmi Narasimhan; Kalaiselvi, Periandavan published an article in 2019, the title of the article was LOX-1, the common therapeutic target in hypercholesterolemia: a new perspective of antiatherosclerotic action of aegeline.Related Products of 456-12-2 And the article contains the following content:

Background. Lectin-like oxidized low-d. lipoprotein receptor-1 (LOX-1) is the major receptor for oxidized low-d. lipoprotein (Ox-LDL) in the aorta of aged rats. Ox-LDL initiates LOX-1 activation in the endothelium of lipid-accumulating sites of both animal and human subjects of hypercholesterolemia. Targeting LOX-1 may provide a novel diagnostic strategy towards hypercholesterolemia and vascular diseases. Hypothesis. This study was planned to address whether aegeline (AG) could bind to LOX-1 with a higher affinity and modulate the uptake of Ox-LDL in hypercholesterolemia. Study Design. Thirty-six Wistar rats were divided into six groups. The pathol. group rats were fed with high-cholesterol diet (HCD) for 45 days, and the treatment group rats were fed with HCD and aegeline/atorvastatin (AV) for the last 30 days. In vivo and in vitro experiments were carried out to assay the markers of atherosclerosis like Ox-LDL and LOX-1 levels. Histopathol. examination was performed. Oil Red O staining was carried out in the IC-21 cell line. Docking studies were performed. Results. AG administration effectively brought down the lipid levels induced by HCD. The lowered levels of Ox-LDL and LOX-1 in AG-administered rats deem it to be a potent antihypercholesterolemic agent. Compared to AV, AG had a pronounced effect in downregulating the expression of lipids evidenced by Oil Red O staining. AG binds with LOX-1 at a higher affinity validated by docking. Conclusion. This study validates AG to be an effective stratagem in bringing down the lipid stress induced by HCD and can be deemed as an antihypercholesterolemic agent. The experimental process involved the reaction of N-(2-Hydroxy-2-(4-methoxyphenyl)ethyl)cinnamamide(cas: 456-12-2).Related Products of 456-12-2

The Article related to amides: metabolism, amides: therapeutic use, animals, anticholesteremic agents: therapeutic use, atherosclerosis: drug therapy, atorvastatin: therapeutic use, cell line, diet, high-fat, disease models, animal, humans, hypercholesterolemia: drug therapy, hypercholesterolemia: metabolism, lipoproteins, ldl: metabolism and other aspects.Related Products of 456-12-2

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

On August 31, 2018, Rajan, Sujith; Satish, Sabbu; Shankar, Kripa; Pandeti, Sukanya; Varshney, Salil; Srivastava, Ankita; Kumar, Durgesh; Gupta, Abhishek; Gupta, Sanchita; Choudhary, Rakhi; Balaramnavar, Vishal M.; Narender, Tadigoppula; Gaikwad, Anil N. published an article.Safety of N-(2-Hydroxy-2-(4-methoxyphenyl)ethyl)cinnamamide The title of the article was Aegeline inspired synthesis of novel β3-AR agonist improves insulin sensitivity in vitro and in vivo models of insulin resistance. And the article contained the following:

In our drug discovery program of natural product, earlier we have reported Aegeline that is N-acylated-1-amino-2- alc., which was isolated from the leaves of Aeglemarmelos showed anti-hyperlipidemic activity for which the QSAR studies predicted the compound to be the β3-AR agonist, but the mechanism of its action was not elucidated. In our present study, we have evaluated the β3-AR activity of novel N-acyl-1-amino-3-arylopropanol synthetic mimics of aegeline and its beneficial effect in insulin resistance. In this study, we have proposed the novel pharmacophore model using reported mols. for antihyperlipidemic activity. The reported pharmacophore features were also compared with the newly developed pharmacophore model for the observed biol. activity. Based on 3D pharmacophore modeling of known β3AR agonist, we screened 20 synthetic derivatives of Aegeline from the literature. From these, the top scoring compound 10C was used for further studies. The in-slico result was further validated in HEK293T cells co-trransfected with human β3-AR and CRE-Luciferase reporter plasmid for β3-AR activity. The most active compound was selected and β3-AR activity was further validated in white and brown adipocytes differentiated from human mesenchymal stem cells (hMSCs). Insulin resistance model developed in hMSC derived adipocytes was used to study the insulin sensitizing property. 8week HFD fed C57BL6 mice was given 50mg/Kg of the selected compound and metabolic phenotyping was done to evaluate its anti-diabetic effect. As predicted by in-silico 3D pharmacophore modeling, the compound 10C was found to be the most active and specific β3-AR agonist with EC50 value of 447nM. The compound 10C activated β3AR pathway, induced lipolysis, fatty acid oxidation and increased oxygen consumption rate (OCR) in human adipocytes. Compound 10C induced expression of brown adipocytes specific markers and reverted chronic insulin induced insulin resistance in white adipocytes. The compound 10C also improved insulin sensitivity and glucose tolerance in 8week HFD fed C57BL6 mice. This study enlightens the use of in vitro insulin resistance model close to human physiol. to elucidates the insulin sensitizing activity of the compound 10C and edifies the use of β3AR agonist as therapeutic interventions for insulin resistance and type 2 diabetes. The experimental process involved the reaction of N-(2-Hydroxy-2-(4-methoxyphenyl)ethyl)cinnamamide(cas: 456-12-2).Safety of N-(2-Hydroxy-2-(4-methoxyphenyl)ethyl)cinnamamide

The Article related to aegeline beta3 adrenergic receptor agonist insulin sensitivity resistance, browning, insulin resistance, hmsc derived adipocytes, β3-ar agonist, and other aspects.Safety of N-(2-Hydroxy-2-(4-methoxyphenyl)ethyl)cinnamamide

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Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Ernawati, Teni; Radji, Maksum; Hanafi, Muhammad; Mun’im, Abdul; Yanuar, Arry published an article in 2017, the title of the article was Cinnamic acid derivatives as α-glucosidase inhibitor agents.HPLC of Formula: 456-12-2 And the article contains the following content:

This paper reviews biol. activity of some cinnamic acid derivative compounds which are isolated from natural materials and synthesized from the chem. compounds as an agent of α-glucosidase inhibitors for the antidiabetic drug. Aegeline, anhydroaegeline and aeglinoside B are natural products isolated compounds that have potential as an α-glucosidase inhibitor. Meanwhile, α-glucosidase inhibitor class of derivatives of cinnamic acid synthesized compounds are p-methoxy cinnamic acid and p-methoxyethyl cinnamate. Chem., cinnamic acid has three main functional groups: first is the substitution of the Ph group, second is the additive reaction into the α-β unsaturated, and third is the chem. reaction with carboxylic acid functional groups. The synthesis and modification of the structure of cinnamic acid are very influential in inhibitory activity against α-glucosidase. The experimental process involved the reaction of N-(2-Hydroxy-2-(4-methoxyphenyl)ethyl)cinnamamide(cas: 456-12-2).HPLC of Formula: 456-12-2

The Article related to review cinnamic acid derivative alpha glucosidase inhibitor antidiabetic, Pharmacology: Reviews and other aspects.HPLC of Formula: 456-12-2

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On April 15, 2021, Vulichi, Srinivasa R.; Kabra, Atul; Kumar, Rupak; Suman, Kapur; Rao, Chunduri Venkata; Cruz-Martins, Natalia published an article.Recommanded Product: N-(2-Hydroxy-2-(4-methoxyphenyl)ethyl)cinnamamide The title of the article was Concise perspectives on some synthetic thiazolidine-2,4-dione derivatives and their specific pharmacodynamic aspects. And the article contained the following:

A review. Glitazones are synthetic derivatives of thiazolidinedione, and are designated as oral anti-diabetic agents, primarily acting on peroxisome proliferator-activated receptor-gamma (PPAR-γ) receptors and driving some crucial metabolic pathways linked to glucose and lipid metabolism at transcriptional level. Despite presenting adverse effects, including weight gain, fluid retention, prostate hyperplasia, hyperinsulinemia, and myocardial infarction, they are still preferred in clin. settings due to their utmost efficacy and selectivity. However, these complications kept glitazones restrained for long-term usage. The present review briefly highlights some important synthetic derivatives of thiazolidine2,4-dione and emphasizes the influence of various structural manipulations on their bio-efficacy. The experimental process involved the reaction of N-(2-Hydroxy-2-(4-methoxyphenyl)ethyl)cinnamamide(cas: 456-12-2).Recommanded Product: N-(2-Hydroxy-2-(4-methoxyphenyl)ethyl)cinnamamide

The Article related to review oncise thiazolidine dione derivative pharmacodynamic aspect, anti-diabetic, insulin resistance, ppar-γ, side effects, thiazolidinedione, Pharmacology: Reviews and other aspects.Recommanded Product: N-(2-Hydroxy-2-(4-methoxyphenyl)ethyl)cinnamamide

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics