Category: 18836-52-7

Scientific opinion on Flavouring Group Evaluation 86, Revision 1 (FGE.86Rev1): consideration of aliphatic and aromatic amines and amides evaluated by JECFA (65^th meeting) was written by Anadon, Arturo;Binderup, Mona-Lise;Bursch, Wilfried;Castle, Laurence;Crebelli, Riccardo;Engel, Karl-Heinz;Franz, Roland;Gontard, Nathalie;Haertle, Thomas;Husoy, Trine;Jany, Klaus-Dieter;Leclercq, Catherine;Lhuguenot, Jean Claude;Mennes, Wim;Milana, Maria Rosaria;Pfaff, Karla;Svensson, Kettil;Toldra, Fidel;Waring, Rosemary;Wolfle, Detlef;Sundh, Ulla Beckman;Beltoft, Vibe;Carere, Angelo;Frandsen, Henrik;Gurtler, Rainer;Hill, Frances;Larsen, John Christian;Lund, Pia;Mulder, Gerard;Norby, Karin;Pascal, Gerard;Pratt, Iona;Speijers, Gerrit;Wallin, Harriet;Nielsen, Kim Rygaard. And the article was included in EFSA Journal in 2011.Quality Control of (2E,4E)-N-Isobutyldeca-2,4-dienamide The following contents are mentioned in the article:

The Panel on Food Contact Materials, Enzymes, Flavourings and Processing Aids has been requested to consider the Joint FAO/WHO Expert Committee on Food Additives (the JECFA) evaluations of flavoring substances assessed since 2000, and to decide whether no further evaluation is necessary, as laid down in Commission Regulation (EC) No 1565/2000. Particularly evaluated are 34 aliphatic and aromatic amines and amides. For seven of the 34 evaluated substances the Panel did not agree with the JECFA application of the Procedure and addnl. toxicity data are required for five of the seven substances [FL-no: 11.014, 14.003, 16.091, 16.093 and 16.094]. One substance cannot be evaluated through the Procedure due to concern with respect to genotoxicity/carcinogenicity [FL-no: 16.049] and one substance [FL-no: 11.017] is evaluated along the A-side, while the JECFA evaluated it along the B-side. For the 27 of the 34 JECFA evaluated aliphatic and aromatic amines and amides, the Panel agreed with the JECFA conclusion ‘no safety concern at estimated levels of intake as flavoring substances’ based on the MSDI approach. This study involved multiple reactions and reactants, such as (2E,4E)-N-Isobutyldeca-2,4-dienamide (cas: 18836-52-7Quality Control of (2E,4E)-N-Isobutyldeca-2,4-dienamide).

(2E,4E)-N-Isobutyldeca-2,4-dienamide (cas: 18836-52-7) belongs to amides. The solubilities of amides and esters are roughly comparable. Typically amides are less soluble than comparable amines and carboxylic acids since these compounds can both donate and accept hydrogen bonds. Tertiary amides, with the important exception of N,N-dimethylformamide, exhibit low solubility in water. In simple aromatic amides, fragmentation occurs on both sides of the carbonyl group. If a hydrogen is available in N-substituted aromatic amides, it tends to migrate and form an aromatic amine and the loss of a ketene.Quality Control of (2E,4E)-N-Isobutyldeca-2,4-dienamide

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

Characterization of alkaloid profile of Hyoscyamus reticulatus L. and Atropa belladonna subsp. caucasica (Kreyer) Avet by LC-MS and NMR was written by Valiyeva, Adila;Felegyi-Toth, Csenge Anna;Varnai, Bianka;Garaev, Eldar;Beni, Szabolcs;Kursinszki, Laszlo. And the article was included in Natural Product Research.Category: amides-buliding-blocks The following contents are mentioned in the article:

The alkaloid profile of Hyoscyamus reticulatus L. and Atropa belladonna subsp. caucasica (Kreyer) Avet have not been characterized yet. UHPLC-PDA-Q-TOF-MS/MS and LC-DAD-QqQ-MS/MS methods were used herein to characterize the metabolite profiles of these plants. Flash chromatog. in combination with preparative- and semi preparative HPLC were utilized for the isolation of the compounds of interest. The structure of the isolated compounds was proposed based on their MS/MS fragmentation and NMR characteristics. As a total of 19 tropane derivatives, two tyramine derivatives (N-cis- and N-trans- feruloyl tyramine), a lignanamide (grossamide), an alkylamide (pellitorine) were identified in the root and herb extracts of H. reticulatus. Moreover, rutin and caffeoylquinic acids were found in the leaves and fruits, while kaempferol-3-O-glucoside-7-O-rhamnoside and quercetin-3-O-glucoside-rhamnoside-rhamnoside were exclusively characteristic for the leaves of H. reticulatus. The root and herb extracts of A. caucasica contained 16 tropane alkaloid derivatives along with Me tropate and two tyramine derivatives This study involved multiple reactions and reactants, such as (2E,4E)-N-Isobutyldeca-2,4-dienamide (cas: 18836-52-7Category: amides-buliding-blocks).

(2E,4E)-N-Isobutyldeca-2,4-dienamide (cas: 18836-52-7) belongs to amides. Amides can be viewed as a derivative of a carboxylic acid RC(=O)OH with the hydroxyl group –OH replaced by an amine group −NR′R″; or, equivalently, an acyl (alkanoyl) group RC(=O)− joined to an amine group. As a result of interactions such as these, the water solubility of amides is greater than that of corresponding hydrocarbons. These hydrogen bonds are also have an important role in the secondary structure of proteins.Category: amides-buliding-blocks

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

Protective effects of amide constituents from the fruit of Piper chaba on D-galactosamine/TNF-α-induced cell death in mouse hepatocytes was written by Matsuda, Hisashi;Ninomiya, Kiyofumi;Morikawa, Toshio;Yasuda, Daisuke;Yamaguchi, Itadaki;Yoshikawa, Masayuki. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2008.Reference of 18836-52-7 The following contents are mentioned in the article:

The methanolic extract from the fruit of Piper chaba (Piperaceae) was found to have a hepatoprotective effect on D-galactosamine (D-GalN)/lipopolysaccharide (LPS)-induced liver injury in mice. From the Et acetate-soluble fraction, a new amide constituent named piperchabamide E (I) together with twenty known amide constituents (e.g., piperine, piperchabamides A-D, and piperanine) and two aromatic constituents were isolated as the hepatoprotective constituents. With regard to structure-activity relationships, the amide moiety and the 1,9-decadiene structure between the benzene ring and amide moiety were suggested to be important for strong inhibition of D-GalN/tumor necrosis factor-α (TNF-α)-induced death of hepatocytes. Furthermore, a principal amide constituent, piperine, dose-dependently inhibited increase in serum GPT and GOT levels at doses of 2.5-10 mg/kg (p.o.) in D-GalN/LPS-treated mice, and this inhibitory effect was suggested to depend on the reduced sensitivity of hepatocytes to TNF-α. This study involved multiple reactions and reactants, such as (2E,4E)-N-Isobutyldeca-2,4-dienamide (cas: 18836-52-7Reference of 18836-52-7).

(2E,4E)-N-Isobutyldeca-2,4-dienamide (cas: 18836-52-7) 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. Amides can be freed from solvent or water by drying below their melting points. These purifications can also be used for sulfonamides and acid hydrazides.Reference of 18836-52-7

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

Implementation of a single quad MS detector in high-throughput transdermal research of plant extracts was written by Veryser, Lieselotte;Taevernier, Lien;Roche, Nathalie;Blondeel, Phillip;De Spiegeleer, Bart. And the article was included in Journal of Pharmaceutical and Biomedical Analysis in 2015.Product Details of 18836-52-7 The following contents are mentioned in the article:

In this study, a new type of single quadrupole mass spectrometric detector was implemented in transdermal research. The local skin pharmacokinetic properties of the plant N-alkylamides (NAAs) pellitorine and anacycline, present in an Anacyclus pyrethrum extract, and spilanthol, present in a Spilanthes acmella extract were investigated. This single quad MS detection method showed great advantages compared to the traditional UV detector. The NAAs could be identified and quantified in the samples with an ultra performance liquid chromatog. (UPLC)-single quad MS detection system, even if they were not separated, which is a requirement when using an UV-detector. Another advantage of the UPLC-MS system is that lower limit of detection values could be obtained allowing a more accurate and precise determination of the exptl. lag time in the in vitro skin permeation experiments To conclude, this single quad MS detector coupled to UPLC is a useful anal. tool with improved performance compared to high performance liquid chromatog. (HPLC)-UV for biomedical-pharmaceutical purposes in transdermal research. This study involved multiple reactions and reactants, such as (2E,4E)-N-Isobutyldeca-2,4-dienamide (cas: 18836-52-7Product Details of 18836-52-7).

(2E,4E)-N-Isobutyldeca-2,4-dienamide (cas: 18836-52-7) belongs to amides. In primary and secondary amides, the presence of N–H dipoles allows amides to function as H-bond donors as well. Thus amides can participate in hydrogen bonding with water and other protic solvents; the oxygen atom can accept hydrogen bonds from water and the N–H hydrogen atoms can donate H-bonds. The presence of the amide group –C(=O)N– is generally easily established, at least in small molecules. It can be distinguished from nitro and cyano groups in IR spectra. Amides exhibit a moderately intense νCO band near 1650 cm−1. By 1H NMR spectroscopy, CONHR signals occur at low fields. In X-ray crystallography, the C(=O)N center together with the three immediately adjacent atoms characteristically define a plane.Product Details of 18836-52-7

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Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

GLI1 Inhibitors Identified by Target Protein Oriented Natural Products Isolation (TPO-NAPI) with Hedgehog Inhibition was written by Arai, Midori A.;Ochi, Fumie;Makita, Yoshinori;Chiba, Tetsuhiro;Higashi, Kyohei;Suganami, Akiko;Tamura, Yutaka;Toida, Toshihiko;Iwama, Atsushi;Sadhu, Samir K.;Ahmed, Firoj;Ishibashi, Masami. And the article was included in ACS Chemical Biology in 2018.Computed Properties of C14H25NO The following contents are mentioned in the article:

This report describes the development of a target-protein-oriented natural-products-isolation (TPO-NAPI) method for Hedgehog inhibitors and the direct GLI1 inhibitor, 5′-O-methyl-3-hydroxyflemingin A , which inhibited hedgehog (Hh) signal transduction and diminished characteristics of cancer stem cells. Eight natural products (including three newly described products) that directly bind to GLI1 were rapidly obtained via the TPO-NAPI method developed using GLI1 protein-immobilized beads. 5′-O-Methyl-3-hydroxyflemingin A inhibited Hh signaling (IC₅₀ 7.3 μM), leading to decreasing production of the Hh target proteins BCL2, PTCH1, and BMI1. 5′-O-Methyl-3-hydroxyflemingin A was cytotoxic to Hh-related cancer cells. CD experiments revealed that 5′-O-methyl-3-hydroxyflemingin A directly bound GLI1 (K_d = 7.7 μM). Moreover, 5′-O-methyl-3-hydroxyflemingin A diminished cancer stem cell characters of Huh7 such as sphere formation and production of the cancer stem cell marker EpCAM. These results suggest that Hh inhibitors can efficiently suppress the activity of cancer stem cells. This study involved multiple reactions and reactants, such as (2E,4E)-N-Isobutyldeca-2,4-dienamide (cas: 18836-52-7Computed Properties of C14H25NO).

(2E,4E)-N-Isobutyldeca-2,4-dienamide (cas: 18836-52-7) belongs to amides. Amides can be viewed as a derivative of a carboxylic acid RC(=O)OH with the hydroxyl group –OH replaced by an amine group −NR′R″; or, equivalently, an acyl (alkanoyl) group RC(=O)− joined to an amine group. Amides are stable compounds. The lower-melting members (such as acetamide) can be readily purified by fractional distillation. Most amides are solids which have low solubilities in water.Computed Properties of C14H25NO

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

Chemical composition and medicinal uses of Anacyclus pyrethrum was written by Pandey, Sandeep;Kushwaha, Gulab Rani;Singh, Anamika;Singh, Ankita. And the article was included in Pharma Science Monitor in 2018.Application In Synthesis of (2E,4E)-N-Isobutyldeca-2,4-dienamide The following contents are mentioned in the article:

A review. Anacyclus pyrethrum (Akarkara), a vulnerable herb com. producing pyrethrum drug extracted from the roots of the plant is an important Ayurvedic medicine. The flower another significant part possesses insecticidal property. The plant mainly contains alkaloids, tannins. triterpenes, flavonoids, sterols, some trace metals and phenols. The roots mainly contain an ester pyrethrine and N-alkylamides (pellitorine) that enhances its medicinal value. The plant is used as sex stimulant, antidiabetic, antioxidant, treating asthama, cardiac diseases, and throat problems, remove laziness, nerves weakness, carminative, stomache, arthritis, sciatica, diuretic, tooth and gum problems, aphrodisiacs, hiccoughs, epilepsy, headache, pains, muscle relaxant, worm infestation, anti-rheumatism, anticonvulsant, brain tonic, common cold and other human related disorders. The plant is a natural pesticide and also shows antimicrobial properties. This study is based on phytochem. and medicinal properties of the plant with main concern on employing new scientific tools for its mass production and protection. This study involved multiple reactions and reactants, such as (2E,4E)-N-Isobutyldeca-2,4-dienamide (cas: 18836-52-7Application In Synthesis of (2E,4E)-N-Isobutyldeca-2,4-dienamide).

(2E,4E)-N-Isobutyldeca-2,4-dienamide (cas: 18836-52-7) belongs to amides. Because of the greater electronegativity of oxygen, the carbonyl (C=O) is a stronger dipole than the N–C dipole. The presence of a C=O dipole and, to a lesser extent a N–C dipole, allows amides to act as H-bond acceptors. In simple aromatic amides, fragmentation occurs on both sides of the carbonyl group. If a hydrogen is available in N-substituted aromatic amides, it tends to migrate and form an aromatic amine and the loss of a ketene.Application In Synthesis of (2E,4E)-N-Isobutyldeca-2,4-dienamide

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

Isobutyl amides – potent compounds for controlling Diatraea saccharalis was written by Debonsi, Hosana M.;Miranda, Jose E.;Murata, Afonso T.;de Bortoli, Sergio A.;Kato, Massuo J.;Bolzani, Vanderlan S.;Furlan, Maysa. And the article was included in Pest Management Science in 2009.Related Products of 18836-52-7 The following contents are mentioned in the article:

Background: A dichloromethane-methanol extract of the seeds of Piper tuberculatum Jacq. (Piperaceae) and two iso-Bu amides, 4,5-dihydropiperlonguminine (1) and pellitorine (2), which were isolated by chromatog. methods, were assayed for their lethality against the sugarcane borer Diatraea saccharalis F. (Lepidoptera: Pyralidae). Results: Bioassays were carried out with fourth-instar caterpillars through topical application of test solutions to the dorsal surface of the prothorax, and dose-response correlations were determined Significant insect mortalities were observed 24, 48 and 72 h after treatment at concentrations of ≥100 μg insect^-1. The LD₅₀ and LD₉₀ values for compound 1 were 92.83 and 176.50 μg insect^-1, and for compound 2 they were 91.19 and 184.56 μg insect^-1. Conclusion: According to the LD₅₀ and LD₉₀ for compounds 1 and 2, it can be inferred that the values reflect an acute lethal response to both compounds, based on interaction(s) of the toxicants with a primary target or series of targets. Thus, the amides were demonstrated to have potential value in the control of the sugarcane borer. This study involved multiple reactions and reactants, such as (2E,4E)-N-Isobutyldeca-2,4-dienamide (cas: 18836-52-7Related Products of 18836-52-7).

(2E,4E)-N-Isobutyldeca-2,4-dienamide (cas: 18836-52-7) belongs to amides. In primary and secondary amides, the presence of N–H dipoles allows amides to function as H-bond donors as well. Thus amides can participate in hydrogen bonding with water and other protic solvents; the oxygen atom can accept hydrogen bonds from water and the N–H hydrogen atoms can donate H-bonds. Amides can be freed from solvent or water by drying below their melting points. These purifications can also be used for sulfonamides and acid hydrazides.Related Products of 18836-52-7

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

Composition and safety evaluation of tea from New Zealand kawakawa (Piper excelsum) was written by Butts, Christine A.;van Klink, John W.;Joyce, Nigel I.;Paturi, Gunaranjan;Hedderley, Duncan I.;Martell, Sheridan;Harvey, Dawn. And the article was included in Journal of Ethnopharmacology in 2019.Formula: C14H25NO The following contents are mentioned in the article:

Kawakawa (Piper excelsum) has food, medicinal and cultural importance to the indigenous Ma̅ori people of New Zealand, and is being incorporated into a range of com. food and therapeutic products, including tea. In this study, the chem. compositions of kawakawa fresh leaves, dried leaves for tea, and hot brewed tea, were analyzed and compared. The key metabolites were diayangambin, elemicin, myristicin, unidentified lignans and amides. The safety of brewed tea and tea leaves were evaluated in 8 wk old Sprague Dawley rats in a 14 day acute study followed by a 28 day subacute study. In the 14 day study, the rats received the equivalent of 1, 2, 3 or 4 cups of kawakawa tea, and the rats in the 28 day study received daily doses that were equivalent to 4 cups per day. There were no adverse effects observed in the rats, and body weights and food intakes were not significantly different between the control and the kawakawa treated animals. There were small differences in organ weights, biochem. and haematol. parameters observed in the rats given the kawakawa tea. In conclusion, the consumption of kawakawa tea could be considered safe within the conditions used in this study. This study involved multiple reactions and reactants, such as (2E,4E)-N-Isobutyldeca-2,4-dienamide (cas: 18836-52-7Formula: C14H25NO).

(2E,4E)-N-Isobutyldeca-2,4-dienamide (cas: 18836-52-7) belongs to amides. Amides include many other important biological compounds, as well as many drugs like paracetamol, penicillin and LSD. Low-molecular-weight amides, such as dimethylformamide, are common solvents. Amides can be recrystallised from large quantities of water, ethanol, ethanol/ether, aqueous ethanol, chloroform/toluene, chloroform or acetic acid. The likely impurities are the parent acids or the alkyl esters from which they have been made. The former can be removed by thorough washing with aqueous ammonia followed by recrystallisation, whereas elimination of the latter is by trituration or recrystallisation from an organic solvent.Formula: C14H25NO

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

Novel histopathological and molecular effects of natural compound pellitorine on larval midgut epithelium and anal gills of Aedes aegypti was written by Perumalsamy, Haribalan;Kim, Jun-Ran;Oh, Sang Mi;Jung, Je Won;Ahn, Young-Joon;Kwon, Hyung Wook. And the article was included in PLoS One in 2013.Recommanded Product: (2E,4E)-N-Isobutyldeca-2,4-dienamide The following contents are mentioned in the article:

The yellow fever mosquito, Aedes aegypti, is a vector for transmitting dengue fever and yellow fever. In this study, we assessed the histopathol. and mol. effects of pellitorine, an isobutylamide alkaloid, on the third instar of Ae. aegypti larvae. At 5 mg/l concentration of pellitorine, the whole body of the treated larvae became dark in color, particularly damaged thorax and abdominal regions. Pellitorine was targeted mainly on midgut epithelium and anal gills, indicating variably dramatic degenerative responses of the midgut through a sequential epithelial disorganization. The anterior and posterior midgut was entirely necrosed, bearing only gut lumen residues inside the peritrophic membranes. Pellitorine caused comprehensive damage of anal gill cells and branches of tracheole and debris was found in hemolymph of the anal gills. RT-PCR anal. indicates that the compound inhibited gene expression encoding V-type H+-ATPase and aquaporine 4 after treatment with 2.21 mg/l pellitorine. These results verify that pellitorine merits further study as a potential larvicide with a specific target site and a lead mol. for the control of mosquito populations. This study involved multiple reactions and reactants, such as (2E,4E)-N-Isobutyldeca-2,4-dienamide (cas: 18836-52-7Recommanded Product: (2E,4E)-N-Isobutyldeca-2,4-dienamide).

(2E,4E)-N-Isobutyldeca-2,4-dienamide (cas: 18836-52-7) belongs to amides. The solubilities of amides and esters are roughly comparable. Typically amides are less soluble than comparable amines and carboxylic acids since these compounds can both donate and accept hydrogen bonds. Tertiary amides, with the important exception of N,N-dimethylformamide, exhibit low solubility in water. Amides are not in general accessible by the direct condensation of amines with carboxylic acids for two reasons: first, both components are readily deactivated by a transfer of a proton from the acid to the amine and second, the hydroxy unit on the carbonyl of the acid is a relatively poor leaving group. Nevertheless, the formation of five- and six-membered rings is often surprisingly simple provided that other factors can be brought into play to assist in the condensation.Recommanded Product: (2E,4E)-N-Isobutyldeca-2,4-dienamide

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

Anti-septic Effects of Pellitorine in HMGB1-Induced Inflammatory Responses In Vitro and In Vivo was written by Ku, Sae-Kwang;Lee, In-Chul;Kim, Jeong Ah;Bae, Jong-Sup. And the article was included in Inflammation in 2014.Electric Literature of C14H25NO The following contents are mentioned in the article:

High mobility group box 1 (HMGB1) acts as a late mediator of vascular inflammatory conditions. Pellitorine (PT), an active amide compound from Asarum sieboldii, is known to possess antibacterial and anticancer properties. In this study, we investigated the anti-septic effects of PT against pro-inflammatory responses in human umbilical vein endothelial cells (HUVECs) induced by HMGB1 and the associated signaling pathways. According to our findings, treatment with PT resulted in inhibited release of HMGB1, down-regulation of HMGB1-dependent inflammatory responses in HUVECs, and inhibited HMGB1-mediated hyperpermeability and leukocyte migration in mice. In addition, treatment with PT resulted in reduced cecal ligation and puncture (CLP)-induced release of HMGB1 and sepsis-related mortality. PT suppressed the production of tumor necrosis factor-α and interleukin 6 and the activation of nuclear factor-κB and extracellular regulated kinases 1/2 by HMGB1. Collectively, these results indicate the potential of PT as a candidate therapeutic agent for treatment of various severe vascular inflammatory diseases via inhibition of the HMGB1 signaling pathway. This study involved multiple reactions and reactants, such as (2E,4E)-N-Isobutyldeca-2,4-dienamide (cas: 18836-52-7Electric Literature of C14H25NO).

(2E,4E)-N-Isobutyldeca-2,4-dienamide (cas: 18836-52-7) 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. Ionic, or saltlike, amides are strongly alkaline compounds ordinarily made by treating ammonia, an amine, or a covalent amide with a reactive metal such as sodium.Electric Literature of C14H25NO

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