Day: February 22, 2023

Synthesis and GABA uptake inhibitory properties of 6-aryl iminoxymethyl substituted nipecotic acids was written by N’Goka, Victor;Stenbol, Tine B.;Krogsgaard-Larsen, Povl;Schlewer, Gilbert. And the article was included in European Journal of Medicinal Chemistry in 2004.Application In Synthesis of SKF-89976A Hydrochloride This article mentions the following:

Nipecotic acid derivatives, I [R¹ = Ph, 4-PhC₆H₄, 2-MeC₆H₄; R² = Ph, 2-MeC₆H₄, H, 2-ClC₆H₄, 伪-thienyl; R¹R² = fluorenyl, dibenzosuberyl; R³ = H, Et], bearing an aryl iminoxymethyl side chain at the position 6 were synthesized and tested for their GABA uptake inhibitory properties. Contrarily to the N-substituted derivatives, the introduction of the oxime function in the side chain of analogs of the active nipecotic derivative does neither increase, nor maintain the activity. In the experiment, the researchers used many compounds, for example, SKF-89976A Hydrochloride (cas: 85375-15-1Application In Synthesis of SKF-89976A Hydrochloride).

SKF-89976A Hydrochloride (cas: 85375-15-1) belongs to piperidine derivatives. Piperidine is a saturated organic heteromonocyclic parent, an azacycloalkane, a secondary amine and a member of piperidines. 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.Application In Synthesis of SKF-89976A Hydrochloride

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Diterpenoid Vinigrol specifically activates ATF4/DDIT3-mediated PERK arm of unfolded protein response to drive non-apoptotic death of breast cancer cells was written by Wei, Wencheng;Li, Yunfei;Wang, Chuanxi;Gao, Sanxing;Zhao, Yan;Yang, Zhenyu;Wang, Hao;Gao, Ziying;Jiang, Yanxiang;He, Yuan;Zhao, Li;Gao, Hao;Yao, Xinsheng;Hu, Yuhui. And the article was included in Pharmacological Research in 2022.HPLC of Formula: 50-52-2 This article mentions the following:

Vinigrol is a natural diterpenoid with unprecedented chem. structure, driving great efforts into its total synthesis in the past decades. Despite anti-hypertension and anti-clot ever reported, comprehensive investigations on bioactions and mol. mechanisms of Vinigrol are entirely missing. Here we firstly carried out a complete functional prediction of Vinigrol using a transcriptome-based strategy coupled with multiple bioinformatic analyses and identified “anti-cancer” as the most prominent biofunction ahead of anti-hypertension and anti-depression/psychosis. Broad cytotoxicity was subsequently confirmed on multiple cancer types. Further mechanistic investigation on several breast cancer cells revealed that its anti-cancer effect was mainly through activating PERK/eIF2伪 arm of unfolded protein response (UPR) and subsequent non-apoptotic cell death independent of caspase activities. The other two branches of UPR, IRE1伪 and ATF6, were functionally irrelevant to Vinigrol-induced cell death. Using CRISPR/Cas9-based gene activation, repression, and knockout systems, we identified the essential contribution of ATF4 and DDIT3, not ATF6, to the death process. This study unraveled a broad anti-cancer function of Vinigrol and its underlying targets and regulatory mechanisms. It paved the way for further inspection on the structure-efficacy relationship of the whole compound family, making them a novel cluster of PERK-specific stress activators for exptl. and clin. uses. In the experiment, the researchers used many compounds, for example, 10-(2-(1-Methylpiperidin-2-yl)ethyl)-2-(methylthio)-10H-phenothiazine (cas: 50-52-2HPLC of Formula: 50-52-2).

10-(2-(1-Methylpiperidin-2-yl)ethyl)-2-(methylthio)-10H-phenothiazine (cas: 50-52-2) 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 prefers a chair conformation, similar to cyclohexane. Unlike cyclohexane, piperidine has two distinguishable chair conformations: one with the N鈥揌 bond in an axial position, and the other in an equatorial position.HPLC of Formula: 50-52-2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Cardioprotective effect of ethanol extracts of Sugemule-3 decoction on isoproterenol-induced heart failure in Wistar rats through regulation of mitochondrial dynamics was written by Zhen, Dong;Na, Ri-song;Wang, Yu;Bai, Xue;Fu, Dan-ni;Wei, Cheng-xi;Liu, Ming-jie;Yu, Li-jun. And the article was included in Journal of Ethnopharmacology in 2022.Category: piperidines This article mentions the following:

Sugemule-3 decoction (SD-3) is a commonly used prescription in Mongolian medicine which composed of the herbs Baidoukou (the fruit of Amomum compactum Soluble ex Maton), Baijusheng (the fruit of Lactuca sativa L.) and Biba (Piper longum L.). SD-3 has remarkable effect on the cardiovascular diseases, but its pharmacol. mechanism has not been elucidated. To evaluate the cardioprotective effects and the potential mechanisms of the ethanol extracts of SD-3 against isoproterenol (ISO)-induced heart failure (HF) in rats. The ethanol extracts of SD-3 were prepared and analyzed by LC-ESI-MS/MS. One hundred male Wistar rats were randomly divided into five groups: control, ISO (HF) and different doses of SD-3 (0.4, 0.2, 0.1 g/kg/d) groups. HF model rats were established by i.p. injecting of ISO. The left ventricular function was evaluated by echocardiog. Myocardial injury and fibrosis were examined by hematoxylin-eosin (HE) and Masson staining. Western-blot anal. was performed to determine the protein expression of apoptosis and mitochondrial dynamics in all the groups. Moreover, the structural changes in the mitochondria of cardiomyocytes were also observed by transmission electron microscopy. Fifteen compounds were detected in the ethanol extracts of SD-3, include piperine, piperanine, etc. Rats administered with ISO showed a significant decline in the left ventricular function. The cardiac histopathol. changes such as local necrosis, interstitial edema, and cardiac fibrosis were also observed in the ISO group. The treatment with SD-3 significantly inhibited these effects of ISO. ISO was found to increase the protein expression of Bax, cleaved-PARP and cleaved-caspase-3, -7 -9, destroy the balance between mitochondrial fusion and fission, and alter the mitochondrial morphol. The ethanol extracts of SD-3 could rebalance mitochondrial fusion and fission, and ameliorates the morphol. abnormalities induced by ISO in mitochondria. The current study demonstrated that ethanol extracts of SD-3 improved isoprenaline-induced cardiac hypertrophy and fibrosis through inhibiting cardiomyocyte apoptosis and regulating the mitochondrial dynamics. 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: 94-62-2Category: piperidines).

(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. The piperidine structural motif is present in numerous natural alkaloids. These include piperine, which gives black pepper its spicy taste. 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

Characterization of haloperidol and trifluperidol as subtype-selective N-methyl-D-aspartate (NMDA) receptor antagonists using [³H]TCP and [³H]ifenprodil binding in rat brain membranes was written by Coughenour, Linda L.;Cordon, John J.. And the article was included in Journal of Pharmacology and Experimental Therapeutics in 1997.Quality Control of 1-(4-Chlorophenyl)-2-(4-(4-fluorobenzyl)piperidin-1-yl)ethan-1-ol This article mentions the following:

[³H]TCP and [³H]ifenprodil binding to N-methyl-D-aspartate (NMDA) receptors in rat forebrain membranes was used to compare the inhibition of haloperiodol and trifluperidol with that of ifenprodil and eliprodil. In the [³H]TCP binding assay, inhibition curves of ifenprodil, eliprodil, haloperidol and trifluperidol revealed two affinity states in the presence of glutamate, glycine and spermidine. The potency of these agents to inhibit the high-affinity fraction of the binding agreed with the results of other studies investigating their potency to block glutamate-induced current at recombinant NR1a/NR2B NMDA receptors expressed in Xenopus oocytes. These agents also inhibited [³H]ifenprodil binding in a biphasic manner, whether in the absence or the presence of either the sigma site ligand GBR-12909 affinity sites labeled with [³H]ifenprodil. The only alteration in the affinity was a decrease in the IC₅₀ value of haloperidol to inhibit the high-affinity fraction of [³H]ifenprodil binding. GBR-12909 also reduced the fraction of [³H]ifenprodil sites inhibited by these compounds with high affinity, with no change in the affinity for either fraction. These data suggest that spermidine is neither a competitive antagonist at the fraction of the binding inhibited by these agents with high affinity, nor is this fraction of the binding to sigma sites. Haloperidol and trifluperidol represent a new class of agent that interacts at a site that is labeled by [³H]ifenprodil as well as [³H]TCP in rat brain membranes and that closely reflects ifenprodil’s voltage-independent site on the recombinant NR1a/NR2B subtype of the NMDA receptor. In the experiment, the researchers used many compounds, for example, 1-(4-Chlorophenyl)-2-(4-(4-fluorobenzyl)piperidin-1-yl)ethan-1-ol (cas: 119431-25-3Quality Control of 1-(4-Chlorophenyl)-2-(4-(4-fluorobenzyl)piperidin-1-yl)ethan-1-ol).

1-(4-Chlorophenyl)-2-(4-(4-fluorobenzyl)piperidin-1-yl)ethan-1-ol (cas: 119431-25-3) 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.Quality Control of 1-(4-Chlorophenyl)-2-(4-(4-fluorobenzyl)piperidin-1-yl)ethan-1-ol

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Copper oxide functionalized chitosan hybrid hydrogels for highly efficient photocatalytic-reforming of biomass-based monosaccharides to lactic acid was written by Li, Yancong;Ma, Jiliang;Jin, Dongnv;Jiao, Gaojie;Yang, Xiaopan;Liu, Kangning;Zhou, Jinghui;Sun, Runcang. And the article was included in Applied Catalysis, B: Environmental in 2021.Reference of 2896-70-0 This article mentions the following:

Much attention has been focused on the photocatalytic-reforming of biomass to produce high-value chems. due to their unique merits. In this study, we report a freezing-thawing strategy for the preparation of an alk. CuO-chitosan hybrid hydrogel (CuO@CS-H). The synergism between CuO and alk. chitosan hydrogel led to a highly efficient photocatalytic-reforming of xylose to lactic acid under a weak alk. system, and the highest lactic acid yield is 81.6%. The retained lactic acid yield was about 91.2% after being used nine times. The reaction system is universal for the production of lactic acid from biomass-derived pentoses and hexoses, and ^路O^–₂ plays a major role in the synthesis of lactic acid. Industrial production of lactic acid via the as-proposed system was shown to be feasible according to a two-thousand-fold scale-up experiment This work initiates a novel strategy of photocatalytic synthesis of lactic acid from biomass-based monosaccharides. In the experiment, the researchers used many compounds, for example, 4-Oxo-tempo (cas: 2896-70-0Reference of 2896-70-0).

4-Oxo-tempo (cas: 2896-70-0) belongs to piperidine derivatives. Piperidine is a metabolite of cadaverine, a polyamine found in the human intestine. Some chemotherapeutic agents have piperidine moiety within their structure, foremost among them, vinblastine and raloxifene.Reference of 2896-70-0

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Screened antipsychotic drugs inhibit SARS-CoV-2 binding with ACE2 in vitro was written by Lu, Jiayu;Hou, Yajing;Ge, Shuai;Wang, Xiangjun;Wang, Jue;Hu, Tian;Lv, Yuexin;He, Huaizhen;Wang, Cheng. And the article was included in Life Sciences in 2021.HPLC of Formula: 50-52-2 This article mentions the following:

The coronavirus disease 2019 (COVID-19) pandemic has swept the globe and no specific effective drug has been identified. Drug repurposing is a well-known method to address the crisis in a time-critical fashion. Antipsychotic drugs (APDs) have been reported to inhibit DNA replication of hepatitis B virus, measles virus germination, and HIV infection, along with replication of SARS-CoV and MERS-CoV, both of which interact with host cells as SARS-CoV-2. Nineteen APDs were screened using ACE2-HEK293T cell membrane chromatog. (ACE2-HEK293T/CMC). Cytotoxicity assay, coronavirus spike pseudotype virus entry assay, surface plasmon resonance, and virtual mol. docking were applied to detect affinity between ACE2 protein and drugs and a potential antiviral property of the screened compounds After the CMC screening, 8 of the 19 APDs were well-retained on ACE2-HEK293T/CMC column and showed significant antiviral activities in vitro. Three quarters of them belong to phenothiazine and could significantly inhibit the entrance of coronavirus into ACE2-HEK293T cells. Two other drugs, aripiprazole and tiapride, exhibited weaker inhibition. We selected 5 of the drugs for subsequent evaluation. All 5 showed similar affinity to ACE2 and virtual mol. docking demonstrated they bound with different amino acids resp. on ACE2 which SARS-CoV-2 binds to. Eight APDs were screened for binding with ACE2, 5 of which demonstrated potential protective effects against SARS-CoV-2 through acting on ACE2. Although the 5 drugs have a weak ability to block SARS-CoV-2 with a single binding site, they may provide a synergistic effect in adjuvant therapy of COVID-19 infection. In the experiment, the researchers used many compounds, for example, 10-(2-(1-Methylpiperidin-2-yl)ethyl)-2-(methylthio)-10H-phenothiazine (cas: 50-52-2HPLC of Formula: 50-52-2).

10-(2-(1-Methylpiperidin-2-yl)ethyl)-2-(methylthio)-10H-phenothiazine (cas: 50-52-2) 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. 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.HPLC of Formula: 50-52-2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Micelle-Enhanced Spectrofluorimetric Method for Determination of Cyproheptadine Hydrochloride in Tablets: Application to In-Vitro Drug Release and Content Uniformity Test was written by Belal, F.;El-Din, M. K. Sharaf;Tolba, M. M.;Elmansi, H.. And the article was included in Journal of Fluorescence in 2014.Related Products of 969-33-5 This article mentions the following:

A highly sensitive and simple spectrofluorimetric method was developed for the determination of cyproheptadine hydrochloride (CYP) in its pharmaceutical formulations. The proposed method is based on the investigation of the fluorescence spectral behavior of CYP in a sodium dodecyl sulfate (SDS) micellar system. In aqueous solution, the fluorescence intensity of CYP was greatly enhanced (150 %) in the presence of SDS. The fluorescence intensity was measured at 410 nm after excitation at 280 nm. The fluorescence-concentration plot was rectilinear over the range 0.2-2.0 渭g/mL, with lower detection limit of 0.06 渭g/mL. The proposed method was successfully applied to the assay of com. tablets as well as content uniformity testing. The application of the proposed method was extended to test the in-vitro drug release of CYP tablets, according to USP guidelines. The results were statistically compared with those obtained by official USP method and were found to be in good agreement. In the experiment, the researchers used many compounds, for example, 4-(5H-Dibenzo[a,d][7]annulen-5-ylidene)-1-methylpiperidine hydrochloride (cas: 969-33-5Related Products of 969-33-5).

4-(5H-Dibenzo[a,d][7]annulen-5-ylidene)-1-methylpiperidine hydrochloride (cas: 969-33-5) 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 bearing a masked aldehyde function in the 蔚-position are easily transformed into quinolizidine compounds through intramolecular reductive amination.Related Products of 969-33-5

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Direct Amidation of Esters by Ball Milling was written by Nicholson, William I.;Barreteau, Fabien;Leitch, Jamie A.;Payne, Riley;Priestley, Ian;Godineau, Edouard;Battilocchio, Claudio;Browne, Duncan L.. And the article was included in Angewandte Chemie, International Edition in 2021.Recommanded Product: 1126-09-6 This article mentions the following:

The direct mechanochem. amidation of esters RC(O)OR¹ (R = Cy, Ph, pyridin-2-yl, etc.; R¹ = Me, Et) by ball milling is described. The operationally simple procedure requires an ester, amines R²NHR³ (R² = H, Me, Et; R³ = i-Pr, Ph, 2,4,6-trimethylphenyl, etc.; R²R³ = -(CH₂)₂O(CH₂)₂-, -(CH₂)₅-, -(CH₂)₆-, etc.) and 1,2,3,4-tetrahydroquinoline, and substoichiometric KOtBu, and was used to prepare a large and diverse library of 78 amide structures RC(O)N(R²)R³ and (3,4-dihydroquinolin-1(2H)-yl)(phenyl)methanone with modest to excellent efficiency. Heteroaromatic and heterocyclic components are specifically shown to be amenable to this mechanochem. protocol. This direct synthesis platform has been applied to the synthesis of active pharmaceutical ingredients (APIs) and agrochems. as well as the gram-scale synthesis of an active pharmaceutical, all in the absence of a reaction solvent. In the experiment, the researchers used many compounds, for example, Ethyl piperidine-4-carboxylate (cas: 1126-09-6Recommanded Product: 1126-09-6).

Ethyl piperidine-4-carboxylate (cas: 1126-09-6) 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. 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.Recommanded Product: 1126-09-6

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Optimisation of 2-(N-phenyl carboxamide) triazolopyrimidine antimalarials with moderate to slow acting erythrocytic stage activity was written by Bailey, Brodie L.;Nguyen, William;Ngo, Anna;Goodman, Christopher D.;Gancheva, Maria R.;Favuzza, Paola;Sanz, Laura M.;Gamo, Francisco-Javier;Lowes, Kym N.;McFadden, Geoffrey I.;Wilson, Danny W.;Laleu, Benoit;Brand, Stephen;Jackson, Paul F.;Cowman, Alan F.;Sleebs, Brad E.. And the article was included in Bioorganic Chemistry in 2021.SDS of cas: 1496-40-8 This article mentions the following:

Malaria is a devastating parasitic disease caused by parasites from the genus Plasmodium. Therapeutic resistance has been reported against all clin. available antimalarials, threatening our ability to control the disease and therefore there is an ongoing need for the development of novel antimalarials. Towards this goal, we identified the 2-(N-Ph carboxamide) triazolopyrimidine class from a high throughput screen of the Janssen Jumpstarter library against the asexual stages of the P. falciparum parasite. Here we describe the structure activity relationship of the identified class and the optimization of asexual stage activity while maintaining selectivity against the human HepG2 cell line. The most potent analogs from this study were shown to exhibit equipotent activity against P. falciparum multidrug resistant strains and P. knowlesi asexual parasites. Asexual stage phenotyping studies determined the triazolopyrimidine class arrests parasites at the trophozoite stage, but it is likely these parasites are still metabolically active until the second asexual cycle, and thus have a moderate to slow onset of action. Non-NADPH dependent degradation of the central carboxamide and low aqueous solubility was observed in in vitro ADME profiling. A significant challenge remains to correct these liabilities for further advancement of the 2-(N-Ph carboxamide) triazolopyrimidine scaffold as a potential moderate to slow acting partner in a curative or prophylactic antimalarial treatment. In the experiment, the researchers used many compounds, for example, 2-(Piperidin-1-yl)-5-(trifluoromethyl)aniline (cas: 1496-40-8SDS of cas: 1496-40-8).

2-(Piperidin-1-yl)-5-(trifluoromethyl)aniline (cas: 1496-40-8) belongs to piperidine derivatives. Piperidine is a saturated organic heteromonocyclic parent, an azacycloalkane, a secondary amine and a member of piperidines. Piperidine prefers a chair conformation, similar to cyclohexane. Unlike cyclohexane, piperidine has two distinguishable chair conformations: one with the N鈥揌 bond in an axial position, and the other in an equatorial position.SDS of cas: 1496-40-8

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Discovery of a PCAF Bromodomain Chemical Probe was written by Moustakim, Moses;Clark, Peter G. K.;Trulli, Laura;Fuentes de Arriba, Angel L.;Ehebauer, Matthias T.;Chaikuad, Apirat;Murphy, Emma J.;Mendez-Johnson, Jacqui;Daniels, Danette;Hou, Chun-Feng D.;Lin, Yu-Hui;Walker, John R.;Hui, Raymond;Yang, Hongbing;Dorrell, Lucy;Rogers, Catherine M.;Monteiro, Octovia P.;Fedorov, Oleg;Huber, Kilian V. M.;Knapp, Stefan;Heer, Jag;Dixon, Darren J.;Brennan, Paul E.. And the article was included in Angewandte Chemie, International Edition in 2017.Synthetic Route of C12H18N2 This article mentions the following:

The p300/CBP-associated factor (PCAF) and related GCN5 bromodomain-containing lysine acetyl transferases are members of subfamily I of the bromodomain phylogenetic tree. Iterative cycles of rational inhibitor design and biophys. characterization led to the discovery of the triazolopthalazine-based L-45 (dubbed L-Moses) as the first potent, selective, and cell-active PCAF bromodomain (Brd) inhibitor. Synthesis from readily available (1R,2S)-(-)-norephedrine furnished L-45 in enantiopure form. L-45 was shown to disrupt PCAF-Brd histone H3.3 interaction in cells using a nanoBRET assay, and a co-crystal structure of L-45 with the homologous Brd PfGCN5 from Plasmodium falciparum rationalizes the high selectivity for PCAF and GCN5 bromodomains. Compound L-45 shows no observable cytotoxicity in peripheral blood mononuclear cells (PBMC), good cell-permeability, and metabolic stability in human and mouse liver microsomes, supporting its potential for in vivo use. In the experiment, the researchers used many compounds, for example, (S)-1-Benzylpiperidin-3-amine (cas: 168466-85-1Synthetic Route of C12H18N2).

(S)-1-Benzylpiperidin-3-amine (cas: 168466-85-1) belongs to piperidine derivatives. Piperidine is a metabolite of cadaverine, a polyamine found in the human intestine. 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.Synthetic Route of C12H18N2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem