Day: February 22, 2023

Quinolones as gonadotropin releasing hormone (GnRH) antagonists: simultaneous optimization of the C(3)-aryl and C(6)-substituents was written by Young, J. R.;Huang, S. X.;Chen, I.;Walsh, T. F.;DeVita, R. J.;Wyvratt, M. J.;Goulet, M. T.;Ren, N.;Lo, J.;Yang, Y. T.;Yudkovitz, J. B.;Cheng, K.;Smith, R. G.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2000.Category: piperidines This article mentions the following:

A series of 3-arylquinolones was prepared and evaluated for their ability to act as gonadotropin releasing hormone (GnRH) antagonists. A variety of substitution patterns of the 3-aryl substituent are described. The 3,4,5-trimethylphenyl substituent (I) was found to be optimal. In the experiment, the researchers used many compounds, for example, (S)-2-(Piperidin-2-yl)ethanol (cas: 103639-57-2Category: piperidines).

(S)-2-(Piperidin-2-yl)ethanol (cas: 103639-57-2) 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. 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.Category: piperidines

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Lead optimization of 8-(methylamino)-2-oxo-1,2-dihydroquinolines as bacterial type II topoisomerase inhibitors was written by Ushiyama, Fumihito;Amada, Hideaki;Mihara, Yasuhiro;Takeuchi, Tomoki;Tanaka-Yamamoto, Nozomi;Mima, Masashi;Kamitani, Masafumi;Wada, Reiko;Tamura, Yunoshin;Endo, Mayumi;Masuko, Aiko;Takata, Iichiro;Hitaka, Kosuke;Sugiyama, Hiroyuki;Ohtake, Norikazu. And the article was included in Bioorganic & Medicinal Chemistry in 2020.Quality Control of 1-Boc-4-(Aminomethyl)piperidine This article mentions the following:

The global increase in multidrug-resistant pathogens has caused severe problems in the treatment of infections. To overcome these difficulties, the advent of a new chem. class of antibacterial drug is eagerly desired. We aimed at creating novel antibacterial agents against bacterial type II topoisomerases, which are well-validated targets. TP0480066 (compound 32) has been identified by using structure-based optimization originated from lead compound 1, which was obtained as a result of our previous lead identification studies. The MIC₉₀ values of TP0480066 against methicillin-resistant Staphylococcus aureus (MRSA), vancomycin-resistant Enterococci (VRE), and genotype penicillin-resistant Streptococcus pneumoniae (gPRSP) were 0.25, 0.015, and 0.06 渭g/mL, resp. Hence, TP0480066 can be regarded as a promising antibacterial drug candidate of this chem. class. In the experiment, the researchers used many compounds, for example, 1-Boc-4-(Aminomethyl)piperidine (cas: 144222-22-0Quality Control of 1-Boc-4-(Aminomethyl)piperidine).

1-Boc-4-(Aminomethyl)piperidine (cas: 144222-22-0) 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.Quality Control of 1-Boc-4-(Aminomethyl)piperidine

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Synthesis of substituted 1,2,3,4-tetrahydrobenzo[b][1,6]naphthyridines was written by Wolinska, Ewa;Paliakov, Ekaterina;Strekowski, Lucjan. And the article was included in Heterocyclic Communications in 2006.Computed Properties of C7H13NO This article mentions the following:

Synthesis of the substituted compounds I (2-Me or 2-Et; 6-H, 6-OMe or 6-OH; 10-NHR) is reported. This report pertains to the synthesis of 1,2,3,4-tetrahydrobenzo[b][1,6]naphthyridines as potential immunosuppressive agents. As can be seen, the mols. I are substituted quinolin-4-amines, the N1 atom of which is basic (pK_a > 7) due to conjugation of the N atom with the quinoline. Addnl. basic centers are parts of the side chain and the fused aliphatic ring. Derivatives of I contain a polar methoxy or hydroxy group. In the experiment, the researchers used many compounds, for example, 1-Ethylpiperidin-4-one (cas: 3612-18-8Computed Properties of C7H13NO).

1-Ethylpiperidin-4-one (cas: 3612-18-8) 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.Computed Properties of C7H13NO

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Understanding the Conformational Behavior of Fluorinated Piperidines: The Origin of the Axial-F Preference was written by Nairoukh, Zackaria;Strieth-Kalthoff, Felix;Bergander, Klaus;Glorius, Frank. And the article was included in Chemistry – A European Journal in 2020.Recommanded Product: 3-Fluoropiperidine hydrochloride This article mentions the following:

Gaining an understanding of the conformational behavior of fluorinated compounds would allow for expansion of the current mol. design toolbox. In order to facilitate drug discovery efforts, a systematic survey of a series of diversely substituted and protected fluorinated piperidine derivatives has been carried out using NMR spectroscopy. Computational investigations reveal that, in addition to established delocalization forces such as charge-dipole interactions and hyperconjugation, solvation and solvent polarity play a major role. This work codifies a new design principle for conformationally rigid mol. scaffolds. In the experiment, the researchers used many compounds, for example, 3-Fluoropiperidine hydrochloride (cas: 737000-77-0Recommanded Product: 3-Fluoropiperidine hydrochloride).

3-Fluoropiperidine hydrochloride (cas: 737000-77-0) 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.Recommanded Product: 3-Fluoropiperidine hydrochloride

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Spectral methods in the analysis of phenothiazine derivatives was written by Shchepochkina, O. Yu.;Prokofyeva, V. I.. And the article was included in Farmatsiya (Moscow, Russian Federation) in 2012.Product Details of 130-61-0 This article mentions the following:

The methods of mass spectrometry and IR spectrometry of impaired complete internal reflection may be used for the rapid quality control of structurally related drugs of phenothiazine derivatives In the experiment, the researchers used many compounds, for example, Thioridazine hydrochloride (cas: 130-61-0Product Details of 130-61-0).

Thioridazine hydrochloride (cas: 130-61-0) 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.Product Details of 130-61-0

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Battery electrolytes based on saturated ring ionic liquids: Physical and electrochemical properties was written by Di Leo, Roberta A.;Marschilok, Amy C.;Takeuchi, Kenneth J.;Takeuchi, Esther S.. And the article was included in Electrochimica Acta in 2013.Application of 608140-12-1 This article mentions the following:

Phys. and electrochem. properties of mixtures of ionic liquids based on saturated ring systems with carbonate based solvents were studied. The conductivity and electrochem. stability of two series of ionic liquids based on piperidinium and pyrrolidinium cations with tetrafluoroborate and bis(trifluorosulfonylimide) anions were evaluated. The effects of the ionic liquid cation, substituent chain length of the cation function group, and the anion type on conductivity and electrochem. stability as determined by cyclic voltammetry were studied. The conductivity was influenced by the substituent chain length of the ionic liquid cation and the solvent carbonate type, where higher conductivities were observed with shorter substituent chains and EC vs. PC. The saturated ring ionic liquid-carbonate mixtures may show particular promise for implementation as battery electrolytes due to notable high voltage stabilities, where stability >5.5 V was maintained in the presence of Li salt. This study should promote development of future safe, high voltage Li ion battery systems. In the experiment, the researchers used many compounds, for example, 1-Methyl-1-propylpiperidin-1-ium bis((trifluoromethyl)sulfonyl)amide (cas: 608140-12-1Application of 608140-12-1).

1-Methyl-1-propylpiperidin-1-ium bis((trifluoromethyl)sulfonyl)amide (cas: 608140-12-1) belongs to piperidine derivatives. The piperidine moiety constitutes an important building block for the synthesis of a variety of bioactive natural products, alkaloids and other drugs. Piperidine derivatives bearing a masked aldehyde function in the 蔚-position are easily transformed into quinolizidine compounds through intramolecular reductive amination.Application of 608140-12-1

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Cyproheptadine displays preclinical activity in myeloma and leukemia was written by Mao, Xinliang;Liang, Sheng-ben;Hurren, Rose;Gronda, Marcela;Chow, Sue;Xu, G. Wei;Wang, Xiaoming;Zavareh, Reza Beheshti;Jamal, Nazir;Messner, Hans;Hedley, David W.;Datti, Alessandro;Wrana, Jeff L.;Zhu, Yuanxiao;Shi, Chang-xin;Lee, Kyle;Tiedemann, Rodger;Trudel, Suzanne;Stewart, A. Keith;Schimmer, Aaron D.. And the article was included in Blood in 2008.Product Details of 969-33-5 This article mentions the following:

D-cyclins are regulators of cell division that act in a complex with cyclin-dependent kinases to commit cells to a program of DNA replication. D-cyclins are overexpressed in many tumors, including multiple myeloma and leukemia, and contribute to disease progression and chemoresistance. To better understand the role and impact of D-cyclins in hematol. malignancies, we conducted a high throughput screen for inhibitors of the cyclin D2 promoter and identified the drug cyproheptadine. In myeloma and leukemia cells, cyproheptadine decreased expression of cyclins D1, D2, and D3 and arrested these cells in the G₀/G₁ phase. After D-cyclin suppression, cyproheptadine induced apoptosis in myeloma and leukemia cell lines and primary patient samples preferentially over normal hematopoietic cells. In mouse models of myeloma and leukemia, cyproheptadine inhibited tumor growth without significant toxicity. Cyproheptadine-induced apoptosis was preceded by activation of the mitochondrial pathway of caspase activation and was independent of the drug’s known activity as an H1 histamine and serotonin receptor antagonist. Thus, cyproheptadine represents a lead for a novel therapeutic agent for the treatment of malignancy. Because the drug is well tolerated and already approved in multiple countries for clin. use as an antihistamine and appetite stimulant, it could be moved directly into clin. trials for cancer. In the experiment, the researchers used many compounds, for example, 4-(5H-Dibenzo[a,d][7]annulen-5-ylidene)-1-methylpiperidine hydrochloride (cas: 969-33-5Product Details of 969-33-5).

4-(5H-Dibenzo[a,d][7]annulen-5-ylidene)-1-methylpiperidine hydrochloride (cas: 969-33-5) belongs to piperidine derivatives. The piperidine structural motif is present in numerous natural alkaloids. These include piperine, which gives black pepper its spicy taste. 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.Product Details of 969-33-5

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

R- and L-type Ca²⁺ channels are insensitive to eliprodil in rat cultured cerebellar granule neurons was written by Biton, B.;Godet, D.;Granger, P.;Avenet, P.. And the article was included in European Journal of Pharmacology in 1997.Quality Control of 1-(4-Chlorophenyl)-2-(4-(4-fluorobenzyl)piperidin-1-yl)ethan-1-ol This article mentions the following:

We have investigated, by using the whole-cell patch-clamp technique, the Ca²⁺ channel antagonist properties of eliprodil in cultured cerebellar granule cells which are known to express L-, N-, P- as well as Q- and R-type Ca²⁺ channels. Eliprodil maximally antagonized 50 of the voltage-dependent Ba²⁺ current with an IC₅₀ of 4 渭M. 蠅-Conotoxin-GVIA (3.2 渭M) and 蠅-agatoxin-IVA (0.5 渭M) blocked 28% and 43% of the current, resp. When eliprodil (30 渭M) was added to 蠅-conotoxin-GVIA or 蠅-agatoxin-IVA the magnitude of the maximal inhibition was identical to that obtained with eliprodil alone confirming a full blockade by eliprodil of N-, P- and Q-type Ca²⁺ channels. The L-type channel antagonist nimodipine (10 渭M) blocked 24% of the current; this blockade was fully additive to that of eliprodil, indicating that the nimodipine-sensitive component of the current is eliprodil-insensitive. In the presence of eliprodil and nimodipine a residual Cd²⁺ sensitive current (25%), identified as the R-type current, remained unblocked. We conclude that in cerebellar granule neurons R- and L-type Ca²⁺ channels are insensitive to eliprodil. The nimodipine- sensitive channels present in cerebellar granule neurons may represent a neuronal subtype of L channels distinct from that (eliprodil-sensitive/nimodipine-sensitive) present in cortical or hippocampal neurons. 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 moiety constitutes an important building block for the synthesis of a variety of bioactive natural products, alkaloids and other drugs. 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.Quality Control of 1-(4-Chlorophenyl)-2-(4-(4-fluorobenzyl)piperidin-1-yl)ethan-1-ol

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Frustrated Lewis Acid/Bronsted Base Catalysts for Direct Enantioselective 伪-Amination of Carbonyl Compounds was written by Shang, Ming;Wang, Xiaoxu;Koo, Seung Moh;Youn, Jennifer;Chan, Jessica Z.;Yao, Wenzhi;Hastings, Brian T.;Wasa, Masayuki. And the article was included in Journal of the American Chemical Society in 2017.HPLC of Formula: 79-55-0 This article mentions the following:

A method for enantioselective direct 伪-amination reaction catalyzed by a sterically “frustrated” Lewis acid/Bronsted base complex is disclosed. Cooperative functioning of the Lewis acid and Bronsted base components gives rise to in situ enolate generation from monocarbonyl compounds Subsequent reaction with hydrogen-bond activated dialkyl azodicarboxylates delivers 伪-aminocarbonyl compounds in high enantiomeric purity. In the experiment, the researchers used many compounds, for example, 1,2,2,6,6-Pentamethylpiperidine (cas: 79-55-0HPLC of Formula: 79-55-0).

1,2,2,6,6-Pentamethylpiperidine (cas: 79-55-0) belongs to piperidine derivatives. Piperidine and its derivatives have become increasingly popular in many synthetic schemes. 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: 79-55-0

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Novel insight into antimicrobial resistance and sensitivity phenotypes associated to qac and norA genotypes in Staphylococcus aureus was written by Marchi, Emmanuela;Furi, Leonardo;Arioli, Stefania;Morrissey, Ian;Di Lorenzo, Valeria;Mora, Diego;Giovannetti, Luciana;Oggioni, Marco Rinaldo;Viti, Carlo. And the article was included in Microbiological Research in 2015.COA of Formula: C21H27ClN2S2 This article mentions the following:

Staphylococcus aureus strains harboring QacA, QacB, QacC, QacG transporters and norA promoter up-regulating mutations were characterized by phenotype microarray (PM), standard methods for susceptibility testing, and ethidium bromide efflux assays, in order to increase knowledge on phenotypes associated to efflux pumps and their substrates. PM data and standard susceptibility testing lead to the identification of new potential efflux targets, such as guanidine hydrochloride or 8-hydroxyquinoline for QacA and QacC pumps, resp. The identification of compounds to which the presence of efflux pumps induced increased susceptibility opens new perspectives for potential adjunct anti-resistance treatment (i.e. strains bearing QacB transporters showed increased susceptibility to thioridazine, amitriptyline and orphenadrine). Although the tested isolates were characterized by high degree of heterogeneity, a hallmark of clin. isolates, direct ethidium bromide efflux assays were effective in highlighting differences in efflux efficiency among strains. These data add to characterization of substrate specificity in the different classes of staphylococcal multidrug efflux systems conferring specific substrate profiles and efflux features to each of them. In the experiment, the researchers used many compounds, for example, Thioridazine hydrochloride (cas: 130-61-0COA of Formula: C21H27ClN2S2).

Thioridazine hydrochloride (cas: 130-61-0) belongs to piperidine derivatives. Piperidine is a saturated organic heteromonocyclic parent, an azacycloalkane, a secondary amine and a member of piperidines. Some chemotherapeutic agents have piperidine moiety within their structure, foremost among them, vinblastine and raloxifene.COA of Formula: C21H27ClN2S2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem