Month: December 2022

A Practical Source of Chlorodifluoromethyl Radicals. Convergent Routes to gem-Difluoroalkenes and -dienes and (2,2-Difluoroethyl)-indoles, -azaindoles, and -naphthols was written by Salomon, Pierre;Zard, Samir Z.. And the article was included in Organic Letters in 2014.Application of 33439-27-9 This article mentions the following:

The preparation of O-octadecyl-S-chlorodifluoromethyl xanthate ClF₂CS(C:S)OC₁₈H₃₇ (I) from chlorodifluoroacetic acid and its use as a convenient source of chlorodifluoromethyl radicals is described. This reagent may be used to access gem-difluoroalkenes and -dienes, as well as (2,2-difluoroethyl)indolines, -indoles, and -naphthols [e.g., I + 1-allyl-2,3-dimethoxybenzene followed by reductive removal of xanthate group → II; dehydrochlorination of II → III]. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Application of 33439-27-9).

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives. Piperidine and its derivatives have become increasingly popular in many synthetic schemes. 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 of 33439-27-9

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Expedient Approach to Novel N-Unprotected Bicyclic Azapyrimidine and Pyridine Structures was written by Liu, Zhibo;Qin, Ling;Zard, Samir Z.. And the article was included in Organic Letters in 2012.Electric Literature of C12H15NO3S This article mentions the following:

A direct route to novel bicyclic N-unprotected azapyrimidine structures including fused five-, six-, and seven-membered rings is described involving radical addition and cyclization of xanthates; this approach could be partially extended to pyridines. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Electric Literature of C12H15NO3S).

1-Tosylpiperidin-4-one (cas: 33439-27-9) 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 bearing a masked aldehyde function in the ε-position are easily transformed into quinolizidine compounds through intramolecular reductive amination.Electric Literature of C12H15NO3S

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Synthesis, characterization and antimicrobial activity of substituted Tetrahydrothieno [2,3-c]pyridin-2-yl) Schiff base derivatives was written by Kalaria, Rushit;Odedara, R. J.;Dave, R. S.;Rajyaguru, Chetana;Upadhyay, Jatin J.. And the article was included in Journal of Applied Technology in Environmental Sanitation in 2012.Reference of 33439-27-9 This article mentions the following:

As a part of systematic investigation of synthesis, characterization and biol. activity of several new substituted Tetrahydrothieno [2,3-c]pyridin-2-yl Schiff base derivatives, (1a-1k) have been synthesized by well known chem. reaction of one active methylene containing moiety with a carbonyl function and Sulfur powder to give 2-Amino thiophene ring system followed by derivatization of amino into Schiff base using different aromatic aldehydes. The structures of all the synthesized compounds have been determined by their spectral and micro anal. data. All the compounds have been evaluated for their antibacterial activity against Gram Pos. bacteria like Staphylococcus aureus, Bacillus subtilis and Gram Neg. bacteria like Escherichia coli, Salmonella paratyphi B and they were also evaluated for antifungal activity against Candida albicans and Aspergillus niger at different concentrations Most of the synthesized compounds exhibited significant anti-bacterial and anti-fungal activities. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Reference of 33439-27-9).

1-Tosylpiperidin-4-one (cas: 33439-27-9) 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.Reference of 33439-27-9

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Design, synthesis, and mechanistic investigations of phenylalanine derivatives containing a benzothiazole moiety as HIV-1 capsid inhibitors with improved metabolic stability was written by Xu, Shujing;Sun, Lin;Dick, Alexej;Zalloum, Waleed A.;Huang, Tianguang;Meuser, Megan E.;Zhang, Xujie;Tao, Yucen;Cherukupalli, Srinivasulu;Ding, Dang;Ding, Xiao;Gao, Shenghua;Jiang, Xiangyi;Kang, Dongwei;De Clercq, Erik;Pannecouque, Christophe;Cocklin, Simon;Liu, Xinyong;Zhan, Peng. And the article was included in European Journal of Medicinal Chemistry in 2022.Recommanded Product: 118753-66-5 This article mentions the following:

Further clin. development of I, a lead compound targeting HIV-1 capsid, is impeded by low antiviral activity and inferior metabolic stability. By modifying the benzene (region I) and indole of I, we identified two potent compounds II [R = propargyl, 4-NH₂Ph] with significantly improved metabolic stability. Compared to PF74, II [R = 4-NH₂Ph] displayed greater metabolic stability in human liver microsomes (HLMs) with half-life (t_1/2) 109-fold that of PF74. Moreover, mechanism of action (MOA) studies demonstrated that II [R = propargyl, 4-NH₂Ph] effectively mirrored the MOA of compounds that interact within the I interprotomer pocket, showing direct and robust interactions with recombinant CA, and 7u displaying antiviral effects in both the early and late stages of HIV-1 replication. Furthermore, MD simulation corroborated that II [R = 4-NH₂Ph] was bound to the I binding site, and the results of the online molinspiration software predicted that II [R = propargyl, 4-NH₂Ph] had desirable physicochem. properties. Unexpectedly, this series of compounds exhibited better antiviral activity than I against HIV-2, represented by compound II [R = propargyl] whose anti-HIV-2 activity was almost 5 times increased potency over I. Therefore, we have rationally redesigned the I chemotype to inhibitors with novel structures and enhanced metabolic stability in this study. We hope that these new compounds can serve as a blueprint for developing a new generation of HIV treatment regimens. In the experiment, the researchers used many compounds, for example, tert-Butyl 4-aminopiperazine-1-carboxylate (cas: 118753-66-5Recommanded Product: 118753-66-5).

tert-Butyl 4-aminopiperazine-1-carboxylate (cas: 118753-66-5) 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.Recommanded Product: 118753-66-5

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Synthesis, characterization and antimicrobial activity of substituted N-benzhydrylpiperidin-4-amine derivatives was written by Mittal, Manish;Sarode, Suraj M.;Shingare, Ramesh M.;Vidyasagar, G.;Shrivastava, Birendra. And the article was included in Journal of Chemical and Pharmaceutical Research in 2011.Application of 33439-27-9 This article mentions the following:

N-benzhydrylpiperidin-4-amine derivatives were synthesized by reductive amination of benzhydrylamine and N-Substituted 4-piperidones as the starting material. The structures of all the synthesized compoundswere determined by their spectral and microanal. data. All the synthesized products were evaluated for their anti-bacterial activity against Bacillus substilis, Escherichia coli, Klebsiella pneumoniae and Streptococcus aureus bacteria and anti-fungal activity against Aspergillus niger, Aspergillus flavus, fungi resp. Most of the synthesized compounds exhibited significant antibacterial and antifungal activities. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Application of 33439-27-9).

1-Tosylpiperidin-4-one (cas: 33439-27-9) 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. 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 of 33439-27-9

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Investigation of the scope of an enantioselective Co-mediated O→C rearrangement reaction was written by Meek, Simon J.;Demont, Emmanuel H.;Harrity, Joseph P. A.. And the article was included in Tetrahedron Letters in 2007.Formula: C12H15NO3S This article mentions the following:

A series of enantiomerically enriched functionalized pyrans bearing a dicobalt hexacarbonyl-alkyne moiety were subjected to a Lewis acid-mediated rearrangement to carbocyclic ketones. This process was found to provide cyclohexanones with good enantioselectivity, however, cyclobutanones were generated with complete loss of enantiocontrol. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Formula: C12H15NO3S).

1-Tosylpiperidin-4-one (cas: 33439-27-9) 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. 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.Formula: C12H15NO3S

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Synthesis and antihypertensive activity of some new quinazoline derivatives was written by Honkanen, Erkki;Pippuri, Aino;Kairisalo, Pekka;Nore, Pentti;Karppanen, Heikki;Paakkari, Ilari. And the article was included in Journal of Medicinal Chemistry in 1983.Recommanded Product: 1-Benzylpiperidine-4-carbonitrile This article mentions the following:

A series of substituted 2-piperidino-4-amino-6,7-dimethoxyquinazolines I.HCl [R = Me, CH₂Ph, CH(OH)R¹ (R¹ = alkyl, cycloalkyl), COR² (R² = alkyl, cycloalkyl, alkoxy, amino)] was synthesized and screened as potential antihypertensive agents. At small doses, two of the new compounds I (R = 4-(cyclopentylcarbonyl), 4-Q], appeared to be somewhat less potent than prazosin,; but at the higher doses of 10-100 μmol/kg, they appeared to be even more efficacious antihypertensive agents than prazosin. Structure activity relationships were discussed. In the experiment, the researchers used many compounds, for example, 1-Benzylpiperidine-4-carbonitrile (cas: 62718-31-4Recommanded Product: 1-Benzylpiperidine-4-carbonitrile).

1-Benzylpiperidine-4-carbonitrile (cas: 62718-31-4) 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.Recommanded Product: 1-Benzylpiperidine-4-carbonitrile

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Synthesis and biological evaluation of ethacrynic acid derivatives bearing sulfonamides as potent anti-cancer agents was written by El Abbouchi, Abdelmoula;El Brahmi, Nabil;Hiebel, Marie-Aude;Bignon, Jerome;Guillaumet, Gerald;Suzenet, Franck;El Kazzouli, Said. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2020.Recommanded Product: 651057-01-1 This article mentions the following:

A series of ethacrynic acid (2-[2,3-dichloro-4-(2-methylidenebutanoyl)phenoxy]acetic acid) (EA, Edecrin) containing sulfonamides linked via three types of linkers namely 1,2-ethylenediamine, piperazine and 4-aminopiperidine was synthesized and subsequently evaluated in vitro against HL60 and HCT116 cancer cell lines. All the EA analogs, excluding two derivs, showed anti-proliferative activity with IC_50s in the micromolar range (less than 4 uM). Three derivatives I–III were selected for their interesting dual activity on HL60 cell line in order to be further evaluated against a panel of cancer cell lines (HCT116, A549, MCF7, PC3, U87-MG and SKOV3) as well as on MRC5 as a normal cell line. These compounds displayed IC₅₀ values in nanomolar range against A549, MCF7, PC3 and HCT116 cell lines, deducing the discovery that piperazine or 4-aminopiperidine is the linker’s best choice to develop EA analogs with highly potent anti-proliferative activities own up to 24 nM. Besides, in terms of selectivity, those linkers are more suitable offering safety ratios of up to 63.8. In the experiment, the researchers used many compounds, for example, 1-(Methylsulfonyl)piperidin-4-amine hydrochloride (cas: 651057-01-1Recommanded Product: 651057-01-1).

1-(Methylsulfonyl)piperidin-4-amine hydrochloride (cas: 651057-01-1) 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. 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.Recommanded Product: 651057-01-1

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Application of chemical cytochrome P-450 model systems to studies on drug metabolism. IV. Mechanism of piperidine metabolism pathways via an iminium intermediate was written by Masumoto, Hiroshi;Ohta, Shigeru;Hirobe, Masaaki. And the article was included in Drug Metabolism and Disposition in 1991.COA of Formula: C12H18ClNO This article mentions the following:

Oxidations of the piperidine ring by chem. model and liver microsomal systems were investigated with a simple piperidine derivative, N-benzylpiperidine (BP), as the substrate in order to probe the generality and the mechanism of the biotransformation of the piperidine ring. The piperidine ring of BP as well as that of phencyclidine was suggested to be oxidized to a ketone at the β-position in the meso-tetraphenylporphinatoiron(III) chloride system, and the reaction was expected to occur in the liver microsomal system. The β-oxo formation was observed directly in the liver microsomal system, and found to be dependent on cytochrome P 450. Then it was suggested that the piperidine-β-oxo formation was a general oxidation pathway of the piperidine biotransformation. Hydrogen abstraction in the reaction was not a rate-determining step. Therefore, the authors presumed a possible mechanism of β-oxo formation via BP-iminium. From the comparative study on the reactivities of dipropylbenzylamine (DPB) and BP, and the stabilities of iminium (Im⁺) species of BP and DPB, it was suggested that BP-Im⁺ was relatively stable and was the most likely precursor of BP-β-oxo. BP-Im⁺ and its free base, enamine, afforded large amounts of BP-β-oxo as well as BP-α-oxo in the chem. model and the microsomal systems. This evidence supported the iminium-enamine mechanism. In the experiment, the researchers used many compounds, for example, 1-Benzyl-3-piperidinol hydrochloride (cas: 105973-51-1COA of Formula: C12H18ClNO).

1-Benzyl-3-piperidinol hydrochloride (cas: 105973-51-1) 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.COA of Formula: C12H18ClNO

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

A general method for the α-acyloxylation of carbonyl compounds was written by Beshara, Cory S.;Hall, Adrian;Jenkins, Robert L.;Jones, Kerri L.;Jones, Teyrnon C.;Killeen, Niall M.;Taylor, Paul H.;Thomas, Stephen P.;Tomkinson, Nicholas C. O.. And the article was included in Organic Letters in 2005.Name: 1-Tosylpiperidin-4-one This article mentions the following:

A simple, one-pot method for the α-acyloxylation of carbonyl compounds that proceeded at room temperature in the presence of both moisture and air has been developed. Treatment of a variety of aldehydes and both cyclic and acyclic ketones with N-methyl-O-benzoylhydroxylamine hydrochloride provided the α-functionalized product in good isolated yield. The transformation was tolerant of a wide range of functional groups and, significantly, was regiospecific in the discrimination of secondary over primary centers in the case of nonsym. substrates. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Name: 1-Tosylpiperidin-4-one).

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives. The piperidine structural motif is present in numerous natural alkaloids. These include piperine, which gives black pepper its spicy taste. Some chemotherapeutic agents have piperidine moiety within their structure, foremost among them, vinblastine and raloxifene.Name: 1-Tosylpiperidin-4-one

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem