Month: February 2023

Carbamate Synthesis Using a Shelf-Stable and Renewable C₁ Reactant was written by Dobi, Zoltan;Reddy, B. Narendraprasad;Renders, Evelien;Van Raemdonck, Laurent;Mensch, Carl;De Smet, Gilles;Chen, Chen;Bheeter, Charles;Sergeyev, Sergey;Herrebout, Wouter A.;Maes, Bert U. W.. And the article was included in ChemSusChem in 2019.Category: piperidines This article mentions the following:

4-Propylcatechol carbonate is a shelf-stable, renewable C₁ reactant, which is easily prepared from renewable 4-propylcatechol (derived from wood) and di-Me carbonate (derived from CO₂) using a reactive distillation system. In this work, the 4-propylcatechol carbonate was used for the two-step synthesis of carbamates I [R¹ = Et, cyclopropyl, PhCH₂, etc., R² = H; R¹R² = (CH₂)₃, (CH₂)₄, (CH₂)₂O(CH₂)₂, etc.; R³ = Me, Et, PhCH₂, L-menthyl, etc.] under mild reaction conditions. In the first step, 4-propylcatechol carbonate reacted with an alc. R³OH at 50-80 鎺矯 in the presence of a Lewis acid catalyst, such as Zn(OAc)₂璺? H₂O, to afford the corresponding carbonates II. No solvent was used in the reactions with liquid alcs., whereas 2-methyltetrahydrofuran was used as solvent in reactions with solid alcs. In the second step, the carbonate intermediates II reacted with various amines R¹R²NH at room temperature in 2-methyltetrahydrofuran, forming the target carbamates I and the byproduct 4-propylcatechol, which could be recycled into a carbonate reactant. In the experiment, the researchers used many compounds, for example, Benzyl 3-hydroxypiperidine-1-carboxylate (cas: 95798-22-4Category: piperidines).

Benzyl 3-hydroxypiperidine-1-carboxylate (cas: 95798-22-4) 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 钄?position are easily transformed into quinolizidine compounds through intramolecular reductive amination.Category: piperidines

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Exploration of a New Type of Antimalarial Compounds Based on Febrifugine was written by Kikuchi, Haruhisa;Yamamoto, Keisuke;Horoiwa, Seiko;Hirai, Shingo;Kasahara, Ryota;Hariguchi, Norimitsu;Matsumoto, Makoto;Oshima, Yoshiteru. And the article was included in Journal of Medicinal Chemistry in 2006.SDS of cas: 95798-22-4 This article mentions the following:

Febrifugine (I), a quinazoline alkaloid, isolated from Dichroa febrifuga roots, shows powerful antimalarial activity against Plasmodium falciparum. The use of I as an antimalarial drug has been precluded because of side effects, such as diarrhea, vomiting, and liver toxicity. However, the potent antimalarial activity of I has stimulated medicinal chemists to pursue compounds derived from I, which may be valuable leads for novel drugs. In this study, we synthesized a new series of febrifugine derivatives formed by structural modifications at (i) the quinazoline ring, (ii) the linker, or (iii) the piperidine ring. Then, we evaluated their antimalarial activities. Thienopyrimidine analog II exhibited a potent antimalarial activity and a high therapeutic selectivity both in vitro and in vivo, suggesting that II is a good antimalarial candidate. In the experiment, the researchers used many compounds, for example, Benzyl 3-hydroxypiperidine-1-carboxylate (cas: 95798-22-4SDS of cas: 95798-22-4).

Benzyl 3-hydroxypiperidine-1-carboxylate (cas: 95798-22-4) 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.SDS of cas: 95798-22-4

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Novel 3,5-bis(arylidiene)-4-piperidone based monocarbonyl analogs of curcumin: anticancer activity evaluation and mode of action study was written by Thakur, Anuj;Manohar, Sunny;Velez Gerena, Christian E.;Zayas, Beatriz;Kumar, Vineet;Malhotra, Sanjay V.;Rawat, Diwan S.. And the article was included in MedChemComm in 2014.Formula: C12H15NO3S This article mentions the following:

A series of eighteen novel 3,5-bis(arylidiene)-4-piperidone based sym. monocarbonyl analogs of curcumin I (R = H, CH₃; R¹ = 3-F, 3-Cl, 3-Br, etc.) were synthesized and a subset was screened by National Cancer Institute (NCI), USA for their anticancer activity. Dose-response studies and the mechanism of action investigation suggest that most active compounds are apoptosis inducers. 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 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閳ユ弻 bond in an axial position, and the other in an equatorial position.Formula: C12H15NO3S

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Sulfamylurea hypoglycemic agents. I. Synthesis and screening was written by McManus, J. M.;McFarland, J. W.;Gerber, C. F.;McLamore, W. M.;Laubach, G. D.. And the article was included in Journal of Medicinal Chemistry in 1965.Formula: C7H13NO2 This article mentions the following:

A number of sulfamylureas of general structure R¹R²NSO₂NHCONHR have been prepared and screened for hypoglycemic activity in the rat. The more promising variations in the R¹R²N portion of the mol. were those derived from heterocyclic amines, especially piperidines and morpholines. In these series, activity was maximal when R was cyclohexyl, cycloheptyl, or bicycloalkyl. Several analogs, notably certain 4,4-disubstituted piperidine derivatives, were comparable in hypoglycemic potency to chloropropamide. Structure-activity relationships are discussed, and a brief discussion is given of the use in synthetic planning of certain phys. and chem. parameters that appear to be important determinants of drug dynamics in this class of compounds In the experiment, the researchers used many compounds, for example, 1-(4-Hydroxypiperidin-1-yl)ethanone (cas: 4045-22-1Formula: C7H13NO2).

1-(4-Hydroxypiperidin-1-yl)ethanone (cas: 4045-22-1) 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. 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.Formula: C7H13NO2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem