Category: 95798-22-4

Kikuchi, Haruhisa et al. published their research in Journal of Medicinal Chemistry in 2006 | 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

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

 

Dobi, Zoltan et al. published their research in ChemSusChem in 2019 | CAS: 95798-22-4

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

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

 

Hubschwerlen, Christian et al. published their research in Bioorganic & Medicinal Chemistry Letters in 2003 | CAS: 95798-22-4

Benzyl 3-hydroxypiperidine-1-carboxylate (cas: 95798-22-4) 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. The piperidine and polyhydroxylated indolizidine derivatives have shown to be promising 浼?glucosidase inhibitors. The former are analogs of DNJ with an improved 浼?glucosidase inhibitory profile than that of DNJ. Boisson et al.Synthetic Route of C13H17NO3

Structure-activity relationship in the oxazolidinone-quinolone hybrid series: influence of the central spacer on the antibacterial activity and the mode of action was written by Hubschwerlen, Christian;Specklin, Jean-Luc;Baeschlin, Daniel K.;Borer, Yves;Haefeli, Sascha;Sigwalt, Christine;Schroeder, Susanne;Locher, Hans H.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2003.Synthetic Route of C13H17NO3 This article mentions the following:

Oxazolidinone-quinolone hybrids, which combine the pharmacophores of a quinolone and an oxazolidinone, were synthesized and shown to be active against a variety of susceptible and resistant Gram-pos. and Gram-neg. bacteria. The nature of the spacer greatly influences the antibacterial activity by directing the mode of action, that is quinolone- and/or oxazolidinone-like activity. The best compounds in this series have a balanced dual mode of action and overcome all types of resistance, including resistance to quinolones and linezolid, in clin. relevant Gram-pos. pathogens. In the experiment, the researchers used many compounds, for example, Benzyl 3-hydroxypiperidine-1-carboxylate (cas: 95798-22-4Synthetic Route of C13H17NO3).

Benzyl 3-hydroxypiperidine-1-carboxylate (cas: 95798-22-4) 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. The piperidine and polyhydroxylated indolizidine derivatives have shown to be promising 浼?glucosidase inhibitors. The former are analogs of DNJ with an improved 浼?glucosidase inhibitory profile than that of DNJ. Boisson et al.Synthetic Route of C13H17NO3

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

 

Apostolopoulos, Costas D. et al. published their research in Journal of Heterocyclic Chemistry in 1995 | CAS: 95798-22-4

Benzyl 3-hydroxypiperidine-1-carboxylate (cas: 95798-22-4) 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 α-glucosidase inhibitors. The former are analogs of DNJ with an improved α-glucosidase inhibitory profile than that of DNJ. Boisson et al.Application of 95798-22-4

A convenient synthesis of functionalized 8- and 9-aza-1-oxaspiro[5.5]undecanes was written by Apostolopoulos, Costas D.;Haroutounian, Serkos A.. And the article was included in Journal of Heterocyclic Chemistry in 1995.Application of 95798-22-4 This article mentions the following:

2-Hydroxy-8-(or 9-)aza-1-oxaspiro[5.5]undec-3-en-5-ones derived from their corresponding 2-furfuryl alcs. were used as key intermediates for the convenient synthesis of several novel 8- and 9-aza-1-oxaspiro[5.5]undecane derivatives In the experiment, the researchers used many compounds, for example, Benzyl 3-hydroxypiperidine-1-carboxylate (cas: 95798-22-4Application of 95798-22-4).

Benzyl 3-hydroxypiperidine-1-carboxylate (cas: 95798-22-4) 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 α-glucosidase inhibitors. The former are analogs of DNJ with an improved α-glucosidase inhibitory profile than that of DNJ. Boisson et al.Application of 95798-22-4

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

 

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In the search for new antibiotics active against macrolide-resistant pneumococci and Haemophilus influenzae, we synthesized a new class of 3-oxo- 6-O-methylerythromycin derivatives, so-called ‘ketolides’. A keto function was introduced in position 3 after removal of L-cladinose, a sugar which has long been thought essential. Further modifications of the macrolactone backbone allowed us to obtain three different series of 9-oxime, 11,12- carbamate, and 11,12-hydrazonocarbamate ketolides. These compounds were found to be very active against penicillin/erythromycin-resistant pneumococci and noninducers of MLS(B) resistance. The 11,-12-substituted ketolide 61 (HMR 3004) demonstrated a potent activity against multiresistant pneumococci associated with a well-balanced activity against all bacteria involved in respiratory infections including H. influenzae, Mycoplasma catarrhalis, group A streptococci, and atypical bacteria. In addition HMR 3004 displayed high therapeutic activity in animals infected by all major strains, irrespective of their resistance phenotype.

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Piperidine – Wikipedia,
Piperidine | C5H19024N – PubChem

 

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Because enzymes can increase reaction rates by enormous factors and tend to be very specific, category: piperidines, typically producing only a single product in quantitative yield, they are the focus of active research.you can also check out more blogs about 95798-22-4

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The hydroboration of representative heterocycles bearing an endocyclic double bond with diisopinocamphenylborane (Ipc2BH) was investigated systematically to establish the asymmetric induction achieved in the reaction.The hydroboration of 2,3- and 2,5-dihydrofurans, 1,4-epoxy-1,4-dihydronaphthalene, and 2,3-dihydrothiophene with Ipc2BH in THF at -25 deg C proceeded very cleanly to afford the corresponding trialkylboranes.These trialkylboranes readily eliminate alpha-piene on treatment with acetaldehyde to give the corresponding boronates, R*B(OR)2.Oxidation afforded in high yields the corresponding heterocyclic alcohols of 100percent ee.N-(Carbobenzyloxy)-3-pyrroline could not be hydroborated with Ipc2BH below 0 deg C.The oxidation of the intermediate trialkylborane gave N-(carbobenzyloxy)-3-pyrrolidinol in 89percent ee.Similarly, six-membered heterocyclic olefins, namely, 3,4-dihydropyran and 3,4-dihydrothiapyran, were hydroborated with Ipc2BH at 0 deg C in THF.The resulting trialkylboranes on treatment with acetaldehyde followed by oxidation yielded 3-hydroxytetrahydropyran and 3-hydroxytetrahydrothiapyran of 83percent and 66percent ee, respectively.N-(Carbobenzyloxy)-1,2,3,6-tetrahydropyridine, hydroborated with Ipc2BH at 0 deg C, followed by oxidation, afforded the corresponding 3- and 4-piperidinols in an 85:15 ratio.The asymmetric induction achieved during hydroboration was 70percent.The five-membered heterocyclic boronates of very high optical purity, highly versatile synthetic intermediates, were isolated both as the diethyl and the diethanolamine esters.

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Piperidine – Wikipedia,
Piperidine | C5H19018N – PubChem

 

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Piperidinyl-3-phosphinic acid 2, piperidinyl-3-methylphosphinic acid 3 and N-(4,4-diphenyl-3-butenyl)-piperidinyl-3-phosphinic acid 4 have been synthesized as bioisosteres of the corresponding amino carboxylic acids, which are potent and specific GABA-uptake inhibitors. The novel amino phosphinic acids were tested for their GABA-uptake inhibitory activity and 2 and 4 were identified as the first phosphinic acid based GABA-uptake inhibitors. The methylphosphinic acid 3 was found to be inactive.

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Piperidine – Wikipedia,
Piperidine | C5H19021N – PubChem

 

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An approach to the synthesis of conformationally restricted saturated heterocyclic sulfonyl chlorides is described. Being guided by the principle of diversity-oriented conformational restriction, a mini-library of saturated heterocyclic sulfonyl chlorides was designed and synthesized. The library consists of nine members that are derivatives of azetidine, pyrrolidine, and piperidine. These compounds were prepared in 19-88% total yields on multigram scale starting from the corresponding Cbz-protected amino alcohols. Georg Thieme Verlag Stuttgart. New York.

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Piperidine – Wikipedia,
Piperidine | C5H19029N – PubChem

 

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Checkpoint kinase 1 (CHK1) inhibitors are potential cancer therapeutics that can be utilized for enhancing the efficacy of DNA damaging agents. Multiple small molecule CHK1 inhibitors from different chemical scaffolds have been developed and evaluated in clinical trials in combination with chemotherapeutics and radiation treatment. Scaffold morphing of thiophene carboxamide ureas (TCUs), such as AZD7762 (1) and a related series of triazoloquinolines (TZQs), led to the identification of fused-ring bicyclic CHK1 inhibitors, 7-carboxamide thienopyridines (7-CTPs), and 7-carboxamide indoles. X-ray crystal structures reveal a key intramolecular noncovalent sulfur-oxygen interaction in aligning the hinge-binding carboxamide group to the thienopyridine core in a coplanar fashion. An intramolecular hydrogen bond to an indole NH was also effective in locking the carboxamide in the preferred bound conformation to CHK1. Optimization on the 7-CTP series resulted in the identification of lead compound 44, which displayed respectable drug-like properties and good in vitro and in vivo potency.

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Piperidine – Wikipedia,
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