1796-25-4

Usage

Uses

Used in Organic Synthesis:
Piperidine, 1-(bromoacetyl)(7CI,8CI,9CI) is used as a key intermediate in organic synthesis for the production of various chemical compounds. Its unique structure and reactivity enable the formation of new chemical bonds and the synthesis of complex molecules.
Used in Pharmaceutical Research:
In the pharmaceutical industry, Piperidine, 1-(bromoacetyl)(7CI,8CI,9CI) is utilized as a building block for the development of new drugs. Its potential for modification and reactivity with electrophiles make it a promising candidate for the creation of novel pharmaceutical agents.
Used in the Production of Pharmaceuticals:
Due to its versatile reactivity, Piperidine, 1-(bromoacetyl)(7CI,8CI,9CI) may be incorporated into the manufacturing process of various pharmaceuticals. Its ability to form new chemical entities can contribute to the development of innovative medications with unique therapeutic properties.
Used in Agrochemicals:
In the agrochemical industry, Piperidine, 1-(bromoacetyl)(7CI,8CI,9CI) may find applications in the synthesis of new agrochemicals, such as pesticides and herbicides. Its reactivity and potential for modification can lead to the creation of effective and environmentally friendly products.
Used in the Production of Fine Chemicals:
Piperidine, 1-(bromoacetyl)(7CI,8CI,9CI) is also employed in the production of fine chemicals, which are high-purity chemical compounds used in various industries, including pharmaceuticals, fragrances, and flavors. Its unique properties and reactivity contribute to the development of high-quality and specialized chemical products.

InChI:InChI=1/C7H12BrNO/c8-6-7(10)9-4-2-1-3-5-9/h1-6H2

Upstream product

• 110-89-4 piperidine 
• 598-21-0 2-Bromoacetyl bromide 
• 22118-09-8 2-bromoacetyl chloride 

Downstream Products

• 116591-84-5 (E)-3-(4-bromophenyl)-1-(piperidin-1-yl)prop-2-en-1-one 
• 178674-90-3 2-(2-Nitro-benzenesulfonyl)-1-piperidin-1-yl-ethanone 
• 289687-06-5 tert-butyl 4-[N-[7-chloro-4-oxo-2-piperidin-1-ylmethyl-3-piperidinocarbonylmethyl-3,4-dihydroquinazolin-6-ylmethyl]-N-(prop-2-ynyl)amino]benzoate 
• 1172612-10-0 C₂₁H₃₀N₂O₅ 
• 1185180-72-6 3-(4,5-dimethoxy-2-nitrophenyl)-1-(piperidin-1-yl)propan-1-one 
• 461438-26-6 C₁₁H₂₂N₂O 

Relevant academic research and scientific papers

Synthesis and in vivo anti- or pro-inflammatory activity of new bisphosphonates and vinylphosphonates

Abstract: We herein report the synthesis and in vivo anti-inflammatory activity of a series of new bisphosphonate and vinylphosphonate derivatives of pyrrolidine and piperidine through a short route of synthesis. The C-alkylation of tetraethylmethylene diphosphonate with N-(bromoacetyl)pyrrolidine or N-(bromoacetyl)piperidine, respectively, yielded the corresponding α-substituted bisphosphonates in excellent yields (82–89%). Next, the Horner–Wadsworth–Emmons reaction of these bisphosphonates with aromatic aldehydes afforded final vinylphosphonates in moderate yields (26–36%). Synthesized bisphosphonates and vinylphosphonates were tested by two models of acute inflammation in male BalB/c mice, founding excellent edema inhibition by topical TPA (12-O-tetradecanoylphorbol-13-acetate) model (67.53–72.10% in comparison with indomethacin = 64.89%). However, remarkably pro-inflammatory effect by systematic carrageenan model (??9.78 to ??36.18) was observed, probably due to biotransformation. In conclusion, the new vinylphosphonates emerged as attractive topical anti-inflammatory compounds that “twist” its pharmacological activity to route of administration. Further research is needed to understand the dual effect.

Synthesis and characterization of a new class of phenothiazine molecules with 10H-substituted morpholine & piperidine derivatives: A structural insight

A series of 10H-substituted phenothiazine-based molecules were prepared by the base-catalyzed reactions. The synthesized compounds are characterized by Mass spectroscopy, NMR, and SCXRD to examine the role of different functional groups involved in the intermolecular interactions and conformational geometries. The crystal packing of the compounds is governed by O–H?O, C–H?O, and π–π interactions. A complete understanding of the intermolecular interactions is studied employing the Hirshfeld analysis, 2D Fingerprint plot. Furthermore, the density functional theory (DFT/B3LYP) method at the 6–311++G(d,p) basis set was performed to support and compare experimental & theoretical geometrical parameters of phenothiazine derivatives.

Stabilising Peptoid Helices Using Non-Chiral Fluoroalkyl Monomers

Stability towards protease degradation combined with modular synthesis has made peptoids of considerable interest in the fields of chemical biology, medicine, and biomaterials. Given their tertiary amide backbone, peptoids lack the capacity to hydrogen-bond, and as such, controlling secondary structure can be challenging. The incorporation of bulky, charged, or chiral aromatic monomers can be used to control conformation but such building blocks limit applications in many areas. Through NMR and X-ray analysis we demonstrate that non-chiral neutral fluoroalkyl monomers can be used to influence the Kcis/trans equilibria of peptoid amide bonds in model systems. The cis-isomer preference displayed is highly unprecedented given that neither chirality nor charge is used to control the peptoid amide conformation. The application of our fluoroalkyl monomers in the design of a series of linear peptoid oligomers that exhibit stable helical structures is also reported.

N-[1-(pentafluorophenyl)ethyl]acetamide

The title compound, C10H8F5NO, crystallizes as a racemate with four symmetry-independent molecules in the asymmetric unit. The four molecules form two hydrogen-bonded pairs. Each pair is a building unit of an independent C(4) chain propagating parallel to the ab plane.

Exploring packing features of N-substituted acridone derivatives: Synthesis and X-ray crystallography studies

The title compounds include an acridone as a parent molecule in which nitrogen is linked to other nitrogen-containing heterocyclic molecules through two carbon chain alkyl linkers connected by a C—N single bond. These acridone derivatives crystallized as Triclinic, Monoclinic, Tetragonal, and Orthorhombic having space group P1, P21/c, I41/a, Pca21, respectively at T = 273 K. In the present work, synthesis and single-crystal X-ray crystallographic study of four novel acridone derivatives are reported from the perspective of crystal engineering. This work is based on the comprehensive analysis of Hirshfeld surfaces, 2D fingerprint plots, and DFT studies. The single-crystal structure analysis showed that compounds are connected by various intermolecular interactions such as C – H?O, C – H?C/π, and π?π (C?C) stacking interactions, which are accountable for the arrangement and amplification of molecular assembly. The DFT studies using the B3LYP functional with the 6-311++ G (d,p) basis set are employed to compare the experimental results with theoretically obtained molecular parameters. The HOMO and LUMO analyzes were used to elucidate information regarding molecular reactivity and charge transfer within the molecule.

Submonomer synthesis of peptoids containingtrans-inducingN-imino- andN-alkylamino-glycines

The use of hydrazones as a new type of submonomer in peptoid synthesis is described, giving access to peptoid monomers that are structure-inducing. A wide range of hydrazones were found to readily react with α-bromoamides in routine solid phase peptoid submonomer synthesis. Conditions to promote a one-pot cleavage of the peptoid from the resin and reduction to the correspondingN-alkylamino side chains were also identified, and both theN-imino- andN-alkylamino glycine residues were found to favor thetrans-amide bond geometry by NMR, X-ray crystallography, and computational analyses.

Biomimetic synthesis and anti-inflammatory evaluation of violacin A analogues

Violacin A, a chromanone derivative, isolated from a fermentation broth of Streptomyces violaceoruber, has excellent anti-inflammatory potential. Herein, a biogenetically modeled approach to synthesize violacin A and twenty-five analogues was described, which involved the preparation of aromatic polyketide precursor through Claisen condensation and its spontaneous cyclization. The inhibitory effect on nitric oxide (NO) production of all synthetic molecules was evaluated by lipopolysaccharide (LPS)-induced Raw264.7 cells. The results revealed that introduction of aliphatic amine moieties on C-7 obviously improved the anti-inflammation effect of violacin A, and also the aromatic ether instead of ketone group at side chain was favorable to increase the activity. Among them, analogue 7a and 16d were screened as the most effective anti-inflammatory candidates. Molecular mechanism research revealed that 7a and 16d acquired anti-inflammatory ability due to the inhibition of NF-κB signaling pathway.

Imidazo ring PAR4 antagonist and medical applications thereof

The invention relates to an imidazo ring compound represented by formula (I) or formula (II), or a pharmaceutically acceptable salt or ester or solvate thereof. The compound disclosed by the inventioncan be used for preparing medicines for preventing or treating thromboembolic diseases.

Fluorinated Aromatic Monomers as Building Blocks to Control α-Peptoid Conformation and Structure

Peptoids are peptidomimetics of interest in the fields of drug development and biomaterials. However, obtaining stable secondary structures is challenging, and designing these requires effective control of the peptoid tertiary amide cis/trans equilibrium.

New insights into the SAR and drug combination synergy of 2-(quinolin-4-yloxy)acetamides against Mycobacterium tuberculosis

2-(Quinolin-4-yloxy)acetamides have been described as potent and selective in vitro inhibitors of Mycobacterium tuberculosis (Mtb) growth. Herein, a new series of optimized compounds were found to demonstrate highly potent antitubercular activity, with minimum inhibitory concentration (MIC) values against drug-susceptible and drug-resistant Mycobacterium tuberculosis strains in the submicromolar range. Furthermore, the most active compounds had no apparent toxicity to mammalian cells, and they showed intracellular activities similar to those of isoniazid and rifampin in a macrophage model of Mtb infection. Use of the checkerboard method to investigate the association profiles of lead compounds with first- and second-line antituberculosis drugs showed that 2-(quinolin-4-yloxy)acetamides have a synergistic effect with rifampin. Ultimately, the good permeability, moderate rates of metabolism and low risk of drug-drug interactions displayed by some of the synthesized compounds indicate that 2-(quinolin-4-yloxy)acetamides may yield candidates to use in the development of novel alternative therapeutics for tuberculosis treatment.