1465-76-5

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
1-TERT-BUTYL-PIPERIDIN-4-ONE is used as a key intermediate in the synthesis of various pharmaceuticals and agrochemicals, contributing to the development of new drugs and pesticides. Its unique structure allows for the creation of diverse chemical entities with potential therapeutic and pesticidal properties.
Used in Organic Chemistry:
As a building block in organic chemistry, 1-TERT-BUTYL-PIPERIDIN-4-ONE is utilized for the construction of complex organic molecules. Its presence in the synthesis process enables the formation of a wide range of compounds with different functionalities and applications.
Used in the Production of Fine Chemicals:
1-TERT-BUTYL-PIPERIDIN-4-ONE serves as an intermediate in the production of various fine chemicals, which are high-purity, specialty chemicals used in research, pharmaceuticals, and other industries. Its role in this process ensures the synthesis of high-quality and specialized chemical products.
Used in Materials Science:
1-TERT-BUTYL-PIPERIDIN-4-ONE has potential applications in the field of materials science, where it may be employed to develop new materials with unique properties. Its incorporation into material formulations could lead to advancements in areas such as polymers, coatings, and composites.
Used as a Reagent in Organic Reactions:
In addition to its role as an intermediate, 1-TERT-BUTYL-PIPERIDIN-4-ONE is also used as a reagent in various organic reactions. Its participation in these reactions facilitates the synthesis of target compounds, contributing to the advancement of organic chemistry and the development of new chemical products.

InChI:InChI=1/C9H17NO/c1-9(2,3)10-6-4-8(11)5-7-10/h4-7H2,1-3H3

Upstream product

• 1445-73-4 1-Methyl-4-piperidone 
• 75-64-9 tert-butylamine 
• 26822-37-7 N,N-dimethyl-4-oxopiperidinium iodide 
• 77542-18-8 1-methyl-1-ethyl-4-oxopiperidinium iodide 
• 1826-67-1 vinyl magnesium bromide 
• 3612-20-2 1-phenylmethyl-4-piperidone 
• 3612-18-8 N-ethyl-4-piperidone 
• 79-10-7 acrylic acid 
• 41661-47-6 piperidin-4-one 
• 344560-04-9 C₁₂H₂₁NO₃ 

Downstream Products

• 57982-78-2 budipine 
• 5382-30-9 1-(1,1-dimethylethyl)-4-piperidinol 
• 359880-72-1 4-(4-methylbenzylamino)-1-tert-butylpiperidine 
• 844443-82-9 N-benzyl-1-tert-butylpiperidin-4-amine 
• 359881-90-6 2-(4-methoxyphenyl)-N-(4-methylbenzyl)-N-(1-t-butylpiperidin-4-yl)-acetamide hydrochloride 
• 89167-34-0 4-chloro-3-iodopyridine 
• 5570-81-0 1-tert-butyl-4-chloropiperidine 

Relevant academic research and scientific papers

Acrylate as an efficient dimethylamine trap for the practical synthesis of 1-tert-butyl-4-piperidone via transamination

Efficient trapping of dimethylamine was the key to success in the transamination of 1,1-dimethyl-4-oxopiperidinium iodide with tert-butylamine to afford 1-tert-butylpiperidin-4-one in high yield. The use of sodium acrylate was found to provide an elegant way to both trap dimethylamine and provide a convenient method to allow purification in the subsequent extraction.

Synthesis of a naphthyridone p38 MAP kinase inhibitor

Compound 1 is a p38 MAP kinase inhibitor potentially useful for the treatment of rheumatoid arthritis and psoriasis. A novel six-step synthesis suitable for large-scale preparation was developed in support of a drug development program at Merck Research Laboratories. The key steps include a tandem Heck-lactamization, N-oxidation, and a highly chemoselective Grignard addition of 4-(N-tert-butylpiperidinyl)-magnesium chloride to a naphthyridone N-oxide. The N-oxide exerted complete chemoselectivity via chelation in directing the Grignard addition to the α position as opposed to 1,4-addition on the enelactam. The dihydropyridyl adduct was in situ aromatized with isobutylchloroformate followed by heating in pyridine. Syntheses of Grignard precursor, N-tert-butyl-4-chloro-piperidine, were accomplished via transamination with a quaternary ammonium piperidone or via addition of methylmagnesium chloride to an iminium ion. Utilizing this chemistry, multi-kilogram preparation of compound 1 was successfully demonstrated. American Chemical Society.

Fused tricyclic hepatitis virus inhibitor and application thereof

The invention belongs to the field of medical chemistry, relates to a fused tricyclic hepatitis virus inhibitor and application thereof, and particularly, provides a compound of the general formula I or pharmaceutically acceptable salt, isomer, solvate, crystal or prodrug thereof, and a medicine composition containing the compounds and application of the compounds or the composition in medicine preparation. The compound has the good inhibiting activity on hepatitis C virus, meanwhile has the low toxicity on host cells, and is high in effectiveness, good in safety and likely to become the medicine for treating and/or preventing diseases relevant to HCV infection.

AZACYCLIC COMPOUNDS

Compounds and methods are provided for the treatment of disease conditions in which modification of serotonergic receptor activity has a beneficial effect. In the method, an effective amount of a compound is adminstered to a patient in need of such treatment.

Spiroalkene carboxamide derivatives and their use as chemokine receptor modulators

The present invention is directed to compounds of Formula (I) below, which are antagonists to the chemoattractant cytokine receptor 2 (CCR2), and/or 5 (CCR5), pharmaceutical compositions, and methods for use thereof.

SPIROALKENE CARBOXAMIDE DERIVATIVES AND THEIR USE AS CHEMOKINE RECEPTOR MODULATORS

The present invention is directed to compounds of Formula (I) below, which are antagonists to the chemoattractant cytokine receptor 2 (CCR2), and/or 5 (CCR5), pharmaceutical compositions, and methods for use thereof.

5-Hydroxyindole-2-carboxylic acid amides: Novel histamine-3 receptor inverse agonists for the treatment of obesity

Obesity is a major risk factor in the development of conditions such as hypertension, hyperglycemia, dyslipidemia, coronary artery disease, and cancer. Several pieces of evidence across different species, including primates, underscore the implication of the histamine 3 receptor (H3R) in the regulation of food intake and body weight and the potential therapeutic effect of H3R inverse agonists. A pharmacophore model, based on public information and validated by previous investigations, was used to design several potential scaffolds. Out of these scaffolds, the 5-hydroxyindole-2-carboxylic acid amide appeared to be of great potential as a novel series of H3R inverse agonist. Extensive structure-activity relationships revealed the interconnectivity of microsomal clearance and hERG (human ether-a-go-go-related gene) affinity with lipophilicity, artificial membrane permeation, and basicity. This effort led to the identification of compounds reversing the (R)-R-methylhistamine-induced water intake increase in Wistar rats and, further, reducing food intake in diet-induced obese Sprague-Dawley rats. Of these, the biochemical, pharmacokinetic, and pharmacodynamic characteristics of (4,4-difluoropiperidin- 1-yl)[1-isopropyl-5-(1-isopropylpiperidin-4-yloxy)-1H-indol-2-yl]-methanone 36 are detailed.

Photoswitchable catalysts: Correlating structure and conformational dynamics with reactivity by a combined Experimental and computational approach

Photocontrol of a piperidine's Bronsted basicity was achieved by incorporation of a bulky azobenzene group and could be translated into pronounced reactivity differences between ON- and OFF- states in general base catalysis. This enabled successful photomodulation of the catalyst's activity in the nitroaldol reaction (Henry reaction). A modular synthetic route to the photoswitchable catalysts was developed and allowed for preparation and characterization of three azobenzene-derived bases as well as one stilbene-derived base. Solid-state structures obtained by X-ray crystal structure analysis confirmed efficient blocking of the active site in the E isomer representing the OFF-states, whereas a freely accessible active site was revealed for a representative Z isomer in the crystal. To correlate structure with reactivity of the catalysts, conformational dynamics were thoroughly studied in solution by NMR spectroscopy, taking advantage of residual dipolar couplings (RDCs), in combination with comprehensive DFT computational investigations of conformations and proton affinities.

Photoswitching of basicity

(Figure Presented) Smart bases: By using a photochromic azobenzene-derived blocking group, a piperidine base can be switched between a sterically shielded, inactive form and an accessible, reactive form (see picture; C dark gray, H light gray, O red, N blue). Thus, light can be used for the reversible external modulation of ground-state basicity and hence activity in general base catalysis.

(l)-Proline-catalysed novel tandem reactions of 1-substituted piperidin-4-ones with (E)-4-arylbut-3-en-2-ones: N-substituent mediated product selectivity and synthesis of novel nitrogen heterocycles

(l)-Proline-catalysed reaction of 1-alkyl/aralkylpiperidin-4-ones with (E)-4-arylbut-3-en-2-ones furnishes novel isoquinoline derivatives, with two or three rings, in good yields via tandem Robinson annulation-Michael addition(s) sequences, while the reaction of 1-arylpiperidin-4-ones with (E)-4-arylbut-3-en-2-ones affords 3-azabicyclo[3.3.1]nonan-9-ones via a tandem Michael addition-aldol reaction sequence.