1440-60-4

Basic information

• Product Name: 2-CHLORO-1-PIPERIDIN-1-YL-ETHANONE
• Synonyms: 2-Chloro-1-piperidine-1-yl-ethanone;2-Chloro-1-(1-piperidinyl)ethanone;2-CHLORO-1-PIPERIDIN-1-YL-ETHANONE;2-CHLORO-1-PIPERIDINE ACETAMIDE;1-(CHLOROACETYL)PIPERIDINE;LABOTEST-BB LT00000083;Piperidine, 1-(chloroacetyl)- (6CI,7CI,8CI,9CI);2-CHLORO-1-PIPERIDIN-1-YL-ETHANONE >98%
• CAS NO: 1440-60-4
• Molecular Formula: C₇H₁₂ClNO
• Molecular Weight: 161.63
• Product Categories: ACETYLHALIDE;Piperidine
• Mol File: 1440-60-4.mol
• Article Data: 50

Chemical Properties

• Boiling Point: 85°C/0.08mm
• Flash Point: 117.3 °C
• Appearance: /
• Density: 1.153 g/cm³
• Vapor Pressure: 0.00689mmHg at 25°C
• Refractive Index: 1.492
• CAS DataBase Reference: 2-CHLORO-1-PIPERIDIN-1-YL-ETHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-1-PIPERIDIN-1-YL-ETHANONE(1440-60-4)
• EPA Substance Registry System: 2-CHLORO-1-PIPERIDIN-1-YL-ETHANONE(1440-60-4)

Safety Data

• Hazardous Substances Data: 1440-60-4(Hazardous Substances Data)

Usage

General Description

2-Chloro-1-Piperidin-1-yl-Ethanone is a chemical compound often used in scientific research, notably in the synthesis of other chemical compounds. This substance features a piperidine ring, which is a common motif in many natural and pharmaceutical compounds. As its name suggests, the structure of the compound includes an ethanone and a chloride attached to different positions on the piperidine ring. The compound is typically kept in a sealed, airtight container, stored in a cool and dry place. It needs to be handled with care due to its potential reactivity and should be used by trained professionals or under professional supervision. Full information about its physical and chemical properties, potential hazards, or toxicity isn't easily accessible and hence, it's recommended to adopt the best safety practices while manipulating this compound.

InChI:InChI=1/C7H12ClNO/c8-6-7(10)9-4-2-1-3-5-9/h1-6H2

Upstream product

• 110-89-4 piperidine 
• 22118-09-8 2-bromoacetyl chloride 
• 1796-25-4 1-(2-bromoacetyl)piperidine 
• 79-11-8 chloroacetic acid 
• 79-04-9 chloroacetyl chloride 

Downstream Products

• 163629-10-5 1-(piperidinocarbonylmethyl)-2-methyl-indole 
• 1015685-05-8 rac-6-chloro-3-(4-chloro-benzyl)-3-cyclohexylamino-1-(2-oxo-2-piperidin-1-yl-ethyl)-1,3-dihydro-indol-2-one 
• 105495-19-0 2-phenylsulfonyl-1-piperidinoethanone 
• 105495-21-4 trans-1-phenylsulfonyl-1-azabicyclo<4.2.0>octan-8-one 
• 105495-20-3 2-diazo-2-phenylsulfonyl-1-piperidinoethanone 
• 881771-93-3 1-(piperidin-1-yl)-2-(p-tosyl)ethan-1-one 
• 121557-69-5 1-(piperidin-1-yl)-2-(p-tolyl)ethan-1-one 
• 1222834-75-4 (E)-diethyl 4-(2-(3-(piperidin-1-yl)-3-oxoprop-1-enyl)phenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate 

Relevant articles and documents

Synthesis, Evaluation and Molecular Docking of Thiazolopyrimidine Derivatives as Dipeptidyl Peptidase IV Inhibitors

A series of thiazolopyrimidine derivatives was designed, synthesized and screened for in-vitro inhibition of Dipeptidyl Peptidase IV (DPP IV). The SAR study indicated the influence of substituted chemical modifications on thiazolopyrimidine scaffold. Comp

A C-3-Selective Direct Alkylation of Coumarins by Using a Microwave-Assisted Xanthate-Based Radical Reaction

A xanthate-based oxidative radical process for the direct alkylation of the coumarin ring system is presented. In the reaction, a vinylic and unactivated C-H bond of the coumarin system is replaced by an α-acyl functionality under neutral conditions. This reaction has a high reaction site selectivity, which can realize alkylation at the C-3 position. A vinylic and unactivated C-H bond of the coumarin system is replaced by an alkyl functionality trough a xanthate-based radical reaction (DLP = dilauroyl peroxide).

Asymmetric synthesis of pochonin e and F, revision of their proposed structure, and their conversion to potent Hsp90 inhibitors

A concise and modular synthesis of pochonin E and F, and their epimers at C-6 established the correct stereochemistry of these two natural products. Several members of the pochonin family have been shown to bind the heat shock protein 90 (Hsp90), which has been the focus of intense drug discovery efforts. Pochonin E and F as well as their epimers were derivatized into the corresponding pochoximes and further modified at the C-6 position. Molecular dynamics simulations, docking studies, and Hsp90 affinity measurements were performed to evaluate the impact of these modifications.

Structure–activity relationship investigation of coumarin–chalcone hybrids with diverse side-chains as acetylcholinesterase and butyrylcholinesterase inhibitors

Chalcones containing tertiary amine side-chains have potent activity as acetylcholinesterase (AChE) inhibitors. However, the effects of the location of the tertiary amine groups as well as of other groups on AChE and butyrylcholinesterase (BChE) activity have not been reported. Here, we report the synthesis and testing of 36 new coumarin–chalcone hybrids (5d–7j, 9d–11f, 12k–13m) against AChE and BChE. The nature and position of the chalcone substituents had major effects on inhibitory activity as well as selectivity for AChE over BChE. Compounds with para-substituted chalcone fragments in which the substituents were choline-like had potent activity against AChE and poor activity against BChE, while ortho-substituted analogs exhibited an opposite effect. Replacement of the terminal amine groups by amide, alkyl or alkenyl groups abrogated activity. Compound 5e showed potent inhibitory activity (IC50=0.15±0.01μmol/L) and good selectivity for AChE over BChE (ratio 27.4), and a kinetic study showed that 5e exhibited mixed-type inhibition against AChE. Computational docking results indicate that 5e binds to Trp 279, Tyr334 and Trp 84 in AChE, but only to Trp 82 in BChE. Overall, the results show that coumarin–chalcone hybrids with choline-like side-chains have promising activity and selectivity against AChE and be promising therapeutic leads for Alzheimer’s disease.

Synthesis, evaluation and molecular docking of prolyl-fluoropyrrolidine derivatives as dipeptidyl peptidase IV inhibitors

A series of prolyl-fluoropyrrolidine derivatives were designed, synthesized and screened for in vitro inhibition of dipeptidyl peptidase IV. The SAR study revealed the influence of substituted chemical modifications on dipeptidyl peptidase IV inhibitory activity. Among all the compounds screened, compound 9 (IC50 = 0.83 μm) and 10 (IC50 = 0.43 μm) possessing aryl substituted piperazine with acetamide linker resulted as most potent dipeptidyl peptidase IV inhibitors. Both the compounds 9 and 10 resulted significant reduction in glucose excursion during oral glucose tolerance test in streptozotocin-induced diabetic rat model at single dose of 10 mg/kg. Molecular docking studies were performed to illustrate the probable binding mode and interactions of prolyl-fluoropyrrolidine nucleus and its derivatives at binding site of receptor. The fluoropyrrolidine moiety of prolyl-fluoropyrrolidine derivatives occupied S1 pocket as observed in the crystal structure (PDB id: 2FJP). The compounds 9 and 10 were observed to occupy S2 binding pocket and were observed to have interaction with Arg125, Tyr547 and Ser630 acquired through hydrogen bond. The aryl moiety at piperazine ring was found to extend into the cavity and interacted with Arg358. The observed interactions signalled that occupancy of the highly hydrophobic S2 pocket is very crucial for dipeptidyl peptidase IV inhibitory activity. A series of prolyl-fluoropyrrolidine derivatives were synthesized and evaluated for inhibition of dipeptidyl peptidase IV (DPP IV) for treatment of Type 2 diabetes. The binding position of docked compounds (stick rendering) in the binding pocket of DPP IV.

Indoles and 1-(3-(benzyloxy)benzyl)piperazines: Reversible and selective monoamine oxidase B inhibitors identified by screening an in-house compound library

The therapeutic indications for monoamine oxidases A and B (MAO-A and MAO-B) inhibitors that have emerged from biological studies on animal and cellular models of neurological and oncological diseases have focused drug discovery projects upon identifying

Synthesis and Evaluation of Bakuchiol Derivatives as Potent Anti-inflammatory Agents in Vitro and in Vivo

Bakuchiol, a prenylated phenolic monoterpene derived from the fruit of Psoralen corylifolia L. (Buguzhi), is widely used to treat tumors, viruses, inflammation, and bacterial infections. In this study, we designed and synthesized 30 bakuchiol derivatives