145546-80-1

Basic information

• Product Name: 2-[(E)-(1-BENZYL-4-PIPERIDINYL)METHYLIDENE]-5,6-DIMETHOXY-1-INDANONE
• Synonyms: Donepezil Related Compound A (25 mg) ((E)-2-[(1-benzylpiperidin-4-yl)methylene]-5,6-dimethoxyindan-1-one);Donepezil related coMpound A;(2E)-Dehydrodonepezil;Donepezil Related Compound A(USP);(2E)-Dehydrodonepezil\n\n(Donepezil Impurity)
• CAS NO: 145546-80-1
• Molecular Formula: C24H27 N O3
• Molecular Weight: 377.48
• Mol File: 145546-80-1.mol
• Article Data: 25

Chemical Properties

• Boiling Point: 542.8±50.0 °C(Predicted)
• Appearance: /
• Density: 1.209±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 8.17±0.10(Predicted)
• CAS DataBase Reference: 2-[(E)-(1-BENZYL-4-PIPERIDINYL)METHYLIDENE]-5,6-DIMETHOXY-1-INDANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[(E)-(1-BENZYL-4-PIPERIDINYL)METHYLIDENE]-5,6-DIMETHOXY-1-INDANONE(145546-80-1)
• EPA Substance Registry System: 2-[(E)-(1-BENZYL-4-PIPERIDINYL)METHYLIDENE]-5,6-DIMETHOXY-1-INDANONE(145546-80-1)

Safety Data

• Hazardous Substances Data: 145546-80-1(Hazardous Substances Data)

Usage

Description

2-[(E)-(1-BENZYL-4-PIPERIDINYL)METHYLIDENE]-5,6-DIMETHOXY-1-INDANONE is a complex organic compound with a unique molecular structure. It is characterized by its indanone core, which is substituted with a 1-benzyl-4-piperidinyl group and a (E)-configuration of the double bond. The molecule also features two methoxy groups at the 5,6-positions, which may contribute to its potential applications.

Uses

Used in Pharmaceutical Industry:
2-[(E)-(1-BENZYL-4-PIPERIDINYL)METHYLIDENE]-5,6-DIMETHOXY-1-INDANONE is used as a nootropic agent for enhancing cognitive function and memory. Its structure is derived from Donepezil, a known acetylcholinesterase inhibitor, which suggests that it may have similar mechanisms of action in improving cognitive performance.
Used in Research and Development:
In the field of medicinal chemistry, this compound serves as a valuable research tool for understanding the structure-activity relationships of nootropic agents and acetylcholinesterase inhibitors. It can be used to develop new drugs with improved efficacy and fewer side effects.
Used in Drug Synthesis:
As a derivative of Donepezil, 2-[(E)-(1-BENZYL-4-PIPERIDINYL)METHYLIDENE]-5,6-DIMETHOXY-1-INDANONE may be utilized in the synthesis of novel drugs with potential applications in the treatment of Alzheimer's disease and other cognitive disorders. Its unique structure could provide new insights into the design of more effective therapeutic agents.

Upstream product

• 22065-85-6 N-benzyl-4-formylpiperidine 
• 4693-38-3 3-chloro-1-(3,4-dimethoxyphenyl)propan-1-one 
• 2107-69-9 5,6-dimethoxy-1-indanone 
• 100-52-7 benzaldehyde 
• 134256-32-9 N-benzyl-2-(2-hydroxyethyl)piperidine 
• 77034-34-5 ethyl N-benzylpipecolinate 
• 1025909-53-8 (1-benzylpiperidin-2-yl)acetaldehyde 
• 2107-70-2 3,4-methoxycinnamic acid 
• 2747-08-2 2-bromo-5,6-dimethoxy-1-indanone 
• 67686-01-5 1-benzyl-4-piperidinemethanol 
• 24228-40-8 N-benzyl isonipecotic acid ethyl ester 
• 100-44-7 benzyl chloride 
• 1126-09-6 4-carbethoxypiperidine 
• 197010-20-1 2-((1-benzyl-piperidin-4-yl)-hydroxymethyl)-5,6-dimethoxyindan-1-one 

Relevant articles and documents

Purification method of donepezil hydrochloride key intermediate compound (by machine translation)

The invention discloses a purification method of a donepezil hydrochloride key intermediate compound, and the crude molecular formula of the compound (I) is shown in the specification. Solid potassium fluoride (KFFFAl) on alumina2 O3 In the presence C6 -C12 In the aromatic hydrocarbon-containing organic solvent, the reaction 70 - 110 °C is stirred at 0.5 - 3h to obtain a high-purity compound (I), in C. 6 -C12 The benzene-containing aromatic hydrocarbon organic solvent is selected from benzene, toluene and xylene, is simple and convenient to operate, high in yield and good in product purity, and is suitable for industrial production. (by machine translation)

Basic Anion-Exchange Resin-Catalyzed Aldol Condensation of Aromatic Ketones with Aldehydes in Continuous Flow

A general method for the aldol condensation of aromatic ketones with aldehydes was developed under continuous-flow conditions using a commercially available, strongly basic anion-exchange resin (A26) as catalyst. This procedure, in addition to exhibiting a wide substrate scope, promoted carbon-carbon bond formation under mild conditions using a quasi-stoichiometric ratio of starting reagents with good to excellent yields, thereby forming a limited amount of waste and allowing the process to be applied to sequential-flow systems. A proof of concept was developed in the first fully heterogeneously catalyzed two-step flow synthesis of donepezil, which is a blockbuster commercial anti-Alzheimer's drug.

Industrially scalable synthesis of anti-alzheimer drug donepezil

This paper describes a simple, efficient and industrially scalable total synthesis of donepezil hydrochloride. The article also reported the X-ray studies of the 2-(1-benzylpiperidin-4-ylmethyliden)-5,6-dimethoxyindan-1-one, an intermediate in the synthesis of donepezil. The crystal structure analysis of 2-(1-benzylpiperidin-4-ylmethyliden)-5,6-dimethoxyindan-1-one shows that it crystallizes in monoclinic class under the space group P121/c1 with cell parameters, a = 17.2992(7) ?, b = 10.1999(4) ?, c = 11.9539(5) ?, β = 103.450(2)°, V = 2051.42(15) ?3 and Z = 4.