1805-03-4

Basic information

• Product Name: Propanedioic acid, [2-(dimethylamino)ethyl](phenylmethyl)-, diethyl ester
• CAS NO: 1805-03-4
• Molecular Formula: C18H27NO4
• Molecular Weight: 321.417
• Mol File: 1805-03-4.mol

Chemical Properties

• CAS DataBase Reference: Propanedioic acid, [2-(dimethylamino)ethyl](phenylmethyl)-, diethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Propanedioic acid, [2-(dimethylamino)ethyl](phenylmethyl)-, diethyl ester(1805-03-4)
• EPA Substance Registry System: Propanedioic acid, [2-(dimethylamino)ethyl](phenylmethyl)-, diethyl ester(1805-03-4)

Safety Data

• Hazardous Substances Data: 1805-03-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Propanedioic acid, [2-(dimethylamino)ethyl](phenylmethyl)-, diethyl ester is used as a chemical intermediate for the synthesis of various pharmaceuticals. Its unique structure allows it to be a key component in the development of new drugs, contributing to the advancement of medicinal chemistry.
Used in Agrochemical Industry:
In the agrochemical sector, this compound is utilized as a precursor in the production of various agrochemicals. Its role in the synthesis of active ingredients for pesticides and other agricultural products highlights its importance in ensuring effective crop protection and yield enhancement.
Used in Fine Chemicals Industry:
Propanedioic acid, [2-(dimethylamino)ethyl](phenylmethyl)-, diethyl ester is also employed in the fine chemicals industry, where it is used as a building block for the synthesis of specialty chemicals. These fine chemicals have applications in various fields, including fragrances, dyes, and other high-value chemical products.
Used in Organic Synthesis:
Propanedioic acid, [2-(dimethylamino)ethyl](phenylmethyl)-, diethyl
ester is used as a versatile building block in organic synthesis, enabling the creation of a wide range of organic molecules. Its presence in various chemical reactions contributes to the development of new materials and compounds with diverse applications across different industries.

Upstream product

• 607-81-8 diethyl 2-benzylmalonate 
• 107-99-3 2-(dimethylamino)ethyl chloride 

Downstream Products

• 92501-97-8 2-benzyl-2-[2-(dimethylamino)ethyl]malonic acid 
• 92039-36-6 [2-(1H-inden-2-yl)ethyl]dimethylamine 
• 3409-21-0 2-[2-(dimethylamino)ethyl]indan-1-one 
• 92196-07-1 2-[2-(dimethylamino)-ethyl]indan-1-ol 
• 94908-88-0 2-(2-Dimethylamino-aethyl)-3-(1-phenyl-aethyl)-inden 
• 94308-47-1 dimethyl-[2-(3-pyridin-2-ylmethyl-inden-2-yl)-ethyl]-amine 
• 94308-48-2 2-(2-Dimethalamino-ethyl)-3-pyridin-3-yl-methyl-inden 
• 94308-49-3 2-(2-Dimethalamino-ethyl)-3-pyridin-4-yl-methyl-inden 
• 97017-79-3 dimethyl-{2-[3-(1-methyl-1-pyridin-2-yl-ethyl)-inden-2-yl]-ethyl}-amine 
• 98131-72-7 dimethyl-{2-[3-(1-pyridin-2-yl-propyl)-inden-2-yl]-ethyl}-amine 
• 3409-22-1 Dimethyl-{2-[3-(phenyl-pyridin-2-yl-methyl)-1H-inden-2-yl]-ethyl}-amine 
• 19340-58-0 3-benzyl-2-oxo-tetrahydro-furan-3-carboxylic acid 

Relevant articles and documents

Structure-activity relationships of dimethindene derivatives as new M2-selective muscarinic receptor antagonists

A series of 2,3-disubstituted indenes, which are analogues of the widely used histamine H1 receptor antagonist dimethindene, have been synthesized and studied as muscarinic and histamine receptor antagonists. The affinities of these compounds for the five human muscarinic receptor subtypes (M1-M5) and for human histamine H1 receptors were determined in radioligand binding studies using membranes from transfected Chinese hamster ovary (CHO) cells and [3H]N-methylscopolamine ([3H]NMS). The results demonstrate that the diisopropyl analogue 19 has a similar high affinity as (S)-dimethindene at M2 receptors ((S)-dimethindene: pKi = 7.52; (-)-19: pKi = 7.37) with an improved selectivity pattern ((S)-dimethindene: M2/M1 = 6-fold, M2/M3 = 5-fold, M2/M4 = 10-fold, M2/M5 = 25-fold; (-)-19: M2/M1 = 36-fold, M2/M3 = 96-fold, M2/M4 = 42-fold, M2/M5 = 275-fold). In addition, compound (-)-19 showed 35-fold lower affinity at histamine H1 receptors (pKi = 5.61) than (S)-dimethindene (pKi = 7.16). Another interesting compound is the fluoroethyl derivative 20 (pKi/M2 = 7.49), which also exhibits a higher M2 selectivity (M2/M1 = 19-fold; M2/M3 = 22-fold; M2/M4 13-fold; M2/M5 = 62-fold) than (S)-dimethindene. Unfortunately, compound 20 also shows a high affinity for histamine H1 receptors (pKi = 8.14). The compound with the highest affinity for M2 receptors (pKi = 7.91), the dimethylaminomethylene analogue 31, displayed only a small preference for M2 receptors. In conclusion, compound (-)-19 might be useful to test the hypothesis that blockade of muscarinic M2 receptors in the brain is a viable mechanism by which to produce improved cognition. This second-generation dimethindene analogue might also be the starting point for the development of M2-selective muscarinic antagonists useful for quantifying M2 receptors in the central nervous system with positron emission tomography imaging.