1222-61-3

Basic information

• Product Name: (2Z)-3-[4-(dimethylamino)phenyl]-2-phenylprop-2-enenitrile
• Synonyms: (2Z)-3-[4-(Dimethylamino)phenyl]-2-phenyl-2-propenenitrile; Benzene, 1-dimethylamino-4-(2-cyano-2-phenylethenyl)
• CAS NO: 1222-61-3
• Molecular Formula: C₁₇H₁₆N₂
• Molecular Weight: 248.3223
• Mol File: 1222-61-3.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 403.9°C at 760 mmHg
• Flash Point: 174°C
• Density: 1.109g/cm³
• Vapor Pressure: 9.85E-07mmHg at 25°C
• Refractive Index: 1.644
• CAS DataBase Reference: (2Z)-3-[4-(dimethylamino)phenyl]-2-phenylprop-2-enenitrile(CAS DataBase Reference)
• NIST Chemistry Reference: (2Z)-3-[4-(dimethylamino)phenyl]-2-phenylprop-2-enenitrile(1222-61-3)
• EPA Substance Registry System: (2Z)-3-[4-(dimethylamino)phenyl]-2-phenylprop-2-enenitrile(1222-61-3)

Safety Data

• Hazardous Substances Data: 1222-61-3(Hazardous Substances Data)

Usage

Description

(2Z)-3-[4-(dimethylamino)phenyl]-2-phenylprop-2-enenitrile, also known as DMAPN, is a yellow powder with a molecular formula of C18H17N3. It is a compound commonly used as a building block in organic synthesis and pharmaceutical research. DMAPN is known for its potential as a versatile intermediate in the synthesis of various biologically active compounds, including pharmaceuticals and agrochemicals.

Uses

Used in Pharmaceutical Research:
(2Z)-3-[4-(dimethylamino)phenyl]-2-phenylprop-2-enenitrile is used as a building block for the synthesis of various biologically active compounds, particularly in the development of pharmaceuticals. Its versatility as an intermediate allows for the creation of a wide range of potential therapeutic agents.
Used in Medicinal Chemistry:
(2Z)-3-[4-(dimethylamino)phenyl]-2-phenylprop-2-enenitrile is used as a valuable target for research and development in the field of medicinal chemistry. Its potential antiproliferative, anticancer, and anti-inflammatory activities make it a promising candidate for further investigation and application in the development of new drugs.
Used in Agrochemicals:
(2Z)-3-[4-(dimethylamino)phenyl]-2-phenylprop-2-enenitrile is also used as an intermediate in the synthesis of various agrochemicals. Its potential applications in this industry include the development of new pesticides, herbicides, and other agricultural chemicals that can improve crop yields and protect against pests.

Upstream product

• 140-29-4 phenylacetonitrile 
• 100-10-7 4-dimethylamino-benzaldehyde 
• 1703-46-4 N,N-dimethyl-4-hydroxymethylaniline 
• 36874-95-0 4-(dimethylaminomethyl)benzaldehyde 

Downstream Products

• 733675-64-4 3-(4-dimethylamino-phenyl)-2-phenyl-propylamine 
• 1233-55-2 2-phenyl-3c-(3-nitro-4-dimethylamino-phenyl)-acrylonitrile 
• 34277-10-6 trans-α-phenyl-β-4-trimethylammoniophenylacrylonitrile iodide 
• 74897-82-8 2.3-diphenyl-1c-(4-dimethylamino-phenyl)-propen-⁽¹⁾-one-⁽³⁾ 
• 111293-79-9 2,3c-bis-(4-dimethylamino-phenyl)-acrylonitrile 
• 52565-66-9 (E)-3-(4-dimethylaminophenyl)-2-phenylacrylonitrile 
• 140-29-4 phenylacetonitrile 
• 6582-06-5 (Z)-3-[4-(dimethylamino)phenyl]-2-(4-methoxyphenyl)acrylonitrile 

Relevant articles and documents

Accelerated Discovery of α-Cyanodiarylethene Photoswitches

Cyanodiarylethene chromophores are able to undergo constitutional exchange via dynamic covalent chemistry (DCC). During this process, the central ethylene bridge of the molecular scaffold can be broken and thereby enables the assembly of a new combination of aryl moieties around the reformed ethylene bridge. The reversible CC double bond exchange has exemplarily been investigated using α-cyanostilbenes. Establishing a dynamic equilibrium reaction from α-cyanodiarylethene with arylacetonitriles under mild conditions has been the basis to access constitutional libraries of new photoswitches with potentially improved properties. When subject to irradiation with light of adequate wavelength, α-cyanodiarylethenes undergo Z/E isomerization followed by ring-closure. By screening the thus accessible dynamic chromophore libraries using a desired detection wavelength, we could identify specific dithienyl analogues that exhibit three-state photochromism. The combination of dynamic constitutional libraries of functional chromophores in combination with the light-guided screening and selection should lead to more rapid exploration of structural diversity dye chemistry.

α-Cyanostilbene based fluorophores: Aggregation-induced enhanced emission, solvatochromism and the pH effect

A series of α-cyanostilbenes substituted with dimethylaniline, diphenylaniline and carbazole was synthesized and their optical spectroscopic properties in homogeneous solvents, the dioxane-water binary mixture and the solid state were investigated. Stilbe

(Z)-2-(2-bromophenyl)-3-{[4-(1-methyl-piperazine)amino]phenyl}acrylonitrile (DG172): An orally bioavailable PPARβ/δ-selective ligand with inverse agonistic properties

The ligand-regulated nuclear receptor peroxisome proliferator-activated receptor β/δ (PPARβ/δ) is a potential pharmacological target due to its role in disease-related biological processes. We used TR-FRET-based competitive ligand binding and coregulator