66521-53-7

Basic information

• Product Name: 3-DIMETHYLAMINO-1-PYRIDIN-4-YL-PROPENONE
• Synonyms: 3-(DIMETHYLAMINO)-1-(4-PYRIDINYL)-2-PROPEN-1-ONE;3-DIMETHYLAMINO-1-PYRIDIN-4-YL-PROPENONE;(E)-3-(Dimethylamino)-1-(Pyridin-4-Yl)Prop-2-En-1-One;(E)-3-DIMETHYLAMINO-1-PYRIDIN-4-YL-PROPENONE;(2E)-3-(Dimethylamino)-1-pyridin-4-ylprop-2-en-1-one;(2E)-3-(Dimethylamino)-1-(4-pyridinyl)-2-propen-1-one;(E)-3-dimethylamino-1-(4-pyridyl)prop-2-en-1-one;3-dimethylamino-1-(4-pyridyl)prop-2-en-1-one
• CAS NO: 66521-53-7
• Molecular Formula: C₁₀H₁₂N₂O
• Molecular Weight: 176.22
• Mol File: 66521-53-7.mol
• Article Data: 18

Chemical Properties

• Melting Point: 89 °C(Solv: ethanol (64-17-5))
• Boiling Point: 281.4±36.0 °C(Predicted)
• Appearance: /
• Density: 1.070±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 6.04±0.70(Predicted)
• CAS DataBase Reference: 3-DIMETHYLAMINO-1-PYRIDIN-4-YL-PROPENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-DIMETHYLAMINO-1-PYRIDIN-4-YL-PROPENONE(66521-53-7)
• EPA Substance Registry System: 3-DIMETHYLAMINO-1-PYRIDIN-4-YL-PROPENONE(66521-53-7)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• HazardClass: IRRITANT
• Hazardous Substances Data: 66521-53-7(Hazardous Substances Data)

Usage

General Description

3-DIMETHYLAMINO-1-PYRIDIN-4-YL-PROPENONE is a chemical compound with the molecular formula C11H14N2O. It is a yellow to brown powder that is soluble in organic solvents. 3-DIMETHYLAMINO-1-PYRIDIN-4-YL-PROPENONE is commonly used in the synthesis of pharmaceuticals and agricultural chemicals. It is also used as a reagent in organic chemistry reactions, particularly in the preparation of heterocyclic compounds. 3-DIMETHYLAMINO-1-PYRIDIN-4-YL-PROPENONE has potential applications in the development of new drugs and agrochemicals due to its unique chemical structure and reactivity. However, it is important to handle this compound with care as it can be hazardous if not properly managed.

Upstream product

• 1122-54-9 methyl (4-pyridyl) ketone 
• 68-12-2 N,N-dimethyl-formamide 
• 1188-33-6 N,N-dimethylformamide diethyl diacetal 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 

Downstream Products

• 898563-69-4 4-[2-(4-benzyloxy-phenyl)-2H-pyrazol-3-yl]-pyridine 
• 874779-72-3 4-(pyridin-4-yl)pyrimidine-2-thiol 

Relevant articles and documents

HERBICIDAL COMPOUNDS

Compounds of the formula (I) wherein the substituents are as defined in claim 1, useful as a pesticides, especially as herbicides.

A Facile Synthesis and Drug Design of Some New Heterocyclic Compounds Incorporating Pyridine Moiety and Their Antimicrobial Evaluation

Background: An efficient synthesis of hitherto unreported 4-heteroarylpyridines was described via regioselective 1,3-dipolar cycloaddition reactions of 3-(dimethylamino)-1-(pyridin-4-yl)prop-2-en-1-one (2) with nitrilimines 4a-h to afford the corresponding pyrazole derivatives 6a-h. Hydrazinolysis of 6a-c,e-f yielded the respective pyrazolopyridazines 7a-f. The enaminone 2 reacts also with 6-aminothiouracil (8) to yielded thione 9. The reaction of 9 with hydrazonoyl chlorides 3 yielded products 13a-h. Pyridine analogs substituted in the 4-position with a pyridinones 18, 20, 22 or naphthofuran 24 were also synthesized. The structures of the newly synthesized compounds were confirmed by spectral data and elemental analyses. Method: The newly synthesized products were evaluated for their antimicrobial activities. Results: The results revealed that compounds 18 and 24 have good activities compared with Cefepime reference drug. Moreover, the computational studies using MOE 2014.09 software are confirming the results in biological activity.

Metal-Free Route for the Synthesis of 4-Acyl-1,2,3-Triazoles from Readily Available Building Blocks

Functionalized 1,2,3-triazole heterocycles have been known for a long time and hold an extraordinary potential in diverse research areas ranging from medicinal chemistry to material science. However, the scope of therapeutically important 1-substituted 4-acyl-1H-1,2,3-triazoles is much less explored, probably due to the lack of synthetic methodologies of good scope and practicality. Here, we describe a practical and efficient one-pot multicomponent reaction for the synthesis of α-ketotriazoles from readily available building blocks such as methyl ketones, N,N-dimethylformamide dimethyl acetal, and organic azides with 100 % regioselectivity. This reaction is enabled by the in situ formation of an enaminone intermediate followed by its 1,3-dipolar cycloaddition reaction with an organic azide. We effectively utilized the developed strategy for the derivatization of various heterocycles and natural products, a protocol which is difficult or impossible to realize by other means.