112677-06-2

Basic information

• Product Name: (E)-3-(DIMETHYLAMINO)-1-(1H-PYRROL-2-YL)PROP-2-EN-1-ONE
• Synonyms: (E)-3-(DIMETHYLAMINO)-1-(1H-PYRROL-2-YL)PROP-2-EN-1-ONE;(2E)-3-(dimethylamino)-1-(1H-pyrrol-2-yl)prop-2-en-1-one
• CAS NO: 112677-06-2
• Molecular Formula: C₉H₁₂N₂O
• Molecular Weight: 164.2
• Mol File: 112677-06-2.mol

Chemical Properties

• Melting Point: 191-193 °C(Solv: hexane (110-54-3))
• Boiling Point: 294.4±36.0 °C(Predicted)
• Appearance: /
• Density: 1.097±0.06 g/cm3(Predicted)
• PKA: 14.88±0.50(Predicted)
• CAS DataBase Reference: (E)-3-(DIMETHYLAMINO)-1-(1H-PYRROL-2-YL)PROP-2-EN-1-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-3-(DIMETHYLAMINO)-1-(1H-PYRROL-2-YL)PROP-2-EN-1-ONE(112677-06-2)
• EPA Substance Registry System: (E)-3-(DIMETHYLAMINO)-1-(1H-PYRROL-2-YL)PROP-2-EN-1-ONE(112677-06-2)

Safety Data

• Hazardous Substances Data: 112677-06-2(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
(E)-3-(DIMETHYLAMINO)-1-(1H-PYRROL-2-YL)PROP-2-EN-1-ONE is used as a reagent in the organic synthesis industry for the preparation of various compounds. Its unique structure allows for versatile reactions and the creation of a wide range of products.
Used as a Precursor in Pharmaceutical Synthesis:
In the pharmaceutical industry, (E)-3-(DIMETHYLAMINO)-1-(1H-PYRROL-2-YL)PROP-2-EN-1-ONE serves as a precursor for the synthesis of different pharmaceuticals and fine chemicals. Its role in the development of new drugs is significant, as it can be used to create a variety of medicinal compounds.
Used in the Synthesis of Pyrrole-based Ligands:
(E)-3-(DIMETHYLAMINO)-1-(1H-PYRROL-2-YL)PROP-2-EN-1-ONE is also used as a building block for the synthesis of pyrrole-based ligands. These ligands have applications in catalysis and other chemical processes, making the compound an important component in the development of catalysts for various industrial applications.
Used in the Development of Therapeutic Applications:
Furthermore, (E)-3-(DIMETHYLAMINO)-1-(1H-PYRROL-2-YL)PROP-2-EN-1-ONE has been studied for its potential therapeutic applications. It holds promise in the development of new drugs for the treatment of various medical conditions, contributing to the advancement of healthcare and pharmaceutical research.

Upstream product

• 1072-83-9 2-Acetylpyrrole 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 5815-08-7 tert-Butoxybis(dimethylamino)methane 
• 98-86-2 acetophenone 

Downstream Products

• 289499-66-7 2-(2-methoxycarbonylphenylhydrazono)-3-oxo-3-(2-pyrrolyl)propanal 
• 289497-30-9 2-(2-cyanophenylhydrazono)-3-oxo-3-(2-pyrrolyl)propanal 
• 1360875-85-9 2-amino-3-(4-fluorophenylazo)-7-(1H-pyrrol-2-yl)pyrazolo[1,5-a]pyrimidine 
• 1360875-79-1 1.3-diphenyl-4-(1H-pyrrol-2-yl)pyrazolo[3,4-b]pyridine 
• 1360875-82-6 2-methyl-3-phenyl-7-(1H-pyrrol-2-yl)pyrazolo[1,5-a]pyrimidine 
• 1360875-81-5 2-phenyl-7-(1H-pyrrol-2-yl)pyrazolo[1,5-a]pyrimidine 
• 1259371-65-7 1,3,5-tri(2-pyrroloyl)benzene 
• 1360875-84-8 2-amino-3-(4-methylphenylazo)-7-(1H-pyrrol-2-yl)pyrazolo[1,5-a]pyrimidine 
• 1360875-83-7 2-amino-3-phenylazo-7-(1H-pyrrol-2-yl)pyrazolo[1,5-a]pyrimidine 

Relevant articles and documents

Synthesis, characterization, and antimicrobial activity investigations of ruthenium (II)–bipyridine complexes of ciprofloxacin derivatives

A series of ruthenium (II) complexes derived from the reaction between cis-bis (2,2′-bipyridine) dichloro ruthenium (II) dihydrate and enaminone derivatives of ciprofloxacin were synthesized and fully characterized using elemental analysis, cyclic voltammetry and different spectroscopic techniques (Uv–vis, FTIR, NMR, mass spectroscopy, and X-ray photoelectron spectrometry (XPS)). The isolated compounds were tested for their antibacterial and antifungal activities against gram-negative and gram-positive bacteria. The FTIR data revealed that ciprofloxacin derivatives act as bidentate ligands through the pyridone carbonyl and the carboxylate oxygen atom. The UV–visible data showed that the charge transfer CT band is blue shifted upon the coordination of the ciprofloxacin derivatives compared to the CT band of the parent complex. The XPS results revealed the characteristic peaks of Ru3p3/2 and Ru3p1/2 as well as Ru3d5/2 and Ru3d3/2, which confirmed the assembly of the ruthenium (II) ciprofloxacin derivative complexes. Cyclic voltammetry data showed that the ciprofloxacin enaminone derivatives have a similar reduction potential for the Ru (II)/Ru (III) redox couple, and it revealed that the coordination of the ruthenium (II) ion altered the redox property of the ligands and enhanced their electron transfer rate. The electrochemical and the UV–visible results suggest that the ciprofloxacin derivative ligands are (Formula presented.) -acceptor ligands. Further, the complexes showed higher antibacterial activities than the parent ciprofloxacin antibiotic and did not show antifungal activities among the tested fungi strains.

L-proline-catalyzed activation of methyl ketones or active methylene compounds and DMF-DMA for syntheses of (2E)-3-dimethylamino-2- propen-1-ones

A cascade organocatalysis is reported for the nucleophilic and electrophilic dual activation taking place in the reaction of methyl ketones or active methylene compounds with DMF-DMA (N,N-dimethylformamide dimethyl acetal). L-Proline serves as an efficient organocatalyst in the covalent and noncovalent synchronous mode for the ambiphilic activation of various aryl, heteroaryl, and styryl methyl ketones, cyclic ketones, and 1,3-diketones with DMF-DMA to achieve the convenient syntheses of the versatile synthons (2E)-1-aryl/ heteroaryl/styryl-3-(dimethylamino)-2-propen-1-ones, (E)-α- [(dimethylamino)formylidene]cycloalkanones, and (E)-2-(dimethylamino) formylidene-1,3-diketones in high yields under solvent-free conditions.

Efficient organocatalytic dual activation strategy for preparing the versatile synthons (2 E)-1-(Het)aryl/styryl-3-(dimethylamino)prop-2-en-1-ones and -(E)-[(dimethylamino)methylene]cycloalkanones

A novel organocatalytic dual activation strategy is reported for an efficient synthesis of the versatile synthons (2E)-1-aryl/heteroaryl/styryl-3- (dimethylamino)prop-2-en-1-ones and -(E)-[(dimethylamino)methylene] cycloalkanones. 2-Guanidinoacetic acid (10 mol%) serves as an ambifunctional organocatalyst for the reaction of various aryl/heteroaryl/styryl methyl ketones and cyclic ketones having an -methylene moiety with N,N-dimethylformamide dimethyl acetal at 100 C for 1-3 hours under solvent-free conditions to afford the corresponding (2E)-3-(dimethylamino)prop-2-en-1-ones in 72-95% yields. Georg Thieme Verlag Stuttgart - New York.

Reaction of β-dimethylaminovinyl ketones with hydroxylamine: A simple and useful method for synthesis of 3- and 5-substituted isoxazoles

(Chemical Equation Presented) The regioselective synthesis of 3- and 5-substituted-isoxazoles from the reaction of β-dimethylaminovinyl ketones [R-C(O)CH=CH-NMe2, where R = Ph, MeO-4-C6H4, F-4-C6H4, C

Microwave assisted condensation reactions of 2-aryl hydrazonopropanals with nucleophilic reagents and dimethyl acetylenedicarboxylate

The reaction of methyl ketones 1a-g with dimethylformamide dimethylacetal (DMFDMA) afforded the enaminones 2a-g, which were coupled with diazotized aromatic amines 3a,b to give the corresponding aryl hydrazones 6a-h. Condensation of compounds 6a-h with so

1-Substituted 3-Dimethylaminoprop-2-en-1-ones as Building Blocks in Heterocyclic Synthesis: Routes to 6-Aryl and 6-Heteroaryl-2H-pyran-2-ones and 6- and 4-Aryl-pyridin-2(1H)-ones

Several new 6-substituted-3-acylamino-2H-pyran-2-ones 6 a-j are prepared from the reaction of the enaminones 4 a-f with N-acyl- and N-benzoyl-glycines. The enaminones 4 a-c react with malononitrile in ethanol solution and in presence of a base to yield th

4,5,6-substituted-N-(substituted-phenyl)-2-pyrimidinamines

This disclosure describes novel 4,5,6-substituted-N-(substituted-phenyl)-2-pyrimidinamines having anti-asthmatic activity.