30625-58-2

Basic information

• Product Name: (E)-4-(4-dimethylaminophenyl)but-3-en-2-one
• Synonyms: (E)-4-(4-dimethylaminophenyl)but-3-en-2-one;4-(4-(Dimethylamino)phenyl)-3-buten-2-one
• CAS NO: 30625-58-2
• Molecular Formula: C₁₂H₁₅NO
• Molecular Weight: 189.2536
• Mol File: 30625-58-2.mol
• Article Data: 17

Chemical Properties

• Melting Point: 134 °C(Solv: benzene (71-43-2); methanol (67-56-1)(95:5))
• Boiling Point: 340.6°Cat760mmHg
• Flash Point: 132.6°C
• Appearance: /
• Density: 1.039g/cm³
• PKA: 4.88±0.24(Predicted)
• CAS DataBase Reference: (E)-4-(4-dimethylaminophenyl)but-3-en-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-4-(4-dimethylaminophenyl)but-3-en-2-one(30625-58-2)
• EPA Substance Registry System: (E)-4-(4-dimethylaminophenyl)but-3-en-2-one(30625-58-2)

Safety Data

• Hazardous Substances Data: 30625-58-2(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 70, p. 3073, 1948 DOI: 10.1021/ja01189a069

Upstream product

• 4743-82-2 4-oxo-2-pentenoic acid 
• 28611-39-4 4-(dimethylamino)benzene-boronic acid 
• 1067-71-6 Diethyl (2-oxopropyl)phosphonate 
• 100-10-7 4-dimethylamino-benzaldehyde 
• 1439-36-7 1-triphenylphosphoranylidene-2-propanone 
• 67-64-1 acetone 

Downstream Products

• 69045-27-8 7t-phenyl-1t-(4-dimethylamino-phenyl)-heptatrien-(1.4t.6)-one-⁽³⁾ 
• 932022-17-8 6-[2-(4-N,N-dimethylaminophenyl)vinyl]-4-methylthio-2-oxo-2H-pyran-3-carbonitrile 
• 1017278-74-8 5-(4-dimethylaminophenyl)-7-hydroxy-7-methyl-5H-2,3,6,7-tetrahydrothiazolo[2,3-a]pyrimidine 
• 1042682-10-9 4-[4-(dimethylamino)phenyl]-5-fluoro-5,5-bis(phenylsulfonyl)pentan-2-one 
• 1421697-03-1 (4S,12bS)-4-(4-(dimethylamino)phenyl)-12-tosyl-1,3,4,6,7,12b-hexahydroindolo[2,3-a]quinolizin-2(12H)-one 
• 1421697-19-9 (4R,12bS)-4-(4-(dimethylamino)phenyl)-12-tosyl-1,3,4,6,7,12b-hexahydroindolo[2,3-a]quinolizin-2(12H)-one 
• 1444512-09-7 (1E,4E)-1-(4-(3-bromopropoxy)phenyl)-5-(4-(dimethylamino)phenyl)penta-1,4-dien-3-one 
• 1444512-16-6 (1E,4E)-1-(4-(5-bromopentyloxy)phenyl)-5-(4-(dimethylamino)phenyl)penta-1,4-dien-3-one 
• 101717-70-8 4-(4-(dimethylamino)phenyl)-4-phenylbutan-2-one 
• 1445137-28-9 C₂₁H₂₄N₂O₄S 
• 55420-64-9 3-bromo-4-(4-dimethylamino-phenyl)-but-3-en-2-one 
• 120049-61-8 4-(4'-dimethylaminophenyl)-2-butanol 
• 34292-27-8 4t-(4-dimethylamino-phenyl)-but-3-en-2-one-phenylhydrazone 

Relevant articles and documents

Design, green synthesis, antioxidant activity screening, and evaluation of protective effect on cerebral ischemia reperfusion injury of novel monoenone monocarbonyl curcumin analogs

Antioxidants with high efficacy and low toxicity have the potential to treat cerebral ischemia reperfusion injury (CIRI). Dienone monocarbonyl curcumin analogs (DMCA) capable of overcoming the instability and pharmacokinetic defects of curcumin possess notable antioxidant activity but are found to be significantly toxic. In this study, a novel skeleton of the monoenone monocarbonyl curcumin analogue sAc possessing reduced toxicity and improved stability was designed on the basis of the DMCA skeleton. Moreover, 32 sAc analogs were obtained by applying a green, simple, and economical synthetic method. Multiple sAc analogs with an antioxidant protective effect in PC12 cells were screened using an H2O2-induced oxidative stress damage model, and quantitative evaluation of structure–activity relationship (QSAR) model with regression coefficient of R2 = 0.918921 was built through random forest algorithm (RF). Among these compounds, the optimally active compound sAc15 elicited a potent protective effect on cell growth of PC12 cells by effectively eliminating ROS generation in response to oxidative stress injury by activating the Nrf2/HO-1 antioxidant signaling pathway. In addition, sAc15 exhibited good protection against CIRI in the mice middle cerebral artery occlusion (MCAO) model. In this paper, we provide a novel class of antioxidants and a potential compound for stroke treatment.

Enantioselective NiH/Pmrox-Catalyzed 1,2-Reduction of α,β-Unsaturated Ketones

The enantioselective 1,2-reduction of α,β-unsaturated ketones was achieved using a NiH catalyst in the presence of pinacolborane. This mild process represents a general method to access a wide variety of structurally diverse α-chiral allylic alcohols in excellent yields and enantioselectivity, as well as very high levels of ambidoselectivity for 1,2- over 1,4-reduction. Furthermore, for reactions on a 10 mmol scale, catalyst loadings as low as 0.5 mol % could be employed to deliver product without any detrimental effect on the yield, enantio-, or ambidoselectivity.

A promiscuous de Novo retro-aldolase catalyzes asymmetric michael additions via Schiff base intermediates

Recent advances in computational design have enabled the development of primitive enzymes for a range of mechanistically distinct reactions. Here we show that the rudimentary active sites of these catalysts can give rise to useful chemical promiscuity. Sp