25233-46-9

Basic information

• Product Name: 3-OXO-N-M-TOLYL-BUTYRAMIDE
• Synonyms: m-Acetoacetotoluidide(6CI,8CI);3'-Methylacetoacetanilide;N-(3-Methylphenyl)acetoacetamide;NSC165881
• CAS NO: 25233-46-9
• Molecular Formula: C₁₁H₁₃NO₂
• Molecular Weight: 191.2264
• Mol File: 25233-46-9.mol
• Article Data: 10

Chemical Properties

• Melting Point: 57-58 °C
• Boiling Point: 372.3 °C at 760 mmHg
• Flash Point: 160 °C
• Appearance: /
• Density: 1.132 g/cm³
• Vapor Pressure: 9.69E-06mmHg at 25°C
• Refractive Index: 1.56
• PKA: 11.28±0.46(Predicted)
• CAS DataBase Reference: 3-OXO-N-M-TOLYL-BUTYRAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-OXO-N-M-TOLYL-BUTYRAMIDE(25233-46-9)
• EPA Substance Registry System: 3-OXO-N-M-TOLYL-BUTYRAMIDE(25233-46-9)

Safety Data

• Hazardous Substances Data: 25233-46-9(Hazardous Substances Data)

Usage

General Description

3-OXO-N-M-TOLYL-BUTYRAMIDE, also known as β-Keto-N-methylbenzylbutyramide, is a chemical compound with the molecular formula C14H17NO2. It is a β-keto amphetamine derivative and a novel psychoactive substance that is structurally related to cathinone and amphetamine. 3-OXO-N-M-TOLYL-BUTYRAMIDE is a designer drug with stimulant and empathogenic effects, and it is often sold as a "research chemical" or "legal high." Its psychoactive properties make it popular for recreational use, but it also poses significant health risks and has been linked to adverse reactions and overdose cases. 3-OXO-N-M-TOLYL-BUTYRAMIDE is regulated in many countries due to its potential for abuse and harm.

InChI:InChI=1/C11H13NO2/c1-8-4-3-5-10(6-8)12-11(14)7-9(2)13/h3-6H,7H2,1-2H3,(H,12,14)

Upstream product

• 105-45-3 acetoacetic acid methyl ester 
• 108-44-1 1-amino-3-methylbenzene 
• 1694-31-1 tert-butyl acetoacetate 
• 141-97-9 ethyl acetoacetate 
• 5394-63-8 2,2,6-trimethyl-4H-1,3-dioxin-4-one 
• 674-82-8 4-methyleneoxetan-2-one 

Downstream Products

• 138201-44-2 N'-[1-Methyl-2-m-tolylcarbamoyl-eth-(E)-ylidene]-phosphorohydrazidic acid diphenyl ester 
• 161095-64-3 4,7-dimethyl-1-<(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)biphenyl-4-yl)methyl>-1,2-dihydroquinolin-2-one 
• 1452145-56-0 C₁₈H₂₀N₂O 
• 1452145-08-2 C₂₉H₂₉N₃O₃ 
• 53761-46-9 1,4,7-trimethyl-1H-quinolin-2-one 
• 1448691-76-6 4-hydroxy-4-methyl-2-(m-tolyl)-2-azaspiro[4.4]nonan-1-one 
• 1393729-26-4 2,6-dimethyl-4-oxo-N,1-di-m-tolyl-1,4-dihydropyridine-3-carboxamide 
• 61643-59-2 2-[1-Ethoxy-meth-(E)-ylidene]-3-oxo-N-m-tolyl-butyramide 

Relevant articles and documents

Ru-NHC-Catalyzed Asymmetric Hydrogenation of 2-Quinolones to Chiral 3,4-Dihydro-2-Quinolones

Direct enantioselective hydrogenation of unsaturated compounds to generate chiral three-dimensional motifs is one of the most straightforward and important approaches in synthetic chemistry. We realized the Ru(II)-NHC-catalyzed asymmetric hydrogenation of 2-quinolones under mild reaction conditions. Alkyl-, aryl- and halogen-substituted optically active dihydro-2-quinolones were obtained in high yields with moderate to excellent enantioselectivities. The reaction provides an efficient and atom-economic pathway to construct simple chiral 3,4-dihydro-2-quinolones. The desired products could be further reduced to tetrahydroquinolines and octahydroquinolones.

Enantioselective α-Amination of Acyclic 1,3-Dicarbonyls Catalyzed by N-Heterocyclic Carbene

Herein, we describe a method for the catalytic enantioselective α-amination of α-substituted acyclic 1,3-ketoamides and 1,3-amidoesters that affords the products possessing N-substituted quaternary stereocenters with a chiral N-heterocyclic carbene (NHC). The reaction is based on the utilization of an intrinsic Br?nsted base characteristic of NHC that enables the catalytic formation of a chiral ion pair comprising the enolate and the azolium ion. A series of challenging open-chain α-substituted 1,3-dicarbonyls are aminated via this method with ee's of ≤99%.

Facile eco-friendly synthesis of novel chromeno[4,3-b]pyridine-2,5-diones and evaluation of their antimicrobial and antioxidant properties

Rapid and facile access to novel chromeno[4,3-b]pyridine-2,5-dione derivatives was achieved by a mild base catalysed reaction of 4-chloro-3-formylcoumarin and acetoacetamides in PEG-300 as recyclable solvent. The compounds were evaluated for their antimicrobial activities against 3 Gram-positive and 3 Gram-negative bacteria (Staphylococcus epidermis, Vibrio parahaemolyticus, Bacillus subtilis, Escherichia coli, Staphylococcus aureus and Klebsiella pneumonia) with Cefotaxime control. They were further subjected to antioxidant studies using DPPH test with ascorbic acid control. While compounds 5d and 5k showed promising broad spectrum antibacterial properties against all the evaluated bacteria, compound 5g exhibited good antioxidant properties. [Figure not available: see fulltext.]