25233-47-0

Basic information

• Product Name: M-ACETOACETANISIDIDE
• Synonyms: N-(3-METHOXYPHENYL)-3-OXOBUTANAMIDE;3-METHOXY-ACETOACETANILIDE;M-ACETOACETANISIDIDE;N-(3-Methoxyphenyl)-3-oxobutyramide;N-(3-Methoxyphenyl)acetoacetamide;Butanamide, N-(3-methoxyphenyl)-3-oxo-
• CAS NO: 25233-47-0
• Molecular Formula: C₁₁H₁₃NO₃
• Molecular Weight: 207.23
• Mol File: 25233-47-0.mol
• Article Data: 18

Chemical Properties

• Boiling Point: 403.7°Cat760mmHg
• Flash Point: 198°C
• Appearance: /
• Density: 1.173g/cm³
• Vapor Pressure: 9.95E-07mmHg at 25°C
• Refractive Index: 1.552
• PKA: 11.19±0.46(Predicted)
• CAS DataBase Reference: M-ACETOACETANISIDIDE(CAS DataBase Reference)
• NIST Chemistry Reference: M-ACETOACETANISIDIDE(25233-47-0)
• EPA Substance Registry System: M-ACETOACETANISIDIDE(25233-47-0)

Safety Data

• Hazardous Substances Data: 25233-47-0(Hazardous Substances Data)

Usage

General Description

M-acetoacetanisidide is a chemical compound that belongs to the category of organic compounds known as beta-keto-esters. It is a yellow solid with a molecular formula of C12H15NO3 and a molecular weight of 221.3 g/mol. M-acetoacetanisidide is commonly used as an intermediate in the synthesis of pharmaceuticals and other organic compounds. Its structure contains both ketone and ester functional groups, making it versatile for use in different chemical reactions. M-acetoacetanisidide is also used in the production of dyes and pigments, and as a reagent in organic synthesis. It is important to handle this compound with care as it may be harmful if it comes into contact with the skin or is ingested.

InChI:InChI=1/C11H13NO3/c1-8(13)6-11(14)12-9-4-3-5-10(7-9)15-2/h3-5,7H,6H2,1-2H3,(H,12,14)

Upstream product

• 674-82-8 4-methyleneoxetan-2-one 
• 536-90-3 m-Anisidine 
• 141-97-9 ethyl acetoacetate 
• 105-45-3 acetoacetic acid methyl ester 
• 5394-63-8 2,2,6-trimethyl-4H-1,3-dioxin-4-one 

Downstream Products

• 94711-69-0 (2-Hydroxy-5-sulfamoyl-phenylazo)-3-methoxy-acetoacetanilid 
• 112697-66-2 2-Methyl-[1,8]naphthyridine-3-carboxylic acid (3-methoxy-phenyl)-amide 
• 674-82-8 4-methyleneoxetan-2-one 
• 536-90-3 m-Anisidine 
• 1565871-05-7 (E)-N-(3-methoxyphenyl)-2-oxo-4-phenyl-6-styryl-1,2,3,4-tetrahydropyrimidine-5-carboxamide 
• 306287-17-2 ethyl 2-amino-5-((3-methoxyphenyl)carbamoyl)-4-methylthiophene-3-carboxylate 
• 167763-99-7 N-benzyl-7-methoxy-4-methylquinolin-2(1H)-one 
• 61304-90-3 N-phenyl-7-methoxy-4-methylquinolin-2(1H)-one 
• 1607003-02-0 3-acetyl-1-(3-methoxyphenyl)-1H-chromeno[4,3-b]pyridine-2,5-dione 
• 1588498-94-5 C₁₅H₁₉NO₃ 
• 1416792-51-2 C₁₃H₁₅NO₃ 

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.

Discovery and Optimization of Novel, Selective Histone Methyltransferase SET7 Inhibitors by Pharmacophore- and Docking-Based Virtual Screening

Histone methyltransferases are involved in various biological functions, and these methylation regulating enzymes' abnormal expression or activity has been noted in several human cancers. Within this context, SET domain-containing (lysine methyltransferase) 7 (SET7, also called KMT7, SETD7, SET9) is of increasing significance due to its diverse roles in biological functions and diseases, such as diabetes, cancers, alopecia areata, atherosclerotic vascular disease, HIV, and HCV. In this study, DC-S100, which was discovered by pharmacophore- and docking-based virtual screening, was identified as the hit compound of SET7 inhibitor. Structure-activity relationship (SAR) analysis was performed on analogs of DC-S100 and according to the putative binding mode of DC-S100, structure modifications were made to improve its activity. Of note, compounds DC-S238 and DC-S239, with IC50 values of 4.88 and 4.59 μM, respectively, displayed selectivity for DNMT1, DOT1L, EZH2, NSD1, SETD8, and G9a. Taken together, DC-S238 and DC-S239 can serve as leads for further investigation as SET7 inhibitors and the chemical toolkits for functional biology studies of SET7.

Ligand-enabled γ-C-H olefination and carbonylation: Construction of β-quaternary carbon centers

Monoselective γ-C-H olefination and carbonylation of aliphatic acids has been accomplished by using a combination of a quinoline-based ligand and a weakly coordinating amide directing group. The reaction provides a new route for constructing richly functionalized all-carbon quaternary carbon centers at the β-position of aliphatic acids.