92-15-9

Basic information

• Product Name: o-Acetoacetaniside
• Synonyms: 1-Acetoacetylamino-2-methoxybenzene;2’-methoxyacetoacetanilide;2-acetoacetanisidide;2-Acetoacetylaminoanisole;2'-Methoxyacetoacetanilide;2-Methoxyacetoacetanilide;2-Methoxyanilid kyseliny acetoctove;2-methoxyanilidkyselinyacetoctove
• CAS NO: 92-15-9
• Molecular Formula: C₁₁H₁₃NO₃
• Molecular Weight: 207.23
• EINECS: 202-131-0
• Product Categories: Intermediates of Dyes and Pigments;Aromatic amine products;Amides;Carbonyl Compounds;Organic Building Blocks
• Mol File: 92-15-9.mol
• Article Data: 20

Chemical Properties

• Melting Point: 85-87 °C(lit.)
• Boiling Point: 346.25°C (rough estimate)
• Flash Point: 179.3 °C
• Appearance: Off-white powder
• Density: 1.1320
• Vapor Density: 7
• Vapor Pressure: 9.32E-06mmHg at 25°C
• Refractive Index: 1.5100 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 11.26±0.46(Predicted)
• CAS DataBase Reference: o-Acetoacetaniside(CAS DataBase Reference)
• NIST Chemistry Reference: o-Acetoacetaniside(92-15-9)
• EPA Substance Registry System: o-Acetoacetaniside(92-15-9)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• WGK Germany: 1
• RTECS: BZ5600000
• Hazardous Substances Data: 92-15-9(Hazardous Substances Data)

Usage

Chemical Properties

Off-white powder

Uses

o-Acetoacetaniside is used a intermediate for the manufacture of organic pigments.

Safety Profile

A skin and eye irritant. When heated to decomposition it emits toxic fumes of NOx, Combustible when exposed to heat or flame or oxidizing materials. To fight fire, use CO2, mist, dry chemicals.

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

Upstream product

• 674-82-8 4-methyleneoxetan-2-one 
• 90-04-0 2-methoxy-phenylamine 
• 141-97-9 ethyl acetoacetate 
• 6358-31-2 2-[(2-methoxy-4-nitrophenyl)azo]-N-(2-methoxyphenyl)-3-oxobutanamide 
• 5394-63-8 2,2,6-trimethyl-4H-1,3-dioxin-4-one 
• 105-45-3 acetoacetic acid methyl ester 
• 691-45-2 acetylketene 

Downstream Products

• 42056-95-1 2-(hydroxyimino)-3-oxo-N-(2-methoxyphenyl)butanamide 
• 99840-99-0 3-amino-crotonic acid o-anisidide 
• 100061-20-9 acetoacetic acid-(2-methoxy-5-nitro-anilide) 
• 6375-00-4 3-acetoacetylamino-4-methoxy-benzenesulfonic acid 
• 93650-79-4 (2-Hydroxy-5-sulfamoyl-phenylazo)-2-methoxy-acetoacetanilid 
• 139050-63-8 4-(2-methoxyphenylcarbamoyl)-3-methyl-6,6-diphenyl-1,2-dioxan-3-ol 
• 123768-05-8 2-Methylquinoline-3-(o-methoxycarboxanilide) 
• 937733-19-2 1-acetyl-N-(2-methoxyphenyl)cyclopropanecarboxamide 
• 6528-34-3 C₁₈H₁₈N₄O₆ 
• 906088-90-2 2-[1,3]dithiolan-2-ylidene-N-(2-methoxy-phenyl)-3-oxo-butyramide 
• 1155709-17-3 (Z)-N-(2-methoxyphenyl)-2-(1,3-oxathiolan-2-ylidne)-3-oxobutanamide 
• 1182302-29-9 C₂₂H₂₂N₂O₄ 
• 1149747-99-8 N-(2-methoxyphenyl)-3-(phenylamino)-3-thioxopropanamide 
• 1235891-38-9 C₂₂H₁₉N₃O₃ 

Relevant articles and documents

Structure-Activity Relationship Studies of Tetrahydroquinolone Free Fatty Acid Receptor 3 Modulators

Free fatty acid receptor 3 (FFA3, previously GPR41) is activated by short-chain fatty acids, mediates health effects of the gut microbiota, and is a therapeutic target for metabolic and inflammatory diseases. The shortage of well-characterized tool compounds has however impeded progress. Herein, we report structure-activity relationship of an allosteric modulator series and characterization of physicochemical and pharmacokinetic properties of selected compounds, including previous and new tools. Two representatives, 57 (TUG-1907) and 63 (TUG-2015), showed improved solubility and preserved potency. Of these, 57, with EC50 = 145 nM and a solubility of 33 μM, showed high clearance in vivo but is a preferred tool in vitro. In contrast, 63, with EC50 = 162 nM and a solubility of 9 μM, showed lower clearance and seems better suited for in vivo studies. Using 57, we demonstrate for the first time that FFA3 activation leads to calcium mobilization in murine dorsal root ganglia.

COMPOUNDS ACTIVE TOWARDS BROMODOMAINS

Disclosed are compounds towards bromodomains, pharmaceutical compositions containing the compounds and use of the compounds in therapy.

NOVEL COMPOUND WITH ANTIBACTERIAL ACTIVITY

A compound represented by the general formula (I) or a salt thereof having a potent antibacterial activity against bacteria that have acquired resistance to quinolones, and a medicament for prophylactic and/or therapeutic treatment of an infectious disease containing the compound or a salt thereof as an active ingredient, as well as a medicament for prophylactic and/or therapeutic treatment of an infectious disease containing a combination of the compound or a salt thereof, and a quinolone.