75055-73-1

Basic information

• Product Name: 1-(4-PYRIDINYL)-1,3-BUTANEDIONE
• Synonyms: 1-(4-PYRIDINYL)-1,3-BUTANEDIONE;4-Acetoacetylpyridine;1-(4-Pyridyl)-1,3-butanedione;1-(pyridin-4-yl)butane-1,3-dione;1-(PYRIDIN-4-YL)BUTANE-1,3-DIONE(WXC08134)
• CAS NO: 75055-73-1
• Molecular Formula: C₉H₉NO₂
• Molecular Weight: 163.17
• Mol File: 75055-73-1.mol
• Article Data: 8

Chemical Properties

• Melting Point: 66-67℃
• Boiling Point: 291℃
• Flash Point: 134℃
• Appearance: /
• Density: 1.130
• Vapor Pressure: 0.00197mmHg at 25°C
• Refractive Index: 1.5300 (estimate)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 1-(4-PYRIDINYL)-1,3-BUTANEDIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-PYRIDINYL)-1,3-BUTANEDIONE(75055-73-1)
• EPA Substance Registry System: 1-(4-PYRIDINYL)-1,3-BUTANEDIONE(75055-73-1)

Safety Data

• Hazardous Substances Data: 75055-73-1(Hazardous Substances Data)

Usage

General Description

1-(4-Pyridinyl)-1,3-butanedione, also known as acetylacetone, is a chemical compound with the formula C5H7NO2. It is a yellow, viscous liquid at room temperature and is used in various industrial and laboratory applications. Acetylacetone contains a β-diketone functional group, which is a versatile ligand in coordination chemistry and forms stable complexes with many metals. It is also used as a precursor for the synthesis of various organic compounds and is a key building block in the production of pharmaceuticals, fragrances, and dyes. Additionally, acetylacetone has applications in the production of resins, plasticizers, and adhesives, and is used as a stabilizer for certain polymers.

InChI:InChI=1/C9H9NO2/c1-7(11)6-9(12)8-2-4-10-5-3-8/h2-5H,6H2,1H3

Upstream product

• 2459-09-8 4-pyridinecarboxylic acid, methyl ester 
• 67-64-1 acetone 
• 1122-54-9 methyl (4-pyridyl) ketone 
• 141-78-6 ethyl acetate 
• 1570-45-2 isonicotinic acid ethylester 
• 19524-06-2 4-bromopyridine hydrochloride 
• 1508657-03-1 C₁₁H₁₁NO₃ 
• 872-85-5 pyridine-4-carbaldehyde 

Downstream Products

• 131197-02-9 4-[2-(3-chloro-2-methyl-phenyl)-5-methyl-2H-pyrazol-3-yl]-pyridine 
• 131197-01-8 4-[1-(3-chloro-2-methyl-phenyl)-5-methyl-1H-pyrazol-3-yl]-pyridine 
• 131197-00-7 4-[2-(5-chloro-2-methoxy-phenyl)-5-methyl-2H-pyrazol-3-yl]-pyridine 
• 131196-99-1 4-[1-(5-chloro-2-methoxy-phenyl)-5-methyl-1H-pyrazol-3-yl]-pyridine 
• 107915-27-5 4-[2-(3-chloro-phenyl)-5-methyl-2H-pyrazol-3-yl]-pyridine 
• 107915-26-4 4-[1-(3-chloro-phenyl)-5-methyl-1H-pyrazol-3-yl]-pyridine 
• 107915-28-6 4-[2-(2-chloro-phenyl)-5-methyl-2H-pyrazol-3-yl]-pyridine 
• 55-22-1 pyridine-4-carboxylic acid 
• 67-64-1 acetone 
• 1437219-40-3 C₂₄H₁₉F₂N₃O₂ 
• 1437219-43-6 C₁₈H₁₆FN₃O₂ 
• 18704-51-3 1-(2-Methoxy-ethyl)-4-(3-methyl-5-isoxazolyl)-pyridiniumchlorid 
• 20242-36-8 1-Cyclopropylmethyl-4-(3-methyl-5-isoxazolyl)-pyridiniumbromid 

Relevant articles and documents

Discovery of pyrazole N-aryl sulfonate: A novel and highly potent cyclooxygenase-2 (COX-2) selective inhibitors

Based on a new pyrazole sulfonate synthetic method, a novel class of molecules with a basic structure of pyrazole N-aryl sulfonate have been designed and synthesized. The interest in conducting intensive research stems from quite evident anti-inflammatory effects exhibited by the compounds in preliminary animal experiments. A series of compounds were synthesized by different substitutions of the R1, R2, and R3 groups. Within the series, 4-iodophenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate and phenyl 5-methyl-3-(4-(trifluoromethyl) phenyl)-1H-pyrazole-1-sulfonate exhibited excellent anti-inflammatory activity (% inhibition of auricular edemas = 27.0 and 35.9, respectively); the in vivo analgesic activity of phenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate and 2-chlorophenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate was confirmed to be effective (inhibition ratio of writhing = 50.7% and 48.5% separately), and compounds phenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate, 4-iodophenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate and 2-chlorophenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate were identified as selective COX-2 inhibitors (SI = 455, 10,497 and >189 severally). In Acute Oral Toxicity assays conducted in vivo, the lethal dose 50 (LD50) of 4-iodophenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate and 2-chlorophenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate to mice was >2000 mg/kg BW.

Direct synthesis of 1,3-dicarbonyl compounds via radical coupling of aldehydes with ketones under metal-free conditions

An efficient approach for the synthesis of 1,3-diketones from aldehydes and ketones has been developed using Bu4NI (TBAI) as the catalyst. In the presence of DTBP-TBHP/p-TsOH, aldehydes undergo radical coupling with ketones to provide the desired products in moderate to high yields at 120 °C. Although various substituents on the aromatic ring of aldehydes are well tolerable under the standard reaction conditions, the protocol is limited by the scope of ketones. The method exhibits advantages in terms of the easy access of the starting materials, operational simplicity, functional group tolerance, and the absence of metal catalyst.

PYRAN-SPIROCYCLIC PIPERIDINE AMIDES AS MODULATORS OF ION CHANNELS

The invention relates to pyran spirocyclic piperidine amide compounds useful as inhibitors of ion channels. The invention also provides pharmaceutically acceptable compositions comprising the compounds of the invention and methods of using the composition