111881-78-8

Basic information

• Product Name: 6-(4-chlorophenyl)-4,6-dioxohexanoic acid
• Synonyms: 6-(4-chlorophenyl)-4,6-dioxohexanoic acid
• CAS NO: 111881-78-8
• Molecular Formula: C₁₂H₁₁ClO₄
• Molecular Weight: 255
• Mol File: 111881-78-8.mol
• Article Data: 4

Chemical Properties

• Melting Point: 144-145 °C
• Boiling Point: 455.1±25.0 °C(Predicted)
• Appearance: /
• Density: 1.335±0.06 g/cm3(Predicted)
• PKA: 4.48±0.17(Predicted)
• CAS DataBase Reference: 6-(4-chlorophenyl)-4,6-dioxohexanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 6-(4-chlorophenyl)-4,6-dioxohexanoic acid(111881-78-8)
• EPA Substance Registry System: 6-(4-chlorophenyl)-4,6-dioxohexanoic acid(111881-78-8)

Safety Data

• Hazardous Substances Data: 111881-78-8(Hazardous Substances Data)

Upstream product

• 99-91-2 para-chloroacetophenone 
• 152036-67-4 Succinic acid mono-[1-(4-methoxycarbonyl-phenyl)-vinyl] ester 
• 152036-66-3 Succinic acid mono-[1-(4-cyano-phenyl)-vinyl] ester 
• 152036-65-2 Succinic acid mono-[1-(4-methoxy-phenyl)-vinyl] ester 
• 152036-68-5 Succinic acid mono-[1-(4-chloro-phenyl)-vinyl] ester 
• 108-30-5 succinic acid anhydride 

Downstream Products

• 1443778-00-4 3-(5-(4-chlorophenyl)-1-(6-methoxypyridazin-3-yl)-1Hpyrazol-3-yl)-1-morpholinopropan-1-one 
• 1443777-99-8 3-(5-(4-chlorophenyl)-1-(6-methoxypyridazin-3-yl)-1Hpyrazol-3-yl)-1-(piperidin-1-yl)propan-1-one 
• 1254703-78-0 C₁₆H₁₃ClN₄O₃ 
• 1087032-91-4 3-(5-(4-chlorophenyl)-1-(6-methoxypyridazin-3-yl)-1H-pyrazol-3-yl)propanoic acid 
• 153708-81-7 3-(5-(4-chlorophenyl)-1-(3-chloropyridazin-6-yl)-3-pyrazolyl]propionic acid 
• 114150-93-5 methyl 3-[5-(4-chlorophenyl)-1-(4-methoxyphenyl)-1H-pyrazol-3-yl]propionate 
• 114150-42-4 3-[5-(4-Chlorophenyl)-1-(4-methoxyphenyl)-3-pyrazolyl]propionic acid 
• 114151-49-4 3-[5-(4-Chloro-phenyl)-1-(4-methoxy-phenyl)-1H-pyrazol-3-yl]-propionyl chloride 
• 149065-93-0 3-<3-(4-chlorophenyl)-1-(4-methoxyphenyl)-5-pyrazolyl>-N-hydroxy-N-methylpropanamide 
• 144192-64-3 6-(4-chlorophenyl)-4-(N-hydroxy-N-methylamino)-6-oxo-N-hydroxy-N-methyl-4-hexenamide 
• 144192-63-2 O-(N-methylamino)-6-(4-chlorophenyl)-4,6-dioxohexanoate 
• 142791-64-8 6-(4-chlorophenyl)-4,6-dioxo-N-hydroxy-N-methylhexanamide 
• 103475-41-8 tepoxalin 
• 142791-63-7 5-<1-(4-chlorophenyl)-1-oxoethanylidene>-3,4-dihydrofuran-2-one 

Relevant articles and documents

Synthesis of 1,5-diarylpyrazol-3-propanoic acids towards inhibition of cyclooxygenase-1/2 activity and 5-lipoxygenase-mediated LTB4 formation

A set of 25 derivatives of 3-[1-(6-substituted-pyridazin-3-yl)-5-(4- substitutedphenyl)-1H-pyrazol-3-yl]propanoic acids has been synthesized and evaluated for their in vitro cyclooxygenase-1/2 (COX-1/ 2) inhibitory activity using assays with purified COX-1 and COX-2 enzymes as well as for their 5-lipoxygenase (5-LO)-mediated LTB4 formation inhibitory activity using an assay with activated human polymorphonuclear leukocytes (PMNL). Among the synthesized compounds, especially 4g showed COX-1 (IC50 = 1.5 μM) and COX-2 (IC50 = 1.6 μM) inhibitory activity, whereas compounds 4b and 4 f resulted in the inhibition of 5-LO-mediated LTB4 formation at 14 μM and 12 μM IC50 values, respectively, without any significant inhibition on COX isoforms. ECV · Editio Cantor Verlag.

The regioselective synthesis of tepoxalin, 3-[5-(4-chlorophenyl)-1-(4-methoxyphenyl)-3-pyrazolyl]-N-hydroxy-N-me thylpropanamide and related 1,5-diarylpyrazole anti-inflammatory agents

Tepoxalin, a potent anti-inflammatory agent, and its analogs can be synthesized by condensing an appropriate arylhydrazine hydrochloride and a 6-aryl-4,6-dioxohexanoic acid in alcohol with a base catalyst. These diarylpyrazolylpropanoic acids can be converted to their N-methylhydroxamic acids by generating the requisite acid chloride, and allowing it to react with N-methylhydroxylamine.