2703-27-7

Basic information

• Product Name: 4-[(4-chlorophenyl)hydrazono]cyclohexa-2,5-dien-1-one
• CAS NO: 2703-27-7
• Molecular Formula: C₁₂H₉ClN₂O
• Molecular Weight: 232.6657
• Mol File: 2703-27-7.mol
• Article Data: 23

Chemical Properties

• Boiling Point: 356.9°C at 760 mmHg
• Flash Point: 169.7°C
• Density: 1.25g/cm³
• Vapor Pressure: 2.83E-05mmHg at 25°C
• Refractive Index: 1.612
• CAS DataBase Reference: 4-[(4-chlorophenyl)hydrazono]cyclohexa-2,5-dien-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4-[(4-chlorophenyl)hydrazono]cyclohexa-2,5-dien-1-one(2703-27-7)
• EPA Substance Registry System: 4-[(4-chlorophenyl)hydrazono]cyclohexa-2,5-dien-1-one(2703-27-7)

Safety Data

• Hazardous Substances Data: 2703-27-7(Hazardous Substances Data)

Upstream product

• 3470-39-1 1,3-bis(p-chlorophenyl)triazene 
• 108-95-2 phenol 
• 17333-85-6 4-chlorophenyldiazonium salt 
• 2028-74-2 p-chlorobenzenediazonium chloride 
• 17440-81-2 triethylammonium 
• 106-47-8 4-chloro-aniline 
• 614-26-6 4,4'-bis(chloro)azoxybenzene 
• 4340-77-6 4-chloroazobenzene 

Downstream Products

• 106783-43-1 [4-(4-chloro-phenylazo)-phenoxy]-acetic acid methyl ester 
• 27147-07-5 2-hydroxy-5-(p-chlorophenylazo)benzaldehyde 
• 1042658-30-9 2,2'-(4-(hydroxy)-1,3-phenylene)bis(1-(4-chlorophenyl)diazene) 
• 40473-79-8 (4-chloro-phenyl)-(4-methoxy-phenyl)-diazene 
• 2497-46-3 1-acetoxy-4-(4-chloro-phenylazo)-benzene 
• 17440-81-2 triethylammonium 
• 195374-20-0 2-[(dimethylamino)methyl]-4-[(4-chlorophenyl)azo]phenol 

Relevant articles and documents

The selective synthesis ofN-arylbenzene-1,2-diamines or 1-arylbenzimidazoles by irradiating 4-methoxy-4′-substituted-azobenzenes in different solvents

The solvent-controllable photoreaction of 4-methoxyazobenzenes to afford 1-aryl-1H-benzimidazoles orN-arylbenzene-1,2-diamines has been studied. The irradiation of 4-methoxyazobenzenes in DMF containing 0.5 M hydrochloric acid providedN2-aryl-4-methoxybenzene-1,2-diamines as the major product, while irradiation in acetal containing 0.16 M hydrochloric acid led to 1-aryl-6-methoxy-2-methyl-1H-benzimidazoles as the major product. A possible reaction mechanism explaining the selectivity was also discussed.

Novel Phenyldiazenyl Fibrate Analogues as PPAR α/γ/δ Pan-Agonists for the Amelioration of Metabolic Syndrome

The development of PPARα/γ dual or PPARα/γ/δ pan-agonists could represent an efficacious approach for a simultaneous pharmacological intervention on carbohydrate and lipid metabolism. Two series of new phenyldiazenyl fibrate derivatives of GL479, a previously reported PPARα/γ dual agonist, were synthesized and tested. Compound 12a was identified as a PPAR pan-agonist with moderate and balanced activity on the three PPAR isoforms (α, γ, δ). Moreover, docking experiments showed that 12a adopts a different binding mode in PPARγ compared to PPARα or PPARδ, providing a structural basis for further structure-guided design of PPAR pan-agonists. The beneficial effects of 12a were evaluated both in vitro, on the expression of PPAR target key metabolic genes, and ex vivo in two rat tissue inflammatory models. The obtained results allow considering this compound as an interesting lead for the development of a new class of PPAR pan-agonists endowed with an activation profile exploitable for therapy of metabolic syndrome.

Synthesis and anticancer activities of 4-[(Halophenyl)diazenyl]phenol and 4-[(Halophenyl)diazenyl]phenyl aspirinate derivatives against nasopharyngeal cancer cell lines

Aspirin and azo derivatives have been widely studied and have drawn considerable attention due to diverse biological activities. In this study, a series of 4-[(halophenyl)diazenyl]phenyl aspirinate derivatives were synthesized from the reaction of aspirin