244059-05-0

Basic information

• Product Name: benzonitrile, 4-(6-phenyl-1,3,5-hexatrien-1-yl)-
• Synonyms: 4-(6-Phenylhexa-1,3,5-trien-1-yl)benzonitrile
• CAS NO: 244059-05-0
• Molecular Formula: C₁₉H₁₅N
• Molecular Weight: 257.3291
• Mol File: 244059-05-0.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 478.403°C at 760 mmHg
• Flash Point: 244.99°C
• Density: 1.08g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.619
• CAS DataBase Reference: benzonitrile, 4-(6-phenyl-1,3,5-hexatrien-1-yl)-(CAS DataBase Reference)
• NIST Chemistry Reference: benzonitrile, 4-(6-phenyl-1,3,5-hexatrien-1-yl)-(244059-05-0)
• EPA Substance Registry System: benzonitrile, 4-(6-phenyl-1,3,5-hexatrien-1-yl)-(244059-05-0)

Safety Data

• Hazardous Substances Data: 244059-05-0(Hazardous Substances Data)

Upstream product

• 13466-40-5 5-phenylpenta-2,4-dienal 
• 20430-33-5 (4-cyanobenzyl)triphenylphosphonium chloride 
• 26104-68-7 (p-cyanobenzyl)triphenylphosphonium bromide 

Downstream Products

• 36288-23-0 chrysene-3-carbonitrile 

Relevant articles and documents

Synthesis and characterization of fluorescent ligands for the norepinephrine transporter: Potential neuroblastoma imaging agents

Radiolabeled m-iodobenzylguanidine (MIBG) is a tumor-seeking radioactive drug used in the diagnosis and treatment of pheochromocytomas and neuroblastomas. It is transported into the tumor cells by the neuronal norepinephrine (NE) transporter (NET) which is expressed in almost all neuroblastoma cells. Here, we describe the synthesis and some pharmacological properties of a series of fluorescent compounds structurally related to the NET substrate, MIBG, or to the NET inhibitors, (-)-(2R,3S)-cocaine and nisoxetine. Three of 10 synthesized fluorescent compounds, 1-(1- naphthylmethyl)guanidinium sulfate (1), 1-[2-(dibenz[b,f]azepin-5- yl)ethyl]guanidinium sulfate (2), and (2R,3S)-2β-ethoxycarbonyl-3β-tropanyl 5-(dimethylamino)naphthalene-1-sulfonate (6), exhibited high affinity (IC50 about 50 nM) for the NET. The nisoxetine derivatives 8 (rac-N-[(3- methylamino-1-phenyl)propyl]-5-(dimethylamino)-1-naphthalene-sulfonamide) and 9 (rac-4-[(3-methylamino-1-phenyl)propyl]amino-7-nitro-2,1,3-benzoxadiazole) and especially the guanidine derivative 4 (1-[4-(4-phenyl-l,3- butadienyl)benzyl]guanidinium sulfate) which are characterized by intermediate affinity for the NET (IC50 370-850 nM) caused significant and nisoxetine-sensitive cell fluorescence. At least the guanidine derivative 4 might represent a potentially useful agent for imaging of neuroblastoma cells.