5421-53-4

Basic information

• Product Name: NSC 8994
• Synonyms: Bis(4-tert-butylphenyl)iodonium chloride;NSC 8994;Bis(tert-butylphenyl) Iodonium Chloride
• CAS NO: 5421-53-4
• Molecular Formula: C₂₀H₂₆I*Cl
• Molecular Weight: 428.77791
• Mol File: 5421-53-4.mol
• Article Data: 4

Chemical Properties

• Melting Point: 213 °C
• Appearance: /
• CAS DataBase Reference: NSC 8994(CAS DataBase Reference)
• NIST Chemistry Reference: NSC 8994(5421-53-4)
• EPA Substance Registry System: NSC 8994(5421-53-4)

Safety Data

• Hazardous Substances Data: 5421-53-4(Hazardous Substances Data)

Usage

General Description

NSC 8994, also known as Clioquinol, is a halogenated 8-hydroxyquinoline derivative that has been used as an antiparasitic agent and topical disinfectant. It has also shown potential as a treatment for neurodegenerative diseases such as Alzheimer's and Parkinson's. However, its use has been limited due to concerns about its potential neurotoxicity and the development of subacute myelo-optic neuropathy, a severe and potentially irreversible side effect. It has also been investigated for its potential anti-cancer properties, with studies suggesting that it may inhibit the growth of certain tumor cells. Overall, NSC 8994 has demonstrated diverse pharmacological properties, but its use is limited by safety concerns and the need for further research.

InChI:InChI=1/C20H26I/c1-19(2,3)15-7-11-17(12-8-15)21-18-13-9-16(10-14-18)20(4,5)6/h7-14H,1-6H3/q-1

Upstream product

• 142342-33-4 4,4'-di(tert-butyl)diphenyliodonium tosylate 
• 253185-03-4 tert-butylbenzene 

Downstream Products

• 68-12-2 N,N-dimethyl-formamide 
• 1402933-03-2 C₅H₃F₂N₂O₄S^(1-)*C₂₀H₂₆I⁽¹⁺⁾ 

Relevant articles and documents

Unexpected Behavior of the Heaviest Halogen Astatine in the Nucleophilic Substitution of Aryliodonium Salts

Aryliodonium salts have become precursors of choice for the synthesis of18F-labeled tracers for nuclear imaging. However, little is known on the reactivity of these compounds with heavy halides, that is, radioiodide and astatide, at the radiotracer scale. In the first comparative study of radiohalogenation of aryliodonium salts with125I?and211At?, initial experiments on a model compound highlight the higher reactivity of astatide compared to iodide, which could not be anticipated from the trends previously observed within the halogen series. Kinetic studies indicate a significant difference in activation energy (Ea=23.5 and 17.1 kcal mol?1with125I?and211At?, respectively). Quantum chemical calculations suggest that astatination occurs via the monomeric form of an iodonium complex whereas iodination occurs via a heterodimeric iodonium intermediate. The good to excellent regioselectivity of halogenation and high yields achieved with diversely substituted aryliodonium salts indicate that this class of compounds is a promising alternative to the stannane chemistry currently used for heavy radiohalogen labeling of tracers in nuclear medicine.

BOTTOM ANTIREFLECTIVE COATING COMPOSITIONS

Developable bottom antireflective coating compositions are provided.