161038-18-2

Basic information

• Product Name: 5-FLUORO-8-QUINOLINAMINE
• Synonyms: 5-FLUORO-8-QUINOLINAMINE;8-quinolinamine, 5-fluoro;5-Fluoro-quinolin-8-ylamine;5-fluoroquinolin-8-amine;8-Quinolinamine,5-fluoro-(9CI);fluoro-quinolin-8-ylamine;8-Amino-5-fluoroquinoline;5-FLUORO-8-QUINOLIMINE
• CAS NO: 161038-18-2
• Molecular Formula: C₉H₇FN₂
• Molecular Weight: 162.1636832
• Product Categories: HALIDE;organic building block
• Mol File: 161038-18-2.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 326.3 °C at 760 mmHg
• Flash Point: 151.1 °C
• Appearance: /
• Density: 1.315
• PKA: 3.12±0.12(Predicted)
• CAS DataBase Reference: 5-FLUORO-8-QUINOLINAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-FLUORO-8-QUINOLINAMINE(161038-18-2)
• EPA Substance Registry System: 5-FLUORO-8-QUINOLINAMINE(161038-18-2)

Safety Data

• Hazardous Substances Data: 161038-18-2(Hazardous Substances Data)

Usage

General Description

5-FLUORO-8-QUINOLINAMINE is a chemical compound with the formula C9H6FN3O. It is a fluorinated quinoline derivative that is used in the synthesis of pharmaceuticals and agrochemicals. 5-FLUORO-8-QUINOLINAMINE has been studied for its potential anti-cancer and anti-inflammatory properties, and it has also been investigated for its antimicrobial activity. 5-FLUORO-8-QUINOLINAMINE has a unique structure that makes it a valuable building block for the creation of complex organic molecules, and its diverse potential applications make it a subject of ongoing research and development. Overall, this compound is of interest for its potential therapeutic and industrial uses due to its unique chemical properties.

Upstream product

• 33757-46-9 8-(N-propionylamino)quinoline 
• 2369-11-1 5-fluoro-2-nitroaniline 
• 394-69-4 5-fluoroquinoline 
• 611-34-7 5-Aminoquinoline 
• 152167-85-6 5-fluoro-8-nitroquinoline 

Relevant articles and documents

Copper-Catalyzed Direct C-5 Fluorination of 8-Aminoquinolines by Remote C-H Activation

A convenient method was developed for direct regioselective fluorination of 8-aminoquinolines at the C-5 position by copper-catalyzed remote C-H activation using Selectfluor as the electrophile fluorinating reagent. With this method, diverse fluorinated quinoline derivatives were facilely obtained under mild conditions with moderate yields.

Auxiliary-assisted palladium-catalyzed halogenation of unactivated C(sp3)-H bonds at room temperature

The direct transformation of unactivated C(sp3)-H bonds into C-halogen bonds was achieved by palladium catalysis at room temperature with good functional group tolerance. Some drugs and natural products were readily modified by this method. Merged with substitution reaction, newly formed C-X bonds can be transformed into diverse C-O, C-S, C-C and C-N bonds. A preliminary mechanism study demonstrates that solvent is crucial for C-H activation and the C-H activation step is involved in the rate-limiting step. An isolated Pd(ii) intermediate can be transformed into a halogenated product with the retention of conformation which suggests that concerted reductive elimination from Pd(iv) to form a C-X bond was favored.

Dual stimulatory and inhibitory effects of fluorine-substitution on mutagenicity: An extension of the enamine epoxide theory for activation of the quinoline nucleus

Nineteen mono- and di-fluorinated derivatives of quinoline, 1,7- phenanthroline, 1,10-phenanthroline, benzo-[h]quinoline, and benzo[f]quinoline were subjected to analysis of their structure-mutagenicity relationships. For this purpose, six new fluorinated derivatives were synthesized. The results support that the enamine epoxide structure of the pyridine moiety, as well as the bay-region epoxide structure, is responsible for mutagenicity. Formation of K-region epoxides might involve a detoxification process rather than mutagenic activation.