1128-61-6

Basic information

• Product Name: 6-Fluoroquinaldine
• Synonyms: 6-Fluoro-2-methylquinoline, 98+%;6-Fluoro-2-methyl-1-azanaphthalene;AKOS 1002;6-FLUORO-2-METHYLQUINOLINE;6-FLUOROQUINALDINE;6-Fluoro-2-methylquinoline 97%;6-Fluoro-2-methylquinoline97%;2-METHYL-6-FLUOROQUINOLINE
• CAS NO: 1128-61-6
• Molecular Formula: C₁₀H₈FN
• Molecular Weight: 161.18
• EINECS: 214-439-2
• Product Categories: Quinolines, Quinazolines and derivatives;Quinoline&Isoquinoline;Aromatics Compounds;Alkylquinolines;Haloquinolines;Quinolines;Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Building Blocks;Heterocyclic Building Blocks
• Mol File: 1128-61-6.mol
• Article Data: 35

Chemical Properties

• Melting Point: 49-53 °C(lit.)
• Boiling Point: 99 °C / 3mmHg
• Flash Point: >230 °F
• Appearance: brown powder or granules
• Density: 1.1465 (estimate)
• Vapor Pressure: 0.0456mmHg at 25°C
• Refractive Index: 1.6
• Storage Temp.: 0-10°C
• Solubility: Soluble in Chloroform.
• PKA: 5.16±0.43(Predicted)
• BRN: 1281677
• CAS DataBase Reference: 6-Fluoroquinaldine(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Fluoroquinaldine(1128-61-6)
• EPA Substance Registry System: 6-Fluoroquinaldine(1128-61-6)

Safety Data

• Hazard Codes: Xi
• Statements: 38-41-36/37/38
• Safety Statements: 26-37/39-36
• WGK Germany: 3
• Hazardous Substances Data: 1128-61-6(Hazardous Substances Data)

Usage

Chemical Properties

brown powder or granules

Uses

Different sources of media describe the Uses of 1128-61-6 differently. You can refer to the following data:
1. Metal-free transfer hydrogenation of 6-fluoro-2-methylquinoline by employing several chiral Br?nsted acid catalysts was carried out in combination with dihydropyridines as the hydride source in asymmetric metal-free synthesis of fluoroquinolones by organocatalytic hydrogenation. Hydrogenation product of 6-fluoro-2-methylquinoline is the key intermediate of the antibacterial agent.
2. Quinoline derivative as a highly potent thrombin receptor antagonist

InChI:InChI=1/C10H8FN/c1-7-2-3-8-4-5-9(11)6-10(8)12-7/h2-6H,1H3

Upstream product

• 75-07-0 acetaldehyde 
• 371-40-4 4-fluoroaniline 
• 64-19-7 acetic acid 
• 109-92-2 ethyl vinyl ether 
• 395-81-3 5-fluoro-2-nitrobenzaldehyde 
• 42835-89-2 6-fluoro-1,2,3,4-tetrahydro-2-methylquinoline 
• 64-17-5 ethanol 
• 350-46-9 4-Fluoronitrobenzene 
• 1253423-94-7 C₁₁H₁₁FN₂O₅ 
• 199186-69-1 (R)-6-fluoro-2-methyl-1,2,3,4-tetrahydroquinoline 
• 123-73-9 trans-Crotonaldehyde 
• 872-36-6 vinylene carbonate 
• 67-64-1 acetone 
• 748805-85-8 (2-amino-5-fluorophenyl)methanol 

Downstream Products

• 260430-93-1 6-fluoro-quinoline-2-carbaldehyde 
• 83719-95-3 2-(6-fluoroquinolin-2-yl)-1-phenylethanone 
• 42835-89-2 6-fluoro-1,2,3,4-tetrahydro-2-methylquinoline 

Relevant articles and documents

Unusual phenomena during the resolution of 6-fluoro-2-methyl-1,2,3,4-tetrahydroquinoline (FTHQ): Thermodynamic-kinetic control

6-Fluoro-2-methyl-1,2,3,4-tetrahydroquinoline (FTHQ) was resolved in several different solvents by tartaric acid derivatives as the most common acidic resolving agents available in industrial quantities. Strong reaction kinetics and solvent dependence wer

Rhodium-Catalyzed C-H Annulation of Free Anilines with Vinylene Carbonate as a Bifunctional Synthon

Chemical transformation with vinylene carbonate as an emerging synthetic unit has recently attracted considerable attention. This report is a novel conversion pattern with vinylene carbonate, in which such a vibrant reagent unprecedentedly acts as a difunctional coupling partner to complete the C-H annulation of free anilines. From commercially available substrates, this protocol leads to the rapid construction of synthetically versatile 2-methylquinoline derivatives (43 examples) with excellent functionality tolerance.

Cooperative Lewis Acid Catalysis for the Enantioselective C(sp3)-H Bond Functionalizations of 2-Alkyl Azaarenes

Herein, we describe the enantioselective C(sp3)-H bond functionalizations of 2-alkyl azaarenes using a cooperative dual Lewis acid catalysis. An achiral Lewis acid activates the unactivated azaarene partner without the need for a strong base. Orthogonally, a chiral-at-metal Lewis acid catalyst enables LUMO lowering and induces chirality. This method tolerates a range of complex molecular scaffolds and exhibits good to excellent yields and selectivity while accepting a wide variety of functional groups.

Discovery of fused heterocyclic carboxamide derivatives as novel α7-nAChR agonists: Synthesis, preliminary SAR and biological evaluation

The α7 nicotinic acetylcholine receptor (α7 nAChR) has emerged as a promising therapeutic target for schizophrenia. In our previous work, a novel series of α7-nAChR agonists bearing scaffold of indolizine were discovered. To explore the effect of aromaticity on the activity and find more active agents, herein, fused heterocyclic carboxamide derivatives were designed and synthesized in this study. Based on the evaluation by two-electrode voltage clamp in Xenopus oocytes, 27 of the synthesized compounds showed obvious agonism of α7 nAChR. Particularly, compounds 10a and 10e showed significantly higher Emax than EVP-6124. The result illustrated the importance of aromaticity to the activity of agonism. Compound 10a, which showed EC50 of 1.88 μM and Emax of 72.4%, was further characterized comprehensively, including co-application with type II positive allosteric modulator PNU-120596, selectivity with other closely related ligand-gated ion channel, etc. The results showed that 10a showed moderate selectivity over other subtypes such as α4β2 and α3β4 nAChR. 10a evoked α7-like currents that were inhibited by MLA and enhanced in the presence of the α7 PAM PNU-120596. The analysis of binding mode and understanding of structure-activity relationship provided insights to develop more potent novel α7-nAChR agonists.