6638-60-4

Basic information

• Product Name: 2-Amino-7-bromofluorene
• Synonyms: 7-bromo-fluoren-2-amin;2-AMINO-7-BROMOFLUOROENE;2-Amino-7-bromo-9H-fluorene;2-Bromo-7-amino-9H-fluorene;2-Amino-7-Bromofluor;2-AMino-7-broMofluorene, tech. 90%;2-AMino-7-broMofluorene 90%;7-AMINO-2-BROMOFLUORENE
• CAS NO: 6638-60-4
• Molecular Formula: C₁₃H₁₀BrN
• Molecular Weight: 260.13
• EINECS: 1592732-453-0
• Product Categories: Fluorenes, Flurenones;Amines;C11 to C38;Nitrogen Compounds;Building Blocks;C13;Chemical Synthesis;Nitrogen Compounds;Organic Building Blocks
• Mol File: 6638-60-4.mol
• Article Data: 4

Chemical Properties

• Melting Point: 148-149 °C(lit.)
• Boiling Point: 431.9 °C at 760 mmHg
• Flash Point: 215 °C
• Appearance: similar to white powder
• Density: 1.559 g/cm³
• Vapor Pressure: 1.16E-07mmHg at 25°C
• Refractive Index: 1.717
• PKA: 3.90±0.20(Predicted)
• Water Solubility: Sparingly soluble in water. (0.724 mg/L)
• CAS DataBase Reference: 2-Amino-7-bromofluorene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-7-bromofluorene(6638-60-4)
• EPA Substance Registry System: 2-Amino-7-bromofluorene(6638-60-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• RTECS: LL5150050
• Hazardous Substances Data: 6638-60-4(Hazardous Substances Data)

Usage

Uses

It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuffs.

General Description

Spectral characteristics of inclusion complexation of 2-amino-7-bromofluorene in aqueous β-cyclodextrin solution were evaluated. Fluorescence quenching of 2-amino-7-bromofluorene by chloromethanes (CH2Cl2, CHCl3, CCl4) in various solvents was studied.

InChI:InChI=1/C13H10BrN/c14-10-1-3-12-8(6-10)5-9-7-11(15)2-4-13(9)12/h1-4,6-7H,5,15H2

Upstream product

• 607-57-8 2-nitro-9H-fluorene 
• 153-78-6 2-aminofluorene 
• 1133-80-8 2-bromo-9H-fluorene 
• 6942-36-5 methyl 2-bromo-5-nitrobenzoate 
• 332883-48-4 (2-bromo-5-nitro-phenyl)methanol 
• 6344-65-6 2,9-dibromo-7-nitro-fluorene 
• 7664-41-7 ammonia 
• 6638-61-5 2-bromo-7-nitro-9H-fluorene 

Downstream Products

• 1227420-98-5 (7-bromo-9,9-dibutyl-9H-fluoren-2-yl)-dibutylamine 
• 194673-64-8 (7-bromo-9H-fluoren-2-yl)-dibutyl amine 
• 1044746-50-0 2-amino-7-bromo-9,9-dibutylfluorene 
• 500357-36-8 (7-bromo-9H-fluoren-2-yl)-urea 
• 1294445-40-1 7-bromo-N-[(1,2,2,5,5-pentamethyl-2,5-dihydro-1H-pyrrol-3-yl)methyl]-9H-fluoren-2-amine 
• 1294445-41-2 7-bromo-N-methyl-N-[(2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-3-yl)methyl]-9H-fluoren-2-amine radical 
• 1294445-42-3 7-bromo-N-methyl-N-[(2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-3-yl)methyl]-9H-fluoren-2-amine 
• 1294445-37-6 7-bromo-N-[(1-oxyl-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-3-yl)methyl]-9H-fluoren-2-amine radical 
• 1294445-38-7 7-bromo-N-[(1-oxyl-2,2,6,6-tetramethyl-1,2,3,6-tetrahydropyridine-4-yl)methyl]-9H-fluoren-2-amine radical 
• 1294445-39-8 7-bromo-N-[(1-oxyl-4-bromo-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-3-yl)methyl]-9H-fluoren-2-amine radical 

Relevant articles and documents

Synthesis and studies on the photophysical/biophysical properties of triazolylfluorene-labeled 2′-deoxyuridines

The planar structure, attractive photophysical property, and scarcity of electronically conjugated fluorene-containing biomolecular building blocks have attracted recent research interest on synthesizing triazolylfluorene decorated nucleosides with modulated photophysical features. Herein, we report the synthesis of few fluorescent nucleosides wherein the C5 of 2′-deoxyuridine is electronically conjugated with fluorene analogues via Sonogashira cross-coupling and copper-catalyzed click reaction. The study of photophysical properties of the synthesized nucleosides shows that two of the synthesized nucleosides show interesting dual emission properties in various organic solvents. The dual emitting fluorene nucleosides might impact significantly in nucleic acid research for monitoring the DNA microenvironment. Furthermore, we evaluated the interaction of cyanofluorenyl 2′-deoxyuridine with Calf thymus DNA (ctDNA) and observed that this nucleoside could sense ctDNA via the generation of an enhanced fluorescence signal.

Synthesis and biological activities of aryl-ether-, biaryl-, and fluorene-aspartic acid and diaminopropionic acid analogs as potent inhibitors of the high-affinity glutamate transporter EAAT-2

Excitatory amino acid transporters (EAATs) play a pivotal role in maintaining glutamate homeostasis in the mammalian central nervous system, with the EAAT-2 subtype thought to be responsible for the bulk of the glutamate uptake in forebrain regions. A complete elucidation of the functional role of EAAT-2 has been hampered by the lack of potent and selective pharmacological tools. In this study, we describe the synthesis and biological activities of novel aryl-ether, biaryl-, and fluorene-aspartic acid and diaminopropionic acid analogs as potent inhibitors of EAAT-2. Compound (16) represents one of the most potent (IC50 = 85 ± 5 nM) and selective inhibitors of EAAT-2 identified to date.