438-32-4

Basic information

• Product Name: 4-Fluoro-1-naphthylamine
• Synonyms: 1-Amino-4-fluoronaphthalene;1-Naphthalenamine,4-fluoro-(9CI);4-fluoro-1-aminonaphthalene;1-Fluoro-4-aminonaphthalene;4-Fluoro-1-naphthylamine;4-amino-1-fluoronaphthalene;4-fluoronaphthalen-1-aMine
• CAS NO: 438-32-4
• Molecular Formula: C₁₀H₈FN
• Molecular Weight: 161.18
• EINECS: 1533716-785-6
• Mol File: 438-32-4.mol
• Article Data: 8

Chemical Properties

• Melting Point: 48 °C
• Boiling Point: 309.8 °C at 760 mmHg
• Flash Point: 153.2 °C
• Appearance: /
• Density: 1.239 g/cm³
• Vapor Pressure: 0.000626mmHg at 25°C
• Refractive Index: 1.665
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 3.20±0.10(Predicted)
• CAS DataBase Reference: 4-Fluoro-1-naphthylamine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Fluoro-1-naphthylamine(438-32-4)
• EPA Substance Registry System: 4-Fluoro-1-naphthylamine(438-32-4)

Safety Data

• Hazardous Substances Data: 438-32-4(Hazardous Substances Data)

Usage

General Description

4-Fluoro-1-naphthylamine is an organic chemical compound with the molecular formula C10H8FN. It is a derivative of 1-naphthylamine, which is used in the synthesis of various pharmaceuticals and dyes. 4-Fluoro-1-naphthylamine is commonly used as a building block in organic synthesis and medicinal chemistry. It is also known for its potential use as a reagent in chemical reactions and as a precursor for the preparation of other fluorinated organic compounds. The compound is a white to off-white solid and is typically handled and used in a controlled laboratory environment due to its potential toxicity and hazards.

InChI:InChI=1/C10H8FN/c11-9-5-6-10(12)8-4-2-1-3-7(8)9/h1-6H,12H2

Upstream product

• 341-92-4 1-fluoro-4-nitronaphthalene 
• 317-04-4 N-(4-fluoro-[1]naphthyl)-acetamide 
• 7647-01-0 hydrogenchloride 
• 7664-93-9 sulfuric acid 
• 776-37-4 N-formyl-4-fluoro-1-naphthylamine 
• 341-41-3 1-bromo-4-fluoronaphthalene 
• 17318-06-8 (4-fluoronaphthalen-1-yl)magnesium bromide 
• 573-03-5 4-fluoro-1-naphthoic acid 
• 776-34-1 1-amino-4-nitronaphthalene 
• 321-38-0 1-Fluoronaphthalene 

Downstream Products

• 1543-63-1 N-(4-chloro-phenyl)-N'-(4-fluoro-[1]naphthyl)-urea 
• 390-70-5 (4-fluoro-[1]naphthyl)-m-tolyl-amine 
• 13791-07-6 4-fluoro-N,N-dimethylnaphthalen-1-amine 
• 1572936-63-0 2-(4-fluoronaphthalen-1-ylamino)-4-nitrobenzoic acid 
• 1572936-70-9 2-(4-fluoronaphthalen-1-ylamino)-5-nitrobenzoic acid 
• 2059-29-2 6-fluorobenzo[cd]indol-2(1H)-one 
• 13772-61-7 1-fluoro-3-naphthoic acid 
• 13772-60-6 3-Cyano-1-fluor-naphthalin 
• 388-44-3 5-fluoro-7,10-dimethyl-benzo[c]acridine 
• 186268-26-8 6-Fluoro-3-nitro-benzo[h]quinoline 
• 186268-27-9 3-amino-6-fluorobenzo[h]quinoline 
• 163275-62-5 3,6-Difluorobenzo(h)quinoline 
• 669-22-7 N,N'-bis-(4-fluoro-[1]naphthyl)-thiourea 

Relevant articles and documents

Cobalt-Catalyzed Direct Carbonylative Synthesis of Free (NH)-Benzo[ cd]indol-2(1 H)-ones from Naphthylamides

A cobalt-catalyzed C-H carbonylation of naphthylamides for the synthesis of benzo[cd]indol-2(1H)-one scaffolds has been developed. The reaction employs a traceless directing group and uses benzene-1,3,5-triyl triormate as the CO source, affording various free (NH)-benzo[cd]indol-2(1H)-ones in moderate to high yields (up to 88%). Using this protocol, the total synthesis of BET bromodomain inhibitors A and B was accomplished as well.

Non-deprotonative primary and secondary amination of (hetero)arylmetals

Herein we disclose a novel method for the facile transfer of primary (-NH2) and secondary amino groups (-NHR) to heteroaryl-as well as arylcuprates at low temperature without the need for precious metal catalysts, ligands, excess reagents, protecting and/or Erecting groups. This one-pot transformation allows unprecedented functional group tolerance and it is wellsuited for the amination of electron-rich, electron-deficient as well as structurally complex (hetero)arylmetals. In some of the cases, only catalytic amounts of a copper (l) salt is required.

Monna, a potent and selective blocker for transmembrane protein with unknown function 16/anoctamin-1

Transmembrane protein with unknown function 16/anoctamin-1 (ANO1) is a protein widely expressed in mammalian tissues, and it has the properties of the classic calcium-activated chloride channel (CaCC). This protein has been implicated in numerous major physiological functions. However, the lack of effective and selective blockers has hindered a detailed study of the physiological functions of this channel. In this study, we have developed a potent and selective blocker for endogenous ANO1 in Xenopus laevis oocytes (xANO1) using a drug screening method we previously established (Oh et al., 2008). We have synthesized a number of anthranilic acid derivatives and have determined the correlation between biological activity and the nature and position of substituents in these derived compounds. A structure-activity relationship revealed novel chemical classes of xANO1 blockers. The derivatives contain a-NO2 group on position 5 of a naphthyl group-substituted anthranilic acid, and they fully blocked xANO1 chloride currents with an IC 5050 of 0.08 μM for xANO1. Selectivity tests revealed that other chloride channels such as bestrophin-1, chloride channel protein 2, and cystic fibrosis transmembrane conductance regulator were not appreciably blocked by 10～30 μM MONNA. The potent and selective blockers for ANO1 identified here should permit pharmacological dissection of ANO1/CaCC function and serve as potential candidates for drug therapy of related diseases such as hypertension, cystic fibrosis, bronchitis, asthma, and hyperalgesia.