13916-99-9

Basic information

• Product Name: 1-CYANO-4-FLUORONAPHTHALENE
• Synonyms: 1-CYANO-4-FLUORONAPHTHALENE;BUTTPARK 11\09-58;4-Fluoronaphthalene-1-carbonitrile, 97%;4-Fluoro-1-naphthonitrile 97%;4-Fluoronaphthalene-1-carbonitrile, 1-Cyano-4-fluoronaphthalene;1-Naphthalenecarbonitrile, 4-fluoro-;4-Fluoro-1-naphthonitrile
• CAS NO: 13916-99-9
• Molecular Formula: C₁₁H₆FN
• Molecular Weight: 171.17
• Mol File: 13916-99-9.mol
• Article Data: 3

Chemical Properties

• Melting Point: 89-91°C
• Boiling Point: 314.9 °C at 760 mmHg
• Flash Point: 156.3 °C
• Appearance: /
• Density: 1.22g/cm³
• Vapor Pressure: 0.000452mmHg at 25°C
• Refractive Index: 1.621
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 1-CYANO-4-FLUORONAPHTHALENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-CYANO-4-FLUORONAPHTHALENE(13916-99-9)
• EPA Substance Registry System: 1-CYANO-4-FLUORONAPHTHALENE(13916-99-9)

Safety Data

• Hazard Codes: T
• Statements: 20/21/22
• Safety Statements: 26-36/37/39
• RIDADR: 3439
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 13916-99-9(Hazardous Substances Data)

Usage

General Description

1-Cyano-4-fluoronaphthalene is a chemical compound with the formula C_12H_7N. It is a naphthalene derivative with a cyano group (-CN) and a fluorine atom attached to the naphthalene ring. 1-CYANO-4-FLUORONAPHTHALENE is a yellowish solid and is commonly used as a building block in the synthesis of various organic compounds. It has potential applications in the pharmaceutical industry, as a precursor for the production of dyes and pigments, and as a fluorescent probe in biological imaging. 1-Cyano-4-fluoronaphthalene is also used in research and development processes to create new materials and substances with specific properties. However, it is important to handle this chemical with care due to its potentially hazardous properties.

InChI:InChI=1/C11H6FN/c12-11-6-5-8(7-13)9-3-1-2-4-10(9)11/h1-6H

Upstream product

• 341-41-3 1-bromo-4-fluoronaphthalene 
• 544-92-3 copper(I) cyanide 
• 14906-59-3 4-cyanopyridine N-oxide 

Downstream Products

• 573-03-5 4-fluoro-1-naphthoic acid 
• 1202577-02-3 4-(4-formylphenoxy)-1-naphthonitrile 
• 1202575-39-0 3-{4-[(4-cyano-1-naphthyl)oxy]phenyl}-3-ethoxy propionic acid 
• 1202577-03-4 Ethyl 3-{4-[(4-cyano-1-naphthyl)oxy]phenyl}-3-hydroxypropionate 
• 1202577-04-5 ethyl 3-{4-[(4-cyano-1-naphthyl)oxy]phenyl}-3-ethoxy propionate 
• 1264752-00-2 4-(2-methoxy-4-{(Z)-[4-{[2-(1-methylpyrrolidin-2-yl)ethyl]amino}-2-oxo-1,3-thiazol-5(2H)-ylidene]methyl}phenoxy)naphthalene-1-carbonitrile 
• 5961-55-7 4-methoxy-1-naphthalenecarbonitrile 
• 1264753-55-0 4-{4-[(Z)-(1-ethyl-5-imino-3-methyl-2-oxoimidazolidin-4-ylidene)methyl]-2-methoxyphenoxy}naphthalene-1-carbonitrile 
• 1264751-34-9 4-{4-[(Z)-(1-ethyl-5-imino-2-oxoimidazolidin-4-ylidene)methyl]-2-methoxyphenoxy}naphthalene-1-carbonitrile 
• 1264751-99-6 4-(4-{(Z)-[4-{[2-(diethylamino)ethyl]amino}-2-oxo-1,3-thiazol-5(2H)-ylidene]methyl}-2-methoxyphenoxy)naphthalene-1-carbonitrile 
• 1264751-93-0 4-{4-[(Z)-(4-amino-2-oxo-1,3-thiazol-5(2H)-ylidene)methyl]-2-methoxyphenoxy}naphthalene-1-carbonitrile 
• 1264754-24-6 4-(4-{hydroxy[4-(methylamino)-2-oxo-2,5-dihydro-1,3-thiazol-5-yl]methyl}-2-methoxyphenoxy)naphthalene-1-carbonitrile 

Relevant articles and documents

Discovery of flexible naphthyltriazolylmethane-based thioacetic acids as highly active uric acid transporter 1 (URAT1) inhibitors for the treatment of hyperuricemia of gout

Background: Gout is the most common inflammatory arthritis, which, if left untreated or inadequately treated, will lead to joint destruction, bone erosion and disability due to the crystal deposition. Uric acid transporter 1 (URAT1) was the promising therapeutic target for urate-lowering therapy. Objective: The goal of this work is to understand the structure-activity relationship (SAR) of a potent lesinurad-based hit, sodium 2-((5-bromo-4-((4-cyclopropyl-naphth-1-yl)methyl)-4H-1,2,4-triazol-3-yl)thio)acetate (1c), and based on that discover a more potent URAT1 inhibitor. Methods: The SAR of 1c was systematically explored and the in vitro URAT1 inhibitory activity of synthesized compounds 1a-1t was determined by the inhibition of URAT1-mediated [8-14C]uric acid uptake by human embryonic kidney 293 (HEK293) cells stably expressing human URAT1. Results: Twenty compounds 1a-1t were synthesized. SAR analysis was performed. Two highly active URAT1 inhibitors, sodium 2-((5-bromo-4-((4-n-propylnaphth-1-yl)methyl)-4H-1,2,4-triazol-3-yl)thio)acetate (1j) and sodium 2-((5-bromo-4-((4-bromonaphth-1-yl)methyl)-4H-1,2,4-triazol-3-yl)thio)acetate (1m), were identified, which were 78- and 76-fold more active than parent lesinurad in in vitro URAT1 inhibitory assay, respectively (IC50 values for 1j and 1m were 0.092 μM and 0.094 μM, respectively, against human URAT1 vs 7.18 μM for lesinurad). Conclusion: Two highly active URAT1 inhibitors were discovered. The SAR exploration also identified more flexible naphthyltriazolylmethane as a novel molecular skeleton that will be valuable for the design of URAT1 inhibitors, as indicated by the observation that many of the synthesized naphthyltriazolylmethane-bearing derivatives (1b-1d, 1g, 1j and 1m) showed significantly improved UART1 inhibitory activity (sub-micromolar IC50 values) as compared with lesinurad which has the rigid naphthyltriazole skeleton.