6-Cyano-2-naphthol (also known as 6-hydroxy-2-naphthalenecarbonitrile) is a bicyclic aromatic compound featuring a naphthalene core with a hydroxyl group at the 2-position and a cyano group at the 6-position. The naphthalene framework provides an extended π-conjugated system, while the electron-donating hydroxyl group and the electron-withdrawing cyano group create a donor-acceptor push-pull architecture that imparts unique photophysical properties.
6-Cyano-2-naphthol is an aromatic alcohol and pharmaceutical intermediate with a distinctive naphthalene structure. 6-Cyano-2-naphthol serves as a key intermediate in the synthesis of nafamostat mesilate (Futhan), a serine protease inhibitor used clinically as an anticoagulant and for the treatment of pancreatitis. 6-Cyano-2-naphthol is also utilized in the preparation of various pharmaceutical compounds, including brominated and chlorinated derivatives for further functionalization. Additionally, 6-Cyano-2-naphthol has been extensively studied for its photophysical properties as a superphotoacid, making it valuable in both industrial organic synthesis and fundamental photochemical research.
Product Parameters
Parameter
Specification
Product Name
6-Cyano-2-naphthol
CAS Number
52927-22-7
Molecular Formula
C₁₁H₇NO
Molecular Weight
169.18 g/mol
Appearance
Brown to off-white crystalline solid
Melting Point
165.5–170.5 °C (lit.)
Boiling Point
383.1 ± 15.0 °C at 760 mmHg
Density
1.3 ± 0.1 g/cm³
Storage Condition
2–8°C; or -20°C freezer; sealed, dry
Applicaion
6-Cyano-2-naphthol can be used as an organic synthesis intermediate and a pharmaceutical intermediate, mainly in the laboratory R&D process and chemical production process.
FAQ
Q1: What is the primary pharmaceutical application of 6-Cyano-2-naphthol?
A: 6-Cyano-2-naphthol is the key intermediate in the synthesis of nafamostat mesilate (Futhan), a serine protease inhibitor used clinically as an anticoagulant, for the treatment of acute pancreatitis, and for disseminated intravascular coagulation (DIC).
Q2: What are the physical properties of this compound?
A: 6-Cyano-2-naphthol is a crystalline solid (brown to off-white) with a melting point of 165.5–170.5°C, molecular formula C₁₁H₇NO, and molecular weight 169.18 g/mol.
Storage Conditions
Store 6-Cyano-2-naphthol in a tightly sealed container at 2–8°C or –20°C freezer, protected from light and moisture. Keep away from strong oxidizing agents and strong bases. The compound is stable under recommended storage conditions. Allow the sealed container to reach ambient temperature before opening to minimize moisture condensation.
Shelf life: 2–3 years under recommended storage conditions. Stability data are available upon request.
Handling precautions: Use in a fume hood. Wear chemical-resistant gloves, safety goggles, and a lab coat. Avoid generating dust or aerosols. After handling, wash hands thoroughly. Refer to the Safety Data Sheet (SDS) for complete safety information.
Contact Us
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