56908-66-8

Basic information

• Product Name: 2-amino-3-(phenylsulfanyl)naphthalene-1,4-dione
• CAS NO: 56908-66-8
• Molecular Formula: C₁₆H₁₁NO₂S
• Molecular Weight: 281.329
• Mol File: 56908-66-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 425.8°C at 760 mmHg
• Flash Point: 211.3°C
• Density: 1.39g/cm³
• Vapor Pressure: 1.86E-07mmHg at 25°C
• Refractive Index: 1.716
• CAS DataBase Reference: 2-amino-3-(phenylsulfanyl)naphthalene-1,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-amino-3-(phenylsulfanyl)naphthalene-1,4-dione(56908-66-8)
• EPA Substance Registry System: 2-amino-3-(phenylsulfanyl)naphthalene-1,4-dione(56908-66-8)

Safety Data

• Hazardous Substances Data: 56908-66-8(Hazardous Substances Data)

Usage

Appearance

Yellow crystalline powder

Potential applications

Pharmaceuticals, dyes, chemical reagent

Biological activities

Anti-tumor, anti-bacterial, anti-inflammatory

Importance

Valuable target for medicinal chemistry and drug discovery

Health risks

Handle with care, proper storage required

Upstream product

• 2348-81-4 2-amino-1,4-naphthoquinone 
• 108-98-5 thiophenol 
• 57341-12-5 2-phenylsulfanyl-[1,4]naphthoquinone 
• 2797-51-5 quinoclamine 

Relevant articles and documents

Synthesis and evaluation of 2-heteroaryl and 2,3-diheteroaryl-1,4- naphthoquinones that potently induce apoptosis in cancer cells

This article describes the preparation of 2-heteroaryl and 2,3-diheteroaryl-1,4-naphthoquinones by an environmentally benign short synthetic route with the goal of finding 1,4-naphthoquinone derivatives that induce apoptosis in cancer cells. We have ident

Design, synthesis and biological evaluation of novel nitrogen and sulfur containing hetero-1,4-naphthoquinones as potent antifungal and antibacterial agents

A series of 2-Arylamino-3-chloro-1,4-naphthoquinones (3), 2-Amino-3-arylsulfanyl-1,4-naphthoquinones (5), 2-Arylamino-3-arylsulfanyl-1,4-naphthoquinones (6), Dihydrobenzo[f]naphtho[2,3-b][1,4]thiazepine-6,11-diones (9) (via Pictet-Spengler cyclization), Isoindoline-1,3-dione derivatives of 1,4-naphthoquinone (13), 2,2′-(1,4-Dioxo-1,4-dihydronaphthalene-2,3-diyl)bis(methylene)dibenzonitrile (14), 13-Amino-12-substituted-6H-benzo[e]naphtho [2,3-b][1,4]diazepine-6,11(12H)-diones (15-16), 2-Chloro-3-arylsulfanyl-1,4-naphthoquinones (17-18) and 3-Methyl-6H-benzo[b]phenothiazine-6,11(12H)-dione (19) were synthesized and studied for their antifungal and antibacterial activities. The results indicate that compounds 3b, 5a and 5b have potent antifungal activity. Amongst the most promising antifungal compounds, 3b showed better antifungal activity than clinically prevalent antifungal drug Fluconazole (MIC50 = 2.0 μg/mL) against Sporothrix schenckii (MIC50 = 1.56 μg/mL), significant profile against Candida albicans (MIC50 = 1.56 μg/mL), Cryptococcus neoformans (MIC50 = 0.78 μg/mL) and Trichophyton mentagraphytes (MIC50 = 1.56 μg/mL) and same antifungal activity when compared with Amphotericin-B against C. neoformans (MIC50 = 0.78 μg/mL). Compounds 3b, 5a and 5b also showed promising antibacterial activity.

Reaction of hydroxylamines with 1,4-quinones: A new direct synthesis of aminoquinones

A novel one-step amination of 1,4-naphthoquinones and 1,4-benzoquinones is described. O-Benzylhydroxylamine was found to be the best aminating agent while O-methylhydroxylamine, carboxymethoxylamine and free hydroxylamine are less effective.