61419-02-1

Basic information

• Product Name: NAPHTHOFLUORESCEIN
• Synonyms: NAPHTHOFLUORESCEIN;NAPHTHOFLUORESCEIN, FOR FLUORESCENCE;NAPHTHOFLUORESCEIN FOR FLUORESCENCE 95+%;Naphthafluorescein;Spiro[7H-dibenzo[c,h]xanthene-7,1'(3'H)-isobenzofuran]-3'-one,3,11-dihydroxy-
• CAS NO: 61419-02-1
• Molecular Formula: C₂₈H₁₆O₅
• Molecular Weight: 432.429
• EINECS: 257-250-0
• Mol File: 61419-02-1.mol
• Article Data: 7

Chemical Properties

• Melting Point: 189 °C (dec.)(lit.)
• Boiling Point: 755.5°C at 760 mmHg
• Flash Point: 266.3°C
• Appearance: /
• Density: 1.58g/cm³
• Vapor Pressure: 1.27E-23mmHg at 25°C
• Refractive Index: 1.86
• Solubility: DMF: soluble
• BRN: 61335
• CAS DataBase Reference: NAPHTHOFLUORESCEIN(CAS DataBase Reference)
• NIST Chemistry Reference: NAPHTHOFLUORESCEIN(61419-02-1)
• EPA Substance Registry System: NAPHTHOFLUORESCEIN(61419-02-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• F: 8-10
• Hazardous Substances Data: 61419-02-1(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 61419-02-1 differently. You can refer to the following data:
1. Naphtofluorescein is a pH-sensitive fluorescent probe, also used for preparation of labels and enzyme substrates.
2. Naphthofluorescein is a furin inhibitor.

InChI:InChI=1/C28H16O5/c29-17-7-9-19-15(13-17)5-11-23-25(19)32-26-20-10-8-18(30)14-16(20)6-12-24(26)28(23)22-4-2-1-3-21(22)27(31)33-28/h1-14,29-30H

Upstream product

• 85-44-9 phthalic anhydride 
• 575-44-0 1,6-dihydroxynaphthalene 
• 397883-28-2 2-(1.6-dihydroxy-[2]naphthoyl)-benzoic acid 
• 7664-93-9 sulfuric acid 
• 100884-30-8 1,6-bis-methoxymethoxy-naphthalene 

Downstream Products

• 77084-71-0 3,11-diacetoxy-spiro[dibenzo[c,h]xanthene-7,1'-phthalan]-3'-one 
• 77084-72-1 3,11-bis-benzoyloxy-spiro[dibenzo[c,h]xanthene-7,1'-phthalan]-3'-one 
• 874657-97-3 C₄₂H₂₈O₉S₂ 
• 51517-45-4 3,11-dihydroxy-3′H-spiro[dibenzo[c,h]xanthene-7,1′-isobenzofuran]-3′-one 
• 1380077-15-5 methyl 2-(11-hydroxy-3-oxo-3H-dibenzo[c,h]xanthen-7-yl)benzoate 

Relevant articles and documents

A dual-response naphthofluorescein-based fluorescent probe for multiple-channel imaging of cysteine/homocysteine in living cells

A naphthofluorescein-based fluorescent probe with two independent reaction sites (nitro-2,1,3-benzoxadiazole and acrylate moiety) was developed. Integrating these two reaction sites into a single molecule not only can guarantee the selective detection of Cys/Hcy in an elegant fashion, but also can enable Cys/Hcy detection in a multiple-channel responsive manner.

METHOD FOR PRODUCING FLUORESCEIN COMPOUND

To provide a method for producing a high-purity fluorescein compound on an industrial scale efficiently and safely.SOLUTION: A compound having a phenolic hydroxyl group and an acid anhydride are reacted with each other in the presence of an acidic catalyst, to obtain a fluorescein compound. The resultant fluorescein compound is dissolved in an alkaline solvent and then an acid is added thereto, controlling the pH of the solution into the acidic region. After that, an inorganic salt is added thereto, forming crystals. In this way, a fluorescein compound is produced.SELECTED DRAWING: Figure 1

Synthesis and optical properties of L-shaped dinaphthofluoresceins with two peripheral hydroxy groups

The four compounds 6 and 8-10 having the same L-shaped dinaphthofluorescein skeleton were constructed. The only structural differences among these four compounds were the positions of the two peripheral hydroxy groups. Their dianion forms are a resonance system, thus 6 and 8-10 were expected to exhibit similar optical properties such as the maximum absorption wavelength, molar absorptivity, maximum emission wavelength and fluorescence quantum yield. However, 6 and 8-10 showed quite different optical properties. For example, the maximum absorption wavelengths of 6, 8, 9 and 10 in aqueous pH 11 solution were 650 nm, 733 nm, 558 nm and 746 nm, respectively. Thus, the positions of the two peripheral hydroxy groups on the same skeleton significantly affected the optical properties.