58521-43-0

Basic information

• Product Name: 3-(3-oxo-1H,3H-naphtho[1,8-cd]pyran-1-yl)-1H-indole-7-carboxylic acid
• Synonyms: 3-(3-oxo-1H,3H-naphtho[1,8-cd]pyran-1-yl)-1H-indole-7-carboxylic acid;1H-Indole-7-carboxylic acid, 3-(3-oxo-1H,3H-naphtho(1,8-cd)pyran-1-yl)-;3-(7-Carboxyindolyl)naphthalide-1,8;Einecs 261-305-4;3-(3-Oxo-1,3-dihydrobenzo[de]isochromen-1-yl)-1H-indole-7-carboxylic acid
• CAS NO: 58521-43-0
• Molecular Formula: C₂₁H₁₃NO₄
• Molecular Weight: 343.33222
• EINECS: 261-305-4
• Mol File: 58521-43-0.mol

Chemical Properties

• Boiling Point: 711°Cat760mmHg
• Flash Point: 383.8°C
• Appearance: /
• Density: 1.497g/cm³
• Vapor Pressure: 3.21E-21mmHg at 25°C
• Refractive Index: 1.789
• CAS DataBase Reference: 3-(3-oxo-1H,3H-naphtho[1,8-cd]pyran-1-yl)-1H-indole-7-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(3-oxo-1H,3H-naphtho[1,8-cd]pyran-1-yl)-1H-indole-7-carboxylic acid(58521-43-0)
• EPA Substance Registry System: 3-(3-oxo-1H,3H-naphtho[1,8-cd]pyran-1-yl)-1H-indole-7-carboxylic acid(58521-43-0)

Safety Data

• Hazardous Substances Data: 58521-43-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-(3-oxo-1H,3H-naphtho[1,8-cd]pyran-1-yl)-1H-indole-7-carboxylic acid is used as a potential pharmaceutical agent for its possible anti-inflammatory or anticancer properties. Its complex structure and the presence of both naphthopyran and indole moieties suggest that it may interact with biological targets in ways that could be beneficial for the treatment of inflammation or cancer.
Further studies are necessary to determine the exact mechanisms of action, efficacy, and safety profile of 3-(3-oxo-1H,3H-naphtho[1,8-cd]pyran-1-yl)-1H-indole-7-carboxylic acid in various applications. The exploration of its potential uses in drug development could lead to the creation of novel therapeutics for a range of conditions, pending successful research outcomes and validation through clinical trials.

InChI:InChI=1/C21H13NO4/c23-20(24)15-9-3-6-12-10-16(22-18(12)15)19-13-7-1-4-11-5-2-8-14(17(11)13)21(25)26-19/h1-10,19,22H,(H,23,24)

Relevant articles and documents

Bis-indolyl phthalides and naphthalides

This invention relates to indole phthalein indicator dyes including phthalides and naphthalides wherein one of the indol-3-yl radicals is substituted with a hydrogen-bonding group on a carbon atom adjacent to the nitrogen atom of the indole ring. In a preferred embodiment, one of the indol-3-yl radicals is substituted with a hydrogen-bonding group and the other indol-3-yl radical is substituted with a hydrogen-bonding group or with an electron-withdrawing group. These indicator dyes, especially those of the preferred embodiment, possess a relatively high pKa and a relatively broad absorption spectrum in the visible range.

Phthalide and naphthalide derivatives

This invention relates to a process of preparing phthalein indicator dyes including phthalides and naphthalides derived from certain hydroxy-substituted carbocyclic aryl compounds, such as phenols, and from certain N-heterocyclic aryl compounds, such as indoles, and to a process of preparing novel intermediates useful therein. According to the present invention, the selected carbocyclic compound or the selected N-heterocyclic compound is reacted with phthalaldehydic or naphthalaldehydic acid to form the corresponding (na)phthalidyl adduct which is treated with an oxidizing agent to yield the subject intermediates. To prepare the indicator dye, the intermediate, i.e., the oxidation product thus obtained is then reacted with a carbocyclic or heterocyclic aryl compound to yield the corresponding indicator dye. The oxidation products comprising the novel intermediates of the present invention may be dehydro or hydrated (na)phthalidyl adducts.

3-(Indol-3-yl)dehydronaphthalide hydrochlorides

This invention is concerned with a novel class of protonated compounds, namely, 3-(indol-3-yl)dehydronaphthalide hydrochlorides, with their synthesis by the reaction of a 3-(indol-3-yl)naphthalide and a high-potential quinone in an inert anhydrous aprotic solvent in the presence of a carboxylic acid catalyst, and with the synthesis of indole naphthalide indicator dyes by reacting the said dehydronaphthalide hydrochlorides and an indole in an aromatic hydrocarbon solvent in the presence of a carboxylic acid catalyst.