20434-92-8

Basic information

• Product Name: 2-(4-Hydroxyphenyl)-2H-isoquinolin-1-one
• Synonyms: 2-(4-Hydroxyphenyl)-2H-isoquinolin-1-one;2-(4-Hydroxyphenyl)isoquinolin-1(2H)-one
• CAS NO: 20434-92-8
• Molecular Formula: C₁₅H₁₁NO₂
• Molecular Weight: 237.08
• Product Categories: API intermediates
• Mol File: 20434-92-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 531.4 °C at 760 mmHg
• Flash Point: 275.2 °C
• Appearance: /
• Density: 1.298 g/cm³
• Vapor Pressure: 6.56E-12mmHg at 25°C
• Refractive Index: 1.664
• CAS DataBase Reference: 2-(4-Hydroxyphenyl)-2H-isoquinolin-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-Hydroxyphenyl)-2H-isoquinolin-1-one(20434-92-8)
• EPA Substance Registry System: 2-(4-Hydroxyphenyl)-2H-isoquinolin-1-one(20434-92-8)

Safety Data

• Hazardous Substances Data: 20434-92-8(Hazardous Substances Data)

Usage

Description

2-(4-Hydroxyphenyl)-2H-isoquinolin-1-one, commonly known as berberine, is a naturally occurring alkaloid found in a variety of plants, such as goldenseal and Chinese goldthread. It exhibits a distinct yellow color and has been traditionally utilized in medicine due to its anti-inflammatory, antimicrobial, and antioxidative properties. Berberine has garnered significant attention for its potential therapeutic applications in managing diabetes, high cholesterol, gastrointestinal infections, and certain types of cancer. Moreover, it finds use as a dye and a flavoring agent in the food and beverage industry.

Uses

Used in Pharmaceutical Applications:
2-(4-Hydroxyphenyl)-2H-isoquinolin-1-one is used as a therapeutic agent for various conditions, including diabetes and high cholesterol, due to its ability to regulate glucose and lipid metabolism. It also exhibits antimicrobial properties, making it effective against gastrointestinal infections caused by certain pathogens.
Used in Anticancer Applications:
In the field of oncology, 2-(4-Hydroxyphenyl)-2H-isoquinolin-1-one is employed as an anticancer agent, showing potential in the treatment of specific types of cancer. Its mechanism of action involves the modulation of cellular signaling pathways and the induction of apoptosis in cancer cells, thereby inhibiting tumor growth and progression.
Used in Traditional Medicine:
Berberine has been a staple in traditional medicine for centuries, utilized for its anti-inflammatory and antioxidative properties. It is used to alleviate inflammation and oxidative stress-related conditions, promoting overall health and well-being.
Used in Food and Beverage Industry:
2-(4-Hydroxyphenyl)-2H-isoquinolin-1-one is used as a natural dye and flavoring agent in the food and beverage industry. Its vibrant yellow color and unique flavor profile contribute to the aesthetic appeal and taste of various products.
Used in Cosmetics Industry:
In the cosmetics industry, berberine is used for its potential skin health benefits, such as its anti-inflammatory and antioxidative properties. It can be incorporated into skincare products to promote a healthy and radiant complexion.

InChI:InChI=1/C15H11NO2/c17-12-7-5-10(6-8-12)14-9-11-3-1-2-4-13(11)15(18)16-14/h1-9,17H,(H,16,18)

Upstream product

• 13670-91-2 3-(4-methoxyphenyl)-2H-isoquinolin-1-one 
• 874-90-8 4-methoxybenzonitrile 
• 2170-09-4 N,2-dimethylbenzamide 

Downstream Products

• 884502-22-1 C₃₆H₄₇N₅O₉ 

Relevant articles and documents

TREATMENT OF DISEASES BY EPIGENETIC REGULATION

The present disclosure provides non-naturally occurring polyphenol compounds that inhibit the bromodomain and extra terminal domain (BET) proteins. The disclosed compositions and methods can be used for treatment and prevention of cancer, including NUT midline carcinoma, Burkitt's Lymphoma, Acute Myelogenous Leukemia, and Multiple Myeloma; autoimmune or inflammatory diseases or conditions, and sepsis.

PHARMACEUTICAL COMPOSITIONS FOR THE PREVENTION AND TREATMENT OF COMPLEX DISEASES AND THEIR DELIVERY BY INSERTABLE MEDICAL DEVICES

The present invention relates to polyphenol-like compounds that are useful for inhibiting VCAM-1 expression, MCP-1 expression and/or SMC proliferation in a mammal. The disclosed compounds are useful for regulating markers of inflammatory conditions, including vascular inflammation, and for treatment and prevention of inflammatory and cardiovascular diseases and related disease states.