13057-72-2

Basic information

• Product Name: 7-Hydroxyisoflavone
• Synonyms: 3-Phenyl-7-hydroxy-4H-1-benzopyran-4-one;7-Hydroxy-3-phenyl-4H-1-benzopyran-4-one;7-Hydroxy-3-phenylchromone;Ipriflavone Impurity 1;7-Hydroxy-3-phenyl-4H-chromen-4-one AldrichCPR;4H-1-Benzopyran-4-one, 7-hydroxy-3-phenyl-;7-hydroxy-3-phenyl-4-chromenone;Isoflavone, 7-hydroxy- (6CI,7CI,8CI)
• CAS NO: 13057-72-2
• Molecular Formula: C₁₅H₁₀O₃
• Molecular Weight: 238.24
• Product Categories: Iso-Flavones
• Mol File: 13057-72-2.mol
• Article Data: 29

Chemical Properties

• Melting Point: 214.0 to 218.0 °C
• Boiling Point: 450.1 °C at 760 mmHg
• Flash Point: 176.3 °C
• Appearance: /
• Density: 1.34 g/cm³
• Vapor Pressure: 1.02E-08mmHg at 25°C
• Refractive Index: 1.666
• PKA: 6.98±0.20(Predicted)
• CAS DataBase Reference: 7-Hydroxyisoflavone(CAS DataBase Reference)
• NIST Chemistry Reference: 7-Hydroxyisoflavone(13057-72-2)
• EPA Substance Registry System: 7-Hydroxyisoflavone(13057-72-2)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• RTECS: DJ3100255
• HazardClass: IRRITANT
• Hazardous Substances Data: 13057-72-2(Hazardous Substances Data)

Usage

Description

7-Hydroxyisoflavone, a white solid, is the simplest member of the class of 7-hydroxyisoflavones. It is an isoflavone with a hydroxy substituent at position 7 and serves as an EC 1.14.14.14 (aromatase) inhibitor and a metabolite. It is also a conjugate acid of a 7-hydroxyisoflavone(1-). 7-Hydroxyisoflavone and its derivatives hold significant importance as drug intermediates, with potential applications in various medical fields.

Uses

Used in Pharmaceutical Industry:
7-Hydroxyisoflavone is used as a drug intermediate for the development of medicines that address various health conditions. Its applications include:
1. Antiosteoporosis Drugs:
7-Hydroxyisoflavone is used as an active pharmaceutical ingredient in the development of antiosteoporosis drugs, helping to prevent bone loss and maintain bone health.
2. Prevention of Knubbly Cell Diffusion:
The compound is utilized in medicines that prevent the diffusion of knubbly cells, which can lead to various health issues.
3. Therapy for Coronary Heart Disease:
7-Hydroxyisoflavone is also used in the formulation of drugs that provide therapy for coronary heart disease, aiding in the treatment and management of this cardiovascular condition.

InChI:InChI=1/C15H10O3/c16-11-6-7-12-14(8-11)18-9-13(15(12)17)10-4-2-1-3-5-10/h1-9,16H

Upstream product

• 3669-41-8 1-(2,4-dihydroxyphenyl)-2-phenylethanone 
• 122-51-0 orthoformic acid triethyl ester 
• 109-94-4 formic acid ethyl ester 
• 95280-34-5 3-(2,4-dimethoxy-phenyl)-3-oxo-2-phenyl-propionaldehyde 
• 7727-15-3 aluminium bromide 
• 71-43-2 benzene 
• 110-89-4 piperidine 
• 79-16-3 N-methyl-acetamide 
• 35212-22-7 Ipriflavone 
• 536-74-3 phenylacetylene 
• 95-01-2 2,4-Dihydroxybenzaldehyde 
• 110-86-1 pyridine 
• 109-63-7 boron trifluoride diethyl etherate 
• 124-63-0 methanesulfonyl chloride 

Downstream Products

• 42868-83-7 3-phenyl-7-O-(β-D-tetraacetylglucopyranosyl)-4H-chromen-4-one 
• 39756-11-1 7-benzothiazol-2-ylmethoxy-3-phenyl-chromen-4-one 
• 1621-56-3 7-methoxyisoflavone 
• 35212-44-3 7-(3-chloropropyloxy)-isoflavone 
• 141942-39-4 2-hydroxy-3-phenylacetyldibenzofuran 
• 141942-37-2 2-hydroxy-3-phenylacetyl-5,6,7,8-tetrahydrodibenzofuran 
• 141942-41-8 3-phenyl-<4H>-benzofuro(3,2-g)-1-benzopyran-4-one 
• 141942-43-0 3-phenyl-6,7,8,9-tetrahydro-<4H>-benzofuro (3,2-g)-1-benzopyran-4-one 
• 141942-42-9 2-methyl-3-phenyl-<4H>-benzofuro(3,2-g)-1-benzopyran-4-one 

Relevant articles and documents

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The oxidative coupling between benzaldehyde derivatives and phenylacetylene catalyzed by rhodium complexes via C-H bond activation

This paper reports the use of rhodium (Rh) catalysts for the oxidative coupling reaction between phenylacetylene and benzaldehyde derivatives via C-H bond activation. These reactions were catalyzed by Rh(l-amino acid)(cod) (the l-amino acid is l-phenylala

CYTISINE-LINKED ISOFLAVONOID ANTINEOPLASTIC AGENTS FOR THE TREATMENT OF CANCER

Cytisine-linked isoflavonoids, or pharmaceutically acceptable salts thereof or pharmaceutically acceptable compositions thereof, are useful for the treatment of conditions in which cells have a reliance on peroxisomal HSD17B4 to degrade very long chain fatty acids and provide necessary energy for cell proliferation, such as is seen in colorectal cancer and prostate cancer, for example.

Development of a general approach to the synthesis of a library of isoflavonoid derivatives

Isoflavonoids are a class of organic compounds that act primarily as antioxidants. They are produced almost exclusively by various members of the bean family including soybeans, tofu, peanuts, chick peas, and alfalfa. The antioxidant characteristics that isoflavonoids exhibit help hinder the progression of certain cancers, primarily breast, prostate, and colon cancer. We have developed a three-five step synthesis for obtaining a suite of isoflavonoid derivatives. The synthesis involves an enamine formation, a ring closure and halogenation, a Suzuki coupling, and finally a global deprotection to obtain the respective isoflavonoid derivatives.