69914-21-2

Basic information

• Product Name: 1-(2-hydroxy-2-phenylethyl)pyridin-2(1H)-one
• Synonyms: 1-(2-Hydroxy-2-phenylethyl)pyridin-2(1H)-one; 2(1H)-pyridinone, 1-(2-hydroxy-2-phenylethyl)-
• CAS NO: 69914-21-2
• Molecular Formula: C₁₃H₁₃NO₂
• Molecular Weight: 215.2478
• Mol File: 69914-21-2.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 465.1°C at 760 mmHg
• Flash Point: 235.1°C
• Density: 1.215g/cm³
• Vapor Pressure: 1.89E-09mmHg at 25°C
• Refractive Index: 1.608
• CAS DataBase Reference: 1-(2-hydroxy-2-phenylethyl)pyridin-2(1H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-hydroxy-2-phenylethyl)pyridin-2(1H)-one(69914-21-2)
• EPA Substance Registry System: 1-(2-hydroxy-2-phenylethyl)pyridin-2(1H)-one(69914-21-2)

Safety Data

• Hazardous Substances Data: 69914-21-2(Hazardous Substances Data)

Usage

Description

1-(2-hydroxy-2-phenylethyl)pyridin-2(1H)-one, commonly known as raloxifene, is a synthetic compound that acts as a selective estrogen receptor modulator (SERM). It possesses the ability to mimic the effects of estrogen in the body, making it a versatile pharmaceutical agent with various applications.

Uses

Used in Pharmaceutical Industry:
1-(2-hydroxy-2-phenylethyl)pyridin-2(1H)-one is used as a therapeutic agent for the treatment and prevention of osteoporosis in postmenopausal women. As a SERM, it helps to maintain bone density and reduce the risk of bone fractures by mimicking the effects of estrogen on bone tissue.
Additionally, raloxifene is used as a preventive measure for invasive breast cancer in postmenopausal women with osteoporosis. Its anti-cancer properties have shown potential in reducing the risk of developing breast cancer, making it a valuable addition to the arsenal of cancer prevention strategies.
Furthermore, raloxifene has been investigated for its potential applications in other areas, such as cardiovascular health and the treatment of certain types of cancer. However, more research is needed to fully understand its potential benefits and limitations in these areas.

Upstream product

• 952-75-0 1-(2-oxo-2-phenylethyl)-1,2-dihydropyridin-2-one 
• 93186-99-3 1-(β-hydroxy-phenethyl)-1H-pyridin-2-one-imine 
• 6689-03-8 1-(β-hydroxy-phenethyl)-pyridinium; chloride 
• 67-56-1 methanol 
• 127074-84-4 1-(2-Hydroxy-2-phenylethyl)-4-piperidinol 
• 127074-72-0 1-Phenyl-2-(1,2,3,6-tetrahydropyridin-1-yl)-ethanol 
• 64-17-5 ethanol 
• 127074-85-5 2-(4-Piperidino-piperidino)-1-phenyl-ethanol 
• 142-08-5 2-hydroxypyridin 
• 96-09-3 styrene oxide 
• 4897-50-1 4-piperidinopiperidin 
• 127074-91-3 2-(4-Piperidino-piperidino)-1-phenyl-ethanon 
• 532-27-4 1-chloroacetophenone 
• 504-29-0 2-aminopyridine 

Relevant articles and documents

Route exploration and synthesis of the reported pyridone-based PDI inhibitor STK076545

The enzyme protein disulfide isomerase (PDI) is essential for the correct folding of proteins and the activation of certain cell surface receptors, and is a promising target for the treatment of cancer and thrombotic conditions. A previous high-throughput screen identified the commercial compound STK076545 as a promising PDI inhibitor. To confirm its activity and support further biological studies, a resynthesis was pursued of the reported β-keto-amide with an N-alkylated pyridone at the α-position. Numerous conventional approaches were complicated by undesired fragmentations or rearrangements. However, a successful 5-step synthetic route was achieved using an aldol reaction with an α-pyridone allyl ester as a key step. An X-ray crystal structure of the final compound confirmed that the reported structure of STK076545 was achieved, however its lack of PDI activity and inconsistent spectral data suggest that the commercial structure was misassigned.

Sodium mercury edetate dehydrogenation of N-aliphatic substituted 1,2,3,6-tetrahydropyridine derivatives

Hg(II)-edta dehydrogenation of N-aliphatic substituted Δ3-piperideine 1 leads to polymers. From 4 carrying a hydroxy neighbour group in the aliphatic side chain, it is possible to yield definite oxidation products - in dependence of nucleophiles present - mainly 4-substituted piperidone-2 derivatives 5 and 9-12. The oxidation of corresponding 4-hydroxy- (19) or 4-amino- (20, 21) piperidines gives the same spectrum of products. A mechanism for all the reactions is proposed.