14392-69-9

Basic information

• Product Name: 4-HYDROXYNONANOPHENONE
• Synonyms: 4-HYDROXYNONANOPHENONE;4-n-Nonanoylphenol;Pelargonyl-4-phenol;1-(4-Hydroxyphenyl)nonan-1-one
• CAS NO: 14392-69-9
• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33
• Product Categories: Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 14392-69-9.mol
• Article Data: 7

Chemical Properties

• Melting Point: 54-56°C
• Boiling Point: 379°Cat760mmHg
• Flash Point: 161.8°C
• Appearance: /
• Density: 0.997g/cm³
• Vapor Pressure: 2.78E-06mmHg at 25°C
• Refractive Index: 1.512
• BRN: 2103401
• CAS DataBase Reference: 4-HYDROXYNONANOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-HYDROXYNONANOPHENONE(14392-69-9)
• EPA Substance Registry System: 4-HYDROXYNONANOPHENONE(14392-69-9)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 14392-69-9(Hazardous Substances Data)

Usage

Description

4-HYDROXYNONANOPHENONE, also known as 4'-Hydroxynonanophenone, is an organic compound with the molecular formula C15H26O2. It is a colorless to pale yellow liquid with a mild, sweet odor. 4-HYDROXYNONANOPHENONE is characterized by its hydroxy and carbonyl functional groups, which contribute to its chemical reactivity and potential applications in various fields.

Uses

Used in Pharmaceutical and Biochemical Research:
4-HYDROXYNONANOPHENONE is used as a key intermediate in the synthesis and biochemical evaluation of a series of methanesulfonate derivatives of 4-hydroxyphenyl ketone. These derivatives serve as probes for investigating the active site of type 3 of the 17β-hydroxysteroid dehydrogenase family of enzymes. This application is particularly relevant in the fields of pharmaceuticals and biochemistry, where understanding enzyme mechanisms and developing targeted therapies are of great importance.

InChI:InChI=1/C15H22O2/c1-2-3-4-5-6-7-8-15(17)13-9-11-14(16)12-10-13/h9-12,16H,2-8H2,1H3

Upstream product

• 764-85-2 Nonanoyl chloride 
• 108-95-2 phenol 

Downstream Products

• 1337918-11-2 4-nonanoylphenyl trifluoromethanesulfonate 
• 20683-52-7 C₁₅H₂₀Br₂O₂ 
• 38444-38-1 4-Butoxy-benzoic acid 4-nonyl-phenyl ester 
• 93913-80-5 (E)-1-(2'-Hydroxy-5'-nonylphenyl)-1-ethanone oxime 
• 115851-77-9 2-hydroxy-5-nonylacetophenone 
• 104-40-5 4-Nonylphenol 

Relevant articles and documents

Synthesis, biochemical evaluation and rationalisation of a series of 3,5- dibromo derivatives of 4-hydroxyphenyl ketone-based compounds as probes of the active site of type 3 of 17β-hydroxysteroid dehydrogenase (17β-hsd3) and the role of hydrogen bonding interaction in the inhibition of 17β-HSD3

We report the synthesis, evaluation and rationalisation of the inhibitory activity of a series of 3,5-dibromo derivatives of 4-hydroxyphenyl ketone as probes of the active site of the type 3 of 17β-hydroxysteroid dehydrogenase (17β-HSD3). The results support the important role of hydrogen bonding interaction in the inhibition of 17β-HSD3.

Synthesis, biochemical evaluation and rationalisation of the inhibitory activity of a series of 4-hydroxyphenyl ketones as potential inhibitors of 17β-hydroxysteroid dehydrogenase type 3 (17β-HSD3)

We report the preliminary results of the synthesis and biochemical evaluation of a number of 4-hydroxyphenyl ketones as inhibitors of the isozyme of the enzyme 17β-hydroxysteroid dehydrogenase (17β-HSD) responsible for the conversion of androstenedione (AD) to testosterone (T), more specifically type 3 (17β-HSD3). The results of our study suggest that we have synthesised compounds which are, in general, potent inhibitors of 17β-HSD3, in particular, we discovered that 1-(4-hydroxy-phenyl)-nonan-1-one (8) was the most potent (IC50 = 2.86 ± 0.03 μM). We have therefore provided good lead compounds in the synthesis of novel non-steroidal inhibitors of 17β-HSD3.

Synthesis, Spectral Data and Extraction of Copper by 1-(2'-Hydroxy-5'-alkylphenyl)-1-alkanone Oximes

1-(2'-Hydroxy-5'-alkylphenyl)-1-ethanone oximes with a normal alkyl group containing 2 to 12 carbon atoms and 1-(2'-hydroxy-5'-methylphenyl)-1-alkanone oximes containing 1 to 11 carbon atoms in the hydrocarbon chain were synthesized.Spectral data (u.v., i.r., n.m.r. and 13C) of oximes are reported.Four of these oximes were used for copper extraction from acidic solution.The results obtained indicate, that these oximes are better extractants than alkyl derivatives of 2-hydroxybenzophenone oximes.