4693-16-7

Basic information

• Product Name: 2-5-dihydroxybutyrophenone
• Synonyms: 2-5-dihydroxybutyrophenone;1-(2,5-dihydroxyphenyl)butan-1-one
• CAS NO: 4693-16-7
• Molecular Formula: C₁₀H₁₂O₃
• Molecular Weight: 0
• Mol File: 4693-16-7.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 346.5°C at 760 mmHg
• Flash Point: 177.6°C
• Appearance: /
• Density: 1.194g/cm³
• Vapor Pressure: 2.86E-05mmHg at 25°C
• Refractive Index: 1.567
• CAS DataBase Reference: 2-5-dihydroxybutyrophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-5-dihydroxybutyrophenone(4693-16-7)
• EPA Substance Registry System: 2-5-dihydroxybutyrophenone(4693-16-7)

Safety Data

• Hazardous Substances Data: 4693-16-7(Hazardous Substances Data)

Usage

General Description

2-5-dihydroxybutyrophenone is a chemical compound that is classified as a phenol and a ketone. It has two hydroxyl (OH) groups and a butyrophenone moiety, with a molecular formula of C10H12O3. 2-5-dihydroxybutyrophenone is commonly used in the pharmaceutical industry as an intermediate in the synthesis of various medications, including antipsychotic and antiemetic drugs. It has been found to have potential therapeutic effects in the treatment of certain psychiatric and neurological disorders. Additionally, 2-5-dihydroxybutyrophenone has also been identified as a natural product of certain plants and microorganisms, and it may have biological activities that warrant further investigation. Overall, this chemical compound has important applications in medicine and pharmacology, and its properties are of interest for future research and development.

InChI:InChI=1/C10H12O3/c1-2-3-9(12)8-6-7(11)4-5-10(8)13/h4-6,11,13H,2-3H2,1H3

Upstream product

• 109-74-0 propyl cyanide 
• 123-31-9 hydroquinone 
• 141-75-3 butyryl chloride 
• 150-78-7 1,4-dimethoxybezene 
• 83791-03-1 1,4-bis(butanoyloxy)benzene 
• 107-92-6 butyric acid 
• 123-72-8 butyraldehyde 
• 106-51-4 p-benzoquinone 

Downstream Products

• 79521-13-4 5,5'-[[2-(1-hydroxybutyl)-1,4-phenylene]bis(oxy)]bis[2,2-dimethylpentanoic acid] 
• 65781-65-9 2-Butanoyl-1,4-benzochinon 
• 4197-69-7 4-(2,5-dihydroxyphenyl)butane 
• 79521-12-3 dimethyl 5,5'-[[2-(1-oxobutyl)-1,4-phenylene]bis(oxy)]bis[2,2-dimethylpentanoate] 

Relevant articles and documents

Half-wave potentials and in vitro cytotoxic evaluation of 3-acylated 2,5-bis(phenylamino)-1,4-benzoquinones on cancer cells

A broad range of 3-acyl-2,5-bis(phenylamino)-1,4-benzoquinones were synthesized and their voltammetric values, as well as in vitro cancer cell cytotoxicities, were assessed. The members of this series were prepared from acylbenzoquinones and phenylamines, in moderate to good yields (47-74%), through a procedure involving a sequence of two in situ regioselective oxidative amination reactions. The cyclic voltammograms of the aminoquinones exhibit two one-electron reduction waves to the corresponding radical-anion and dianion, and two quasi-reversible oxidation peaks. The first and second half-wave potential values (E1/2) of the members of the series were sensitive to the push-pull electronic effects of the substituents around the benzoquinone nucleus. The in vitro cytotoxic activities of the 3-acyl-2,5-bis(phenylamino)-1,4-benzoquinones against human cancer cells (bladder and prostate) and non-tumor human embryonic kidney cells were measured using the MTT colorimetric method. The substitution of both aniline groups, by either methoxy (electron donating effect) or fluorine (electron withdrawal effect), decreased the cytotoxicity in the aminoquinones. Among the members of the unsubstituted phenylamino series, two of the 18 compounds showed interesting anti-cancer activities. A preliminary assay, looking for changes in the expression of selected genes, was performed. In this context, the two compounds increased TNF gene expression, suggesting an association with an inflammatory-like response.

Quinone Photochemistry. A General Synthesis of Acylhydroquinones

-