75849-08-0

Basic information

• Product Name: 1-Propanone, 3-(3-hydroxyphenyl)-1-phenyl-
• CAS NO: 75849-08-0
• Molecular Formula: C15H14O2
• Molecular Weight: 226.275
• Mol File: 75849-08-0.mol

Chemical Properties

• CAS DataBase Reference: 1-Propanone, 3-(3-hydroxyphenyl)-1-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Propanone, 3-(3-hydroxyphenyl)-1-phenyl-(75849-08-0)
• EPA Substance Registry System: 1-Propanone, 3-(3-hydroxyphenyl)-1-phenyl-(75849-08-0)

Safety Data

• Hazardous Substances Data: 75849-08-0(Hazardous Substances Data)

Upstream product

• 81226-95-1 1-phenyl-3-(3-hydroxyphenyl)-2-propen-1-one 
• 100-83-4 meta-hydroxybenzaldehyde 
• 98-86-2 acetophenone 
• 81226-95-1 3-hydroxychalcone 

Downstream Products

• 75849-09-1 3-(3-hydroxyphenyl)-1-phenylpropan-1-ol 
• 207736-96-7 4-hydroxy-6-[2-(3-hydroxy-phenyl)-ethyl]-6-phenyl-5,6-dihydro-pyran-2-one 
• 197915-36-9 3-(2-tert-Butyl-4-hydroxymethyl-5-methyl-phenylsulfanyl)-4-hydroxy-6-[2-(3-hydroxy-phenyl)-ethyl]-6-phenyl-5,6-dihydro-pyran-2-one 

Relevant articles and documents

Regioselective Enzymatic Carboxylation of Bioactive (Poly)phenols

In order to extend the applicability of the regioselective enzymatic carboxylation of phenols, the substrate scope of o-benzoic acid (de)carboxylases has been investigated towards complex molecules with an emphasis on flavouring agents and polyphenols possessing antioxidant properties. o-Hydroxycarboxylic acid products were obtained with perfect regioselectivity, in moderate to excellent yields. The applicability of this method was proven by the regioselective bio-carboxylation of resveratrol on a preparative scale with 95% yield. (Figure presented.).

Syntheses and in Vitro Antiplasmodial Activity of Aminoalkylated Chalcones and Analogues

(Chemical Equqation Presented). A series of readily synthesized and inexpensive aminoalkylated chalcones and diarylpropane analogues (1-55) were synthesized and tested against chloroquinone-sensitive (D10 and NF54) and -resistant (Dd2 and K1) strains of Plasmodium falciparum. Hydrogenation of the enone to a diarylpropane moiety increased antiplasmodial bioactivity significantly. The influence of the structure of the amine moiety, A-ring substituents, propyl vs ethyl linker, and chloride salt formation on further enhancing antiplasmodial activity was investigated. Several compounds have IC50 values similar to or better than chloroquine (CQ). The most active compound (26) had an IC50 value of 0.01 μM. No signs of resistance were detected, as can be expected from compounds with structures unrelated to CQ and other currently used antimalarial drugs. Toxicity tests (in vitro CHO cell assay) gave high SI indices.

Intramolecular Alkylation of Phenols. Part 5. A Regiospecific Anionic Ring Closure of Phenols via Quinone Methides

The bis-magnesium salts of the triols (6a) and (6h) cyclise when heated in benzene with high ortho-regiospecificity to the corresponding bis-phenols (7) and (8).The triols (6k) and (6o) under the same conditions cyclise with high para-regiospecificity to the corresponding bis-phenols (7) and (8).Both (6a) and (6h) cyclise via o-quinone methides, and (6k) and (6o) via p-quinone methides.Results from the use of, inter alia, 18-crown-6, indicate that the high ortho-regiospecificity of the cyclisation of (6a) and (6h) is due to intramolecular Mg(II) bridging of the intermediate o-quinone methides.The high para-regiospecificity of cyclisation of (6k) and (6o) is due to steric hindrance towards o-cyclisation of the intermediate p-quinone methides presented by the Mg(II) cation.The unexpected facility with which (6a) and (6k) undergo ring closure is discussed.