478-48-8

Basic information

• Product Name: 1-Butanone,1-(4,6-dihydroxy-2-methoxy-3- methylphenyl)-
• Synonyms: Pseudoaspidinol B;4.6-Dihydroxy-2-methoxy-3-methyl-butyrophenon;Ψ-Aspidinol-B;1-(4,6-Dihydroxy-2-methoxy-3-methyl-phenyl)-butan-1-on;1-(4,6-dihydroxy-2-methoxy-3-methyl-phenyl)-butan-1-one;2-Methoxy-3-butyryl-4.6-dihydroxy-toluol
• CAS NO: 478-48-8
• Molecular Formula: C12H16O4
• Molecular Weight: 224.257
• Mol File: 478-48-8.mol
• Article Data: 5

Chemical Properties

• Melting Point: 71 - 72 °C
• CAS DataBase Reference: 1-Butanone,1-(4,6-dihydroxy-2-methoxy-3- methylphenyl)- (CAS DataBase Reference)
• NIST Chemistry Reference: 1-Butanone,1-(4,6-dihydroxy-2-methoxy-3- methylphenyl)- (478-48-8)
• EPA Substance Registry System: 1-Butanone,1-(4,6-dihydroxy-2-methoxy-3- methylphenyl)- (478-48-8)

Safety Data

• Hazardous Substances Data: 478-48-8(Hazardous Substances Data)

Usage

Molecular structure

A butanone molecule with a substituted hydroxylated and methoxylated phenyl group attached to it.

Usage

Commonly used as a flavoring and fragrance agent in the food and cosmetic industries.

Antioxidant and antimicrobial properties

Useful in preserving food and personal care products.

Synthesis

Used in the synthesis of pharmaceuticals and other chemicals.

Hazardous if not used properly

Importance of handling this chemical with care.

Upstream product

• 59902-39-5 1-(4,6-bis-benzyloxy-2-methoxy-3-methyl-phenyl)-butan-1-one 
• 109-74-0 propyl cyanide 
• 55382-24-6 5-methoxy-4-methyl-resorcinol 
• 1509-06-4 1-[3-methyl-2,4,6-trihydroxyphenyl]-1-butanone 
• 39828-33-6 2,4,6-Trihydroxy-3-methyl-benzoesaeure-methylester 
• 106214-18-0 3-butyryl-2,4,6-trihydroxy-5-methyl-benzoic acid methyl ester 
• 6099-90-7 1,3,5-Trihydroxybenzene dihydrate 
• 487-70-7 2,4,6-trihydroxybenzaldehyde 
• 88-03-9 2,4,6-trihydroxytoluene 

Downstream Products

• 55576-66-4 agrimol B 

Relevant articles and documents

Selective lithiation of phloroglucinol mixed alkyl ethers. The synthesis of pseudoaspidinol-B

The title reaction is regioselective with the methyl di-t-butyl ether (4) but not with the di-i-propyl analogue (3).

Synthetic method of pilosin B and intermediate pseudomonophenols thereof

The invention discloses a method for synthesizing pilosin B and intermediate pseudomonophenols thereof. The synthesis method of the pseudo-sheep equol comprises the step E. Step F and Step g. The synthetic method of the pilosin B provided by the invention is prepared by the following steps H, step J, preparation of the pseudomonophenols synthesized by the above method, and preparation of the pseudomonophenols synthesized by the method in step I. In step E, the novel amino protecting reagent with good reaction with the phenolic hydroxyl group is used as a protecting reagent, the phenol hydroxyl group of each intermediate in the intermediate molecule fragment a synthesis process is selectively protected, the reagent types are reduced and the use of toxic reagents such as benzyl chloride and the like is avoided.

Derivatives of Natural Product Agrimophol as Disruptors of Intrabacterial pH Homeostasis in Mycobacterium tuberculosis

This article reports the rational medicinal chemistry of a natural product, agrimophol (1), as a new disruptor of intrabacterial pH (pHIB) homeostasis in Mycobacterium tuberculosis (Mtb). Through the systematic investigation of the structure-activity relationship of 1, scaffold-hopping of the diphenylmethane scaffold, pharmacophore displacement strategies, and studies of the structure-metabolism relationship, a new derivative 5a was achieved. Compound 5a showed 100-fold increased potency in the ability to reduce pHIB to pH 6.0 and similarly improved mycobactericidal activity compared with 1 against both Mycobacterium bovis-BCG and Mtb. Compound 5a possessed improved metabolic stability in human liver microsomes and hepatocytes, lower cytotoxicity, higher selectivity index, and similar pKa value to natural 1. This study introduces a novel scaffold to an old drug, resulting in improved mycobactericidal activity through decreasing pHIB, and may contribute to the critical search for new agents to overcome drug resistance and persistence in the treatment of tuberculosis.