478-48-8

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 
• 88-03-9 2,4,6-trihydroxytoluene 
• 487-70-7 2,4,6-trihydroxybenzaldehyde 
• 6099-90-7 1,3,5-Trihydroxybenzene dihydrate 
• 106214-18-0 3-butyryl-2,4,6-trihydroxy-5-methyl-benzoic acid methyl ester 

Downstream Products

• 55576-66-4 agrimol B 

Relevant academic research and scientific papers

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.

Novel diphenylmethyl compounds having mycobacterium tuberculosis inhibitory activity

The invention relates to novel diphenylmethyl derivatives having mycobacterium tuberculosis inhibitory activity and a preparation method thereof and particularly relates novel diphenylmethyl derivatives having activity for inhibiting replicative and non-replicating mycobacterium tuberculosis and a preparation method thereof. In particular, the invention relates to compounds shown in the formula (I) or all possible isomers, prodrugs, pharmaceutically acceptable salts, solvates or hydrates thereof, wherein the variables are as described in the specification. The invention also relates to the preparation method of the compounds and their pharmaceutical compositions and a use of the compounds in preparation of drugs for treating mycobacterium tuberculosis infection-caused diseases.

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.

Total synthetic method of natural product pseudoaspidinol

The invention relates to a total synthetic method of a natural product pseudoaspidinol, belonging to the technical field of organic chemistry. The method comprises the steps of carrying out Vilsmeier-Haaucf reaction on economic and easily-available phloroglucinol dehydrate so as to obtain aldehyde-base phloroglucinol, carrying out Clemmensen reduction so as to obtain methyl phloroglucinol, carrying out Friedel-Crafts acylation so as to obtain lysine butyrylation methyl phloroglucinol, carrying out selective protection through ester groups, and carrying out methylation and deprotection, so as to obtain pseudoaspidinol. The total synthetic method has the beneficial effects that the total synthesis yield of pseudoaspidinol is increased at the total yield of 51%, the raw materials are economicand easily available, the operation is simple, the yield is relatively high, and a large number of raw materials are provided for the biological activity research of pseudoaspidinol.