93970-93-5

Usage

Uses

Used in Organic Synthesis:
2'',4''-DIHYDROXY-3''-METHYLBUTYROPHENONE is used as a reagent in organic synthesis for its ability to participate in various chemical reactions, such as esterification, condensation, and substitution. Its functional groups allow it to act as a building block for the synthesis of more complex organic compounds.
Used in the Food Industry:
In the food industry, 2'',4''-DIHYDROXY-3''-METHYLBUTYROPHENONE is used as a flavoring agent due to its unique taste and aroma profile. Its ability to impart specific flavors to food products makes it a valuable ingredient in the development of new and innovative food formulations.
Used in Pharmaceutical Production:
2'',4''-DIHYDROXY-3''-METHYLBUTYROPHENONE is utilized in the production of pharmaceuticals due to its antimicrobial properties. Its ability to inhibit the growth of certain microorganisms makes it a potential candidate for the development of new antimicrobial drugs and treatments.
Used in Personal Care Products:
In the personal care industry, 2'',4''-DIHYDROXY-3''-METHYLBUTYROPHENONE is used in the formulation of various products, such as creams, lotions, and shampoos, due to its antimicrobial and preservative properties. Its ability to maintain the freshness and longevity of these products makes it a valuable ingredient in personal care formulations.
Used in the Development of New Materials and Bio-based Polymers:
2'',4''-DIHYDROXY-3''-METHYLBUTYROPHENONE has potential applications in the development of new materials and bio-based polymers due to its structural and functional properties. Its ability to participate in various chemical reactions and form stable linkages with other molecules makes it a promising candidate for the creation of innovative materials with diverse applications.

InChI:InChI=1/C11H14O3/c1-3-4-10(13)8-5-6-9(12)7(2)11(8)14/h5-6,12,14H,3-4H2,1-2H3

Upstream product

• 109-74-0 propyl cyanide 
• 608-25-3 2-methylbenzene-1,3-diol 
• 141-75-3 butyryl chloride 

Downstream Products

• 1609477-32-8 4-(4-(4-butyryl-3-hydroxy-2-methylphenoxy)butoxy)-3-methylbenzoic acid 
• 1609477-29-3 3-(4-(4-butyryl-3-hydroxy-2-methylphenoxy)butoxy)-4-methoxybenzoic acid 
• 1609477-83-9 C₂₄H₃₀O₇ 
• 1609477-28-2 (4-(4-butyryl-3-hydroxy-2-methylphenoxy)butoxy)-3-methoxybenzoic acid 
• 1609477-82-8 C₂₄H₃₀O₇ 
• 1609477-30-6 3-(4-(4-butyryl-3-hydroxy-2-methylphenoxy)butoxy)-2-methylbenzoic acid 
• 1609477-84-0 C₂₄H₃₀O₆ 
• 1609477-31-7 5-(4-(4-butyryl-3-hydroxy-2-methylphenoxy)butoxy)-2-fluorobenzoic acid 
• 1609477-85-1 C₂₃H₂₇FO₆ 

Relevant academic research and scientific papers

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.

Design and synthesis of systemically active metabotropic glutamate subtype-2 and -3 (mGlu2/3) receptor positive allosteric modulators (PAMs): Pharmacological characterization and assessment in a rat model of cocaine dependence

As part of our ongoing small-molecule metabotropic glutamate (mGlu) receptor positive allosteric modulator (PAM) research, we performed structure-activity relationship (SAR) studies around a series of group II mGlu PAMs. Initial analogues exhibited weak activity as mGlu2 receptor PAMs and no activity at mGlu3. Compound optimization led to the identification of potent mGlu2/3 selective PAMs with no in vitro activity at mGlu1,4-8 or 45 other CNS receptors. In vitro pharmacological characterization of representative compound 44 indicated agonist-PAM activity toward mGlu2 and PAM activity at mGlu 3. The most potent mGlu2/3 PAMs were characterized in assays predictive of ADME/T and pharmacokinetic (PK) properties, allowing the discovery of systemically active mGlu2/3 PAMs. On the basis of its overall profile, compound 74 was selected for behavioral studies and was shown to dose-dependently decrease cocaine self-administration in rats after intraperitoneal administration. These mGlu2/3 receptor PAMs have significant potential as small molecule tools for investigating group II mGlu pharmacology.

ACETOPHENONE POTENTIATORS OF METABOTROPIC GLUTAMATE RECEPTORS

The present invention is directed to compounds which are potentiators of metabotropic glutamate receptors, including the mGluR2 receptor, and which are useful in the treatment or prevention of neurological and psychiatric disorders associated with glutama

Phenyl-tetrazolyl acetophenones: Discovery of positive allosteric potentiatiors for the metabotropic glutamate 2 receptor

Herein we disclose the discovery of a new class of positive allosteric potentiators of the metabotropic glutamate receptor 2 (mGlu2), phenyl-tetrazolyl acetophenones, e.g. 1-(2-hydroxy-3-propyl-4-{4-[4-(2H-tetrazol-5-yl)phenoxy] butoxy}phenyl) ethanone (4

Allosteric potentiators of the metabotropic glutamate receptor 2 (mGlu2). Part 1: Identification and synthesis of phenyl-tetrazolyl acetophenones

We have identified and synthesized a series of aryl-tetrazoyl acetophenones as positive allosteric potentiators of the metabotropic glutamate receptor 2. Structure activity relationship studies directed toward improving the potency and level of potentiation led to the discovery of 22 (EC50 = 93 nM, 128% potentiation). We have identified and synthesized a series of aryl-tetrazoyl acetophenones as positive allosteric potentiators of the metabotropic glutamate receptor 2. Structure activity relationship studies directed toward improving the potency and level of potentiation led to the discovery of 22 (EC50 = 93 nM, 128% potentiation).

AN ELEGANT SYNTHESIS OF 6-BUTYRYLCHROMANS AND CHROMENES

Condensation of hydroxybutyrophenones viz., 2,3,4-trihydroxy- (1), 2,4-dihydroxy- (3) and 2,4-dihydroxy-3-methyl- (6) butyrophenones with 2-methyl-1,3-butadiene in the presence of orthophosphoric acid affords 6-butyrylchromans which can be dehydrogenated to 6-butyrylchromenes.