54030-32-9

Usage

Uses

Used in Pharmaceutical Industry:
4-Hydroxy-3-(hydroxymethyl)benzaldehyde is used as an impurity in the production of Albuterol, a β2-adrenoceptor agonist, which is a bronchodilator and tocolytic. It helps in the treatment of asthma, chronic obstructive pulmonary disease (COPD), and other respiratory conditions by relaxing the muscles in the airways and improving breathing.
Used in the Preparation of Cinnamyl Alcohol-like Compounds:
In the field of medicine, 4-Hydroxy-3-(hydroxymethyl)benzaldehyde is used in the preparation of Cinnamyl alcohol-like compounds. These compounds have potential therapeutic applications for the treatment of free radical generated related diseases, including auto-immune deficiency diseases. They work by neutralizing free radicals and reducing oxidative stress, which can contribute to the development and progression of various diseases.
Used as a Reagent in the Synthesis of 5-Diacetoxymethyl-cycloSal-d4TMP:
4-Hydroxy-3-(hydroxymethyl)benzaldehyde is also utilized as a reagent in the synthesis of 5-Diacetoxymethyl-cycloSal-d4TMP, a prototype of enzymatically activated cycloSal-pronucleotides. These compounds have shown potential antiviral activities against HIV, making them a valuable tool in the development of new treatments for this viral infection.

InChI:InChI=1/C8H8O3/c9-4-6-1-2-8(11)7(3-6)5-10/h1-4,10-11H,5H2

Upstream product

• 1761-61-1 5-bromosalicyclaldehyde 
• 3328-70-9 5-formyl-2-hydroxybenzaldehyde 
• 123-08-0 4-hydroxy-benzaldehyde 
• 2316-64-5 5-bromo-2-hydroxybenzyl alcohol 
• 52113-69-6 6-bromo-2,2-dimethyl-4H-benzo[1,3]dioxine 
• 54030-33-0 2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-carboxaldehyde 
• 53412-47-8 3-(chloromethyl)-4-hydroxybenzaldehyde 

Downstream Products

• 458-37-7 curcumin 
• 35459-11-1 acetate salt of salbutamol 
• 54030-33-0 2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-carboxaldehyde 
• 590410-69-8 (R)-1-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)-2-(6-(4-phenylbutoxy)hexylamino)ethanol 
• 135271-47-5 (S)-Salmeterol 
• 135271-47-5 (R)-(-)-salmeterol 
• 865717-45-9 [(R)-2-(2,2-Dimethyl-4H-benzo[1,3]dioxin-6-yl)-2-((2R,6S)-6-methyl-tetrahydro-pyran-2-yloxy)-ethyl]-[6-(4-phenyl-butoxy)-hexyl]-amine 

Relevant academic research and scientific papers

SUBSTITUTED AMINOTHIAZOLES AS INHIBITORS OF NUCLEASES

The invention provides compounds represented by the structural formula (1): wherein R1, R2, R3, R4, R5, R6 are as defined in the claims. The compounds are inhibitors of nucleases, and are useful in particular in a method of treatment and/or prevention of proliferative diseases, neurodegenerative diseases, and other genomic instability associated diseases.

BIOFILM FORMATION INHIBITOR

PROBLEM TO BE SOLVED: To provide a substance that can effectively inhibit biofilm formation. SOLUTION: A biofilm formation inhibitor has a compound represented by the following formula (I) as an active ingredient (where R1, R2, Rsup

Lewis Base Catalyzed Intramolecular Reduction of Salicylaldehydes by Pinacol-Derived Chlorohydrosilane

A newly developed stable chlorohydrosilane derived from pinacol is herein described. This was successfully used in the reduction of salicylaldehydes in reasonable to excellent yields (51–97 %). The ability of the hydrosilane to react as a reducing agent is increased upon the in situ formation of a trialkoxyhydrosilane and activation with a Lewis base, as further indicated by density functional theory studies. 1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (DMPU) was identified to be a suitable catalyst for this metal-free reduction, promoting the regio- and chemoselective reduction of aldehydes in ortho-position to phenols, despite the presence of vicinal ketones. The performance of pinacol-derived chlorohydrosilane in the reduction of salicylaldehydes was further observed to be superior to that of well-established commercially available chlorohydrosilanes.

Enantioselective synthesis of (R)-salmeterol employing an asymmetric Henry reaction as the key step

A practical synthesis of (R)-salmeterol has been accomplished from 3-bromo salicylaldehyde, which involved a Cu(II)-sparteine complex catalyzed asymmetric Henry reaction as the key step. (R)-Salmeterol can be obtained in 39% overall yield and 95% ee.

Enzymatically activated cycloSal-d4T-monophosphates: The third generation of cycloSal-pronucleotides

The third generation of cycloSal-pronucleotides, 5-diacetoxymethyl- cycloSal-d4T-monophosphates (5-di-AM-cycloSal-d4TMPs), is reported as a new class of "lock-in"-modified cycloSal-pronucleotides. These compounds bear an esterase-cleavable geminal dicarboxylate (acylal) attached to the aromatic ring of the saligenyl unit. The conversion into a strong acceptor group (aldehyde) leads to a strong decrease in hydrolytic stability. As a consequence, a fast release of a nucleoside monophosphate (i.e., d4TMP) follows. The concept of this enzymatic activation is proven by hydrolysis studies in phosphate buffer, cell extracts, and human serum. These investigations showed the conversion of the acylal group into a polar aldehyde by enzymatic cleavage. Besides, antiviral activities against HIV are presented.

5-Diacetoxymethyl-cycloSal-d4TMP - A prototype of enzymatically activated cyclosal-pronucleotides

A new class of "lock-in"-modified cycloSal-pronucleotides has been synthesized. On the example of 5-diacetoxymethyl-cycloSal-d4T-monophosphate (5-di-AM-cycloSal-d4TMP), the concept of enzymatically activated cycloSal-pronucleotides is elucidated. Synthesis, hydrolysis studies, and antiviral activities against HIV are presented. Copyright Taylor & Francis Group, LLC.

A short stereoselective synthesis of (R)-salmeterol

A short, highly stereoselective oxy-Michael approach to the total synthesis of the β2-agonist, (R)-salmeterol is described. Georg Thieme Verlag Stuttgart.