73289-91-5

Usage

Uses

Used in Pharmaceutical Industry:
3-Ethyl-2-hydroxybenzaldehyde is used as an intermediate in the synthesis of thiosemicarbazones, which are compounds with potential applications as inhibitors of lysophosphatidic acid acyltransferase (LPAAT). LPAAT inhibitors are of interest in the pharmaceutical industry due to their potential role in the treatment of various diseases, including cancer and metabolic disorders.
Additionally, 3-Ethyl-2-hydroxybenzaldehyde can be used in the development of new drugs and therapeutic agents, leveraging its unique chemical structure to target specific biological pathways and modulate cellular processes.
Used in Chemical Synthesis:
In the field of organic chemistry, 3-Ethyl-2-hydroxybenzaldehyde can be employed as a building block for the synthesis of various complex molecules and compounds. Its reactive functional groups, including the aldehyde and hydroxyl groups, allow for a range of chemical reactions, such as oxidation, reduction, and condensation, enabling the creation of diverse chemical products.
Used in Research and Development:
3-Ethyl-2-hydroxybenzaldehyde can also be utilized in research and development settings, where it can serve as a model compound for studying the properties and reactivity of similar organic molecules. This can contribute to the advancement of scientific knowledge and the development of new technologies and applications in various industries.

Upstream product

• 90-00-6 o-Hydroxyethylbenzene 
• 74-90-8 hydrogen cyanide 
• 100-97-0 hexamethylenetetramine 
• 13460-50-9 metaboric acid 
• 56-81-5 glycerol 
• 938450-61-4 C₁₁H₁₄O₃ 
• 67-66-3 chloroform 
• 50-00-0 formaldehyd 

Downstream Products

• 179728-49-5 2-(2,2-Diethoxy-ethoxy)-3-ethyl-benzaldehyde 
• 628331-51-1 2-(benzyloxy)-3-ethylbenzaldehyde 
• 72607-32-0 3-ethyl-2-hydroxy-5-nitrobenzaldehyde 
• 628331-71-5 2-(2-benzyloxy-3-ethylphenyl)-1-(methylthio)vinyl methyl sulfoxide 
• 628331-72-6 methyl (2-benzyloxy-3-ethylphenyl)acetate 
• 628331-73-7 methyl (3-ethyl-2-hydroxyphenyl)acetate 

Relevant academic research and scientific papers

CHEMICAL COMPOUNDS

The present disclosure describes novel compounds, or their pharmaceutically acceptable salts, pharmaceutical compositions containing them, and their medical uses. Compounds of the disclosure have activity as dual modulators of Janus kinase (JAK), alone, or in combination with one or more of an additional mechanism, including a tyrosine kinase, such as TrkA or Syk, and PDE4, and are useful in the in the treatment or control of inflammation, auto-immune diseases, cancer, and other disorders and indications where modulation of JAK would be desirable. Also described herein are methods of treating inflammation, auto-immune diseases, cancer, and other conditions susceptible to inhibition of JAK and PDE4 by administering a compound herein described.

Gold(I)-Catalyzed Cascade Cyclization Reactions of Allenynes for the Synthesis of Fused Cyclopropanes and Acenaphthenes

A gold-catalyzed reaction of phenylene-tethered allenynes with benzofurans gave 1-(naphth-1-yl)cyclopropa[b]benzofuran derivatives, whereas the reaction of 1-allenyl-2-ethynyl-3-methylbenzene derivatives in the absence of benzofurans gave acenaphthenes in good yields. These results can be rationalized by nucleophilic attack of the alkyne moiety on an activated allene to form a vinyl cation intermediate.

Efficient synthesis of chiral benzofuryl β-amino alcohols via a catalytic asymmetric Henry reaction

Chiral β-amino alcohol ligands were found effective for the copper(ii)-catalyzed asymmetric Henry reaction of benzofuran-2-carbaldehydes with nitromethane, which led to the formation of (S)-enriched benzofuryl β-nitro alcohols with satisfactory enantioselectivities (up to 98% ee). Using this catalytic protocol, bioactive (S)-benzofuryl β-amino alcohols could be conveniently prepared in short steps.

THIOSEMICARBAZONES INHIBITORS OF LYSOPHOSPHATIDIC ACID ACYLTRANSFERASE AND USES THEREOF

Lysophosphatidic acid acyltransferase-beta (LPAAT-β) catalyzes the production of phosphatidic acid (PA) from lysophosphatidic acid (LPA). The lipid cofactor PA contributes to the activation of c-Raf, BRAF, mTOR and PKC-ζ. LPAAT-β expression is a prognostic factor in gynecologic malignancies and is being investigated as a therapeutic target in a variety of tumor types. A class of thiosemicarbazones was identified as inhibitors of LPAAT-β from a screen of a library of small molecules. A focused library of thiosemicarbazones derivatives was prepared and led to the development of compounds which potently inhibit LPAAT-β and inhibit the growth of MiaPaCa2 human pancreatic cancer cells.

New chemo-enzymatic approaches for the synthesis of (R)- and (S)-bufuralol

Both enantiomers of bufuralol are pharmaceutically important molecules. While the (S)-isomer with a higher β-blocking activity is recommended for hypertension treatment, the (R)-enantiomer can be used as marker of hepatic activity. In this paper two new a

Enantioselective synthesis of (R)-bufuralol via dynamic kinetic resolution in the key step

(Figure presented) An enantioselective synthesis of (R)-bufuralol via a ruthenium- and enzyme-catalyzed dynamic kinetic resolution (DKR) has been achieved. The synthesis starts from readily available 2-ethylphenol and provides (R)-bufuralol in high ee and a good overall yield of 31%.

Expeditious synthesis of benzopyrans via lewis acid-catalyzed C-H functionalization: Remarkable enhancement of reactivity by an ortho substituent

An expeditious construction of a benzopyran skeleton via Lewis acid-catalyzed C-H functionalization was achieved. In this process, a [1,5] hydride shift and 6-endo cyclization successively occurred to give benzopyrans. The presence of substituents ortho to the alkoxy group significantly enhanced the reactivity, affording the desired compounds in excellent chemical yields with short reaction times.

Asymmetric Henry reaction catalyzed by a copper tridentate chiral schiff-base complex

A series of copper-tridentate chiral Schiff-base complexes were prepared and employed in an asymmetric Henry reaction, affording the corresponding adducts in good yields and with high enantioselectivities (up to 96% ee).

CHEMICAL COMPOUNDS

This invention relates to non-steroidal compounds that are modulators of androgen receptor, and also to the methods for the making and use of such compounds.

Synthesis of substituted salicylamines and dihydro-2H-1,3-benzoxazines

Phenols were converted to their magnesium salts with the MgCl2-Et3N base system and subsequently reacted with Eschenmoser's salt, affording N,N-dimethyl substituted benzylamines in high to excellent yields. A series of mono N-substituted benzylamines were prepared in one-pot syntheses by ortho-formylation of phenols to corresponding salicylaldehydes, which in turn reacted with amines to imines. The imines were subsequently reduced to mono N-substituted benzylamines. Some of these benzylamines were further converted, without work-up, to mono N-substituted dihydro-2H-1,3-benzoxazines.