75792-33-5

Usage

Uses

Used in Pharmaceutical Industry:
3-Isopropoxy-Benzaldehyde is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its unique structure allows for the development of new drugs with potential therapeutic applications.
Used in Organic Synthesis:
3-Isopropoxy-Benzaldehyde is used as a versatile building block in organic synthesis for the preparation of a wide range of organic compounds, including ortho-hydroxy arylaldehydes. This is achieved through ruthenium-catalyzed aldehyde-assisted C-H oxygenation, a method that allows for the selective functionalization of aromatic compounds.
Used in Chemical Research:
3-Isopropoxy-Benzaldehyde is utilized in chemical research to study the reactivity and properties of isopropoxy-substituted aromatic compounds. This research can lead to the discovery of new reactions and applications for this class of compounds.

InChI:InChI=1/C10H12O2/c1-8(2)12-10-5-3-4-9(6-10)7-11/h3-8H,1-2H3

Upstream product

• 75-30-9 2-iodo-propane 
• 100-83-4 meta-hydroxybenzaldehyde 
• 75-26-3 isopropyl bromide 
• 584-08-7 potassium carbonate 
• 131738-73-3 3-(isopropyloxy)phenylbromide 

Downstream Products

• 58420-22-7 3-isopropoxy-trans-cinnamic acid 
• 162147-12-8 2-Bromo-5-isopropoxybenzaldehyde 
• 823236-47-1 6-[(E)-2-(3-Isopropoxy-phenyl)-vinyl]-naphthalene-2-carbonitrile 
• 162147-13-9 (E)-4-(2'-Bromo-5'-isopropoxyphenyl)-3-ethoxycarbonyl-3-butenoic acid 
• 162147-17-3 Ethyl 8-bromo-4-hydroxy-5-isopropoxy-2-naphthoate 
• 162147-18-4 Ethyl 8-bromo-5-isopropoxy-4-methoxy-2-naphthoate 
• 185310-19-4 Ethyl 4-acetoxy-8-bromo-5-isopropoxy-2-naphthoate 
• 162147-22-0 tert-Butyl (E)-4-(2'-bromo-5'-isopropoxyphenyl)-3-ethoxycarbonyl-3-butenoate 
• 26066-15-9 3-isopropoxybenzyl alcohol 
• 745775-31-9 3-amino-3-(3-isopropoxyphenyl)propanoic acid 
• 867068-29-9 9-[3-(propan-2-yloxy)phenyl]-6,9-dihydro[1,3]dioxolo[4,5-g]furo[3,4-b]quinolin-8(5H)-one 
• 1193782-17-0 (5R,7S)-1-(3-fluorophenyl)-8-(3-isopropoxybenzyl)-7-methyl-2-thia-1,3,8-triazaspiro[4.5]decane 2,2-dioxide 
• 1193783-62-8 (5S,7S)-1-(3-fluorophenyl)-8-(3-isopropoxybenzyl)-7-methyl-2-thia-1,3,8-triazaspiro[4.5]decane 2,2-dioxide 
• 1217315-34-8 C₂₂H₃₄N₂O₃ 

Relevant academic research and scientific papers

ALKOXYBENZALDEHYDE DERIVATIVES AND PRECURSORS THEREOF

The present invention refers to alkoxybenzaldehyde derivatives and precursors thereof. The invention further refers to perfume compositions and fragranced article comprising them.

Opioid receptor agonists and application thereof

The invention discloses compounds and salts thereof that can be used as opioid receptor ligands, a preparation method of the compounds, compositions containing the compounds, and a use of the compounds as [mu] opioid receptor agonists; the compounds are used for treatment of [mu] opioid receptor-mediated related diseases, such as pains and pain-related disorders.

ARYL-SULFONAMIDE AND ARYL-SULFONE DERIVATIVES AS TRPML MODULATORS

The new arylsulfonamide and arylsulfone derivatives are modulators of TRPML and are useful in treating disorders related to TRPML activities and lysosome functions such as acid-related disorders and cancer.

Pro-angiogenic effects of chalcone derivatives in zebrafish embryos in vivo

The aim of this study was to investigate novel chalcones with potent angiogenic activities in vivo. Chalcone-based derivatives were evaluated using a transgenic zebrafish line with fluorescent vessels to real-time monitor the effect on angiogenesis. Results showed that the chalcone analogues did not possess anti-angiogenic effect on zebrafish vasculatures; instead, some of them displayed potent pro-angiogenic effects on the formation of the sub-intestinal vein. Similar pro-angiogenic effects can also be seen on wild type zebrafish embryos. Moreover, the expression of vegfa, the major regulator for angiogenesis, was also upregulated in their treatment. Taken together, we have synthesized and identified a series of novel chalcone-based derivatives as potent in vivo pro-angiogenic compounds. These novel compounds hold potential for therapeutic angiogenesis.

Divergent Total Syntheses to Azafluoranthene and Dehydroaporphine Alkaloids

Facile divergent total syntheses for azafluoranthene and dehydroaporphine alkaloids have been successfully developed. A common intermediate, a biarylsulfonamide-protected amino aldehyde, underwent either a cascade or a stepwise cyclization to furnish a tetracyclic skeleton related to the azafluoranthene alkaloids. Natural products, triclisine and telitoxine, were prepared to illustrate the use of this approach. Subsequent C-homologation of the aldehyde moiety on the same intermediate by means of a Wittig reaction allowed the synthesis of aporphine alkaloids, as exemplified by the preparation of dehydronornuciferine. This synthetic approach could be applicable to the syntheses of other azafluoranthene-related as well as aporphine-related alkaloids. Facile divergent syntheses for azafluoranthene and dehydroaporphine alkaloids are reported by using a biarylsulfonamide-protected amino aldehyde as a common intermediate. The natural azafluoranthenes, triclisine and telitoxine, and an aporphine alkaloid, dehydronornuciferine, were prepared to illustrate the use of this approach.

Methyl-substitution of an iminohydantoin spiropiperidine β-secretase (BACE-1) inhibitor has a profound effect on its potency

The IC50 of a beta-secretase (BACE-1) lead compound was improved ～200-fold from 11 μM to 55 nM through the addition of a single methyl group. Computational chemistry, small molecule NMR, and protein crystallography capabilities were used to com

Substituent effects of cis-cinnamic acid analogues as plant growh inhibitors

1-O-cis-Cinnamoyl-β-d-glucopyranose is one of the most potent allelochemicals that has been isolated from Spiraea thunbergii Sieb by Hiradate et al. It derives its strong inhibitory activity from cis-cinnamic acid (cis-CA), which is crucial for phytotoxicity. By preparing and assaying a series of cis-CA analogues, it was previously found that the key features of cis-CA for lettuce root growth inhibition are a phenyl ring, cis-configuration of the alkene moiety, and carboxylic acid. On the basis of a structure-activity relationship study, the substituent effects on the aromatic ring of cis-CA were examined by systematic synthesis and the lettuce root growth inhibition assay of a series of cis-CA analogues having substituents on the aromatic ring. While ortho- and para-substituted analogues exhibited low potency in most cases, meta-substitution was not critical for potency, and analogues having a hydrophobic and sterically small substituent were more likely to be potent. Finally, several cis-CA analogues were found to be more potent root growth inhibitors than cis-CA.

Total synthesis of plagiochin D by an intramolecular SNAr reaction

The total synthesis of plagiochin D, a macrocyclic bis(bibenzyl) compound isolated from the liverwort plagiochila acanthophylla, has been accomplished. Closure of the key 16-membered ring, which contained biphenyl ether and biaryl units, was achieved in good yield by an intramolecular SNAr reaction. The Suzuki and Wittig protocols proved to be powerful tools for the construction of a linear precursor that was crucial for ring cyclization. Copyright

DIAMINOPROPANE DERIVED MACROCYCLES AS INHIBITORS OF BETA AMYLOID PRODUCTION

There is provided a series of macrocyclic diaminopropanes of Formula (I) or a stereoisomer; or a pharmaceutically acceptable salt thereof, wherein R1, R2, R3, m, n, W, X, Y, Z and L as defined herein, their pharmaceutical compositions and methods of use. These novel compounds inhibit the processing of amyloid precursor protein (APP) by β-secretase and, more specifically, inhibit the production of Aβ-peptide. The present disclosure is directed to compounds useful in the treatment of neurological disorders related to β-amyloid production, such as Alzheimer's disease and other conditions affected by anti-amyloid activity.

PHENYLALKYLCARBOXYLIC ACID DELIVERY AGENTS

The present invention provides phenylalkylcarboxylic acid compounds and compositions containing such compounds which facilitate the delivery of biologically active agents.