13620-82-1

Usage

Uses

Used in Pharmaceutical Industry:
Allylpyrocatechol-3,4-diacetate is used as a precursor in the synthesis of pharmaceuticals for its ability to introduce aromatic functionalities into drug molecules, enhancing their therapeutic properties and effectiveness.
Used in Dye Industry:
Allylpyrocatechol-3,4-diacetate is used as a starting material in the production of dyes, where its aromatic structure contributes to the color and stability of the dyes.
Used in Fragrance Industry:
Allylpyrocatechol-3,4-diacetate is used as a component in the creation of fragrances, leveraging its aromatic properties to contribute to the scent profiles of various perfumes and scented products.
Used in Organic Reactions:
Allylpyrocatechol-3,4-diacetate is used as a reagent in organic reactions to introduce aromatic functionalities into target molecules, facilitating the synthesis of complex organic compounds.
Potential Biological Activities and Pharmacological Properties:
Allylpyrocatechol-3,4-diacetate may have potential biological activities and pharmacological properties, although further research is needed to fully understand its potential uses in medicine and other fields. Its unique structure and properties could offer new avenues for therapeutic applications and drug development.

Upstream product

• 1125-74-2 3-(2-propenyl)-1,2-benzenediol 
• 75-36-5 acetyl chloride 
• 94-59-7 1-allyl-3,4-methylenedioxybenzene 
• 97-53-0 4-allylguaiacol 
• 1126-20-1 2-allyloxyphenol 
• 93-15-2 1,2-dimethoxy-4-(2-propenyl)benzene 
• 1126-61-0 4-allylpyrocatechol 
• 108-24-7 acetic anhydride 

Downstream Products

• 46118-02-9 3-(3',4'-dihydroxyphenyl)-1-propanol 
• 147000-27-9 4-[3-(acetyloxy)propyl]-1,2-phenylene diacetate 
• 89266-70-6 4-propyl-1,2-phenyl diacetate 
• 1579274-04-6 4-(2,3-dihydroxypropyl)-1,2-phenylene diacetate 
• 141632-15-7 (E)-3-(3,4-dihydroxyphenyl)acrylaldehyde 
• 402761-80-2 (E)-4-(3-oxoprop-1-en-1-yl)-1,2-phenylene diacetate 

Relevant academic research and scientific papers

DDQ-mediated oxidation of allylarenes: Expedient access to cinnamaldehyde-containing phenylpropanoids

Phenylpropanoid natural products containing a cinnamaldehyde motif were easily synthesized from allylarenes mediated by 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) oxidation. Representative examples described herein are five types of 4-hydroxycinnamaldehyde derivatives from monolignols biosynthesis, Boropinal C, and 7-methoxywutaifuranal from plant extracts. Especially, simple synthesis of 7-methoxywutaifuranal was exploited through selective mono-oxidation and subsequent isomerization-ring-closing-metathesis strategy.

Synthesis and evaluation of antiproliferative activity of a novel series of hydroxychavicol analogs

We have recently demonstrated that hydroxychavicol is a major constituent and the most active biophenolic of Piper betel leaves with significant antiproliferative activity in the micro molar range. Herein we present the design, synthesis and evaluation of fifteen novel hydroxychavicol analogs with varying antiproliferative activities in cancer cell lines from two representative tissue types, namely, the prostate and cervix that show very encouraging results compared to the parent compounds. Our long range goal is to develop a structure-activity guided relationship to gain mechanistic insights into novel molecular targets of this class of bioactive molecules for rational drug development. Cytotoxicity-guided experimentation on these novel analogs yielded the following structural factors as the key activity regulators: 1) unlike the hydroxyl substituent at position-4, the position-3 hydroxyl is vital for enhanced activity 2) acetoxyl groups are dispensable for activity as corroborated earlier by others 3) allylic double bonds at 2′C-3′C serve to positively influence antiproliferative activity 4) long saturated side chains at 1′-position negatively regulate antiproliferative activity and 5) maneuvering position-4 with a benzyl group positively impacted the biological activity profile. Most amphiphilic compounds showed moderate to good therapeutic potential as expected on the basis of medicinal chemistry principles. Intriguingly, the most active compound with ten-fold higher activity than the parent molecule was realized by sheer serendipity to employ a silica gel based rearrangement that was further explored using nuclear magnetic resonance spectroscopy and density functional theory calculations. This is the first report to describe strategies for optimal synthesis of a novel series of 15 analogs based upon hydroxychavicol, a simple phytochemical of immense anticancer potential.

SUBSTITUTED CATHECHOLS AS INHIBITORS OF IL-4 AND IL-5 FOR THE TREATMENT BRONCHIAL ASTHMA

The present invention relates to compounds of general formula 1 for the treatment of bronchial asthma by inhibition of IL-4 or IL-5 pathway inhibition. The present invention also relates to the use of compound of general formula 1 for the treatment of bronchial by inhibition of IL-4 or IL-5 pathway. The present invention also relates to the method of treating asthma by inhibition of IL-4 or IL-5 pathway by administration of compound or said composition through oral, intranasal, route or by inhalation to a mammal in need thereof. Compound of general formula 1 may be used for reducing perivascular and peribronchial inflammation.

New catechol derivatives of safrole and their antiproliferative activity towards breast cancer cells

Catechols were synthesized from safrole. Nine derivatives were prepared and assessed for antiproliferative effects using different human cell lines. The in vitro growth inhibition assay was based on the sulphorhodamine dye to quantify cell viability. The derivatives 4-allylbenzene-1,2-diol (3), 4 4-[3-(acetyloxy)propyl]-1,2-phenylene diacetate (6) and 4-[3-(acetyloxy)propyl]- 5-nitro-1,2-phenylene diacetate (10) showed higher cytotoxicity than the parent compound 2 in tests performed on two breast cancer cell lines (MCF-7 and MDA-MB-231). The IC50 values of 40.2 ± 6.9 μM, 5.9 ± 0.8 μM and 33.8 ± 4.9 μM, respectively, were obtained without toxicity towards dermal human fibroblast (DHF cells).

INHIBITORS OF PHOSPHATIDYLINOSITOL-3-KINASE (PI3) AND INDUCERS OF NITRIC OXIDE (NO)

The present invention relates to compounds of general formula 1 for the treatment of malignancy by inhibition of PI3-Akt pathway and or induction of NO. The present invention also relates to the use of compound of general formula 1 for the treatment of malignancy by inhibition of PI3-Akt pathway and or induction of NO. The present invention further relates to a method of treating malignancy by inhibition of PI3-Akt pathway and or induction of NO by administration of compound or said composition to a mammal in need thereof.