91963-11-0

Usage

Uses

Used in Organic Synthesis:
7-Hydroxy-3,4,8-trimethylcoumarin is used as a key intermediate in the synthesis of various organic compounds. Its unique structure allows it to be a versatile building block for the development of new molecules with potential applications in pharmaceuticals, agrochemicals, and other industries.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 7-Hydroxy-3,4,8-trimethylcoumarin is used as a research compound to investigate the effect of melanin inhibiting compounds on mycelial pigmentation of Aspergillus bridgeri grown on potato dextrose agar. This research can help in understanding the mechanisms of melanin production and its regulation, which can be useful in developing treatments for pigmentation disorders and other related conditions.
Used in the Preparation of Derivatives:
7-Hydroxy-3,4,8-trimethylcoumarin is also used in the preparation of its derivatives, such as 7-ethynyl-3,4,8-trimethylcoumarin. These derivatives can exhibit different properties and applications compared to the parent compound, further expanding the scope of its usage in various fields.

InChI:InChI=1/C12H12O3/c1-6-7(2)12(14)15-11-8(3)10(13)5-4-9(6)11/h4-5,13H,1-3H3

Upstream product

• 609-14-3 2-acetylpropanoic acid ethyl ester 
• 608-25-3 2-methylbenzene-1,3-diol 

Downstream Products

• 117376-53-1 7-(2-oxocyclohexyloxy)-3,4,8-trimethylcoumarin 
• 94002-01-4 7-allyloxy-3,4,8-trimethyl-2H-1-benzopyran-2-one 
• 21861-39-2 3,4,8-Trimethyl-7-(2-oxo-propoxy)-chromen-2-one 
• 182146-04-9 3,4,8-Trimethyl-7-(2-oxo-2-phenyl-ethoxy)-chromen-2-one 
• 135065-67-7 7-[(RS)-3-(t-butoxycarbonylamino)pentoxy]-3,4,8-trimethylcoumarin 
• 374705-21-2 2,3,5,6,9-pentamethyl-7H-furo[3,2-g]chromen-7-one 
• 374761-30-5 2,5,6,9-tetramethyl-3-phenyl-7H-furo[3,2-g]chromen-7-one 
• 117376-57-5 2,3,4,5-tetrahydro-7,8-11-trimethyl-9H-benzofuro-<3,2-g><1>-benzopyran-9-one 
• 15912-93-3 3,4,8-trimethylpsoralen 
• 320350-75-2 7-benzyloxy-3,4,8-trimethyl-chromen-2-one 

Relevant academic research and scientific papers

Design, synthesis and antifungal activity of psoralen derivatives

A series of linear furanocoumarins with different substituents have been designed and synthesized. Their structures were confirmed by 1H-NMR spectroscopy, high resolution mass spectra (EI-MS), IR, and X-ray single-crystal diffraction. All of the target compounds were evaluated in vitro for their antifungal activity against Rhizoctorzia solani, Botrytis cinerea, Alternaria solani, Gibberella zeae, Cucumber anthrax, and Alternaria leaf spot at 100 μg/mL, and some of the designed compounds exhibited potential antifungal activities. Compound 3a (67.9%) exhibited higher activity than the control Osthole (66.1%) against Botrytis cinerea. Furthermore, compound 4b (62.4%) represented equivalent antifungal activity as Osthole (69.5%) against Rhizoctonia solani. The structure-activity relationship (SAR) study demonstrates that linear furanocoumarin moiety has an important effect on the antifungal activity, promoting the idea of the coumarin ring as a framework that might be exploited in the future.

Synthesis and biological investigation of coumarin piperazine (piperidine) derivatives as potential multireceptor atypical antipsychotics

The discovery and synthesis of potential and novel antipsychotic coumarin derivatives, associated with potent dopamine D2, D3, and serotonin 5-HT1A and 5-HT2A receptor properties, are the focus of the present article. The most-promising derivative was 7-(4-(4-(6-fluorobenzo[d]isoxazol-3-yl)-piperidin-1-yl)butoxy) -4-methyl-8-chloro-2H-chromen-2-one (17m). This derivative possesses unique pharmacological features, including high affinity for dopamine D2 and D3 and serotonin 5-HT1A and 5-HT2A receptors. Moreover, it possesses low affinity for 5-HT2C and H1 receptors (to reduce the risk of obesity associated with chronic treatment) and hERG channels (to reduce the incidence of torsade des pointes). In animal models, compound 17m inhibited apomorphine-induced climbing behavior, MK-801-induced hyperactivity, and the conditioned avoidance response without observable catalepsy at the highest dose tested. Further, fewer preclinical adverse events were noted with 17m compared with risperidone in assays that measured prolactin secretion and weight gain. Acceptable pharmacokinetic properties were also noted with 17m. Taken together, 17m may constitute a novel class of drugs for the treatment of schizophrenia.

Synthesis and bioactivity of novel coumarin derivatives containing (E)-methyl 2-(methoxyimino)-2-phenylacetates

Ten coumarin derivatives containing (E)-methyl 2-(methoxyimino)-2- phenylacetate were synthesized and bioassayed. The compounds were identified by IR, 1H NMR and elemental analyses. The test results indicated that compound 5j (R1 is methyl and R2 is n-C6H 13) was the optimal structure in this paper with good fungicidal activity against CDM (85%) at 6.25 mg/L concentration.

BENZOPYRONE COMPOUNDS, PREPARATION METHOD AND USE THEREOF

The invention relates to pesticide and bactericide, specifically to the benzopyrone compounds and its preparation method and use thereof. The benzopyrone compounds of the invention having general formula (I): The present invention, having good pesticide activity and broad bactericide activity, applied for controlling various pests in plants such as army worm, diamond backmoth and aphid, carmine spider mite, two-spotted spider mite, ladybeetle, mites and mosquito larvae. Various disease in plants can be controlled by the invention and that of grape downy mildew, rice sheath and culm blight, rice blast, tomato early blight, tomato late blight ,wheat leaf rust, wheat leaf blotch, wheat powdery mildew, cucumber powdery mildew, cucumber downy mildew, cucumber grey mold and so on.