33842-16-9

Usage

Uses

Used in the Fragrance Industry:
Methyl 1,3-benzodioxole-4-carboxylate is used as a scent ingredient in perfumes and other personal care products due to its sweet, floral aroma. Its pleasant odor and compatibility with other fragrance components make it a popular choice for enhancing the scent profiles of various products.
Used in Pharmaceutical Synthesis:
This ester is utilized in the synthesis of pharmaceuticals, serving as a key intermediate in the production of various medicinal compounds. Its aromatic nature and ester functionality contribute to the development of pharmaceuticals with specific therapeutic properties.
Used as an Intermediate in Organic Chemical Reactions:
Methyl 1,3-benzodioxole-4-carboxylate plays a crucial role as an intermediate in a wide range of organic chemical reactions. Its reactivity and structural features allow it to participate in various chemical processes, leading to the formation of different chemicals and compounds with diverse applications.
Used in the Production of Chemicals and Compounds:
Due to its aromatic nature and ester functionality, Methyl 1,3-benzodioxole-4-carboxylate is important in the production of various chemicals and compounds. It serves as a building block for synthesizing a broad spectrum of products across multiple industries, including but not limited to the fragrance, pharmaceutical, and chemical industries.

InChI:InChI=1/C9H8O4/c1-11-9(10)6-3-2-4-7-8(6)13-5-12-7/h2-4H,5H2,1H3

Upstream product

• 186581-53-3 diazomethane 
• 5768-39-8 benzo[1,3]dioxole-4-carboxylic acid 
• 2411-83-8 methyl-2,3-dihydroxybenzoate 
• 74-95-3 1,1-dibromomethane 
• 75-09-2 dichloromethane 
• 75-11-6 diiodomethane 
• 67-56-1 methanol 
• 303-38-8 2,3-Dihydroxybenzoic acid 

Downstream Products

• 769-30-2 benzo[1,3]dioxol-4-yl-methanol 
• 5768-39-8 benzo[1,3]dioxole-4-carboxylic acid 
• 1261963-95-4 C₂₁H₂₄N₂O₄ 
• 33842-18-1 methyl 6-bromobenzo[d][1,3]dioxole-4-carboxylate 
• 69151-39-9 NU 1034 
• 101417-40-7 4-(bromomethyl)benzo[d][1,3]dioxole 
• 111081-10-8 tert-butyl [2,3-(methylenedioxy)phenyl]carbamate 
• 1668-84-4 benzo[d][1,3]dioxol-4-amine 

Relevant academic research and scientific papers

Synthesis of 2,3-dihydrobenzo[b][1,4]dioxine-5-carboxamide and 3-oxo-3,4-dihydrobenzo[b][1,4]oxazine-8-carboxamide derivatives as PARP1 inhibitors

Poly(ADP-ribose) polymerase 1 (PARP1), a widely explored anticancer drug target, plays an important role in single-strand DNA break repair processes. High-throughput virtual screening (HTVS) of a Maybridge small molecule library using the PARP1-benzimidazole-4-carboxamide co-crystal structure and pharmacophore model led to the identification of eleven compounds. These compounds were evaluated using recombinant PARP1 enzyme assay that resulted in the acquisition of three PARP1 inhibitors: 3 (IC50 = 12 μM), 4 (IC50 = 5.8 μM), and 10 (IC50 = 0.88 μM). Compound 4 (2,3-dihydro-1,4-benzodioxine-5-carboxamide) was selected as a lead and was subjected to further chemical modifications, involving analogue synthesis and scaffold hopping. These efforts led to the identification of (Z)-2-(4-hydroxybenzylidene)-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-8-carboxamide (49, IC50 = 0.082 μM) as the most potent inhibitor of PARP1 from the series.

New geldanamycin derivatives with anti Hsp properties by mutasynthesis

Mutasynthetic supplementation of the AHBA blocked mutant strain of S. hygroscopicus, the geldanamycin producer, with 21 aromatic and heteroaromatic amino acids provided new nonquinoid geldanamycin derivatives. Large scale (5 L) fermentation provided four new derivatives in sufficient quantity for full structural characterisation. Among these, the first thiophene derivative of reblastatin showed strong antiproliferative activity towards several human cancer cell lines. Additionally, inhibitory effects on human heat shock protein Hsp90α and bacterial heat shock protein from H. pylori HpHtpG were observed, revealing strong displacement properties for labelled ATP and demonstrating that the ATP-binding site of Hsps is the target site for the new geldanamycin derivatives.

A heterocyclic compound and use thereof

The invention discloses a compound of a general formula I and application of the compound serving as a plant disease-resistance activator. In the formula, a substituent group R1 and 0-3 substituent groups R2 exist on the 4th, 5th, 6th and 7th sites; R1 is independently selected from -R3OOH, -R4OOR5, -R6OH and -R7-O-R8; R2 is independently selected from C1-C6 alkyl, C1-6 halogenated alkyl, C1-C6 alkoxy, C1-C6 halogenated alkoxy, hydroxyl, halogen, nitro, amino and C1-C6 alkylamino; R3, R4, R5, R6, R7 and R8 are independently selected from C1-C6 alkyl and C1-6 halogenated alkyl. The compound induces plants to generate disease resistance so as to inhibit pathogens instead of directly killing or inhibiting the pathogens. The compound has the advantages of systematicness, durability, broad spectrum, high safety and the like, so the amount of highly toxic pesticides can be reduced, and the compound is environmentally friendly and has huge industrialized and commercial prospects and market values.

Amide derivatives and their medical use

The invention relates to novel amide derivatives shown in a structural formula I in the specification or a pharmaceutically acceptable salt thereof, a medicine composition which takes the compounds as active components, and an application of the derivatives or the pharmaceutically acceptable salt of the derivatives to preparation of analgesia medicines. In the structural formula I, R1 and R2 are a hydrogen atom and a C1-C3 alkyl; R3 is hydrogen atom, C1-C3 alkyl, phenyl or a hydroxyl-substituted alkyl.

4-Alkyliden-azetidinones modified with plant derived polyphenols: Antibacterial and antioxidant properties

Antimicrobial resistance is one of the major and growing concerns in hospital- and community acquired infections, and new antimicrobial agents are therefore urgently required. It was reported that oxidative stress could contribute to the selection of resistant bacterial strains, since reactive oxygen species (ROS) revealed to be an essential driving force. In the present work 4-alkylidene-azetidinones, a new class of antibacterial agents, were functionalized with phytochemical polyphenolic acids such as protocatechuic, piperonyl, caffeic, ferulic, or sinapic acids and investigated as dual target antibacterial-antioxidant compounds. The best candidates showed good activities against multidrug resistant clinical isolates of MRSA (MICs 2–8 μg/mL). Among the new compounds, two revealed the best antioxidant capacity with TEAC-DPPH and TEAC-ABTS being significantly more active than Trolox.

SULFONYLUREAS AND RELATED COMPOUNDS AND USE OF SAME

ABSTRACT The present invention provides for certain sulfonyl ureas and related compounds which have advantageous properties and show useful activity in the inhibition of activation of the NLRP3 inflammasome. Such compounds are useful in the treatment of a wide range of disorders in which the inflammation process, or more specifically the NLRP3 inflammasome, have been implicated as being a key factor.

Synthesis, crystal structures, insecticidal activities, and structure-activity relationships of novel N ′- Tert -Butyl- N ′-substituted-benzoyl- N -[di(octa)hydro]benzofuran{(2,3-dihydro)benzo[1, 3]([1,4])dioxine}carbohydrazide derivatives

Several series of novel N′-tert-butyl-N′-substituted-benzoyl-N- [di(octa)hydro]benzofuran{(2,3-dihydro)benzo[1,3]([1,4])dioxine}carbohydrazide derivatives Ia, Ib, IIa-IIg, IIIa, IIIb, and Va-Vc were designed and synthesized. Their structures were confirmed by 1H NMR spectra, HRMS, and X-ray single-crystal structures. The larvicidal activities against oriental armyworm, beet armyworm, diamond-back moth, and corn borer of these compounds were evaluated and contrasted with those of RH-2485, JS-118, and ANS-118. The larvicidal activities against oriental armyworm indicate that monosubstituent or multisubstituents and the substituting group position cannot promote increasing activities and that the cycle region in the general structure of IIa-IIg is much more sensitive to activity than that in the general structure of Ia and Ib. The space volume of the A ring in the structure of Va cannot be too large; if it is, the activity will be decreased significantly. Stomach toxicities against beet armyworm, diamond-back moth, and corn borer of compounds Ia, Ib and IIg indicate that benzoheterocyclic analogues of N-tert-butyl-N,N′- diacylhydrazines show significant selectivities to different lepidopterous pests.

Synthesis of carbon-11-labeled casimiroin analogues as new potential PET agents for imaging of quinone reductase 2 and aromatase expression in breast cancer

Carbon-11-labeled casimiroin analogues were first designed and synthesized as new potential PET agents for imaging of quinone reductase (QR) 2 and aromatase expression in breast cancer. [11C]casimiroin (6-[ 11C]methoxy-9-methyl-[1,3]dioxolo[4,5-h]quinolin-8(9H)-one, [ 11C]11) and its carbon-11-labeled analogues 5,6,8-trimethoxy-1-[ 11C]methyl-4-methylquinolin-2(1H)-one ([11C]17), 8-methoxy-1-[11C]methyl-4-methylquinolin-2(1H)-one ([ 11C]21a), 6,8-dimethoxy-1-[11C]methyl-4-methylquinolin- 2(1H)-one ([11C]21b), and 5,8-dimethoxy-1-[11C]methyl-4- methylquinolin-2(1H)-one ([11C]21c), were prepared from their corresponding precursors with [11C]methyl triflate ([ 11C]CH3OTf) under basic conditions (NaH) through either O- or N-[11C]methylation and isolated by semi-preparative HPLC method in 40-50% radiochemical yields decay corrected to end of bombardment (EOB), based on [11C]CO2, and 111-185 GBq/μmol specific activity at the end of synthesis (EOS).

NOVEL BENZODIOXOLYL-OXADIAZOLYL-DIAZABICYCLONONANE DERIVATIVES AND THEIR MEDICAL USE

This invention relates to novel benzodioxolyl-oxadiazolyl-diazabicyclononane derivatives and their use in the manufacture of pharmaceutical compositions. The compounds of the invention are found to be cholinergic ligands at the nicotinic acetylcholine receptors and modulators of the monoamine receptors and transporters. Due to their pharmacological profile the compounds of the invention may be useful for the treatment of diseases or disorders as diverse as those related to the cholinergic system of the central nervous system (CNS), the peripheral nervous system (PNS), diseases or disorders related to smooth muscle contraction, endocrine diseases or disorders, diseases or disorders related to neuro-degeneration, diseases or disorders related to inflammation, pain, and withdrawal symptoms caused by the termination of abuse of chemical substances (I).

1-AMINO-2-OXY-SUBSTITUTED TETRAHYDRONAPHTALENE DERIVATIVES, METHODS FOR THE PRODUCTION THEREOF, AND THEIR USE AS ANTIPHLOGISTICS

The invention relates to polysubstituted tetrahydronaphtalene derivatives of formula (I), to methods for the production thereof, and to their use as antiphlogistics. The substituents are defined in Claim 1.