24966-30-1

Basic information

• Product Name: 2-(Benzo[d][1,3]dioxol-5-yl)-3-oxobutanenitrile
• Synonyms: a-Acetyl-1,3-benzodioxole-5-acetonitrile;2-(Benzo[d][1,3]dioxol-5-yl)-3-oxobutanenitrile
• CAS NO: 24966-30-1
• Molecular Formula: C₁₁H₉NO₃
• Molecular Weight: 203.19406
• Mol File: 24966-30-1.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 307.4±42.0 °C(Predicted)
• Appearance: /
• Density: 1.288±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 2-(Benzo[d][1,3]dioxol-5-yl)-3-oxobutanenitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(Benzo[d][1,3]dioxol-5-yl)-3-oxobutanenitrile(24966-30-1)
• EPA Substance Registry System: 2-(Benzo[d][1,3]dioxol-5-yl)-3-oxobutanenitrile(24966-30-1)

Safety Data

• Hazardous Substances Data: 24966-30-1(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
2-(Benzo[d][1,3]dioxol-5-yl)-3-oxobutanenitrile is used as a key intermediate in organic synthesis for the preparation of a range of chemical compounds. Its unique structure allows for versatile reactions and transformations, making it a valuable component in the synthesis of complex organic molecules.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 2-(Benzo[d][1,3]dioxol-5-yl)-3-oxobutanenitrile is used as a starting material for the development of new drugs. Its potential biological activities and the ability to be incorporated into diverse molecular frameworks make it a promising candidate for medicinal chemistry and drug discovery efforts.
Used in Medicinal Chemistry:
2-(Benzo[d][1,3]dioxol-5-yl)-3-oxobutanenitrile is utilized in medicinal chemistry as a structural component of potential drug candidates. Its incorporation into molecular frameworks can lead to the discovery of new therapeutic agents with novel mechanisms of action.
Ongoing Research:
Further research into the potential applications of 2-(Benzo[d][1,3]dioxol-5-yl)-3-oxobutanenitrile is being conducted to explore its full range of capabilities and to identify additional uses in various industries, including but not limited to pharmaceuticals, materials science, and chemical engineering.

Upstream product

• 120-57-0 piperonal 
• 495-76-1 piperonol 
• 20850-43-5 5-(chloromethyl)-1,3-benzodioxole 
• 141-78-6 ethyl acetate 
• 4439-02-5 3,4-methylenedioxyphenylacetonitrile 

Downstream Products

• 25375-48-8 4,4a-dihydro-3H,6H-5,11b-ethano[1,3]dioxolo[4,5-j]phenanthridin-3-ol 

Relevant articles and documents

Stereoselective C?C Oxidative Coupling Reactions Photocatalyzed by Zwitterionic Ligand Capped CsPbBr3 Perovskite Quantum Dots

Semiconductor quantum dots (QDs) have attracted tremendous attention in the field of photocatalysis, owing to their superior optoelectronic properties for photocatalytic reactions, including high absorption coefficients and long photogenerated carrier lifetimes. Herein, by choosing 2-(3,4-dimethoxyphenyl)-3-oxobutanenitrile as a model substrate, we demonstrate that the stereoselective (>99 %) C?C oxidative coupling reaction can be realized with a high product yield (99 %) using zwitterionic ligand capped CsPbBr3 perovskite QDs under visible light illumination. The reaction can be generalized to different starting materials with various substituents on the phenyl ring and varied functional moieties, producing stereoselective dl-isomers. A radical mediated reaction pathway has been proposed. Our study provides a new way of stereoselective C?C oxidative coupling via a photocatalytic means using specially designed perovskite QDs.

N -Acetyl-3-aminopyrazoles block the non-canonical NF-kB cascade by selectively inhibiting NIK

NF-κB-inducing kinase (NIK), an oncogenic drug target that is associated with various cancers, is a central signalling component of the non-canonical pathway. A blind screening process, which established that amino pyrazole related scaffolds have an effect on IKKbeta, led to a hit-to-lead optimization process that identified the aminopyrazole 3a as a low μM selective NIK inhibitor. Compound 3a effectively inhibited the NIK-dependent activation of the NF-κB pathway in tumour cells, confirming its selective inhibitory profile.

PYRAZOLO[1,5-A]PYRIMIDINES AS ANTIVIRAL COMPOUNDS

A compound of formula (I) or a pharmaceutically acceptable salt thereof, useful in therapy, in particular in the treatment of a viral infection.

Enantioselective synthesis of amaryllidaceae alkaloids (+)-vittatine, (+)-epi-vittatine, and (+)-buphanisine

Cat. on a hot tin roof: Enantioselective catalytic Michael addition of α-cyanoketones to acrylates under bifunctional organocatalysis was used to construct the unique arylic all-carbon quaternary stereocenter, which is synthetically crucial in the chemical synthesis of optically pure cis-aryl hydroindole alkaloids. The protocol offers an asymmetric route to (+)-vittatine, (+)-epi-vittatine, and (+)-buphanisine. Copyright

Oxidative aromatic C-O bond formation: synthesis of 3-functionalized benzo[b]furans by FeCl3-mediated ring closure of a-Aryl ketones

A variety of 3-functionalized benzo[b]furans were achieved by way of a FeCl3-medlated Intramolecular cyclization of electron-rich a-aryl ketones. The alkoxy substituent on the benzene ring In the substrates was essential for an efficient cyclization to occur. This novel method allows the construction of benzo[b]furan rings by joining the O-atom on the side chain to the benzene ring via direct oxidative aromatic C-O bond formation.

Potential antimalarials. XXII Some 2,4-diamino-5-(3- and 4-trifluoromethylphenyl and 3,4-methylenedioxyphenyl)pyrimidines

A series of 10 pyrimethamine analogues containing 3′- and 4′-trifluoromethyl and 3′,4′-methylenedioxy groups has been prepared and tested for in vitro antimalarial activity against the FC-27 and K-1 isolates of Plasmodium falciparum. Several of these compounds were almost as active as pyrimethamine against the drug-sensitive FC-27 isolate, and like pyrimethamine, they were much less active against the drug-resistant K-1 isolate. The 4′-trifluoromethyl compunds, however, showed much smaller differences.