28657-75-2

Usage

Chemical Properties

brown fine granular crystalline powder

InChI:InChI=1/C9H9NO3/c1-5(11)6-2-8-9(3-7(6)10)13-4-12-8/h2-3H,4,10H2,1H3

Upstream product

• 857777-97-0 ethyl-(2-ethyl-1-phenyl-but-1-enyl)-ether 
• 75-03-6 ethyl iodide 
• 495-40-9 propiophenone 
• 74-96-4 ethyl bromide 
• 4303-71-3 triphenylmethyl sodium 
• 2736-40-5 chlorure d'acide ethyl-2 butyrique 
• 71-43-2 benzene 
• 98-86-2 acetophenone 
• 79868-38-5 2-ethyl-butyric acid diethylamide 
• 591-51-5 phenyllithium 
• 60-29-7 diethyl ether 
• 7664-93-9 sulfuric acid 
• 616-20-6 3-chloropentane 
• 1619-56-3 ethyl 2-ethyl-2-cyanobutyrate 

Downstream Products

• 666818-14-0 N-(6-Acetyl-benzo[1,3]dioxol-5-yl)-2-fluoro-benzamide 
• 178983-58-9 N-(6-Acetyl-benzo[1,3]dioxol-5-yl)-3-nitro-benzamide 
• 421766-44-1 1-(6-amino-1,3-benzodioxol-5-yl)-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-one 
• 843659-64-3 1-(6-amino-1,3-benzodioxol-5-yl)-3-[4-(trifluoromethyl)phenyl]prop-2-en-1-one 
• 154504-43-5 6,7-methylenedioxy-4-quinolone 
• 927833-63-4 1-(6-aminobenzo[d][1,3]dioxol-5-yl)ethanol 
• 810637-83-3 6-(2-methoxyphenylcarboxamido)-8-methyl[1,3]dioxolo[4,5-g]quinazoline 
• 833430-29-8 6-(2-ethylsulfanylphenylcarboxamido)-8-methyl[1,3]dioxolo[4,5-g]quinazoline 
• 835889-25-3 6-(4-fluorophenylcarboxamido)-8-methyl[1,3]dioxolo[4,5-g]quinazoline 
• 810637-91-3 6-(4-chlorophenylcarboxamido)-8-methyl[1,3]dioxolo[4,5-g]quinazoline 
• 810637-87-7 8-methyl-6-phenylcarboxamido[1,3]dioxolo[4,5-g]quinazoline 

Relevant academic research and scientific papers

Direct formation of secondary and tertiary alkylzinc bromides

The direct formation of secondary and tertiary alkylzinc bromides can be accomplished under mild conditions from the direct oxidative addition of Rieke zinc to secondary and tertiary alkyl bromides including remote functionalized halides.

Direct formation of secondary and tertiary alkylzinc bromides and subsequent Cu(I)-mediated couplings

Secondary and tertiary alkylzinc bromides can be generated from the direct oxidative addition of Rieke zinc to secondary and tertiary alkyl bromides in high yield. These organozinc reagents have been found to undergo copper-catalyzed conjugate addition, cross-coupling with acid chlorides, and carbocupration to activated alkynes.

MATTER OF COMPOSITION, SYNTHESIS, FORMULATION AND APPLICATION OF FL118 PLATFORM POSITIONS 7 AND 9-DERIVED ANALOGUES FOR TREATMENT OF HUMAN DISEASE

Described herein, are the chemical synthesis, matter of compositions, formulation, function, methods and uses of the FL118 platform Positions 7 and/or 9-derived analogues for treating cancer or other human diseases. Compounds derived from chemical modifications of the FL118 platform are employed alone or in combination with other anti-cancer agents to preclude, eliminate or reverse cancer phenotypes. This invention intends to realize unique personalized cancer treatment (personalized precision medicine) through application of a series of structural relevant individual FL118 platform-derived analogues, which target multiple cellular human disease-relevant proteins and their signaling pathways.

Synergistic Activation of Amides and Hydrocarbons for Direct C(sp3)–H Acylation Enabled by Metallaphotoredox Catalysis

The utilizations of omnipresent, thermodynamically stable amides and aliphatic C(sp3)?H bonds for various functionalizations are ongoing challenges in catalysis. In particular, the direct coupling between the two functional groups has not been realized. Here, we report the synergistic activation of the two challenging bonds, the amide C?N and unactivated aliphatic C(sp3)?H, via metallaphotoredox catalysis to directly acylate aliphatic C?H bonds utilizing amides as stable and readily accessible acyl surrogates. N-acylsuccinimides served as efficient acyl reagents for the streamlined synthesis of synthetically useful ketones from simple C(sp3)?H substrates. Detailed mechanistic investigations using both computational and experimental mechanistic studies were performed to construct a detailed and complete catalytic cycle. The origin of the superior reactivity of the N-acylsuccinimides over other more reactive acyl sources such as acyl chlorides was found to be an uncommon reaction pathway which commences with C?H activation prior to oxidative addition of the acyl substrate.

Camptothecin derivative and preparation method and application thereof

The invention relates to a compound with a structure shown in a formula (I), a stereoisomer of the compound and a pharmaceutically acceptable salt form of the compound, and further relates to a preparation method of the compound, a pharmaceutical composition containing therapeutically effective dose of the compound, and application of the pharmaceutical composition in the preparation for the prevention and/or treatment of cancer. The compound is a camptothecin derivative with a novel structure with 10 site and 11 site of a stem nucleus introduced with methylene dioxy groups and 7-site introduced with different substituted groups. The raw materials of the preparation method can be obtained easily, a synthetic method is simple, a purification method is simple and fast, the compound has excellent cytotoxic activity in vitro and excellent antitumor effect in vivo, and the compound has broad medicinal prospects.(Please see the specification for the formula).

Gold-catalyzed cyclization of 1-(2′-Azidoaryl) propynols: Synthesis of polysubstituted 4-quinolones

An unprecedented gold-catalyzed procedure for the synthesis of polysubstituted 4-quinolones from 1-(2′-Azidoaryl) propynols is described. The reaction undergoes an intramolecular nucleophilic attack of the azide group to the Au-Activated triple bonds in a 6-endo-dig manner and subsequent gold-Assisted expulsion of N2 to furnish an α-imino gold carbene intermediate, which triggers a 1,2-carbon migration and finally is converted to 2,3-disubstituted 4-quinolone.

Palladium catalyzed decarboxylative acylation of arylboronic acid with ethyl cyanoacetate as a new acylating agent: Synthesis of alkyl aryl ketones

Palladium catalyzed acylation of arylboronic acid containing various functional groups was performed efficiently by ethyl cyanoacetate/substituted ethyl cyanoacetate as the acylating agent in aqueous triflic acid medium. The alkyl aryl ketones were obtained in good to excellent yields, first by addition of arylboronic acid to the nitrile group of ethyl cyanoacetate and their derivatives, followed by in situ decarboxylation of the resulting β-ketoester.

Ru(ii)-catalyzed intermolecular ortho-C-H amidation of aromatic ketones with sulfonyl azides

Ru(ii)-catalyzed intermolecular ortho-C-H amidation of weakly coordinating aromatic ketones with sulfonyl azides is reported. The developed reaction protocol can be extended to various substituted aromatic ketones to afford a wide range of desired C-N bond formation products in good yields.

METHODS FOR TREATING GASTRIC AND PANCREATIC MALIGNANCIES

The invention provides methods and pharmaceutical compositions for treating pancreatic cancer or gastric cancer or a metastasis thereof.

Camptothecin compounds with combined topoisomerase I inhibition and DNA alkylation properties

Camptothecin compounds having a --CH2 --L group are effective anti-tumor compounds. These compounds inhibit the enzyme topoisomerase I and DNA of associated topoisomerase I-DNA complexes.