18640-60-3

Usage

Uses

Used in Organic Synthesis:
1-(5-CHLORO-2-NITROPHENYL)-1-ETHANONE is used as a reagent in organic synthesis for its ability to participate in a range of chemical reactions, facilitating the creation of diverse organic compounds.
Used in Pharmaceutical Production:
In the pharmaceutical industry, 1-(5-CHLORO-2-NITROPHENYL)-1-ETHANONE is used as an intermediate in the production of various drugs. Its specific functional groups can be further modified or incorporated into the structures of medicinal compounds to achieve desired therapeutic effects.
Used in Agrochemical Production:
Similarly, in agrochemicals, 1-(5-CHLORO-2-NITROPHENYL)-1-ETHANONE serves as an intermediate, contributing to the synthesis of pesticides, herbicides, or other agricultural chemicals that are designed to improve crop yields and protect plants from pests and diseases.
Given the compound's potential hazards, it is crucial to follow safety protocols during its use in any application, ensuring the well-being of individuals and the environment.

InChI:InChI=1/C8H6ClNO3/c1-5(11)7-4-6(9)2-3-8(7)10(12)13/h2-4H,1H3

Upstream product

• 16994-13-1 3-amino-6-nitroacetophenone 
• 99-02-5 3'-Chloroacetophenone 
• 6637-18-9 5-acetamido-2-nitroacetophenone 
• 7463-31-2 3-Acetamidoacetophenone 
• 41994-44-9 5-chloro-2-nitrobenzoyl chloride 
• 105-53-3 diethyl malonate 

Downstream Products

• 49667-00-7 5-Chlor-o-aminoacetophenon-ω-sulfonamid 
• 154258-27-2 C₁₁H₁₁ClN₂O₃ 
• 155249-93-7 2-(5-Chloro-2-nitro-phenyl)-1-(2-diethylamino-ethyl)-1H-indole-3-carbaldehyde 
• 155249-88-0 2-(5-Chloro-2-nitro-phenyl)-1H-indole-3-carbaldehyde 
• 155249-86-8 2-(5-Chloro-2-nitro-phenyl)-1H-indole 
• 1026572-12-2 N-(2-Acetyl-4-pyrrolidin-1-yl-phenyl)-3-trifluoromethoxy-benzamide 
• 1027252-26-1 N-[2-Acetyl-4-(4-methyl-piperazin-1-yl)-phenyl]-3-methoxy-benzamide 
• 1028265-89-5 N-(2-Acetyl-4-morpholin-4-yl-phenyl)-3-methoxy-benzamide 
• 1025924-50-8 N-(2-Acetyl-4-pyrrolidin-1-yl-phenyl)-3-methoxy-benzamide 
• 1026249-40-0 N-(2-Acetyl-4-dimethylamino-phenyl)-3-methoxy-benzamide 
• 1027323-52-9 N-(2-Acetyl-4-chloro-phenyl)-3-methoxy-benzamide 
• 56915-84-5 (2'-amino-5'-pyrrolidinyl)acetophenone 

Relevant academic research and scientific papers

A 1H-indazole derivatives preparation method

The invention provides a method for preparing 3-methyl-5-R-1H-indazole easily, safely and efficiently without performing any hydrazine hydrate reflux heating reaction or purifying a product and making the product pass through a column. The method at least comprises the following steps of: a, performing a diazo-reaction on 2-amino-5-R-hypnone serving as a raw material or an intermediate under the condition of an acid solution to generate a diazo salt; b, slowly adding a stannous chloride-hydrate hydrochloric acid solution into the diazo salt obtained in the step a for reacting to generate a 3-methyl-5-R-1H-indazole solution; and c, cooling the solution obtained in the step b under the condition that the pH value is 8-9, and precipitating a product out, wherein R in the steps above represents H or a halogen element.

SYNTHESIS AND ANTICANCER ACTIVITY OF ARYL AND HETEROARYL-QUINOLIN DERIVATIVES

A compound of Formula I is disclosed as follows: or a pharmaceutically acceptable salt, prodrug, solvate, or metabolite thereof, wherein R is hydrogen, P(═O)(OH)2, P(═O)(O(C1-C18)alkylene(C6-C20)aryl)2, P(═O)(OH)(OM), P(═O)(OM)2, P═O(O2M), S(═O)(OH)2, S(═O)(O(C1-C18)alkylene(C6-C20)aryl)2, S(═O)(OH)(OM), S(═O)(OM)2; M is a monovalent or divalent metal ion, or alkylammonium ion; W is (C6-C20)aryl, (C6-C20)heteroaryl, (C1-C18)alkyl(C6-C20)aryl, (C1-C18)alkyl(C6-C20)heteroaryl, hydroxy(C6-C20)aryl, hydroxy(C6-C20)heteroaryl, (C1-C18)alkoxy(C6-C20)aryl, (C1-C18)alkoxy(C6-C20)heteroaryl, (C1-C18)alkylenedioxy(C6-C20)aryl, (C1-C18)alkylenedioxy(C6-C20)heteroaryl, halo(C6-C20)aryl, halo(C6-C20)heteroaryl, (C1-C18)alkylamino(C6-C20)aryl, (C1-C18)alkylamino(C6-C20)heteroaryl, (C1-C18)cycloalkylamino(C6-C20)aryl, or (C1-C18)cycloalkylamino(C6-C20)heteroaryl, and their OR8 substutes; R5 is (C1-C18alkoxy, hydrogen, hydroxyl, O—(C1-C18)alkyl(C6-C20)aryl, halo or OR8, or R5 and R6 are (C1-C18)dioxy provided that R7 is hydrogen; R6 is hydroxyl, O—(C1-C18)alkyl(C6-C20)aryl, halo or ORR, (C1-C18)alkoxy, (C1-C18)alkylamino, or (C1-C18)cycloalkylamino, or R6 and R7 are (C1-C18)dioxy provided that R5 is hydrogen; R7 is hydrogen, halo or OR8, hydroxyl, or O—(C1-C18)alkyl(C6-C20)aryl; and R8 is P(═O)(OH)2, P(═O)(O(C1-C18)alkyl(C6-C20)aryl)2, P(═O)(OH)(OM), or P(═O)(OM)2, P═O(O2M).

De novo design, synthesis and biological evaluation of 1,4-dihydroquinolin- 4-ones and 1,2,3,4-tetrahydroquinazolin-4-ones as potent kinesin spindle protein (KSP) inhibitors

Kinesin spindle protein (KSP) inhibitors are a promising class of anticancer agents that cause mitotic arrest in cells from a failure to form functional bipolar mitotic spindles. Here, we report the design, synthesis and biological evaluation of a novel series of 1,4-dihydroquinolin-4-ones and 1,2,3,4-tetrahydroquinazolin-4-ones using de novo design method. The synthesized compound was evaluated and proved to have potent inhibitory activities in the KSP ATPase. Compounds 15j and 15p show potent inhibitory activities in cell proliferation assays. Preferred compound 15j markedly induced G2/M phase cell cycle arrest with characteristic monoastral spindles and subsequent cell death in A549 cells. In vivo evaluation of 15j on the growth of transplantable S180 sarcoma in mice suggested its therapeutic potential for further development.

A new general approach to 4-substituted-3-halo-2-quinolones

A general procedure for the preparation of 4-substituted-3-halo-2-quinolones (halo = F, Cl, Br) utilizing 2-halo diethylphosphonoacetic acids (halo = F, Cl, Br) and o-aminophenylketones as the starting materials is described. The title compounds are obtained by an intramolecular Horner-Wadsworth-Emmons olefination of halogen-containing N-acyl-o-aminophenylketones. The transformation process is generally applicable under mild conditions.

N-PHENYL-1,1,1-TRIFLUOROMETHANESULFONAMIDE HYDRAZONE DERIVATIVE COMPOUNDS AND THEIR USAGE IN CONTROLLING PARASITES

Novel N-phenyl-1,1,1-trifluoromethanesulfonamide compounds useful for controlling endo and/or ectoparasites in the environment are provided, together with methods of making the same, and methods of using the inventive compounds to treat parasite infestations in vivo and ex vivo.

Novel and convenient synthesis of substituted quinolines by copper- or palladium-catalyzed cyclodehydration of 1-(2-aminoaryl)-2-yn-1-ols

(Chemical Equation Presented) A general and convenient synthesis of substituted quinolines by regioselective copper- or palladium-catalyzed 6-endo-dig cyclization-dehydration of 1-(2-aminoaryl)-2-yn-1-ols is reported. The crude substrates were easily obtained by the Grignard reaction between the appropriate alkynylmagnesium bromide and 2-aminoaryl ketones and could be used without further purification for the subsequent cyclization step. Heteroannulation reactions were carried out in MeOH or DME as the solvent at 60 or 100°C in the presence of CuCl2 or PdX2 (in conjunction with 10 equiv of KX, X = Cl, I) as the catalyst to afford the quinoline derivatives in good to excellent isolated yields based on starting 1-(2-aminoaryl)-2-yn-1-ols (66-90%).

Survivin inhibitors

Compounds that inhibit survivin, compositions containing the compounds and methods of treating diseases in which survivin is unregulated or overexpressed are disclosed.

Control of parasites in animals by the use of novel trifluoromethanesulfonanilide oxime ether derivatives

Novel trifluoromethanesulfonanilide oxime ether compounds useful for controlling endo and/or ectoparasites in the environment are provided, together with methods of making the same, and methods of using the inventive compounds to treat parasite infestations in vivo or ex vivo.

Antitumor agents. 211. Fluorinated 2-phenyl-4-quinolone derivatives as antimitotic antitumor agents

Fluorinated 2-phenyl-4-quinolone derivatives were synthesized and evaluated in National Cancer Institute's 60 human tumor cell line in vitro screen. From the results, the ketone moiety plays an essential role in activity. Among the compounds tested, 2′-fl

Antitumor Agents. 155. Synthesis and Biological Evaluation of 3',6,7-Substituted 2-Phenyl-4-quinolones as Antimicrotubule Agents

A series of 3',6,7-substituted 2-phenyl-4-quinolones were designed and synthesized as antimitotic antitumor agents. All compounds showed cytotoxic effects (log GI50/=-4.0; log drug molar concentration required to cause 50percent inhibition) against the growth of a variety of human tumor cell lines, including those derived from solid tumors such as non-small cell lung, colon, central nervous system, ovary, prostate, and breast cancers, when evaluated in the National Cancer Institute's 60 human tumor cell line in vitro screen. The most potent compound (26) demonstrated strong cytotoxic effects with GI50 values in the nanomolar or subnanomolar range in almost all the tumor cell lines. Compound 26 was also a potent inhibitor of tubulin polymerization and radiolabeled colchicine binding to tubulin, with activity comparable to those of the potent antimitotic natural products colchicine, podophyllotoxin, and combretastatin A-4.