192187-31-8

Basic information

• Product Name: 2(1H)-Quinolinone, 6-(4-chlorobenzoyl)-4-(3-chlorophenyl)-3,4-dihydro-
• CAS NO: 192187-31-8
• Molecular Formula: C22H15Cl2NO2
• Molecular Weight: 396.273
• Mol File: 192187-31-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2(1H)-Quinolinone, 6-(4-chlorobenzoyl)-4-(3-chlorophenyl)-3,4-dihydro-(CAS DataBase Reference)
• NIST Chemistry Reference: 2(1H)-Quinolinone, 6-(4-chlorobenzoyl)-4-(3-chlorophenyl)-3,4-dihydro-(192187-31-8)
• EPA Substance Registry System: 2(1H)-Quinolinone, 6-(4-chlorobenzoyl)-4-(3-chlorophenyl)-3,4-dihydro-(192187-31-8)

Safety Data

• Hazardous Substances Data: 192187-31-8(Hazardous Substances Data)

Upstream product

• 74-11-3 para-chlorobenzoic acid 
• 192187-30-7 4-(3-chlorophenyl)-3,4-dihydro-2(1H)-quinolinone 

Downstream Products

• 192185-72-1 tipifarnib 
• 192185-68-5 6-[amino(4-chlorophenyl)-1-methyl-1H-imidazol-5-ylmethyl]-4-(3-chlorophenyl)-1-methyl-2(1H)-quinolinone 
• 192185-51-6 4-(3-chlorophenyl)-6-[(4-chlorophenyl)hydroxy(1-methyl-1H-imidazol-5-yl)methyl]-1-methyl-2(1H)-quinolinone 
• 192187-32-9 R₁₀₁₇₆₃ 

Relevant articles and documents

Efficient synthesis method of tipirfarnequinolinone intermediate

The invention provides an efficient synthesis method of 6-(4-chlorobenzoyl)-4-(3-chlorophenyl)-3, 4-dihydro-2(1H)-quinolinone as a tipirfarneb intermediate, and belongs to the technical field of organic synthesis. The method provided by the invention comprises the following steps: in the presence of an Eaton reagent, (E)-3-(3-chlorphenyl)-N-phenylacrylamide is subjected to a ring closing reaction in a solvent to generate 4-(3-chlorphenyl)-3, 4-dihydro-2(1H)-quinolinone, then 4-chlorobenzoic acid and a metal-doped modified molecular sieve catalyst are added into a reaction system, and a Friedel-Crafts acylation reaction is performed to obtain 6-(4-chlorobenzoyl)-4-(3-chlorophenyl)-3, 4-dihydro-2(1H)-quinolinone, namely the tipirfarnequinolinone intermediate. The synthesis method provided by the invention has the advantages of high product yield, easy purification, simple post-treatment operation, and good application value, and the catalyst can be recycled and reused.

(Imidazol-5-yl)methyl-2-quinolinone derivatives as inhibitors of smooth muscle cell proliferation

This invention comprises the use of compounds of formula (I) wherein the dotted line represents an optional bond; X is oxygen or sulfur; R1is hydrogen, C1-12alkyl, Ar1, Ar2C1-6alkyl, quinolinylC1-6alkyul, pyridylC1-6alkyl, hydroxyC1-6alkyl, C1-6alkyloxyC1-6alkyl, mono- or di(C1-6alkyl)aminoC1-6alkyl, aminoC1-6alkyl, or a radical of formula —Alk1—C(=))—R9or —Alk1—S(O)2—R9; R2, R3and R16each independently are hydrogen, hydroxy, halo, cyano, C1-6alkyl, C1-6alkyloxy, hydroxyC1-6alkyloxy, C1-6alkyloxyC1-6alkyloxy, aminoC1-6alkyloxy, mono- or di(C1-6alkyl)aminoC1-6alkyloxy, Ar1Ar2C1-6alkyl, Ar2-oxy, Ar2C1-6alkyloxy, hydroxycarbonyl, C1-6alkyloxycarbonyl, trihalomethyl, trihalomethoxy, C2-6alkenyl; R4and R5each independently are hydrogen, halo, Ar1, C1-6-alkyl, hydroxyC1-6alkyl, C1-6alkyloxyC1-6alkyl, C1-6alkyloxy, C1-6alkylthio, amino, hydroxycarbony, C1-6alkyloxycarbonyl, C1-6alkylS(O)C1-6alkul or C1-6alkylS(O)2C1-6alkyl; R6and R7independenly are hydrogen, halo, cyano, C1-6alkyl, 4,4-dimethyl-oxazolyl, C1-6alkyloxy or Ar2oxyl R8is hydrogen, C1-6alkyl, cyano, hydroxycarbonyl, C1-6alkyloxycarbonyl, C1-6alkylcarbonylC1-6alkyl, cyanoC1-6alkyl, C1-6alkyloxycarbonylC1-6alkyl, carboxyC1-6alkyl, hydroxyC1-6alkyl, aminoC1-6alkyl, mono- or di(C1-6alkyl)aminoC1-6alkyl, imidazolyl, haloC1-6alkyl, C1-6alkyloxyC1-6alkyl, aminocarbonylC1-6alkyl, or a radical of formula —O—R10, —S—R10, —N—R11R12; R17is hydrogen, halo, cyano, C1-6alkyl, C106alkyloxycarbonyl, Ar1; R18is hydrogen, C1-6alkyl, C1-6alkyloxy or halo; R19is hydrogen or C1-6alkyl; for the manufacture of a medicament to inhibit smooth muscle cell proliferation.