192633-21-9

Basic information

• Product Name: 2(1H)-Quinolinone,4-hydrazino-1-methyl-(9CI)
• Synonyms: 2(1H)-Quinolinone,4-hydrazino-1-methyl-(9CI);4-hydrazino-1-methylquinolin-2(1H)-one(SALTDATA: FREE);4-Hydrazino-1-methylquinolin-2(1H)-one;4-hydrazinyl-1-methylquinolin-2-one
• CAS NO: 192633-21-9
• Molecular Formula: C₁₀H₁₁N₃O
• Molecular Weight: 189.217
• Product Categories: HYDRAZINE
• Mol File: 192633-21-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 355.8°C at 760 mmHg
• Flash Point: 169°C
• Appearance: /
• Density: 1.3g/cm³
• Vapor Pressure: 3.06E-05mmHg at 25°C
• Refractive Index: 1.669
• CAS DataBase Reference: 2(1H)-Quinolinone,4-hydrazino-1-methyl-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2(1H)-Quinolinone,4-hydrazino-1-methyl-(9CI)(192633-21-9)
• EPA Substance Registry System: 2(1H)-Quinolinone,4-hydrazino-1-methyl-(9CI)(192633-21-9)

Safety Data

• Hazardous Substances Data: 192633-21-9(Hazardous Substances Data)

Usage

Derivative of quinolinone

A heterocyclic aromatic organic compound

Substituents

Hydrazino and methyl group at the 4th position of the quinolinone ring

Chemical properties

Not widely reported in the literature

Potential applications

Pharmacological or biological activity (structure suggests potential)

Further research needed

To fully understand properties and potential uses of the compound.

InChI:InChI=1/C10H11N3O/c1-13-9-5-3-2-4-7(9)8(12-11)6-10(13)14/h2-6,12H,11H2,1H3

Upstream product

• 32262-17-2 4-chloro-1-methyl-1H-quinolin-2-one 
• 291517-72-1 4-mercapto-1-methyl-2(1H)quinolinone 
• 1677-46-9 4-hydroxy-1-methyl-2(1H)-quinolone 
• 100-61-8 N-methylaniline 
• 61469-95-2 1-methyl-1H-quinoline-2,4-dione 

Downstream Products

• 637757-11-0 ethyl 5-(chloroacetylamino)-1-(methyl-2-oxo-1,2-dihydroquinolin-4-yl)-3-methylsulfanyl-1H-pyrazole-4-carboxylate 
• 637757-16-5 ethyl 1-(1-methyl-2-oxo-1,2-dihydroquinolin-4-yl)-3-methylsulfanyl-5-(3-phenylthioureido)-1H-pyrazole-4-carboxylate 
• 637757-26-7 ethyl 5-[1-anilino-2,2-dicyano(vinylamino)]-1-(1-methyl-2-oxo-1,2-dihydroquinolin-4-yl)-3-methylsulfanyl-1H-pyrazole-4-carboxylate 

Relevant articles and documents

New quinoline-2-one/pyrazole derivatives; design, synthesis, molecular docking, anti-apoptotic evaluation, and caspase-3 inhibition assay

We report the synthesis of new quinoline-2-one/pyrazole hybrids and their antiapoptotic activity. This effect was studied in sight of decreasing tissue damage induced by I/R in colon of rats using N-acetylcysteine (NAC) as anti-apoptotic reference. Compounds 6a, 6c and 6f showed significant improvement for oxidative stress parameters MDA, SOD, GSH and NOx in comparison with model group and greater than the reference NAC (N-acetylcysteine), whereas compounds 6d and 6e exhibited weaker antioxidant activity when compared with the reference NAC. Moreover, compounds 6a, 6c and 6f showed significant decrease in inflammatory mediators TNFα and CRB greater than NAC when compared to the model group especially compound 6c whose found CRB conc 1.90 (mg/dL) in comparison to NAC of conc 2.13 mg/dL. Additionally, colonic histopathological investigation was performed to all targeted compounds that indicates H&E sections of compounds 6a and 6f revealed apparent normal colonic cells while compound 6e showed dilated blood vessels with more apoptotic cells if compared with NAC. Caspase-3 inhibition assay revealed that compounds 6a, 6b and 6d weaken caspase-3 expression to an extent higher than NAC (1.063, 0.430, 0.731 and 1.115, respectively). Docking studies with caspase-3 revealed that most of the tested compounds showed good binding with the enzyme especially for compound 6d make several interactions better than that of the reference NAC.

Chemistry of substituted quinolinones. Part II synthesis of novel 4- pyrazolylquinolinone derivatives

4-Hydrazino-1-methyl-2(1H)quinolinone (2) was treated with chlorophthalazine, nitrous acid, isothiocyanates and isatines, and also utilized as a precursor for some new 4-pyrazolylquinolinones. Reaction of 2 with certain 3-acylquinolinones afforded quinolinylpyrazoloquinolinones and/or quinolinylpyrazolylquinolinones.