4149-06-8

Basic information

• Product Name: 3-AMINO-1-PHENYL-2-PYRAZOLIN-5-ONE
• Synonyms: 2,4-dihydro-5-amino-2-phenyl-3h-pyrazol-3-one;3-amino-1-phenyl-5-pyrazolon;3H-Pyrazol-3-one, 5-amino-2,4-dihydro-2-phenyl-;TIMTEC-BB SBB003791;5-AMINO-2,4-DIHYDRO-2-PHENYL-3H-PYRAZOL-3-ONE;5-AMINO-2-PHENYL-2,4-DIHYDRO-3H-PYRAZOL-3-ONE;3-AMINO-1-PHENYL-2-PYRAZOLIN-5-ONE;3-AMINO-1-PHENYL-4,5-DIHYDRO-1H-PYRAZOL-5-ONE
• CAS NO: 4149-06-8
• Molecular Formula: C₉H₉N₃O
• Molecular Weight: 175.19
• EINECS: 223-974-0
• Mol File: 4149-06-8.mol
• Article Data: 4

Chemical Properties

• Melting Point: 210-215 °C (dec.)(lit.)
• Boiling Point: 306.48°C (rough estimate)
• Flash Point: 142.7°C
• Appearance: /
• Density: 1.2065 (rough estimate)
• Refractive Index: 1.6500 (estimate)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 3.38±0.50(Predicted)
• BRN: 153681
• CAS DataBase Reference: 3-AMINO-1-PHENYL-2-PYRAZOLIN-5-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-AMINO-1-PHENYL-2-PYRAZOLIN-5-ONE(4149-06-8)
• EPA Substance Registry System: 3-AMINO-1-PHENYL-2-PYRAZOLIN-5-ONE(4149-06-8)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-37/39-36
• WGK Germany: 3
• RTECS: UR0393500
• Hazardous Substances Data: 4149-06-8(Hazardous Substances Data)

Usage

Chemical Properties

BEIGE POWDER

InChI:InChI=1/C9H9N3O/c10-8-6-9(13)12(11-8)7-4-2-1-3-5-7/h1-5H,6H2,(H2,10,11)

Upstream product

• 79852-93-0 3-Nitro-3-(phenyl-hydrazono)-propionic acid ethyl ester 
• 99365-97-6 3-Amino-4-(p-N,N-dimethylamino)phenylmethyliden-2-pyrazolin-5-on 
• 2311-90-2 3-(Acetylamino)-1-phenyl-2-pyrazolin-5-one 
• 621-03-4 cyanoacetanilide 
• 61239-31-4 3-Oxo-3-anilinopropionamidoxime 
• 84104-44-9 5-Methyl-3-(2-oxo-2-anilinoethyl)-1,2,4-oxadiazole 
• 62-53-3 aniline 
• 6152-31-4 phenyl hydrazine hydrate 
• 105-56-6 ethyl 2-cyanoacetate 

Downstream Products

• 70373-97-6 5-benzo[1,3]dioxol-5-yl-7-(3,4-dichloro-phenyl)-4-methyl-2-phenyl-1,2,5,6-tetrahydro-pyrazolo[3,4-b]quinolin-3-one 
• 76461-97-7 5-amino-2,4-dihydro-2-phenyl-4-(9H-xanthen-9-yl)-3H-pyrazol-3-one 
• 149474-06-6 3-amino-4,4-dibromo-1-phenyl-2-pyrazolin-5-one 
• 71290-77-2 4,6-dimethyl-2-phenyl-1,2-dihydropyrazolo[3,4-b]pyridin-3-one 

Relevant articles and documents

Design, Synthesis, and Characterization of Some Hybridized Pyrazolone Pharmacophore Analogs against Mycobacterium tuberculosis

Twenty-seven hybridized pyrazolone analogs were designed, docked, synthesized in two series and evaluated for their in vitro antimycobacterial properties. In the first series, four Schiff base derivatives, 6b, 7b, 7h, and 7i, show good antitubercular activity with minimum inhibition concentration (MIC) values in the range of 32.56-42.55 μM. In the second series, two compounds, 8b and 8c, possessed significant antitubercular activity with MIC 630. Compounds 8b and 8c showed shikimate kinase inhibition activity at 5.84 and 6.93 μM, respectively. The activity and docking results lead to the conclusion that the compounds without double bond in the imine side chain and hydrophobic clashes at the pyrazolone end are necessary for good accommodation in the binding pocket and for imparting flexibility. All the compounds were also tested for antimicrobial activity (antibacterial and antifungal) and show highly significant activities against all the microorganisms tested. Hybridized pyrazolone analogs were designed, docked, and synthesized in two series. Both compound series were evaluated for their in vitro antimycobacterial properties, showing highly significant activities against all microorganisms tested. No double bond in the imine side chain and hydrophobic clashes at the pyrazolone end were necessary for good accommodation in the binding pocket of shikimate kinase.

A New Synthetic Route to 3-(Acylamino)-1-aryl-2-pyrazolin-5-ones

-