structure of 2,4-dihydro-4-[(2-hydroxyphenyl)azo]-5-methyl-2-phenyl-3H-pyrazol-3-one

2,4-dihydro-4-[(2-hydroxyphenyl)azo]-5-methyl-2-phenyl-3H-pyrazol-3-one

CAS No.: 10010-74-9
M. Wt: 294.30800
M. Fa: C16H14N4O2
InChI Key: LKMOBUZCNODMQM-UHFFFAOYSA-N

Names and Identifiers of 10010-74-9

CAS Number

10010-74-9

EC Number

233-006-9

IUPAC Name

4-[(2-hydroxyphenyl)diazenyl]-5-methyl-2-phenyl-4H-pyrazol-3-one

InChI

InChI=1S/C16H14N4O2/c1-11-15(18-17-13-9-5-6-10-14(13)21)16(22)20(19-11)12-7-3-2-4-8-12/h2-10,15,21H,1H3

InChIKey

LKMOBUZCNODMQM-UHFFFAOYSA-N

Canonical SMILES

CC1=NN(C(=O)C1N=NC2=CC=CC=C2O)C3=CC=CC=C3

Physical and chemical properties of 10010-74-9

Boiling Point

525.5ºC at 760mmHg

Density

1.31g/cm3

Exact Mass

294.11200

Flash Point

271.6ºC

Index of Refraction

1.668

LogP

2.76780

Molecular Formula

C16H14N4O2

Molecular Weight

294.30800

PSA

77.62000

Vapour Pressure

7.11E-11mmHg at 25°C

Safety Information of 10010-74-9

Pictograms

Signal Word

 Danger

Safety Data Sheet
Supports customized editing of SDS information and downloading in PDF documents.

Applications of 10010-74-9

The applications of 2,4-dihydro-4-[(2-hydroxyphenyl)azo]-5-methyl-2-phenyl-3H-pyrazol-3-one span various fields:

  • Dye and pH Indicator: Utilized in chemistry as a dye and pH indicator due to its color-changing properties in different pH environments.
  • Industrial Use: Employed in manufacturing dyes and pigments for textiles, plastics, and inks.
  • Biological Research: Used in staining techniques for microscopy and histological studies.

Interaction Studies of 10010-74-9

The mechanism of action for 2,4-dihydro-4-[(2-hydroxyphenyl)azo]-5-methyl-2-phenyl-3H-pyrazol-3-one involves interactions through its azo and phenolic groups:

  • Electron Transfer Reactions: The azo group can participate in electron transfer reactions.
  • Hydrogen Bond Formation: The phenolic group can form hydrogen bonds with various enzymes and proteins, influencing their activity.

These interactions contribute to the compound's biological effects and potential applications.

Similar Compounds

Several compounds share structural or functional similarities with 2,4-dihydro-4-[(2-hydroxyphenyl)azo]-5-methyl-2-phenyl-3H-pyrazol-3-one:

  • 4-Aminoazobenzene: A simpler azo compound used as a dye.
  • 5-Methyl-1-(p-tolyl)-3H-pyrazole: A pyrazole derivative that may exhibit similar reactivity.
  • Phenolic Azo Dyes: Various phenolic compounds linked via azo groups that serve similar functions in dyeing and biological applications.
Comparison Table
Compound NameStructure Type

Biological Activity of 10010-74-9

In biological contexts, 2,4-dihydro-4-[(2-hydroxyphenyl)azo]-5-methyl-2-phenyl-3H-pyrazol-3-one exhibits several activities:

  • Staining Techniques: It is used in histological studies for staining cellular components due to its ability to bind specific biomolecules.
  • Pharmacological Potential: Although not widely utilized in medicine, derivatives of this compound are being investigated for their potential anti-inflammatory and antimicrobial properties.
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