structure of 4-(Trifluoromethyl)-1H-indazole

4-(Trifluoromethyl)-1H-indazole

CAS No.: 1000339-98-9
M. Wt: 186.134
M. Fa: C8H5F3N2
InChI Key: KCWIWQGNCLKDJZ-UHFFFAOYSA-N
Appearance: Pale-yellow Solid

Names and Identifiers of 4-(Trifluoromethyl)-1H-indazole

CAS Number

1000339-98-9

MDL Number

MFCD09263211

IUPAC Name

4-(trifluoromethyl)-1H-indazole

InChI

InChI=1S/C8H5F3N2/c9-8(10,11)6-2-1-3-7-5(6)4-12-13-7/h1-4H,(H,12,13)

InChIKey

KCWIWQGNCLKDJZ-UHFFFAOYSA-N

Canonical SMILES

C1=CC(=C2C=NNC2=C1)C(F)(F)F

UNSPSC Code

12352100

Physical and chemical properties of 4-(Trifluoromethyl)-1H-indazole

Acidity coefficient

12.15±0.40(Predicted)

Boiling Point

268.5±35.0 °C at 760 mmHg

Density

1.4±0.1 g/cm3

Exact Mass

186.040482

Flash Point

116.2±25.9 °C

Index of Refraction

1.560

LogP

2.39

Molecular Formula

C8H5F3N2

Molecular Weight

186.134

PSA

28.68000

Storage condition

2-8°C

Vapour Pressure

0.0±0.5 mmHg at 25°C

Safety Information of 4-(Trifluoromethyl)-1H-indazole

Pictograms

Signal Word

 Warning

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

Applications of 4-(Trifluoromethyl)-1H-indazole

4-(Trifluoromethyl)-1H-indazole has various applications across multiple domains:

  • Pharmaceuticals: It serves as a building block for developing new drugs with improved efficacy and stability.
  • Agrochemicals: The compound is investigated for use in crop protection products due to its biological activity against pests and pathogens.
  • Material Science: Its unique properties make it suitable for developing advanced materials with specific functional characteristics.

Interaction Studies of 4-(Trifluoromethyl)-1H-indazole

Interaction studies have shown that 4-(Trifluoromethyl)-1H-indazole can interact with various biological targets:

  • Enzyme Inhibition: It has been identified as a potential inhibitor of cytochrome P450 enzymes, impacting drug metabolism.
  • Protein Binding: The lipophilicity conferred by the trifluoromethyl group enhances its ability to bind to proteins, influencing its pharmacokinetics and pharmacodynamics.

Biological Activity of 4-(Trifluoromethyl)-1H-indazole

The biological activity of 4-(Trifluoromethyl)-1H-indazole is influenced by its trifluoromethyl group, which enhances metabolic stability and lipophilicity. This compound has been studied for its potential pharmacological effects, including:

  • Antimicrobial Properties: Some derivatives exhibit significant antimicrobial activity.
  • Anticancer Activity: Research indicates that certain indazole derivatives can inhibit tumor growth and induce apoptosis in cancer cells.
  • CYP Enzyme Inhibition: The compound has shown potential as an inhibitor of specific cytochrome P450 enzymes, which are crucial in drug metabolism.

Physical sample testing spectrum (NMR) of 4-(Trifluoromethyl)-1H-indazole

Physical sample testing spectrum (NMR) of 4-(Trifluoromethyl)-1H-indazole