structure of 4-Bromo-3-iodo-1H-indazole-6-carbonitrile

4-Bromo-3-iodo-1H-indazole-6-carbonitrile

CAS No.: 1000342-48-2
M. Wt: 347.938
M. Fa: C8H3BrIN3
InChI Key: QJAVJYWHXWCCIQ-UHFFFAOYSA-N

Names and Identifiers of 1000342-48-2

CAS Number

1000342-48-2

IUPAC Name

4-bromo-3-iodo-2H-indazole-6-carbonitrile

InChI

InChI=1S/C8H3BrIN3/c9-5-1-4(3-11)2-6-7(5)8(10)13-12-6/h1-2H,(H,12,13)

InChIKey

QJAVJYWHXWCCIQ-UHFFFAOYSA-N

Canonical SMILES

C1=C(C=C(C2=C(NN=C21)I)Br)C#N

Physical and chemical properties of 1000342-48-2

Acidity coefficient

8.43±0.40(Predicted)

Boiling Point

469.9±40.0 °C at 760 mmHg

Density

2.5±0.1 g/cm3

Exact Mass

346.855499

Flash Point

238.0±27.3 °C

Index of Refraction

1.830

LogP

3.07

Molecular Formula

C8H3BrIN3

Molecular Weight

347.938

PSA

52.47000

Storage condition

2-8°C

Vapour Pressure

0.0±1.2 mmHg at 25°C

Applications of 1000342-48-2

4-Bromo-3-iodo-1H-indazole-6-carbonitrile finds applications in various fields:

  • Medicinal Chemistry: As a building block for synthesizing pharmaceutical compounds with potential therapeutic effects.
  • Material Science: Utilized in developing advanced materials such as organic semiconductors and light-emitting diodes (LEDs).
  • Biological Research: Studied for its interactions with biological targets to understand its therapeutic potential.

Interaction Studies of 1000342-48-2

Research on interaction studies involving 4-Bromo-3-iodo-1H-indazole-6-carbonitrile focuses on its binding affinity and specificity toward various biological targets. These studies help elucidate the compound's mechanism of action and its potential therapeutic applications. Notably, its halogenated structure can influence its reactivity and interaction profile with proteins and enzymes.

Similar Compounds: Comparison

Several compounds share structural similarities with 4-Bromo-3-iodo-1H-indazole-6-carbonitrile. A comparison highlights its uniqueness:

Compound NameKey Differences
6-Bromo-1H-indazole-4-carboxaldehydeDifferent functional groups; lacks carbonitrile.
1H-indazole-3-carboxaldehydeDifferent functional group location; lacks halogens.
1H-indazole-4-carboxylic acidDifferent functional group location; lacks iodine.
4-Bromo-6-fluoro-3-iodo-1H-indazoleContains fluorine instead of carbonitrile; affects reactivity.

Biological Activity of 1000342-48-2

Indazole derivatives, including 4-Bromo-3-iodo-1H-indazole-6-carbonitrile, exhibit a range of biological activities. They have been studied for their potential as:

  • Anticancer Agents: Some derivatives show promising results in inhibiting cancer cell proliferation.
  • Anti-inflammatory Compounds: Their ability to modulate inflammatory pathways has been explored.
  • Antimicrobial Agents: Certain indazoles demonstrate activity against various microbial strains.

The mechanism of action often involves interaction with specific molecular targets such as enzymes and receptors, influenced by the compound's unique structural features.

© Copyright 2025 MolWiki. All Rights Reserved.