structure of 3-chloro-2H-indazole-5-carbonitrile

3-chloro-2H-indazole-5-carbonitrile

CAS No.: 1000341-16-1
M. Wt: 177.590
M. Fa: C8H4ClN3
InChI Key: -

Names and Identifiers of 3-chloro-2H-indazole-5-carbonitrile

CAS Number

1000341-16-1

IUPAC Name

3-chloranyl-2H-indazole-5-carbonitrile

Canonical SMILES

C1=CC2=NNC(=C2C=C1C#N)Cl

Physical and chemical properties of 3-chloro-2H-indazole-5-carbonitrile

Boiling Point

403.0±25.0 °C at 760 mmHg

Density

1.5±0.1 g/cm3

Exact Mass

177.009369

Flash Point

197.5±23.2 °C

Index of Refraction

1.696

LogP

2.15

Molecular Formula

C8H4ClN3

Molecular Weight

177.590

PSA

52.47000

Vapour Pressure

0.0±0.9 mmHg at 25°C

Applications of 3-chloro-2H-indazole-5-carbonitrile

3-Chloro-1H-indazole-5-carbonitrile finds applications primarily in medicinal chemistry. Its derivatives are being explored for:

  • Antiparasitic Drugs: Particularly against leishmaniasis.
  • Anticancer Agents: Compounds derived from this structure are being tested for their efficacy against various cancer cell lines.
  • Agrochemicals: Its reactivity makes it suitable for developing new pesticides or herbicides.

The compound's ability to serve as an intermediate in synthesizing more complex molecules further enhances its utility in pharmaceutical development.

Interaction Studies of 3-chloro-2H-indazole-5-carbonitrile

Studies have shown that 3-Chloro-1H-indazole-5-carbonitrile interacts with various biological targets, demonstrating potential as an inhibitor of specific enzymes involved in disease processes. For instance, it has been noted to affect pathways related to cancer cell proliferation and survival, making it a candidate for further investigation in drug development.

Biological Activity of 3-chloro-2H-indazole-5-carbonitrile

Research indicates that 3-Chloro-1H-indazole-5-carbonitrile exhibits notable biological activities. It has been evaluated for its potential as an antileishmanial agent, showing promising results in inhibiting the growth of Leishmania major, a parasite responsible for leishmaniasis. Furthermore, compounds with similar structures have been investigated for their anticancer properties and as inhibitors of various enzymes involved in disease pathways.