structure of 5-Methoxy-1H-indazol-3-ol

5-Methoxy-1H-indazol-3-ol

CAS No.: 99719-37-6
M. Wt: 164.161
M. Fa: C8H8N2O2
InChI Key: JVIODNHCPBUTPK-UHFFFAOYSA-N
Appearance: Yellow Solid

Names and Identifiers of 5-Methoxy-1H-indazol-3-ol

CAS Number

99719-37-6

MDL Number

MFCD10697927

IUPAC Name

5-methoxy-1,2-dihydroindazol-3-one

InChI

InChI=1S/C8H8N2O2/c1-12-5-2-3-7-6(4-5)8(11)10-9-7/h2-4H,1H3,(H2,9,10,11)

InChIKey

JVIODNHCPBUTPK-UHFFFAOYSA-N

Canonical SMILES

COC1=CC2=C(C=C1)NNC2=O

UNSPSC Code

12352100

Physical and chemical properties of 5-Methoxy-1H-indazol-3-ol

Boiling Point

396.5±22.0 °C at 760 mmHg

Density

1.4±0.1 g/cm3

Exact Mass

164.058578

Flash Point

193.6±22.3 °C

H Bond Acceptors

3

H Bond Donors

2

Index of Refraction

1.695

LogP

1.37

Molecular Formula

C8H8N2O2

Molecular Weight

164.161

PSA

58.14000

Storage condition

2-8°C

Vapour Pressure

0.0±1.0 mmHg at 25°C

Safety Information of 5-Methoxy-1H-indazol-3-ol

Pictograms

Signal Word

 Warning

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

Applications of 5-Methoxy-1H-indazol-3-ol

5-Methoxy-1H-indazol-3-ol has potential applications in:

  • Pharmaceutical Development: Due to its biological activity, it is being explored as a lead compound for developing new drugs targeting neurological conditions.
  • Chemical Research: It serves as a building block for synthesizing more complex indazole derivatives with tailored biological properties.

Interaction Studies of 5-Methoxy-1H-indazol-3-ol

Studies focusing on the interaction of 5-methoxy-1H-indazol-3-ol with biological targets have revealed insights into its mechanism of action. For instance, its inhibition of monoamine oxidase enzymes suggests that it may modulate neurotransmitter levels, thereby influencing mood and cognitive functions. Detailed kinetic studies have been conducted to ascertain its binding affinity and inhibitory constants (IC50 values) against MAO enzymes.

Biological Activity of 5-Methoxy-1H-indazol-3-ol

Research has demonstrated that 5-methoxy-1H-indazol-3-ol exhibits significant biological activity, particularly as an inhibitor of monoamine oxidase enzymes. These enzymes are crucial in the metabolism of neurotransmitters and are implicated in various neurological disorders. Studies have shown that derivatives of indazole, including this compound, can inhibit both MAO-A and MAO-B isoforms, with varying potencies depending on substituents.

Physical sample testing spectrum (NMR) of 5-Methoxy-1H-indazol-3-ol

Physical sample testing spectrum (NMR) of 5-Methoxy-1H-indazol-3-ol