structure of 3-Bromo-6-methyl-1H-indazol-5-amine

3-Bromo-6-methyl-1H-indazol-5-amine

CAS No.: 1000343-43-0
M. Wt: 226.073
M. Fa: C8H8BrN3
InChI Key: QANHUNMOMXHWPX-UHFFFAOYSA-N
Appearance: Pale-brown Solid

Names and Identifiers of 3-Bromo-6-methyl-1H-indazol-5-amine

CAS Number

1000343-43-0

EC Number

864-394-3

MDL Number

MFCD35098129

IUPAC Name

3-bromo-6-methyl-2H-indazol-5-amine

InChI

InChI=1S/C8H8BrN3/c1-4-2-7-5(3-6(4)10)8(9)12-11-7/h2-3H,10H2,1H3,(H,11,12)

InChIKey

QANHUNMOMXHWPX-UHFFFAOYSA-N

Canonical SMILES

CC1=CC2=NNC(=C2C=C1N)Br

UNSPSC Code

12352100

Physical and chemical properties of 3-Bromo-6-methyl-1H-indazol-5-amine

Acidity coefficient

12.81±0.40(Predicted)

Boiling Point

428.2±40.0 °C at 760 mmHg

Density

1.7±0.1 g/cm3

Exact Mass

224.990158

Flash Point

212.8±27.3 °C

H Bond Acceptors

2

H Bond Donors

2

Index of Refraction

1.759

LogP

2.18

Molecular Formula

C8H8BrN3

Molecular Weight

226.073

PSA

54.70000

Storage condition

under inert gas (nitrogen or Argon) at 2–8 °C

Vapour Pressure

0.0±1.0 mmHg at 25°C

Safety Information of 3-Bromo-6-methyl-1H-indazol-5-amine

Pictograms

Signal Word

 Warning

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

Applications of 3-Bromo-6-methyl-1H-indazol-5-amine

3-Bromo-6-methyl-1H-indazol-5-amine has potential applications in:

  • Drug Development: Its structural characteristics make it a promising candidate for designing new anticancer agents.
  • Biochemical Research: It serves as a tool compound to study cellular mechanisms and signaling pathways involved in cancer progression.

Interaction Studies of 3-Bromo-6-methyl-1H-indazol-5-amine

Interaction studies indicate that 3-Bromo-6-methyl-1H-indazol-5-amine may act as an inhibitor for certain cytochrome P450 enzymes, specifically CYP1A2. This suggests that it could influence the metabolism of other drugs when co-administered. Understanding these interactions is crucial for predicting pharmacokinetic behaviors in vivo.

Biological Activity of 3-Bromo-6-methyl-1H-indazol-5-amine

3-Bromo-6-methyl-1H-indazol-5-amine exhibits notable biological activity, particularly in anticancer research. Studies have shown that derivatives of indazole can inhibit various cancer cell lines. For example, related compounds have demonstrated selective cytotoxicity against human chronic myeloid leukemia cells while sparing normal cells. The mechanism often involves apoptosis induction and modulation of key signaling pathways such as the p53/MDM2 pathway.

Physical sample testing spectrum (NMR) of 3-Bromo-6-methyl-1H-indazol-5-amine

Physical sample testing spectrum (NMR) of 3-Bromo-6-methyl-1H-indazol-5-amine