structure of (1-(tert-Butoxycarbonyl)-7-chloro-1H-indol-2-yl)boronic acid

(1-(tert-Butoxycarbonyl)-7-chloro-1H-indol-2-yl)boronic acid

CAS No.: 1000068-24-5
M. Wt: 295.52700
M. Fa: C13H15BClNO4
InChI Key: NXWDAFDCKRNQKL-UHFFFAOYSA-N

Names and Identifiers of 1000068-24-5

CAS Number

1000068-24-5

MDL Number

MFCD11616285

IUPAC Name

[7-chloro-1-[(2-methylpropan-2-yl)oxycarbonyl]indol-2-yl]boronic acid

InChI

InChI=1S/C13H15BClNO4/c1-13(2,3)20-12(17)16-10(14(18)19)7-8-5-4-6-9(15)11(8)16/h4-7,18-19H,1-3H3

InChIKey

NXWDAFDCKRNQKL-UHFFFAOYSA-N

Canonical SMILES

B(C1=CC2=C(N1C(=O)OC(C)(C)C)C(=CC=C2)Cl)(O)O

UNSPSC Code

12352100

Physical and chemical properties of 1000068-24-5

Acidity coefficient

7.70±0.30(Predicted)

Boiling Point

471.4±55.0 °C(Predicted)

Density

1.27±0.1 g/cm3(Predicted)

Exact Mass

295.07800

H Bond Acceptors

3

H Bond Donors

2

LogP

1.75770

Molecular Formula

C13H15BClNO4

Molecular Weight

295.52700

PSA

71.69000

Storage condition

2-8°C

Safety Information of 1000068-24-5

Pictograms

Signal Word

 Warning

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

Applications of 1000068-24-5

(1-(tert-Butoxycarbonyl)-7-chloro-1H-indol-2-yl)boronic acid has several applications:

  • Drug Development: Its ability to interact with biological targets makes it a candidate for developing new pharmaceuticals, particularly in oncology.
  • Chemical Biology: This compound can be utilized as a probe in biochemical assays to study enzyme activity or cellular processes due to its reactivity with diols.
  • Material Science: The compound's properties allow it to be used in synthesizing advanced materials through cross-coupling reactions.

Interaction Studies of 1000068-24-5

Interaction studies involving (1-(tert-Butoxycarbonyl)-7-chloro-1H-indol-2-yl)boronic acid focus on its binding affinity and selectivity towards various biological targets. These studies often employ techniques such as:

  • Surface Plasmon Resonance: To measure real-time binding interactions between the compound and target proteins.
  • Nuclear Magnetic Resonance Spectroscopy: To elucidate structural details of complexes formed between the compound and biomolecules.

These interactions are crucial for understanding the mechanism of action and optimizing the compound for therapeutic use.

Biological Activity of 1000068-24-5

(1-(tert-Butoxycarbonyl)-7-chloro-1H-indol-2-yl)boronic acid exhibits notable biological activities, particularly due to its interaction with enzymes and proteins. Boronic acids are known for their ability to inhibit proteasome activity, which is crucial in cancer therapy. Additionally, compounds with indole structures are often associated with various pharmacological effects, including anti-inflammatory and anticancer properties. Research suggests that derivatives of this compound may enhance the efficacy of treatments targeting specific biological pathways.

Retrosynthesis analysis of 1000068-24-5

  • Route#1

    Cas:1004558-41-1
    Cas:1000068-24-5