(1-(tert-Butoxycarbonyl)-4-methoxy-1H-indol-2-yl)boronic acid
Names and Identifiers of 1000068-23-4
CAS Number |
1000068-23-4 |
|---|---|
EC Number |
689-211-2 |
MDL Number |
MFCD11616286 |
IUPAC Name |
[4-methoxy-1-[(2-methylpropan-2-yl)oxycarbonyl]indol-2-yl]boronic acid |
InChI |
InChI=1S/C14H18BNO5/c1-14(2,3)21-13(17)16-10-6-5-7-11(20-4)9(10)8-12(16)15(18)19/h5-8,18-19H,1-4H3 |
InChIKey |
BEXQWPHMBFKSLF-UHFFFAOYSA-N |
Canonical SMILES |
B(C1=CC2=C(N1C(=O)OC(C)(C)C)C=CC=C2OC)(O)O |
UNSPSC Code |
12352100 |
Physical and chemical properties of 1000068-23-4
Exact Mass |
291.12800 |
|---|---|
H Bond Acceptors |
4 |
H Bond Donors |
2 |
LogP |
1.11290 |
Molecular Formula |
C14H18BNO5 |
Molecular Weight |
291.10700 |
PSA |
80.92000 |
Storage condition |
2-8°C |
Safety Information of 1000068-23-4
Applications of 1000068-23-4
(1-(tert-Butoxycarbonyl)-4-methoxy-1H-indol-2-yl)boronic acid has several potential applications:
- Drug Development: Its ability to interact with biological targets makes it suitable for developing new therapeutic agents, especially in oncology and metabolic disorders.
- Chemical Biology: The compound can serve as a tool for studying enzyme mechanisms and interactions due to its reversible binding properties with diols.
- Synthetic Chemistry: It is useful in organic synthesis as a building block for creating more complex molecules through cross-coupling reactions.
Interaction Studies of 1000068-23-4
Interaction studies involving (1-(tert-Butoxycarbonyl)-4-methoxy-1H-indol-2-yl)boronic acid typically focus on its binding affinity towards specific enzymes or receptors. These studies often employ techniques such as:
- Surface Plasmon Resonance: To measure real-time binding interactions between the compound and target proteins.
- Isothermal Titration Calorimetry: To determine thermodynamic parameters associated with binding events.
- Molecular Docking Studies: Computational approaches are used to predict how (1-(tert-Butoxycarbonyl)-4-methoxy-1H-indol-2-yl)boronic acid interacts at the molecular level with various biological targets.
Biological Activity of 1000068-23-4
The biological activity of (1-(tert-Butoxycarbonyl)-4-methoxy-1H-indol-2-yl)boronic acid is primarily attributed to its indole structure and boronic acid functionality. Research indicates that compounds containing indole moieties exhibit a range of pharmacological effects, including anti-cancer, anti-inflammatory, and antimicrobial activities.
The boronic acid part allows for interactions with enzymes such as serine proteases and glycosidases, potentially leading to inhibition or modulation of their activities. This makes it a candidate for further exploration in drug discovery, particularly against diseases where these enzymes play critical roles.
Physical sample testing spectrum (NMR) of 1000068-23-4
