5-Indolylboronic Acid
Product Information
Molecular Formula
C8H8NO2B
Molecular Weight
160.97
Description
Reactant involved in the synthesis of biologically active molecules including: Indole inhibitors of MMP-13 for arthritic disease treatment; Substituted pyrimidines acting as tubulin polymerization inhibitorsReactant involved in Suzuki coupling reactions for synthesis of ; Aryl- hetarylfurocoumarins; Aryl-substituted oxabenzindoles and methanobenzindoles. Reactant involved in: Oxidative cross-coupling with mercaptoacetylenes; Trifluoromethylation. Substrate used in a rhodium-catalyzed 1,4-addition to unprotected maleimides.
Synonyms
1H-indol-5-ylboronic acid; 1H-indol-5-ylboronic acid
IUPAC Name
1H-indol-5-ylboronic acid
SMILES
B(C1=CC2=C(C=C1)NC=C2)(O)O
InChI
InChI=1S/C8H8BNO2/c11-9(12)7-1-2-8-6(5-7)3-4-10-8/h1-5,10-12H
InChI Key
VHADYSUJZAPXOW-UHFFFAOYSA-N
Boiling Point
433.2 °C at 760 mmHg
Melting Point
170-175 °C
Purity
≥ 95 %
Density
1.33 g/cm3
Storage
2-8 °C
LogP
-0.15230
Safety Information
Hazards
H315 - H319 - H335
Precautionary Statement
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501
Signal Word
Warning
Computed Properties
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
1
Exact Mass
161.0648087 g/mol
Monoisotopic Mass
161.0648087 g/mol
Topological Polar Surface Area
56.2Ų
Heavy Atom Count
12
Formal Charge
0
Complexity
165
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-113801037-A | One-step method for preparing C-N coupling product from nitroaromatic and alkyl or phenyl boric acid | 2021-08-24 |
| CN-113264937-A | 4-aminopyrazolo [3,4-d ] pyrimidine derivative and application thereof | 2021-06-08 |
| WO-2022008475-A1 | Indole derivatives and uses thereof for treating a cancer | 2020-07-06 |
| CN-111559990-A | Micromolecular oxathiazine derivative and application thereof | 2020-05-29 |
| CN-111559990-B | Micromolecular oxathiazine derivative and application thereof | 2020-05-29 |
| WO-2021238587-A1 | Micromolecular oxathiazine derivative and use thereof | 2020-05-29 |
| CN-113493407-A | Pyridine compound and preparation method and pharmaceutical application thereof | 2020-04-03 |
| WO-2021130732-A1 | Antibacterial quinolines | 2019-12-27 |
| US-2021167321-A1 | Inorganic light emitting diode and inorganic light emitting device including the same | 2019-11-28 |
| CN-110577457-A | Copper-catalyzed carboxylation reaction method of arylboronic acid and carbon dioxide | 2019-09-20 |
