220465-43-0

Basic information

• Product Name: Indole-4-boronic acid
• Synonyms: 1H-INDOL-4-YLBORONIC ACID;1H-INDOLE-4-BORONIC ACID;4-INDOLEBORONIC ACID;4-INDOLYLBORONIC ACID;4-BORONOINDOLE;AKOS BRN-0119;INDOLE-4-BORONIC ACID;Indole-4-Boronic
• CAS NO: 220465-43-0
• Molecular Formula: C₈H₈BNO₂
• Molecular Weight: 160.97
• EINECS: 1533716-785-6
• Product Categories: blocks;BoronicAcids;IndolesOxindoles;Aromatics;Heterocycles;Indole Derivatives;Intermediates & Fine Chemicals;Pharmaceuticals;Heterocycle-Indole series;Boric Acid| Boric Acid Ester| Potassium Trifluoroborate
• Mol File: 220465-43-0.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 433.2 °C at 760 mmHg
• Flash Point: 215.8 °C
• Appearance: /
• Density: 1.33
• Vapor Pressure: 2.83E-08mmHg at 25°C
• Refractive Index: 1.662
• Storage Temp.: Keep Cold
• PKA: 9.00±0.30(Predicted)
• Sensitive: Air Sensitive
• CAS DataBase Reference: Indole-4-boronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: Indole-4-boronic acid(220465-43-0)
• EPA Substance Registry System: Indole-4-boronic acid(220465-43-0)

Safety Data

• Hazard Codes: Xi
• Statements: 37/38-41-36/37/38
• Safety Statements: 26-39-36/37/39
• TSCA: N
• HazardClass: IRRITANT
• Hazardous Substances Data: 220465-43-0(Hazardous Substances Data)

Usage

Description

Indole-4-boronic acid is an organic compound with the chemical formula C8H7BNO2. It is a light yellow to grey powder and belongs to the class of arylboronic acids. Indole-4-boronic acid is known for its unique chemical properties and has found various applications in different industries due to its versatility.

Uses

Used in Chemical Synthesis:
Indole-4-boronic acid is used as a synthetic building block for the preparation of various organic compounds, including pharmaceuticals, agrochemicals, and advanced materials. Its ability to form stable complexes with metals and its reactivity in cross-coupling reactions make it a valuable intermediate in the synthesis of indole-containing molecules.
Used in Pharmaceutical Industry:
Indole-4-boronic acid is used as a key intermediate in the development of new drugs, particularly those targeting the central nervous system. Its structural similarity to the indole ring system found in many bioactive compounds allows for the design of novel therapeutic agents with improved pharmacological properties.
Used in Material Science:
Indole-4-boronic acid is employed as a precursor in the synthesis of advanced materials, such as conductive polymers and organic semiconductors. Its ability to form stable covalent bonds with other molecules enables the development of materials with tailored electronic and optical properties.
Used in Analytical Chemistry:
Indole-4-boronic acid is used as a reagent in the development of arylboronic acid-based fluorescent biosensors. These sensors have potential applications in the detection and quantification of various analytes, including sugars, amino acids, and other biologically relevant molecules.

InChI:InChI=1/C8H8BNO2/c11-9(12)7-2-1-3-8-6(7)4-5-10-8/h1-5,10-12H

Upstream product

• 52488-36-5 4-bromo-1H-indole 
• 942-24-5 3-methoxycarbonylindole 
• 101909-43-7 4-bromo-1H-indole-3-carboxylic acid methyl ester 
• 121-43-7 Trimethyl borate 
• 688-74-4 boric acid tributyl ester 

Downstream Products

• 956580-19-1 methyl 3-cyclohexyl-1-[2-(dimethylamino)-2-oxoethyl]-1H,1'H-2,4'-biindole-6-carboxylate 
• 1080602-67-0 4-(3-bromo-5-nitro-phenyl)-1H-indole 
• 901528-90-3 C₁₄H₁₅NO 
• 1030626-69-7 [5-(1H-indol-4-yl)-[1,2,4]triazolo[1,5-a]pyridin-8-yl]-(4-morpholin-4-yl-phenyl)-amine 
• 1082444-82-3 tert-butyl 4-(4-(4-(ethoxycarbonyl)-2-(1H-indol-4-yl)oxazol-5-yl)phenyl)piperazine-1-carboxylate 
• 1127737-35-2 3-benzyl-4-(1H-indol-4-yl)-8-(trifluoromethyl)quinoline 
• 1123301-83-6 4-fluoro-N-(2-{4-[2-(1H-indol-4-yl)-pyridin-3-yl]-piperazin-1-yl}-ethyl)-N-methyl-benzenesulfonamide 
• 1160360-00-8 C₁₉H₁₇N₃O 
• 1186421-60-2 3-(3-(1H-indol-4-yl)-2-(pyridin-4-yl)pyrazolo[1,5-a]pyrimidin-7-yl)-N,N-dimethylbenzenesulfonamide 
• 1233339-22-4 AZ20 
• 1246761-86-3 6-(1H-indol-4-yl)-N-(4-(trifluoromethoxy)phenyl)pyrimidin-4-amine 
• 1260030-10-1 (3-bromo-5-(1H-indol-4-yl)phenyl)-(2-methoxypyridin-3-yl)methanone 
• 1260030-04-3 (3-bromo-5-(1H-indol-4-yl)phenyl)(2-chloro-6-methylpyridin-4-yl)methanone 
• 1260030-05-4 (3-bromo-5-(1H-indol-4-yl)phenyl)(2-methyl-6-morpholinopyridin-4-yl)methanone 

Relevant articles and documents

A short synthesis of the 8-azaergoline ring system by intramolecular tandem decarboxylation-cyclization of the minisci-type reaction

-

Benzotriazine inhibitors of kinases

The invention provides benzotriazine compounds having formula (I). The benzotriazine compounds of the invention are capable of inhibiting kinases, such members of the Src kinase family, and various other specific receptor and non-receptor kinases.

4-ARYLOXINDOLES

-