186498-02-2

Basic information

• Product Name: 4-Morpholinophenylboronic acid
• Synonyms: 4-(MORPHOLINO)PHENYLBORONIC ACID;4-(MORPHOLIN-4-YL)BENZENEBORONIC ACID;4-MORPHOLIN-4-YLPHENYLBORONIC ACID;AKOS BRN-0239;4-(N-MORPHOLINO)-BENZENEBORONIC ACID;[4-(4-Morpholinyl)phenyl]boronic acid;2 4-(Morpholino)phenylboronicacid;4-(Morpholino)phenylboronic acid ,97%
• CAS NO: 186498-02-2
• Molecular Formula: C₁₀H₁₄BNO₃
• Molecular Weight: 207.03
• Product Categories: pharmacetical;Boronic Acid;Boronate Ester;Potassium Trifluoroborate;Boric Acid| Boric Acid Ester| Potassium Trifluoroborate
• Mol File: 186498-02-2.mol
• Article Data: 3

Chemical Properties

• Melting Point: 126 °C
• Boiling Point: 425.9 °C at 760 mmHg
• Flash Point: 211.377 °C
• Appearance: /
• Density: 1.243 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.579
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 9.26±0.17(Predicted)
• CAS DataBase Reference: 4-Morpholinophenylboronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Morpholinophenylboronic acid(186498-02-2)
• EPA Substance Registry System: 4-Morpholinophenylboronic acid(186498-02-2)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 22-26-36/37/39
• Hazardous Substances Data: 186498-02-2(Hazardous Substances Data)

Usage

General Description

4-Morpholinophenylboronic acid is a chemical compound that consists of a boronic acid functional group attached to a phenyl ring with a morpholine moiety. It is widely used in organic synthesis, particularly in the formation of carbon-carbon and carbon-heteroatom bonds. 4-Morpholinophenylboronic acid has been employed in the development of pharmaceuticals, agrochemicals, and materials science. Its ability to form stable complexes with diols and other Lewis bases makes it a valuable reagent in the Suzuki-Miyaura cross-coupling reaction, a fundamental tool in the field of organic chemistry. Furthermore, 4-Morpholinophenylboronic acid has demonstrated potential as an antitumor agent and as a key building block for the synthesis of chiral ligands and catalysts. Overall, this compound is an important and versatile tool for synthetic chemists in a wide range of applications.

InChI:InChI=1/C10H14BNO3/c13-11(14)9-1-3-10(4-2-9)12-5-7-15-8-6-12/h1-4,13-14H,5-8H2

Upstream product

• 589-87-7 1,4-bromoiodobenzene 
• 30483-75-1 4-bromophenyl-morpholine 

Downstream Products

• 313727-12-7 1-acetyl-7-[4-(N-morpholino)phenyl]-2,3-dihydro-1H-1-benzazepine-4-carboxylic acid 
• 1161356-71-3 N-(4-(2-methylpyridin-4-yl)phenyl)-2-(6-(4-morpholinophenyl)pyridin-2-yl)propanamide 
• 1161358-00-4 N-(4-(2-methylpyridin-4-yl)phenyl)-2-(2-(4-morpholinophenyl)pyridin-4-yl)propanamide 
• 1161357-99-8 N-(4-(2-methylpyridin-4-yl)phenyl)-2-(4-(4-morpholinophenyl)pyridin-2-yl)propanamide 
• 1095638-36-0 (R)-(3-methyl-4-(4-(4-morpholinophenyl)phthalazin-1-yl)piperazin-1-yl)(phenyl)methanone 
• 1268854-38-1 N-tert-butoxycarbonyl-2-[N-tert-butoxycarbonyl-2-(4-morpholinophenyl)-1H-pyrrol-5-yl]-1H-indole 
• 1339892-21-5 4-(4-(5-(methylthio)imidazo[1,2-c]pyrimidin-7-yl)phenyl)morpholine 
• 1422372-77-7 4-(4-(2,8-bis(trifluoromethyl)quinolin-4-yl)phenyl)morpholine 
• 1093217-87-8 5-(4-morpholin-4-ylphenyl)-1',2',3',4',5',6'-hexahydro-[2,4']bipyridinyl 
• 1093217-86-7 5-(4-morpholin-4-ylphenyl)-3',4',5',6'-tetrahydro-2'H-[2,4']bipyridinyl-1'-carboxylic acid tert-butyl ester 
• 1610999-90-0 5-(3-(4-morpholinophenyl)imidazo[1,2-a]pyridin-6-yl)-3-(trifluoromethyl)pyridine-amine 
• 1618099-09-4 methyl 4-benzyl-6-morpholino-2-naphthoate 
• 1200126-35-7 3-(4-morpholinophenyl)-9H-pyrrolo[2,3-b:5,4-c′]dipyridine-6-carbonitrile 
• 10282-31-2 4-morpholinobenzonitrile 

Relevant articles and documents

Iodocyclization of n-arylpropynamides mediated by hypervalent iodine reagent: Divergent synthesis of iodinated quinolin-2-ones and spiro[4,5]trienones

PhI(OCOCF3)2 acts as both a nonmetal oxidant and an iodination reagent to trigger iodocyclization of N-arylpropynamides while selectively affording iodinated quinolin-2-ones or the spiro[4,5]trienone skeleton, depending on the substituent pattern. In cases where the Narylpropynamide bears a para-fluorine on the aniline ring, the spiro compound is formed via an exclusive defluorination process; otherwise, the product was quinolin-2-one.

Rho-kinase inhibitors

Disclosed are compounds and derivatives thereof, their synthesis, and their use as Rho-kinase inhibitors. These compounds of the present invention are useful for inhibiting tumor growth, treating erectile dysfunction, and treating other indications mediated by Rho-kinase, e.g., coronary heart disease.