351422-73-6 Usage
Description
3-Aminocarbonylphenylboronic acid is an organic compound that features a boronic acid group attached to a phenyl ring with an aminocarbonyl functional group at the 3-position. This unique structure endows it with versatile reactivity and synthetic utility in organic chemistry.
Uses
Used in Pharmaceutical Synthesis:
3-Aminocarbonylphenylboronic acid is used as a key reactant for the synthesis of various inhibitors, which are crucial in the development of pharmaceuticals targeting specific enzymes and proteins. Its applications include:
As a reactant in the synthesis of orally active phosphodiesterase 10A inhibitors, which are important for the treatment of neurological disorders.
As a reactant in the synthesis of pyrimidine derivatives that act as TpI2 kinase inhibitors, potentially useful in cancer therapy.
As a reactant in the synthesis of peptidomimetic inhibitors of STAT3 protein, which can have implications in the treatment of various diseases, including cancer.
Used in Organic Synthesis:
3-Aminocarbonylphenylboronic acid is also utilized in various organic synthesis reactions, such as:
Oxidative cross-coupling with mercaptoacetylenes, which allows for the formation of new carbon-sulfur bonds and the creation of complex molecular structures.
Trifluoromethylation via a Collidine trifluoromethylating agent, enabling the introduction of a trifluoromethyl group into organic molecules, which can enhance their stability and reactivity.
Suzuki cross-coupling reactions, a widely used method in organic chemistry for the formation of carbon-carbon bonds, facilitating the synthesis of a broad range of organic compounds.
Used in the Suzuki Reaction:
3-Aminocarbonylphenylboronic acid is specifically used in the Suzuki reaction, a type of cross-coupling reaction that is employed to form carbon-carbon bonds. This reaction is particularly valuable in the synthesis of complex organic molecules and biologically active compounds, making 3-Aminocarbonylphenylboronic acid a versatile building block in organic and medicinal chemistry.
Check Digit Verification of cas no
The CAS Registry Mumber 351422-73-6 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 3,5,1,4,2 and 2 respectively; the second part has 2 digits, 7 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 351422-73:
(8*3)+(7*5)+(6*1)+(5*4)+(4*2)+(3*2)+(2*7)+(1*3)=116
116 % 10 = 6
So 351422-73-6 is a valid CAS Registry Number.
InChI:InChI=1/C7H8BNO3/c9-7(10)5-2-1-3-6(4-5)8(11)12/h1-4,11-12H,(H2,9,10)
351422-73-6Relevant articles and documents
METHOD FOR THE PRODUCTION OF BORONIC ACIDS CARRYING CYANOALKYL, CARBOXYL AND AMINOCARBONYL GROUPS AND THEIR DERIVATIVES
-
Page/Page column 5, (2009/12/05)
A process for the manufacture of aminocarbonyl boronic acids of formula (IV) by converting the compounds of formula (III) with a Br?nsted base Y(OH)n in a solvent or a solvent mixture, in which Z represents an optionally substituted arylene, heteroarylene, alkene, heteroalkene, alkylidene, heteroalkylidene, alkenylidene, heteroalkenylidene, alkynylidene, arylalkylene, heteroarylalkylene, arylheteroalkylene, heteroarylheteroalkylene, alkylheteroarylene, heteroalkylheteroarylene, or alkylarylene group; Y represents a metal or ammonium cation of valence n with 0n5; and B represents boronic acid, boronic acid ester, or a borate, or a boronic acid anhydride. The aminocarbonyl boronic acids of formula (IV) can be further hydrolyzed to form the carboxy boronic acid of formula (V).
