CAS 126747-14-6 4-Cyanophenylboronic acid - Materials / Alfa Chemistry

NAVIGATION

4-Cyanophenylboronic acid

PRICE INQUIRY

Catalog Number

ACM126747146-2

CAS Number

126747-14-6

Product Name

4-Cyanophenylboronic acid

Structure

Category

Salt

Synonyms

CHEMBRDG-BB 3200965;4-CYANOPHENYLBORONIC ACID;4-CYANOBENZENEBORONIC ACID;AKOS BRN-0076;RARECHEM AH PB 0209;P-CYANOPHENYLBORONIC ACID;4-Boronobenzonitrile~4-Cyanophenylboronic acid;Boronic acid, (4-cyanophenyl)- (9CI)

IUPAC Name

(4-cyanophenyl)boronic acid

Molecular Weight

146.94g/mol

Molecular Formula

C7H6BNO2

Canonical SMILES

B(C1=CC=C(C=C1)C#N)(O)O

InChI

InChI=1S/C7H6BNO2/c9-5-6-1-3-7(4-2-6)8(10)11/h1-4,10-11H

InChI Key

CEBAHYWORUOILU-UHFFFAOYSA-N

Application

4-Cyanophenylboronic acid serves multiple purposes across various advanced chemical synthesis processes. Primarily, it plays a crucial role in Suzuki cross-coupling reactions, facilitated by palladium catalysts, to synthesize complex compounds such as 6-acryl-2,4-diamino-pyrimidines and triazines. Additionally, it acts as a key precursor in developing pharmacologically significant inhibitors, including Tpl2 kinase inhibitors and P2X7 antagonists, which are instrumental in pain management. Its versatility extends to the preparation of himbacine analogs used as thrombin receptor antagonists with potential antiplatelet applications. Furthermore, 4-Cyanophenylboronic acid is utilized in crafting trisulfonated calixarene derivatives that interact with trimethyllysine epigenetic markers, synthesizing antimalarial agents through Suzuki cross-coupling, and producing various derivatives such as deoxyuridine, highlighting its integral role in medicinal chemistry and innovative therapeutic development.

Complexity

167

Covalently-Bonded Unit Count

Exact Mass

147.049159g/mol

Formal Charge

Heavy Atom Count

Monoisotopic Mass

147.049159g/mol

Rotatable Bond Count

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