400744-71-0

Basic information

• Product Name: 3-(2-Cyanophenyl)benzaldehyde
• Synonyms: 3-(2-Cyanophenyl)benzaldehyde
• CAS NO: 400744-71-0
• Molecular Formula: C14H9NO
• Molecular Weight: 207.23
• Mol File: 400744-71-0.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-(2-Cyanophenyl)benzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-Cyanophenyl)benzaldehyde(400744-71-0)
• EPA Substance Registry System: 3-(2-Cyanophenyl)benzaldehyde(400744-71-0)

Safety Data

• Hazardous Substances Data: 400744-71-0(Hazardous Substances Data)

Upstream product

• 2042-37-7 o-cyanobromobenzene 
• 87199-16-4 3-Formylphenylboronic acid 
• 4387-36-4 2-iodobenzonitrile 

Relevant articles and documents

Design, synthesis and biological evaluation of novel FFA1/GPR40 agonists: New breakthrough in an old scaffold

Based on an old phenoxyacetic acid scaffold, CPU014 (compound 14) has been identified as a superior agonist by comprehensive exploration of structure-activity relationship. In vitro toxicity study suggested that CPU014 has lower risk of hepatotoxicity than TAK-875. During acute toxicity study (5–500 mg/kg), a favorable therapeutic window of CPU014 was observed by evaluation of plasma profiles and liver slices. Moreover, CPU014 promotes insulin secretion in a glucose-dependent manner, while no GLP-1 secretion has been enhanced. Other than good pharmacokinetic properties, CPU014 significantly improved glucose tolerance both in normal and diabetic models without the risk of hypoglycemia. These subversive findings provided a safer candidate CPU014, which is currently in preclinical study to assess its potential for the treatment of diabetes.

Diverse ortho-C(sp2)-H functionalization of benzaldehydes using transient directing groups

Pd-catalyzed C-H functionalizations promoted by transient directing groups remain largely limited to C-H arylation only. Herein, we report a diverse set of ortho-C(sp2)-H functionalizations of benzaldehyde substrates using the transient directing group strategy. Without installing any auxiliary directing group, Pd(II)-catalyzed C-H arylation, chlorination, bromination, and Ir(III)-catalyzed amidation, could be achieved on benzaldehyde substrates. The transient directing groups formed in situ via imine linkage can override other coordinating functional groups capable of directing C-H activation or catalyst poisoning, significantly expanding the scope for metal-catalyzed C-H functionalization of benzaldehydes. The utility of this approach is demonstrated through multiple applications, including late-stage diversification of a drug analogue.