1-Hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-6-carbonitrile

Name: 1-Hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-6-carbonitrile 

Molecular Formula: C9H8BNO 

CAS#: 947162-60-9 

SMILES: OB1CCC2=CC=C(C#N)C=C21 

MDL#: MFCD22571530 

Catalog#: H36245 

Molecular weight:   158.95   g/mol 

Other names: 

• 3-cyanobenzoxaborole 

Fields of Interest: drug discovery, medicinal chemistry, and boron-containing small molecule synthesis, Building block in drug design, diagnostics and probes, scaffold development 

Background & Applications: 

1-Hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-6-carbonitrile is a versatile benzoxaborole intermediate used in drug discovery, medicinal chemistry, and boron-containing small molecule synthesis. Identified by CAS 947162-60-9, this compound combines the distinctive reactivity of the benzoxaborole scaffold with a synthetically useful nitrile substituent, making it a valuable building block for the preparation of novel pharmaceutical candidates and advanced heterocyclic intermediates. 

In drug discovery, 1-Hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-6-carbonitrile is especially useful as a medicinal chemistry building block for the synthesis of structurally diverse benzoxaborole derivatives. The benzoxaborole motif is of strong interest in pharmaceutical research because it can support unique interactions with biological targets, while the nitrile group provides a useful handle for derivatization and can help tune molecular properties during analog design. This makes the compound well suited for lead generation, SAR studies, library synthesis, and lead optimization across a wide range of therapeutic research programs. 

Beyond pharmaceutical research, this benzoxaborole intermediate is also useful in chemical biology, boron-containing scaffold development, fragment-based research, and advanced organic synthesis. It can serve as a valuable precursor for the preparation of customized boron-based heterocycles and other specialty compounds used in both academic and industrial R&D settings. 

As part of a broader portfolio of benzoxaborole intermediates and boron-containing building blocks, 1-Hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-6-carbonitrile offers researchers a flexible platform for drug discovery and specialty chemical applications. 

Appearance: White solid 

Purity: 98% 

Storage: 4°C 

Solubility: Ethyl acetate, Dichloromethane, chloroform, Diethyl ether 

Literature:

• Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 2, p. 644 – 651 
• Bioorganic and Medicinal Chemistry Letters, 2018, vol. 28, # 23-24, p. 3676 – 3680