What Is 6-Bromo-8-fluoro-3,4-dihydroisoquinolin-1(2H)-one?

6-Bromo-8-fluoro-3,4-dihydroisoquinolin-1(2H)-one (Aladdin SKU: B586745; reference code BD223143) is a bicyclic heterocyclic lactam belonging to the dihydroisoquinolinone family. The core scaffold consists of a six-membered lactam ring fused to a benzene ring, with a bromine substituent at the 6-position and a fluorine substituent at the 8-position of the aromatic ring.

The presence of two distinct halogens—bromine and fluorine—on the aromatic ring makes this compound a particularly attractive synthetic intermediate. The bromine atom is amenable to transition-metal-catalysed cross-coupling reactions (e.g., Suzuki, Buchwald-Hartwig, and Negishi couplings), while the fluorine atom can modulate the electronic properties, metabolic stability, and lipophilicity of derivative molecules. This dual functionality is highly valued in medicinal chemistry programmes targeting enzyme inhibitors and receptor modulators.

Typical Applications in Research

Dihydroisoquinolinone scaffolds appear in a broad range of biologically active molecules, and the halogenated derivative B586745 is employed primarily as a synthetic building block in the following contexts:

• Drug Discovery: Used as a core lactam scaffold for the synthesis of candidate molecules targeting kinases, phosphodiesterases, and other enzyme families. The isoquinolinone motif is recognised in approved and investigational pharmaceuticals.
• Cross-Coupling Chemistry: The C-6 bromine serves as a handle for palladium- or nickel-catalysed coupling reactions, enabling rapid diversification of the scaffold to generate focused compound libraries.
• Structure-Activity Relationship (SAR) Studies: The fluorine at C-8 introduces an electron-withdrawing effect and can be used to probe binding interactions in enzyme active sites or to improve the pharmacokinetic profile of lead compounds.
• Fragment-Based Drug Design: The relatively low molecular weight and defined sp2/sp3 character of the bicyclic lactam make it suitable as a fragment for fragment-based screening campaigns.

Researchers in pharmaceutical, biotechnology, and academic settings routinely incorporate this building block into multi-step synthetic sequences aimed at generating novel chemical entities.

Handling, Storage and Safety Guidance

As with all laboratory reagents containing halogenated aromatic and lactam functional groups, standard precautionary measures should be followed when handling 6-Bromo-8-fluoro-3,4-dihydroisoquinolin-1(2H)-one:

• Personal Protective Equipment (PPE): Wear appropriate gloves, safety glasses or goggles, and a laboratory coat. Work in a well-ventilated area or under a fume hood.
• Storage Conditions: Store in a tightly sealed container in a cool, dry place away from light, moisture, and incompatible materials (strong oxidisers, strong bases). Specific temperature and humidity requirements should be confirmed from the product datasheet provided with the shipment.
• Disposal: Dispose of waste material in accordance with local, national, and institutional regulations governing halogenated organic compounds.
• Safety Data Sheet (SDS): Always consult the current SDS supplied by Aladdin Scientific before use. The SDS contains authoritative information on hazard classification, first-aid measures, and handling precautions specific to this compound.

Researchers are strongly encouraged to perform a thorough risk assessment prior to any synthetic work involving this reagent.

Ordering, Purity and Quality Information

6-Bromo-8-fluoro-3,4-dihydroisoquinolin-1(2H)-one is available from Aladdin Scientific under catalog number B586745. When placing an order, please note the following:

• Purity: Specific purity grades and analytical data (e.g., HPLC purity, NMR confirmation) are listed on the individual product page and certificate of analysis (CoA). Researchers requiring a specific purity threshold should confirm availability prior to purchase.
• Pack Sizes: Multiple pack sizes may be available to suit both small-scale screening and larger synthetic campaigns. Contact Aladdin Scientific customer service for bulk quantity enquiries.
• Lead Times: Standard stock items are typically dispatched promptly; lead times for non-stock or custom quantities should be confirmed at the time of order.
• Documentation: A CoA and SDS are available upon request or via the Aladdin Scientific website product page.

For procurement teams, the reference code BD223143 can be used as an additional identifier when cross-referencing with internal purchasing systems.

Frequently Asked Questions Overview

The following section addresses the most common enquiries received from researchers and procurement professionals regarding 6-Bromo-8-fluoro-3,4-dihydroisoquinolin-1(2H)-one (B586745). Topics covered include structural characteristics, synthetic utility, solubility, and order fulfilment. If your question is not addressed here, please contact Aladdin Scientific technical support directly.