Production Method 1

201940-08-1

919346-89-7

Reaction Conditions

1.1 Reagents: Trifluoroacetic acid Solvents: Dichloromethane ;  16 h, rt
1.2 Reagents: Hydrochloric acid Solvents: Water ;  rt

Reference

Preparation of the Rho-associated protein kinase inhibitor, pharmaceutical composition and applications

, World Intellectual Property Organization, , ,

Production Method 2

201940-08-1

919346-89-7

Reaction Conditions

1.1 Reagents: Trifluoroacetic acid Solvents: Dichloromethane ;  16 h, rt
1.2 Reagents: Hydrochloric acid Solvents: Water

Reference

Preparation of Rho-associated protein kinase inhibitor

, World Intellectual Property Organization, , ,

Production Method 3

675109-26-9

919346-89-7

Reaction Conditions

1.1 Reagents: (T-4)-Trihydro(tetrahydrofuran)boron Solvents: Dichloromethane ;  4 h, rt; rt
1.2 Reagents: Hydrochloric acid Solvents: Water ;  3 h, reflux; 3 h, rt; cooled

Reference

Preparation method of 5-bromoisoindoline hydrochloride

, China, , ,

Production Method 4

6941-75-9

919346-89-7

Reaction Conditions

1.1 Reagents: (T-4)-Trihydro(tetrahydrofuran)boron Solvents: Tetrahydrofuran ;  rt → 0 °C; 0 °C; 0 °C → rt; 10 min, rt; 16 h, reflux; reflux → 0 °C
1.2 Reagents: Methanol
1.3 Reagents: Hydrochloric acid Solvents: Water ;  1 h, reflux; cooled
1.4 Reagents: Sodium hydroxide ;  basified
1.5 Reagents: Triethylamine ,  Di-tert-butyl dicarbonate Solvents: Methanol ;  16 h, rt
1.6 Reagents: Hydrochloric acid Solvents: 1,4-Dioxane ;  10 min, rt

Reference

Preparation of novel indolecarboxamides as IKK2 inhibitors

, United States, , ,

5-bromo-2,3-dihydro-1H-isoindole hydrochloride Raw materials

• 6-bromo-2,3-dihydro-1H-isoindol-1-one
• tert-butyl 5-bromo-2,3-dihydro-1H-isoindole-2-carboxylate
• 5-bromo-2,3-dihydro-1H-isoindole-1,3-dione

5-bromo-2,3-dihydro-1H-isoindole hydrochloride Preparation Products

• 5-bromo-2,3-dihydro-1H-isoindole hydrochloride (919346-89-7)

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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Isoindoles and derivatives Isoindoles

Comprehensive Overview of 5-bromo-2,3-dihydro-1H-isoindole hydrochloride (CAS No. 919346-89-7): Properties, Applications, and Research Insights

5-bromo-2,3-dihydro-1H-isoindole hydrochloride (CAS No. 919346-89-7) is a specialized heterocyclic compound with significant relevance in pharmaceutical and agrochemical research. This organic intermediate features a brominated isoindole core, which is increasingly studied for its potential in drug discovery, particularly in the development of kinase inhibitors and central nervous system (CNS) therapeutics. Its molecular structure combines a dihydroisoindole scaffold with a hydrochloride salt moiety, enhancing solubility for experimental applications.

Recent trends in AI-driven drug discovery have amplified interest in compounds like 5-bromo-2,3-dihydro-1H-isoindole hydrochloride, as researchers leverage machine learning to predict its interactions with biological targets. The bromine substituent at the 5-position makes this compound particularly valuable for palladium-catalyzed cross-coupling reactions, a hot topic in green chemistry and sustainable synthesis. Laboratories frequently search for "CAS 919346-89-7 suppliers" or "isoindole derivatives for medicinal chemistry," reflecting its growing commercial demand.

From a structural-activity relationship (SAR) perspective, the dihydro-1H-isoindole framework in this compound exhibits conformational rigidity that favors binding to protein targets with deep hydrophobic pockets. This property aligns with current industry focus on allosteric modulators and proteolysis-targeting chimeras (PROTACs). Analytical techniques such as HPLC purity testing and NMR characterization are critical for quality control, as emphasized in recent Good Manufacturing Practice (GMP) guidelines for pharmaceutical intermediates.

The compound's hydrochloride salt form addresses common formulation challenges in preclinical studies, particularly regarding bioavailability optimization – a recurring theme in drug development forums. Patent literature reveals its utility in cancer immunotherapy research, where modified isoindoline derivatives show promise as immune checkpoint regulators. Researchers often inquire about "5-bromo-2,3-dihydro-1H-isoindole hydrochloride solubility data" or "stability under physiological conditions," indicating practical concerns in translational research.

In material science applications, the electron-rich aromatic system of this compound has sparked interest for designing organic semiconductors and photocatalysts. Its bromine atom serves as a versatile handle for post-functionalization, meeting the demand for tailorable molecular building blocks in materials informatics projects. Safety data sheets emphasize standard handling procedures comparable to other research-grade chemicals, with proper personal protective equipment (PPE) recommended during manipulation.

Emerging studies explore the compound's potential in neurodegenerative disease models, capitalizing on the isoindole pharmacophore's ability to cross the blood-brain barrier. This aligns with global research priorities addressing Alzheimer's disease and Parkinson's disease therapeutics. The scientific community actively discusses "919346-89-7 price per gram" and "bulk synthesis protocols," reflecting both economic and scalability considerations in academic-industrial collaborations.

Quality specifications for CAS 919346-89-7 typically require ≥98% purity by HPLC analysis, with strict limits on heavy metal contaminants – a critical factor for catalytic applications. The compound's crystalline properties have been characterized by X-ray diffraction, providing structural insights valuable for computational chemistry teams working on molecular docking simulations. These features make it a frequent subject in queries about "isoindole-based fragment libraries" for high-throughput screening platforms.

Environmental fate studies indicate that 5-bromo-2,3-dihydro-1H-isoindole hydrochloride undergoes biodegradation under standard wastewater treatment conditions, an important consideration for green chemistry metrics. Its logP value and other physicochemical parameters are frequently requested by researchers performing ADMET predictions using in silico tools. The compound's versatility ensures its continued relevance across multiple translational research pipelines in the coming decade.

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