4-Isoquinolineboronic acid
4-Isoquinolineboronic acid (CAS: 192182-56-2, Formula: C9H8BNO2) is a versatile organoboron compound with a molecular weight of 172.98 g/mol. It serves as a key building block in organic synthesis, particularly in palladium-catalyzed cross-coupling reactions. This compound is frequently employed as a reactant in the preparation of complex organic molecules with potential pharmacological applications, including inhibitors and antagonists for various biological targets.
- IUPAC
- Isoquinolin-4-ylboronic acid,Isoquinoline-4-boronic acid
- Synonyms
- Isoquinolin-4-ylboronic acidIsoquinoline-4-boronic acid
Preparation of Steroid Inhibitors
4-Isoquinolineboronic acid is a precursor in the synthesis of selective steroid-11β-hydroxylase (CYP11B1) inhibitors, which are investigated for the treatment of cortisol-dependent diseases.
Synthesis of Tetrabutylammonium Triflates
This boronic acid derivative is utilised in the preparation of tetrabutylammonium trifluoroborates, important reagents in various synthetic transformations.
Aldosterone Synthase Inhibitor Development
It acts as a reactant in the preparation of heteroaryl substituted tetrahydropyrroloisoquinolone derivatives, which are explored as aldosterone synthase inhibitors.
CB2 Agonist Synthesis
The compound is involved in the synthesis of aminoarylpyridazines, investigated as selective CB2 agonists for potential use in treating inflammatory pain.
Heteroaryl Trifluoroborate Synthesis
4-Isoquinolineboronic acid is used to prepare potassium heteroaryl trifluoroborates, which are effective coupling partners in Suzuki-Miyaura cross-coupling reactions.
| Molecular weight | 172.98 |
|---|---|
| Empirical formula | C9H8BNO2 |
| Storage temperature | 2-8°C |
| Application | Reactant for:• Preparation of selective steroid-11β-hydroxylase (CYP11B1) inhibitors for treatment of cortisol dependent diseases1• Preparation of tetrabutylammonium trifluoroborates2• Preparation of heteroaryl substituted tetrahydropyrroloijquinolinone derivatives as aldosterone synthase inhibitors3• Synthesis of aminoarylpyridazines as selective CB2 agonists for treatment of inflammatory pain4• Preparation of acyl substituted indoles via palladium-catalyzed domino coupling/carbonylation/Suzuki coupling of dibromoethenylanilines5• Synthesis of antagonists of bacterial quorum sensing6• Preparation of potassium heteroaryl trifluoroborates from boronic acids and their use as coupling partners with various aryl and heteroaryl halides in Suzuki-Miyaura cross-coupling reactions7 |
| Melting point | 230-234 °C |
Hazard statements
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is 4-Isoquinolineboronic acid used for?
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4-Isoquinolineboronic acid is used as a reactant in organic synthesis, particularly for preparing inhibitors of steroid-11β-hydroxylase (CYP11B1), tetrabutylammonium trifluoroborates, aldosterone synthase inhibitors, aminoarylpyridazines, acyl substituted indoles, and antagonists of bacterial quorum sensing. It is also used in the synthesis of potassium heteroaryl trifluoroborates for Suzuki-Miyaura cross-coupling reactions.
What is the CAS number and formula for 4-Isoquinolineboronic acid?
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The CAS number for 4-Isoquinolineboronic acid is 192182-56-2, and its empirical formula is C9H8BNO2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies 4-Isoquinolineboronic acid as a research or technical grade chemical. We do not represent it as USP, BP, EP, or any other pharmacopoeia grade unless explicitly stated in the product specifications.
How should 4-Isoquinolineboronic acid be handled safely?
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4-Isoquinolineboronic acid is classified with hazard statements H315 (Causes skin irritation), H319 (Causes serious eye irritation), and H335 (May cause respiratory irritation). Handle with appropriate personal protective equipment, including a dust mask (type N95 or equivalent), eyeshields, and gloves, in a well-ventilated area. Avoid breathing dust.
How is 4-Isoquinolineboronic acid stored and shipped?
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4-Isoquinolineboronic acid should be stored at 2-8°C. Tech Serve Solutions ensures proper packaging and export procedures for international shipments of this chemical.
How can I request a sample or quote for 4-Isoquinolineboronic acid?
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To request a sample or a quote for 4-Isoquinolineboronic acid, please contact our sales team through the website or by phone. Provide your contact details and the required quantity.
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