2-Acetamidophenylboronic acid
2-Acetamidophenylboronic acid (CAS: 169760-16-1) is a key aryl boronic acid derivative utilized in sophisticated organic synthesis. With a molecular weight of 178.98, this compound serves as a valuable reactant in the preparation of complex molecules, including potent pharmaceuticals like anticancer agents and kinase inhibitors. Its applications span the synthesis of diverse heterocyclic compounds and highly substituted acenes, demonstrating its versatility in modern chemical research and development.
- IUPAC
- (2-Acetylaminophenyl)boronic acid,2-Carbamoylbenzeneboronic acid
- Synonyms
- (2-Acetylaminophenyl)boronic acid2-Carbamoylbenzeneboronic acid
Synthesis of Substituted Acenes
2-Acetamidophenylboronic acid acts as a crucial reactant for the rhodium-catalyzed oxidative coupling with alkynes, enabling the preparation of highly substituted acene structures. These complex aromatic systems are of interest in materials science and organic electronics.
Development of Anticancer Agents
This boronic acid derivative is employed in the synthesis of novel pyrimidines exhibiting a multiple-kinase inhibitory effect. Such compounds are investigated for their potential as anticancer therapeutics.
Preparation of JAK2 Inhibitors
It serves as a precursor in the synthesis of various polycyclic azaindoles and 3,4-ring fused 7-azaindoles and deazapurines. These compounds have demonstrated potent inhibitory activity against JAK2, a key target in certain hematological malignancies and inflammatory conditions.
Synthesis of ROS1 Inhibitors
Research indicates the utility of 2-Acetamidophenylboronic acid in constructing molecules designed to inhibit the ROS1 receptor tyrosine kinase, which is implicated in various cancers.
Creation of Kinase Inhibitors
The compound is a valuable intermediate in the synthesis of 2-aminopyrazolopyridines, which function as inhibitors of Polo-like kinase 1 (PLK1), a target for cancer therapy.
| Molecular weight | 178.98 |
|---|---|
| Linear formula | (CH3CONH)C6H4B(OH)2 |
| Assay | ≥95% |
| Storage temperature | 2-8°C |
| Application | Reactant for preparation of:• Highly substituted acenes via rhodium-catalyzed oxidative coupling with alkynes1• Anticancer pyrimidines with multiple-kinase inhibitory effect2• 3,4-ring fused 7-azaindoles and deazapurines as potent JAK2 inhibitors3• Polycyclic azaindoles as JAK2 inhibitors4• ROS1 receptor tyrosine kinase inhibitors5• 2-aminopyrazolopyridines as Polo-like kinase 1 inhibitors6 |
| Melting point | >300 °C |
| Protective equipment | Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter |
|---|---|
| Water hazard class (WGK, DE) | 3 |
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 2-Acetamidophenylboronic acid used for?
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2-Acetamidophenylboronic acid is used as a reactant in organic synthesis for preparing complex molecules such as highly substituted acenes, anticancer pyrimidines with multiple-kinase inhibitory effects, and inhibitors of JAK2, ROS1, and Polo-like kinase 1.
What are the CAS number and chemical formula for 2-Acetamidophenylboronic acid?
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The CAS number is 169760-16-1, and its linear formula is (CH3CONH)C6H4B(OH)2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies 2-Acetamidophenylboronic acid with an assay of ≥95%. This product is intended for research and chemical synthesis purposes and is not represented as USP, BP, EP, or any other pharmacopoeia grade.
What are the safety and handling precautions for 2-Acetamidophenylboronic acid?
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Handling 2-Acetamidophenylboronic acid requires appropriate personal protective equipment, including eyeshields, gloves, and an N95 (US) or P1 (EN143) respirator filter. It is classified with WGK Germany 3, indicating a significant hazard to water. Store at 2-8°C.
How is 2-Acetamidophenylboronic acid shipped and exported?
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Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals, including 2-Acetamidophenylboronic acid, adhering to all necessary regulations for safe and compliant international shipment.
How can I request a quote or sample of 2-Acetamidophenylboronic acid?
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To request a quote or sample of 2-Acetamidophenylboronic acid, please contact our sales team via the website or provide your inquiry details through the designated channels.
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