4-(Dimethylcarbamoyl)phenylboronic acid
4-(Dimethylcarbamoyl)phenylboronic acid (CAS: 405520-68-5; Formula: C9H12BNO3; MW: 193.01) is a boronic acid derivative used as a reactant in organic synthesis. It serves as a key building block in the preparation of various biologically active compounds, including selective glucocorticoid receptor agonists and inhibitors of kinases such as checkpoint 1 kinase (CHK1) and the mammalian target of rapamycin (mTOR). It is also utilised in copper-mediated N-arylation reactions.
- IUPAC
- (4-(Dimethylaminocarbonyl)phenyl)boronic acid,4-(N,N-Dimethylaminocarbonyl)phenylboronic acid,4-(Dimethylcarbamoyl)benzeneboronic acid,4-Dimethylcarbamoylphenylboronic acid,[4-(N,N-Dimethylaminocarbonyl)phenyl]boronic acid,[4-(N,N-Dimethylcarbamoyl)phenyl]boronic acid
- Synonyms
- [4-(Dimethylcarbamoyl)phenyl]boronic acid4-(N,N-Dimethylaminocarbonyl)phenylboronic acid4-(Dimethylcarbamoyl)benzeneboronic acid4-Dimethylcarbamoylphenylboronic acid[4-(N,N-Dimethylcarbamoyl)phenyl]boronic acid
Synthesis of Glucocorticoid Receptor Agonists
Used as a reactant in the preparation of selective glucocorticoid receptor agonists. This application highlights its utility in developing compounds with potential therapeutic applications.
Development of Kinase Inhibitors
Serves as a precursor for synthesizing (thienopyridine)carboxamides and pyrrolopyridines, which function as inhibitors of checkpoint 1 kinase (CHK1) and insulin-like growth factor-1 receptor tyrosine kinase, respectively.
Preparation of mTOR Inhibitors
Employed in the synthesis of [(pyrrolo[2,3-b]pyridin)yl]methylene]hydroxybenzofuranones, a class of compounds that act as ATP-competitive inhibitors of the mammalian target of rapamycin (mTOR).
Copper-Mediated N-Arylation
Acts as a reactant in copper-mediated N-arylation reactions, specifically in the synthesis of quinazolinediones, showcasing its versatility in cross-coupling chemistry.
| Molecular weight | 193.01 |
|---|---|
| Empirical formula | C9H12BNO3 |
| Assay | ≥94% |
| Storage temperature | 2-8°C |
| Application | Reactant for preparation of:• Selective glucocorticoid receptor agonists1• (thienopyridine)carboxamides as checkpoint 1 kinase (CHK1) inhibitors2• [(pyrrolo[2,3-b]pyridinyl)methylene]hydroxybenzofuranones as ATP-competitive inhibitors of the mammalian target of rapamycin3• Pyrrolopyridines as inhibitors of insulin-like growth factor-1 receptor tyrosine kinase4Reactant for:• Copper-mediated N-arylation of quinazolinediones5 |
| Melting point | 141-145 °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
| Water hazard class (WGK, DE) | 1 |
|---|---|
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26-36/37/39 |
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-(Dimethylcarbamoyl)phenylboronic acid used for?
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4-(Dimethylcarbamoyl)phenylboronic acid is used as a reactant in organic synthesis for preparing selective glucocorticoid receptor agonists, checkpoint 1 kinase (CHK1) inhibitors, mammalian target of rapamycin (mTOR) inhibitors, and in copper-mediated N-arylation of quinazolinediones.
What are the CAS number and molecular formula for 4-(Dimethylcarbamoyl)phenylboronic acid?
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The CAS number is 405520-68-5, and the molecular formula is C9H12BNO3.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies 4-(Dimethylcarbamoyl)phenylboronic acid with an assay of ≥94%. TSS does not represent this product as USP, BP, EP, or any pharmacopoeia grade.
How should 4-(Dimethylcarbamoyl)phenylboronic acid be handled safely?
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According to GHS, this compound is a Warning. It causes skin irritation (H315), serious eye irritation (H319), and may cause respiratory irritation (H335). Handle with appropriate personal protective equipment in a well-ventilated area. Avoid breathing dust. Wear protective gloves, eye protection, and face protection. If in eyes, rinse cautiously with water for several minutes and remove contact lenses if present and easy to do. Continue rinsing.
How is 4-(Dimethylcarbamoyl)phenylboronic acid packed and exported?
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Tech Serve Solutions, a specialist global supplier and exporter since 1998, ensures appropriate packaging for the safe transport and export of 4-(Dimethylcarbamoyl)phenylboronic acid.
How can I request a quote or sample for 4-(Dimethylcarbamoyl)phenylboronic acid?
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Please contact our sales team via the website or email to request a quotation or a sample of 4-(Dimethylcarbamoyl)phenylboronic acid.
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