(4-methanesulfonamidophenyl)boronic acid

• ChemBase ID: 71330
• Molecular Formular: C7H10BNO4S
• Molecular Mass: 215.0346
• Monoisotopic Mass: 215.04235921
• SMILES: S(=O)(=O)(Nc1ccc(B(O)O)cc1)C
• Canonical SMILES: OB(c1ccc(cc1)NS(=O)(=O)C)O
• InChI: InChI=1S/C7H10BNO4S/c1-14(12,13)9-7-4-2-6(3-5-7)8(10)11/h2-5,9-11H,1H3
• InChIKey: NDVJJEADFLTFCD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4-methanesulfonamidophenyl)boronic acid
• IUPAC Traditional name: 4-methanesulfonamidophenylboronic acid
• Synonyms: 4-(Methylsulfonylamino)phenylboronic acid; 4-Methanesulfonylaminophenylboronic acid; 4-[(Methylsulphonyl)amino]benzeneboronic acid 95%; 4-(METHANESULFONYLAMINO)PHENYLBORONIC ACID; 4-(Methylsulfonylamino)benzeneboronic acid; 4-(Dihydroxyboryl)-N-(methylsulfonyl)phenylamine; 4-Methylsulfonylaminophenylboronic acid; [4-[(Methanesulfonyl)amino]phenyl]boronic acid; 4-(Methanesulfonylamino)phenylboronic acid; N-4-Methanesulfonamidephenylboronic acid; 4-(甲基磺酰氨基)苯硼酸; 4-(甲磺酰胺基)苯硼酸; 4-甲基磺酰氨基苯基硼酸

Database IDs

• CAS Number: 380430-57-9
• MDL Number: MFCD02179473
• PubChem SID: 162036920
• PubChem CID: 2773537

CALCULATED PROPERTIES

• Acid pKa: 8.39608
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 0.14577706
• LogD (pH = 7.4): 0.10569501
• Log P: 0.1463
• Molar Refractivity: 47.2867 cm^3
• Polarizability: 20.740416 Å^3
• Polar Surface Area: 86.63 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 148-154°C; 148-154°C

Safety Information

• Storage Warning: IRRITANT; Irritant/Keep Cold
• European Hazard Symbols: Irritant (Xi); Harmful (Xn)
• German water hazard class: 1
• Risk Statements: 22-36/37/38; 36/37/38
• Safety Statements: 26-36/37/39; 26-37-60
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335; H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A

Product Information

• Purity: ≥95%; 95%; 95+%; 98%
• Empirical Formula (Hill Notation): C7H10BNO4S

DETAILS

Sigma Aldrich - 718181

Packaging
1, 5 g in glass bottle
Application
Reactant for preparation of:
• Potent and selective inhibitors of IKK-β1
• Inhibitors for treatment of osteoporosis2
• Inhibitors of human farnesyl pyrophosphate synthase3
• Suzuki-type Pd(0) coupling reactions in the synthesis of 2-arylpurines as Cdk inhibitors4