[3-(methylcarbamoyl)phenyl]boronic acid

• ChemBase ID: 74805
• Molecular Formular: C8H10BNO3
• Molecular Mass: 178.9809
• Monoisotopic Mass: 179.07537359
• SMILES: O=C(c1cccc(c1)B(O)O)NC
• Canonical SMILES: CNC(=O)c1cccc(c1)B(O)O
• InChI: InChI=1S/C8H10BNO3/c1-10-8(11)6-3-2-4-7(5-6)9(12)13/h2-5,12-13H,1H3,(H,10,11)
• InChIKey: FYFFPNFUVMBPRZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [3-(methylcarbamoyl)phenyl]boronic acid
• IUPAC Traditional name: 3-(methylcarbamoyl)phenylboronic acid
• Synonyms: 3-Borono-N-methylbenzamide; 3-(Methylcarbamoyl)benzeneboronic acid; 3-(N-METHYLAMINOCARBONYL)PHENYLBORONIC ACID; B-[3-[(Methylamino)carbonyl]phenyl]boronic Acid; 3-(Methylcarbamoyl)phenylboronic Acid; [3-(Methylaminocarbonyl)phenyl]boronic Acid; [3-(N-Methylaminocarbonyl)phenyl]boronic Acid; 3-(Methylaminocarbonyl)benzeneboronic Acid

Database IDs

• CAS Number: 832695-88-2
• MDL Number: MFCD04038918
• PubChem SID: 162039723
• PubChem CID: 2773524

CALCULATED PROPERTIES

• Acid pKa: 8.609295
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 0.5370641
• LogD (pH = 7.4): 0.5115113
• Log P: 0.5374
• Molar Refractivity: 44.5786 cm^3
• Polarizability: 18.222385 Å^3
• Polar Surface Area: 69.56 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 114-124°C

Safety Information

• Storage Warning: Harmful/Store under Argon/Keep Cold

Product Information

• Purity: 98%

DETAILS

Toronto Research Chemicals - M285775

Used in the preparation of thiazolopyridinylacetamide derivatives and analogs for use as PI3K and mTOR kinase inhibitors.

REFERENCES

• Ashwell, M., et al.: Bioorg. Med. Chem. Lett., 10, 783 (2000)
• Arai, Y., et al.: Curr. Opin. Pharmacol., 7, 124 (2000)
• Decaux, G., et al.: Lancet, 371, 1624 (2000)