(1H-indazol-5-yl)boronic acid

• ChemBase ID: 64740
• Molecular Formular: C7H7BN2O2
• Molecular Mass: 161.95368
• Monoisotopic Mass: 162.06005787
• SMILES: n1[nH]c2c(cc(B(O)O)cc2)c1
• Canonical SMILES: OB(c1ccc2c(c1)cn[nH]2)O
• InChI: InChI=1S/C7H7BN2O2/c11-8(12)6-1-2-7-5(3-6)4-9-10-7/h1-4,11-12H,(H,9,10)
• InChIKey: CLVPGJWAMIADSY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1H-indazol-5-yl)boronic acid
• IUPAC Traditional name: 1H-indazol-5-ylboronic acid
• Synonyms: 5-Borono-1H-indazole; 1H-Indazole-5-boronic acid; 1H-Indazol-5-yl-5-boronic acid; Indazole-5-boronic acid; 1H-Indazole-5-boronic acid; 1H-吲唑-5-硼酸

Database IDs

• CAS Number: 338454-14-1
• MDL Number: MFCD06739151
• PubChem SID: 162030479
• PubChem CID: 17750504

CALCULATED PROPERTIES

• Acid pKa: 8.67996
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 1.0615069
• LogD (pH = 7.4): 1.0397027
• Log P: 1.0618
• Molar Refractivity: 40.6186 cm^3
• Polarizability: 17.846607 Å^3
• Polar Surface Area: 69.14 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 175-180 °C; 175-180°C

Safety Information

• Storage Warning: Harmful/Irritant/Keep Cold/Store under Argon; IRRITANT
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 1
• Risk Statements: 22
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302

Product Information

• Purity: ≥95%; 97%; 98%
• Empirical Formula (Hill Notation): C7H7BN2O2

DETAILS

Sigma Aldrich - 724017

Packaging
1 g in glass bottle
250 mg in glass bottle
Application
Reactant for:
• Preparation of thieno[3,2-d]pyrimidines as Tpl2 kinase inhibitors1
• Synthesis of pyridinyl benzonaphthyridinones as mTOR inhibitors for the treatment of cancer2
• Novel bisphosphonate inhibitors of human farnesyl pyrophosphate synthase3
• Preparation of diazabicycloheptanes as α7 neurinal nicotinic receptor affectors4
• Preparation of pyrazolopyrimidinamine derivatives with tyrosine and phosphinositide kinase inhibitory activity5