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715395

Sigma-Aldrich

2-(Tetrazol-5-yl)phenylboronic acid

≥95%

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About This Item

Empirical Formula (Hill Notation):
C7H7BN4O2
CAS Number:
155884-01-8
Molecular Weight:
189.97
MDL number:
MFCD06796325
UNSPSC Code:
12352103
PubChem Substance ID:
329762966
NACRES:
NA.22

Quality Level

100

Assay

≥95%

form

solid

mp

148-152 °C

storage temp.

2-8°C

SMILES string

OB(O)c1ccccc1-c2nnn[nH]2

InChI

1S/C7H7BN4O2/c13-8(14)6-4-2-1-3-5(6)7-9-11-12-10-7/h1-4,13-14H,(H,9,10,11,12)

InChI key

GVRXWYFECKHTSJ-UHFFFAOYSA-N

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Application

2-(Tetrazol-5-yl)phenylboronic acid can be used as a reactant to prepare:
  • Biaryltetrazole derivatives via Suzuki-Miyaura cross-coupling with aryl and heteroaryl halides via formation of C-C bond.
  • 2-Aminobenzoxazole derivatives containing biphenyl tetrazole as potent human chemR23 inhibitors.
  • o-Phenylenediamine possessing tetrazolyl derivatives as potent inhibitors of indoleamine 2,3-dioxygenase.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

Hazard Classifications

Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Development of a series of novel o-phenylenediamine-based indoleamine 2, 3-dioxygenase 1 (IDO1) inhibitors
Williams DK, et al.
Bioorganic & Medicinal Chemistry Letters, 28(4), 732-736 (2018)
The discovery and optimization of a series of 2-aminobenzoxazole derivatives as ChemR23 inhibitors
Imaizumi T, et al.
Bioorganic & Medicinal Chemistry, 27(21), 115091-115091 (2019)

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