tetrabromo-1,2,3-benzotriazole

• ChemBase ID: 4041
• Molecular Formular: C6HBr4N3
• Molecular Mass: 434.70824
• Monoisotopic Mass: 430.69039505
• SMILES: Brc1c(Br)c(Br)c2[nH]nnc2c1Br
• Canonical SMILES: Brc1c(Br)c(Br)c2c(c1Br)[nH]nn2
• InChI: InChI=1S/C6HBr4N3/c7-1-2(8)4(10)6-5(3(1)9)11-13-12-6/h(H,11,12,13)
• InChIKey: OMZYUVOATZSGJY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tetrabromo-1,2,3-benzotriazole; 4,5,6,7-tetrabromo-1H-1,2,3-benzotriazole
• IUPAC Traditional name: @tetrabromo-2-benzotriazole; 4,5,6,7-tetrabromo-1H-1,2,3-benzotriazole
• Synonyms: Tetrabromo-2-Benzotriazole; 4,5,6,7-Tetrabromo-2-azabenzimidazole; 4,5,6,7-Tetrabromobenzotriazole; NSC 231634; TBBt; TBB; TBB; 4,5,6,7-Tetrabromo-1H-benzotriazole

Database IDs

• CAS Number: 17374-26-4
• MDL Number: MFCD06411399
• PubChem SID: 160967476; 46505214; 24724628
• PubChem CID: 1694

CALCULATED PROPERTIES

JChem

• Acid pKa: 7.126929
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 4.366409
• LogD (pH = 7.4): 3.937078
• Log P: 4.3762927
• Molar Refractivity: 64.5493 cm^3
• Polarizability: 26.05828 Å^3
• Polar Surface Area: 41.57 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.94
• LOG S: -4.68
• Solubility (Water): 9.04e-03 g/l

PROPERTIES

Physical Property

• Solubility: DMSO: soluble28 mg/mL; Ethanol
• Apperance: Crystalline Solid; white solid
• Melting Point: 262-266°C

Safety Information

• Storage Condition: -20°C Freezer; under inert gas
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C6HN3Br4

DETAILS

DrugBank - DB04462

Drug information: experimental

Sigma Aldrich - T0826

Biochem/physiol Actions
TBB is a highly selective, ATP/GTP-competitive inhibitor of casein kinase-2 (CK2) (IC50 = 900 nM and 1.6 mM, using rat liver and recombinant human CK2, respectively).

Toronto Research Chemicals - T291325

TBB is one of the most selective protein kinase inhibitors known, and when tested against a panel of 33 serine/threonine and tyrosine protein kinases, only three exhibited moderate inhibition by TBB, with Ki values one to two orders of magnitude higher th

REFERENCES

• Boehning, D., et al.: Neuron, 40, 129 (2993)