4,5,6,7-Tetrabromobenzotriazole

Base Information

• Chemical Name: 4,5,6,7-Tetrabromobenzotriazole
• CAS No.: 17374-26-4
• Molecular Formula: C6HBr4N3
• Molecular Weight: 434.71
• Hs Code.: 29349990
• NSC Number: 231634
• DSSTox Substance ID: DTXSID20274322
• Nikkaji Number: J640.261E
• Wikidata: Q27095242
• Metabolomics Workbench ID: 148908
• ChEMBL ID: CHEMBL177820
• Mol file: 17374-26-4.mol

Synonyms:4,5,6,7-tetrabromobenzotriazole;TBB benzotriazole

Chemical Property of 4,5,6,7-Tetrabromobenzotriazole

Chemical Property:

• Appearance/Colour: Crystalline Solid
• Vapor Pressure: 9.08E-10mmHg at 25°C
• Melting Point: 262-266°C
• Refractive Index: 1.8
• Boiling Point: 490.5 °C at 760 mmHg
• PKA: 3.87±0.40(Predicted)
• Flash Point: 250.5 °C
• PSA: 41.57000
• Density: 2.84 g/cm³
• LogP: 4.00790
• Storage Temp.: 2-8°C
• Solubility.: DMSO: 28 mg/mL
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 434.68630
• Heavy Atom Count: 13
• Complexity: 184

Purity/Quality:

99% ^*data from raw suppliers

TBB ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1(=C(C2=NNN=C2C(=C1Br)Br)Br)Br
• Recent EU Clinical Trials: A Randomized, Open-Label, Repeat Dosing (7 days), Four-Period Crossover Study to Compare the Pharmacokinetics, Efficacy and Safety of Tiotropium Bromide Delivered via Breath Actuated Inhaler (BAI), SPIRIVA? HandiHaler? and Respimat? Soft Mist? Inhaler (SMI) in Subjects with Chronic Obstructive Pulmonary Disease (COPD)
• Uses: 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 than that for CK2. 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 than that for CK2.

Technology Process of 4,5,6,7-Tetrabromobenzotriazole

There total 1 articles about 4,5,6,7-Tetrabromobenzotriazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 68.0%

1,2,3-Benzotriazole (95-14-7,27556-51-0) → 4,5,6,7-tetrabromobenzotriazole (17374-26-4)

Guidance literature:

With bromine; nitric acid; at 60 - 80 ℃; for 49h;

DOI:10.1016/j.ejmech.2018.02.077

Reference yield: 80.0%

Methyl 4-(bromomethyl)benzoate (2417-72-3) + 4,5,6,7-tetrabromobenzotriazole (17374-26-4) → methyl 4-((tetrabromo-2H-benzo[d][1,2,3]triazol-2-yl)methyl)benzoate + methyl 4-((tetrabromo-1H-benzo[d][1,2,3]triazol-1-yl)methyl)benzoate

Guidance literature:

With potassium carbonate; In acetone; at 150 ℃; for 0.0166667h; Microwave irradiation;

DOI:10.3390/molecules25071497

Reference yield: 80.0%

4,5,6,7-tetrabromobenzotriazole (17374-26-4) + Methyl phenyldiazoacetate (22979-35-7) → methyl 2-(perbromo-1H-benzo[d][1,2,3]triazol-1-yl)-2-phenylacetate

Guidance literature:

With tris(pentafluorophenyl)borate; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere; Glovebox;

DOI:10.1039/d1cc03048e

upstream raw materials:

1,2,3-Benzotriazole

Downstream raw materials:

1,3-diphenyl-3-(tetrabromo-benzotriazol-2-yl)-propan-1-one

2-ethyl-4,5,6,7-tetrabromo-2H-benzotriazole

1-ethyl-4,5,6,7-tetrabromo-1H-benzotriazole

4,5,6,7-tetrabromo-2-methyl-2H-benzotriazole

Refernces

• 1、 Borowiecki, Pawe?,Wińska, Patrycja,Bretner, Maria,Gizińska, Ma?gorzata,Koronkiewicz, Miros?awa,Staniszewska, Monika. "Synthesis of novel proxyphylline derivatives with dual Anti-Candida albicans and anticancer activity". . p. 307 - 333. Retrieved 2018/03/21.
• 2、 Najda-Bernatowicz, Andzelika,Lebska, Maja,Orzeszko, Andrzej,Kopanska, Katarzyna,Krzywinska, Ewa,Muszynska, Grazyna,Bretner, Maria. "Synthesis of new analogs of benzotriazole, benzimidazole and phthalimide-potential inhibitors of human protein kinase CK2". scheme or table. p. 1573 - 1578. Retrieved 2009/08/08.