Banoxantrone

Base Information

Chemical Name:Banoxantrone
CAS No.:136470-65-0
Molecular Formula:C22H28N4O6
Molecular Weight:444.48
Hs Code.:
UNII:W5H7E45YT3
DSSTox Substance ID:DTXSID90869860
Nikkaji Number:J653.368J
Wikidata:Q27292332
NCI Thesaurus Code:C79528
Metabolomics Workbench ID:149362
ChEMBL ID:CHEMBL117391
Mol file:136470-65-0.mol

Synonyms:1,4-bis-((2-(dimethylamino)ethyl)amino)-5,8-dihydroxyanthracene-9,10-dione;1,4-bis-((2-(dimethylamino-N-oxide)ethyl)amino)-5,8-dihydroxyanthracene-9,10-dione;AQ4N;banoxantrone;banoxantrone dihydrochloride

Suppliers and Price of Banoxantrone

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Usbiological
Banoxantrone dihydrochloride
10mg
$ 466.00

Tocris
Banoxantronedihydrochloride ≥98%(HPLC)
25
$ 330.00

Total 8 raw suppliers

Chemical Property of Banoxantrone

Chemical Property:

PSA：157.52000
LogP:2.03320
XLogP3:3.3
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:8
Exact Mass:444.20088463
Heavy Atom Count:32
Complexity:644

Purity/Quality:

99% ^*data from raw suppliers

Banoxantrone dihydrochloride ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C[N+](C)(CCNC1=C2C(=C(C=C1)NCC[N+](C)(C)[O-])C(=O)C3=C(C=CC(=C3C2=O)O)O)[O-]
Recent ClinicalTrials:AQ4N in Combination With Radiotherapy and Temozolomide in Subjects With Newly Diagnosed Glioblastoma Multiforme
Uses Banoxantrone (AQ4N) is a hypoxia-activated prodrug of topoisomerase II inhibitor AQ4 (Bioreductive AQ4 precursor). studies have shown that its has also exhibited anti-tumor efficacy in vivo when combined with oxic cell cytotoxins.

Technology Process of Banoxantrone

There total 6 articles about Banoxantrone 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:

: 70476-63-0
1,4-bis{[2-(dimethylamino)ethyl]amino}-5,8-dihydroxyanthracene-9,10-dione

: 136470-65-0
AQ4N

Guidance literature:: With N-(benzenesulfonyl)-3-phenyloxaziridine; In methanol; dichloromethane; at 0 ℃; for 1h;
DOI:10.1039/a905611d

Reference yield:

: 4466-59-5
3,6-dichlorophthalic anhydride

: 136470-65-0
AQ4N

Guidance literature:: Multi-step reaction with 2 steps

1.1: KF; NaF / 130 - 270 °C / 20 Torr

1.2: NaCl; AlCl₃ / 4 h / Heating

1.3: pyridine / 58 h / 20 °C

2.1: 3-phenyl-2-(phenylsulfonyl)oxaziridine / CH₂Cl₂; methanol / 1 h / 0 °C

With potassium fluoride; sodium fluoride; N-(benzenesulfonyl)-3-phenyloxaziridine; In methanol; dichloromethane; 1.1: Fluorination / 1.2: Cycloaddition / 1.3: Substitution / 2.1: Oxidation;
DOI:10.1039/a905611d

Reference yield:

: 632-58-6
tetrachlorophthalic acid

: 136470-65-0
AQ4N

Guidance literature:: Multi-step reaction with 5 steps

1.1: Zn; NaOH / H₂O / 6 h / 70 - 80 °C

2.1: Zn; NaOH / H₂O / 5 h / 95 - 100 °C

3.1: toluene / Heating

4.1: KF; NaF / 130 - 270 °C / 20 Torr

4.2: NaCl; AlCl₃ / 4 h / Heating

4.3: pyridine / 58 h / 20 °C

5.1: 3-phenyl-2-(phenylsulfonyl)oxaziridine / CH₂Cl₂; methanol / 1 h / 0 °C

With potassium fluoride; sodium hydroxide; sodium fluoride; N-(benzenesulfonyl)-3-phenyloxaziridine; zinc; In methanol; dichloromethane; water; toluene; 1.1: Dehalogenation / 2.1: Dehalogenation / 3.1: Dehydration / 4.1: Fluorination / 4.2: Cycloaddition / 4.3: Substitution / 5.1: Oxidation;
DOI:10.1039/a905611d