Apaziquone

Base Information

Chemical Name:Apaziquone
CAS No.:114560-48-4
Molecular Formula:C₁₅H₁₆N₂O₄
Molecular Weight:288.303
Hs Code.:
NSC Number:382459
UNII:H464ZO600O
DSSTox Substance ID:DTXSID90869587
Nikkaji Number:J367.557B,J661.712C
Wikipedia:Apaziquone
Wikidata:Q4779259
NCI Thesaurus Code:C1087
Metabolomics Workbench ID:144651
ChEMBL ID:CHEMBL73822
Mol file:114560-48-4.mol

Synonyms:3-hydroxymethyl-5-aziridinyl-1-methyl-2-(1H-indole-4,7-dione)prop-beta-en-alpha-ol;5-(azridin-1-yl)-3-(hydroxymethyl)-2-((1E)-3-hydroxyprop-1-enyl)-methyl-1H-indole-4,7-dione;apaziquone;E 09;E-09;EO 9;EO-9;EO9;NSC 382,459;NSC 382459;NSC-382459;Qapzola

Suppliers and Price of Apaziquone

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

TRC
Apaziquone
25mg
$ 1760.00

American Custom Chemicals Corporation
APAZIQUONE 95.00%
5MG
$ 497.37

American Custom Chemicals Corporation
APAZIQUONE 95.00%
2.5MG
$ 386.00

Total 12 raw suppliers

Chemical Property of Apaziquone

Chemical Property:

Boiling Point:632.3±55.0 °C(Predicted)
PKA:13.58±0.10(Predicted)
PSA：82.54000
Density:1.45
LogP:0.03930
XLogP3:-0.5
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:4
Exact Mass:288.11100700
Heavy Atom Count:21
Complexity:524

Purity/Quality:

98% ^*data from raw suppliers

Apaziquone ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CN1C(=C(C2=C1C(=O)C=C(C2=O)N3CC3)CO)C=CCO
Isomeric SMILES:CN1C(=C(C2=C1C(=O)C=C(C2=O)N3CC3)CO)/C=C/CO
Recent ClinicalTrials:A Study of Intravesical Apaziquone as a Surgical Adjuvant in Participant Undergoing Transurethral Resection Bladder Tumor (TURBT)
Recent EU Clinical Trials:A Phase 3 International, Multicenter, Double-Blind, Placebo-Controlled, Randomized Trial Evaluating the Efficacy and Safety of Multiple Instillations of Intravesical Apaziquone vs. Placebo in Patients with Low-Intermediate Risk Non-Muscle Invasive Bladder Cancer (NMIBC).
Uses Apaziquone is an indolequinone that is a bioreductive prodrug and a chemical analog of Mitomycin C (M371900), a chemotherapeutic agent. Apaziquone is a potential therapeutic agent for the treatment of non-muscle invasive bladder cancer.

Technology Process of Apaziquone

There total 2 articles about Apaziquone 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: 88.0%

: 151-56-4,9002-98-6
ethyleneimine

: 114560-25-7
EO 7

: 114560-48-4,141304-51-0
apaziquone

: 5-(2-Aziridin-1-yl-ethylamino)-3-hydroxymethyl-2-((E)-3-hydroxy-propenyl)-1-methyl-1H-indole-4,7-dione

Guidance literature:: In methanol; water; at 0 ℃; for 20h;
DOI:10.1055/s-1996-4270

Reference yield:

: 169196-04-7
2-((E)-2-Ethoxycarbonyl-vinyl)-5-methoxy-1-methyl-4,7-dioxo-4,7-dihydro-1H-indole-3-carboxylic acid methyl ester

: 114560-48-4,141304-51-0
apaziquone

Guidance literature:: Multi-step reaction with 2 steps

1: 77 percent / DIBAL / CH₂Cl₂; toluene / 3 h / -25 - -20 °C

2: 88 percent / methanol; H₂O / 20 h / 0 °C

With diisobutylaluminium hydride; In methanol; dichloromethane; water; toluene;
DOI:10.1055/s-1996-4270