apaziquone

Small moleculeexperimental

Apaziquone is an indolequinone that is a bioreductive prodrug similar to the older chemotherapeutic agent mitomycin C. In hypoxic cells, such as those on the inner surface of the urinary bladder, apaziquone is converted to active metabolites by intracellular reductases. The active metabolites alkylate DNA and lead to apoptosis. This activity is preferentially expressed in neoplastic cells. — Wikipedia

Clinical trial activity

9 trials · 5 clinical orgs · 0 marketing orgs

Phase 1
1
Phase 2
7
Phase 3
7
Phase 4
0

Earliest trial started Jul 1, 2005 (NCT00141531)

Timeline

2000s

  1. Jan 1, 2005

    Earliest Phase 2 Sponsor(trial)

  2. Jan 1, 2007

    Earliest Phase 3 Sponsor(trial)

2010s

  1. Jan 1, 2011

    Earliest Phase 1 Sponsor(trial)

Indications

Mechanism of action

  • DNAINHIBITOR

    DNA inhibitor

Chemistry & pharmacology

Loading structure…

SMILES

Cn1c(/C=C/CO)c(CO)c2c1C(=O)C=C(N1CC1)C2=O
Mol. weight
288.3 g/mol
Lipinski Ro5
Pass
Rule of 3
No
Chirality
Achiral Molecule
Inorganic
No
Polymer
No

Oral

No

Parenteral

No

Topical

No

Sources

Also known as

  • 1h-indole-4,7-dione, 5-(1-aziridinyl)-3-(hydroxymethyl)-2- ((1e)-3-hydroxy-1-propenyl)-1-methyl-
  • 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
  • apaziquone
  • apaziquone
  • apaziquone
  • apaziquone
  • e 09
  • e-09
  • eo9
  • eo9
  • eo9
  • eo 9
  • eo-9
  • eoquin
  • eoquin
  • nor-701
  • nor-701
  • nsc 382459
  • nsc 382,459
  • nsc-382459

Clinical trials

NCT IDPhaseStart dateSponsor(s)
NCT03224182Phase 3Jun 28, 2017Spectrum Pharmaceuticals
NCT02563561Phase 3Sep 1, 2015Spectrum Pharmaceuticals
NCT01475266Phase 2/Phase 3 (Phase 3)Nov 1, 2011Handok Pharmaceuticals Co., Ltd., Nippon Kayaku Co.,Ltd.
NCT01410565Phase 3Jul 1, 2011Allergan, Spectrum Pharmaceuticals
NCT01469221Phase 3Jul 1, 2011Allergan, Spectrum Pharmaceuticals
NCT01373398Phase 1May 1, 2011Handok Pharmaceuticals Co., Ltd.
NCT00598806Phase 3Sep 1, 2007Spectrum Pharmaceuticals
NCT00461591Phase 3Apr 1, 2007Spectrum Pharmaceuticals
NCT00141531Phase 2Jul 1, 2005Radboud University, Spectrum Pharmaceuticals
Showing 9 of 9 trials
Page 1 / 1

Organizations

Research & Development (5)

OrganizationOrg typeTrialsAs lead sponsorPhasesEarliest year
Spectrum PharmaceuticalsFor profit7722005
AllerganFor profit2012011
Handok Pharmaceuticals Co., Ltd.For profit2122011
Nippon Kayaku Co.,Ltd.For profit1112011
Radboud UniversityAcademic/Hospital1012005
5 organizations
Page 1 / 1