13906-26-8

Basic information

• Product Name: 5-CHLORO-6,6A,12-TRIAZA-BENZO[A]ANTHRACEN-7-ONE
• Synonyms: 5-CHLORO-6,6A,12-TRIAZA-BENZO[A]ANTHRACEN-7-ONE;AKOS BBS-00000675;5-chloro-8H-phthalazino[1,2-b]quinazolin-8-one
• CAS NO: 13906-26-8
• Molecular Formula: C₁₅H₈ClN₃O
• Molecular Weight: 281.7
• Mol File: 13906-26-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 487.0±28.0 °C(Predicted)
• Appearance: /
• Density: 1.50±0.1 g/cm3(Predicted)
• PKA: 0.08±0.20(Predicted)
• CAS DataBase Reference: 5-CHLORO-6,6A,12-TRIAZA-BENZO[A]ANTHRACEN-7-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-CHLORO-6,6A,12-TRIAZA-BENZO[A]ANTHRACEN-7-ONE(13906-26-8)
• EPA Substance Registry System: 5-CHLORO-6,6A,12-TRIAZA-BENZO[A]ANTHRACEN-7-ONE(13906-26-8)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 13906-26-8(Hazardous Substances Data)

Upstream product

• 134-20-3 2-carbomethoxyaniline 
• 1904-58-1 anthranilic acid hydrazide 
• 13906-27-9 phthalazino<1,2-c>quinazoline-2,12-dione 
• 118-92-3 anthranilic acid 
• 118-48-9 isatoic anhydride 
• 85-44-9 phthalic anhydride 

Relevant articles and documents

Phthalazino[1,2-b]quinazolinones as p53 Activators: Cell Cycle Arrest, Apoptotic Response and Bak-Bcl-xl Complex Reorganization in Bladder Cancer Cells

p53 inactivation is a clinically defined characteristic for cancer treatment-nonresponsiveness. It is therefore highly desirable to develop anticancer agents by restoring p53 function.1 Herein the synthesized phthalazino[1,2-b]quinazolinones were discovered as p53 activators in bladder cancer cells. 10-Bromo-5-(2-dimethylamino-ethylamino)phthalazino[1,2-b]quinazolin-8-one (5da) was identified as the most promising candidate in view of both its anticancer activity and mechanisms of action. 5da exhibited strong anticancer activity on a broad range of cancer cell lines and significantly reduced tumor growth in xenograft models at doses as low as 6 mg/kg. Furthermore, 5da caused cell cycle arrest at S/G2 phase, induced apoptosis, changed cell size, and led to cell death by increasing the proportion of sub-G1 cells. Molecular mechanism studies suggested that accumulation of phospho-p53 in mitochondria after 5da treatment resulted in conformational activation of Bak, thereby evoking cell apoptosis, finally leading to irreversible cancer cell inhibition. Our present studies furnish new insights into the molecular interactions and anticancer mechanisms of phospho-p53-dependent quinazolinone compound.

Multi-target anti-tumor small molecules and their derivatives, preparation methods, pharmaceutical compositions and applications

The present invention discloses a class of multi-target anti-tumor small molecules and derivatives thereof, preparation methods, pharmaceutical compositions and applications. The chemical structure of such small molecules as shown in formula I, the derivative of which relates to a pharmaceutically acceptable salt of the small molecule. This class of small molecules and their derivatives has a highly efficient tumor suppressor effect in vivo and abroad, low toxicity to cells and organisms, no genotoxicity; anti-tumor activity is achieved through multi-target action, with pan-HDAC inhibitory activity, and can also effectively activate the p53 pathway, inhibit topoisomerase activity, can be used to prepare anti-tumor drugs; the preparation method is simple and easy to operate.

Phthalizine [1,2,b] quinazoline-8-ketone compound and preparation method and application in antitumor drugs of phthalizine [1,2,b] quinazoline-8-ketone compound

The invention discloses a phthalizine [1,2,b] quinazoline-8-ketone compound, which is characterized in that the structural general formula of the compound is shown in the description, and phthalizine [1,2,b] quinazoline-8-ketone derivatives disclosed by the invention have very strong inhibiting effect on common cancer cells such as human gastric carcinoma cells (MGC-803), human lung cancer cells (NCI-H460), human hepatoma cells (HepG-2), cervical carcinoma cells (Hela), human bladder cancer cells (T-24) and the like, can induce apoptosis of the cancer cells, hence the phthalizine [1,2,b] quinazoline-8-ketone and derivatives thereof have potential application in preparation of antitumor drugs.