99009-49-1

Basic information

• Product Name: 8-Chloro-5-nitro-acridin-2,9-diol
• Synonyms: 8-Chloro-5-nitro-acridin-2,9-diol;8-Chloro-5-nitroacridine-2,9-diol
• CAS NO: 99009-49-1
• Molecular Formula: C13H7ClN2O4
• Molecular Weight: 290.65868
• Product Categories: Aromatics, Heterocycles, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 99009-49-1.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 8-Chloro-5-nitro-acridin-2,9-diol(CAS DataBase Reference)
• NIST Chemistry Reference: 8-Chloro-5-nitro-acridin-2,9-diol(99009-49-1)
• EPA Substance Registry System: 8-Chloro-5-nitro-acridin-2,9-diol(99009-49-1)

Safety Data

• Hazardous Substances Data: 99009-49-1(Hazardous Substances Data)

Usage

Description

8-Chloro-5-nitro-acridin-2,9-diol is an organic compound with the chemical formula C13H8ClNO4. It is a derivative of acridine, a tricyclic amine, and features a chlorine atom at the 8th position and a nitro group at the 5th position. 8-Chloro-5-nitro-acridin-2,9-diol has two hydroxyl groups attached to the 2nd and 9th positions, which contribute to its chemical properties and potential applications.

Uses

Used in Pharmaceutical Industry:
8-Chloro-5-nitro-acridin-2,9-diol is used as a key intermediate in the synthesis of morpholino imidazoacridinone compounds. These compounds have demonstrated potential therapeutic effects in treating various conditions, including inflammatory and demyelinating diseases, as well as cancers. The unique structural features of 8-Chloro-5-nitro-acridin-2,9-diol allow for the development of novel therapeutic agents with improved efficacy and reduced side effects.

Upstream product

• 50-30-6 2,6-dichlorobenzoic acid 
• 99009-51-5 2-Chloro-5-nitro-6-[[4-(phenylmethoxy)phenyl]amino]benzoic acid 
• 6373-46-2 p-benzyloxyaniline 
• 55775-97-8 2,6-dichloro-3-nitrobenzoic acid 
• 99009-50-4 1-chloro-4-nitro-7-(phenylmethoxy)-9(10H)-acridinone 

Downstream Products

• 138154-40-2 NCI637992 
• 138154-39-9 5-(2-(diethylamino)ethylamino)-8-hydroxy-6H-imidazo[4,5,1-de]acridin-6-one 
• 138154-38-8 NSC637991 
• 128113-19-9 5-<2-(dimethylamino)ethylamino>-8-hydroxy-6H-<1,2,3>-triazolo<4,5,1-de>acridin-6-one 
• 110999-53-6 2,6-dihydro-2-<2-<(2-hydroxyethyl)amino>ethyl>-5-nitropyrazolo<3,4,5-kl>acridin-9-ol 
• 99008-93-2 Benzoic acid 2-(2-diethylamino-ethyl)-5-nitro-2,6-dihydro-pyrazolo[3,4,5-kl]acridin-9-yl ester 
• 99008-87-4 2,2-dimethylpropanoic acid 2-[2-(diethylamino)ethyl]-2,6-dihydro-5-nitropyrazolo[3,4,5-kl]acridine-9-yl ester 

Relevant articles and documents

Structure-activity relationship of novel acridone derivatives as antiproliferative agents

Unlike other DNA topoisomerase II (topo II) inhibitors, our recently identified acridone derivative E17 exerted strong cytotoxic activity by inhibiting topo II without causing topo II degradation and DNA damage, which promoted us to explore more analogues

2-(Aminoalkyl)-5-nitropyrazoloacridines, a New Class of Anticancer Agents

2-(Aminoalkyl)-5-nitropyrazoloacridines were prepared from substituted anilines via the 1-chloro-4-nitroacridones followed by condensation with hydrazines.Impressive activity was demonstrated for the 9-hydroxy, 9-alkoxy, and 9-acyloxy analogs in vitro on a L1210 leukemia line and in vivo against the P388 leukemia.Advanced studies led to the selection of 3bbb for clinical trial.

Pyrazolo[3,4,5-kl]acridine compositions and methods for their production and use

Pyrazolo[3,4,5-kl]acridines are described as antibacterial agents and antitumor agents as well as pharmaceutical compositions and methods for their preparation.