66074-67-7

Basic information

• Product Name: 9-CHLOROCARBONYLACRIDINE
• Synonyms: 9-CHLOROCARBONYLACRIDINE;9-acridinecarboxylic acid chloride;9-Acridinecarbonyl chloride
• CAS NO: 66074-67-7
• Molecular Formula: C₁₄H₈ClNO
• Molecular Weight: 241.67
• Mol File: 66074-67-7.mol
• Article Data: 33

Chemical Properties

• Melting Point: 225 °C
• Boiling Point: 419.8±18.0 °C(Predicted)
• Appearance: /
• Density: 1.363±0.06 g/cm3(Predicted)
• PKA: 1.49±0.10(Predicted)
• CAS DataBase Reference: 9-CHLOROCARBONYLACRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 9-CHLOROCARBONYLACRIDINE(66074-67-7)
• EPA Substance Registry System: 9-CHLOROCARBONYLACRIDINE(66074-67-7)

Safety Data

• Hazardous Substances Data: 66074-67-7(Hazardous Substances Data)

Usage

General Description

9-Chlorocarbonylacridine is a chemical compound with the molecular formula C13H8ClNO. It is a derivative of acridine, which is used in the production of dyes and pharmaceuticals. 9-Chlorocarbonylacridine is a yellow to brownish crystalline solid that is insoluble in water but soluble in organic solvents. It is used as a building block in the synthesis of various organic compounds, and its derivatives have potential applications in the fields of medicine and materials science. The compound exhibits moderate to high acute toxicity when ingested, inhaled, or in contact with skin, and proper safety precautions should be observed when handling it.

Upstream product

• 146340-18-3 acridine-9-carboxylic acid monohydrate 
• 502915-77-7 1-acridin-9-yl-2-diazo-ethanone 
• 409109-11-1 acridin-9-yl-acetic acid amide 
• 5336-90-3 acridine-9-carboxylic acid 

Downstream Products

• 622405-57-6 3-[(acridine-9-carbonyl)-(toluene-4-sulfonyl)-amino]-propane-1-sulfonic acid 2,2-dimethyl-propyl ester 
• 936027-36-0 4-{4[(acridine-9-carbonyl)-amino]-3,5-dimethyl-phenyl}-4-(4-amino-3,5-dimethyl-phenyl)-piperidine-1-carboxylic acid benzyl ester 
• 158749-59-8 4-methylphenyl acridine-9-carboxylate 
• 1041479-15-5 2-isopropylphenyl acridine-9-carboxylate 
• 1041479-17-7 9-{[2-(trifluoromethyl)phenoxy]carbonyl}acridine 
• 1041479-16-6 2-tert-butylphenyl acridine-9-carboxylate 
• 158749-58-7 3-methylphenyl acridine-9-carboxylate 
• 109392-90-7 phenyl acridine-9-carboxylate 
• 36705-76-7 9-(Hydrazinoformyl)acridine 
• 622405-59-8 C₃₄H₄₀N₂O₈S₂ 
• 850804-64-7 2-ethylphenyl acridine-9-carboxylate 
• 128649-37-6 2,5-dimethylphenyl acridine-9-carboxylate 
• 738587-84-3 N-(acridine-9-carbonyl)-4-methyl-N-propyl-benzenesulfonamide 
• 172834-67-2 Acridine-9-carboxylic acid 2,3,6-trifluoro-phenyl ester 

Relevant articles and documents

Synthesis, cytotoxicity and structure-activity relationships between ester and amide functionalities in novel acridine-based platinum(II) complexes

In order to improve the pharmacological profile of the anticancer drug cisplatin, several new acridine-based tethered (ethane-1,2-diamine)platinum(II) complexes connected by a polymethylene chain were synthetized. Activity-structure relationship between amide or ester functionalities was explored by changing acridine-9-carboxamide into acridine-9-carboxylate chromophore. The in vitro cytotoxicity of these new complexes was assessed in human colic HCT 116, SW480 and HT-29 cancer cell lines. Series of complexes bearing the acridine-9-carboxylate chromophore displayed higher cytotoxic effect than acridine-9-carboxamide complexes, with gradual effect according to the size of the polymethylene linker.

Study of a potential inhibitor of acetylcholinesterase using UV spectrophotometry, NMR spectroscopy and molecular modeling

1-[6-(Acridine-9-carbonyloxy)hexyl]pyridinium chloride (1) was synthesized and studied as a potential inhibitor of acetylcholinesterase (AChE), which is frequently involved in Alzheimer's disease. UV spectrophotometry showed that 1 is a reversible and competitive inhibitor of AChE (Ki ≈ 2 × 10-7 M). NMR (TrNOESY) showed that 1, bonded to AChE, maintains an extended form that allows hydrophobic interactions to occur between the aliphatic chain and the deep and narrow gorge of AchE and favors interactions between the acridine group and the catalytic and anionic subsites situated at the bottom of the gorge, and also between the pyridinium ring and the peripheral site. A more detailed picture of the structure of the complex was obtained by combining NMR structural data and molecular modeling (docking, dynamics simulation and energy calculations). Copyright

Synthesis and antimicrobial activity of acridine carboxylic acid derivatives containing a piperazine moiety

A convenient method for the synthesis of new acridine derivatives containing a piperazine moiety was developed. Antimicrobial activity against some pathogenic microorganisms was established for a series of the synthesized compounds.

9-(2,6-Difluorophenoxycarbonyl)-10-methylacridinium trifluoromethane- sulfonate and its precursor 2,6-difluorophenyl acridine-9-carboxylate: C-H...O, C-F...π, S-O...π and π-π stacking interactions

The title compounds, C21H14F2NO 2+·CF3SO3-, (I), and C20H11F2NO2, (II), form monoclinic and triclinic crystals, respectivel

DINUCLEATING LIGAND OR DINUCLEAR METAL COMPLEX

To provide a dinuclear metal complex that can be synthesized simply and easily and has a proper anticancer action.SOLUTION: The present disclosure provides a dinucleating ligand represented by the following formula (I) and a dinuclear metal complex thereof (where each X may be the same or different to represent H, Cl, OMe, or, Me, Y is H, a phenyl group, a substituted carbamoyl group or the like).SELECTED DRAWING: None

Synthesis, spectroscopic studies and biological evaluation of acridine derivatives: The role of aggregation on the photodynamic efficiency

Two new photoactive compounds (1 and 2) derived from the 9-amidoacridine chromophore have been synthesized and fully characterized. Their abilities to produce singlet oxygen upon irradiation have been compared. The synthesized compounds show very differen

Preparation method of compound reacting with alkaline phosphatase to create chemiluminiscence

The invention relates to a preparation method of a compound reacting with alkaline phosphatase to create chemiluminiscence. The preparation method comprises the following synthesizing steps in sequence: (1) synthesizing acridine-9-sulfuryl chloride; (2) s