16492-13-0

Basic information

• Product Name: 9-CHLORO-2-METHOXYACRIDINE
• Synonyms: 9-CHLORO-2-METHOXYACRIDINE;9-Chloro-2-methoxyacridine 97%;9-Chloro-2-methoxyacridine97%
• CAS NO: 16492-13-0
• Molecular Formula: C₁₄H₁₀ClNO
• Molecular Weight: 243.69
• Mol File: 16492-13-0.mol
• Article Data: 23

Chemical Properties

• Boiling Point: 414.912 °C at 760 mmHg
• Flash Point: 204.732 °C
• Appearance: /
• Density: 1.304 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.692
• CAS DataBase Reference: 9-CHLORO-2-METHOXYACRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 9-CHLORO-2-METHOXYACRIDINE(16492-13-0)
• EPA Substance Registry System: 9-CHLORO-2-METHOXYACRIDINE(16492-13-0)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 16492-13-0(Hazardous Substances Data)

Usage

Description

9-Chloro-2-methoxyacridine, also known as acridine yellow, is a chemical compound with the molecular formula C14H10ClNO. It is a yellow crystalline solid that is used in the production of dyes and pigments, as well as a fluorescent stain in biochemistry and a pH indicator.

Uses

Used in Dye and Pigment Production:
9-Chloro-2-methoxyacridine is used as a dye and pigment in various industries, such as textiles and plastics, due to its vibrant yellow color and fluorescent properties.
Used in Biochemistry:
As a fluorescent stain, 9-chloro-2-methoxyacridine is employed in biochemistry for staining and visualizing specific biological structures, such as proteins and nucleic acids, under ultraviolet light.
Used as a pH Indicator:
9-Chloro-2-methoxyacridine is utilized as a pH indicator in various applications, including environmental monitoring and chemical analysis, to detect changes in pH levels.

InChI:InChI=1/C14H10ClNO/c1-17-9-6-7-13-11(8-9)14(15)10-4-2-3-5-12(10)16-13/h2-8H,1H3

Upstream product

• 65-85-0 benzoic acid 
• 104-94-9 4-methoxy-aniline 
• 118-91-2 ortho-chlorobenzoic acid 
• 89224-95-3 5-methoxy-2-(phenylamino)benzoic acid 
• 118-92-3 anthranilic acid 
• 88-65-3 2-bromobenzoic-acid 
• 90-04-0 2-methoxy-phenylamine 
• 13501-67-2 N-(p-methoxyphenyl)anthranilic acid 
• 104-92-7 1-bromo-4-methoxy-benzene 

Downstream Products

• 1563126-83-9 1-(2-methoxy-4-(2-methoxyacridin-9-ylamino) phenylamino)-3-morpholinopropan-2-ol hydrochloride 
• 1563535-78-3 1-(2-methoxy-4-(2-methoxyacridin-9-ylamino) phenylamino)-3-morpholinopropan-2-ol 
• 1404206-12-7 1-(diethylamino)-3-(2-methoxy-4-(2-methoxyacridin-9-ylamino)phenylamino)propan-2-ol 
• 1563535-81-8 1-(2-(dimethylamino)ethylamino)-3-(2-methoxy-4-(2-methoxyacridin-9-ylamino)phenyl-amino)propan-2-ol 
• 1563126-84-0 1-(2-methoxy-4-(2-methoxyacridin-9-ylamino) phenylamino)-3-(piperazin-1-yl)propan-2-ol hydrochloride 
• 1563535-79-4 1-(2-methoxy-4-(2-methoxyacridin-9-ylamino) phenylamino)-3-(piperazin-1-yl)propan-2-ol 
• 1563127-03-6 1-(2-methoxy-4-(2-methoxyacridin-9-ylamino) phenylamino)-3-(piperidin-1-yl)propan-2-ol hydrochloride 
• 1404206-16-1 1-(2-methoxy-4-(2-methoxyacridin-9-ylamino) phenylamino)-3-(piperidin-1-yl)propan-2-ol 
• 1563535-75-0 N-(2-methoxy-4-(2-methoxyacridin-9-ylamino)phenyl)-2-(piperazin-1-yl)acetamide 
• 1563535-74-9 2-(2-(dimethylamino)ethylamino)-N-(2-methoxy-4-(2-methoxyacridin-9-ylamino)phenyl)-acetamide 
• 1563126-69-1 2-(2-(dimethylamino)ethylamino)-N-(2-methoxy-4-(2-methoxyacridin-9-ylamino)phenyl)-acetamide hydrochloride 
• 1404206-03-6 2-(diethylamino)-N-(2-methoxy-4-(2-methoxyacridin-9-ylamino)phenyl)acetamide 
• 1563126-61-3 2-(diethylamino)-N-(2-methoxy-4-(2-methoxyacridin-9-ylamino)phenyl)acetamide hydrochloride 
• 1563535-73-8 N-(2-methoxy-4-(2-methoxyacridin-9-ylamino)phenyl)-2-morpholinoacetamide 

Relevant articles and documents

N-o-substituted phenyl benzamide-4-methylamino acridine compound as well as preparation method and application thereof

The invention discloses an N-o-substituted phenyl benzamide-4-methylamino acridine compound as well as a preparation method and application thereof. The compound is characterized in that the compoundis a compound with a structural formula shown as a formula I or pharmaceutically acceptable salt, ester or solvate thereof, wherein R1 is H, OCH3, OCH2CH3, F, Cl, Br, CF3, NO2 or straight-chain alkylwith a carbon atom number of 1-5; R2 is H, OCH3, OCH2CH3, F, Cl, Br, CF3, NO2 or straight-chain alkyl with a carbon atom number of 1 to 5; R3 is NH2, NHCH3, NHCH2CH3, OH, COOH, and SH, and R4 is H, OCH3 or linear alkyl with 1-5 carbon atoms and the like. The compound has the advantages that the compound can effectively inhibit DNA topoisomerase I, and proliferation of I-type HDAC and/or eukaryotictumor cells, and prevents and/or treats tumors.

Synthesis and Antibacterial Activity of New N9-Substituted Acridine-9-amines

A method for the synthesis of N9-substituted acridine-9-amines by reacting 9-chloroacridines with 2-(2-methyl-5- nitro-1H-imidazol-1-yl)ethanamine was developed. The synthesized compounds showed high antibacterial ability against B. subtilis bacteria compared with rivanol and metronidazole.

Synthesis and biological study of acridine-based imidazolium salts

A new series of acridine based imidazolium salts was synthesized and evaluated for in vitro cytotoxicity against human cancer cell lines by an MTT assay. The synthesis applied a coupling of imidazoles with 9-chloroacridines, which originated from an Ullmann condensation of a 2-chloro-benzoic acid with an aniline. The target compounds were obtained in high yields. The DPPH assay indicated considerable antioxidant activity for target compounds with simple and short alkyl chains on the imidazole, while increasing chain length and the introduction of an additional π-electron system in most cases reduced the activity. All compounds exhibited low biotoxicity against non-cancerous cell lines, whereas a few compounds showed promising anticancer activity. Unlike for the reference drugs Tamoxifen and Paclitaxel, the anticancer activity of acridine imidazolium ions is specific for only selected cancer types. Reasonable fluorescent behaviour of the products provide potential for visualization of the distribution of active drugs in tissue.