90-45-9

Basic information

• Product Name: 9-AMINOACRIDINE
• Synonyms: 9-acridinamine;9-amino-acridin;9-Aminoakridin;Acridin-9-amine;Acridine, 9-amino-;Aminacrin;Aminoacridine;Izoacridina
• CAS NO: 90-45-9
• Molecular Formula: C13H10N2
• Molecular Weight: 194.23
• EINECS: 201-995-6
• Product Categories: Amines;Aromatics;Heterocycles
• Mol File: 90-45-9.mol
• Article Data: 20

Chemical Properties

• Melting Point: 238-240℃
• Boiling Point: 320.68°C (rough estimate)
• Flash Point: 233.2°C
• Appearance: yellow crystals or powder
• Density: 1.268
• Vapor Pressure: 4.76E-07mmHg at 25°C
• Refractive Index: 1.5014 (estimate)
• Storage Temp.: Store below +30°C.
• Solubility: ethanol: hazy
• PKA: 9.99(at 20℃)
• Water Solubility: 11.65mg/L(24 oC)
• Stability: Stable. Incompatible with strong oxidizing agents.
• Merck: 14,407
• CAS DataBase Reference: 9-AMINOACRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 9-AMINOACRIDINE(90-45-9)
• EPA Substance Registry System: 9-AMINOACRIDINE(90-45-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• RIDADR: 2811
• WGK Germany: 3
• RTECS: AR7300000
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 90-45-9(Hazardous Substances Data)

Usage

Description

9-Aminoacridine is an acridine analog that acts as a DNA intercalating agent. It is a heterocyclic aromatic amine with a basic nitrogen atom at the 9th position, which allows it to intercalate between the base pairs of DNA, leading to the inhibition of DNA replication and transcription. This property makes it a potential candidate for various applications in different industries.

Uses

Used in Pharmaceutical Industry:
9-Aminoacridine is used as an antibacterial agent for its ability to inhibit the replication and transcription of bacterial DNA, leading to the disruption of bacterial growth and proliferation.
Used in Analytical Chemistry:
9-Aminoacridine is used as a MALDI (Matrix-Assisted Laser Desorption/Ionization) matrix for the analysis of low molecular weight anions, such as metabolites, in negative mode. It exhibits low background and good sensitivity, making it a valuable tool for the detection and analysis of these compounds.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

9-AMINOACRIDINE is a moderately strong base. Neutralizes acids to form salts plus water in exothermic reactions. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated in combination with strong reducing agents, such as hydrides.

Fire Hazard

Flash point data for 9-AMINOACRIDINE are not available; however, 9-AMINOACRIDINE is probably combustible.

Purification Methods

It crystallises from EtOH or acetone and sublimes at 170-180o/0.04mm [Albert & Ritchie Org Synth Coll Vol III 53 1955, for hydrochloride, see below]. [Beilstein 22 H 463, 21 II 280, 21 III/IV 4174.]

InChI:InChI=1/C13H10N2/c14-13-9-5-1-3-7-11(9)15-12-8-4-2-6-10(12)13/h1-8H,(H2,14,15)

Upstream product

• 1207-69-8 9-Chloroacridine 
• 21330-56-3 9-azidoacridine 
• 18032-97-8 diethyl-thiophosphinsaeure-S-n-butylester 
• 99566-97-9 acridin-9-hydroxamsaeure 
• 2062-48-8 Phenylphosphonsaeure-n-butylesterfluorid 
• 20141-87-1 9-(N-pyridinium)acridine chloride 
• 7664-93-9 sulfuric acid 
• 26687-09-2 N-(9-Acridinyl)carbamidsaeureethylester 
• 73302-63-3 9-ethoxyacridine 
• 7664-41-7 ammonia 
• 860535-82-6 acridine-9-carbonyl azide 
• 7732-18-5 water 
• 142-71-2 copper diacetate 
• 260-94-6 acridine 

Downstream Products

• 26687-12-7 N'-phenyl-N-(acridyl-9) thiocarbamide 
• 181823-83-6 N-Acridin-9-yl-2-benzhydrylsulfanyl-nicotinamide 
• 1296099-02-9 2-(acridin-9-ylamino)-3-bromo-5-ethoxy-1,4-benzoquinone 
• 69818-34-4 N'-(acridin-9-yl)-2,4-dichlorobenzohydrazide 

Relevant articles and documents

Preparation method of 9-aminoacridine and derivatives thereof

The invention relates to a preparation method of 9-aminoacridine and derivatives thereof, and belongs to the technical field of organic synthesis. The preparation method of 9-aminoacridine and derivatives thereof comprises the following steps: adding a compound represented by a formula III into a polar aprotic solvent, then introducing a compound represented by a formula II, carrying out a reaction at a temperature of 70-120 DEG C, and after the reaction is finished, separating and purifying an obtained reaction solution to obtain 9-aminoacridine represented by a formula I and the derivativesthereof. The preparation method can be used for preparing the final product by a one-pot method, and is short in synthetic route, simple and convenient to operate, free of intermediates, high in yieldand low in cost. The method has the advantages of mild reaction conditions, low solvent corrosivity, low price, easy availability and recyclability, ensures the long-term operation of reaction equipment, enhances the operation safety factor, further lowers the production cost, and is suitable for large-scale production and application.

Synthesis and performance research of selenazole fluorescent dye compound

The invention discloses synthesis and performance research of a selenazole fluorescent dye compound; benzoselenazole is used as a recognition group for detecting the HOCl level in cells, and a reliable method is provided for detecting the HOCl level in a biological system in real time. A probe disclosed by the invention has the technical effects that the probe can sensitively and selectively respond to HOCl and detect the HOCl level in tumor living cells, so that the HOCl level in the tumor living cells can be rapidly monitored, and a new method can be provided for early detection of tumors. Compared with other fluorescent compounds, the fluorescent reaction system containing the selenide functional group is simple, has the characteristics of high luminous efficiency, small background interference and the like, and is a fluorescent probe with a wide prospect.

Imine acridine derivative fluorescent probe as well as preparation method and application thereof in detection of MORAb-3-1 antibodies

The invention discloses an imine acridine derivative fluorescent probe as well as a preparation method and application thereof in detection of MORAb-3-1 antibodies. A detection method of the MORAb-3-1antibody is established by combining specificities of antigens and antibodies. The detection method of the MORAb-3-1 antibody has the technical effects that 1, an imine acridine derivative biologicalprobe is combined with HSA (human serum albumin), and then combined with the MORAb-3-1 antibody for the first time, and the MORAb-3-1 antibody is observed under a fluorescent inverted microscope; 2,the combination of the probe and the antigen is judged by utilizing the photophysical and photochemistry natures; 3, the sensitivity is high, the operation is simple, convenient and rapid, and the accuracy is realized; compared with the traditional dye method, the advantages are more excellent. The formula is shown in the description.