9-Aminoacridine

Base Information

• Chemical Name: 9-Aminoacridine
• CAS No.: 90-45-9
• Deprecated CAS: 148651-03-0
• Molecular Formula: C₁₃H₈N₂
• Molecular Weight: 192.22
• Hs Code.: 2933 99 80
• European Community (EC) Number: 201-995-6
• NSC Number: 757794,28747,13000
• UNII: 78OY3Z0P7Z
• DSSTox Substance ID: DTXSID2024456
• Nikkaji Number: J761.367I,J3.917I
• Wikipedia: 9-Aminoacridine
• Wikidata: Q513937
• NCI Thesaurus Code: C77023
• Pharos Ligand ID: 5LWVP3BZCFM1
• Metabolomics Workbench ID: 133983
• ChEMBL ID: CHEMBL43184
• Mol file: 90-45-9.mol

Synonyms:9 Aminoacridine;9-Aminoacridine;Acridinamine;Aminacrine;Aminacrine Hydrochloride;Aminoacridine;Aminoacridine Hydrochloride;Aminopt;Hydrochloride, Aminacrine;Hydrochloride, Aminoacridine;Mykocert

Chemical Property of 9-Aminoacridine

Chemical Property:

• Appearance/Colour: yellow crystals or powder
• Vapor Pressure: 4.76E-07mmHg at 25°C
• Melting Point: 241 C
• Refractive Index: 1.5014 (estimate)
• Boiling Point: 413.5°C at 760 mmHg
• PKA: 9.99(at 20℃)
• Flash Point: 233.2°C
• PSA: 38.91000
• Density: 1.268
• LogP: 3.55140
• Storage Temp.: Store below +30°C.
• Solubility.: ethanol: hazy
• Water Solubility.: 11.65mg/L(24 oC)
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 194.084398327
• Heavy Atom Count: 15
• Complexity: 207

Purity/Quality:

99% ^*data from raw suppliers

9-Acridinylamine 98% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=C3C=CC=CC3=N2)N
• Uses: Acridine analog. DNA intercalating agent. antibacterial A MALDI matrix exhibiting low background and good sensitivity in the analysis of low molecular weight anions, such as metabolites, in negative mode

Technology Process of 9-Aminoacridine

There total 34 articles about 9-Aminoacridine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

acridin-9-amine hydrochloride (134-50-9) → aminacrine (110166-26-2,90-45-9)

Guidance literature:

With sodium hydroxide; In water; ethyl acetate; for 0.25h; Concentration; Reagent/catalyst; Solvent;

Reference yield: 96.0%

9-Chloroacridine (1207-69-8) + ethylamine (75-04-7,85404-22-4) → aminacrine (110166-26-2,90-45-9)

Guidance literature:

With ammonia; In dimethyl sulfoxide; at 120 ℃; for 3h; Solvent; Temperature;

Reference yield: 95.0%

1-acridin-9-yl 3-tert-butylurea → aminacrine (110166-26-2,90-45-9)

Guidance literature:

In 5,5-dimethyl-1,3-cyclohexadiene; for 1h; Reflux;

DOI:10.1016/j.tetlet.2016.06.103

upstream raw materials:

9-Chloroacridine

9-azidoacridine

diethyl-thiophosphinsaeure-S-n-butylester

acridin-9-hydroxamsaeure

Downstream raw materials:

N'-phenyl-N-(acridyl-9) thiocarbamide

N'-(acridin-9-yl)-2,4-dichlorobenzohydrazide

Refernces

• 1、 Li, Hui-Jing,Liu, Ying,Wang, Li-Juan,Wu, Yan-Chao,Zhang, Weiwei,Zhang, Yinlin. "9-Substituted acridines as effective corrosion inhibitors for mild steel: Electrochemical, surface morphology, and computational studies". . p. 6464 - 6474. Retrieved 2020/05/13.
• 2、 -. "Method for preparing and marking bcl-2 (b-cell lymphoma-2) protein of oral squamous cell carcinoma cells through imine acridine fluorescent probe". Paragraph 0018-0019. . Retrieved 2019/02/27.