4-Aminoacridine

Base Information

• Chemical Name: 4-Aminoacridine
• CAS No.: 578-07-4
• Molecular Formula: C13H10N2
• Molecular Weight: 194.236
• UNII: 16S346L1OM
• DSSTox Substance ID: DTXSID80206487
• Nikkaji Number: J55.080I
• Wikipedia: 4-Aminoacridine
• Wikidata: Q4637097
• ChEMBL ID: CHEMBL147934
• Mol file: 578-07-4.mol

Synonyms:4-Aminoacridine;acridin-4-amine;578-07-4;5-Aminoacridine;4-Acridinamine;4-Aminoakridin [Czech];4-Aminoakridin;1-Aminoacridine (European);ACRIDINE, 4-AMINO-;BRN 0142257;UNII-16S346L1OM;16S346L1OM;Acridin-4-ylamine;4-Amino-acridin;BAS 02589668;4-Acridinamine (9CI);AMINOACRIDINE, 4-;CHEMBL147934;SCHEMBL1228778;DTXSID80206487;BBL003320;STK803127;AKOS000716711;CCG-356456;LS-14183;CS-0155662;FT-0694814;D81559;Q4637097

Chemical Property of 4-Aminoacridine

Chemical Property:

• Vapor Pressure: 2.95E-07mmHg at 25°C
• Melting Point: 108°C
• Refractive Index: 1.78
• Boiling Point: 419.8 °C at 760 mmHg
• Flash Point: 237.2 °C
• PSA: 38.91000
• Density: 1.268 g/cm³
• LogP: 3.55140
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: 13.6mg/L(24 oC)
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 194.084398327
• Heavy Atom Count: 15
• Complexity: 229

Purity/Quality:

99%, ^*data from raw suppliers

acridin-4-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=C3C=CC=C(C3=N2)N
• Use Description: 4-Aminoacridine is a chemical compound with diverse applications across different fields. In the field of medicine and pharmacology, it has been used historically as a drug to treat certain parasitic infections like trypanosomiasis and as an antiseptic agent. Its role was crucial in combating parasitic diseases and controlling infections. Additionally, in the realm of organic chemistry and material science, 4-aminoacridine can serve as a building block for the synthesis of various organic compounds, including dyes and fluorescent materials, contributing to the development of specialized materials used in textiles and electronics. Furthermore, in academic research, this compound has been utilized as a reference compound for studying the chemistry of acridines and their derivatives, aiding in the advancement of synthetic methodologies and chemical understanding. Its multifaceted utility underscores its significance in healthcare, materials technology, and chemical research, where it has played a vital role in medical treatment, material development, and scientific investigation.

Technology Process of 4-Aminoacridine

There total 13 articles about 4-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:

4-hydroxyacridine (18123-20-1) + Cs2 CO3 + 2-bromo-2-methylpropanamide (7462-74-0) → 4-aminoacridine (578-07-4)

Guidance literature:

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; NaH; In 1,4-dioxane;

Reference yield:

1-methyl-pyrrolidin-2-one (872-50-4,26138-58-9) + 4-hydroxyacridine (18123-20-1) + 2-bromo-2-methylpropanamide (7462-74-0) → 4-aminoacridine (578-07-4)

Guidance literature:

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; NaH; caesium carbonate; In 1,4-dioxane;

Reference yield:

4-Nitroacridine (42955-73-7) → 4-aminoacridine (578-07-4)

Guidance literature:

With hydrogenchloride; acetic acid; tin(ll) chloride; at 20 ℃;

upstream raw materials:

4-Nitroacridine

4-nitro-9(10H)-acridinone

4-hydroxyacridine

pentan-1-ol

Refernces

• 1、 -. "PROCESS FOR CONVERTING HYDROXY HETEROAROMATICS TO ARYLAMINES". . . Retrieved 2008/06/13.
• 2、 Weidner, John J.,Peet, Norton P.. "Direct Conversion of Hydroxy Aromatic Compounds to Heteroarylamines via a One-Pot Smiles Rearrangement Procedure". . p. 1857 - 1860. Retrieved 2007/10/03.