9-Acridinecarboxylic acid

Base Information

• Chemical Name: 9-Acridinecarboxylic acid
• CAS No.: 5336-90-3
• Molecular Formula: C14H9 N O2
• Molecular Weight: 223.231
• Hs Code.: 2933990090
• European Community (EC) Number: 689-011-5
• NSC Number: 386
• DSSTox Substance ID: DTXSID90201524
• Nikkaji Number: J81.005C
• Wikidata: Q72436400
• ChEMBL ID: CHEMBL2159007
• Mol file: 5336-90-3.mol

Synonyms:ACA acridine cpd;acridine-9-carboxylic acid

Chemical Property of 9-Acridinecarboxylic acid

Chemical Property:

• Appearance/Colour: bright yellow to yellow-green crystalline powder
• Melting Point: 290 °C (dec.)(lit.)
• Boiling Point: 480.4°Cat760mmHg
• PKA: 0.72±0.30(Predicted)
• Flash Point: 244.3°C
• PSA: 50.19000
• Density: 1.366g/cm³
• LogP: 3.08620
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Aqueous Acid (Very Slightly, Sonicated), Aqueous Base (Slightly), DMSO (Slightly
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 223.063328530
• Heavy Atom Count: 17
• Complexity: 283

Purity/Quality:

98%, ^*data from raw suppliers

9-Acridinecarboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38
• Safety Statements: 26-36-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=C3C=CC=CC3=N2)C(=O)O
• Uses: 9-Acridinecarboxylic Acid is used in the synthesis of short DNA-binding peptides. Useful the preparation of α-amylase, α-glucosidase inhibition, kinetics, SAR cytotoxicity, antitumor activity and docking of ((benzyltriazolyl)methyl)acridine carboxamides.

Technology Process of 9-Acridinecarboxylic acid

There total 3 articles about 9-Acridinecarboxylic acid 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:

phenyl acridine-9-carboxylate (109392-90-7) → acridine-9-carboxylic acid (5336-90-3) + 10H-acridin-9-one (578-95-0,790240-54-9)

Guidance literature:

With tetra(n-butyl)ammonium hydroxide; dihydrogen peroxide; In tetrahydrofuran; water; at 27 ℃; for 0.0833333h; Product distribution; effects of base concentration;

DOI:10.1021/ja00251a024

Reference yield:

1-phenyl-indole-2,3-dione (723-89-7) → acridine-9-carboxylic acid (5336-90-3) + 10H-acridin-9-one (578-95-0,790240-54-9)

Guidance literature:

Reference yield:

carbamazepin (298-46-4) → acridine (260-94-6) + 9-acridincarboxaldehyde (885-23-4) + acridine-9-carboxylic acid (5336-90-3) + acridone (1007228-53-6) + C15H12N2O2

Guidance literature:

With ammonium acetate; In water; Electrochemical reaction;

DOI:10.1007/s13361-015-1210-2

upstream raw materials:

phenyl acridine-9-carboxylate

1-phenyl-indole-2,3-dione

carbamazepin

Downstream raw materials:

N-[N-(tert-butoxycarbonyl)-6-aminohexyl]-9-acridinecarboxamide

N-[(3-(N-tert-butoxycarbonylamino)propyl)]acridine-9-carboxamide

2,6-dichlorophenyl acridine-9-carboxylate

N-(3-aminopropyl)acridine-9-carboxamide

Refernces

• 1、 White, Emil H.,Roswell, David F.,Dupont, Andrea C.,Wilson, Alan A.. "Chemiluminescence Involving Acidic and Ambident Ion Light Emitters. The Chemiluminescence of the 9-Acridinepercarboxylate Anion". . p. 5189 - 5196. Retrieved 2007/10/02.